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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-13 11:41:42 UTC

Update Date

2022-09-22 18:34:27 UTC

HMDB ID

HMDB0041832

Secondary Accession Numbers

HMDB41832

Metabolite Identification

Common Name

Baicalin

Description

Baicalin is a flavone, a type of flavonoid. It is found in several species in the genus Scutellaria, including Scutellaria lateriflora (blue skullcap). There are 10 mg/g baicalin in Scutellaria galericulata (common skullcap) leaves. Baicalin is the glucuronide of baicalein. It is a component of Chinese medicinal herb Huang-chin (Scutellaria baicalensis) and one of the chemical ingredients of Sho-Saiko-To, an herbal supplement.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 06301311372D          

 32 35  0  0  0  0            999 V2000
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  4  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  6  2  0  0  0  0
 10  8  1  0  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  2  0  0  0  0
 15 13  2  0  0  0  0
 15 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 19 20  1  6  0  0  0
 21 18  1  0  0  0  0
 22  9  2  0  0  0  0
 23 14  1  0  0  0  0
 24 15  1  0  0  0  0
 16 25  1  6  0  0  0
 17 26  1  1  0  0  0
 18 27  1  1  0  0  0
 28 20  2  0  0  0  0
 29 20  1  0  0  0  0
 30 10  1  0  0  0  0
 30 11  1  0  0  0  0
 31 12  1  0  0  0  0
 21 31  1  1  0  0  0
 32 19  1  0  0  0  0
 32 21  1  0  0  0  0
M  END

HMDB0041832
     RDKit          3D
Baicalin
 50 53  0  0  0  0  0  0  0  0999 V2000
   -6.5010    1.6633   -0.9992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3044    1.2918   -1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3184    2.2504   -0.9957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9278   -0.1309   -1.2461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5704   -0.2623   -1.2512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9605   -0.1405    0.0247 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6451   -0.1315   -0.0074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5461    0.5415    0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6752   -0.1163   -0.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9156    0.4058    0.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9914   -0.2976   -0.1856 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2230    0.1182   -0.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3448   -0.7216   -0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1146   -1.9758   -0.9938 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1446   -2.8009   -1.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4437   -2.3662   -1.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7038   -1.1395   -0.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6382   -0.3206   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3614    1.3637    0.5376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2912    2.1535    0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4415    3.2801    1.4273 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205    1.6580    0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9007    2.3576    1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9304    3.5917    1.6243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3770    1.7851    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4501    2.5298    1.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5530   -1.3211    0.8446 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4026   -2.4838    0.1179 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0025   -0.9387    1.0626 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0740    0.3991    1.4524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6645   -1.0437   -0.2879 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5737   -2.3753   -0.6875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2443    3.0658   -1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3345   -0.4237   -2.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4373    0.7437    0.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6049   -1.1174   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0926   -2.2775   -1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9648   -3.7809   -1.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2524   -3.0397   -1.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7278   -0.8220   -0.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8575    0.6372    0.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3511    1.7727    0.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5537    4.2504    1.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3933    2.4505    1.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0540   -1.3861    1.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0557   -2.3107   -0.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4861   -1.5884    1.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5432    0.5824    2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7269   -0.7463   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3992   -2.8334   -0.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
  6 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31  4  1  0
 25  8  1  0
 22 10  2  0
 18 13  1  0
  3 33  1  0
  4 34  1  6
  6 35  1  1
  9 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 24 43  1  0
 26 44  1  0
 27 45  1  1
 28 46  1  0
 29 47  1  1
 30 48  1  0
 31 49  1  1
 32 50  1  0
M  END


  Mrv0541 06301311372D          

 32 35  0  0  0  0            999 V2000
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  4  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  6  2  0  0  0  0
 10  8  1  0  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  2  0  0  0  0
 15 13  2  0  0  0  0
 15 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 19 20  1  6  0  0  0
 21 18  1  0  0  0  0
 22  9  2  0  0  0  0
 23 14  1  0  0  0  0
 24 15  1  0  0  0  0
 16 25  1  6  0  0  0
 17 26  1  1  0  0  0
 18 27  1  1  0  0  0
 28 20  2  0  0  0  0
 29 20  1  0  0  0  0
 30 10  1  0  0  0  0
 30 11  1  0  0  0  0
 31 12  1  0  0  0  0
 21 31  1  1  0  0  0
 32 19  1  0  0  0  0
 32 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041832

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@@H]1[C@@H](O)[C@@H](OC2=C(O)C(O)=C3C(=O)C=C(OC3=C2)C2=CC=CC=C2)O[C@@H]([C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21-/m0/s1

> <INCHI_KEY>
IKIIZLYTISPENI-UNJWAJPSSA-N

> <FORMULA>
C21H18O11

> <MOLECULAR_WEIGHT>
446.361

> <EXACT_MASS>
446.084911418

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
42.03209074085666

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6R)-6-[(5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
1.27

> <JCHEM_LOGP>
0.7588955783333331

> <ALOGPS_LOGS>
-2.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.71024563883763

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6182278012602276

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868279925292358

> <JCHEM_POLAR_SURFACE_AREA>
183.20999999999998

> <JCHEM_REFRACTIVITY>
104.92569999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.72e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6R)-6-[(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041832
     RDKit          3D
Baicalin
 50 53  0  0  0  0  0  0  0  0999 V2000
   -6.5010    1.6633   -0.9992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3044    1.2918   -1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3184    2.2504   -0.9957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9278   -0.1309   -1.2461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5704   -0.2623   -1.2512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9605   -0.1405    0.0247 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6451   -0.1315   -0.0074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5461    0.5415    0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6752   -0.1163   -0.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9156    0.4058    0.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9914   -0.2976   -0.1856 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2230    0.1182   -0.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3448   -0.7216   -0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1146   -1.9758   -0.9938 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1446   -2.8009   -1.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4437   -2.3662   -1.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7038   -1.1395   -0.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6382   -0.3206   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3614    1.3637    0.5376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2912    2.1535    0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4415    3.2801    1.4273 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205    1.6580    0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9007    2.3576    1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9304    3.5917    1.6243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3770    1.7851    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4501    2.5298    1.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5530   -1.3211    0.8446 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4026   -2.4838    0.1179 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0025   -0.9387    1.0626 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0740    0.3991    1.4524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6645   -1.0437   -0.2879 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5737   -2.3753   -0.6875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2443    3.0658   -1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3345   -0.4237   -2.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4373    0.7437    0.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6049   -1.1174   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0926   -2.2775   -1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9648   -3.7809   -1.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2524   -3.0397   -1.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7278   -0.8220   -0.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8575    0.6372    0.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3511    1.7727    0.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5537    4.2504    1.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3933    2.4505    1.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0540   -1.3861    1.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0557   -2.3107   -0.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4861   -1.5884    1.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5432    0.5824    2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7269   -0.7463   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3992   -2.8334   -0.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
  6 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31  4  1  0
 25  8  1  0
 22 10  2  0
 18 13  1  0
  3 33  1  0
  4 34  1  6
  6 35  1  1
  9 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 24 43  1  0
 26 44  1  0
 27 45  1  1
 28 46  1  0
 29 47  1  1
 30 48  1  0
 31 49  1  1
 32 50  1  0
M  END

HEADER    PROTEIN                                 30-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-13         0                                  
HETATM    1  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    8                                                       
CONECT    5    3    8                                                       
CONECT    6    9   10                                                       
CONECT    7   11   12                                                       
CONECT    8    4    5   10                                                  
CONECT    9    6   13   22                                                  
CONECT   10    6    8   30                                                  
CONECT   11    7   13   30                                                  
CONECT   12    7   14   31                                                  
CONECT   13    9   11   15                                                  
CONECT   14   12   15   23                                                  
CONECT   15   13   14   24                                                  
CONECT   16   17   18   25                                                  
CONECT   17   16   19   26                                                  
CONECT   18   16   21   27                                                  
CONECT   19   17   20   32                                                  
CONECT   20   19   28   29                                                  
CONECT   21   18   31   32                                                  
CONECT   22    9                                                            
CONECT   23   14                                                            
CONECT   24   15                                                            
CONECT   25   16                                                            
CONECT   26   17                                                            
CONECT   27   18                                                            
CONECT   28   20                                                            
CONECT   29   20                                                            
CONECT   30   10   11                                                       
CONECT   31   12   21                                                       
CONECT   32   19   21                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0041832
HETATM    1  O1  UNL     1      -6.501   1.663  -0.999  1.00  0.00           O  
HETATM    2  C1  UNL     1      -5.304   1.292  -1.075  1.00  0.00           C  
HETATM    3  O2  UNL     1      -4.318   2.250  -0.996  1.00  0.00           O  
HETATM    4  C2  UNL     1      -4.928  -0.131  -1.246  1.00  0.00           C  
HETATM    5  O3  UNL     1      -3.570  -0.262  -1.251  1.00  0.00           O  
HETATM    6  C3  UNL     1      -2.960  -0.141   0.025  1.00  0.00           C  
HETATM    7  O4  UNL     1      -1.645  -0.131  -0.007  1.00  0.00           O  
HETATM    8  C4  UNL     1      -0.546   0.541   0.273  1.00  0.00           C  
HETATM    9  C5  UNL     1       0.675  -0.116  -0.052  1.00  0.00           C  
HETATM   10  C6  UNL     1       1.916   0.406   0.157  1.00  0.00           C  
HETATM   11  O5  UNL     1       2.991  -0.298  -0.186  1.00  0.00           O  
HETATM   12  C7  UNL     1       4.223   0.118  -0.024  1.00  0.00           C  
HETATM   13  C8  UNL     1       5.345  -0.722  -0.430  1.00  0.00           C  
HETATM   14  C9  UNL     1       5.115  -1.976  -0.994  1.00  0.00           C  
HETATM   15  C10 UNL     1       6.145  -2.801  -1.391  1.00  0.00           C  
HETATM   16  C11 UNL     1       7.444  -2.366  -1.222  1.00  0.00           C  
HETATM   17  C12 UNL     1       7.704  -1.140  -0.672  1.00  0.00           C  
HETATM   18  C13 UNL     1       6.638  -0.321  -0.277  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.361   1.364   0.538  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.291   2.154   0.920  1.00  0.00           C  
HETATM   21  O6  UNL     1       3.441   3.280   1.427  1.00  0.00           O  
HETATM   22  C16 UNL     1       2.021   1.658   0.723  1.00  0.00           C  
HETATM   23  C17 UNL     1       0.901   2.358   1.065  1.00  0.00           C  
HETATM   24  O7  UNL     1       0.930   3.592   1.624  1.00  0.00           O  
HETATM   25  C18 UNL     1      -0.377   1.785   0.834  1.00  0.00           C  
HETATM   26  O8  UNL     1      -1.450   2.530   1.195  1.00  0.00           O  
HETATM   27  C19 UNL     1      -3.553  -1.321   0.845  1.00  0.00           C  
HETATM   28  O9  UNL     1      -3.403  -2.484   0.118  1.00  0.00           O  
HETATM   29  C20 UNL     1      -5.003  -0.939   1.063  1.00  0.00           C  
HETATM   30  O10 UNL     1      -5.074   0.399   1.452  1.00  0.00           O  
HETATM   31  C21 UNL     1      -5.665  -1.044  -0.288  1.00  0.00           C  
HETATM   32  O11 UNL     1      -5.574  -2.375  -0.687  1.00  0.00           O  
HETATM   33  H1  UNL     1      -4.244   3.066  -1.581  1.00  0.00           H  
HETATM   34  H2  UNL     1      -5.335  -0.424  -2.275  1.00  0.00           H  
HETATM   35  H3  UNL     1      -3.437   0.744   0.482  1.00  0.00           H  
HETATM   36  H4  UNL     1       0.605  -1.117  -0.505  1.00  0.00           H  
HETATM   37  H5  UNL     1       4.093  -2.277  -1.108  1.00  0.00           H  
HETATM   38  H6  UNL     1       5.965  -3.781  -1.831  1.00  0.00           H  
HETATM   39  H7  UNL     1       8.252  -3.040  -1.546  1.00  0.00           H  
HETATM   40  H8  UNL     1       8.728  -0.822  -0.550  1.00  0.00           H  
HETATM   41  H9  UNL     1       6.857   0.637   0.153  1.00  0.00           H  
HETATM   42  H10 UNL     1       5.351   1.773   0.701  1.00  0.00           H  
HETATM   43  H11 UNL     1       1.554   4.250   1.909  1.00  0.00           H  
HETATM   44  H12 UNL     1      -2.393   2.451   1.177  1.00  0.00           H  
HETATM   45  H13 UNL     1      -3.054  -1.386   1.823  1.00  0.00           H  
HETATM   46  H14 UNL     1      -3.056  -2.311  -0.815  1.00  0.00           H  
HETATM   47  H15 UNL     1      -5.486  -1.588   1.820  1.00  0.00           H  
HETATM   48  H16 UNL     1      -4.543   0.582   2.266  1.00  0.00           H  
HETATM   49  H17 UNL     1      -6.727  -0.746  -0.175  1.00  0.00           H  
HETATM   50  H18 UNL     1      -6.399  -2.833  -0.406  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   33
CONECT    4    5   31   34
CONECT    5    6
CONECT    6    7   27   35
CONECT    7    8
CONECT    8    9    9   25
CONECT    9   10   36
CONECT   10   11   22   22
CONECT   11   12
CONECT   12   13   19   19
CONECT   13   14   14   18
CONECT   14   15   37
CONECT   15   16   16   38
CONECT   16   17   39
CONECT   17   18   18   40
CONECT   18   41
CONECT   19   20   42
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   25   25
CONECT   24   43
CONECT   25   26
CONECT   26   44
CONECT   27   28   29   45
CONECT   28   46
CONECT   29   30   31   47
CONECT   30   48
CONECT   31   32   49
CONECT   32   50
END

HMDB0041832
     RDKit          3D
Baicalin
 50 53  0  0  0  0  0  0  0  0999 V2000
   -6.5010    1.6633   -0.9992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3044    1.2918   -1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3184    2.2504   -0.9957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9278   -0.1309   -1.2461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5704   -0.2623   -1.2512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9605   -0.1405    0.0247 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6451   -0.1315   -0.0074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5461    0.5415    0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6752   -0.1163   -0.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9156    0.4058    0.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9914   -0.2976   -0.1856 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2230    0.1182   -0.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3448   -0.7216   -0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1146   -1.9758   -0.9938 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1446   -2.8009   -1.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4437   -2.3662   -1.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7038   -1.1395   -0.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6382   -0.3206   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3614    1.3637    0.5376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2912    2.1535    0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4415    3.2801    1.4273 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205    1.6580    0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9007    2.3576    1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9304    3.5917    1.6243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3770    1.7851    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4501    2.5298    1.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5530   -1.3211    0.8446 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4026   -2.4838    0.1179 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0025   -0.9387    1.0626 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0740    0.3991    1.4524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6645   -1.0437   -0.2879 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5737   -2.3753   -0.6875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2443    3.0658   -1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3345   -0.4237   -2.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4373    0.7437    0.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6049   -1.1174   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0926   -2.2775   -1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9648   -3.7809   -1.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2524   -3.0397   -1.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7278   -0.8220   -0.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8575    0.6372    0.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3511    1.7727    0.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5537    4.2504    1.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3933    2.4505    1.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0540   -1.3861    1.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0557   -2.3107   -0.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4861   -1.5884    1.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5432    0.5824    2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7269   -0.7463   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3992   -2.8334   -0.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
  6 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31  4  1  0
 25  8  1  0
 22 10  2  0
 18 13  1  0
  3 33  1  0
  4 34  1  6
  6 35  1  1
  9 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 24 43  1  0
 26 44  1  0
 27 45  1  1
 28 46  1  0
 29 47  1  1
 30 48  1  0
 31 49  1  1
 32 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,6,7-Trihydroxyflavone 7-O-beta-D-glucuronide	HMDB
5,6-Dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl beta-D-glucopyranosiduronic acid	HMDB
5,6-Dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl beta-D-glucopyranosiduronic acid	HMDB
7-D-Glucuronic acid-5,6-dihydroxyflavone	HMDB
Baicalein 7-O-glucuronide	HMDB
(2S,3S,4S,5R,6R)-6-[(5,6-Dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate	HMDB

Chemical Formula

C₂₁H₁₈O₁₁

Average Molecular Weight

446.361

Monoisotopic Molecular Weight

446.084911418

IUPAC Name

(2S,3S,4S,5R,6R)-6-[(5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6R)-6-[(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

21967-41-9

SMILES

O[C@@H]1[C@@H](O)[C@@H](OC2=C(O)C(O)=C3C(=O)C=C(OC3=C2)C2=CC=CC=C2)O[C@@H]([C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21-/m0/s1

InChI Key

IKIIZLYTISPENI-UNJWAJPSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glucuronides

Alternative Parents

Substituents

Flavonoid-7-o-glucuronide
Flavonoid-7-o-glycoside
5-hydroxyflavonoid
6-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Beta-hydroxy acid
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Pyran
Hydroxy acid
Monosaccharide
Oxane
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Organoheterocyclic compound
Polyol
Acetal
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	202 - 205 °C	Not Available
Boiling Point	836.62 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	907 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.431 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.72 g/L	ALOGPS
logP	1.27	ALOGPS
logP	0.76	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	2.62	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.21 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	104.93 m³·mol⁻¹	ChemAxon
Polarizability	42.03 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	204.15	31661259
DarkChem	[M-H]-	197.24	31661259
DeepCCS	[M+H]+	195.386	30932474
DeepCCS	[M-H]-	193.082	30932474
DeepCCS	[M-2H]-	226.322	30932474
DeepCCS	[M+Na]+	201.298	30932474
AllCCS	[M+H]+	201.8	32859911
AllCCS	[M+H-H2O]+	199.4	32859911
AllCCS	[M+NH4]+	204.1	32859911
AllCCS	[M+Na]+	204.7	32859911
AllCCS	[M-H]-	198.6	32859911
AllCCS	[M+Na-2H]-	198.8	32859911
AllCCS	[M+HCOO]-	199.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.27 minutes	32390414
Predicted by Siyang on May 30, 2022	11.5999 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.07 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	97.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2050.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	208.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	108.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	126.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	363.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	438.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	290.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	742.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	428.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1314.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	257.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	298.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	411.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	225.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	211.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Baicalin	O[C@@H]1[C@@H](O)[C@@H](OC2=C(O)C(O)=C3C(=O)C=C(OC3=C2)C2=CC=CC=C2)O[C@@H]([C@H]1O)C(O)=O	5226.0	Standard polar	33892256
Baicalin	O[C@@H]1[C@@H](O)[C@@H](OC2=C(O)C(O)=C3C(=O)C=C(OC3=C2)C2=CC=CC=C2)O[C@@H]([C@H]1O)C(O)=O	3898.6	Standard non polar	33892256
Baicalin	O[C@@H]1[C@@H](O)[C@@H](OC2=C(O)C(O)=C3C(=O)C=C(OC3=C2)C2=CC=CC=C2)O[C@@H]([C@H]1O)C(O)=O	4247.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Baicalin,1TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@@H]1O	3872.3	Semi standard non polar	33892256
Baicalin,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](C(=O)O)O[C@@H]1OC1=CC2=C(C(O)=C1O)C(=O)C=C(C1=CC=CC=C1)O2	3897.2	Semi standard non polar	33892256
Baicalin,1TMS,isomer #3	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O	3932.3	Semi standard non polar	33892256
Baicalin,1TMS,isomer #4	C[Si](C)(C)OC1=C(O)C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	3930.8	Semi standard non polar	33892256
Baicalin,1TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@H]1O	3908.4	Semi standard non polar	33892256
Baicalin,1TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O)[C@@H]1O	3926.5	Semi standard non polar	33892256
Baicalin,2TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@H]1O[Si](C)(C)C	3810.4	Semi standard non polar	33892256
Baicalin,2TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O)[C@@H]1O	3850.9	Semi standard non polar	33892256
Baicalin,2TMS,isomer #11	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O	3830.6	Semi standard non polar	33892256
Baicalin,2TMS,isomer #12	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O[Si](C)(C)C	3859.7	Semi standard non polar	33892256
Baicalin,2TMS,isomer #13	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O)[C@@H]1O	3867.1	Semi standard non polar	33892256
Baicalin,2TMS,isomer #14	C[Si](C)(C)OC1=C(O)C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	3836.8	Semi standard non polar	33892256
Baicalin,2TMS,isomer #15	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3859.0	Semi standard non polar	33892256
Baicalin,2TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3803.1	Semi standard non polar	33892256
Baicalin,2TMS,isomer #3	C[Si](C)(C)OC1=C(O)C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	3799.2	Semi standard non polar	33892256
Baicalin,2TMS,isomer #4	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O	3791.0	Semi standard non polar	33892256
Baicalin,2TMS,isomer #5	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@@H]1O[Si](C)(C)C	3796.6	Semi standard non polar	33892256
Baicalin,2TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@H]1O	3810.3	Semi standard non polar	33892256
Baicalin,2TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3830.2	Semi standard non polar	33892256
Baicalin,2TMS,isomer #8	C[Si](C)(C)OC1=C(O)C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	3818.0	Semi standard non polar	33892256
Baicalin,2TMS,isomer #9	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O	3813.0	Semi standard non polar	33892256
Baicalin,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3806.7	Semi standard non polar	33892256
Baicalin,3TMS,isomer #10	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O	3757.6	Semi standard non polar	33892256
Baicalin,3TMS,isomer #11	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3825.9	Semi standard non polar	33892256
Baicalin,3TMS,isomer #12	C[Si](C)(C)OC1=C(O)C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	3791.8	Semi standard non polar	33892256
Baicalin,3TMS,isomer #13	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O	3780.6	Semi standard non polar	33892256
Baicalin,3TMS,isomer #14	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3827.9	Semi standard non polar	33892256
Baicalin,3TMS,isomer #15	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3805.4	Semi standard non polar	33892256
Baicalin,3TMS,isomer #16	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O[Si](C)(C)C	3802.7	Semi standard non polar	33892256
Baicalin,3TMS,isomer #17	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O)[C@@H]1O	3846.0	Semi standard non polar	33892256
Baicalin,3TMS,isomer #18	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3823.8	Semi standard non polar	33892256
Baicalin,3TMS,isomer #19	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O[Si](C)(C)C	3820.3	Semi standard non polar	33892256
Baicalin,3TMS,isomer #2	C[Si](C)(C)OC1=C(O)C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	3783.9	Semi standard non polar	33892256
Baicalin,3TMS,isomer #20	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3850.3	Semi standard non polar	33892256
Baicalin,3TMS,isomer #3	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O	3768.9	Semi standard non polar	33892256
Baicalin,3TMS,isomer #4	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](C(=O)O)O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@@H]1O[Si](C)(C)C	3782.8	Semi standard non polar	33892256
Baicalin,3TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3807.0	Semi standard non polar	33892256
Baicalin,3TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3785.4	Semi standard non polar	33892256
Baicalin,3TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3784.9	Semi standard non polar	33892256
Baicalin,3TMS,isomer #8	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O[Si](C)(C)C	3789.3	Semi standard non polar	33892256
Baicalin,3TMS,isomer #9	C[Si](C)(C)OC1=C(O)C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	3776.0	Semi standard non polar	33892256
Baicalin,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3827.5	Semi standard non polar	33892256
Baicalin,4TMS,isomer #10	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O[Si](C)(C)C	3791.6	Semi standard non polar	33892256
Baicalin,4TMS,isomer #11	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3850.4	Semi standard non polar	33892256
Baicalin,4TMS,isomer #12	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3836.2	Semi standard non polar	33892256
Baicalin,4TMS,isomer #13	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O[Si](C)(C)C	3808.5	Semi standard non polar	33892256
Baicalin,4TMS,isomer #14	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3837.4	Semi standard non polar	33892256
Baicalin,4TMS,isomer #15	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3853.8	Semi standard non polar	33892256
Baicalin,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3799.9	Semi standard non polar	33892256
Baicalin,4TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3825.2	Semi standard non polar	33892256
Baicalin,4TMS,isomer #4	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O[Si](C)(C)C	3803.6	Semi standard non polar	33892256
Baicalin,4TMS,isomer #5	C[Si](C)(C)OC1=C(O)C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	3789.4	Semi standard non polar	33892256
Baicalin,4TMS,isomer #6	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O	3773.7	Semi standard non polar	33892256
Baicalin,4TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3808.2	Semi standard non polar	33892256
Baicalin,4TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3809.6	Semi standard non polar	33892256
Baicalin,4TMS,isomer #9	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3786.5	Semi standard non polar	33892256
Baicalin,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3807.7	Semi standard non polar	33892256
Baicalin,5TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3833.6	Semi standard non polar	33892256
Baicalin,5TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3828.0	Semi standard non polar	33892256
Baicalin,5TMS,isomer #4	C[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O[Si](C)(C)C	3803.1	Semi standard non polar	33892256
Baicalin,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3803.6	Semi standard non polar	33892256
Baicalin,5TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3839.0	Semi standard non polar	33892256
Baicalin,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C)=C2O[Si](C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3835.0	Semi standard non polar	33892256
Baicalin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@@H]1O	4117.6	Semi standard non polar	33892256
Baicalin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](C(=O)O)O[C@@H]1OC1=CC2=C(C(O)=C1O)C(=O)C=C(C1=CC=CC=C1)O2	4146.5	Semi standard non polar	33892256
Baicalin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O	4167.1	Semi standard non polar	33892256
Baicalin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=C(O)C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	4190.3	Semi standard non polar	33892256
Baicalin,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@H]1O	4136.4	Semi standard non polar	33892256
Baicalin,1TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O)[C@@H]1O	4191.8	Semi standard non polar	33892256
Baicalin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4247.8	Semi standard non polar	33892256
Baicalin,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O[Si](C)(C)C(C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O)[C@@H]1O	4320.6	Semi standard non polar	33892256
Baicalin,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O	4280.6	Semi standard non polar	33892256
Baicalin,2TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O[Si](C)(C)C(C)(C)C	4311.0	Semi standard non polar	33892256
Baicalin,2TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C(C)(C)C)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O)[C@@H]1O	4349.0	Semi standard non polar	33892256
Baicalin,2TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1=C(O)C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	4304.7	Semi standard non polar	33892256
Baicalin,2TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4318.7	Semi standard non polar	33892256
Baicalin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4283.3	Semi standard non polar	33892256
Baicalin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O)C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	4286.0	Semi standard non polar	33892256
Baicalin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O	4268.0	Semi standard non polar	33892256
Baicalin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@@H]1O[Si](C)(C)C(C)(C)C	4238.1	Semi standard non polar	33892256
Baicalin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4247.3	Semi standard non polar	33892256
Baicalin,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4309.1	Semi standard non polar	33892256
Baicalin,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=C(O)C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	4300.6	Semi standard non polar	33892256
Baicalin,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O	4280.0	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4439.3	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O	4437.8	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4479.6	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC1=C(O)C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	4454.5	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O	4455.1	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C(C)(C)C)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4493.9	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O[Si](C)(C)C(C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4485.9	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #16	CC(C)(C)[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O[Si](C)(C)C(C)(C)C	4435.8	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #17	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C(C)(C)C)=C2O[Si](C)(C)C(C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O)[C@@H]1O	4479.5	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #18	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O[Si](C)(C)C(C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4488.2	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #19	CC(C)(C)[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O[Si](C)(C)C(C)(C)C	4437.2	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(O)C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	4439.7	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #20	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C(C)(C)C)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4492.4	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O	4445.6	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C(=O)O)O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@@H]1O[Si](C)(C)C(C)(C)C	4403.3	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O[Si](C)(C)C(C)(C)C)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4470.3	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O[Si](C)(C)C(C)(C)C)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4462.9	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@H](OC2=CC3=C(C(O)=C2O)C(=O)C=C(C2=CC=CC=C2)O3)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4431.3	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C2OC(C3=CC=CC=C3)=CC(=O)C2=C1O[Si](C)(C)C(C)(C)C	4423.5	Semi standard non polar	33892256
Baicalin,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=C(O)C(O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	4429.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Baicalin GC-MS (Non-derivatized) - 70eV, Positive	splash10-05di-9328400000-21f478bcb7bb93e5bf28	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Baicalin GC-MS (3 TMS) - 70eV, Positive	splash10-0002-3392057000-ae58abaf7f516069457c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Baicalin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Baicalin 10V, Positive-QTOF	splash10-00fr-0090800000-605bcbd2ffd9fc7890f2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Baicalin 20V, Positive-QTOF	splash10-00di-0090000000-f684485fa58df6130146	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Baicalin 40V, Positive-QTOF	splash10-0w90-1590000000-6a6f69daef985731b73d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Baicalin 10V, Negative-QTOF	splash10-00kb-1251900000-33775a5cd1996ce659d3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Baicalin 20V, Negative-QTOF	splash10-014i-2291200000-5a566a74a1bcab99fdb5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Baicalin 40V, Negative-QTOF	splash10-014i-4590000000-56ad61dab640ec2290f3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Baicalin 10V, Positive-QTOF	splash10-00dj-0090400000-10e70971051c82d62946	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Baicalin 20V, Positive-QTOF	splash10-00di-0090000000-60b322ff74af8a765580	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Baicalin 40V, Positive-QTOF	splash10-00di-0090000000-53bc3f6f773ee367b5a9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Baicalin 10V, Negative-QTOF	splash10-014j-0090600000-aaea534c6c95d07377be	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Baicalin 20V, Negative-QTOF	splash10-014i-0090000000-0f9cf513153f5787dba6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Baicalin 40V, Negative-QTOF	splash10-014i-0090000000-74726919fa50baee1637	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00001024

Chemspider ID

16498738

KEGG Compound ID

C10025

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Baicalin

METLIN ID

Not Available

PubChem Compound

13654833

PDB ID

Not Available

ChEBI ID

2981

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1667691

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Baicalin (HMDB0041832)

MOL for HMDB0041832 (Baicalin)

3D MOL for HMDB0041832 (Baicalin)

3D SDF for HMDB0041832 (Baicalin)

3D-SDF for HMDB0041832 (Baicalin)

PDB for HMDB0041832 (Baicalin)

3D PDB for HMDB0041832 (Baicalin)

SMILES for HMDB0041832 (Baicalin)

INCHI for HMDB0041832 (Baicalin)

Structure for HMDB0041832 (Baicalin)

3D Structure for HMDB0041832 (Baicalin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra