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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:37:46 UTC

Update Date

2022-03-07 02:53:53 UTC

HMDB ID

HMDB0033855

Secondary Accession Numbers

HMDB33855

Metabolite Identification

Common Name

Medicocarpin

Description

Medicocarpin belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Thus, medicocarpin is considered to be a flavonoid. Medicocarpin has been detected, but not quantified in, several different foods, such as green tea, herbal tea, black tea, red tea, and pulses. This could make medicocarpin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Medicocarpin.

Structure

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


  Mrv0541 05061307242D          

 31 35  0  0  0  0            999 V2000
   -0.9390   -2.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5275   -1.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033   -2.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2608   -1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4796   -2.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1823   -2.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2216   -1.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8872   -0.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1217   -0.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4883   -2.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6743   -1.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9548   -1.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0270   -2.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7507   -1.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3980   -1.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9156   -2.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0636   -0.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6109    0.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7873    0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4163   -0.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2033   -2.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8689   -1.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2582    0.4261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9819    1.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3346    0.9744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5926   -0.4994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2450   -2.7293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9453   -0.5937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4979   -1.8789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6872   -2.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6926   -1.0948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
 10  2  1  0  0  0  0
 10  6  2  0  0  0  0
 11  3  1  0  0  0  0
 11  7  2  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15  7  1  0  0  0  0
 15 13  2  0  0  0  0
 16  6  1  0  0  0  0
 16 12  2  0  0  0  0
 17  8  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 20  1  0  0  0  0
 23  8  1  0  0  0  0
 24 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27  1  1  0  0  0  0
 27 10  1  0  0  0  0
 28  9  1  0  0  0  0
 28 15  1  0  0  0  0
 29 11  1  0  0  0  0
 29 22  1  0  0  0  0
 30 16  1  0  0  0  0
 30 21  1  0  0  0  0
 31 17  1  0  0  0  0
 31 22  1  0  0  0  0
M  END

HMDB0033855
     RDKit          3D
Medicocarpin
 55 59  0  0  0  0  0  0  0  0999 V2000
   -9.5628   -0.5649    0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3587   -1.2465    1.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1355   -0.7062    0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1065    0.4582   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9206    1.0110   -0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7205    0.4066   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7482   -0.7591    0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9426   -1.3137    0.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4228   -1.2104    0.7046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7411   -0.7486   -0.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -0.5853   -0.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4857   -1.2951    0.5429 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776   -1.0256    0.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4528   -0.0561   -0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7740    0.2098   -0.1567 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7978   -0.3739    0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7386   -0.8409   -0.2995 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6686    0.1092   -0.6771 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5745   -0.3436   -1.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3166   -1.4726   -1.4341 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5086    0.6025    0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6655   -0.1835    0.5051 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7753    0.5097    1.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0511   -0.6826    2.4517 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3256    0.7115    1.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1781    1.9386    0.8642 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6354    0.6668   -1.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7297    0.4152   -1.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5364    1.1652   -1.9558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9580    1.2305   -1.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2971    0.6842   -0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5886    0.4407    1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4507   -1.1084    1.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5846   -0.4142   -0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0453    0.9397   -0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8831    1.9306   -1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9951   -2.2291    1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0081   -1.2856   -1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.0633    1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4500   -1.6389    1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3787   -1.1622    1.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0913    0.9781   -1.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2407    0.5205   -2.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9764   -0.5376   -2.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6668   -2.2150   -1.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7290    1.6725    0.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3655    0.3640    0.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1660    1.3229    2.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2507   -1.2354    2.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6941    0.7247    2.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5366    2.5385    1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0499    1.4548   -1.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2390    2.2993   -1.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4329    0.6977   -2.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162    1.2950    0.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 14 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  8  3  1  0
 31 10  1  0
 31  6  1  0
 28 11  1  0
 25 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  8 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 30 53  1  0
 30 54  1  0
 31 55  1  0
M  END


  Mrv0541 05061307242D          

 31 35  0  0  0  0            999 V2000
   -0.9390   -2.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5275   -1.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033   -2.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2608   -1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4796   -2.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1823   -2.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2216   -1.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8872   -0.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1217   -0.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4883   -2.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6743   -1.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9548   -1.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0270   -2.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7507   -1.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3980   -1.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9156   -2.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0636   -0.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6109    0.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7873    0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4163   -0.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2033   -2.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8689   -1.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2582    0.4261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9819    1.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3346    0.9744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5926   -0.4994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2450   -2.7293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9453   -0.5937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4979   -1.8789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6872   -2.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6926   -1.0948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
 10  2  1  0  0  0  0
 10  6  2  0  0  0  0
 11  3  1  0  0  0  0
 11  7  2  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15  7  1  0  0  0  0
 15 13  2  0  0  0  0
 16  6  1  0  0  0  0
 16 12  2  0  0  0  0
 17  8  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 20  1  0  0  0  0
 23  8  1  0  0  0  0
 24 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27  1  1  0  0  0  0
 27 10  1  0  0  0  0
 28  9  1  0  0  0  0
 28 15  1  0  0  0  0
 29 11  1  0  0  0  0
 29 22  1  0  0  0  0
 30 16  1  0  0  0  0
 30 21  1  0  0  0  0
 31 17  1  0  0  0  0
 31 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033855

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C=C1)C1COC3=C(C=CC(OC4OC(CO)C(O)C(O)C4O)=C3)C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C22H24O9/c1-27-10-2-4-12-14-9-28-15-7-11(3-5-13(15)21(14)30-16(12)6-10)29-22-20(26)19(25)18(24)17(8-23)31-22/h2-7,14,17-26H,8-9H2,1H3

> <INCHI_KEY>
PVEMGMOWXQUWRD-UHFFFAOYSA-N

> <FORMULA>
C22H24O9

> <MOLECULAR_WEIGHT>
432.4206

> <EXACT_MASS>
432.142032366

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
43.93972312971586

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(hydroxymethyl)-6-({14-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11(16),12,14-hexaen-5-yl}oxy)oxane-3,4,5-triol

> <ALOGPS_LOGP>
1.26

> <JCHEM_LOGP>
0.24115530299999963

> <ALOGPS_LOGS>
-2.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.196090792974335

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.200140018647128

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923437225645

> <JCHEM_POLAR_SURFACE_AREA>
127.07000000000002

> <JCHEM_REFRACTIVITY>
105.20549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.16e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
medicarpin 3-O-glucoside

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033855
     RDKit          3D
Medicocarpin
 55 59  0  0  0  0  0  0  0  0999 V2000
   -9.5628   -0.5649    0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3587   -1.2465    1.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1355   -0.7062    0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1065    0.4582   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9206    1.0110   -0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7205    0.4066   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7482   -0.7591    0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9426   -1.3137    0.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4228   -1.2104    0.7046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7411   -0.7486   -0.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -0.5853   -0.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4857   -1.2951    0.5429 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776   -1.0256    0.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4528   -0.0561   -0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7740    0.2098   -0.1567 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7978   -0.3739    0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7386   -0.8409   -0.2995 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6686    0.1092   -0.6771 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5745   -0.3436   -1.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3166   -1.4726   -1.4341 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5086    0.6025    0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6655   -0.1835    0.5051 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7753    0.5097    1.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0511   -0.6826    2.4517 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3256    0.7115    1.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1781    1.9386    0.8642 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6354    0.6668   -1.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7297    0.4152   -1.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5364    1.1652   -1.9558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9580    1.2305   -1.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2971    0.6842   -0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5886    0.4407    1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4507   -1.1084    1.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5846   -0.4142   -0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0453    0.9397   -0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8831    1.9306   -1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9951   -2.2291    1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0081   -1.2856   -1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.0633    1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4500   -1.6389    1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3787   -1.1622    1.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0913    0.9781   -1.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2407    0.5205   -2.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9764   -0.5376   -2.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6668   -2.2150   -1.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7290    1.6725    0.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3655    0.3640    0.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1660    1.3229    2.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2507   -1.2354    2.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6941    0.7247    2.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5366    2.5385    1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0499    1.4548   -1.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2390    2.2993   -1.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4329    0.6977   -2.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162    1.2950    0.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 14 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  8  3  1  0
 31 10  1  0
 31  6  1  0
 28 11  1  0
 25 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  8 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 30 53  1  0
 30 54  1  0
 31 55  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.753  -4.262   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.985  -2.851   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.899  -4.971   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.353  -2.145   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.362  -5.059   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.207  -5.221   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.747  -2.308   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.589  -0.580   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.827  -1.196   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.911  -4.389   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.592  -3.595   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.649  -2.978   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.517  -3.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.135  -2.572   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.210  -2.396   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.576  -4.516   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.052  -0.668   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.207   0.619   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.670   0.531   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.977  -0.844   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.979  -3.859   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.822  -2.132   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      17.282   0.795   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      14.900   1.995   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      11.825   1.819   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      10.440  -0.932   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.457  -5.095   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       7.365  -1.108   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      12.129  -3.507   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.016  -5.061   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      14.360  -2.044   0.000  0.00  0.00           O+0
CONECT    1   27                                                            
CONECT    2    4   10                                                       
CONECT    3    5   11                                                       
CONECT    4    2   12                                                       
CONECT    5    3   13                                                       
CONECT    6   10   16                                                       
CONECT    7   11   15                                                       
CONECT    8   17   23                                                       
CONECT    9   14   28                                                       
CONECT   10    2    6   27                                                  
CONECT   11    3    7   29                                                  
CONECT   12    4   14   16                                                  
CONECT   13    5   15   21                                                  
CONECT   14    9   12   21                                                  
CONECT   15    7   13   28                                                  
CONECT   16    6   12   30                                                  
CONECT   17    8   18   31                                                  
CONECT   18   17   19   24                                                  
CONECT   19   18   20   25                                                  
CONECT   20   19   22   26                                                  
CONECT   21   13   14   30                                                  
CONECT   22   20   29   31                                                  
CONECT   23    8                                                            
CONECT   24   18                                                            
CONECT   25   19                                                            
CONECT   26   20                                                            
CONECT   27    1   10                                                       
CONECT   28    9   15                                                       
CONECT   29   11   22                                                       
CONECT   30   16   21                                                       
CONECT   31   17   22                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

COMPND    HMDB0033855
HETATM    1  C1  UNL     1      -9.563  -0.565   0.707  1.00  0.00           C  
HETATM    2  O1  UNL     1      -8.359  -1.246   1.055  1.00  0.00           O  
HETATM    3  C2  UNL     1      -7.135  -0.706   0.635  1.00  0.00           C  
HETATM    4  C3  UNL     1      -7.106   0.458  -0.099  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.921   1.011  -0.524  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.721   0.407  -0.224  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.748  -0.759   0.510  1.00  0.00           C  
HETATM    8  C7  UNL     1      -5.943  -1.314   0.937  1.00  0.00           C  
HETATM    9  O2  UNL     1      -3.423  -1.210   0.705  1.00  0.00           O  
HETATM   10  C8  UNL     1      -2.741  -0.749  -0.440  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.291  -0.585  -0.285  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.486  -1.295   0.543  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.878  -1.026   0.583  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.453  -0.056  -0.191  1.00  0.00           C  
HETATM   15  O3  UNL     1       2.774   0.210  -0.157  1.00  0.00           O  
HETATM   16  C13 UNL     1       3.798  -0.374   0.601  1.00  0.00           C  
HETATM   17  O4  UNL     1       4.739  -0.841  -0.300  1.00  0.00           O  
HETATM   18  C14 UNL     1       5.669   0.109  -0.677  1.00  0.00           C  
HETATM   19  C15 UNL     1       6.575  -0.344  -1.772  1.00  0.00           C  
HETATM   20  O5  UNL     1       7.317  -1.473  -1.434  1.00  0.00           O  
HETATM   21  C16 UNL     1       6.509   0.602   0.468  1.00  0.00           C  
HETATM   22  O6  UNL     1       7.665  -0.183   0.505  1.00  0.00           O  
HETATM   23  C17 UNL     1       5.775   0.510   1.790  1.00  0.00           C  
HETATM   24  O7  UNL     1       6.051  -0.683   2.452  1.00  0.00           O  
HETATM   25  C18 UNL     1       4.326   0.711   1.515  1.00  0.00           C  
HETATM   26  O8  UNL     1       4.178   1.939   0.864  1.00  0.00           O  
HETATM   27  C19 UNL     1       0.635   0.667  -1.034  1.00  0.00           C  
HETATM   28  C20 UNL     1      -0.730   0.415  -1.091  1.00  0.00           C  
HETATM   29  O9  UNL     1      -1.536   1.165  -1.956  1.00  0.00           O  
HETATM   30  C21 UNL     1      -2.958   1.231  -1.818  1.00  0.00           C  
HETATM   31  C22 UNL     1      -3.297   0.684  -0.485  1.00  0.00           C  
HETATM   32  H1  UNL     1      -9.589   0.441   1.184  1.00  0.00           H  
HETATM   33  H2  UNL     1     -10.451  -1.108   1.081  1.00  0.00           H  
HETATM   34  H3  UNL     1      -9.585  -0.414  -0.402  1.00  0.00           H  
HETATM   35  H4  UNL     1      -8.045   0.940  -0.339  1.00  0.00           H  
HETATM   36  H5  UNL     1      -5.883   1.931  -1.104  1.00  0.00           H  
HETATM   37  H6  UNL     1      -5.995  -2.229   1.516  1.00  0.00           H  
HETATM   38  H7  UNL     1      -3.008  -1.286  -1.352  1.00  0.00           H  
HETATM   39  H8  UNL     1      -0.935  -2.063   1.158  1.00  0.00           H  
HETATM   40  H9  UNL     1       1.450  -1.639   1.272  1.00  0.00           H  
HETATM   41  H10 UNL     1       3.379  -1.162   1.240  1.00  0.00           H  
HETATM   42  H11 UNL     1       5.091   0.978  -1.058  1.00  0.00           H  
HETATM   43  H12 UNL     1       7.241   0.520  -2.029  1.00  0.00           H  
HETATM   44  H13 UNL     1       5.976  -0.538  -2.696  1.00  0.00           H  
HETATM   45  H14 UNL     1       6.667  -2.215  -1.350  1.00  0.00           H  
HETATM   46  H15 UNL     1       6.729   1.673   0.290  1.00  0.00           H  
HETATM   47  H16 UNL     1       8.366   0.364   0.916  1.00  0.00           H  
HETATM   48  H17 UNL     1       6.166   1.323   2.434  1.00  0.00           H  
HETATM   49  H18 UNL     1       5.251  -1.235   2.568  1.00  0.00           H  
HETATM   50  H19 UNL     1       3.694   0.725   2.426  1.00  0.00           H  
HETATM   51  H20 UNL     1       3.537   2.539   1.322  1.00  0.00           H  
HETATM   52  H21 UNL     1       1.050   1.455  -1.674  1.00  0.00           H  
HETATM   53  H22 UNL     1      -3.239   2.299  -1.892  1.00  0.00           H  
HETATM   54  H23 UNL     1      -3.433   0.698  -2.660  1.00  0.00           H  
HETATM   55  H24 UNL     1      -2.816   1.295   0.294  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   35
CONECT    5    6    6   36
CONECT    6    7   31
CONECT    7    8    8    9
CONECT    8   37
CONECT    9   10
CONECT   10   11   31   38
CONECT   11   12   12   28
CONECT   12   13   39
CONECT   13   14   14   40
CONECT   14   15   27
CONECT   15   16
CONECT   16   17   25   41
CONECT   17   18
CONECT   18   19   21   42
CONECT   19   20   43   44
CONECT   20   45
CONECT   21   22   23   46
CONECT   22   47
CONECT   23   24   25   48
CONECT   24   49
CONECT   25   26   50
CONECT   26   51
CONECT   27   28   28   52
CONECT   28   29
CONECT   29   30
CONECT   30   31   53   54
CONECT   31   55
END

HMDB0033855
     RDKit          3D
Medicocarpin
 55 59  0  0  0  0  0  0  0  0999 V2000
   -9.5628   -0.5649    0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3587   -1.2465    1.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1355   -0.7062    0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1065    0.4582   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9206    1.0110   -0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7205    0.4066   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7482   -0.7591    0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9426   -1.3137    0.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4228   -1.2104    0.7046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7411   -0.7486   -0.4404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -0.5853   -0.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4857   -1.2951    0.5429 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776   -1.0256    0.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4528   -0.0561   -0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7740    0.2098   -0.1567 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7978   -0.3739    0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7386   -0.8409   -0.2995 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6686    0.1092   -0.6771 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5745   -0.3436   -1.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3166   -1.4726   -1.4341 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5086    0.6025    0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6655   -0.1835    0.5051 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7753    0.5097    1.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0511   -0.6826    2.4517 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3256    0.7115    1.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1781    1.9386    0.8642 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6354    0.6668   -1.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7297    0.4152   -1.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5364    1.1652   -1.9558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9580    1.2305   -1.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2971    0.6842   -0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5886    0.4407    1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4507   -1.1084    1.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5846   -0.4142   -0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0453    0.9397   -0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8831    1.9306   -1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9951   -2.2291    1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0081   -1.2856   -1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.0633    1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4500   -1.6389    1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3787   -1.1622    1.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0913    0.9781   -1.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2407    0.5205   -2.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9764   -0.5376   -2.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6668   -2.2150   -1.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7290    1.6725    0.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3655    0.3640    0.9163 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1660    1.3229    2.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2507   -1.2354    2.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6941    0.7247    2.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5366    2.5385    1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0499    1.4548   -1.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2390    2.2993   -1.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4329    0.6977   -2.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162    1.2950    0.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 14 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  8  3  1  0
 31 10  1  0
 31  6  1  0
 28 11  1  0
 25 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  8 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 30 53  1  0
 30 54  1  0
 31 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Medicocarpin	HMDB
Medicarpin 3-O-glucoside	HMDB
Medicarpin-3-O-glucoside	HMDB

Chemical Formula

C₂₂H₂₄O₉

Average Molecular Weight

432.4206

Monoisotopic Molecular Weight

432.142032366

IUPAC Name

2-(hydroxymethyl)-6-({14-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11(16),12,14-hexaen-5-yl}oxy)oxane-3,4,5-triol

Traditional Name

medicarpin 3-O-glucoside

CAS Registry Number

52766-70-8

SMILES

COC1=CC2=C(C=C1)C1COC3=C(C=CC(OC4OC(CO)C(O)C(O)C4O)=C3)C1O2

InChI Identifier

InChI=1S/C22H24O9/c1-27-10-2-4-12-14-9-28-15-7-11(3-5-13(15)21(14)30-16(12)6-10)29-22-20(26)19(25)18(24)17(8-23)31-22/h2-7,14,17-26H,8-9H2,1H3

InChI Key

PVEMGMOWXQUWRD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Furanoisoflavonoids

Direct Parent

Pterocarpans

Alternative Parents

Substituents

Isoflavanol
Pterocarpan
Isoflavan
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Coumaran
Benzofuran
Anisole
Alkyl aryl ether
Oxane
Monosaccharide
Benzenoid
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Acetal
Primary alcohol
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Pterocarpans (LMPK12070005 )
a small molecule (CPD-4122 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	270 - 272 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.82 g/L	ALOGPS
logP	1.26	ALOGPS
logP	0.24	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	127.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	105.21 m³·mol⁻¹	ChemAxon
Polarizability	43.94 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	200.313	31661259
DarkChem	[M-H]-	194.344	31661259
DeepCCS	[M+H]+	197.776	30932474
DeepCCS	[M-H]-	195.418	30932474
DeepCCS	[M-2H]-	229.101	30932474
DeepCCS	[M+Na]+	204.329	30932474
AllCCS	[M+H]+	203.0	32859911
AllCCS	[M+H-H2O]+	200.7	32859911
AllCCS	[M+NH4]+	205.2	32859911
AllCCS	[M+Na]+	205.9	32859911
AllCCS	[M-H]-	199.0	32859911
AllCCS	[M+Na-2H]-	199.4	32859911
AllCCS	[M+HCOO]-	200.1	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.	5.46 minutes	32390414
Predicted by Siyang on May 30, 2022	11.4966 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.11 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	70.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1822.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	226.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	157.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	197.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	112.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	374.8 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	438.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	306.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	837.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	452.5 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	1154.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	296.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	273.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	370.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	250.6 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	48.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Medicocarpin	COC1=CC2=C(C=C1)C1COC3=C(C=CC(OC4OC(CO)C(O)C(O)C4O)=C3)C1O2	4504.4	Standard polar	33892256
Medicocarpin	COC1=CC2=C(C=C1)C1COC3=C(C=CC(OC4OC(CO)C(O)C(O)C4O)=C3)C1O2	3614.4	Standard non polar	33892256
Medicocarpin	COC1=CC2=C(C=C1)C1COC3=C(C=CC(OC4OC(CO)C(O)C(O)C4O)=C3)C1O2	3970.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Medicocarpin,1TMS,isomer #1	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O)C(O)C4O)C=C3OCC21	3753.1	Semi standard non polar	33892256
Medicocarpin,1TMS,isomer #2	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O)C=C3OCC21	3726.1	Semi standard non polar	33892256
Medicocarpin,1TMS,isomer #3	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O)C=C3OCC21	3761.2	Semi standard non polar	33892256
Medicocarpin,1TMS,isomer #4	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C)C=C3OCC21	3753.7	Semi standard non polar	33892256
Medicocarpin,2TMS,isomer #1	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O)C=C3OCC21	3669.6	Semi standard non polar	33892256
Medicocarpin,2TMS,isomer #2	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O)C=C3OCC21	3708.2	Semi standard non polar	33892256
Medicocarpin,2TMS,isomer #3	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O)C(O)C4O[Si](C)(C)C)C=C3OCC21	3688.0	Semi standard non polar	33892256
Medicocarpin,2TMS,isomer #4	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)C=C3OCC21	3678.6	Semi standard non polar	33892256
Medicocarpin,2TMS,isomer #5	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)C=C3OCC21	3682.8	Semi standard non polar	33892256
Medicocarpin,2TMS,isomer #6	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=C3OCC21	3685.9	Semi standard non polar	33892256
Medicocarpin,3TMS,isomer #1	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)C=C3OCC21	3653.9	Semi standard non polar	33892256
Medicocarpin,3TMS,isomer #2	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)C=C3OCC21	3665.2	Semi standard non polar	33892256
Medicocarpin,3TMS,isomer #3	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=C3OCC21	3651.1	Semi standard non polar	33892256
Medicocarpin,3TMS,isomer #4	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=C3OCC21	3631.5	Semi standard non polar	33892256
Medicocarpin,4TMS,isomer #1	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=C3OCC21	3619.1	Semi standard non polar	33892256
Medicocarpin,1TBDMS,isomer #1	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C4O)C=C3OCC21	3986.6	Semi standard non polar	33892256
Medicocarpin,1TBDMS,isomer #2	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)C=C3OCC21	3976.4	Semi standard non polar	33892256
Medicocarpin,1TBDMS,isomer #3	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)C=C3OCC21	4009.9	Semi standard non polar	33892256
Medicocarpin,1TBDMS,isomer #4	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)C=C3OCC21	4012.1	Semi standard non polar	33892256
Medicocarpin,2TBDMS,isomer #1	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)C=C3OCC21	4148.8	Semi standard non polar	33892256
Medicocarpin,2TBDMS,isomer #2	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)C=C3OCC21	4181.1	Semi standard non polar	33892256
Medicocarpin,2TBDMS,isomer #3	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)C=C3OCC21	4186.0	Semi standard non polar	33892256
Medicocarpin,2TBDMS,isomer #4	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O)C=C3OCC21	4155.8	Semi standard non polar	33892256
Medicocarpin,2TBDMS,isomer #5	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)C=C3OCC21	4168.1	Semi standard non polar	33892256
Medicocarpin,2TBDMS,isomer #6	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=C3OCC21	4175.4	Semi standard non polar	33892256
Medicocarpin,3TBDMS,isomer #1	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O)C=C3OCC21	4321.8	Semi standard non polar	33892256
Medicocarpin,3TBDMS,isomer #2	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)C=C3OCC21	4360.5	Semi standard non polar	33892256
Medicocarpin,3TBDMS,isomer #3	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=C3OCC21	4330.3	Semi standard non polar	33892256
Medicocarpin,3TBDMS,isomer #4	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=C3OCC21	4291.9	Semi standard non polar	33892256
Medicocarpin,4TBDMS,isomer #1	COC1=CC=C2C(=C1)OC1C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=C3OCC21	4474.2	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 - Medicocarpin GC-MS (Non-derivatized) - 70eV, Positive	splash10-074i-9314400000-75dd08d61398ee27b4f3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Medicocarpin GC-MS (3 TMS) - 70eV, Positive	splash10-001i-3284149000-3f5464b2373485efb6cd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Medicocarpin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Medicocarpin 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 - Medicocarpin 10V, Positive-QTOF	splash10-00di-0190300000-b882e9bebf1868ae469f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Medicocarpin 20V, Positive-QTOF	splash10-00di-0190000000-faecc861abc226635106	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Medicocarpin 40V, Positive-QTOF	splash10-0pb9-5690000000-78b574975a59260f0696	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Medicocarpin 10V, Negative-QTOF	splash10-00lr-1260900000-399953b8fe3f2fae6bca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Medicocarpin 20V, Negative-QTOF	splash10-014i-1290200000-9f0ce07c6f4110fd6792	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Medicocarpin 40V, Negative-QTOF	splash10-0uy0-2090000000-1696a6667edd3ea11010	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Medicocarpin 10V, Negative-QTOF	splash10-001i-0250900000-cc8e75aa2846ee52270a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Medicocarpin 20V, Negative-QTOF	splash10-0uyi-1090300000-061bd63dc9211e1631b6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Medicocarpin 40V, Negative-QTOF	splash10-0udi-1090000000-946560ab1028064474fc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Medicocarpin 10V, Positive-QTOF	splash10-00di-0090200000-1cca73998e2f00392c11	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Medicocarpin 20V, Positive-QTOF	splash10-00di-0091100000-df3a7430e0251e13b8a8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Medicocarpin 40V, Positive-QTOF	splash10-0089-1092000000-3a0a3c5be993b7d238c9	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257429

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Medicocarpin (HMDB0033855)

MOL for HMDB0033855 (Medicocarpin)

3D MOL for HMDB0033855 (Medicocarpin)

3D SDF for HMDB0033855 (Medicocarpin)

3D-SDF for HMDB0033855 (Medicocarpin)

PDB for HMDB0033855 (Medicocarpin)

3D PDB for HMDB0033855 (Medicocarpin)

SMILES for HMDB0033855 (Medicocarpin)

INCHI for HMDB0033855 (Medicocarpin)

Structure for HMDB0033855 (Medicocarpin)

3D Structure for HMDB0033855 (Medicocarpin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra