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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-12 00:02:41 UTC

Update Date

2022-09-22 18:35:11 UTC

HMDB ID

HMDB0038708

Secondary Accession Numbers

HMDB38708

Metabolite Identification

Common Name

Citrusin C

Description

Citrusin C belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Citrusin C has been detected, but not quantified in, a few different foods, such as common sages (Salvia officinalis), herbs and spices, and lemons (Citrus limon). This could make citrusin C a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Citrusin C.

Structure

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

HMDB0038708
     RDKit          3D
Citrusin C
 45 46  0  0  0  0  0  0  0  0999 V2000
    6.5714    0.2740    1.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7638    0.7092    0.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7339    1.6986    1.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506    1.2304    0.9109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6334    0.5898    1.8900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3606    0.1643    1.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7126    0.3402    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4843   -0.0768    0.2063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6885   -0.5172    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9248   -1.4996   -0.9058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382   -2.1021   -0.7555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2648   -3.0588    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3712   -4.1242    0.3012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3014   -1.1389   -0.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5285   -0.6431   -1.9971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0636    0.0210    0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1702   -0.3313    1.5390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210    0.6156   -0.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784    1.6713    0.6854 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4733    1.0009   -0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9337    1.2281   -1.8367 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7219    1.8912   -2.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7485    1.4233   -0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4933    0.6318    2.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3350   -0.4546    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8549    0.3438   -0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9128    2.5914    0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8530    2.0871    2.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1104    0.4389    2.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383   -0.3386    2.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0674   -1.0051    1.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3063   -2.7121   -1.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2876   -3.5300    0.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2297   -2.6354    1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0094   -4.3401    1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1977   -1.7409   -0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8032   -1.3937   -2.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8408    0.7958   -0.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6154    0.3708    2.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7577    0.8937   -1.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4770    2.5046    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6245    1.2481   -3.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1115    2.8691   -2.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    2.0756   -3.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388    1.9339   -1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23  4  1  0
 18  9  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
M  END


  Mrv0541 05061310352D          

 23 24  0  0  0  0            999 V2000
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  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
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  3  1  0  0  0  0
  6  5  2  0  0  0  0
  9  4  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17  8  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 21  2  1  0  0  0  0
 21 11  1  0  0  0  0
 22 10  1  0  0  0  0
 22 16  1  0  0  0  0
 23 12  1  0  0  0  0
 23 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038708

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC(CC=C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O7/c1-3-4-9-5-6-10(11(7-9)21-2)22-16-15(20)14(19)13(18)12(8-17)23-16/h3,5-7,12-20H,1,4,8H2,2H3

> <INCHI_KEY>
VADSVXSGIFBZLI-UHFFFAOYSA-N

> <FORMULA>
C16H22O7

> <MOLECULAR_WEIGHT>
326.3417

> <EXACT_MASS>
326.136553058

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
33.16570958268849

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(hydroxymethyl)-6-[2-methoxy-4-(prop-2-en-1-yl)phenoxy]oxane-3,4,5-triol

> <ALOGPS_LOGP>
0.38

> <JCHEM_LOGP>
0.34251186833333347

> <ALOGPS_LOGS>
-1.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.196043729441886

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.20001489975382

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092354907191

> <JCHEM_POLAR_SURFACE_AREA>
108.61000000000001

> <JCHEM_REFRACTIVITY>
80.9338

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(hydroxymethyl)-6-[2-methoxy-4-(prop-2-en-1-yl)phenoxy]oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038708
     RDKit          3D
Citrusin C
 45 46  0  0  0  0  0  0  0  0999 V2000
    6.5714    0.2740    1.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7638    0.7092    0.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7339    1.6986    1.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506    1.2304    0.9109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6334    0.5898    1.8900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3606    0.1643    1.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7126    0.3402    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4843   -0.0768    0.2063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6885   -0.5172    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9248   -1.4996   -0.9058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382   -2.1021   -0.7555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2648   -3.0588    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3712   -4.1242    0.3012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3014   -1.1389   -0.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5285   -0.6431   -1.9971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0636    0.0210    0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1702   -0.3313    1.5390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210    0.6156   -0.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784    1.6713    0.6854 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4733    1.0009   -0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9337    1.2281   -1.8367 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7219    1.8912   -2.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7485    1.4233   -0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4933    0.6318    2.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3350   -0.4546    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8549    0.3438   -0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9128    2.5914    0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8530    2.0871    2.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1104    0.4389    2.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383   -0.3386    2.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0674   -1.0051    1.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3063   -2.7121   -1.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2876   -3.5300    0.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2297   -2.6354    1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0094   -4.3401    1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1977   -1.7409   -0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8032   -1.3937   -2.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8408    0.7958   -0.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6154    0.3708    2.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7577    0.8937   -1.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4770    2.5046    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6245    1.2481   -3.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1115    2.8691   -2.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    2.0756   -3.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388    1.9339   -1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23  4  1  0
 18  9  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  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       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.000  13.860   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667  10.780   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   21                                                            
CONECT    3    1    4                                                       
CONECT    4    3    9                                                       
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    9   11                                                       
CONECT    8   12   17                                                       
CONECT    9    4    5    7                                                  
CONECT   10    6   11   22                                                  
CONECT   11    7   10   21                                                  
CONECT   12    8   13   23                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   22   23                                                  
CONECT   17    8                                                            
CONECT   18   13                                                            
CONECT   19   14                                                            
CONECT   20   15                                                            
CONECT   21    2   11                                                       
CONECT   22   10   16                                                       
CONECT   23   12   16                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0038708
HETATM    1  C1  UNL     1       6.571   0.274   1.778  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.764   0.709   0.845  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.734   1.699   1.172  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.351   1.230   0.911  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.633   0.590   1.890  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.361   0.164   1.633  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.713   0.340   0.401  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.484  -0.077   0.206  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.688  -0.517   0.069  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.925  -1.500  -0.906  1.00  0.00           O  
HETATM   11  C9  UNL     1      -3.138  -2.102  -0.756  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.265  -3.059   0.381  1.00  0.00           C  
HETATM   13  O3  UNL     1      -2.371  -4.124   0.301  1.00  0.00           O  
HETATM   14  C11 UNL     1      -4.301  -1.139  -0.708  1.00  0.00           C  
HETATM   15  O4  UNL     1      -4.529  -0.643  -1.997  1.00  0.00           O  
HETATM   16  C12 UNL     1      -4.064   0.021   0.198  1.00  0.00           C  
HETATM   17  O5  UNL     1      -4.170  -0.331   1.539  1.00  0.00           O  
HETATM   18  C13 UNL     1      -2.721   0.616  -0.131  1.00  0.00           C  
HETATM   19  O6  UNL     1      -2.378   1.671   0.685  1.00  0.00           O  
HETATM   20  C14 UNL     1       1.473   1.001  -0.585  1.00  0.00           C  
HETATM   21  O7  UNL     1       0.934   1.228  -1.837  1.00  0.00           O  
HETATM   22  C15 UNL     1       1.722   1.891  -2.799  1.00  0.00           C  
HETATM   23  C16 UNL     1       2.748   1.423  -0.316  1.00  0.00           C  
HETATM   24  H1  UNL     1       6.493   0.632   2.791  1.00  0.00           H  
HETATM   25  H2  UNL     1       7.335  -0.455   1.553  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.855   0.344  -0.155  1.00  0.00           H  
HETATM   27  H4  UNL     1       4.913   2.591   0.504  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.853   2.087   2.205  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.110   0.439   2.856  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.838  -0.339   2.448  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.067  -1.005   1.031  1.00  0.00           H  
HETATM   32  H9  UNL     1      -3.306  -2.712  -1.694  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.288  -3.530   0.284  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.230  -2.635   1.381  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.009  -4.340   1.219  1.00  0.00           H  
HETATM   36  H13 UNL     1      -5.198  -1.741  -0.414  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.803  -1.394  -2.587  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.841   0.796  -0.032  1.00  0.00           H  
HETATM   39  H16 UNL     1      -4.615   0.371   2.076  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.758   0.894  -1.218  1.00  0.00           H  
HETATM   41  H18 UNL     1      -2.477   2.505   0.133  1.00  0.00           H  
HETATM   42  H19 UNL     1       2.624   1.248  -3.010  1.00  0.00           H  
HETATM   43  H20 UNL     1       2.112   2.869  -2.411  1.00  0.00           H  
HETATM   44  H21 UNL     1       1.151   2.076  -3.731  1.00  0.00           H  
HETATM   45  H22 UNL     1       3.339   1.934  -1.075  1.00  0.00           H  
CONECT    1    2    2   24   25
CONECT    2    3   26
CONECT    3    4   27   28
CONECT    4    5    5   23
CONECT    5    6   29
CONECT    6    7    7   30
CONECT    7    8   20
CONECT    8    9
CONECT    9   10   18   31
CONECT   10   11
CONECT   11   12   14   32
CONECT   12   13   33   34
CONECT   13   35
CONECT   14   15   16   36
CONECT   15   37
CONECT   16   17   18   38
CONECT   17   39
CONECT   18   19   40
CONECT   19   41
CONECT   20   21   23   23
CONECT   21   22
CONECT   22   42   43   44
CONECT   23   45
END

HMDB0038708
     RDKit          3D
Citrusin C
 45 46  0  0  0  0  0  0  0  0999 V2000
    6.5714    0.2740    1.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7638    0.7092    0.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7339    1.6986    1.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506    1.2304    0.9109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6334    0.5898    1.8900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3606    0.1643    1.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7126    0.3402    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4843   -0.0768    0.2063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6885   -0.5172    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9248   -1.4996   -0.9058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382   -2.1021   -0.7555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2648   -3.0588    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3712   -4.1242    0.3012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3014   -1.1389   -0.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5285   -0.6431   -1.9971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0636    0.0210    0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1702   -0.3313    1.5390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210    0.6156   -0.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784    1.6713    0.6854 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4733    1.0009   -0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9337    1.2281   -1.8367 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7219    1.8912   -2.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7485    1.4233   -0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4933    0.6318    2.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3350   -0.4546    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8549    0.3438   -0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9128    2.5914    0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8530    2.0871    2.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1104    0.4389    2.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383   -0.3386    2.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0674   -1.0051    1.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3063   -2.7121   -1.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2876   -3.5300    0.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2297   -2.6354    1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0094   -4.3401    1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1977   -1.7409   -0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8032   -1.3937   -2.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8408    0.7958   -0.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6154    0.3708    2.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7577    0.8937   -1.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4770    2.5046    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6245    1.2481   -3.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1115    2.8691   -2.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    2.0756   -3.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388    1.9339   -1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23  4  1  0
 18  9  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
beta-D-Glucopyranoside, 2-methoxy-4-(2-propenyl)phenyl	HMDB
Eugenol beta-D-glucopyranoside	HMDB
Eugenol glucoside	HMDB

Chemical Formula

C₁₆H₂₂O₇

Average Molecular Weight

326.3417

Monoisotopic Molecular Weight

326.136553058

IUPAC Name

2-(hydroxymethyl)-6-[2-methoxy-4-(prop-2-en-1-yl)phenoxy]oxane-3,4,5-triol

Traditional Name

2-(hydroxymethyl)-6-[2-methoxy-4-(prop-2-en-1-yl)phenoxy]oxane-3,4,5-triol

CAS Registry Number

18604-50-7

SMILES

COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC(CC=C)=C1

InChI Identifier

InChI=1S/C16H22O7/c1-3-4-9-5-6-10(11(7-9)21-2)22-16-15(20)14(19)13(18)12(8-17)23-16/h3,5-7,12-20H,1,4,8H2,2H3

InChI Key

VADSVXSGIFBZLI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
O-glycosyl compound
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Secondary alcohol
Organoheterocyclic compound
Ether
Acetal
Oxacycle
Polyol
Hydrocarbon derivative
Alcohol
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038708)
Cytoplasm (HMDB: HMDB0038708)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038708)

Source

Exogenous

Exogenous (HMDB: HMDB0038708)

Food

Food (HMDB: HMDB0038708)

Fruit

Citrus

Lemon (FooDB: FOOD00054)

Herb and spice

Herb

Common sage (FooDB: FOOD00165)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0038708)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0038708)

Biological role

Nutrient (HMDB: HMDB0038708)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	130 - 131 °C	Not Available
Boiling Point	526.63 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	3474 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-0.026 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	12.9 g/L	ALOGPS
logP	0.38	ALOGPS
logP	0.34	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	108.61 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	80.93 m³·mol⁻¹	ChemAxon
Polarizability	33.17 Å³	ChemAxon
Number of Rings	2	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]+	176.782	31661259
DarkChem	[M-H]-	171.49	31661259
DeepCCS	[M+H]+	180.167	30932474
DeepCCS	[M-H]-	177.809	30932474
DeepCCS	[M-2H]-	210.696	30932474
DeepCCS	[M+Na]+	186.261	30932474
AllCCS	[M+H]+	179.9	32859911
AllCCS	[M+H-H2O]+	176.8	32859911
AllCCS	[M+NH4]+	182.8	32859911
AllCCS	[M+Na]+	183.6	32859911
AllCCS	[M-H]-	176.0	32859911
AllCCS	[M+Na-2H]-	176.2	32859911
AllCCS	[M+HCOO]-	176.6	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.	3.39 minutes	32390414
Predicted by Siyang on May 30, 2022	10.6653 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.35 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	85.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1548.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	219.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	113.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	79.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	314.8 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	384.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	173.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	753.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	379.0 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	1073.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	246.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	265.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	400.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	249.9 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	14.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Citrusin C	COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC(CC=C)=C1	3141.6	Standard polar	33892256
Citrusin C	COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC(CC=C)=C1	2720.7	Standard non polar	33892256
Citrusin C	COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC(CC=C)=C1	2767.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Citrusin C,1TMS,isomer #1	C=CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)C(OC)=C1	2639.6	Semi standard non polar	33892256
Citrusin C,1TMS,isomer #2	C=CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	2637.9	Semi standard non polar	33892256
Citrusin C,1TMS,isomer #3	C=CCC1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	2627.7	Semi standard non polar	33892256
Citrusin C,1TMS,isomer #4	C=CCC1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	2642.1	Semi standard non polar	33892256
Citrusin C,2TMS,isomer #1	C=CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	2620.0	Semi standard non polar	33892256
Citrusin C,2TMS,isomer #2	C=CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	2600.9	Semi standard non polar	33892256
Citrusin C,2TMS,isomer #3	C=CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	2622.9	Semi standard non polar	33892256
Citrusin C,2TMS,isomer #4	C=CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	2595.0	Semi standard non polar	33892256
Citrusin C,2TMS,isomer #5	C=CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	2614.2	Semi standard non polar	33892256
Citrusin C,2TMS,isomer #6	C=CCC1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	2609.9	Semi standard non polar	33892256
Citrusin C,3TMS,isomer #1	C=CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	2593.5	Semi standard non polar	33892256
Citrusin C,3TMS,isomer #2	C=CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	2620.6	Semi standard non polar	33892256
Citrusin C,3TMS,isomer #3	C=CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	2593.5	Semi standard non polar	33892256
Citrusin C,3TMS,isomer #4	C=CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	2587.4	Semi standard non polar	33892256
Citrusin C,4TMS,isomer #1	C=CCC1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	2642.8	Semi standard non polar	33892256
Citrusin C,1TBDMS,isomer #1	C=CCC1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C(OC)=C1	2878.5	Semi standard non polar	33892256
Citrusin C,1TBDMS,isomer #2	C=CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	2896.1	Semi standard non polar	33892256
Citrusin C,1TBDMS,isomer #3	C=CCC1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	2885.9	Semi standard non polar	33892256
Citrusin C,1TBDMS,isomer #4	C=CCC1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	2902.7	Semi standard non polar	33892256
Citrusin C,2TBDMS,isomer #1	C=CCC1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	3092.5	Semi standard non polar	33892256
Citrusin C,2TBDMS,isomer #2	C=CCC1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	3075.7	Semi standard non polar	33892256
Citrusin C,2TBDMS,isomer #3	C=CCC1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	3089.2	Semi standard non polar	33892256
Citrusin C,2TBDMS,isomer #4	C=CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	3090.7	Semi standard non polar	33892256
Citrusin C,2TBDMS,isomer #5	C=CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	3109.4	Semi standard non polar	33892256
Citrusin C,2TBDMS,isomer #6	C=CCC1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	3101.9	Semi standard non polar	33892256
Citrusin C,3TBDMS,isomer #1	C=CCC1=CC=C(OC2OC(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)C2O)C(OC)=C1	3298.0	Semi standard non polar	33892256
Citrusin C,3TBDMS,isomer #2	C=CCC1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	3333.4	Semi standard non polar	33892256
Citrusin C,3TBDMS,isomer #3	C=CCC1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	3285.8	Semi standard non polar	33892256
Citrusin C,3TBDMS,isomer #4	C=CCC1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	3287.7	Semi standard non polar	33892256
Citrusin C,4TBDMS,isomer #1	C=CCC1=CC=C(OC2OC(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)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	3517.8	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 - Citrusin C GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9473000000-c169cd36927b7dac3fd4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin C GC-MS (4 TMS) - 70eV, Positive	splash10-0udj-2211194000-e7b5035c887df748bfe0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin C 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 - Citrusin C 10V, Positive-QTOF	splash10-016r-0905000000-2d4fbf4d4890ca0f22c2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin C 20V, Positive-QTOF	splash10-014i-0900000000-9326d15af66845415bb1	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin C 40V, Positive-QTOF	splash10-0005-4900000000-337146e8a5d714f70b5f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin C 10V, Negative-QTOF	splash10-01t9-1918000000-170253306da5b8435d2f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin C 20V, Negative-QTOF	splash10-03di-1901000000-6eb655479a98e5cb9ab4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin C 40V, Negative-QTOF	splash10-01ot-2900000000-faf43b227c8f1ccc2494	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin C 10V, Negative-QTOF	splash10-01ta-0905000000-a22a8ad9ce2cb35cdbdb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin C 20V, Negative-QTOF	splash10-0btj-4921000000-699d719e1b9e2280b945	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin C 40V, Negative-QTOF	splash10-06r2-3900000000-c20b33440cc5b6adaf9d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin C 10V, Positive-QTOF	splash10-004i-0529000000-9c75e4e0515df8d5745e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin C 20V, Positive-QTOF	splash10-001i-0910000000-2a87c0e486f58b5b5dc8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin C 40V, Positive-QTOF	splash10-02tc-5920000000-9cb2cd5f64485b2cdb5f	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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	Adult (>18 years old)	Both	Asthma	33739820	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Asthma	33739820	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

FDB018116

KNApSAcK ID

C00030227

Chemspider ID

8120801

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9945189

PDB ID

Not Available

ChEBI ID

175167

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1501601

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 Citrusin C (HMDB0038708)

MOL for HMDB0038708 (Citrusin C)

3D MOL for HMDB0038708 (Citrusin C)

3D SDF for HMDB0038708 (Citrusin C)

3D-SDF for HMDB0038708 (Citrusin C)

PDB for HMDB0038708 (Citrusin C)

3D PDB for HMDB0038708 (Citrusin C)

SMILES for HMDB0038708 (Citrusin C)

INCHI for HMDB0038708 (Citrusin C)

Structure for HMDB0038708 (Citrusin C)

3D Structure for HMDB0038708 (Citrusin C)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra