Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:33:27 UTC

Update Date

2022-09-22 18:35:09 UTC

HMDB ID

HMDB0029909

Secondary Accession Numbers

HMDB29909

Metabolite Identification

Common Name

Gein

Description

Gein 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. Gein has been detected, but not quantified in, herbs and spices. This could make gein a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Gein.

Structure

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


  Mrv0541 05061312162D          

 32 34  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    9.4875    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
    0.0000    9.9000    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
   -0.7145    9.4875    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    8.6625    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
    0.0000    8.2500    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   10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    9.9000    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
   -1.4289    8.2500    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
    0.7145    8.6625    0.0000 O   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
    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
 10  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 13 12  2  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 16 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 11  1  0  0  0  0
 23 15  1  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28  2  1  0  0  0  0
 28 13  1  0  0  0  0
 29  8  1  0  0  0  0
 29 20  1  0  0  0  0
 30  9  1  0  0  0  0
 30 20  1  0  0  0  0
 31 12  1  0  0  0  0
 31 21  1  0  0  0  0
 32 14  1  0  0  0  0
 32 21  1  0  0  0  0
M  END

HMDB0029909
     RDKit          3D
Gein
 62 64  0  0  0  0  0  0  0  0999 V2000
   -6.6175    0.3963    2.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6110    0.0522    1.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3190   -0.4126    0.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8667   -0.4041    0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0859   -1.5100    0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7059   -1.5275    0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0716   -0.4219   -0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7329   -0.3465   -0.6520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8292   -1.3785   -0.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1334   -1.0610    0.4652 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4061   -0.8471    0.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6078    0.6440   -0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8511    1.0254   -0.4821 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8898    0.7573    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7845   -0.0697   -0.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7238   -0.6416    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5298    0.3604    1.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5553    0.9238    0.5216 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6894    1.5046    1.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5331    2.5392    2.1964 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6825    1.9738    0.7689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9001    2.9374    1.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546   -1.6960   -0.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9778   -2.5635   -0.5688 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9245   -2.5740   -1.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3758   -2.9865   -2.9132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3306   -1.7961   -1.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2650   -0.7645   -2.7284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8738    0.7119   -0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2678    1.8405   -1.1554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0480    2.9879   -1.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2180    0.7056   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5988    0.3410    2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8235    0.7295    3.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6322    0.1047    2.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8742    0.2326   -0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7430   -1.4326    0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5563   -2.3949    0.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2033   -2.4540    0.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629   -2.2539   -0.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0510   -1.0737    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9072    0.9411   -0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010    1.1712    0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299    0.2260    1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2683   -1.3839    1.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4250   -1.2138   -0.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9913   -0.1477    2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3615    1.8472    0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1071    1.1012    2.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1558    2.1731    2.8624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641    2.3654   -0.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2115    3.2199    0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4039   -1.0397   -1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7535   -2.5322   -1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7418   -3.4383   -1.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2203   -2.5099   -3.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1023   -2.5036   -2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8687   -0.0139   -2.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6236    3.3046   -0.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7735    2.8401   -2.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3565    3.8595   -1.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8510    1.5757   -0.5905 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
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 11 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
  7 29  1  0
 29 30  1  0
 30 31  1  0
 29 32  2  0
 32  4  1  0
 27  9  1  0
 21 14  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  5 38  1  0
  6 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 14 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
 28 58  1  0
 31 59  1  0
 31 60  1  0
 31 61  1  0
 32 62  1  0
M  END


  Mrv0541 05061312162D          

 32 34  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    9.4875    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
    0.0000    9.9000    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
   -0.7145    9.4875    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    8.6625    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
    0.0000    8.2500    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   10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    9.9000    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
   -1.4289    8.2500    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
    0.7145    8.6625    0.0000 O   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
    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
 10  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 13 12  2  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 16 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 11  1  0  0  0  0
 23 15  1  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28  2  1  0  0  0  0
 28 13  1  0  0  0  0
 29  8  1  0  0  0  0
 29 20  1  0  0  0  0
 30  9  1  0  0  0  0
 30 20  1  0  0  0  0
 31 12  1  0  0  0  0
 31 21  1  0  0  0  0
 32 14  1  0  0  0  0
 32 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029909

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC2OC(COC3OCC(O)C(O)C3O)C(O)C(O)C2O)C=CC(CC=C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O11/c1-3-4-10-5-6-12(13(7-10)28-2)31-21-19(27)17(25)16(24)14(32-21)9-30-20-18(26)15(23)11(22)8-29-20/h3,5-7,11,14-27H,1,4,8-9H2,2H3

> <INCHI_KEY>
FSCNUJMKSQHQSY-UHFFFAOYSA-N

> <FORMULA>
C21H30O11

> <MOLECULAR_WEIGHT>
458.4563

> <EXACT_MASS>
458.178811802

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
46.055676126440645

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[2-methoxy-4-(prop-2-en-1-yl)phenoxy]-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.53

> <JCHEM_LOGP>
-0.7979888353333318

> <ALOGPS_LOGS>
-1.83

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.457090340430227

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.922549820752144

> <JCHEM_PKA_STRONGEST_BASIC>
-3.526580404084756

> <JCHEM_POLAR_SURFACE_AREA>
167.52999999999997

> <JCHEM_REFRACTIVITY>
107.38459999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.85e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[2-methoxy-4-(prop-2-en-1-yl)phenoxy]-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029909
     RDKit          3D
Gein
 62 64  0  0  0  0  0  0  0  0999 V2000
   -6.6175    0.3963    2.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6110    0.0522    1.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3190   -0.4126    0.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8667   -0.4041    0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0859   -1.5100    0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7059   -1.5275    0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0716   -0.4219   -0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7329   -0.3465   -0.6520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8292   -1.3785   -0.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1334   -1.0610    0.4652 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4061   -0.8471    0.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6078    0.6440   -0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8511    1.0254   -0.4821 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8898    0.7573    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7845   -0.0697   -0.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7238   -0.6416    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5298    0.3604    1.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5553    0.9238    0.5216 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6894    1.5046    1.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5331    2.5392    2.1964 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6825    1.9738    0.7689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9001    2.9374    1.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546   -1.6960   -0.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9778   -2.5635   -0.5688 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9245   -2.5740   -1.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3758   -2.9865   -2.9132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3306   -1.7961   -1.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2650   -0.7645   -2.7284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8738    0.7119   -0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2678    1.8405   -1.1554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0480    2.9879   -1.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2180    0.7056   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5988    0.3410    2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8235    0.7295    3.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6322    0.1047    2.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8742    0.2326   -0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7430   -1.4326    0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5563   -2.3949    0.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2033   -2.4540    0.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629   -2.2539   -0.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0510   -1.0737    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9072    0.9411   -0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010    1.1712    0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299    0.2260    1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2683   -1.3839    1.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4250   -1.2138   -0.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9913   -0.1477    2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3615    1.8472    0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1071    1.1012    2.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1558    2.1731    2.8624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641    2.3654   -0.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2115    3.2199    0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4039   -1.0397   -1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7535   -2.5322   -1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7418   -3.4383   -1.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2203   -2.5099   -3.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1023   -2.5036   -2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8687   -0.0139   -2.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6236    3.3046   -0.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7735    2.8401   -2.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3565    3.8595   -1.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8510    1.5757   -0.5905 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
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 11 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
  7 29  1  0
 29 30  1  0
 30 31  1  0
 29 32  2  0
 32  4  1  0
 27  9  1  0
 21 14  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  5 38  1  0
  6 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 14 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
 28 58  1  0
 31 59  1  0
 31 60  1  0
 31 61  1  0
 32 62  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  17.710   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  18.480   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  17.710   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  16.170   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000  15.400   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.000  20.020   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667  18.480   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.667  15.400   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.334  16.170   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.000  13.860   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       2.667  10.780   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   28                                                            
CONECT    3    1    4                                                       
CONECT    4    3   10                                                       
CONECT    5    6   10                                                       
CONECT    6    5   12                                                       
CONECT    7   10   13                                                       
CONECT    8   11   29                                                       
CONECT    9   14   30                                                       
CONECT   10    4    5    7                                                  
CONECT   11    8   15   22                                                  
CONECT   12    6   13   31                                                  
CONECT   13    7   12   28                                                  
CONECT   14    9   16   32                                                  
CONECT   15   11   18   23                                                  
CONECT   16   14   17   24                                                  
CONECT   17   16   19   25                                                  
CONECT   18   15   20   26                                                  
CONECT   19   17   21   27                                                  
CONECT   20   18   29   30                                                  
CONECT   21   19   31   32                                                  
CONECT   22   11                                                            
CONECT   23   15                                                            
CONECT   24   16                                                            
CONECT   25   17                                                            
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28    2   13                                                       
CONECT   29    8   20                                                       
CONECT   30    9   20                                                       
CONECT   31   12   21                                                       
CONECT   32   14   21                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0029909
HETATM    1  C1  UNL     1      -6.617   0.396   2.586  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.611   0.052   1.791  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.319  -0.413   0.388  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.867  -0.404   0.121  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.086  -1.510   0.375  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.706  -1.527   0.130  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.072  -0.422  -0.381  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.733  -0.347  -0.652  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.829  -1.379  -0.447  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.133  -1.061   0.465  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.406  -0.847   0.104  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.608   0.644  -0.113  1.00  0.00           C  
HETATM   13  O3  UNL     1       2.851   1.025  -0.482  1.00  0.00           O  
HETATM   14  C11 UNL     1       3.890   0.757   0.343  1.00  0.00           C  
HETATM   15  O4  UNL     1       4.784  -0.070  -0.338  1.00  0.00           O  
HETATM   16  C12 UNL     1       5.724  -0.642   0.505  1.00  0.00           C  
HETATM   17  C13 UNL     1       6.530   0.360   1.275  1.00  0.00           C  
HETATM   18  O5  UNL     1       7.555   0.924   0.522  1.00  0.00           O  
HETATM   19  C14 UNL     1       5.689   1.505   1.800  1.00  0.00           C  
HETATM   20  O6  UNL     1       6.533   2.539   2.196  1.00  0.00           O  
HETATM   21  C15 UNL     1       4.683   1.974   0.769  1.00  0.00           C  
HETATM   22  O7  UNL     1       3.900   2.937   1.375  1.00  0.00           O  
HETATM   23  C16 UNL     1       1.955  -1.696  -0.995  1.00  0.00           C  
HETATM   24  O8  UNL     1       2.978  -2.564  -0.569  1.00  0.00           O  
HETATM   25  C17 UNL     1       0.925  -2.574  -1.652  1.00  0.00           C  
HETATM   26  O9  UNL     1       1.376  -2.987  -2.913  1.00  0.00           O  
HETATM   27  C18 UNL     1      -0.331  -1.796  -1.804  1.00  0.00           C  
HETATM   28  O10 UNL     1      -0.265  -0.765  -2.728  1.00  0.00           O  
HETATM   29  C19 UNL     1      -3.874   0.712  -0.641  1.00  0.00           C  
HETATM   30  O11 UNL     1      -3.268   1.840  -1.155  1.00  0.00           O  
HETATM   31  C20 UNL     1      -4.048   2.988  -1.424  1.00  0.00           C  
HETATM   32  C21 UNL     1      -5.218   0.706  -0.394  1.00  0.00           C  
HETATM   33  H1  UNL     1      -5.599   0.341   2.221  1.00  0.00           H  
HETATM   34  H2  UNL     1      -6.824   0.730   3.591  1.00  0.00           H  
HETATM   35  H3  UNL     1      -8.632   0.105   2.148  1.00  0.00           H  
HETATM   36  H4  UNL     1      -7.874   0.233  -0.329  1.00  0.00           H  
HETATM   37  H5  UNL     1      -7.743  -1.433   0.289  1.00  0.00           H  
HETATM   38  H6  UNL     1      -5.556  -2.395   0.777  1.00  0.00           H  
HETATM   39  H7  UNL     1      -3.203  -2.454   0.370  1.00  0.00           H  
HETATM   40  H8  UNL     1      -1.363  -2.254  -0.036  1.00  0.00           H  
HETATM   41  H9  UNL     1       2.051  -1.074   1.011  1.00  0.00           H  
HETATM   42  H10 UNL     1       0.907   0.941  -0.940  1.00  0.00           H  
HETATM   43  H11 UNL     1       1.201   1.171   0.778  1.00  0.00           H  
HETATM   44  H12 UNL     1       3.630   0.226   1.277  1.00  0.00           H  
HETATM   45  H13 UNL     1       5.268  -1.384   1.202  1.00  0.00           H  
HETATM   46  H14 UNL     1       6.425  -1.214  -0.136  1.00  0.00           H  
HETATM   47  H15 UNL     1       6.991  -0.148   2.145  1.00  0.00           H  
HETATM   48  H16 UNL     1       7.362   1.847   0.234  1.00  0.00           H  
HETATM   49  H17 UNL     1       5.107   1.101   2.662  1.00  0.00           H  
HETATM   50  H18 UNL     1       7.156   2.173   2.862  1.00  0.00           H  
HETATM   51  H19 UNL     1       5.264   2.365  -0.091  1.00  0.00           H  
HETATM   52  H20 UNL     1       3.211   3.220   0.696  1.00  0.00           H  
HETATM   53  H21 UNL     1       2.404  -1.040  -1.766  1.00  0.00           H  
HETATM   54  H22 UNL     1       3.753  -2.532  -1.172  1.00  0.00           H  
HETATM   55  H23 UNL     1       0.742  -3.438  -1.015  1.00  0.00           H  
HETATM   56  H24 UNL     1       2.220  -2.510  -3.113  1.00  0.00           H  
HETATM   57  H25 UNL     1      -1.102  -2.504  -2.233  1.00  0.00           H  
HETATM   58  H26 UNL     1      -0.869  -0.014  -2.510  1.00  0.00           H  
HETATM   59  H27 UNL     1      -4.624   3.305  -0.506  1.00  0.00           H  
HETATM   60  H28 UNL     1      -4.773   2.840  -2.231  1.00  0.00           H  
HETATM   61  H29 UNL     1      -3.357   3.860  -1.615  1.00  0.00           H  
HETATM   62  H30 UNL     1      -5.851   1.576  -0.590  1.00  0.00           H  
CONECT    1    2    2   33   34
CONECT    2    3   35
CONECT    3    4   36   37
CONECT    4    5    5   32
CONECT    5    6   38
CONECT    6    7    7   39
CONECT    7    8   29
CONECT    8    9
CONECT    9   10   27   40
CONECT   10   11
CONECT   11   12   23   41
CONECT   12   13   42   43
CONECT   13   14
CONECT   14   15   21   44
CONECT   15   16
CONECT   16   17   45   46
CONECT   17   18   19   47
CONECT   18   48
CONECT   19   20   21   49
CONECT   20   50
CONECT   21   22   51
CONECT   22   52
CONECT   23   24   25   53
CONECT   24   54
CONECT   25   26   27   55
CONECT   26   56
CONECT   27   28   57
CONECT   28   58
CONECT   29   30   32   32
CONECT   30   31
CONECT   31   59   60   61
CONECT   32   62
END

HMDB0029909
     RDKit          3D
Gein
 62 64  0  0  0  0  0  0  0  0999 V2000
   -6.6175    0.3963    2.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6110    0.0522    1.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3190   -0.4126    0.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8667   -0.4041    0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0859   -1.5100    0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7059   -1.5275    0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0716   -0.4219   -0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7329   -0.3465   -0.6520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8292   -1.3785   -0.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1334   -1.0610    0.4652 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4061   -0.8471    0.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6078    0.6440   -0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8511    1.0254   -0.4821 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8898    0.7573    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7845   -0.0697   -0.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7238   -0.6416    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5298    0.3604    1.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5553    0.9238    0.5216 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6894    1.5046    1.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5331    2.5392    2.1964 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6825    1.9738    0.7689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9001    2.9374    1.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546   -1.6960   -0.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9778   -2.5635   -0.5688 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9245   -2.5740   -1.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3758   -2.9865   -2.9132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3306   -1.7961   -1.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2650   -0.7645   -2.7284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8738    0.7119   -0.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2678    1.8405   -1.1554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0480    2.9879   -1.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2180    0.7056   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5988    0.3410    2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8235    0.7295    3.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6322    0.1047    2.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8742    0.2326   -0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7430   -1.4326    0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5563   -2.3949    0.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2033   -2.4540    0.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629   -2.2539   -0.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0510   -1.0737    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9072    0.9411   -0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010    1.1712    0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6299    0.2260    1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2683   -1.3839    1.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4250   -1.2138   -0.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9913   -0.1477    2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3615    1.8472    0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1071    1.1012    2.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1558    2.1731    2.8624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641    2.3654   -0.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2115    3.2199    0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4039   -1.0397   -1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7535   -2.5322   -1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7418   -3.4383   -1.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2203   -2.5099   -3.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1023   -2.5036   -2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8687   -0.0139   -2.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6236    3.3046   -0.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7735    2.8401   -2.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3565    3.8595   -1.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8510    1.5757   -0.5905 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
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 11 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
  7 29  1  0
 29 30  1  0
 30 31  1  0
 29 32  2  0
 32  4  1  0
 27  9  1  0
 21 14  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  5 38  1  0
  6 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 14 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
 28 58  1  0
 31 59  1  0
 31 60  1  0
 31 61  1  0
 32 62  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3,7-Dimethyl-1-(2-propynyl)xanthine	HMDB
3,7-Dimethyl-1-propargylxanthine	HMDB
3,7-Dimethyl-I-propargylxanthine	HMDB
DMPX	HMDB
Eugenol vicanoside	HMDB
Geoside	HMDB

Chemical Formula

C₂₁H₃₀O₁₁

Average Molecular Weight

458.4563

Monoisotopic Molecular Weight

458.178811802

IUPAC Name

2-[2-methoxy-4-(prop-2-en-1-yl)phenoxy]-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxane-3,4,5-triol

Traditional Name

2-[2-methoxy-4-(prop-2-en-1-yl)phenoxy]-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxane-3,4,5-triol

CAS Registry Number

585-90-0

SMILES

COC1=C(OC2OC(COC3OCC(O)C(O)C3O)C(O)C(O)C2O)C=CC(CC=C)=C1

InChI Identifier

InChI=1S/C21H30O11/c1-3-4-10-5-6-12(13(7-10)28-2)31-21-19(27)17(25)16(24)14(32-21)9-30-20-18(26)15(23)11(22)8-29-20/h3,5-7,11,14-27H,1,4,8-9H2,2H3

InChI Key

FSCNUJMKSQHQSY-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
Disaccharide
O-glycosyl compound
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Alkyl aryl ether
Oxane
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
Polyol
Ether
Organoheterocyclic compound
Acetal
Oxacycle
Hydrocarbon derivative
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: HMDB0029909)
Cytoplasm (HMDB: HMDB0029909)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029909)

Source

Exogenous

Exogenous (HMDB: HMDB0029909)

Food

Food (HMDB: HMDB0029909)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0029909)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0029909)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	183 - 184 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	11470 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.85 g/L	ALOGPS
logP	-0.53	ALOGPS
logP	-0.8	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	11.92	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	167.53 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	107.38 m³·mol⁻¹	ChemAxon
Polarizability	46.06 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	205.155	31661259
DarkChem	[M-H]-	199.861	31661259
DeepCCS	[M+H]+	207.903	30932474
DeepCCS	[M-H]-	205.545	30932474
DeepCCS	[M-2H]-	239.061	30932474
DeepCCS	[M+Na]+	214.29	30932474
AllCCS	[M+H]+	209.6	32859911
AllCCS	[M+H-H2O]+	207.6	32859911
AllCCS	[M+NH4]+	211.5	32859911
AllCCS	[M+Na]+	212.0	32859911
AllCCS	[M-H]-	199.8	32859911
AllCCS	[M+Na-2H]-	200.9	32859911
AllCCS	[M+HCOO]-	202.2	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.	3.26 minutes	32390414
Predicted by Siyang on May 30, 2022	11.0009 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.23 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	190.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1564.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	214.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	101.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	193.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	69.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	326.5 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	398.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	393.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	767.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	360.6 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	1030.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	243.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	262.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	431.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	332.3 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	40.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gein	COC1=C(OC2OC(COC3OCC(O)C(O)C3O)C(O)C(O)C2O)C=CC(CC=C)=C1	3405.9	Standard polar	33892256
Gein	COC1=C(OC2OC(COC3OCC(O)C(O)C3O)C(O)C(O)C2O)C=CC(CC=C)=C1	3815.8	Standard non polar	33892256
Gein	COC1=C(OC2OC(COC3OCC(O)C(O)C3O)C(O)C(O)C2O)C=CC(CC=C)=C1	3825.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gein,1TMS,isomer #1	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O)C(O)C(O)C2O)C(OC)=C1	3652.0	Semi standard non polar	33892256
Gein,1TMS,isomer #2	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O)C(O)C(O)C2O)C(OC)=C1	3611.1	Semi standard non polar	33892256
Gein,1TMS,isomer #3	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O[Si](C)(C)C)C(O)C(O)C2O)C(OC)=C1	3636.8	Semi standard non polar	33892256
Gein,1TMS,isomer #4	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	3663.4	Semi standard non polar	33892256
Gein,1TMS,isomer #5	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	3641.8	Semi standard non polar	33892256
Gein,1TMS,isomer #6	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	3660.1	Semi standard non polar	33892256
Gein,2TMS,isomer #1	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C(O)C(O)C2O)C(OC)=C1	3603.2	Semi standard non polar	33892256
Gein,2TMS,isomer #10	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	3610.2	Semi standard non polar	33892256
Gein,2TMS,isomer #11	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	3580.8	Semi standard non polar	33892256
Gein,2TMS,isomer #12	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	3619.0	Semi standard non polar	33892256
Gein,2TMS,isomer #13	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	3618.9	Semi standard non polar	33892256
Gein,2TMS,isomer #14	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	3635.8	Semi standard non polar	33892256
Gein,2TMS,isomer #15	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3633.9	Semi standard non polar	33892256
Gein,2TMS,isomer #2	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C(O)C(O)C2O)C(OC)=C1	3604.3	Semi standard non polar	33892256
Gein,2TMS,isomer #3	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	3622.2	Semi standard non polar	33892256
Gein,2TMS,isomer #4	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	3592.5	Semi standard non polar	33892256
Gein,2TMS,isomer #5	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	3625.2	Semi standard non polar	33892256
Gein,2TMS,isomer #6	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O)C(O)C2O)C(OC)=C1	3587.1	Semi standard non polar	33892256
Gein,2TMS,isomer #7	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	3585.2	Semi standard non polar	33892256
Gein,2TMS,isomer #8	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	3555.1	Semi standard non polar	33892256
Gein,2TMS,isomer #9	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	3587.7	Semi standard non polar	33892256
Gein,3TMS,isomer #1	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O)C(O)C2O)C(OC)=C1	3607.4	Semi standard non polar	33892256
Gein,3TMS,isomer #10	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3554.2	Semi standard non polar	33892256
Gein,3TMS,isomer #11	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	3533.0	Semi standard non polar	33892256
Gein,3TMS,isomer #12	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	3497.6	Semi standard non polar	33892256
Gein,3TMS,isomer #13	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	3542.4	Semi standard non polar	33892256
Gein,3TMS,isomer #14	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	3497.1	Semi standard non polar	33892256
Gein,3TMS,isomer #15	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	3533.7	Semi standard non polar	33892256
Gein,3TMS,isomer #16	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3511.2	Semi standard non polar	33892256
Gein,3TMS,isomer #17	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	3538.4	Semi standard non polar	33892256
Gein,3TMS,isomer #18	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	3572.2	Semi standard non polar	33892256
Gein,3TMS,isomer #19	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3555.9	Semi standard non polar	33892256
Gein,3TMS,isomer #2	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	3535.1	Semi standard non polar	33892256
Gein,3TMS,isomer #20	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3617.6	Semi standard non polar	33892256
Gein,3TMS,isomer #3	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	3499.5	Semi standard non polar	33892256
Gein,3TMS,isomer #4	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	3544.7	Semi standard non polar	33892256
Gein,3TMS,isomer #5	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	3567.7	Semi standard non polar	33892256
Gein,3TMS,isomer #6	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	3533.7	Semi standard non polar	33892256
Gein,3TMS,isomer #7	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	3573.8	Semi standard non polar	33892256
Gein,3TMS,isomer #8	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	3541.3	Semi standard non polar	33892256
Gein,3TMS,isomer #9	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	3574.0	Semi standard non polar	33892256
Gein,4TMS,isomer #1	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	3547.1	Semi standard non polar	33892256
Gein,4TMS,isomer #10	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3556.9	Semi standard non polar	33892256
Gein,4TMS,isomer #11	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	3470.0	Semi standard non polar	33892256
Gein,4TMS,isomer #12	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	3513.2	Semi standard non polar	33892256
Gein,4TMS,isomer #13	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3488.0	Semi standard non polar	33892256
Gein,4TMS,isomer #14	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3502.2	Semi standard non polar	33892256
Gein,4TMS,isomer #15	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3550.6	Semi standard non polar	33892256
Gein,4TMS,isomer #2	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	3509.9	Semi standard non polar	33892256
Gein,4TMS,isomer #3	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	3558.2	Semi standard non polar	33892256
Gein,4TMS,isomer #4	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	3465.2	Semi standard non polar	33892256
Gein,4TMS,isomer #5	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	3508.5	Semi standard non polar	33892256
Gein,4TMS,isomer #6	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3486.8	Semi standard non polar	33892256
Gein,4TMS,isomer #7	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	3512.0	Semi standard non polar	33892256
Gein,4TMS,isomer #8	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	3561.6	Semi standard non polar	33892256
Gein,4TMS,isomer #9	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3526.1	Semi standard non polar	33892256
Gein,5TMS,isomer #1	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	3476.0	Semi standard non polar	33892256
Gein,5TMS,isomer #2	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	3514.1	Semi standard non polar	33892256
Gein,5TMS,isomer #3	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3487.5	Semi standard non polar	33892256
Gein,5TMS,isomer #4	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3477.0	Semi standard non polar	33892256
Gein,5TMS,isomer #5	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3520.0	Semi standard non polar	33892256
Gein,5TMS,isomer #6	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3494.2	Semi standard non polar	33892256
Gein,6TMS,isomer #1	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	3503.0	Semi standard non polar	33892256
Gein,1TBDMS,isomer #1	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O)C3O)C(O)C(O)C2O)C(OC)=C1	3903.7	Semi standard non polar	33892256
Gein,1TBDMS,isomer #2	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C(C)(C)C)C3O)C(O)C(O)C2O)C(OC)=C1	3863.9	Semi standard non polar	33892256
Gein,1TBDMS,isomer #3	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C(OC)=C1	3892.8	Semi standard non polar	33892256
Gein,1TBDMS,isomer #4	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	3924.4	Semi standard non polar	33892256
Gein,1TBDMS,isomer #5	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	3894.8	Semi standard non polar	33892256
Gein,1TBDMS,isomer #6	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	3921.9	Semi standard non polar	33892256
Gein,2TBDMS,isomer #1	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O)C(O)C(O)C2O)C(OC)=C1	4040.1	Semi standard non polar	33892256
Gein,2TBDMS,isomer #10	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4046.6	Semi standard non polar	33892256
Gein,2TBDMS,isomer #11	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4029.5	Semi standard non polar	33892256
Gein,2TBDMS,isomer #12	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4051.7	Semi standard non polar	33892256
Gein,2TBDMS,isomer #13	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4059.3	Semi standard non polar	33892256
Gein,2TBDMS,isomer #14	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4087.8	Semi standard non polar	33892256
Gein,2TBDMS,isomer #15	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4066.2	Semi standard non polar	33892256
Gein,2TBDMS,isomer #2	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C(OC)=C1	4052.7	Semi standard non polar	33892256
Gein,2TBDMS,isomer #3	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O)C3O)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4070.9	Semi standard non polar	33892256
Gein,2TBDMS,isomer #4	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O)C3O)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4046.1	Semi standard non polar	33892256
Gein,2TBDMS,isomer #5	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O)C3O)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4070.8	Semi standard non polar	33892256
Gein,2TBDMS,isomer #6	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C(OC)=C1	4039.1	Semi standard non polar	33892256
Gein,2TBDMS,isomer #7	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C(C)(C)C)C3O)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4031.5	Semi standard non polar	33892256
Gein,2TBDMS,isomer #8	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C(C)(C)C)C3O)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4010.0	Semi standard non polar	33892256
Gein,2TBDMS,isomer #9	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C(C)(C)C)C3O)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4026.2	Semi standard non polar	33892256
Gein,3TBDMS,isomer #1	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C(OC)=C1	4235.2	Semi standard non polar	33892256
Gein,3TBDMS,isomer #10	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O)C3O)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4229.5	Semi standard non polar	33892256
Gein,3TBDMS,isomer #11	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4202.4	Semi standard non polar	33892256
Gein,3TBDMS,isomer #12	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4185.0	Semi standard non polar	33892256
Gein,3TBDMS,isomer #13	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4203.3	Semi standard non polar	33892256
Gein,3TBDMS,isomer #14	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C(C)(C)C)C3O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4182.9	Semi standard non polar	33892256
Gein,3TBDMS,isomer #15	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C(C)(C)C)C3O)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4222.5	Semi standard non polar	33892256
Gein,3TBDMS,isomer #16	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O[Si](C)(C)C(C)(C)C)C3O)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4196.7	Semi standard non polar	33892256
Gein,3TBDMS,isomer #17	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O[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	4199.4	Semi standard non polar	33892256
Gein,3TBDMS,isomer #18	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O[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	4229.8	Semi standard non polar	33892256
Gein,3TBDMS,isomer #19	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O[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	4210.9	Semi standard non polar	33892256
Gein,3TBDMS,isomer #2	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4207.5	Semi standard non polar	33892256
Gein,3TBDMS,isomer #20	C=CCC1=CC=C(OC2OC(COC3OCC(O)C(O)C3O)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	4261.9	Semi standard non polar	33892256
Gein,3TBDMS,isomer #3	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4188.0	Semi standard non polar	33892256
Gein,3TBDMS,isomer #4	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4207.4	Semi standard non polar	33892256
Gein,3TBDMS,isomer #5	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4229.6	Semi standard non polar	33892256
Gein,3TBDMS,isomer #6	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4216.5	Semi standard non polar	33892256
Gein,3TBDMS,isomer #7	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4227.7	Semi standard non polar	33892256
Gein,3TBDMS,isomer #8	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O)C3O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4219.7	Semi standard non polar	33892256
Gein,3TBDMS,isomer #9	C=CCC1=CC=C(OC2OC(COC3OCC(O[Si](C)(C)C(C)(C)C)C(O)C3O)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4253.8	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 - Gein GC-MS (Non-derivatized) - 70eV, Positive	splash10-01oy-4586900000-250014060847faef5d6f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gein GC-MS (3 TMS) - 70eV, Positive	splash10-0bta-3233219000-277675539b8c0b7db716	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gein GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gein 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 - Gein 10V, Positive-QTOF	splash10-066u-0901500000-100838ec2d480fa70753	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gein 20V, Positive-QTOF	splash10-014i-0901000000-446e16cec3a480e68261	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gein 40V, Positive-QTOF	splash10-00kb-2900000000-b7f06d168ba046afd03c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gein 10V, Negative-QTOF	splash10-08fr-1922600000-d0c473b49bbd64ffdf04	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gein 20V, Negative-QTOF	splash10-03ea-0900100000-84bd55d596a54f7a272b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gein 40V, Negative-QTOF	splash10-01ot-2900000000-e0c04600ea5548a42cef	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gein 10V, Positive-QTOF	splash10-0a4l-0513900000-5a763d7ae727c57c8062	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gein 20V, Positive-QTOF	splash10-05o0-0901100000-370d47beb94572e7148c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gein 40V, Positive-QTOF	splash10-0002-1901000000-3aae5354806919f8eade	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gein 10V, Negative-QTOF	splash10-0btj-0902500000-913b0ead288934c9a837	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gein 20V, Negative-QTOF	splash10-016r-1509000000-b37ff1c22ebbfff89adf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gein 40V, Negative-QTOF	splash10-0bta-2900200000-72d28f63a33d8e862fa9	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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

FDB001162

KNApSAcK ID

C00030363

Chemspider ID

Not Available

KEGG Compound ID

C17058

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ed Gein

METLIN ID

Not Available

PubChem Compound

12310056

PDB ID

Not Available

ChEBI ID

168209

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 Gein (HMDB0029909)

MOL for HMDB0029909 (Gein)

3D MOL for HMDB0029909 (Gein)

3D SDF for HMDB0029909 (Gein)

3D-SDF for HMDB0029909 (Gein)

PDB for HMDB0029909 (Gein)

3D PDB for HMDB0029909 (Gein)

SMILES for HMDB0029909 (Gein)

INCHI for HMDB0029909 (Gein)

Structure for HMDB0029909 (Gein)

3D Structure for HMDB0029909 (Gein)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra