Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:50:26 UTC

Update Date

2022-03-07 02:55:24 UTC

HMDB ID

HMDB0037588

Secondary Accession Numbers

HMDB37588

Metabolite Identification

Common Name

Gancaonin R

Description

Gancaonin R belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Gancaonin R has been detected, but not quantified in, herbs and spices. This could make gancaonin R a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Gancaonin R.

Structure

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


  Mrv0541 05061309522D          

 28 29  0  0  0  0            999 V2000
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  5  2  0  0  0  0
 16  3  1  0  0  0  0
 16  4  1  0  0  0  0
 16  6  2  0  0  0  0
 17  7  1  0  0  0  0
 17  8  1  0  0  0  0
 17 13  2  0  0  0  0
 18 11  1  0  0  0  0
 19  9  1  0  0  0  0
 19 18  2  0  0  0  0
 20 10  1  0  0  0  0
 20 18  1  0  0  0  0
 21 12  1  0  0  0  0
 22 14  2  0  0  0  0
 22 19  1  0  0  0  0
 23 14  1  0  0  0  0
 23 20  2  0  0  0  0
 24 13  1  0  0  0  0
 24 21  2  0  0  0  0
 25 21  1  0  0  0  0
 26 22  1  0  0  0  0
 27 23  1  0  0  0  0
 28 24  1  0  0  0  0
M  END

HMDB0037588
     RDKit          3D
Gancaonin R
 58 59  0  0  0  0  0  0  0  0999 V2000
   -4.7231   -2.8793   -1.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9700   -2.6906   -0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4267   -3.4041    0.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9122   -1.8598   -0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0850   -1.5947    0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6745   -1.8102    0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2515   -3.1208    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1506   -4.1585    0.3517 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0658   -3.4017   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9541   -2.3676   -0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2872   -2.6486   -0.3784 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5279   -1.0649    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5656    0.0151   -0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4428    0.1524    1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7650    0.0615    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5047    0.2320    2.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6178   -0.1915   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2056   -0.7544    0.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1886    0.6423    0.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7952    1.2584   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1541    2.6715   -0.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3903    3.0463    0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7160    4.3585    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7759    5.3756    0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1277    6.6954    0.3470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5429    4.9932   -0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4647    5.9336   -0.6258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2308    3.6708   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3210   -3.8029   -1.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0423   -2.9376   -2.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4569   -2.0490   -1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6686   -3.9406    1.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1960   -4.1624    0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532   -2.7182    1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6410   -1.3617   -1.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3674   -0.6153    1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3568   -2.3272    1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9546   -5.1250    0.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3821   -4.4521   -0.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6485   -3.5643   -0.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239    0.9568   -0.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630   -0.3322   -1.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9351    0.3519    2.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8864    0.8710    3.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4449    0.7889    2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6636   -0.7188    2.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0670    0.7806   -0.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1413   -0.7239   -0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4605   -0.8580    0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6424    1.3240    0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9391    0.7583    1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0413    1.3241   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6379    0.7082   -1.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1250    2.2533    0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6857    4.6274    0.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000    7.4611    0.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2635    6.8931   -0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7787    3.4303   -1.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 12 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 18  6  1  0
 28 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  8 38  1  0
  9 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 22 54  1  0
 23 55  1  0
 25 56  1  0
 27 57  1  0
 28 58  1  0
M  END


  Mrv0541 05061309522D          

 28 29  0  0  0  0            999 V2000
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  5  2  0  0  0  0
 16  3  1  0  0  0  0
 16  4  1  0  0  0  0
 16  6  2  0  0  0  0
 17  7  1  0  0  0  0
 17  8  1  0  0  0  0
 17 13  2  0  0  0  0
 18 11  1  0  0  0  0
 19  9  1  0  0  0  0
 19 18  2  0  0  0  0
 20 10  1  0  0  0  0
 20 18  1  0  0  0  0
 21 12  1  0  0  0  0
 22 14  2  0  0  0  0
 22 19  1  0  0  0  0
 23 14  1  0  0  0  0
 23 20  2  0  0  0  0
 24 13  1  0  0  0  0
 24 21  2  0  0  0  0
 25 21  1  0  0  0  0
 26 22  1  0  0  0  0
 27 23  1  0  0  0  0
 28 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037588

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=C(CCC2=CC(O)=C(O)C=C2)C(CC=C(C)C)=C(O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O4/c1-15(2)5-9-19-18(11-7-17-8-12-21(25)24(28)13-17)20(10-6-16(3)4)23(27)14-22(19)26/h5-6,8,12-14,25-28H,7,9-11H2,1-4H3

> <INCHI_KEY>
QFAPONVNJTUMHF-UHFFFAOYSA-N

> <FORMULA>
C24H30O4

> <MOLECULAR_WEIGHT>
382.4926

> <EXACT_MASS>
382.214409448

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
43.82086627618359

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[2-(3,4-dihydroxyphenyl)ethyl]-4,6-bis(3-methylbut-2-en-1-yl)benzene-1,3-diol

> <ALOGPS_LOGP>
4.70

> <JCHEM_LOGP>
6.75248122

> <ALOGPS_LOGS>
-5.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.62156084508902

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.975754918587098

> <JCHEM_PKA_STRONGEST_BASIC>
-5.718758134440564

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
116.80539999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.10e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[2-(3,4-dihydroxyphenyl)ethyl]-4,6-bis(3-methylbut-2-en-1-yl)benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037588
     RDKit          3D
Gancaonin R
 58 59  0  0  0  0  0  0  0  0999 V2000
   -4.7231   -2.8793   -1.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9700   -2.6906   -0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4267   -3.4041    0.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9122   -1.8598   -0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0850   -1.5947    0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6745   -1.8102    0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2515   -3.1208    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1506   -4.1585    0.3517 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0658   -3.4017   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9541   -2.3676   -0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2872   -2.6486   -0.3784 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5279   -1.0649    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5656    0.0151   -0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4428    0.1524    1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7650    0.0615    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5047    0.2320    2.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6178   -0.1915   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2056   -0.7544    0.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1886    0.6423    0.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7952    1.2584   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1541    2.6715   -0.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3903    3.0463    0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7160    4.3585    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7759    5.3756    0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1277    6.6954    0.3470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5429    4.9932   -0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4647    5.9336   -0.6258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2308    3.6708   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3210   -3.8029   -1.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0423   -2.9376   -2.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4569   -2.0490   -1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6686   -3.9406    1.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1960   -4.1624    0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532   -2.7182    1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6410   -1.3617   -1.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3674   -0.6153    1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3568   -2.3272    1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9546   -5.1250    0.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3821   -4.4521   -0.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6485   -3.5643   -0.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239    0.9568   -0.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630   -0.3322   -1.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9351    0.3519    2.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8864    0.8710    3.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4449    0.7889    2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6636   -0.7188    2.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0670    0.7806   -0.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1413   -0.7239   -0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4605   -0.8580    0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6424    1.3240    0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9391    0.7583    1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0413    1.3241   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6379    0.7082   -1.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1250    2.2533    0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6857    4.6274    0.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000    7.4611    0.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2635    6.8931   -0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7787    3.4303   -1.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 12 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 18  6  1  0
 28 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  8 38  1  0
  9 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 22 54  1  0
 23 55  1  0
 25 56  1  0
 27 57  1  0
 28 58  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      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   16                                                            
CONECT    5    9   15                                                       
CONECT    6   10   16                                                       
CONECT    7   11   17                                                       
CONECT    8   12   17                                                       
CONECT    9    5   19                                                       
CONECT   10    6   20                                                       
CONECT   11    7   18                                                       
CONECT   12    8   21                                                       
CONECT   13   17   24                                                       
CONECT   14   22   23                                                       
CONECT   15    1    2    5                                                  
CONECT   16    3    4    6                                                  
CONECT   17    7    8   13                                                  
CONECT   18   11   19   20                                                  
CONECT   19    9   18   22                                                  
CONECT   20   10   18   23                                                  
CONECT   21   12   24   25                                                  
CONECT   22   14   19   26                                                  
CONECT   23   14   20   27                                                  
CONECT   24   13   21   28                                                  
CONECT   25   21                                                            
CONECT   26   22                                                            
CONECT   27   23                                                            
CONECT   28   24                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0037588
HETATM    1  C1  UNL     1      -4.723  -2.879  -1.755  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.970  -2.691  -0.480  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.427  -3.404   0.716  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.912  -1.860  -0.480  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.085  -1.595   0.729  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.675  -1.810   0.419  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.252  -3.121   0.253  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.151  -4.158   0.352  1.00  0.00           O  
HETATM    9  C8  UNL     1       1.066  -3.402  -0.012  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.954  -2.368  -0.111  1.00  0.00           C  
HETATM   11  O2  UNL     1       3.287  -2.649  -0.378  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.528  -1.065   0.055  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.566   0.015  -0.096  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.443   0.152   1.068  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.765   0.062   1.083  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.505   0.232   2.393  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.618  -0.191  -0.104  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.206  -0.754   0.324  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.189   0.642   0.483  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.795   1.258  -0.732  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.154   2.671  -0.440  1.00  0.00           C  
HETATM   22  C20 UNL     1      -2.390   3.046   0.027  1.00  0.00           C  
HETATM   23  C21 UNL     1      -2.716   4.358   0.286  1.00  0.00           C  
HETATM   24  C22 UNL     1      -1.776   5.376   0.078  1.00  0.00           C  
HETATM   25  O3  UNL     1      -2.128   6.695   0.347  1.00  0.00           O  
HETATM   26  C23 UNL     1      -0.543   4.993  -0.388  1.00  0.00           C  
HETATM   27  O4  UNL     1       0.465   5.934  -0.626  1.00  0.00           O  
HETATM   28  C24 UNL     1      -0.231   3.671  -0.644  1.00  0.00           C  
HETATM   29  H1  UNL     1      -5.321  -3.803  -1.751  1.00  0.00           H  
HETATM   30  H2  UNL     1      -4.042  -2.938  -2.640  1.00  0.00           H  
HETATM   31  H3  UNL     1      -5.457  -2.049  -1.918  1.00  0.00           H  
HETATM   32  H4  UNL     1      -3.669  -3.941   1.291  1.00  0.00           H  
HETATM   33  H5  UNL     1      -5.196  -4.162   0.427  1.00  0.00           H  
HETATM   34  H6  UNL     1      -4.953  -2.718   1.447  1.00  0.00           H  
HETATM   35  H7  UNL     1      -2.641  -1.362  -1.398  1.00  0.00           H  
HETATM   36  H8  UNL     1      -2.367  -0.615   1.111  1.00  0.00           H  
HETATM   37  H9  UNL     1      -2.357  -2.327   1.529  1.00  0.00           H  
HETATM   38  H10 UNL     1      -0.955  -5.125   0.249  1.00  0.00           H  
HETATM   39  H11 UNL     1       1.382  -4.452  -0.141  1.00  0.00           H  
HETATM   40  H12 UNL     1       3.649  -3.564  -0.508  1.00  0.00           H  
HETATM   41  H13 UNL     1       2.124   0.957  -0.423  1.00  0.00           H  
HETATM   42  H14 UNL     1       3.163  -0.332  -1.000  1.00  0.00           H  
HETATM   43  H15 UNL     1       2.935   0.352   2.030  1.00  0.00           H  
HETATM   44  H16 UNL     1       4.886   0.871   3.082  1.00  0.00           H  
HETATM   45  H17 UNL     1       6.445   0.789   2.177  1.00  0.00           H  
HETATM   46  H18 UNL     1       5.664  -0.719   2.900  1.00  0.00           H  
HETATM   47  H19 UNL     1       6.067   0.781  -0.404  1.00  0.00           H  
HETATM   48  H20 UNL     1       5.141  -0.724  -0.918  1.00  0.00           H  
HETATM   49  H21 UNL     1       6.461  -0.858   0.241  1.00  0.00           H  
HETATM   50  H22 UNL     1       0.642   1.324   0.829  1.00  0.00           H  
HETATM   51  H23 UNL     1      -0.939   0.758   1.329  1.00  0.00           H  
HETATM   52  H24 UNL     1      -0.041   1.324  -1.578  1.00  0.00           H  
HETATM   53  H25 UNL     1      -1.638   0.708  -1.168  1.00  0.00           H  
HETATM   54  H26 UNL     1      -3.125   2.253   0.189  1.00  0.00           H  
HETATM   55  H27 UNL     1      -3.686   4.627   0.647  1.00  0.00           H  
HETATM   56  H28 UNL     1      -1.500   7.461   0.213  1.00  0.00           H  
HETATM   57  H29 UNL     1       0.263   6.893  -0.444  1.00  0.00           H  
HETATM   58  H30 UNL     1       0.779   3.430  -1.020  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4    4
CONECT    3   32   33   34
CONECT    4    5   35
CONECT    5    6   36   37
CONECT    6    7    7   18
CONECT    7    8    9
CONECT    8   38
CONECT    9   10   10   39
CONECT   10   11   12
CONECT   11   40
CONECT   12   13   18   18
CONECT   13   14   41   42
CONECT   14   15   15   43
CONECT   15   16   17
CONECT   16   44   45   46
CONECT   17   47   48   49
CONECT   18   19
CONECT   19   20   50   51
CONECT   20   21   52   53
CONECT   21   22   22   28
CONECT   22   23   54
CONECT   23   24   24   55
CONECT   24   25   26
CONECT   25   56
CONECT   26   27   28   28
CONECT   27   57
CONECT   28   58
END

HMDB0037588
     RDKit          3D
Gancaonin R
 58 59  0  0  0  0  0  0  0  0999 V2000
   -4.7231   -2.8793   -1.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9700   -2.6906   -0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4267   -3.4041    0.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9122   -1.8598   -0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0850   -1.5947    0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6745   -1.8102    0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2515   -3.1208    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1506   -4.1585    0.3517 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0658   -3.4017   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9541   -2.3676   -0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2872   -2.6486   -0.3784 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5279   -1.0649    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5656    0.0151   -0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4428    0.1524    1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7650    0.0615    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5047    0.2320    2.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6178   -0.1915   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2056   -0.7544    0.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1886    0.6423    0.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7952    1.2584   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1541    2.6715   -0.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3903    3.0463    0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7160    4.3585    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7759    5.3756    0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1277    6.6954    0.3470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5429    4.9932   -0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4647    5.9336   -0.6258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2308    3.6708   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3210   -3.8029   -1.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0423   -2.9376   -2.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4569   -2.0490   -1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6686   -3.9406    1.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1960   -4.1624    0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532   -2.7182    1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6410   -1.3617   -1.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3674   -0.6153    1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3568   -2.3272    1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9546   -5.1250    0.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3821   -4.4521   -0.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6485   -3.5643   -0.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239    0.9568   -0.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630   -0.3322   -1.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9351    0.3519    2.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8864    0.8710    3.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4449    0.7889    2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6636   -0.7188    2.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0670    0.7806   -0.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1413   -0.7239   -0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4605   -0.8580    0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6424    1.3240    0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9391    0.7583    1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0413    1.3241   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6379    0.7082   -1.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1250    2.2533    0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6857    4.6274    0.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000    7.4611    0.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2635    6.8931   -0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7787    3.4303   -1.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 12 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 18  6  1  0
 28 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  8 38  1  0
  9 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 22 54  1  0
 23 55  1  0
 25 56  1  0
 27 57  1  0
 28 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,6-Diisopentenyl-3,3'4',5-tetrahydroxybibenzyl	HMDB
3,3',4',5-Tetrahydroxy-2,6-diprenylbibenzyl	HMDB

Chemical Formula

C₂₄H₃₀O₄

Average Molecular Weight

382.4926

Monoisotopic Molecular Weight

382.214409448

IUPAC Name

5-[2-(3,4-dihydroxyphenyl)ethyl]-4,6-bis(3-methylbut-2-en-1-yl)benzene-1,3-diol

Traditional Name

5-[2-(3,4-dihydroxyphenyl)ethyl]-4,6-bis(3-methylbut-2-en-1-yl)benzene-1,3-diol

CAS Registry Number

134958-53-5

SMILES

CC(C)=CCC1=C(CCC2=CC(O)=C(O)C=C2)C(CC=C(C)C)=C(O)C=C1O

InChI Identifier

InChI=1S/C24H30O4/c1-15(2)5-9-19-18(11-7-17-8-12-21(25)24(28)13-17)20(10-6-16(3)4)23(27)14-22(19)26/h5-6,8,12-14,25-28H,7,9-11H2,1-4H3

InChI Key

QFAPONVNJTUMHF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Resorcinol
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0037588)
Cell membrane (HMDB: HMDB0037588)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037588)

Source

Exogenous

Exogenous (HMDB: HMDB0037588)

Food

Food (HMDB: HMDB0037588)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0037588)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037588)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	142 - 144 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0056 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	0.0031 g/L	ALOGPS
logP	4.7	ALOGPS
logP	6.75	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	8.98	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	116.81 m³·mol⁻¹	ChemAxon
Polarizability	43.82 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	192.378	31661259
DarkChem	[M-H]-	189.222	31661259
DeepCCS	[M+H]+	191.463	30932474
DeepCCS	[M-H]-	189.106	30932474
DeepCCS	[M-2H]-	223.074	30932474
DeepCCS	[M+Na]+	198.302	30932474
AllCCS	[M+H]+	195.6	32859911
AllCCS	[M+H-H2O]+	192.8	32859911
AllCCS	[M+NH4]+	198.1	32859911
AllCCS	[M+Na]+	198.9	32859911
AllCCS	[M-H]-	197.0	32859911
AllCCS	[M+Na-2H]-	196.8	32859911
AllCCS	[M+HCOO]-	196.8	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.	9.29 minutes	32390414
Predicted by Siyang on May 30, 2022	17.1715 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.78 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2927.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	374.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	221.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	183.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	179.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	886.8 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	600.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	76.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1573.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	833.6 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	1501.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	503.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	521.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	196.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	210.8 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	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gancaonin R	CC(C)=CCC1=C(CCC2=CC(O)=C(O)C=C2)C(CC=C(C)C)=C(O)C=C1O	5348.1	Standard polar	33892256
Gancaonin R	CC(C)=CCC1=C(CCC2=CC(O)=C(O)C=C2)C(CC=C(C)C)=C(O)C=C1O	3386.2	Standard non polar	33892256
Gancaonin R	CC(C)=CCC1=C(CCC2=CC(O)=C(O)C=C2)C(CC=C(C)C)=C(O)C=C1O	3373.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gancaonin R,1TMS,isomer #1	CC(C)=CCC1=C(O)C=C(O)C(CC=C(C)C)=C1CCC1=CC=C(O)C(O[Si](C)(C)C)=C1	3302.0	Semi standard non polar	33892256
Gancaonin R,1TMS,isomer #2	CC(C)=CCC1=C(O)C=C(O)C(CC=C(C)C)=C1CCC1=CC=C(O[Si](C)(C)C)C(O)=C1	3298.1	Semi standard non polar	33892256
Gancaonin R,1TMS,isomer #3	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O)C(O)=C1	3308.7	Semi standard non polar	33892256
Gancaonin R,2TMS,isomer #1	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O)C(O[Si](C)(C)C)=C1	3201.4	Semi standard non polar	33892256
Gancaonin R,2TMS,isomer #2	CC(C)=CCC1=C(O)C=C(O)C(CC=C(C)C)=C1CCC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	3254.4	Semi standard non polar	33892256
Gancaonin R,2TMS,isomer #3	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O[Si](C)(C)C)C(O)=C1	3199.1	Semi standard non polar	33892256
Gancaonin R,2TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O)C(O)=C1	3186.5	Semi standard non polar	33892256
Gancaonin R,3TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O)C(O[Si](C)(C)C)=C1	3134.5	Semi standard non polar	33892256
Gancaonin R,3TMS,isomer #2	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	3206.3	Semi standard non polar	33892256
Gancaonin R,3TMS,isomer #3	CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O[Si](C)(C)C)C(O)=C1	3151.3	Semi standard non polar	33892256
Gancaonin R,4TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	3210.9	Semi standard non polar	33892256
Gancaonin R,1TBDMS,isomer #1	CC(C)=CCC1=C(O)C=C(O)C(CC=C(C)C)=C1CCC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	3558.1	Semi standard non polar	33892256
Gancaonin R,1TBDMS,isomer #2	CC(C)=CCC1=C(O)C=C(O)C(CC=C(C)C)=C1CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	3560.7	Semi standard non polar	33892256
Gancaonin R,1TBDMS,isomer #3	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O)C(O)=C1	3575.1	Semi standard non polar	33892256
Gancaonin R,2TBDMS,isomer #1	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	3678.6	Semi standard non polar	33892256
Gancaonin R,2TBDMS,isomer #2	CC(C)=CCC1=C(O)C=C(O)C(CC=C(C)C)=C1CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3715.9	Semi standard non polar	33892256
Gancaonin R,2TBDMS,isomer #3	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	3674.0	Semi standard non polar	33892256
Gancaonin R,2TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O)C(O)=C1	3691.3	Semi standard non polar	33892256
Gancaonin R,3TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	3744.7	Semi standard non polar	33892256
Gancaonin R,3TBDMS,isomer #2	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3808.4	Semi standard non polar	33892256
Gancaonin R,3TBDMS,isomer #3	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	3754.7	Semi standard non polar	33892256
Gancaonin R,4TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3935.4	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 - Gancaonin R GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-4595000000-faafff3314dfc3683547	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gancaonin R GC-MS (4 TMS) - 70eV, Positive	splash10-0a4i-2010329000-c087f17da222f5de8f33	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gancaonin R 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gancaonin R 6V, Positive-QTOF	splash10-001i-0429000000-b4acb30c88e174fb1f27	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gancaonin R 6V, Positive-QTOF	splash10-003r-0339000000-118a598e850e44195bf5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gancaonin R 6V, Negative-QTOF	splash10-0a59-0094000000-8ee14936f88f7c3fc5c9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gancaonin R 6V, Negative-QTOF	splash10-0006-0903000000-adde1ff2c3cb5120e577	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gancaonin R 6V, Positive-QTOF	splash10-0a59-0094000000-f4fcc5f7c6973049560d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gancaonin R 6V, Positive-QTOF	splash10-003r-0339000000-4233171d90ba4436edf6	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin R 10V, Positive-QTOF	splash10-001i-0119000000-9edfa473e843208cbe52	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin R 20V, Positive-QTOF	splash10-0kn9-2689000000-3101c759e277f0125133	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin R 40V, Positive-QTOF	splash10-0v4r-5693000000-bbbcb5485f486c2ffe44	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin R 10V, Negative-QTOF	splash10-001i-0009000000-a83357deca6a6c2dc5a8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin R 20V, Negative-QTOF	splash10-001i-0009000000-1ecb53082256ceed2e22	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin R 40V, Negative-QTOF	splash10-03dl-1149000000-d50ff6340fa53b71dca1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin R 10V, Positive-QTOF	splash10-00di-0092000000-5c2181fc00ffce5fa619	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin R 20V, Positive-QTOF	splash10-0axr-0094000000-39316bf75bfdd4c35d9d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin R 40V, Positive-QTOF	splash10-0a5c-6494000000-af2215725735c5c8021a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin R 10V, Negative-QTOF	splash10-001i-0009000000-09ae2fc11e8e1c974456	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin R 20V, Negative-QTOF	splash10-001i-0129000000-5c3383a63f9eecea145c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin R 40V, Negative-QTOF	splash10-01pc-3797000000-fcbfca5383919565f895	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016692

KNApSAcK ID

C00015247

Chemspider ID

421876

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

480815

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1862501

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 Gancaonin R (HMDB0037588)

MOL for HMDB0037588 (Gancaonin R)

3D MOL for HMDB0037588 (Gancaonin R)

3D SDF for HMDB0037588 (Gancaonin R)

3D-SDF for HMDB0037588 (Gancaonin R)

PDB for HMDB0037588 (Gancaonin R)

3D PDB for HMDB0037588 (Gancaonin R)

SMILES for HMDB0037588 (Gancaonin R)

INCHI for HMDB0037588 (Gancaonin R)

Structure for HMDB0037588 (Gancaonin R)

3D Structure for HMDB0037588 (Gancaonin R)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra