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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:14:57 UTC

Update Date

2022-03-07 02:55:59 UTC

HMDB ID

HMDB0038901

Secondary Accession Numbers

HMDB38901

Metabolite Identification

Common Name

Gancaonin L

Description

Gancaonin L belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, gancaonin L is considered to be a flavonoid. Gancaonin L has been detected, but not quantified in, herbs and spices. This could make gancaonin L a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Gancaonin L.

Structure

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


  Mrv0541 05061310432D          

 26 28  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    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
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    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
    0.7145   -1.2375    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
    1.4289    0.8250    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
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    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
    2.1434    2.0625    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  3  2  0  0  0  0
 11  4  1  0  0  0  0
 11  7  2  0  0  0  0
 12  5  1  0  0  0  0
 13  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14  6  1  0  0  0  0
 15  8  2  0  0  0  0
 15 12  1  0  0  0  0
 16  7  1  0  0  0  0
 16 14  2  0  0  0  0
 17  8  1  0  0  0  0
 18 17  2  0  0  0  0
 19 13  1  0  0  0  0
 19 18  1  0  0  0  0
 20 12  2  0  0  0  0
 20 18  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25 19  2  0  0  0  0
 26  9  1  0  0  0  0
 26 20  1  0  0  0  0
M  END

HMDB0038901
     RDKit          3D
Gancaonin L
 44 46  0  0  0  0  0  0  0  0999 V2000
    5.1833    2.3256    0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082    0.9359    0.7404 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7398   -0.0485    1.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4489    0.6651    0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7490   -0.6191    0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8694   -1.0159   -0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4043   -1.6094   -1.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7654   -1.9134   -1.4359 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5550   -1.9440   -2.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2107   -1.6594   -2.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6685   -1.9656   -3.2536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3142   -1.0627   -1.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6580   -0.7676   -0.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4108   -1.0691   -1.9409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1323   -0.1652    0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5322    0.1575    0.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2517   -0.1227    1.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5847    0.1897    1.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2410    0.8095    0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5815    1.1406    0.6529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5749    1.1161   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2497    1.7427   -1.6870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2458    0.7825   -0.7183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490    0.1344    1.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0474   -0.1478    1.0460 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976   -0.7253   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6056    2.8565    1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9311    2.3397   -0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3307    2.9564    0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3432   -0.9010    1.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5617    0.4149    1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2641   -0.4822    0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790    1.5225    0.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4726   -1.4160    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1145   -0.4298    1.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4238   -1.7139   -0.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9854   -2.4199   -3.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3203   -2.4034   -4.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7049   -0.6111    2.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1522   -0.0249    2.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0701    1.5992   -0.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7212    1.9424   -2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6801    1.0017   -1.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6475    0.6049    2.0566 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  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 15 24  2  0
 24 25  1  0
 25 26  1  0
 26  6  1  0
 26 12  2  0
 23 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  8 36  1  0
  9 37  1  0
 11 38  1  0
 17 39  1  0
 18 40  1  0
 20 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
M  END


  Mrv0541 05061310432D          

 26 28  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    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
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    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
    0.7145   -1.2375    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
    1.4289    0.8250    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
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    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
    2.1434    2.0625    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  3  2  0  0  0  0
 11  4  1  0  0  0  0
 11  7  2  0  0  0  0
 12  5  1  0  0  0  0
 13  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14  6  1  0  0  0  0
 15  8  2  0  0  0  0
 15 12  1  0  0  0  0
 16  7  1  0  0  0  0
 16 14  2  0  0  0  0
 17  8  1  0  0  0  0
 18 17  2  0  0  0  0
 19 13  1  0  0  0  0
 19 18  1  0  0  0  0
 20 12  2  0  0  0  0
 20 18  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25 19  2  0  0  0  0
 26  9  1  0  0  0  0
 26 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038901

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=C2OC=C(C(=O)C2=C(O)C=C1O)C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O6/c1-10(2)3-5-12-15(22)8-17(24)18-19(25)13(9-26-20(12)18)11-4-6-14(21)16(23)7-11/h3-4,6-9,21-24H,5H2,1-2H3

> <INCHI_KEY>
WSOHPJFMARQRFD-UHFFFAOYSA-N

> <FORMULA>
C20H18O6

> <MOLECULAR_WEIGHT>
354.3533

> <EXACT_MASS>
354.110338308

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
37.08717902109696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
4.501874067333334

> <ALOGPS_LOGS>
-4.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.573874448585784

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.420702005679819

> <JCHEM_PKA_STRONGEST_BASIC>
-5.180835438238792

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
97.90659999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gancaonin L

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038901
     RDKit          3D
Gancaonin L
 44 46  0  0  0  0  0  0  0  0999 V2000
    5.1833    2.3256    0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082    0.9359    0.7404 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7398   -0.0485    1.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4489    0.6651    0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7490   -0.6191    0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8694   -1.0159   -0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4043   -1.6094   -1.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7654   -1.9134   -1.4359 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5550   -1.9440   -2.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2107   -1.6594   -2.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6685   -1.9656   -3.2536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3142   -1.0627   -1.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6580   -0.7676   -0.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4108   -1.0691   -1.9409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1323   -0.1652    0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5322    0.1575    0.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2517   -0.1227    1.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5847    0.1897    1.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2410    0.8095    0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5815    1.1406    0.6529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5749    1.1161   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2497    1.7427   -1.6870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2458    0.7825   -0.7183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490    0.1344    1.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0474   -0.1478    1.0460 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976   -0.7253   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6056    2.8565    1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9311    2.3397   -0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3307    2.9564    0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3432   -0.9010    1.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5617    0.4149    1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2641   -0.4822    0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790    1.5225    0.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4726   -1.4160    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1145   -0.4298    1.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4238   -1.7139   -0.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9854   -2.4199   -3.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3203   -2.4034   -4.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7049   -0.6111    2.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1522   -0.0249    2.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0701    1.5992   -0.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7212    1.9424   -2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6801    1.0017   -1.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6475    0.6049    2.0566 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  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 15 24  2  0
 24 25  1  0
 25 26  1  0
 26  6  1  0
 26 12  2  0
 23 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  8 36  1  0
  9 37  1  0
 11 38  1  0
 17 39  1  0
 18 40  1  0
 20 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  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       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3    5   10                                                       
CONECT    4    6   11                                                       
CONECT    5    3   12                                                       
CONECT    6    4   14                                                       
CONECT    7   11   16                                                       
CONECT    8   15   17                                                       
CONECT    9   13   26                                                       
CONECT   10    1    2    3                                                  
CONECT   11    4    7   13                                                  
CONECT   12    5   15   20                                                  
CONECT   13    9   11   19                                                  
CONECT   14    6   16   21                                                  
CONECT   15    8   12   22                                                  
CONECT   16    7   14   23                                                  
CONECT   17    8   18   24                                                  
CONECT   18   17   19   20                                                  
CONECT   19   13   18   25                                                  
CONECT   20   12   18   26                                                  
CONECT   21   14                                                            
CONECT   22   15                                                            
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25   19                                                            
CONECT   26    9   20                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0038901
HETATM    1  C1  UNL     1       5.183   2.326   0.421  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.708   0.936   0.740  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.740  -0.048   1.122  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.449   0.665   0.693  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.749  -0.619   0.961  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.869  -1.016  -0.178  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.404  -1.609  -1.288  1.00  0.00           C  
HETATM    8  O1  UNL     1       3.765  -1.913  -1.436  1.00  0.00           O  
HETATM    9  C8  UNL     1       1.555  -1.944  -2.354  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.211  -1.659  -2.238  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.669  -1.966  -3.254  1.00  0.00           O  
HETATM   12  C10 UNL     1      -0.314  -1.063  -1.116  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.658  -0.768  -0.983  1.00  0.00           C  
HETATM   14  O3  UNL     1      -2.411  -1.069  -1.941  1.00  0.00           O  
HETATM   15  C12 UNL     1      -2.132  -0.165   0.165  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.532   0.157   0.307  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.252  -0.123   1.460  1.00  0.00           C  
HETATM   18  C15 UNL     1      -5.585   0.190   1.601  1.00  0.00           C  
HETATM   19  C16 UNL     1      -6.241   0.809   0.550  1.00  0.00           C  
HETATM   20  O4  UNL     1      -7.582   1.141   0.653  1.00  0.00           O  
HETATM   21  C17 UNL     1      -5.575   1.116  -0.632  1.00  0.00           C  
HETATM   22  O5  UNL     1      -6.250   1.743  -1.687  1.00  0.00           O  
HETATM   23  C18 UNL     1      -4.246   0.782  -0.718  1.00  0.00           C  
HETATM   24  C19 UNL     1      -1.249   0.134   1.170  1.00  0.00           C  
HETATM   25  O6  UNL     1       0.047  -0.148   1.046  1.00  0.00           O  
HETATM   26  C20 UNL     1       0.498  -0.725  -0.058  1.00  0.00           C  
HETATM   27  H1  UNL     1       5.606   2.857   1.270  1.00  0.00           H  
HETATM   28  H2  UNL     1       5.931   2.340  -0.394  1.00  0.00           H  
HETATM   29  H3  UNL     1       4.331   2.956   0.038  1.00  0.00           H  
HETATM   30  H4  UNL     1       5.343  -0.901   1.688  1.00  0.00           H  
HETATM   31  H5  UNL     1       6.562   0.415   1.716  1.00  0.00           H  
HETATM   32  H6  UNL     1       6.264  -0.482   0.229  1.00  0.00           H  
HETATM   33  H7  UNL     1       2.779   1.523   0.412  1.00  0.00           H  
HETATM   34  H8  UNL     1       3.473  -1.416   1.220  1.00  0.00           H  
HETATM   35  H9  UNL     1       2.115  -0.430   1.863  1.00  0.00           H  
HETATM   36  H10 UNL     1       4.424  -1.714  -0.714  1.00  0.00           H  
HETATM   37  H11 UNL     1       1.985  -2.420  -3.245  1.00  0.00           H  
HETATM   38  H12 UNL     1      -0.320  -2.403  -4.090  1.00  0.00           H  
HETATM   39  H13 UNL     1      -3.705  -0.611   2.269  1.00  0.00           H  
HETATM   40  H14 UNL     1      -6.152  -0.025   2.493  1.00  0.00           H  
HETATM   41  H15 UNL     1      -8.070   1.599  -0.116  1.00  0.00           H  
HETATM   42  H16 UNL     1      -5.721   1.942  -2.520  1.00  0.00           H  
HETATM   43  H17 UNL     1      -3.680   1.002  -1.619  1.00  0.00           H  
HETATM   44  H18 UNL     1      -1.648   0.605   2.057  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    4    4
CONECT    3   30   31   32
CONECT    4    5   33
CONECT    5    6   34   35
CONECT    6    7    7   26
CONECT    7    8    9
CONECT    8   36
CONECT    9   10   10   37
CONECT   10   11   12
CONECT   11   38
CONECT   12   13   26   26
CONECT   13   14   14   15
CONECT   15   16   24   24
CONECT   16   17   17   23
CONECT   17   18   39
CONECT   18   19   19   40
CONECT   19   20   21
CONECT   20   41
CONECT   21   22   23   23
CONECT   22   42
CONECT   23   43
CONECT   24   25   44
CONECT   25   26
END

HMDB0038901
     RDKit          3D
Gancaonin L
 44 46  0  0  0  0  0  0  0  0999 V2000
    5.1833    2.3256    0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082    0.9359    0.7404 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7398   -0.0485    1.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4489    0.6651    0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7490   -0.6191    0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8694   -1.0159   -0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4043   -1.6094   -1.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7654   -1.9134   -1.4359 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5550   -1.9440   -2.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2107   -1.6594   -2.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6685   -1.9656   -3.2536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3142   -1.0627   -1.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6580   -0.7676   -0.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4108   -1.0691   -1.9409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1323   -0.1652    0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5322    0.1575    0.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2517   -0.1227    1.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5847    0.1897    1.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2410    0.8095    0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5815    1.1406    0.6529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5749    1.1161   -0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2497    1.7427   -1.6870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2458    0.7825   -0.7183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490    0.1344    1.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0474   -0.1478    1.0460 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976   -0.7253   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6056    2.8565    1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9311    2.3397   -0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3307    2.9564    0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3432   -0.9010    1.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5617    0.4149    1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2641   -0.4822    0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790    1.5225    0.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4726   -1.4160    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1145   -0.4298    1.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4238   -1.7139   -0.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9854   -2.4199   -3.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3203   -2.4034   -4.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7049   -0.6111    2.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1522   -0.0249    2.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0701    1.5992   -0.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7212    1.9424   -2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6801    1.0017   -1.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6475    0.6049    2.0566 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  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 15 24  2  0
 24 25  1  0
 25 26  1  0
 26  6  1  0
 26 12  2  0
 23 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  8 36  1  0
  9 37  1  0
 11 38  1  0
 17 39  1  0
 18 40  1  0
 20 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one, 9ci	HMDB
5,7,3',4'-Tetrahydroxy-8-prenylisoflavone	HMDB

Chemical Formula

C₂₀H₁₈O₆

Average Molecular Weight

354.3533

Monoisotopic Molecular Weight

354.110338308

IUPAC Name

3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

Traditional Name

gancaonin L

CAS Registry Number

129145-50-2

SMILES

CC(C)=CCC1=C2OC=C(C(=O)C2=C(O)C=C1O)C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C20H18O6/c1-10(2)3-5-12-15(22)8-17(24)18-19(25)13(9-26-20(12)18)11-4-6-14(21)16(23)7-11/h3-4,6-9,21-24H,5H2,1-2H3

InChI Key

WSOHPJFMARQRFD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Hydroxyisoflavonoid
Isoflavone
Chromone
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050242 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038901)
Cell membrane (HMDB: HMDB0038901)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038901)

Source

Exogenous

Exogenous (HMDB: HMDB0038901)

Food

Food (HMDB: HMDB0038901)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0038901)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038901)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	189 - 192 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.08 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	0.018 g/L	ALOGPS
logP	3.34	ALOGPS
logP	4.5	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	6.42	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	97.91 m³·mol⁻¹	ChemAxon
Polarizability	37.09 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	184.596	30932474
DeepCCS	[M-H]-	182.238	30932474
DeepCCS	[M-2H]-	216.418	30932474
DeepCCS	[M+Na]+	191.646	30932474
AllCCS	[M+H]+	184.6	32859911
AllCCS	[M+H-H2O]+	181.4	32859911
AllCCS	[M+NH4]+	187.6	32859911
AllCCS	[M+Na]+	188.4	32859911
AllCCS	[M-H]-	183.2	32859911
AllCCS	[M+Na-2H]-	182.7	32859911
AllCCS	[M+HCOO]-	182.3	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.	7.8 minutes	32390414
Predicted by Siyang on May 30, 2022	13.5784 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.54 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2757.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	274.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	162.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	156.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	356.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	663.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	698.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	71.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1096.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	517.8 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	1530.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	414.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	459.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	301.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	194.4 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	31.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gancaonin L	CC(C)=CCC1=C2OC=C(C(=O)C2=C(O)C=C1O)C1=CC(O)=C(O)C=C1	5016.9	Standard polar	33892256
Gancaonin L	CC(C)=CCC1=C2OC=C(C(=O)C2=C(O)C=C1O)C1=CC(O)=C(O)C=C1	3339.8	Standard non polar	33892256
Gancaonin L	CC(C)=CCC1=C2OC=C(C(=O)C2=C(O)C=C1O)C1=CC(O)=C(O)C=C1	3440.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gancaonin L,1TMS,isomer #1	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C)C2=C1OC=C(C1=CC=C(O)C(O)=C1)C2=O	3442.7	Semi standard non polar	33892256
Gancaonin L,1TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O)C2=C1OC=C(C1=CC=C(O)C(O)=C1)C2=O	3447.3	Semi standard non polar	33892256
Gancaonin L,1TMS,isomer #3	CC(C)=CCC1=C(O)C=C(O)C2=C1OC=C(C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	3445.4	Semi standard non polar	33892256
Gancaonin L,1TMS,isomer #4	CC(C)=CCC1=C(O)C=C(O)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	3471.5	Semi standard non polar	33892256
Gancaonin L,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC=C(C1=CC=C(O)C(O)=C1)C2=O	3289.4	Semi standard non polar	33892256
Gancaonin L,2TMS,isomer #2	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	3312.5	Semi standard non polar	33892256
Gancaonin L,2TMS,isomer #3	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C)C2=C1OC=C(C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	3287.3	Semi standard non polar	33892256
Gancaonin L,2TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	3298.5	Semi standard non polar	33892256
Gancaonin L,2TMS,isomer #5	CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O)C2=C1OC=C(C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	3278.5	Semi standard non polar	33892256
Gancaonin L,2TMS,isomer #6	CC(C)=CCC1=C(O)C=C(O)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	3334.5	Semi standard non polar	33892256
Gancaonin L,3TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	3249.0	Semi standard non polar	33892256
Gancaonin L,3TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC=C(C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	3229.6	Semi standard non polar	33892256
Gancaonin L,3TMS,isomer #3	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	3246.9	Semi standard non polar	33892256
Gancaonin L,3TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	3245.7	Semi standard non polar	33892256
Gancaonin L,4TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	3241.5	Semi standard non polar	33892256
Gancaonin L,1TBDMS,isomer #1	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC=C(C1=CC=C(O)C(O)=C1)C2=O	3744.9	Semi standard non polar	33892256
Gancaonin L,1TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC=C(C1=CC=C(O)C(O)=C1)C2=O	3744.6	Semi standard non polar	33892256
Gancaonin L,1TBDMS,isomer #3	CC(C)=CCC1=C(O)C=C(O)C2=C1OC=C(C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	3730.0	Semi standard non polar	33892256
Gancaonin L,1TBDMS,isomer #4	CC(C)=CCC1=C(O)C=C(O)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C2=O	3764.9	Semi standard non polar	33892256
Gancaonin L,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC=C(C1=CC=C(O)C(O)=C1)C2=O	3818.5	Semi standard non polar	33892256
Gancaonin L,2TBDMS,isomer #2	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C2=O	3844.8	Semi standard non polar	33892256
Gancaonin L,2TBDMS,isomer #3	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC=C(C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	3818.7	Semi standard non polar	33892256
Gancaonin L,2TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C2=O	3838.2	Semi standard non polar	33892256
Gancaonin L,2TBDMS,isomer #5	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC=C(C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	3806.9	Semi standard non polar	33892256
Gancaonin L,2TBDMS,isomer #6	CC(C)=CCC1=C(O)C=C(O)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	3884.9	Semi standard non polar	33892256
Gancaonin L,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)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C2=O	3996.9	Semi standard non polar	33892256
Gancaonin L,3TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC=C(C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	3966.4	Semi standard non polar	33892256
Gancaonin L,3TBDMS,isomer #3	CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	3970.6	Semi standard non polar	33892256
Gancaonin L,3TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	3965.5	Semi standard non polar	33892256
Gancaonin L,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)C2=C1OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4114.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Gancaonin L GC-MS (Non-derivatized) - 70eV, Positive	splash10-00bc-2029000000-227738f746aecebf1423	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gancaonin L GC-MS (4 TMS) - 70eV, Positive	splash10-004i-2020049000-4595a65af64496f20fa2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gancaonin L 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 - Gancaonin L 10V, Positive-QTOF	splash10-0a4i-0119000000-fccca9e1cf22d4094e22	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin L 20V, Positive-QTOF	splash10-0aos-4369000000-913e8c316fb403d384de	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin L 40V, Positive-QTOF	splash10-1000-9651000000-12fa2eaedb32887fcc63	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin L 10V, Negative-QTOF	splash10-0udi-0009000000-18a31bb3876d68933508	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin L 20V, Negative-QTOF	splash10-0udi-0159000000-d20f6756990ccf8292ff	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin L 40V, Negative-QTOF	splash10-0adi-1942000000-a06b33016c7b9d905661	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin L 10V, Negative-QTOF	splash10-0udi-0009000000-b3503695056246b53ddc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin L 20V, Negative-QTOF	splash10-0udi-0029000000-f3aded4b6d96ac53bd2f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin L 40V, Negative-QTOF	splash10-0159-0891000000-1697794574a17bbe3d3c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin L 10V, Positive-QTOF	splash10-0a4j-0069000000-2e7e73509b50098abb5c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin L 20V, Positive-QTOF	splash10-0002-1093000000-499e91f1d7b389af5055	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gancaonin L 40V, Positive-QTOF	splash10-05pc-2092000000-0eec44cf578844a9fee7	2021-09-22	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

FDB018365

KNApSAcK ID

C00009900

Chemspider ID

10211353

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14604077

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1872551

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 L (HMDB0038901)

MOL for HMDB0038901 (Gancaonin L)

3D MOL for HMDB0038901 (Gancaonin L)

3D SDF for HMDB0038901 (Gancaonin L)

3D-SDF for HMDB0038901 (Gancaonin L)

PDB for HMDB0038901 (Gancaonin L)

3D PDB for HMDB0038901 (Gancaonin L)

SMILES for HMDB0038901 (Gancaonin L)

INCHI for HMDB0038901 (Gancaonin L)

Structure for HMDB0038901 (Gancaonin L)

3D Structure for HMDB0038901 (Gancaonin L)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra