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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:53:20 UTC

Update Date

2022-03-07 02:53:33 UTC

HMDB ID

HMDB0033027

Secondary Accession Numbers

HMDB33027

Metabolite Identification

Common Name

Licoagrodione

Description

Licoagrodione 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. Licoagrodione has been detected, but not quantified in, several different foods, such as herbal tea, herbs and spices, green tea, red tea, and black tea. This could make licoagrodione a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Licoagrodione.

Structure

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


  Mrv0541 05061306522D          

 26 27  0  0  0  0            999 V2000
   -6.4302    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    8.2500    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
   -5.0013    7.0125    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
   -5.0013    6.1875    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    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    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
   -5.7158    7.4250    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
   -4.2868    5.7750    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    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    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    4.9500    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
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    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
   -2.1434    3.7125    0.0000 O   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
   -2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  2  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  4  2  0  0  0  0
 12  5  1  0  0  0  0
 12 10  2  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 16 13  2  0  0  0  0
 17 10  1  0  0  0  0
 17 14  2  0  0  0  0
 18 13  1  0  0  0  0
 18 15  2  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  1  0  0  0  0
 24 19  2  0  0  0  0
 25 20  2  0  0  0  0
 26  3  1  0  0  0  0
 26 12  1  0  0  0  0
M  END

HMDB0033027
     RDKit          3D
Licoagrodione
 46 47  0  0  0  0  0  0  0  0999 V2000
    8.0302    0.9952   -1.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7686    0.2520   -0.3915 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4226   -0.0040   -0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4007    0.4328   -0.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0535    0.1816   -0.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7051   -0.5186    0.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084   -0.7692    0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1251   -1.4377    1.9192 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1732   -0.3434    0.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3630    0.2976   -1.0101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2256   -0.5878    0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6361   -1.2565    1.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952   -1.4581    1.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9563   -0.9741    0.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2769   -1.1998    1.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5695   -0.2928   -0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5824    0.2434   -1.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9512   -0.1392   -0.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8865    0.7764   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5037    2.2155   -0.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2602    0.3698   -0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2361   -0.1141   -0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8505    0.5657   -1.5925 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7242   -0.9798    1.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5003   -1.6816    2.4839 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0699   -0.7077    1.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5421    0.4367   -2.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4620    1.9474   -1.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0982    1.1414   -1.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6407    0.9911   -1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3330    0.5789   -1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0499   -1.6660    2.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2752   -1.9954    2.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5165   -1.6963    2.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3718   -0.1865   -2.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561    1.3456   -1.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2320   -1.1823   -0.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3898    2.8391   -0.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7189    2.4209    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1818    2.5282   -1.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3425    0.2190    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4895   -0.5727   -0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9960    1.1778   -0.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5396    0.9263   -2.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062   -2.0463    3.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8630   -1.0725    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 19 21  1  0
 16 22  2  0
 22 23  1  0
  6 24  1  0
 24 25  1  0
 24 26  2  0
 26  3  1  0
 22 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
 23 44  1  0
 25 45  1  0
 26 46  1  0
M  END


  Mrv0541 05061306522D          

 26 27  0  0  0  0            999 V2000
   -6.4302    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    8.2500    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
   -5.0013    7.0125    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
   -5.0013    6.1875    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    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    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
   -5.7158    7.4250    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
   -4.2868    5.7750    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    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    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    4.9500    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
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    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
   -2.1434    3.7125    0.0000 O   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
   -2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  2  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  4  2  0  0  0  0
 12  5  1  0  0  0  0
 12 10  2  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 16 13  2  0  0  0  0
 17 10  1  0  0  0  0
 17 14  2  0  0  0  0
 18 13  1  0  0  0  0
 18 15  2  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  1  0  0  0  0
 24 19  2  0  0  0  0
 25 20  2  0  0  0  0
 26  3  1  0  0  0  0
 26 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033027

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=C(C=C1)C(=O)C(=O)C1=C(O)C(CC=C(C)C)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O6/c1-11(2)4-6-13-16(21)9-8-15(18(13)23)20(25)19(24)14-7-5-12(26-3)10-17(14)22/h4-5,7-10,21-23H,6H2,1-3H3

> <INCHI_KEY>
KAQKSYKCXCTGOG-UHFFFAOYSA-N

> <FORMULA>
C20H20O6

> <MOLECULAR_WEIGHT>
356.3692

> <EXACT_MASS>
356.125988372

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
37.03076717562476

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-2-(2-hydroxy-4-methoxyphenyl)ethane-1,2-dione

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
5.204926297333333

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.7963500136646395

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.112292622660496

> <JCHEM_PKA_STRONGEST_BASIC>
-4.854159894450194

> <JCHEM_POLAR_SURFACE_AREA>
104.05999999999999

> <JCHEM_REFRACTIVITY>
98.72149999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-2-(2-hydroxy-4-methoxyphenyl)ethane-1,2-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033027
     RDKit          3D
Licoagrodione
 46 47  0  0  0  0  0  0  0  0999 V2000
    8.0302    0.9952   -1.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7686    0.2520   -0.3915 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4226   -0.0040   -0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4007    0.4328   -0.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0535    0.1816   -0.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7051   -0.5186    0.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084   -0.7692    0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1251   -1.4377    1.9192 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1732   -0.3434    0.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3630    0.2976   -1.0101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2256   -0.5878    0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6361   -1.2565    1.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952   -1.4581    1.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9563   -0.9741    0.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2769   -1.1998    1.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5695   -0.2928   -0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5824    0.2434   -1.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9512   -0.1392   -0.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8865    0.7764   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5037    2.2155   -0.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2602    0.3698   -0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2361   -0.1141   -0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8505    0.5657   -1.5925 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7242   -0.9798    1.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5003   -1.6816    2.4839 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0699   -0.7077    1.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5421    0.4367   -2.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4620    1.9474   -1.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0982    1.1414   -1.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6407    0.9911   -1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3330    0.5789   -1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0499   -1.6660    2.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2752   -1.9954    2.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5165   -1.6963    2.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3718   -0.1865   -2.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561    1.3456   -1.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2320   -1.1823   -0.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3898    2.8391   -0.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7189    2.4209    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1818    2.5282   -1.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3425    0.2190    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4895   -0.5727   -0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9960    1.1778   -0.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5396    0.9263   -2.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062   -2.0463    3.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8630   -1.0725    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 19 21  1  0
 16 22  2  0
 22 23  1  0
  6 24  1  0
 24 25  1  0
 24 26  2  0
 26  3  1  0
 22 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
 23 44  1  0
 25 45  1  0
 26 46  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  13.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.669  15.400   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336  13.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.336  11.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.669  13.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.002  10.780   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668   8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -6.668  13.090   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -8.002   4.620   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      -4.001   6.930   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -8.002   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -5.335   0.000   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   26                                                            
CONECT    4    6   11                                                       
CONECT    5    7   12                                                       
CONECT    6    4   13                                                       
CONECT    7    5   14                                                       
CONECT    8    9   15                                                       
CONECT    9    8   16                                                       
CONECT   10   12   17                                                       
CONECT   11    1    2    4                                                  
CONECT   12    5   10   26                                                  
CONECT   13    6   16   18                                                  
CONECT   14    7   17   19                                                  
CONECT   15    8   18   20                                                  
CONECT   16    9   13   21                                                  
CONECT   17   10   14   22                                                  
CONECT   18   13   15   23                                                  
CONECT   19   14   20   24                                                  
CONECT   20   15   19   25                                                  
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23   18                                                            
CONECT   24   19                                                            
CONECT   25   20                                                            
CONECT   26    3   12                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0033027
HETATM    1  C1  UNL     1       8.030   0.995  -1.579  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.769   0.252  -0.391  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.423  -0.004  -0.085  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.401   0.433  -0.880  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.053   0.182  -0.581  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.705  -0.519   0.530  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.308  -0.769   0.836  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.125  -1.438   1.919  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.173  -0.343   0.055  1.00  0.00           C  
HETATM   10  O3  UNL     1       1.363   0.298  -1.010  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.226  -0.588   0.386  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.636  -1.256   1.493  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.995  -1.458   1.765  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.956  -0.974   0.901  1.00  0.00           C  
HETATM   15  O4  UNL     1      -4.277  -1.200   1.218  1.00  0.00           O  
HETATM   16  C12 UNL     1      -2.569  -0.293  -0.231  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.582   0.243  -1.194  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.951  -0.139  -0.844  1.00  0.00           C  
HETATM   19  C15 UNL     1      -5.886   0.776  -0.537  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.504   2.215  -0.560  1.00  0.00           C  
HETATM   21  C17 UNL     1      -7.260   0.370  -0.184  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.236  -0.114  -0.465  1.00  0.00           C  
HETATM   23  O5  UNL     1      -0.851   0.566  -1.592  1.00  0.00           O  
HETATM   24  C19 UNL     1       4.724  -0.980   1.363  1.00  0.00           C  
HETATM   25  O6  UNL     1       4.500  -1.682   2.484  1.00  0.00           O  
HETATM   26  C20 UNL     1       6.070  -0.708   1.030  1.00  0.00           C  
HETATM   27  H1  UNL     1       7.542   0.437  -2.411  1.00  0.00           H  
HETATM   28  H2  UNL     1       7.462   1.947  -1.469  1.00  0.00           H  
HETATM   29  H3  UNL     1       9.098   1.141  -1.751  1.00  0.00           H  
HETATM   30  H4  UNL     1       5.641   0.991  -1.771  1.00  0.00           H  
HETATM   31  H5  UNL     1       3.333   0.579  -1.285  1.00  0.00           H  
HETATM   32  H6  UNL     1       0.050  -1.666   2.217  1.00  0.00           H  
HETATM   33  H7  UNL     1      -2.275  -1.995   2.658  1.00  0.00           H  
HETATM   34  H8  UNL     1      -4.517  -1.696   2.044  1.00  0.00           H  
HETATM   35  H9  UNL     1      -3.372  -0.187  -2.214  1.00  0.00           H  
HETATM   36  H10 UNL     1      -3.456   1.346  -1.258  1.00  0.00           H  
HETATM   37  H11 UNL     1      -5.232  -1.182  -0.841  1.00  0.00           H  
HETATM   38  H12 UNL     1      -6.390   2.839  -0.315  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.719   2.421   0.191  1.00  0.00           H  
HETATM   40  H14 UNL     1      -5.182   2.528  -1.585  1.00  0.00           H  
HETATM   41  H15 UNL     1      -7.342   0.219   0.934  1.00  0.00           H  
HETATM   42  H16 UNL     1      -7.489  -0.573  -0.717  1.00  0.00           H  
HETATM   43  H17 UNL     1      -7.996   1.178  -0.405  1.00  0.00           H  
HETATM   44  H18 UNL     1      -1.540   0.926  -2.232  1.00  0.00           H  
HETATM   45  H19 UNL     1       3.806  -2.046   3.016  1.00  0.00           H  
HETATM   46  H20 UNL     1       6.863  -1.072   1.689  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   30
CONECT    5    6    6   31
CONECT    6    7   24
CONECT    7    8    8    9
CONECT    9   10   10   11
CONECT   11   12   12   22
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15   16
CONECT   15   34
CONECT   16   17   22   22
CONECT   17   18   35   36
CONECT   18   19   19   37
CONECT   19   20   21
CONECT   20   38   39   40
CONECT   21   41   42   43
CONECT   22   23
CONECT   23   44
CONECT   24   25   26   26
CONECT   25   45
CONECT   26   46
END

HMDB0033027
     RDKit          3D
Licoagrodione
 46 47  0  0  0  0  0  0  0  0999 V2000
    8.0302    0.9952   -1.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7686    0.2520   -0.3915 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4226   -0.0040   -0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4007    0.4328   -0.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0535    0.1816   -0.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7051   -0.5186    0.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084   -0.7692    0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1251   -1.4377    1.9192 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1732   -0.3434    0.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3630    0.2976   -1.0101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2256   -0.5878    0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6361   -1.2565    1.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952   -1.4581    1.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9563   -0.9741    0.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2769   -1.1998    1.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5695   -0.2928   -0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5824    0.2434   -1.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9512   -0.1392   -0.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8865    0.7764   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5037    2.2155   -0.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2602    0.3698   -0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2361   -0.1141   -0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8505    0.5657   -1.5925 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7242   -0.9798    1.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5003   -1.6816    2.4839 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0699   -0.7077    1.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5421    0.4367   -2.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4620    1.9474   -1.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0982    1.1414   -1.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6407    0.9911   -1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3330    0.5789   -1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0499   -1.6660    2.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2752   -1.9954    2.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5165   -1.6963    2.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3718   -0.1865   -2.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561    1.3456   -1.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2320   -1.1823   -0.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3898    2.8391   -0.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7189    2.4209    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1818    2.5282   -1.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3425    0.2190    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4895   -0.5727   -0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9960    1.1778   -0.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5396    0.9263   -2.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062   -2.0463    3.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8630   -1.0725    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 19 21  1  0
 16 22  2  0
 22 23  1  0
  6 24  1  0
 24 25  1  0
 24 26  2  0
 26  3  1  0
 22 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
 23 44  1  0
 25 45  1  0
 26 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-[2,4-Dihydroxy-3-(3-methyl-2-butenyl)phenyl]-2-(2-hydroxy-4-methoxyphenyl)ethanedione	HMDB
Licoagrodione	MeSH

Chemical Formula

C₂₀H₂₀O₆

Average Molecular Weight

356.3692

Monoisotopic Molecular Weight

356.125988372

IUPAC Name

1-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-2-(2-hydroxy-4-methoxyphenyl)ethane-1,2-dione

Traditional Name

1-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-2-(2-hydroxy-4-methoxyphenyl)ethane-1,2-dione

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C(C=C1)C(=O)C(=O)C1=C(O)C(CC=C(C)C)=C(O)C=C1

InChI Identifier

InChI=1S/C20H20O6/c1-11(2)4-6-13-16(21)9-8-15(18(13)23)20(25)19(24)14-7-5-12(26-3)10-17(14)22/h4-5,7-10,21-23H,6H2,1-3H3

InChI Key

KAQKSYKCXCTGOG-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
Methoxyphenol
Benzoyl
Phenoxy compound
Phenol ether
Resorcinol
Aryl ketone
Methoxybenzene
Anisole
1-hydroxy-4-unsubstituted benzenoid
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Alpha-diketone
Vinylogous acid
Ketone
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen 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: HMDB0033027)
Cell membrane (HMDB: HMDB0033027)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033027)

Source

Exogenous

Exogenous (HMDB: HMDB0033027)

Food

Food (HMDB: HMDB0033027)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033027)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033027)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.023 g/L	ALOGPS
logP	3.57	ALOGPS
logP	5.2	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	7.11	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	98.72 m³·mol⁻¹	ChemAxon
Polarizability	37.03 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	183.975	31661259
DarkChem	[M-H]-	185.48	31661259
DeepCCS	[M+H]+	191.51	30932474
DeepCCS	[M-H]-	189.152	30932474
DeepCCS	[M-2H]-	222.78	30932474
DeepCCS	[M+Na]+	198.008	30932474
AllCCS	[M+H]+	186.1	32859911
AllCCS	[M+H-H2O]+	183.0	32859911
AllCCS	[M+NH4]+	189.0	32859911
AllCCS	[M+Na]+	189.9	32859911
AllCCS	[M-H]-	184.7	32859911
AllCCS	[M+Na-2H]-	184.6	32859911
AllCCS	[M+HCOO]-	184.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.77 minutes	32390414
Predicted by Siyang on May 30, 2022	17.6304 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.34 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3236.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	423.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	196.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	212.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	297.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	789.5 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	943.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	79.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1560.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	698.6 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	1675.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	575.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	565.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	383.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	196.7 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	25.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Licoagrodione	COC1=CC(O)=C(C=C1)C(=O)C(=O)C1=C(O)C(CC=C(C)C)=C(O)C=C1	4194.1	Standard polar	33892256
Licoagrodione	COC1=CC(O)=C(C=C1)C(=O)C(=O)C1=C(O)C(CC=C(C)C)=C(O)C=C1	2795.6	Standard non polar	33892256
Licoagrodione	COC1=CC(O)=C(C=C1)C(=O)C(=O)C1=C(O)C(CC=C(C)C)=C(O)C=C1	3067.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Licoagrodione,1TMS,isomer #1	COC1=CC=C(C(=O)C(=O)C2=CC=C(O)C(CC=C(C)C)=C2O)C(O[Si](C)(C)C)=C1	3011.0	Semi standard non polar	33892256
Licoagrodione,1TMS,isomer #2	COC1=CC=C(C(=O)C(=O)C2=CC=C(O)C(CC=C(C)C)=C2O[Si](C)(C)C)C(O)=C1	3035.4	Semi standard non polar	33892256
Licoagrodione,1TMS,isomer #3	COC1=CC=C(C(=O)C(=O)C2=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C2O)C(O)=C1	3017.2	Semi standard non polar	33892256
Licoagrodione,2TMS,isomer #1	COC1=CC=C(C(=O)C(=O)C2=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C2O)C(O[Si](C)(C)C)=C1	2964.8	Semi standard non polar	33892256
Licoagrodione,2TMS,isomer #2	COC1=CC=C(C(=O)C(=O)C2=CC=C(O)C(CC=C(C)C)=C2O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2944.6	Semi standard non polar	33892256
Licoagrodione,2TMS,isomer #3	COC1=CC=C(C(=O)C(=O)C2=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C2O[Si](C)(C)C)C(O)=C1	3008.0	Semi standard non polar	33892256
Licoagrodione,3TMS,isomer #1	COC1=CC=C(C(=O)C(=O)C2=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C2O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	3014.7	Semi standard non polar	33892256
Licoagrodione,1TBDMS,isomer #1	COC1=CC=C(C(=O)C(=O)C2=CC=C(O)C(CC=C(C)C)=C2O)C(O[Si](C)(C)C(C)(C)C)=C1	3297.7	Semi standard non polar	33892256
Licoagrodione,1TBDMS,isomer #2	COC1=CC=C(C(=O)C(=O)C2=CC=C(O)C(CC=C(C)C)=C2O[Si](C)(C)C(C)(C)C)C(O)=C1	3318.7	Semi standard non polar	33892256
Licoagrodione,1TBDMS,isomer #3	COC1=CC=C(C(=O)C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2O)C(O)=C1	3314.0	Semi standard non polar	33892256
Licoagrodione,2TBDMS,isomer #1	COC1=CC=C(C(=O)C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2O)C(O[Si](C)(C)C(C)(C)C)=C1	3502.1	Semi standard non polar	33892256
Licoagrodione,2TBDMS,isomer #2	COC1=CC=C(C(=O)C(=O)C2=CC=C(O)C(CC=C(C)C)=C2O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3478.6	Semi standard non polar	33892256
Licoagrodione,2TBDMS,isomer #3	COC1=CC=C(C(=O)C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2O[Si](C)(C)C(C)(C)C)C(O)=C1	3519.6	Semi standard non polar	33892256
Licoagrodione,3TBDMS,isomer #1	COC1=CC=C(C(=O)C(=O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3671.6	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 - Licoagrodione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-2492000000-626f5688bf084ead24ca	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrodione GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-4111090000-ba61c46ec92b258a3341	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrodione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoagrodione 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 - Licoagrodione 10V, Positive-QTOF	splash10-0a4i-0319000000-96e465e80244c8f448d2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrodione 20V, Positive-QTOF	splash10-0zfr-2954000000-17a4569277d68a63e10e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrodione 40V, Positive-QTOF	splash10-0uxs-3900000000-1cad79558d43d7964a7f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrodione 10V, Negative-QTOF	splash10-0a4i-0119000000-7e75fb9f640f87b134d3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrodione 20V, Negative-QTOF	splash10-05gi-1945000000-8d04cf947ecb9bda7ba1	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrodione 40V, Negative-QTOF	splash10-060c-6931000000-72fb56851924486f3048	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrodione 10V, Negative-QTOF	splash10-0kaj-0963000000-42df547d6854bfd4eeb8	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrodione 20V, Negative-QTOF	splash10-0zmj-0922000000-bec76a735ee2f18937f6	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrodione 40V, Negative-QTOF	splash10-0r09-1926000000-2bddb7e2d175db59b784	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrodione 10V, Positive-QTOF	splash10-0ufr-0819000000-a0be30e5592798f4b76d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrodione 20V, Positive-QTOF	splash10-0udi-0900000000-9fbca0ea0d13dccffd26	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoagrodione 40V, Positive-QTOF	splash10-0uk9-0900000000-04266a3610f2f6767b29	2021-09-25	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

FDB011019

KNApSAcK ID

Not Available

Chemspider ID

8536342

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10360893

PDB ID

Not Available

ChEBI ID

175570

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 Licoagrodione (HMDB0033027)

MOL for HMDB0033027 (Licoagrodione)

3D MOL for HMDB0033027 (Licoagrodione)

3D SDF for HMDB0033027 (Licoagrodione)

3D-SDF for HMDB0033027 (Licoagrodione)

PDB for HMDB0033027 (Licoagrodione)

3D PDB for HMDB0033027 (Licoagrodione)

SMILES for HMDB0033027 (Licoagrodione)

INCHI for HMDB0033027 (Licoagrodione)

Structure for HMDB0033027 (Licoagrodione)

3D Structure for HMDB0033027 (Licoagrodione)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra