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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:55:16 UTC

Update Date

2022-03-07 02:53:59 UTC

HMDB ID

HMDB0034125

Secondary Accession Numbers

HMDB34125

Metabolite Identification

Common Name

Licoisoflavone A

Description

Licoisoflavone A, also known as phaseoluteone, 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, licoisoflavone a is considered to be a flavonoid. Licoisoflavone A has been detected, but not quantified in, several different foods, such as teffs (Eragrostis tef), corns (Zea mays), triticales (X Triticosecale rimpaui), common wheats (Triticum aestivum), and bulgur. This could make licoisoflavone a a potential biomarker for the consumption of these foods. Licoisoflavone A is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Licoisoflavone A.

Structure

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

Licoisoflavone A
  Mrv1572001071617322D          

 26 28  0  0  0  0            999 V2000
   -0.7029   -0.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0117   -0.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4208   -0.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994    0.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7260   -0.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0048   -1.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1354   -0.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4243   -1.6501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4140    0.8265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4407   -0.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7260    0.4039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7192   -2.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1319    0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8395   -0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4372   -1.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1551   -0.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8395    0.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5574   -0.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8395   -1.6468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1483   -2.0796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8662   -0.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5574    0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5841   -0.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719    0.8299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2986   -0.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875    0.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  2  0  0  0  0
  5 11  1  0  0  0  0
  6 12  1  0  0  0  0
  7 13  2  0  0  0  0
  7 14  1  0  0  0  0
  9 13  1  0  0  0  0
 10 15  1  0  0  0  0
 10 16  1  0  0  0  0
 12 15  2  0  0  0  0
 13 17  1  0  0  0  0
 14 18  2  0  0  0  0
 14 19  1  0  0  0  0
 15 20  1  0  0  0  0
 16 21  1  0  0  0  0
 17 22  2  0  0  0  0
 18 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
M  END

HMDB0034125
     RDKit          3D
Licoisoflavone A
 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.6847    1.7188   -0.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6941    1.0190    0.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309    1.7534    1.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2673   -0.1546   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3129   -0.9537    0.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634   -1.2520   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0379   -2.2448   -1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2323   -2.9239   -1.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8781   -2.5063   -1.7760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2859   -1.8130   -1.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2834   -0.8302   -0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4912   -0.0734   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5215    1.2903   -0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6558    1.8883    0.0926 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7972    1.2976    0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9564    2.0139    0.5456 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1358    1.3557    0.7201 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3065    2.0602    1.0024 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1996    0.0065    0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0465   -0.7380    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1957   -2.0653    0.2646 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8439   -0.0926    0.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6758   -0.7810   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7070   -2.0166   -0.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9127   -0.5549    0.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8251    0.4596    1.0533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5199    0.9833   -0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0968    2.6280   -0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2230    1.9859   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8767    1.1858    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6852    2.6224    1.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2853    2.2241    1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6346   -0.5671   -1.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7580   -1.9828    0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0642   -0.4727    1.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2214   -3.6586   -2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8714   -3.2969   -2.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -2.0713   -2.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5955    1.8373   -0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9007    3.0876    0.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5130    2.2163    1.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1478   -0.5080    0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6399   -2.8128    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119    0.7365    1.5810 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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 11 25  2  0
 25 26  1  0
 25  6  1  0
 23 12  1  0
 22 15  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
 10 38  1  0
 13 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 21 43  1  0
 26 44  1  0
M  END

Licoisoflavone A
  Mrv1572001071617322D          

 26 28  0  0  0  0            999 V2000
   -0.7029   -0.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0117   -0.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4208   -0.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994    0.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7260   -0.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0048   -1.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1354   -0.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4243   -1.6501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4140    0.8265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4407   -0.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7260    0.4039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7192   -2.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1319    0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8395   -0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4372   -1.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1551   -0.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8395    0.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5574   -0.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8395   -1.6468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1483   -2.0796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8662   -0.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5574    0.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5841   -0.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2719    0.8299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2986   -0.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875    0.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  2  0  0  0  0
  5 11  1  0  0  0  0
  6 12  1  0  0  0  0
  7 13  2  0  0  0  0
  7 14  1  0  0  0  0
  9 13  1  0  0  0  0
 10 15  1  0  0  0  0
 10 16  1  0  0  0  0
 12 15  2  0  0  0  0
 13 17  1  0  0  0  0
 14 18  2  0  0  0  0
 14 19  1  0  0  0  0
 15 20  1  0  0  0  0
 16 21  1  0  0  0  0
 17 22  2  0  0  0  0
 18 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034125

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=C(O)C(=CC=C1O)C1=COC2=C(C(O)=CC(O)=C2)C1=O

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

> <INCHI_KEY>
KCUZCRLRQVRBBV-UHFFFAOYSA-N

> <FORMULA>
C20H18O6

> <MOLECULAR_WEIGHT>
354.358

> <EXACT_MASS>
354.1103383

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
36.82973207927273

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.29

> <JCHEM_LOGP>
4.501874067333334

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.933502740524942

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.535585812393612

> <JCHEM_PKA_STRONGEST_BASIC>
-5.347046407487893

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
97.90659999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
licoisoflavone A

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034125
     RDKit          3D
Licoisoflavone A
 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.6847    1.7188   -0.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6941    1.0190    0.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309    1.7534    1.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2673   -0.1546   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3129   -0.9537    0.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634   -1.2520   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0379   -2.2448   -1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2323   -2.9239   -1.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8781   -2.5063   -1.7760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2859   -1.8130   -1.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2834   -0.8302   -0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4912   -0.0734   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5215    1.2903   -0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6558    1.8883    0.0926 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7972    1.2976    0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9564    2.0139    0.5456 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1358    1.3557    0.7201 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3065    2.0602    1.0024 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1996    0.0065    0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0465   -0.7380    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1957   -2.0653    0.2646 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8439   -0.0926    0.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6758   -0.7810   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7070   -2.0166   -0.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9127   -0.5549    0.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8251    0.4596    1.0533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5199    0.9833   -0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0968    2.6280   -0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2230    1.9859   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8767    1.1858    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6852    2.6224    1.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2853    2.2241    1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6346   -0.5671   -1.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7580   -1.9828    0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0642   -0.4727    1.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2214   -3.6586   -2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8714   -3.2969   -2.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -2.0713   -2.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5955    1.8373   -0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9007    3.0876    0.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5130    2.2163    1.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1478   -0.5080    0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6399   -2.8128    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119    0.7365    1.5810 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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 11 25  2  0
 25 26  1  0
 25  6  1  0
 23 12  1  0
 22 15  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
 10 38  1  0
 13 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 21 43  1  0
 26 44  1  0
M  END

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Licoisoflavone A                                  
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0      -1.312  -0.778   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.022  -1.554   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.652  -1.541   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.306   0.760   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.355  -0.791   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.009  -3.093   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.986  -0.766   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.659  -3.080   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -2.639   1.543   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.689  -1.561   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.355   0.754   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.343  -3.875   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.980   0.773   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.300  -1.535   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.683  -3.106   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.023  -0.798   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.300   1.549   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.640  -0.766   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -5.300  -3.074   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.010  -3.882   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.350  -1.573   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.640   0.773   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.690  -0.810   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -7.974   1.549   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.024  -1.586   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.697   0.728   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10   11                                                  
CONECT    6    2   12                                                       
CONECT    7    3   13   14                                                  
CONECT    8    3                                                            
CONECT    9    4   13                                                       
CONECT   10    5   15   16                                                  
CONECT   11    5                                                            
CONECT   12    6   15                                                       
CONECT   13    7    9   17                                                  
CONECT   14    7   18   19                                                  
CONECT   15   10   12   20                                                  
CONECT   16   10   21                                                       
CONECT   17   13   22                                                       
CONECT   18   14   22                                                       
CONECT   19   14                                                            
CONECT   20   15                                                            
CONECT   21   16   23                                                       
CONECT   22   17   18   24                                                  
CONECT   23   21   25   26                                                  
CONECT   24   22                                                            
CONECT   25   23                                                            
CONECT   26   23                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0034125
HETATM    1  C1  UNL     1      -5.685   1.719  -0.688  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.694   1.019   0.222  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.331   1.753   1.442  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.267  -0.155  -0.166  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.313  -0.954   0.600  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.063  -1.252  -0.142  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.038  -2.245  -1.107  1.00  0.00           C  
HETATM    8  O1  UNL     1      -3.232  -2.924  -1.330  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.878  -2.506  -1.776  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.286  -1.813  -1.528  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.283  -0.830  -0.582  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.491  -0.073  -0.289  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.521   1.290  -0.174  1.00  0.00           C  
HETATM   14  O2  UNL     1       2.656   1.888   0.093  1.00  0.00           O  
HETATM   15  C13 UNL     1       3.797   1.298   0.265  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.956   2.014   0.546  1.00  0.00           C  
HETATM   17  C15 UNL     1       6.136   1.356   0.720  1.00  0.00           C  
HETATM   18  O3  UNL     1       7.306   2.060   1.002  1.00  0.00           O  
HETATM   19  C16 UNL     1       6.200   0.006   0.624  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.047  -0.738   0.342  1.00  0.00           C  
HETATM   21  O4  UNL     1       5.196  -2.065   0.265  1.00  0.00           O  
HETATM   22  C18 UNL     1       3.844  -0.093   0.162  1.00  0.00           C  
HETATM   23  C19 UNL     1       2.676  -0.781  -0.118  1.00  0.00           C  
HETATM   24  O5  UNL     1       2.707  -2.017  -0.211  1.00  0.00           O  
HETATM   25  C20 UNL     1      -0.913  -0.555   0.114  1.00  0.00           C  
HETATM   26  O6  UNL     1      -0.825   0.460   1.053  1.00  0.00           O  
HETATM   27  H1  UNL     1      -6.520   0.983  -0.821  1.00  0.00           H  
HETATM   28  H2  UNL     1      -6.097   2.628  -0.226  1.00  0.00           H  
HETATM   29  H3  UNL     1      -5.223   1.986  -1.650  1.00  0.00           H  
HETATM   30  H4  UNL     1      -3.877   1.186   2.247  1.00  0.00           H  
HETATM   31  H5  UNL     1      -3.685   2.622   1.118  1.00  0.00           H  
HETATM   32  H6  UNL     1      -5.285   2.224   1.827  1.00  0.00           H  
HETATM   33  H7  UNL     1      -4.635  -0.567  -1.104  1.00  0.00           H  
HETATM   34  H8  UNL     1      -3.758  -1.983   0.855  1.00  0.00           H  
HETATM   35  H9  UNL     1      -3.064  -0.473   1.542  1.00  0.00           H  
HETATM   36  H10 UNL     1      -3.221  -3.659  -2.041  1.00  0.00           H  
HETATM   37  H11 UNL     1      -0.871  -3.297  -2.539  1.00  0.00           H  
HETATM   38  H12 UNL     1       1.189  -2.071  -2.102  1.00  0.00           H  
HETATM   39  H13 UNL     1       0.595   1.837  -0.308  1.00  0.00           H  
HETATM   40  H14 UNL     1       4.901   3.088   0.621  1.00  0.00           H  
HETATM   41  H15 UNL     1       7.513   2.216   1.986  1.00  0.00           H  
HETATM   42  H16 UNL     1       7.148  -0.508   0.766  1.00  0.00           H  
HETATM   43  H17 UNL     1       4.640  -2.813   0.097  1.00  0.00           H  
HETATM   44  H18 UNL     1      -1.612   0.736   1.581  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   25
CONECT    7    8    9
CONECT    8   36
CONECT    9   10   10   37
CONECT   10   11   38
CONECT   11   12   25   25
CONECT   12   13   13   23
CONECT   13   14   39
CONECT   14   15
CONECT   15   16   16   22
CONECT   16   17   40
CONECT   17   18   19   19
CONECT   18   41
CONECT   19   20   42
CONECT   20   21   22   22
CONECT   21   43
CONECT   22   23
CONECT   23   24   24
CONECT   25   26
CONECT   26   44
END

HMDB0034125
     RDKit          3D
Licoisoflavone A
 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.6847    1.7188   -0.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6941    1.0190    0.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309    1.7534    1.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2673   -0.1546   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3129   -0.9537    0.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634   -1.2520   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0379   -2.2448   -1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2323   -2.9239   -1.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8781   -2.5063   -1.7760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2859   -1.8130   -1.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2834   -0.8302   -0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4912   -0.0734   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5215    1.2903   -0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6558    1.8883    0.0926 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7972    1.2976    0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9564    2.0139    0.5456 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1358    1.3557    0.7201 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3065    2.0602    1.0024 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1996    0.0065    0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0465   -0.7380    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1957   -2.0653    0.2646 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8439   -0.0926    0.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6758   -0.7810   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7070   -2.0166   -0.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9127   -0.5549    0.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8251    0.4596    1.0533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5199    0.9833   -0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0968    2.6280   -0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2230    1.9859   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8767    1.1858    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6852    2.6224    1.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2853    2.2241    1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6346   -0.5671   -1.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7580   -1.9828    0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0642   -0.4727    1.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2214   -3.6586   -2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8714   -3.2969   -2.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -2.0713   -2.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5955    1.8373   -0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9007    3.0876    0.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5130    2.2163    1.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1478   -0.5080    0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6399   -2.8128    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119    0.7365    1.5810 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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 11 25  2  0
 25 26  1  0
 25  6  1  0
 23 12  1  0
 22 15  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
 10 38  1  0
 13 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 21 43  1  0
 26 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2',4',5,7-Tetrahydroxy-3'-(3,3-dimethylallyl)isoflavone	ChEBI
Phaseoluteone	ChEBI
3'-Isopentenyl-2',4',5,7-tetrahydroxyisoflavone	HMDB
Licoisoflavone	HMDB
[2,4-Dihydroxy-3-(3-methyl-2-butenyl)phenyl]-5,7-dihydroxy-4H-1-benzopyran-4-one, 9ci	HMDB

Chemical Formula

C₂₀H₁₈O₆

Average Molecular Weight

354.358

Monoisotopic Molecular Weight

354.1103383

IUPAC Name

3-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-4H-chromen-4-one

Traditional Name

licoisoflavone A

CAS Registry Number

66056-19-7

SMILES

CC(C)=CCC1=C(O)C(=CC=C1O)C1=COC2=C(C(O)=CC(O)=C2)C1=O

InChI Identifier

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

InChI Key

KCUZCRLRQVRBBV-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

7-hydroxyisoflavones (CHEBI:28620 )
isoflavones (C10486 )
Isoflavonoids (C10486 )
Isoflavonoids (LMPK12050286 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0034125)

Cellular substructure

Membrane (HMDB: HMDB0034125)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034125)

Source

Exogenous

Food

Food (HMDB: HMDB0034125)

Cereal and cereal product

Cereal

Cereal product

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Other pulse

White lupine (FooDB: FOOD00403)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Herb and spice

Herb

Amaranth (FooDB: FOOD00288)
Teff (FooDB: FOOD00489)

Other seed

Quinoa (FooDB: FOOD00441)

Endogenous

Plant

Plant (HMDB: HMDB0034125)
Fabaceae (HMDB: HMDB0034125)

Process

Not Available

Role

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	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	0.019 g/L	ALOGPS
logP	3.29	ALOGPS
logP	4.5	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	6.54	ChemAxon
pKa (Strongest Basic)	-5.3	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	36.83 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]+	182.976	30932474
DeepCCS	[M-H]-	180.618	30932474
DeepCCS	[M-2H]-	214.875	30932474
DeepCCS	[M+Na]+	191.066	30932474
AllCCS	[M+H]+	184.7	32859911
AllCCS	[M+H-H2O]+	181.5	32859911
AllCCS	[M+NH4]+	187.7	32859911
AllCCS	[M+Na]+	188.5	32859911
AllCCS	[M-H]-	184.2	32859911
AllCCS	[M+Na-2H]-	183.8	32859911
AllCCS	[M+HCOO]-	183.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Licoisoflavone A	CC(C)=CCC1=C(O)C(=CC=C1O)C1=COC2=C(C(O)=CC(O)=C2)C1=O	5095.4	Standard polar	33892256
Licoisoflavone A	CC(C)=CCC1=C(O)C(=CC=C1O)C1=COC2=C(C(O)=CC(O)=C2)C1=O	2971.4	Standard non polar	33892256
Licoisoflavone A	CC(C)=CCC1=C(O)C(=CC=C1O)C1=COC2=C(C(O)=CC(O)=C2)C1=O	3415.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Licoisoflavone A,1TMS,isomer #1	CC(C)=CCC1=C(O)C=CC(C2=COC3=CC(O)=CC(O)=C3C2=O)=C1O[Si](C)(C)C	3322.2	Semi standard non polar	33892256
Licoisoflavone A,1TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C=CC(C2=COC3=CC(O)=CC(O)=C3C2=O)=C1O	3359.3	Semi standard non polar	33892256
Licoisoflavone A,1TMS,isomer #3	CC(C)=CCC1=C(O)C=CC(C2=COC3=CC(O)=CC(O[Si](C)(C)C)=C3C2=O)=C1O	3380.0	Semi standard non polar	33892256
Licoisoflavone A,1TMS,isomer #4	CC(C)=CCC1=C(O)C=CC(C2=COC3=CC(O[Si](C)(C)C)=CC(O)=C3C2=O)=C1O	3402.7	Semi standard non polar	33892256
Licoisoflavone A,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=CC(C2=COC3=CC(O)=CC(O)=C3C2=O)=C1O[Si](C)(C)C	3263.7	Semi standard non polar	33892256
Licoisoflavone A,2TMS,isomer #2	CC(C)=CCC1=C(O)C=CC(C2=COC3=CC(O[Si](C)(C)C)=CC(O)=C3C2=O)=C1O[Si](C)(C)C	3231.3	Semi standard non polar	33892256
Licoisoflavone A,2TMS,isomer #3	CC(C)=CCC1=C(O)C=CC(C2=COC3=CC(O)=CC(O[Si](C)(C)C)=C3C2=O)=C1O[Si](C)(C)C	3232.3	Semi standard non polar	33892256
Licoisoflavone A,2TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C=CC(C2=COC3=CC(O[Si](C)(C)C)=CC(O)=C3C2=O)=C1O	3229.7	Semi standard non polar	33892256
Licoisoflavone A,2TMS,isomer #5	CC(C)=CCC1=C(O[Si](C)(C)C)C=CC(C2=COC3=CC(O)=CC(O[Si](C)(C)C)=C3C2=O)=C1O	3246.5	Semi standard non polar	33892256
Licoisoflavone A,2TMS,isomer #6	CC(C)=CCC1=C(O)C=CC(C2=COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)=C1O	3248.3	Semi standard non polar	33892256
Licoisoflavone A,3TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=CC(C2=COC3=CC(O[Si](C)(C)C)=CC(O)=C3C2=O)=C1O[Si](C)(C)C	3165.1	Semi standard non polar	33892256
Licoisoflavone A,3TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C=CC(C2=COC3=CC(O)=CC(O[Si](C)(C)C)=C3C2=O)=C1O[Si](C)(C)C	3170.9	Semi standard non polar	33892256
Licoisoflavone A,3TMS,isomer #3	CC(C)=CCC1=C(O)C=CC(C2=COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)=C1O[Si](C)(C)C	3162.8	Semi standard non polar	33892256
Licoisoflavone A,3TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C=CC(C2=COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)=C1O	3165.6	Semi standard non polar	33892256
Licoisoflavone A,4TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C=CC(C2=COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)=C1O[Si](C)(C)C	3173.6	Semi standard non polar	33892256
Licoisoflavone A,1TBDMS,isomer #1	CC(C)=CCC1=C(O)C=CC(C2=COC3=CC(O)=CC(O)=C3C2=O)=C1O[Si](C)(C)C(C)(C)C	3625.9	Semi standard non polar	33892256
Licoisoflavone A,1TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C2=COC3=CC(O)=CC(O)=C3C2=O)=C1O	3657.5	Semi standard non polar	33892256
Licoisoflavone A,1TBDMS,isomer #3	CC(C)=CCC1=C(O)C=CC(C2=COC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=C1O	3674.2	Semi standard non polar	33892256
Licoisoflavone A,1TBDMS,isomer #4	CC(C)=CCC1=C(O)C=CC(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)=C1O	3681.0	Semi standard non polar	33892256
Licoisoflavone A,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C2=COC3=CC(O)=CC(O)=C3C2=O)=C1O[Si](C)(C)C(C)(C)C	3746.5	Semi standard non polar	33892256
Licoisoflavone A,2TBDMS,isomer #2	CC(C)=CCC1=C(O)C=CC(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)=C1O[Si](C)(C)C(C)(C)C	3753.7	Semi standard non polar	33892256
Licoisoflavone A,2TBDMS,isomer #3	CC(C)=CCC1=C(O)C=CC(C2=COC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=C1O[Si](C)(C)C(C)(C)C	3743.8	Semi standard non polar	33892256
Licoisoflavone A,2TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)=C1O	3781.8	Semi standard non polar	33892256
Licoisoflavone A,2TBDMS,isomer #5	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C2=COC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=C1O	3780.0	Semi standard non polar	33892256
Licoisoflavone A,2TBDMS,isomer #6	CC(C)=CCC1=C(O)C=CC(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=C1O	3809.3	Semi standard non polar	33892256
Licoisoflavone A,3TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)=C1O[Si](C)(C)C(C)(C)C	3846.8	Semi standard non polar	33892256
Licoisoflavone A,3TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C2=COC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=C1O[Si](C)(C)C(C)(C)C	3840.0	Semi standard non polar	33892256
Licoisoflavone A,3TBDMS,isomer #3	CC(C)=CCC1=C(O)C=CC(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=C1O[Si](C)(C)C(C)(C)C	3845.0	Semi standard non polar	33892256
Licoisoflavone A,3TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=C1O	3881.5	Semi standard non polar	33892256
Licoisoflavone A,4TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=CC(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=C1O[Si](C)(C)C(C)(C)C	4000.2	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 - Licoisoflavone A GC-MS (Non-derivatized) - 70eV, Positive	splash10-004u-2019000000-2f739f3452171f905be2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoisoflavone A GC-MS (4 TMS) - 70eV, Positive	splash10-004i-1000049000-7018f194d1008ff5433d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoisoflavone A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licoisoflavone A 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 - Licoisoflavone A 6V, Positive-QTOF	splash10-0a4i-0259000000-495f77efc5f1a3a3f53e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Licoisoflavone A 6V, Positive-QTOF	splash10-0a4j-0379000000-8433cfe87c1ae275bcd4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Licoisoflavone A 6V, Negative-QTOF	splash10-0udi-0229000000-359d0281bb2960df18ab	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Licoisoflavone A 6V, Positive-QTOF	splash10-0a4j-0379000000-164d4415475e4af9dc35	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Licoisoflavone A 6V, Positive-QTOF	splash10-0a4i-0259000000-0aaedb95807e7419c45e	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoisoflavone A 10V, Positive-QTOF	splash10-0a4i-0009000000-62f92498db843c9e5858	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoisoflavone A 20V, Positive-QTOF	splash10-05ot-3349000000-ed8805f32a0bbcd8f235	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoisoflavone A 40V, Positive-QTOF	splash10-0gba-8952000000-6c41fa9ae3eca464c67b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoisoflavone A 10V, Negative-QTOF	splash10-0udi-0109000000-be91e8e91b4067f6ed22	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoisoflavone A 20V, Negative-QTOF	splash10-0fb9-0918000000-fb711c0f7e6d3a6949fe	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoisoflavone A 40V, Negative-QTOF	splash10-0pki-2921000000-ec8a5e470e5efab9b710	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoisoflavone A 10V, Positive-QTOF	splash10-0002-0090000000-0e40d1dc69d66b601127	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoisoflavone A 20V, Positive-QTOF	splash10-0002-0090000000-64cb783d19451782d0e7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoisoflavone A 40V, Positive-QTOF	splash10-00l2-0191000000-f709c80b15ac681aff91	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoisoflavone A 10V, Negative-QTOF	splash10-0udi-0009000000-b3503695056246b53ddc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoisoflavone A 20V, Negative-QTOF	splash10-0udi-0029000000-4100593e7262216dd627	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licoisoflavone A 40V, Negative-QTOF	splash10-0n4u-2394000000-819b2b3d4c43b4896111	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281789

PDB ID

Not Available

ChEBI ID

28620

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1840681

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 Licoisoflavone A (HMDB0034125)

MOL for HMDB0034125 (Licoisoflavone A)

3D MOL for HMDB0034125 (Licoisoflavone A)

3D SDF for HMDB0034125 (Licoisoflavone A)

3D-SDF for HMDB0034125 (Licoisoflavone A)

PDB for HMDB0034125 (Licoisoflavone A)

3D PDB for HMDB0034125 (Licoisoflavone A)

SMILES for HMDB0034125 (Licoisoflavone A)

INCHI for HMDB0034125 (Licoisoflavone A)

Structure for HMDB0034125 (Licoisoflavone A)

3D Structure for HMDB0034125 (Licoisoflavone A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra