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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:07 UTC

Update Date

2022-03-07 02:52:38 UTC

HMDB ID

HMDB0030640

Secondary Accession Numbers

HMDB30640

Metabolite Identification

Common Name

Biochanin A 7-(6-malonylglucoside)

Description

Biochanin A 7-(6-malonylglucoside) belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one. Based on a literature review very few articles have been published on Biochanin A 7-(6-malonylglucoside).

Structure

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


  Mrv0541 05061305242D          

 38 41  0  0  0  0            999 V2000
   10.7171    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    5.3625    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
    5.0013    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
 11  2  2  0  0  0  0
 11  3  1  0  0  0  0
 12  4  2  0  0  0  0
 12  5  1  0  0  0  0
 13  6  2  0  0  0  0
 13  7  1  0  0  0  0
 14  9  2  0  0  0  0
 14 11  1  0  0  0  0
 15  6  1  0  0  0  0
 16  7  2  0  0  0  0
 17 10  1  0  0  0  0
 18  8  1  0  0  0  0
 19  8  1  0  0  0  0
 20 15  2  0  0  0  0
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 21 20  1  0  0  0  0
 22 17  1  0  0  0  0
 23 22  1  0  0  0  0
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 37 25  1  0  0  0  0
 38 17  1  0  0  0  0
 38 25  1  0  0  0  0
M  END

HMDB0030640
     RDKit          3D
Biochanin A 7-(6-malonylglucoside)
 62 65  0  0  0  0  0  0  0  0999 V2000
   10.7497    0.8286    2.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1223    0.6420    0.8380 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0618    1.1804   -1.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843    1.1615   -1.5078 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5859    0.4767   -1.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3464   -0.2156   -0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6871   -0.2065   -0.7020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083    0.4464   -1.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3155    1.2942   -1.3208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1387    0.5460   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8443    1.4648    0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7381    0.8991    1.3635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9890    0.3963    1.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4936    0.4363    0.0062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8069   -0.2155    2.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1117   -0.6729    1.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3972   -0.5239    0.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0047   -1.2690    2.6013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8927   -0.4511   -1.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5272    0.1053   -2.3144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8687   -1.4457   -1.8236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5806   -2.3339   -2.6356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9055   -0.6452   -2.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5746   -0.1128   -3.7339 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865   -0.9293    0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4553   -0.9479    1.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8102   -1.6766    2.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3545   -0.2427    0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950   -0.2224    0.6378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -0.8327    1.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.8268    1.0283    1.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6122    0.2247   -1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2878    1.0454   -1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6197    1.0292   -2.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3668   -0.0388    0.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0726    1.9995    1.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
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 31 32  1  0
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  6 37  1  0
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M  END


  Mrv0541 05061305242D          

 38 41  0  0  0  0            999 V2000
   10.7171    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    5.3625    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
    5.0013    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4302    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4302    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.0026    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 38 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030640

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C1=COC2=CC(OC3OC(COC(=O)CC(O)=O)C(O)C(O)C3O)=CC(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H24O13/c1-34-12-4-2-11(3-5-12)14-9-35-16-7-13(6-15(26)20(16)21(14)30)37-25-24(33)23(32)22(31)17(38-25)10-36-19(29)8-18(27)28/h2-7,9,17,22-26,31-33H,8,10H2,1H3,(H,27,28)

> <INCHI_KEY>
VRCBYTZZZFFKEN-UHFFFAOYSA-N

> <FORMULA>
C25H24O13

> <MOLECULAR_WEIGHT>
532.4503

> <EXACT_MASS>
532.121690854

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
50.92535680215538

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-oxo-3-[(3,4,5-trihydroxy-6-{[5-hydroxy-3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methoxy]propanoic acid

> <ALOGPS_LOGP>
1.13

> <JCHEM_LOGP>
1.2880522086666673

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.481976785546166

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.372194422119704

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649103025442529

> <JCHEM_POLAR_SURFACE_AREA>
198.50999999999993

> <JCHEM_REFRACTIVITY>
123.80519999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.97e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-oxo-3-[(3,4,5-trihydroxy-6-{[5-hydroxy-3-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methoxy]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030640
     RDKit          3D
Biochanin A 7-(6-malonylglucoside)
 62 65  0  0  0  0  0  0  0  0999 V2000
   10.7497    0.8286    2.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1223    0.6420    0.8380 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7622    0.6113    0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2864    0.4165   -0.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9093    0.3821   -0.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9990    0.5393    0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5878    0.4967   -0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0618    1.1804   -1.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843    1.1615   -1.5078 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9303    0.4870   -0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5859    0.4767   -1.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3464   -0.2156   -0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6871   -0.2065   -0.7020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083    0.4464   -1.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3155    1.2942   -1.3208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1387    0.5460   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8443    1.4648    0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7381    0.8991    1.3635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9890    0.3963    1.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4936    0.4363    0.0062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8069   -0.2155    2.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1117   -0.6729    1.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3972   -0.5239    0.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0047   -1.2690    2.6013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8927   -0.4511   -1.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5272    0.1053   -2.3144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8687   -1.4457   -1.8236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5806   -2.3339   -2.6356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9055   -0.6452   -2.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5746   -0.1128   -3.7339 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865   -0.9293    0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4553   -0.9479    1.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8102   -1.6766    2.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3545   -0.2427    0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950   -0.2224    0.6378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -0.8327    1.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4777    0.7336    1.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8240    0.7639    1.6266 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3284    1.7220    2.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6120   -0.0829    2.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8268    1.0283    1.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9738    0.2920   -1.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6122    0.2247   -1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6884    1.7761   -1.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2878    1.0454   -1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6197    1.0292   -2.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3668   -0.0388    0.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3497    2.3142   -0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0726    1.9995    1.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2408   -1.0303    2.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9905    0.5666    3.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7672   -1.9310    3.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5736   -1.0786   -0.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8828   -0.5710   -2.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3684   -1.9637   -0.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0697   -3.1619   -2.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0648   -1.2478   -3.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0251    0.0224   -4.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6225   -1.4828    1.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6538   -1.8336    2.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7368    0.8531    2.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1869    0.9169    2.6325 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
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 16 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 12 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  2  0
  6 37  1  0
 37 38  2  0
 38  3  1  0
 35  7  1  0
 34 10  1  0
 29 14  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  4 42  1  0
  5 43  1  0
  8 44  1  0
 11 45  1  0
 14 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 21 50  1  0
 21 51  1  0
 24 52  1  0
 25 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
 29 57  1  0
 30 58  1  0
 31 59  1  0
 33 60  1  0
 37 61  1  0
 38 62  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      20.005   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.671   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.004  10.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.004   7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.338  10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669  15.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  13.090   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  14.630   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003  10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.671  10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.338   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  14.630   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.337  10.780   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003  14.630   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669  12.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  14.630   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667  15.400   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000  15.400   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.003  13.090   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.337  12.320   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335  12.320   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668  13.090   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668  14.630   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.337  15.400   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -4.001  14.630   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.667  16.940   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000  16.940   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      14.671  13.090   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.667  12.320   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.335  10.780   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       8.002  12.320   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      18.672   7.700   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      10.669  10.780   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       1.334  14.630   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       8.002  15.400   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       5.335  15.400   0.000  0.00  0.00           O+0
CONECT    1   34                                                            
CONECT    2    4   11                                                       
CONECT    3    5   11                                                       
CONECT    4    2   12                                                       
CONECT    5    3   12                                                       
CONECT    6   13   15                                                       
CONECT    7   13   16                                                       
CONECT    8   18   19                                                       
CONECT    9   14   35                                                       
CONECT   10   17   36                                                       
CONECT   11    2    3   14                                                  
CONECT   12    4    5   34                                                  
CONECT   13    6    7   37                                                  
CONECT   14    9   11   21                                                  
CONECT   15    6   20   26                                                  
CONECT   16    7   20   35                                                  
CONECT   17   10   22   38                                                  
CONECT   18    8   27   28                                                  
CONECT   19    8   29   36                                                  
CONECT   20   15   16   21                                                  
CONECT   21   14   20   30                                                  
CONECT   22   17   23   31                                                  
CONECT   23   22   24   32                                                  
CONECT   24   23   25   33                                                  
CONECT   25   24   37   38                                                  
CONECT   26   15                                                            
CONECT   27   18                                                            
CONECT   28   18                                                            
CONECT   29   19                                                            
CONECT   30   21                                                            
CONECT   31   22                                                            
CONECT   32   23                                                            
CONECT   33   24                                                            
CONECT   34    1   12                                                       
CONECT   35    9   16                                                       
CONECT   36   10   19                                                       
CONECT   37   13   25                                                       
CONECT   38   17   25                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

COMPND    HMDB0030640
HETATM    1  C1  UNL     1      10.750   0.829   2.066  1.00  0.00           C  
HETATM    2  O1  UNL     1      10.122   0.642   0.838  1.00  0.00           O  
HETATM    3  C2  UNL     1       8.762   0.611   0.630  1.00  0.00           C  
HETATM    4  C3  UNL     1       8.286   0.416  -0.651  1.00  0.00           C  
HETATM    5  C4  UNL     1       6.909   0.382  -0.883  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.999   0.539   0.144  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.588   0.497  -0.143  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.062   1.180  -1.221  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.784   1.161  -1.508  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.930   0.487  -0.780  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.586   0.477  -1.095  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.346  -0.216  -0.361  1.00  0.00           C  
HETATM   13  O3  UNL     1      -1.687  -0.207  -0.702  1.00  0.00           O  
HETATM   14  C11 UNL     1      -2.308   0.446  -1.761  1.00  0.00           C  
HETATM   15  O4  UNL     1      -3.316   1.294  -1.321  1.00  0.00           O  
HETATM   16  C12 UNL     1      -4.139   0.546  -0.433  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.844   1.465   0.493  1.00  0.00           C  
HETATM   18  O5  UNL     1      -5.738   0.899   1.364  1.00  0.00           O  
HETATM   19  C14 UNL     1      -6.989   0.396   1.149  1.00  0.00           C  
HETATM   20  O6  UNL     1      -7.494   0.436   0.006  1.00  0.00           O  
HETATM   21  C15 UNL     1      -7.807  -0.216   2.239  1.00  0.00           C  
HETATM   22  C16 UNL     1      -9.112  -0.673   1.724  1.00  0.00           C  
HETATM   23  O7  UNL     1      -9.397  -0.524   0.528  1.00  0.00           O  
HETATM   24  O8  UNL     1     -10.005  -1.269   2.601  1.00  0.00           O  
HETATM   25  C17 UNL     1      -4.893  -0.451  -1.211  1.00  0.00           C  
HETATM   26  O9  UNL     1      -5.527   0.105  -2.314  1.00  0.00           O  
HETATM   27  C18 UNL     1      -3.869  -1.446  -1.824  1.00  0.00           C  
HETATM   28  O10 UNL     1      -4.581  -2.334  -2.636  1.00  0.00           O  
HETATM   29  C19 UNL     1      -2.906  -0.645  -2.652  1.00  0.00           C  
HETATM   30  O11 UNL     1      -3.575  -0.113  -3.734  1.00  0.00           O  
HETATM   31  C20 UNL     1       0.087  -0.929   0.736  1.00  0.00           C  
HETATM   32  C21 UNL     1       1.455  -0.948   1.097  1.00  0.00           C  
HETATM   33  O12 UNL     1       1.810  -1.677   2.197  1.00  0.00           O  
HETATM   34  C22 UNL     1       2.355  -0.243   0.338  1.00  0.00           C  
HETATM   35  C23 UNL     1       3.695  -0.222   0.638  1.00  0.00           C  
HETATM   36  O13 UNL     1       4.156  -0.833   1.598  1.00  0.00           O  
HETATM   37  C24 UNL     1       6.478   0.734   1.421  1.00  0.00           C  
HETATM   38  C25 UNL     1       7.824   0.764   1.627  1.00  0.00           C  
HETATM   39  H1  UNL     1      10.328   1.722   2.600  1.00  0.00           H  
HETATM   40  H2  UNL     1      10.612  -0.083   2.674  1.00  0.00           H  
HETATM   41  H3  UNL     1      11.827   1.028   1.887  1.00  0.00           H  
HETATM   42  H4  UNL     1       8.974   0.292  -1.464  1.00  0.00           H  
HETATM   43  H5  UNL     1       6.612   0.225  -1.917  1.00  0.00           H  
HETATM   44  H6  UNL     1       4.688   1.776  -1.896  1.00  0.00           H  
HETATM   45  H7  UNL     1       0.288   1.045  -1.958  1.00  0.00           H  
HETATM   46  H8  UNL     1      -1.620   1.029  -2.405  1.00  0.00           H  
HETATM   47  H9  UNL     1      -3.367  -0.039   0.169  1.00  0.00           H  
HETATM   48  H10 UNL     1      -5.350   2.314  -0.077  1.00  0.00           H  
HETATM   49  H11 UNL     1      -4.073   2.000   1.136  1.00  0.00           H  
HETATM   50  H12 UNL     1      -7.241  -1.030   2.763  1.00  0.00           H  
HETATM   51  H13 UNL     1      -7.990   0.567   3.007  1.00  0.00           H  
HETATM   52  H14 UNL     1      -9.767  -1.931   3.307  1.00  0.00           H  
HETATM   53  H15 UNL     1      -5.574  -1.079  -0.579  1.00  0.00           H  
HETATM   54  H16 UNL     1      -5.883  -0.571  -2.929  1.00  0.00           H  
HETATM   55  H17 UNL     1      -3.368  -1.964  -0.981  1.00  0.00           H  
HETATM   56  H18 UNL     1      -4.070  -3.162  -2.798  1.00  0.00           H  
HETATM   57  H19 UNL     1      -2.065  -1.248  -3.003  1.00  0.00           H  
HETATM   58  H20 UNL     1      -3.025   0.022  -4.528  1.00  0.00           H  
HETATM   59  H21 UNL     1      -0.622  -1.483   1.332  1.00  0.00           H  
HETATM   60  H22 UNL     1       2.654  -1.834   2.621  1.00  0.00           H  
HETATM   61  H23 UNL     1       5.737   0.853   2.202  1.00  0.00           H  
HETATM   62  H24 UNL     1       8.187   0.917   2.632  1.00  0.00           H  
CONECT    1    2   39   40   41
CONECT    2    3
CONECT    3    4    4   38
CONECT    4    5   42
CONECT    5    6    6   43
CONECT    6    7   37
CONECT    7    8    8   35
CONECT    8    9   44
CONECT    9   10
CONECT   10   11   11   34
CONECT   11   12   45
CONECT   12   13   31   31
CONECT   13   14
CONECT   14   15   29   46
CONECT   15   16
CONECT   16   17   25   47
CONECT   17   18   48   49
CONECT   18   19
CONECT   19   20   20   21
CONECT   21   22   50   51
CONECT   22   23   23   24
CONECT   24   52
CONECT   25   26   27   53
CONECT   26   54
CONECT   27   28   29   55
CONECT   28   56
CONECT   29   30   57
CONECT   30   58
CONECT   31   32   59
CONECT   32   33   34   34
CONECT   33   60
CONECT   34   35
CONECT   35   36   36
CONECT   37   38   38   61
CONECT   38   62
END

HMDB0030640
     RDKit          3D
Biochanin A 7-(6-malonylglucoside)
 62 65  0  0  0  0  0  0  0  0999 V2000
   10.7497    0.8286    2.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1223    0.6420    0.8380 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7622    0.6113    0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2864    0.4165   -0.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9093    0.3821   -0.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9990    0.5393    0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5878    0.4967   -0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0618    1.1804   -1.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843    1.1615   -1.5078 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9303    0.4870   -0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5859    0.4767   -1.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3464   -0.2156   -0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6871   -0.2065   -0.7020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083    0.4464   -1.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3155    1.2942   -1.3208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1387    0.5460   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8443    1.4648    0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7381    0.8991    1.3635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9890    0.3963    1.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4936    0.4363    0.0062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8069   -0.2155    2.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1117   -0.6729    1.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3972   -0.5239    0.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0047   -1.2690    2.6013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8927   -0.4511   -1.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5272    0.1053   -2.3144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8687   -1.4457   -1.8236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5806   -2.3339   -2.6356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9055   -0.6452   -2.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5746   -0.1128   -3.7339 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865   -0.9293    0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4553   -0.9479    1.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8102   -1.6766    2.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3545   -0.2427    0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950   -0.2224    0.6378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -0.8327    1.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4777    0.7336    1.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8240    0.7639    1.6266 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3284    1.7220    2.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6120   -0.0829    2.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8268    1.0283    1.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9738    0.2920   -1.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6122    0.2247   -1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6884    1.7761   -1.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2878    1.0454   -1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6197    1.0292   -2.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3668   -0.0388    0.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3497    2.3142   -0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0726    1.9995    1.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2408   -1.0303    2.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9905    0.5666    3.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7672   -1.9310    3.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5736   -1.0786   -0.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8828   -0.5710   -2.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3684   -1.9637   -0.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0697   -3.1619   -2.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0648   -1.2478   -3.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0251    0.0224   -4.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6225   -1.4828    1.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6538   -1.8336    2.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7368    0.8531    2.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1869    0.9169    2.6325 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
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 16 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 12 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  2  0
  6 37  1  0
 37 38  2  0
 38  3  1  0
 35  7  1  0
 34 10  1  0
 29 14  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  4 42  1  0
  5 43  1  0
  8 44  1  0
 11 45  1  0
 14 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 21 50  1  0
 21 51  1  0
 24 52  1  0
 25 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
 29 57  1  0
 30 58  1  0
 31 59  1  0
 33 60  1  0
 37 61  1  0
 38 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Biochanin a 7-O-(6-O-malonyl-beta-D-glucoside)	HMDB
Biochanin a 7-O-beta-D-glucoside 6''-O-malonate	HMDB
Biochanin a 7-O-beta-D-glucoside-6''-O-malonate	HMDB
3-oxo-3-[(3,4,5-Trihydroxy-6-{[5-hydroxy-3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methoxy]propanoate	HMDB

Chemical Formula

C₂₅H₂₄O₁₃

Average Molecular Weight

532.4503

Monoisotopic Molecular Weight

532.121690854

IUPAC Name

3-oxo-3-[(3,4,5-trihydroxy-6-{[5-hydroxy-3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methoxy]propanoic acid

Traditional Name

3-oxo-3-[(3,4,5-trihydroxy-6-{[5-hydroxy-3-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methoxy]propanoic acid

CAS Registry Number

34232-17-2

SMILES

COC1=CC=C(C=C1)C1=COC2=CC(OC3OC(COC(=O)CC(O)=O)C(O)C(O)C3O)=CC(O)=C2C1=O

InChI Identifier

InChI=1S/C25H24O13/c1-34-12-4-2-11(3-5-12)14-9-35-16-7-13(6-15(26)20(16)21(14)30)37-25-24(33)23(32)22(31)17(38-25)10-36-19(29)8-18(27)28/h2-7,9,17,22-26,31-33H,8,10H2,1H3,(H,27,28)

InChI Key

VRCBYTZZZFFKEN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavonoid O-glycosides

Direct Parent

Isoflavonoid O-glycosides

Alternative Parents

Substituents

Isoflavonoid-7-o-glycoside
Isoflavonoid o-glycoside
4p-o-methylisoflavone
Isoflavone
Hydroxyisoflavonoid
Phenolic glycoside
O-glycosyl compound
Glycosyl compound
Chromone
1-benzopyran
Benzopyran
Methoxybenzene
Phenol ether
Phenoxy compound
Anisole
Pyranone
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
1,3-dicarbonyl compound
Monosaccharide
Oxane
Pyran
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Polyol
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Carboxylic acid
Oxacycle
Acetal
Organic oxygen compound
Carbonyl group
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030640)
Cytoplasm (HMDB: HMDB0030640)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030640)

Source

Endogenous

Endogenous (HMDB: HMDB0030640)

Plant

Plant (HMDB: HMDB0030640)

Exogenous

Food

Food (HMDB: HMDB0030640)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0030640)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	217 °C	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	0.4 g/L	ALOGPS
logP	1.13	ALOGPS
logP	1.29	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.37	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	198.51 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	123.81 m³·mol⁻¹	ChemAxon
Polarizability	50.93 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	212.814	30932474
DeepCCS	[M-H]-	210.418	30932474
DeepCCS	[M-2H]-	243.301	30932474
DeepCCS	[M+Na]+	219.328	30932474
AllCCS	[M+H]+	218.2	32859911
AllCCS	[M+H-H2O]+	216.6	32859911
AllCCS	[M+NH4]+	219.7	32859911
AllCCS	[M+Na]+	220.2	32859911
AllCCS	[M-H]-	214.6	32859911
AllCCS	[M+Na-2H]-	216.1	32859911
AllCCS	[M+HCOO]-	217.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.29 minutes	32390414
Predicted by Siyang on May 30, 2022	12.0464 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.38 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	93.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2349.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	209.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	152.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	179.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	111.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	394.1 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	529.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	159.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	864.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	467.6 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	1427.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	334.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	326.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	342.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	179.5 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	178.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Biochanin A 7-(6-malonylglucoside)	COC1=CC=C(C=C1)C1=COC2=CC(OC3OC(COC(=O)CC(O)=O)C(O)C(O)C3O)=CC(O)=C2C1=O	6254.5	Standard polar	33892256
Biochanin A 7-(6-malonylglucoside)	COC1=CC=C(C=C1)C1=COC2=CC(OC3OC(COC(=O)CC(O)=O)C(O)C(O)C3O)=CC(O)=C2C1=O	4208.2	Standard non polar	33892256
Biochanin A 7-(6-malonylglucoside)	COC1=CC=C(C=C1)C1=COC2=CC(OC3OC(COC(=O)CC(O)=O)C(O)C(O)C3O)=CC(O)=C2C1=O	4922.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Biochanin A 7-(6-malonylglucoside),1TMS,isomer #1	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O)C(O)C4O)=CC(O)=C3C2=O)C=C1	4661.2	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),1TMS,isomer #2	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C)C(O)C4O)=CC(O)=C3C2=O)C=C1	4723.8	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),1TMS,isomer #3	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O[Si](C)(C)C)C4O)=CC(O)=C3C2=O)C=C1	4732.4	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),1TMS,isomer #4	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O)C4O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1	4738.7	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),1TMS,isomer #5	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O)C4O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4698.8	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TMS,isomer #1	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O)=CC(O)=C3C2=O)C=C1	4503.5	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TMS,isomer #10	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O)C4O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4553.7	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TMS,isomer #2	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O)=CC(O)=C3C2=O)C=C1	4483.4	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TMS,isomer #3	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O)C(O)C4O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1	4514.7	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TMS,isomer #4	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O)C(O)C4O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4469.3	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TMS,isomer #5	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)=CC(O)=C3C2=O)C=C1	4618.4	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TMS,isomer #6	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1	4644.9	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TMS,isomer #7	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C)C(O)C4O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4536.3	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TMS,isomer #8	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1	4619.0	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TMS,isomer #9	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O[Si](C)(C)C)C4O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4511.6	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TMS,isomer #1	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)=CC(O)=C3C2=O)C=C1	4406.9	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TMS,isomer #10	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4434.1	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TMS,isomer #2	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1	4453.5	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TMS,isomer #3	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4371.7	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TMS,isomer #4	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1	4412.5	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TMS,isomer #5	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4369.1	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TMS,isomer #6	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O)C(O)C4O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4365.2	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TMS,isomer #7	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1	4582.6	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TMS,isomer #8	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4429.6	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TMS,isomer #9	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4471.2	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),4TMS,isomer #1	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1	4398.8	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),4TMS,isomer #2	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4326.7	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),4TMS,isomer #3	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4352.5	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),4TMS,isomer #4	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4319.2	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),4TMS,isomer #5	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4422.9	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),5TMS,isomer #1	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1	4307.3	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),1TBDMS,isomer #1	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O)C4O)=CC(O)=C3C2=O)C=C1	4938.9	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),1TBDMS,isomer #2	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)=CC(O)=C3C2=O)C=C1	5003.3	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),1TBDMS,isomer #3	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)=CC(O)=C3C2=O)C=C1	5021.4	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),1TBDMS,isomer #4	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1	5022.1	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),1TBDMS,isomer #5	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O)C4O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1	4961.0	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TBDMS,isomer #1	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)=CC(O)=C3C2=O)C=C1	5009.4	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TBDMS,isomer #10	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1	5043.5	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TBDMS,isomer #2	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)=CC(O)=C3C2=O)C=C1	5021.0	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TBDMS,isomer #3	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1	5017.7	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TBDMS,isomer #4	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O)C4O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1	5026.9	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TBDMS,isomer #5	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O)=CC(O)=C3C2=O)C=C1	5090.3	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TBDMS,isomer #6	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1	5110.2	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TBDMS,isomer #7	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1	5041.3	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TBDMS,isomer #8	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1	5092.5	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),2TBDMS,isomer #9	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1	5045.9	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TBDMS,isomer #1	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O)=CC(O)=C3C2=O)C=C1	5133.1	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TBDMS,isomer #10	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1	5169.9	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TBDMS,isomer #2	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1	5151.3	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TBDMS,isomer #3	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1	5136.3	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TBDMS,isomer #4	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1	5128.1	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TBDMS,isomer #5	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1	5135.9	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TBDMS,isomer #6	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1	5121.2	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TBDMS,isomer #7	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1	5226.8	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TBDMS,isomer #8	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1	5173.7	Semi standard non polar	33892256
Biochanin A 7-(6-malonylglucoside),3TBDMS,isomer #9	COC1=CC=C(C2=COC3=CC(OC4OC(COC(=O)CC(=O)O)C(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1	5186.7	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 - Biochanin A 7-(6-malonylglucoside) GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kr-9333330000-b1ea6786e303528c87a4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (2 TMS) - 70eV, Positive	splash10-08g0-8625329000-470df35deb7c4cd7bce9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biochanin A 7-(6-malonylglucoside) GC-MS (TMS_3_9) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Biochanin A 7-(6-malonylglucoside) 6V, Positive-QTOF	splash10-000i-0090020000-a5c0dddde83dace72e51	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biochanin A 7-(6-malonylglucoside) 10V, Positive-QTOF	splash10-00kr-2190570000-4505aa4e414b7a6e9c05	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biochanin A 7-(6-malonylglucoside) 20V, Positive-QTOF	splash10-000i-1090100000-48730b1b32bfa4f3446e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biochanin A 7-(6-malonylglucoside) 40V, Positive-QTOF	splash10-00kr-2290000000-294cf9ca745d0431a82a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biochanin A 7-(6-malonylglucoside) 10V, Negative-QTOF	splash10-001i-9770560000-74228ced4bc39a367446	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biochanin A 7-(6-malonylglucoside) 20V, Negative-QTOF	splash10-001i-8490210000-a135844fe38593adce77	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biochanin A 7-(6-malonylglucoside) 40V, Negative-QTOF	splash10-0f89-5490000000-3f8a372bf12add28d036	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biochanin A 7-(6-malonylglucoside) 10V, Negative-QTOF	splash10-001i-2070900000-21818f1ff396f1db8202	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biochanin A 7-(6-malonylglucoside) 20V, Negative-QTOF	splash10-053r-4191700000-06b6fd945b08fd8cf295	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biochanin A 7-(6-malonylglucoside) 40V, Negative-QTOF	splash10-0006-3090000000-4c1d92c738f132626b63	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biochanin A 7-(6-malonylglucoside) 10V, Positive-QTOF	splash10-001r-0050290000-6b92cc398c653b68de19	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biochanin A 7-(6-malonylglucoside) 20V, Positive-QTOF	splash10-000i-0090100000-a7f8081544e8e9e41da2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biochanin A 7-(6-malonylglucoside) 40V, Positive-QTOF	splash10-000i-5595110000-379472fb8b1a0bacc4f4	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB002545

KNApSAcK ID

C00010117

Chemspider ID

Not Available

KEGG Compound ID

C12625

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751062

PDB ID

Not Available

ChEBI ID

28556

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.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Biochanin A 7-(6-malonylglucoside) → 6-{1-carboxy-2-oxo-2-[(3,4,5-trihydroxy-6-{[5-hydroxy-3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methoxy]ethyl}-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Enzyme Details

2. Liver carboxylesterase 1

General function:: Lipid transport and metabolism
Specific function:: Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acyl-CoA ester. Hydrolyzes the methyl ester group of cocaine to form benzoylecgonine. Catalyzes the transesterification of cocaine to form cocaethylene. Displays fatty acid ethyl ester synthase activity, catalyzing the ethyl esterification of oleic acid to ethyloleate.
Gene Name:: CES1
Uniprot ID:: P23141
Molecular weight:: 62520.62

Reactions

Biochanin A 7-(6-malonylglucoside) → Sissotrin	details
Biochanin A 7-(6-malonylglucoside) → Malonic acid	details
Biochanin A 7-(6-methylmalonylglucoside) → Biochanin A 7-(6-malonylglucoside)	details

Showing metabocard for Biochanin A 7-(6-malonylglucoside) (HMDB0030640)

MOL for HMDB0030640 (Biochanin A 7-(6-malonylglucoside))

3D MOL for HMDB0030640 (Biochanin A 7-(6-malonylglucoside))

3D SDF for HMDB0030640 (Biochanin A 7-(6-malonylglucoside))

3D-SDF for HMDB0030640 (Biochanin A 7-(6-malonylglucoside))

PDB for HMDB0030640 (Biochanin A 7-(6-malonylglucoside))

3D PDB for HMDB0030640 (Biochanin A 7-(6-malonylglucoside))

SMILES for HMDB0030640 (Biochanin A 7-(6-malonylglucoside))

INCHI for HMDB0030640 (Biochanin A 7-(6-malonylglucoside))

Structure for HMDB0030640 (Biochanin A 7-(6-malonylglucoside))

3D Structure for HMDB0030640 (Biochanin A 7-(6-malonylglucoside))

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions