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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:10:45 UTC

Update Date

2022-03-07 02:55:33 UTC

HMDB ID

HMDB0037920

Secondary Accession Numbers

HMDB37920

Metabolite Identification

Common Name

3'-(gamma,gamma-Dimethylallyl)genistein

Description

3'-(gamma,gamma-Dimethylallyl)genistein, also known as 3'-isoprenylgenistein or 3'-prenyl-5,7,4'-trihydroxyisoflavone, 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, 3'-(gamma,gamma-dimethylallyl)genistein is considered to be a flavonoid. 3'-(gamma,gamma-Dimethylallyl)genistein has been detected, but not quantified in, pigeon peas (Cajanus cajan) and pulses. This could make 3'-(gamma,gamma-dimethylallyl)genistein a potential biomarker for the consumption of these foods. 3'-(gamma,gamma-Dimethylallyl)genistein 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 significant number of articles have been published on 3'-(gamma,gamma-Dimethylallyl)genistein.

Structure

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


  Mrv0541 05061310052D          

 25 27  0  0  0  0            999 V2000
    5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  2  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  3  2  0  0  0  0
 12  5  1  0  0  0  0
 12  7  2  0  0  0  0
 13  4  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  2  0  0  0  0
 15 12  1  0  0  0  0
 16  6  1  0  0  0  0
 16 13  2  0  0  0  0
 17  8  1  0  0  0  0
 18  9  2  0  0  0  0
 19 17  2  0  0  0  0
 19 18  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 21 14  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  1  0  0  0  0
 24 20  2  0  0  0  0
 25 10  1  0  0  0  0
 25 18  1  0  0  0  0
M  END

HMDB0037920
     RDKit          3D
3'-(gamma,gamma-Dimethylallyl)genistein
 43 45  0  0  0  0  0  0  0  0999 V2000
   -5.8234   -1.0870    0.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1353    0.0373    0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9347    0.8560   -0.8103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9056    0.3574    0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0063   -0.3393    1.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8276   -0.8140    0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6593   -0.0922    0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4349   -0.4805   -0.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6636    0.3001   -0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6224    1.6685   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7068    2.3695   -0.1082 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8800    1.8204    0.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9941    2.6224    0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2241    2.0640    0.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3680    2.8668    0.3587 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3705    0.7119    0.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2652   -0.1604    0.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4273   -1.4849    0.5260 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0319    0.4484    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786   -0.3062    0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8964   -1.5648    0.2543 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516   -1.5871   -0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8161   -2.3156   -1.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9184   -1.9218   -0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1235   -2.6417   -0.3564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4229   -1.6114   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1784   -1.8403    1.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5973   -0.7520    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9587    1.8987   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4238    0.9001   -1.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9505    0.4694   -0.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4985    1.2385   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6482    0.4315    2.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4403   -1.1854    1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283    0.7943    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6580    2.1803   -0.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9030    3.6983    0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9012    3.1007   -0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3304    0.2241    0.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9136   -2.2900    0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1880   -1.9457   -1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9029   -3.1875   -1.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093   -3.4510   -0.9364 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
  8  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
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
  8 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24  6  1  0
 20  9  1  0
 19 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
 10 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 22 41  1  0
 23 42  1  0
 25 43  1  0
M  END


  Mrv0541 05061310052D          

 25 27  0  0  0  0            999 V2000
    5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  2  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  3  2  0  0  0  0
 12  5  1  0  0  0  0
 12  7  2  0  0  0  0
 13  4  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  2  0  0  0  0
 15 12  1  0  0  0  0
 16  6  1  0  0  0  0
 16 13  2  0  0  0  0
 17  8  1  0  0  0  0
 18  9  2  0  0  0  0
 19 17  2  0  0  0  0
 19 18  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 21 14  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  1  0  0  0  0
 24 20  2  0  0  0  0
 25 10  1  0  0  0  0
 25 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037920

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=C(O)C=CC(=C1)C1=COC2=CC(O)=CC(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O5/c1-11(2)3-4-13-7-12(5-6-16(13)22)15-10-25-18-9-14(21)8-17(23)19(18)20(15)24/h3,5-10,21-23H,4H2,1-2H3

> <INCHI_KEY>
SWDSVBNAMCDHTF-UHFFFAOYSA-N

> <FORMULA>
C20H18O5

> <MOLECULAR_WEIGHT>
338.3539

> <EXACT_MASS>
338.115423686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
36.15634281107709

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.04

> <JCHEM_LOGP>
4.805439389

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.652005021263653

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.605299184063655

> <JCHEM_PKA_STRONGEST_BASIC>
-5.179048215072052

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
95.92569999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.70e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isowighteone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037920
     RDKit          3D
3'-(gamma,gamma-Dimethylallyl)genistein
 43 45  0  0  0  0  0  0  0  0999 V2000
   -5.8234   -1.0870    0.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1353    0.0373    0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9347    0.8560   -0.8103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9056    0.3574    0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0063   -0.3393    1.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8276   -0.8140    0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6593   -0.0922    0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4349   -0.4805   -0.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6636    0.3001   -0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6224    1.6685   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7068    2.3695   -0.1082 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8800    1.8204    0.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9941    2.6224    0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2241    2.0640    0.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3680    2.8668    0.3587 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3705    0.7119    0.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2652   -0.1604    0.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4273   -1.4849    0.5260 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0319    0.4484    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786   -0.3062    0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8964   -1.5648    0.2543 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516   -1.5871   -0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8161   -2.3156   -1.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9184   -1.9218   -0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1235   -2.6417   -0.3564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4229   -1.6114   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1784   -1.8403    1.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5973   -0.7520    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9587    1.8987   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4238    0.9001   -1.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9505    0.4694   -0.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4985    1.2385   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6482    0.4315    2.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4403   -1.1854    1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283    0.7943    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6580    2.1803   -0.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9030    3.6983    0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9012    3.1007   -0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3304    0.2241    0.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9136   -2.2900    0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1880   -1.9457   -1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9029   -3.1875   -1.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093   -3.4510   -0.9364 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
  8  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
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
  8 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24  6  1  0
 20  9  1  0
 19 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
 10 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 22 41  1  0
 23 42  1  0
 25 43  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       9.336  11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  10.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3    4   11                                                       
CONECT    4    3   13                                                       
CONECT    5    6   12                                                       
CONECT    6    5   16                                                       
CONECT    7   12   13                                                       
CONECT    8   14   17                                                       
CONECT    9   14   18                                                       
CONECT   10   15   25                                                       
CONECT   11    1    2    3                                                  
CONECT   12    5    7   15                                                  
CONECT   13    4    7   16                                                  
CONECT   14    8    9   21                                                  
CONECT   15   10   12   20                                                  
CONECT   16    6   13   22                                                  
CONECT   17    8   19   23                                                  
CONECT   18    9   19   25                                                  
CONECT   19   17   18   20                                                  
CONECT   20   15   19   24                                                  
CONECT   21   14                                                            
CONECT   22   16                                                            
CONECT   23   17                                                            
CONECT   24   20                                                            
CONECT   25   10   18                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0037920
HETATM    1  C1  UNL     1      -5.823  -1.087   0.806  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.135   0.037   0.172  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.935   0.856  -0.810  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.906   0.357   0.410  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.006  -0.339   1.338  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.828  -0.814   0.520  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.659  -0.092   0.605  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.435  -0.480  -0.124  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.664   0.300  -0.044  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.622   1.668  -0.166  1.00  0.00           C  
HETATM   11  O1  UNL     1       2.707   2.370  -0.108  1.00  0.00           O  
HETATM   12  C11 UNL     1       3.880   1.820   0.068  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.994   2.622   0.120  1.00  0.00           C  
HETATM   14  C13 UNL     1       6.224   2.064   0.304  1.00  0.00           C  
HETATM   15  O2  UNL     1       7.368   2.867   0.359  1.00  0.00           O  
HETATM   16  C14 UNL     1       6.370   0.712   0.438  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.265  -0.160   0.393  1.00  0.00           C  
HETATM   18  O3  UNL     1       5.427  -1.485   0.526  1.00  0.00           O  
HETATM   19  C16 UNL     1       4.032   0.448   0.204  1.00  0.00           C  
HETATM   20  C17 UNL     1       2.879  -0.306   0.143  1.00  0.00           C  
HETATM   21  O4  UNL     1       2.896  -1.565   0.254  1.00  0.00           O  
HETATM   22  C18 UNL     1       0.352  -1.587  -0.931  1.00  0.00           C  
HETATM   23  C19 UNL     1      -0.816  -2.316  -1.022  1.00  0.00           C  
HETATM   24  C20 UNL     1      -1.918  -1.922  -0.286  1.00  0.00           C  
HETATM   25  O5  UNL     1      -3.124  -2.642  -0.356  1.00  0.00           O  
HETATM   26  H1  UNL     1      -6.423  -1.611  -0.005  1.00  0.00           H  
HETATM   27  H2  UNL     1      -5.178  -1.840   1.242  1.00  0.00           H  
HETATM   28  H3  UNL     1      -6.597  -0.752   1.549  1.00  0.00           H  
HETATM   29  H4  UNL     1      -5.959   1.899  -0.426  1.00  0.00           H  
HETATM   30  H5  UNL     1      -5.424   0.900  -1.789  1.00  0.00           H  
HETATM   31  H6  UNL     1      -6.951   0.469  -0.955  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.499   1.238  -0.137  1.00  0.00           H  
HETATM   33  H8  UNL     1      -2.648   0.432   2.065  1.00  0.00           H  
HETATM   34  H9  UNL     1      -3.440  -1.185   1.866  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.628   0.794   1.267  1.00  0.00           H  
HETATM   36  H11 UNL     1       0.658   2.180  -0.317  1.00  0.00           H  
HETATM   37  H12 UNL     1       4.903   3.698   0.016  1.00  0.00           H  
HETATM   38  H13 UNL     1       7.901   3.101  -0.472  1.00  0.00           H  
HETATM   39  H14 UNL     1       7.330   0.224   0.586  1.00  0.00           H  
HETATM   40  H15 UNL     1       4.914  -2.290   0.541  1.00  0.00           H  
HETATM   41  H16 UNL     1       1.188  -1.946  -1.535  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.903  -3.188  -1.650  1.00  0.00           H  
HETATM   43  H18 UNL     1      -3.209  -3.451  -0.936  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    4    4
CONECT    3   29   30   31
CONECT    4    5   32
CONECT    5    6   33   34
CONECT    6    7    7   24
CONECT    7    8   35
CONECT    8    9   22   22
CONECT    9   10   10   20
CONECT   10   11   36
CONECT   11   12
CONECT   12   13   13   19
CONECT   13   14   37
CONECT   14   15   16   16
CONECT   15   38
CONECT   16   17   39
CONECT   17   18   19   19
CONECT   18   40
CONECT   19   20
CONECT   20   21   21
CONECT   22   23   41
CONECT   23   24   24   42
CONECT   24   25
CONECT   25   43
END

HMDB0037920
     RDKit          3D
3'-(gamma,gamma-Dimethylallyl)genistein
 43 45  0  0  0  0  0  0  0  0999 V2000
   -5.8234   -1.0870    0.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1353    0.0373    0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9347    0.8560   -0.8103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9056    0.3574    0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0063   -0.3393    1.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8276   -0.8140    0.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6593   -0.0922    0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4349   -0.4805   -0.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6636    0.3001   -0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6224    1.6685   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7068    2.3695   -0.1082 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8800    1.8204    0.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9941    2.6224    0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2241    2.0640    0.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3680    2.8668    0.3587 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3705    0.7119    0.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2652   -0.1604    0.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4273   -1.4849    0.5260 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0319    0.4484    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786   -0.3062    0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8964   -1.5648    0.2543 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516   -1.5871   -0.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8161   -2.3156   -1.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9184   -1.9218   -0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1235   -2.6417   -0.3564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4229   -1.6114   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1784   -1.8403    1.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5973   -0.7520    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9587    1.8987   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4238    0.9001   -1.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9505    0.4694   -0.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4985    1.2385   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6482    0.4315    2.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4403   -1.1854    1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283    0.7943    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6580    2.1803   -0.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9030    3.6983    0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9012    3.1007   -0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3304    0.2241    0.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9136   -2.2900    0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1880   -1.9457   -1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9029   -3.1875   -1.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093   -3.4510   -0.9364 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
  8  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
 14 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
  8 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24  6  1  0
 20  9  1  0
 19 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
 10 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 22 41  1  0
 23 42  1  0
 25 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3'-Isoprenylgenistein	ChEBI
3'-Prenyl-5,7,4'-trihydroxyisoflavone	ChEBI
5,7,4'-Trihydroxy-3'-prenylisoflavone	ChEBI
3'-(g,g-Dimethylallyl)genistein	Generator
3'-(Γ,γ-dimethylallyl)genistein	Generator
3'-Prenylgenistein	HMDB
5,7-Dihydroxy-3-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]-4H-1-benzopyran-4-one, 9ci	HMDB
Isowighteone	HMDB
3'-(gamma,gamma-Dimethylallyl)genistein	ChEBI

Chemical Formula

C₂₀H₁₈O₅

Average Molecular Weight

338.3539

Monoisotopic Molecular Weight

338.115423686

IUPAC Name

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

Traditional Name

isowighteone

CAS Registry Number

68436-47-5

SMILES

CC(C)=CCC1=C(O)C=CC(=C1)C1=COC2=CC(O)=CC(O)=C2C1=O

InChI Identifier

InChI=1S/C20H18O5/c1-11(2)3-4-13-7-12(5-6-16(13)22)15-10-25-18-9-14(21)8-17(23)19(18)20(15)24/h3,5-10,21-23H,4H2,1-2H3

InChI Key

SWDSVBNAMCDHTF-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Hydroxyisoflavonoid
Isoflavone
Chromone
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Monocyclic benzene moiety
Benzenoid
Pyran
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:69749 )
Isoflavonoids (LMPK12050192 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0037920)
Cell membrane (HMDB: HMDB0037920)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037920)

Source

Exogenous

Exogenous (HMDB: HMDB0037920)

Food

Food (HMDB: HMDB0037920)

Pulse

Pea

Pigeon pea (FooDB: FOOD00037)

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0037920)
Fabaceae (HMDB: HMDB0037920)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037920)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	171 - 172 °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	0.0097 g/L	ALOGPS
logP	4.04	ALOGPS
logP	4.81	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	6.61	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	95.93 m³·mol⁻¹	ChemAxon
Polarizability	36.16 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]+	177.451	30932474
DeepCCS	[M-H]-	175.093	30932474
DeepCCS	[M-2H]-	209.113	30932474
DeepCCS	[M+Na]+	184.932	30932474
AllCCS	[M+H]+	181.3	32859911
AllCCS	[M+H-H2O]+	178.0	32859911
AllCCS	[M+NH4]+	184.4	32859911
AllCCS	[M+Na]+	185.3	32859911
AllCCS	[M-H]-	180.0	32859911
AllCCS	[M+Na-2H]-	179.3	32859911
AllCCS	[M+HCOO]-	178.8	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.	8.68 minutes	32390414
Predicted by Siyang on May 30, 2022	13.7857 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.97 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2845.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	288.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	173.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	366.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	624.4 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	695.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	70.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1181.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	548.6 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	1444.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	442.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	448.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	272.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	177.6 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	15.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3'-(gamma,gamma-Dimethylallyl)genistein	CC(C)=CCC1=C(O)C=CC(=C1)C1=COC2=CC(O)=CC(O)=C2C1=O	4797.5	Standard polar	33892256
3'-(gamma,gamma-Dimethylallyl)genistein	CC(C)=CCC1=C(O)C=CC(=C1)C1=COC2=CC(O)=CC(O)=C2C1=O	3046.7	Standard non polar	33892256
3'-(gamma,gamma-Dimethylallyl)genistein	CC(C)=CCC1=C(O)C=CC(=C1)C1=COC2=CC(O)=CC(O)=C2C1=O	3346.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3'-(gamma,gamma-Dimethylallyl)genistein,1TMS,isomer #1	CC(C)=CCC1=CC(C2=COC3=CC(O)=CC(O)=C3C2=O)=CC=C1O[Si](C)(C)C	3405.5	Semi standard non polar	33892256
3'-(gamma,gamma-Dimethylallyl)genistein,1TMS,isomer #2	CC(C)=CCC1=CC(C2=COC3=CC(O[Si](C)(C)C)=CC(O)=C3C2=O)=CC=C1O	3482.8	Semi standard non polar	33892256
3'-(gamma,gamma-Dimethylallyl)genistein,1TMS,isomer #3	CC(C)=CCC1=CC(C2=COC3=CC(O)=CC(O[Si](C)(C)C)=C3C2=O)=CC=C1O	3441.0	Semi standard non polar	33892256
3'-(gamma,gamma-Dimethylallyl)genistein,2TMS,isomer #1	CC(C)=CCC1=CC(C2=COC3=CC(O[Si](C)(C)C)=CC(O)=C3C2=O)=CC=C1O[Si](C)(C)C	3268.6	Semi standard non polar	33892256
3'-(gamma,gamma-Dimethylallyl)genistein,2TMS,isomer #2	CC(C)=CCC1=CC(C2=COC3=CC(O)=CC(O[Si](C)(C)C)=C3C2=O)=CC=C1O[Si](C)(C)C	3248.2	Semi standard non polar	33892256
3'-(gamma,gamma-Dimethylallyl)genistein,2TMS,isomer #3	CC(C)=CCC1=CC(C2=COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)=CC=C1O	3323.8	Semi standard non polar	33892256
3'-(gamma,gamma-Dimethylallyl)genistein,3TMS,isomer #1	CC(C)=CCC1=CC(C2=COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)=CC=C1O[Si](C)(C)C	3220.1	Semi standard non polar	33892256
3'-(gamma,gamma-Dimethylallyl)genistein,1TBDMS,isomer #1	CC(C)=CCC1=CC(C2=COC3=CC(O)=CC(O)=C3C2=O)=CC=C1O[Si](C)(C)C(C)(C)C	3673.8	Semi standard non polar	33892256
3'-(gamma,gamma-Dimethylallyl)genistein,1TBDMS,isomer #2	CC(C)=CCC1=CC(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)=CC=C1O	3739.2	Semi standard non polar	33892256
3'-(gamma,gamma-Dimethylallyl)genistein,1TBDMS,isomer #3	CC(C)=CCC1=CC(C2=COC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=CC=C1O	3700.3	Semi standard non polar	33892256
3'-(gamma,gamma-Dimethylallyl)genistein,2TBDMS,isomer #1	CC(C)=CCC1=CC(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)=CC=C1O[Si](C)(C)C(C)(C)C	3793.6	Semi standard non polar	33892256
3'-(gamma,gamma-Dimethylallyl)genistein,2TBDMS,isomer #2	CC(C)=CCC1=CC(C2=COC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=CC=C1O[Si](C)(C)C(C)(C)C	3770.5	Semi standard non polar	33892256
3'-(gamma,gamma-Dimethylallyl)genistein,2TBDMS,isomer #3	CC(C)=CCC1=CC(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=CC=C1O	3821.2	Semi standard non polar	33892256
3'-(gamma,gamma-Dimethylallyl)genistein,3TBDMS,isomer #1	CC(C)=CCC1=CC(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)=CC=C1O[Si](C)(C)C(C)(C)C	3944.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein EI-B (Non-derivatized)	splash10-0uel-9653000000-9e7c1c95ff1fcbcaec3b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein EI-B (Non-derivatized)	splash10-0uel-9653000000-9e7c1c95ff1fcbcaec3b	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein GC-MS (Non-derivatized) - 70eV, Positive	splash10-0abd-3049000000-40d479e643002504baee	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein GC-MS (3 TMS) - 70eV, Positive	splash10-000l-2100590000-1adf0e4e0fc469ba2910	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein 10V, Positive-QTOF	splash10-000i-0129000000-178123992a900c26cdf8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein 20V, Positive-QTOF	splash10-00sr-4398000000-4c1e397305e1106c5426	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein 40V, Positive-QTOF	splash10-0gc0-7930000000-a349909f63a88331d070	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein 10V, Negative-QTOF	splash10-000i-0009000000-4129bd05d056f4001c19	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein 20V, Negative-QTOF	splash10-000i-0419000000-362ad613cefa30d421df	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein 40V, Negative-QTOF	splash10-0a73-2942000000-db007a38da29152e5710	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein 10V, Positive-QTOF	splash10-0019-0059000000-fb3918e8ff9e09ef6e08	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein 20V, Positive-QTOF	splash10-001r-0093000000-60cdd9b6a0aa06aa5ac1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein 40V, Positive-QTOF	splash10-0540-2291000000-4bc6fc05971ef35b2ecb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein 10V, Negative-QTOF	splash10-000i-0009000000-fba49930c01349472a4d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein 20V, Negative-QTOF	splash10-000i-0019000000-24bd7484b308b0975429	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-(gamma,gamma-Dimethylallyl)genistein 40V, Negative-QTOF	splash10-0f96-1491000000-b51f98112042a43570a6	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017077

KNApSAcK ID

C00009831

Chemspider ID

4592155

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5494866

PDB ID

Not Available

ChEBI ID

69749

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 3'-(gamma,gamma-Dimethylallyl)genistein (HMDB0037920)

MOL for HMDB0037920 (3'-(gamma,gamma-Dimethylallyl)genistein)

3D MOL for HMDB0037920 (3'-(gamma,gamma-Dimethylallyl)genistein)

3D SDF for HMDB0037920 (3'-(gamma,gamma-Dimethylallyl)genistein)

3D-SDF for HMDB0037920 (3'-(gamma,gamma-Dimethylallyl)genistein)

PDB for HMDB0037920 (3'-(gamma,gamma-Dimethylallyl)genistein)

3D PDB for HMDB0037920 (3'-(gamma,gamma-Dimethylallyl)genistein)

SMILES for HMDB0037920 (3'-(gamma,gamma-Dimethylallyl)genistein)

INCHI for HMDB0037920 (3'-(gamma,gamma-Dimethylallyl)genistein)

Structure for HMDB0037920 (3'-(gamma,gamma-Dimethylallyl)genistein)

3D Structure for HMDB0037920 (3'-(gamma,gamma-Dimethylallyl)genistein)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra