NP-MRD: Showing NP-Card for Genistin (NP0043885)

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Record Information

Version

2.0

Created at

2021-06-22 17:27:30 UTC

Updated at

2021-08-20 00:00:47 UTC

NP-MRD ID

NP0043885

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Genistin

Description

Genistein 7-O-beta-D-glucoside, also known as genistein or genisteol 7-monoglucoside, 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. Thus, genistein 7-O-beta-D-glucoside is considered to be a flavonoid. Genistein 7-O-beta-D-glucoside is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Genistin is found in Achlys triphylla, Adenocarpus artemisiifolius, Calicotome villosa, Chaenomeles sinensis, Chamaecytisus supinus, Cicer arietinum, Dalbergia sissoo, Hylodesmum podocarpum, Flemingia macrophylla, Flemingia paniculata, Genista lydia, Genista sessilifolia, Lespedeza davidii, Lupinus hartwegii, Lupinus pubescens, Maackia amurensis, Medicago littoralis, Mucuna birdwoodiana, Neorautanenia amboensis, Pueraria montana, Punica granatum, Selaginella sinensis, Sorbus cuspidata, Sophora japonica , Thermopsis fabacea, Trifolium resupinatum, Trifolium subterraneum and Ziziphus jujuba. Genistin was first documented in 2011 (PMID: 21420483). Based on a literature review very few articles have been published on genistein 7-O-beta-D-glucoside (PMID: 32803653) (PMID: 24599002) (PMID: 22296272) (PMID: 21182215).

Structure

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

  Mrv1652306222119272D          

 31 34  0  0  1  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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
   -1.4289   -1.6500    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
    0.0000   -1.6500    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    2.8579   -1.6500    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   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
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  2  0  0  0  0
 14 18  1  0  0  0  0
 12 19  1  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 24 26  1  1  0  0  0
 26 27  1  0  0  0  0
 23 28  1  6  0  0  0
 22 29  1  1  0  0  0
 21 30  1  6  0  0  0
  3 31  1  0  0  0  0
M  END

NP0043885
     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
    3.8788   -1.7221   -0.9671 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2871   -0.8268   -0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0153    0.0988    0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4770    0.0884    0.4342 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2319   -0.0959   -0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6012   -0.1038   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2525    0.0708    0.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6445    0.0695    0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4865    0.2514    1.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1217    0.2622    1.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2923    1.0560    1.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9834    1.1038    1.0325 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2362    0.2329    0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463    0.3500    0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8866   -0.5651   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476   -0.5803   -0.3882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    0.2923    0.2152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9376   -0.4126    1.0774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2523   -0.5228    0.8804 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5454   -1.7808    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9149   -1.9282   -0.1657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9786    0.6337    0.2818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8912    1.2199    1.1625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0631    1.7324   -0.2045 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7811    2.5135   -1.1049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8928    1.0347   -0.8666 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0217    2.0519   -1.3210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304   -1.5746   -1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1414   -1.6544   -1.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7707   -2.6587   -1.7468 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9005   -0.7508   -0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7175   -0.2351   -1.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1794   -0.2458   -1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1086    0.9493    0.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9766    0.3917    2.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5359    0.4049    2.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8789    1.7905    1.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6151    1.1366    0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    1.0468    0.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7474   -0.7268    1.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2200   -2.6898    0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0486   -1.7138   -0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1040   -2.4031   -1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5744    0.3071   -0.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0837    2.1550    0.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6534    2.3227    0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1942    3.2447   -1.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2126    0.3934   -1.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1366    1.6343   -1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8159   -2.3147   -1.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2434   -3.3328   -2.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  3 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31  2  1  0
 10  4  1  0
 31 13  1  0
 26 17  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 14 38  1  0
 17 39  1  1
 19 40  1  1
 20 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  6
 23 45  1  0
 24 46  1  1
 25 47  1  0
 26 48  1  6
 27 49  1  0
 28 50  1  0
 30 51  1  0
M  END

  Mrv1652306222119272D          

 31 34  0  0  1  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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
   -1.4289   -1.6500    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
    0.0000   -1.6500    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    2.8579   -1.6500    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   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
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  2  0  0  0  0
 14 18  1  0  0  0  0
 12 19  1  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 24 26  1  1  0  0  0
 26 27  1  0  0  0  0
 23 28  1  6  0  0  0
 22 29  1  1  0  0  0
 21 30  1  6  0  0  0
  3 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043885

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(=COC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1

> <INCHI_KEY>
ZCOLJUOHXJRHDI-CMWLGVBASA-N

> <FORMULA>
C21H20O10

> <MOLECULAR_WEIGHT>
432.381

> <EXACT_MASS>
432.105646844

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
42.186243946281294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

> <ALOGPS_LOGP>
0.68

> <JCHEM_LOGP>
0.8088042963333333

> <ALOGPS_LOGS>
-2.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.973020006011637

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.2729960770884

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092343758667

> <JCHEM_POLAR_SURFACE_AREA>
166.14000000000001

> <JCHEM_REFRACTIVITY>
103.82729999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.01e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
genistin

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043885
     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
    3.8788   -1.7221   -0.9671 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2871   -0.8268   -0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0153    0.0988    0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4770    0.0884    0.4342 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2319   -0.0959   -0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6012   -0.1038   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2525    0.0708    0.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6445    0.0695    0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4865    0.2514    1.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1217    0.2622    1.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2923    1.0560    1.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9834    1.1038    1.0325 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2362    0.2329    0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463    0.3500    0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8866   -0.5651   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476   -0.5803   -0.3882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    0.2923    0.2152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9376   -0.4126    1.0774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2523   -0.5228    0.8804 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5454   -1.7808    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9149   -1.9282   -0.1657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9786    0.6337    0.2818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8912    1.2199    1.1625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0631    1.7324   -0.2045 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7811    2.5135   -1.1049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8928    1.0347   -0.8666 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0217    2.0519   -1.3210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304   -1.5746   -1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1414   -1.6544   -1.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7707   -2.6587   -1.7468 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9005   -0.7508   -0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7175   -0.2351   -1.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1794   -0.2458   -1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1086    0.9493    0.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9766    0.3917    2.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5359    0.4049    2.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8789    1.7905    1.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6151    1.1366    0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    1.0468    0.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7474   -0.7268    1.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2200   -2.6898    0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0486   -1.7138   -0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1040   -2.4031   -1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5744    0.3071   -0.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0837    2.1550    0.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6534    2.3227    0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1942    3.2447   -1.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2126    0.3934   -1.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1366    1.6343   -1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8159   -2.3147   -1.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2434   -3.3328   -2.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  3 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31  2  1  0
 10  4  1  0
 31 13  1  0
 26 17  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 14 38  1  0
 17 39  1  1
 19 40  1  1
 20 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  6
 23 45  1  0
 24 46  1  1
 25 47  1  0
 26 48  1  6
 27 49  1  0
 28 50  1  0
 30 51  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      13.337  -0.000   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   31                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   10   16                                                  
CONECT   16   15    7   17                                                  
CONECT   17   16                                                            
CONECT   18   14                                                            
CONECT   19   12   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22   30                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   24   28                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24   20                                                       
CONECT   26   24   27                                                       
CONECT   27   26                                                            
CONECT   28   23                                                            
CONECT   29   22                                                            
CONECT   30   21                                                            
CONECT   31    3                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    NP0043885
HETATM    1  O1  UNL     1       3.879  -1.722  -0.967  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.287  -0.827  -0.333  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.015   0.099   0.379  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.477   0.088   0.434  1.00  0.00           C  
HETATM    5  C4  UNL     1       6.232  -0.096  -0.715  1.00  0.00           C  
HETATM    6  C5  UNL     1       7.601  -0.104  -0.652  1.00  0.00           C  
HETATM    7  C6  UNL     1       8.253   0.071   0.552  1.00  0.00           C  
HETATM    8  O2  UNL     1       9.645   0.070   0.660  1.00  0.00           O  
HETATM    9  C7  UNL     1       7.487   0.251   1.676  1.00  0.00           C  
HETATM   10  C8  UNL     1       6.122   0.262   1.632  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.292   1.056   1.053  1.00  0.00           C  
HETATM   12  O3  UNL     1       1.983   1.104   1.033  1.00  0.00           O  
HETATM   13  C10 UNL     1       1.236   0.233   0.359  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.146   0.350   0.387  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.887  -0.565  -0.319  1.00  0.00           C  
HETATM   16  O4  UNL     1      -2.248  -0.580  -0.388  1.00  0.00           O  
HETATM   17  C13 UNL     1      -3.164   0.292   0.215  1.00  0.00           C  
HETATM   18  O5  UNL     1      -3.938  -0.413   1.077  1.00  0.00           O  
HETATM   19  C14 UNL     1      -5.252  -0.523   0.880  1.00  0.00           C  
HETATM   20  C15 UNL     1      -5.545  -1.781   0.060  1.00  0.00           C  
HETATM   21  O6  UNL     1      -6.915  -1.928  -0.166  1.00  0.00           O  
HETATM   22  C16 UNL     1      -5.979   0.634   0.282  1.00  0.00           C  
HETATM   23  O7  UNL     1      -6.891   1.220   1.162  1.00  0.00           O  
HETATM   24  C17 UNL     1      -5.063   1.732  -0.205  1.00  0.00           C  
HETATM   25  O8  UNL     1      -5.781   2.513  -1.105  1.00  0.00           O  
HETATM   26  C18 UNL     1      -3.893   1.035  -0.867  1.00  0.00           C  
HETATM   27  O9  UNL     1      -3.022   2.052  -1.321  1.00  0.00           O  
HETATM   28  C19 UNL     1      -0.230  -1.575  -1.034  1.00  0.00           C  
HETATM   29  C20 UNL     1       1.141  -1.654  -1.034  1.00  0.00           C  
HETATM   30  O10 UNL     1       1.771  -2.659  -1.747  1.00  0.00           O  
HETATM   31  C21 UNL     1       1.900  -0.751  -0.337  1.00  0.00           C  
HETATM   32  H1  UNL     1       5.717  -0.235  -1.674  1.00  0.00           H  
HETATM   33  H2  UNL     1       8.179  -0.246  -1.538  1.00  0.00           H  
HETATM   34  H3  UNL     1      10.109   0.949   0.562  1.00  0.00           H  
HETATM   35  H4  UNL     1       7.977   0.392   2.640  1.00  0.00           H  
HETATM   36  H5  UNL     1       5.536   0.405   2.522  1.00  0.00           H  
HETATM   37  H6  UNL     1       3.879   1.791   1.619  1.00  0.00           H  
HETATM   38  H7  UNL     1      -0.615   1.137   0.946  1.00  0.00           H  
HETATM   39  H8  UNL     1      -2.602   1.047   0.795  1.00  0.00           H  
HETATM   40  H9  UNL     1      -5.747  -0.727   1.878  1.00  0.00           H  
HETATM   41  H10 UNL     1      -5.220  -2.690   0.606  1.00  0.00           H  
HETATM   42  H11 UNL     1      -5.049  -1.714  -0.928  1.00  0.00           H  
HETATM   43  H12 UNL     1      -7.104  -2.403  -1.012  1.00  0.00           H  
HETATM   44  H13 UNL     1      -6.574   0.307  -0.605  1.00  0.00           H  
HETATM   45  H14 UNL     1      -7.084   2.155   0.965  1.00  0.00           H  
HETATM   46  H15 UNL     1      -4.653   2.323   0.642  1.00  0.00           H  
HETATM   47  H16 UNL     1      -5.194   3.245  -1.429  1.00  0.00           H  
HETATM   48  H17 UNL     1      -4.213   0.393  -1.710  1.00  0.00           H  
HETATM   49  H18 UNL     1      -2.137   1.634  -1.436  1.00  0.00           H  
HETATM   50  H19 UNL     1      -0.816  -2.315  -1.604  1.00  0.00           H  
HETATM   51  H20 UNL     1       1.243  -3.333  -2.266  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   31
CONECT    3    4   11   11
CONECT    4    5    5   10
CONECT    5    6   32
CONECT    6    7    7   33
CONECT    7    8    9
CONECT    8   34
CONECT    9   10   10   35
CONECT   10   36
CONECT   11   12   37
CONECT   12   13
CONECT   13   14   14   31
CONECT   14   15   38
CONECT   15   16   28   28
CONECT   16   17
CONECT   17   18   26   39
CONECT   18   19
CONECT   19   20   22   40
CONECT   20   21   41   42
CONECT   21   43
CONECT   22   23   24   44
CONECT   23   45
CONECT   24   25   26   46
CONECT   25   47
CONECT   26   27   48
CONECT   27   49
CONECT   28   29   50
CONECT   29   30   31   31
CONECT   30   51
END

NP0043885
     RDKit          3D

51 54  0  0  0  0  0  0  0  0999 V2000
    3.8788   -1.7221   -0.9671 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2871   -0.8268   -0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0153    0.0988    0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4770    0.0884    0.4342 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2319   -0.0959   -0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6012   -0.1038   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2525    0.0708    0.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6445    0.0695    0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4865    0.2514    1.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1217    0.2622    1.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2923    1.0560    1.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9834    1.1038    1.0325 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2362    0.2329    0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463    0.3500    0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8866   -0.5651   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476   -0.5803   -0.3882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    0.2923    0.2152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9376   -0.4126    1.0774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2523   -0.5228    0.8804 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5454   -1.7808    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9149   -1.9282   -0.1657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9786    0.6337    0.2818 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8912    1.2199    1.1625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0631    1.7324   -0.2045 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7811    2.5135   -1.1049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8928    1.0347   -0.8666 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0217    2.0519   -1.3210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304   -1.5746   -1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1414   -1.6544   -1.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7707   -2.6587   -1.7468 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9005   -0.7508   -0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7175   -0.2351   -1.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1794   -0.2458   -1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1086    0.9493    0.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9766    0.3917    2.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5359    0.4049    2.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8789    1.7905    1.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6151    1.1366    0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    1.0468    0.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7474   -0.7268    1.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2200   -2.6898    0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0486   -1.7138   -0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1040   -2.4031   -1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5744    0.3071   -0.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0837    2.1550    0.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6534    2.3227    0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1942    3.2447   -1.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2126    0.3934   -1.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1366    1.6343   -1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8159   -2.3147   -1.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2434   -3.3328   -2.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  3 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31  2  1  0
 10  4  1  0
 31 13  1  0
 26 17  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 14 38  1  0
 17 39  1  1
 19 40  1  1
 20 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  6
 23 45  1  0
 24 46  1  1
 25 47  1  0
 26 48  1  6
 27 49  1  0
 28 50  1  0
 30 51  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
4',5,7-Trihydroxyisoflavone 7-D-glucoside	ChEBI
Genistein	ChEBI
Genistein 7-glucoside	ChEBI
Genisteol 7-monoglucoside	ChEBI
Genistin	ChEBI
Genistine	ChEBI
Genistoside	ChEBI
Genistein 7-O-b-D-glucoside	Generator
Genistein 7-O-β-D-glucoside	Generator
Genistein 7-O-glucoside	MeSH

Chemical Formula

C₂₁H₂₀O₁₀

Average Mass

432.3810 Da

Monoisotopic Mass

432.10565 Da

IUPAC Name

5-hydroxy-3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

Traditional Name

genistin

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(=COC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1

InChI Key

ZCOLJUOHXJRHDI-CMWLGVBASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Achlys triphylla	LOTUS Database	35616633
Adenocarpus artemisiifolius	LOTUS Database	35616633
Adenocarpus complicatus	KNApSAcK Database	22123792
Azadirachta indica	KNApSAcK Database	22123792
Baptisia bracteata	KNApSAcK Database	22123792
Baptisia cinerea	KNApSAcK Database	22123792
Baptisia lanceolata	KNApSAcK Database	22123792
Baptisia lecontei	KNApSAcK Database	22123792
Baptisia megacarpa	KNApSAcK Database	22123792
Baptisia nuttalliana	KNApSAcK Database	22123792
Calicotome villosa	LOTUS Database	35616633
Chaenomeles sinensis	LOTUS Database	35616633
Chamaecytisus supinus	LOTUS Database	35616633
Cicer arietinum	LOTUS Database	35616633
Cytisus baeticus	KNApSAcK Database	22123792
Cytisus eriocarpus	KNApSAcK Database	22123792
Dalbergia sissoo	LOTUS Database	35616633
Desmodium podocarpum	LOTUS Database	35616633
Ficus septica	KNApSAcK Database	22123792
Flemingia macrophylla	LOTUS Database	35616633
Flemingia paniculata	LOTUS Database	35616633
Genista aetnensis	KNApSAcK Database	22123792
Genista depressa	KNApSAcK Database	22123792
Genista ephedroides	KNApSAcK Database	22123792
Genista lydia	LOTUS Database	35616633
Genista sessilifolia	LOTUS Database	35616633
Genista tinctoria	KNApSAcK Database	22123792
Genista tridentata	KNApSAcK Database	22123792
Glycine max	KNApSAcK Database	22123792
Lespedeza davidii	LOTUS Database	35616633
Lupinus albus	KNApSAcK Database	22123792
Lupinus hartwegii	KNApSAcK Database	22123792
Lupinus luteus	KNApSAcK Database	22123792
Lupinus mexicanus	Plant	KNApSAcK
Lupinus pubescens	LOTUS Database	35616633
Maackia amurensis	LOTUS Database	35616633
Medicago littoralis	Plant	KNApSAcK
Medicago sativa	KNApSAcK Database	22123792
Medicago truncatula	KNApSAcK Database	22123792
Mucuna birdwoodiana	LOTUS Database	35616633
Neorautanenia amboensis	LOTUS Database	35616633
Prunus avium	KNApSAcK Database	22123792
Prunus cerasus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pueraria candollei var. mirifica	KNApSAcK Database	22123792
Pueraria montana	LOTUS Database	35616633
Pueraria tuberosa	KNApSAcK Database	22123792
Punica granatum	LOTUS Database	35616633
Raphanus sativus	KNApSAcK Database	22123792
Retama sphaerocarpa	KNApSAcK Database	22123792
Selaginella sinensis	LOTUS Database	35616633
Sophora japonica	KNApSAcK Database	22123792
Sorbus cuspidata	LOTUS Database	35616633
Spartium junceum	KNApSAcK Database	22123792
Styphnolobium japonicum	Plant	KNApSAcK
Thermopsis lanceolata	KNApSAcK Database	22123792
Thermopsis lupinoides	LOTUS Database	35616633
Thermopsis macrophylla	KNApSAcK Database	22123792
Thermopsis mollis	KNApSAcK Database	22123792
Thermopsis rhombifolia	KNApSAcK Database	22123792
Thermopsis villosa	KNApSAcK Database	22123792
Trifolium pratense	KNApSAcK Database	22123792
Trifolium resupinatum	LOTUS Database	35616633
Trifolium subterraneum	LOTUS Database	35616633
Ulex minor	KNApSAcK Database	22123792
Ulex nanus	KNApSAcK Database	22123792
Ziziphus jujuba	LOTUS Database	35616633

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
Isoflavone
Hydroxyisoflavonoid
Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Chromone
Benzopyran
1-benzopyran
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Pyran
Monocyclic benzene moiety
Oxane
Monosaccharide
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Primary alcohol
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:27514 )
isoflavones (C09126 )
Isoflavonoids (C09126 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	788.90 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1417 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.790 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	0.68	ALOGPS
logP	0.81	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.27	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	166.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	103.83 m³·mol⁻¹	ChemAxon
Polarizability	42.19 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00002528

Chemspider ID

4444736

KEGG Compound ID

C09126

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Genistin

METLIN ID

Not Available

PubChem Compound

5281377

PDB ID

Not Available

ChEBI ID

27514

Good Scents ID

rw1588421

References

General References

Yang L, Kirikoshi J, Sato D, Takasugi M, Hishida A, Hayashi S, Kawahara N, Mizukami M, Wu M, Yamagishi T, Arai H: New isoflavone glucosides in yabumame (Amphicarpaea bracteata (L.) Fernald subsp. edgeworthii (Benth.) H.Ohashi var. japonica (Oliv.) H.Ohashi) and their effect on leukotriene B4 production in mast cells. J Nat Med. 2021 Jan;75(1):28-36. doi: 10.1007/s11418-020-01439-0. Epub 2020 Aug 16. [PubMed:32803653 ]
Pandey RP, Parajuli P, Koirala N, Lee JH, Park YI, Sohng JK: Glucosylation of isoflavonoids in engineered Escherichia coli. Mol Cells. 2014 Feb;37(2):172-7. doi: 10.14348/molcells.2014.2348. Epub 2014 Feb 19. [PubMed:24599002 ]
Park DK, Choi WS, Park HJ: Antiallergic activity of novel isoflavone methyl-glycosides from Cordyceps militaris grown on germinated soybeans in antigen-stimulated mast cells. J Agric Food Chem. 2012 Mar 7;60(9):2309-15. doi: 10.1021/jf205199j. Epub 2012 Feb 21. [PubMed:22296272 ]
Oh JY, Choi WS, Lee CH, Park HJ: The ethyl acetate extract of Cordyceps militaris inhibits IgE-mediated allergic responses in mast cells and passive cutaneous anaphylaxis reaction in mice. J Ethnopharmacol. 2011 May 17;135(2):422-9. doi: 10.1016/j.jep.2011.03.030. Epub 2011 Mar 21. [PubMed:21420483 ]
Ablajan K: A study of characteristic fragmentation of isoflavonoids by using negative ion ESI-MSn. J Mass Spectrom. 2011 Jan;46(1):77-84. doi: 10.1002/jms.1867. [PubMed:21182215 ]
Philip Lewis, Seppo Kaltia and Kristiina Wähälä (1998). Philip Lewis, Seppo Kaltia and Kristiina Wähälä. The phase transfer catalysed synthesis of isoflavone-O-glucosides. J. Chem. Soc., Perkin Trans. 1, 1998, 2481-2484. DOI: 10.1039/A804406F. J. Chem. Soc., Perkin Trans..

Showing NP-Card for Genistin (NP0043885)

MOL for NP0043885 (Genistin)

3D MOL for NP0043885 (Genistin)

3D SDF for NP0043885 (Genistin)

3D-SDF for NP0043885 (Genistin)

PDB for NP0043885 (Genistin)

3D PDB for NP0043885 (Genistin)

SMILES for NP0043885 (Genistin)

INCHI for NP0043885 (Genistin)

Structure for NP0043885 (Genistin)

3D Structure for NP0043885 (Genistin)