NP-MRD: Showing NP-Card for Daidzin (NP0043862)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-22 17:26:22 UTC

Updated at

2024-04-19 09:51:58 UTC

NP-MRD ID

NP0043862

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Daidzin

Description

Daidzin, also known as daidzoside or DZN, 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, daidzin is considered to be a flavonoid. Daidzin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Daidzin is found in Adenocarpus artemisiifolius, Astragalus complanatus, Cicer arietinum, Cicer flexuosum, Erythrina latissima, Flemingia macrophylla, Genista sessilifolia, Maackia amurensis, Ormosia henryi, Pueraria montana, Punica granatum, Sorbus cuspidata, Thermopsis fabacea, Vigna angularis and Ziziphus jujuba. It was first documented in 2000 (PMID: 10965018). Based on a literature review a significant number of articles have been published on Daidzin (PMID: 12392089) (PMID: 18613661) (PMID: 24154619) (PMID: 24483603).

Structure

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


  Mrv1652306222119262D          

 30 33  0  0  1  0            999 V2000
   -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
   -2.8579    0.8250    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    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
   -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 O   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
    0.0000   -0.0000    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
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  2  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
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    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
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 16 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  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
 19 24  1  0  0  0  0
 23 25  1  1  0  0  0
 25 26  1  0  0  0  0
 22 27  1  6  0  0  0
 21 28  1  1  0  0  0
 20 29  1  6  0  0  0
  3 30  1  0  0  0  0
M  END

NP0043862
     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
    4.1120   -1.6595   -0.7436 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3416   -0.7238   -0.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8548    0.4889    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2884    0.6912    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1218   -0.2599    0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5031   -0.0396    0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0539    1.1215    0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4321    1.3625    0.2037 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2152    2.0773   -0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8314    1.8552   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9358    1.4589    0.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6425    1.2478    0.2877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445    0.0855   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2168   -0.1305   -0.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8021   -1.3073   -0.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1626   -1.5349   -0.6576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1533   -0.6274   -0.3343 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9881   -1.1023    0.6815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6337   -0.0047    1.2517 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2902   -0.4950    2.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9698    0.4903    3.1963 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6691    0.4763    0.2524 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3078    1.6341    0.6845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0009    0.7816   -1.0549 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9437    1.0163   -2.0486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0824   -0.3315   -1.5075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2914    0.1670   -2.5384 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0925   -2.3304   -0.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4508   -2.1551   -0.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9769   -0.9559   -0.4836 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6871   -1.1767    1.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1622   -0.7776    1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0239    0.6495    0.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6674    2.9822   -0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1778    2.6099   -0.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3392    2.4276    0.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8465    0.7004    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8000    0.3608    0.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8697    0.7525    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9315   -1.3580    2.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4803   -0.8809    3.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7005    0.1296    3.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3753   -0.3605    0.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2855    1.5993    0.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3826    1.6807   -0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5622    0.9665   -2.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6131   -1.2165   -1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386   -0.3144   -2.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3744   -3.2578   -1.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1171   -2.9446   -1.1786 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  2  0
 30  2  1  0
 10  4  1  0
 30 13  1  0
 26 17  1  0
  5 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 14 37  1  0
 17 38  1  1
 19 39  1  1
 20 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  6
 23 44  1  0
 24 45  1  1
 25 46  1  0
 26 47  1  6
 27 48  1  0
 28 49  1  0
 29 50  1  0
M  END


  Mrv1652306222119262D          

 30 33  0  0  1  0            999 V2000
   -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
   -2.8579    0.8250    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    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
   -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 O   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
    0.0000   -0.0000    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
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  2  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
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    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
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 16 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  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
 19 24  1  0  0  0  0
 23 25  1  1  0  0  0
 25 26  1  0  0  0  0
 22 27  1  6  0  0  0
 21 28  1  1  0  0  0
 20 29  1  6  0  0  0
  3 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043862

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](OC2=CC3=C(C=C2)C(=O)C(=CO3)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O9/c22-8-16-18(25)19(26)20(27)21(30-16)29-12-5-6-13-15(7-12)28-9-14(17(13)24)10-1-3-11(23)4-2-10/h1-7,9,16,18-23,25-27H,8H2/t16-,18-,19+,20-,21-/m1/s1

> <INCHI_KEY>
KYQZWONCHDNPDP-QNDFHXLGSA-N

> <FORMULA>
C21H20O9

> <MOLECULAR_WEIGHT>
416.382

> <EXACT_MASS>
416.110732224

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
41.25298080873285

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
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>
0.71

> <JCHEM_LOGP>
0.4623696180000001

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.200366220091057

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.962957785279055

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092343722586

> <JCHEM_POLAR_SURFACE_AREA>
145.91

> <JCHEM_REFRACTIVITY>
101.8464

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.61e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
daidzin

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043862
     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
    4.1120   -1.6595   -0.7436 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3416   -0.7238   -0.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8548    0.4889    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2884    0.6912    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1218   -0.2599    0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5031   -0.0396    0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0539    1.1215    0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4321    1.3625    0.2037 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2152    2.0773   -0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8314    1.8552   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9358    1.4589    0.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6425    1.2478    0.2877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445    0.0855   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2168   -0.1305   -0.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8021   -1.3073   -0.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1626   -1.5349   -0.6576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1533   -0.6274   -0.3343 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9881   -1.1023    0.6815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6337   -0.0047    1.2517 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2902   -0.4950    2.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9698    0.4903    3.1963 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6691    0.4763    0.2524 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3078    1.6341    0.6845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0009    0.7816   -1.0549 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9437    1.0163   -2.0486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0824   -0.3315   -1.5075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2914    0.1670   -2.5384 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0925   -2.3304   -0.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4508   -2.1551   -0.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9769   -0.9559   -0.4836 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6871   -1.1767    1.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1622   -0.7776    1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0239    0.6495    0.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6674    2.9822   -0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1778    2.6099   -0.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3392    2.4276    0.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8465    0.7004    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8000    0.3608    0.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8697    0.7525    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9315   -1.3580    2.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4803   -0.8809    3.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7005    0.1296    3.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3753   -0.3605    0.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2855    1.5993    0.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3826    1.6807   -0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5622    0.9665   -2.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6131   -1.2165   -1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386   -0.3144   -2.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3744   -3.2578   -1.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1171   -2.9446   -1.1786 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  2  0
 30  2  1  0
 10  4  1  0
 30 13  1  0
 26 17  1  0
  5 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 14 37  1  0
 17 38  1  1
 19 39  1  1
 20 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  6
 23 44  1  0
 24 45  1  1
 25 46  1  0
 26 47  1  6
 27 48  1  0
 28 49  1  0
 29 50  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      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11    7   13                                                  
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   10                                                       
CONECT   18   16   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   29                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   23   27                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   19                                                       
CONECT   25   23   26                                                       
CONECT   26   25                                                            
CONECT   27   22                                                            
CONECT   28   21                                                            
CONECT   29   20                                                            
CONECT   30    3                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    NP0043862
HETATM    1  O1  UNL     1       4.112  -1.660  -0.744  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.342  -0.724  -0.412  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.855   0.489   0.008  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.288   0.691   0.069  1.00  0.00           C  
HETATM    5  C4  UNL     1       6.122  -0.260   0.612  1.00  0.00           C  
HETATM    6  C5  UNL     1       7.503  -0.040   0.659  1.00  0.00           C  
HETATM    7  C6  UNL     1       8.054   1.122   0.167  1.00  0.00           C  
HETATM    8  O2  UNL     1       9.432   1.363   0.204  1.00  0.00           O  
HETATM    9  C7  UNL     1       7.215   2.077  -0.379  1.00  0.00           C  
HETATM   10  C8  UNL     1       5.831   1.855  -0.425  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.936   1.459   0.353  1.00  0.00           C  
HETATM   12  O3  UNL     1       1.643   1.248   0.288  1.00  0.00           O  
HETATM   13  C10 UNL     1       1.144   0.086  -0.115  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.217  -0.131  -0.181  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.802  -1.307  -0.587  1.00  0.00           C  
HETATM   16  O4  UNL     1      -2.163  -1.535  -0.658  1.00  0.00           O  
HETATM   17  C13 UNL     1      -3.153  -0.627  -0.334  1.00  0.00           C  
HETATM   18  O5  UNL     1      -3.988  -1.102   0.681  1.00  0.00           O  
HETATM   19  C14 UNL     1      -4.634  -0.005   1.252  1.00  0.00           C  
HETATM   20  C15 UNL     1      -5.290  -0.495   2.523  1.00  0.00           C  
HETATM   21  O6  UNL     1      -5.970   0.490   3.196  1.00  0.00           O  
HETATM   22  C16 UNL     1      -5.669   0.476   0.252  1.00  0.00           C  
HETATM   23  O7  UNL     1      -6.308   1.634   0.684  1.00  0.00           O  
HETATM   24  C17 UNL     1      -5.001   0.782  -1.055  1.00  0.00           C  
HETATM   25  O8  UNL     1      -5.944   1.016  -2.049  1.00  0.00           O  
HETATM   26  C18 UNL     1      -4.082  -0.332  -1.507  1.00  0.00           C  
HETATM   27  O9  UNL     1      -3.291   0.167  -2.538  1.00  0.00           O  
HETATM   28  C19 UNL     1       0.093  -2.330  -0.951  1.00  0.00           C  
HETATM   29  C20 UNL     1       1.451  -2.155  -0.899  1.00  0.00           C  
HETATM   30  C21 UNL     1       1.977  -0.956  -0.484  1.00  0.00           C  
HETATM   31  H1  UNL     1       5.687  -1.177   1.000  1.00  0.00           H  
HETATM   32  H2  UNL     1       8.162  -0.778   1.082  1.00  0.00           H  
HETATM   33  H3  UNL     1      10.024   0.650   0.607  1.00  0.00           H  
HETATM   34  H4  UNL     1       7.667   2.982  -0.760  1.00  0.00           H  
HETATM   35  H5  UNL     1       5.178   2.610  -0.856  1.00  0.00           H  
HETATM   36  H6  UNL     1       3.339   2.428   0.688  1.00  0.00           H  
HETATM   37  H7  UNL     1      -0.847   0.700   0.113  1.00  0.00           H  
HETATM   38  H8  UNL     1      -2.800   0.361   0.008  1.00  0.00           H  
HETATM   39  H9  UNL     1      -3.870   0.752   1.466  1.00  0.00           H  
HETATM   40  H10 UNL     1      -5.932  -1.358   2.252  1.00  0.00           H  
HETATM   41  H11 UNL     1      -4.480  -0.881   3.177  1.00  0.00           H  
HETATM   42  H12 UNL     1      -6.700   0.130   3.742  1.00  0.00           H  
HETATM   43  H13 UNL     1      -6.375  -0.360   0.086  1.00  0.00           H  
HETATM   44  H14 UNL     1      -7.285   1.599   0.578  1.00  0.00           H  
HETATM   45  H15 UNL     1      -4.383   1.681  -0.929  1.00  0.00           H  
HETATM   46  H16 UNL     1      -5.562   0.966  -2.956  1.00  0.00           H  
HETATM   47  H17 UNL     1      -4.613  -1.217  -1.854  1.00  0.00           H  
HETATM   48  H18 UNL     1      -2.439  -0.314  -2.628  1.00  0.00           H  
HETATM   49  H19 UNL     1      -0.374  -3.258  -1.271  1.00  0.00           H  
HETATM   50  H20 UNL     1       2.117  -2.945  -1.179  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   30
CONECT    3    4   11   11
CONECT    4    5    5   10
CONECT    5    6   31
CONECT    6    7    7   32
CONECT    7    8    9
CONECT    8   33
CONECT    9   10   10   34
CONECT   10   35
CONECT   11   12   36
CONECT   12   13
CONECT   13   14   14   30
CONECT   14   15   37
CONECT   15   16   28   28
CONECT   16   17
CONECT   17   18   26   38
CONECT   18   19
CONECT   19   20   22   39
CONECT   20   21   40   41
CONECT   21   42
CONECT   22   23   24   43
CONECT   23   44
CONECT   24   25   26   45
CONECT   25   46
CONECT   26   27   47
CONECT   27   48
CONECT   28   29   49
CONECT   29   30   30   50
END

NP0043862
     RDKit          3D

50 53  0  0  0  0  0  0  0  0999 V2000
    4.1120   -1.6595   -0.7436 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3416   -0.7238   -0.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8548    0.4889    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2884    0.6912    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1218   -0.2599    0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5031   -0.0396    0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0539    1.1215    0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4321    1.3625    0.2037 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2152    2.0773   -0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8314    1.8552   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9358    1.4589    0.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6425    1.2478    0.2877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445    0.0855   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2168   -0.1305   -0.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8021   -1.3073   -0.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1626   -1.5349   -0.6576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1533   -0.6274   -0.3343 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9881   -1.1023    0.6815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6337   -0.0047    1.2517 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2902   -0.4950    2.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9698    0.4903    3.1963 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6691    0.4763    0.2524 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3078    1.6341    0.6845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0009    0.7816   -1.0549 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9437    1.0163   -2.0486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0824   -0.3315   -1.5075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2914    0.1670   -2.5384 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0925   -2.3304   -0.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4508   -2.1551   -0.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9769   -0.9559   -0.4836 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6871   -1.1767    1.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1622   -0.7776    1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0239    0.6495    0.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6674    2.9822   -0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1778    2.6099   -0.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3392    2.4276    0.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8465    0.7004    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8000    0.3608    0.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8697    0.7525    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9315   -1.3580    2.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4803   -0.8809    3.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7005    0.1296    3.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3753   -0.3605    0.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2855    1.5993    0.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3826    1.6807   -0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5622    0.9665   -2.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6131   -1.2165   -1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386   -0.3144   -2.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3744   -3.2578   -1.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1171   -2.9446   -1.1786 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  2  0
 30  2  1  0
 10  4  1  0
 30 13  1  0
 26 17  1  0
  5 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 14 37  1  0
 17 38  1  1
 19 39  1  1
 20 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  6
 23 44  1  0
 24 45  1  1
 25 46  1  0
 26 47  1  6
 27 48  1  0
 28 49  1  0
 29 50  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
Daidzein 7-glucoside	ChEBI
Daidzein 7-O-glucoside	ChEBI
Daidzoside	ChEBI
7-O-Glucosyl-4'-hydroxyisoflavone	HMDB
4',7-Dihydroxyisoflavone 7-O-b-D-glucopyranoside	HMDB
Daidzein 7-O-beta-D-glucopyranoside	HMDB
Daidzein 7-O-beta-D-glucoside	HMDB
DZN	HMDB
Daidzein 7-O-b-D-glucoside	HMDB
Daidzein 7-O-β-D-glucoside	HMDB
Daidzin	ChEBI

Chemical Formula

C₂₁H₂₀O₉

Average Mass

416.3820 Da

Monoisotopic Mass

416.11073 Da

IUPAC Name

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

daidzin

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](OC2=CC3=C(C=C2)C(=O)C(=CO3)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C21H20O9/c22-8-16-18(25)19(26)20(27)21(30-16)29-12-5-6-13-15(7-12)28-9-14(17(13)24)10-1-3-11(23)4-2-10/h1-7,9,16,18-23,25-27H,8H2/t16-,18-,19+,20-,21-/m1/s1

InChI Key

KYQZWONCHDNPDP-QNDFHXLGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2023-09-08	View Spectrum
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
1D NMR	¹H NMR Spectrum (1D, 600.203706235 MHz, C2D6OS, 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
Adenocarpus artemisiifolius	LOTUS Database	35616633
Astragalus complanatus	LOTUS Database	35616633
Baptisia arachnifera	KNApSAcK Database	22123792
Baptisia bracteata	KNApSAcK Database	22123792
Baptisia calycosa	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
Baptisia perfoliata	KNApSAcK Database	22123792
Baptisia simplicifolia	KNApSAcK Database	22123792
Begonia nantoensis	KNApSAcK Database	22123792
Bituminaria acaulis	KNApSAcK Database	22123792
Cicer arietinum	LOTUS Database	35616633
Cicer flexuosum	LOTUS Database	35616633
Erythrina latissima	LOTUS Database	35616633
Flemingia macrophylla	LOTUS Database	35616633
Froelichia floridana	KNApSAcK Database	22123792
Genista lydia	KNApSAcK Database	22123792
Genista sessilifolia	LOTUS Database	35616633
Glycine max	KNApSAcK Database	22123792
Maackia amurensis	LOTUS Database	35616633
Medicago sativa	KNApSAcK Database	22123792
Medicago truncatula	KNApSAcK Database	22123792
Ormosia henryi	LOTUS Database	35616633
Pueraria candollei var. mirifica	KNApSAcK Database	22123792
Pueraria lobata	KNApSAcK Database	22123792
Pueraria mirifica	KNApSAcK Database	22123792
Pueraria montana	LOTUS Database	35616633
Pueraria spp.	KNApSAcK Database	22123792
Pueraria tuberosa	KNApSAcK Database	22123792
Punica granatum	LOTUS Database	35616633
Retama sphaerocarpa	KNApSAcK Database	22123792
Sorbus cuspidata	LOTUS Database	35616633
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
Vigna angularis	LOTUS Database	35616633
Vigna radiata	KNApSAcK Database	22123792
Ziziphus jujuba	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Streptoverticillium album K-251	KNApSAcK Database	22123792

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 o-glycoside
Isoflavonoid-7-o-glycoside
Isoflavone
Phenolic glycoside
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Monocyclic benzene moiety
Oxane
Benzenoid
Monosaccharide
Heteroaromatic compound
Secondary alcohol
Polyol
Acetal
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:42202 )
monosaccharide derivative (CHEBI:42202 )
hydroxyisoflavone (CHEBI:42202 )
glycosyloxyisoflavone (CHEBI:42202 )
isoflavones (C10216 )
Isoflavonoids (C10216 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	727.56 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	3198 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.369 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	0.71	ALOGPS
logP	0.46	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	8.96	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.91 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	101.85 m³·mol⁻¹	ChemAxon
Polarizability	41.25 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0033991

DrugBank ID

DB02115

Phenol Explorer Compound ID

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Daidzin

METLIN ID

Not Available

PubChem Compound

PDB ID

ChEBI ID

Good Scents ID

References

General References

Kato K, Takahashi S, Cui L, Toda T, Suzuki S, Futakuchi M, Sugiura S, Shirai T: Suppressive effects of dietary genistin and daidzin on rat prostate carcinogenesis. Jpn J Cancer Res. 2000 Aug;91(8):786-91. doi: 10.1111/j.1349-7006.2000.tb01014.x. [PubMed:10965018 ]
Choo MK, Park EK, Yoon HK, Kim DH: Antithrombotic and antiallergic activities of daidzein, a metabolite of puerarin and daidzin produced by human intestinal microflora. Biol Pharm Bull. 2002 Oct;25(10):1328-32. doi: 10.1248/bpb.25.1328. [PubMed:12392089 ]
Lowe ED, Gao GY, Johnson LN, Keung WM: Structure of daidzin, a naturally occurring anti-alcohol-addiction agent, in complex with human mitochondrial aldehyde dehydrogenase. J Med Chem. 2008 Aug 14;51(15):4482-7. doi: 10.1021/jm800488j. Epub 2008 Jul 10. [PubMed:18613661 ]
Choi EJ, Kim GH: The antioxidant activity of daidzein metabolites, Odesmethylangolensin and equol, in HepG2 cells. Mol Med Rep. 2014 Jan;9(1):328-32. doi: 10.3892/mmr.2013.1752. Epub 2013 Oct 23. [PubMed:24154619 ]
Xu J, Feng S, Wang Q, Zhang M, Zhang C: A new flavonoid glycoside from the rhizomes and roots of Smilax scobinicaulis. Nat Prod Res. 2014;28(8):517-21. doi: 10.1080/14786419.2014.880913. Epub 2014 Jan 31. [PubMed:24483603 ]
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 Daidzin (NP0043862)

MOL for NP0043862 (Daidzin)

3D MOL for NP0043862 (Daidzin)

3D SDF for NP0043862 (Daidzin)

3D-SDF for NP0043862 (Daidzin)

PDB for NP0043862 (Daidzin)

3D PDB for NP0043862 (Daidzin)

SMILES for NP0043862 (Daidzin)

INCHI for NP0043862 (Daidzin)

Structure for NP0043862 (Daidzin)

3D Structure for NP0043862 (Daidzin)