NP-MRD: Showing NP-Card for Ononin (NP0043939)

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Record Information

Version

1.0

Created at

2021-06-22 17:41:50 UTC

Updated at

2021-08-20 00:00:49 UTC

NP-MRD ID

NP0043939

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ononin

Description

Ononin 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, ononin is considered to be a flavonoid. Ononin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Ononin is found in Ammopiptanthus mongolicus, Amorpha fruticosa, Astragalus lehmannianus, Astragalus membranaceus, Astragalus mongholicus, Baptisia australis, Butea monosperma, Caragana conferta, Cicer judaicum, Cicer songaricum, Daphnia pulex, Glycine max, Hedysarum polybotrys, Leguminosae, Maackia amurensis, Mucuna birdwoodiana, Ononis arvensis, Ononis speciosa, Papilionoideae, Pluchea lanceolata, Podocytisus caramanicus, Pueraria montana, Derris scandens , Sophora flavescens, Sophora tonkinensis, Styphnolobium japonicum, Thermopsis fabacea, Trifolium aureum, Trifolium polyphyllum, Trifolium resupinatum, Trifolium subterraneum, Vigna radiata, Wisteria brachybotrys and Xanthium strumarium. It was first documented in 2010 (PMID: 20735814). Based on a literature review a significant number of articles have been published on ononin (PMID: 22926873) (PMID: 34303214) (PMID: 34296565) (PMID: 34296563).

Structure

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


  Mrv1652306222119412D          

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

NP0043939
     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
    9.4442    1.6668   -0.7610 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9005    0.4545   -0.2235 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5156    0.3322   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6572    1.3255   -0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2849    1.1694   -0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7177    0.0109    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2988   -0.0931    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984    0.2889   -0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1936    0.2051   -0.9251 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5291   -0.2454    0.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372   -0.3347    0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993   -0.8109    1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8683   -0.9244    1.3756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8086   -0.5900    0.4039 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6592    0.4023    0.9414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4014    0.8903   -0.1217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0972    2.1512    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1081    3.0563    0.7132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3796   -0.1290   -0.6635 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9432    0.4183   -1.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5693   -1.3301   -1.1035 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3511   -2.3558   -1.5939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7317   -1.7682    0.0783 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0058   -2.9229   -0.1910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7212   -1.1998    2.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6470   -1.1268    2.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2677   -0.6428    1.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6395   -0.5694    1.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3397   -0.9134    2.1900 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5961   -0.9697    0.4550 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9645   -0.8225    0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5244    1.7397   -0.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9826    2.5469   -0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1637    1.7573   -1.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1081    2.2309   -0.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6701    1.9928   -0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362    0.6757   -1.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032   -0.0235   -0.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4234   -0.1975   -0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993    1.1432   -0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6535    2.5709   -0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7465    1.9906    1.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4002    3.9942    0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1610   -0.4058    0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1616    0.7095   -2.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8470   -0.9503   -1.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9933   -2.5953   -2.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4228   -1.9254    0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7606   -3.3691    0.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1980   -1.5802    3.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583   -1.4303    3.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1290   -1.8589    0.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5843   -1.6380    0.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
  6 30  1  0
 30 31  2  0
 31  3  1  0
 28  7  1  0
 27 10  1  0
 23 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  8 37  1  0
 11 38  1  0
 14 39  1  6
 16 40  1  6
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  1
 20 45  1  0
 21 46  1  6
 22 47  1  0
 23 48  1  1
 24 49  1  0
 25 50  1  0
 26 51  1  0
 30 52  1  0
 31 53  1  0
M  END


  Mrv1652306222119412D          

 31 34  0  0  1  0            999 V2000
   -4.2868    0.8250    0.0000 C   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
   -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
   -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
   -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
    3.5724   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  2  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
    5.0013   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  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
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 12 19  1  0  0  0  0
 18 20  1  0  0  0  0
 21 20  1  1  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
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  1  0  0  0
 27 28  1  0  0  0  0
 24 29  1  6  0  0  0
 23 30  1  1  0  0  0
 22 31  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0043939

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)C1=COC2=C(C=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O9/c1-28-12-4-2-11(3-5-12)15-10-29-16-8-13(6-7-14(16)18(15)24)30-22-21(27)20(26)19(25)17(9-23)31-22/h2-8,10,17,19-23,25-27H,9H2,1H3/t17-,19-,20+,21-,22-/m1/s1

> <INCHI_KEY>
MGJLSBDCWOSMHL-MIUGBVLSSA-N

> <FORMULA>
C22H22O9

> <MOLECULAR_WEIGHT>
430.409

> <EXACT_MASS>
430.126382288

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
43.480624328676015

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.13

> <JCHEM_LOGP>
0.6082636740000003

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.196090791001517

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.200140013404612

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092343722586

> <JCHEM_POLAR_SURFACE_AREA>
134.91000000000003

> <JCHEM_REFRACTIVITY>
106.32869999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.23e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ononin

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043939
     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
    9.4442    1.6668   -0.7610 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9005    0.4545   -0.2235 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5156    0.3322   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6572    1.3255   -0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2849    1.1694   -0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7177    0.0109    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2988   -0.0931    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984    0.2889   -0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1936    0.2051   -0.9251 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5291   -0.2454    0.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372   -0.3347    0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993   -0.8109    1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8683   -0.9244    1.3756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8086   -0.5900    0.4039 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6592    0.4023    0.9414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4014    0.8903   -0.1217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0972    2.1512    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1081    3.0563    0.7132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3796   -0.1290   -0.6635 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9432    0.4183   -1.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5693   -1.3301   -1.1035 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3511   -2.3558   -1.5939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7317   -1.7682    0.0783 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0058   -2.9229   -0.1910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7212   -1.1998    2.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6470   -1.1268    2.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2677   -0.6428    1.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6395   -0.5694    1.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3397   -0.9134    2.1900 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5961   -0.9697    0.4550 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9645   -0.8225    0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5244    1.7397   -0.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9826    2.5469   -0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1637    1.7573   -1.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1081    2.2309   -0.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6701    1.9928   -0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362    0.6757   -1.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032   -0.0235   -0.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4234   -0.1975   -0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993    1.1432   -0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6535    2.5709   -0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7465    1.9906    1.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4002    3.9942    0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1610   -0.4058    0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1616    0.7095   -2.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8470   -0.9503   -1.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9933   -2.5953   -2.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4228   -1.9254    0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7606   -3.3691    0.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1980   -1.5802    3.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583   -1.4303    3.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1290   -1.8589    0.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5843   -1.6380    0.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
  6 30  1  0
 30 31  2  0
 31  3  1  0
 28  7  1  0
 27 10  1  0
 23 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  8 37  1  0
 11 38  1  0
 14 39  1  6
 16 40  1  6
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  1
 20 45  1  0
 21 46  1  6
 22 47  1  0
 23 48  1  1
 24 49  1  0
 25 50  1  0
 26 51  1  0
 30 52  1  0
 31 53  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      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+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      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   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       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      10.669  -0.000   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13    9   15                                                  
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18   12                                                       
CONECT   20   18   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23   31                                                  
CONECT   23   22   24   30                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   21                                                       
CONECT   27   25   28                                                       
CONECT   28   27                                                            
CONECT   29   24                                                            
CONECT   30   23                                                            
CONECT   31   22                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    NP0043939
HETATM    1  C1  UNL     1       9.444   1.667  -0.761  1.00  0.00           C  
HETATM    2  O1  UNL     1       8.901   0.455  -0.223  1.00  0.00           O  
HETATM    3  C2  UNL     1       7.516   0.332  -0.146  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.657   1.326  -0.563  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.285   1.169  -0.471  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.718   0.011   0.043  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.299  -0.093   0.113  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.498   0.289  -0.960  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.194   0.205  -0.925  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.529  -0.245   0.122  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.837  -0.335   0.162  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.499  -0.811   1.275  1.00  0.00           C  
HETATM   13  O3  UNL     1      -2.868  -0.924   1.376  1.00  0.00           O  
HETATM   14  C11 UNL     1      -3.809  -0.590   0.404  1.00  0.00           C  
HETATM   15  O4  UNL     1      -4.659   0.402   0.941  1.00  0.00           O  
HETATM   16  C12 UNL     1      -5.401   0.890  -0.122  1.00  0.00           C  
HETATM   17  C13 UNL     1      -6.097   2.151   0.332  1.00  0.00           C  
HETATM   18  O5  UNL     1      -5.108   3.056   0.713  1.00  0.00           O  
HETATM   19  C14 UNL     1      -6.380  -0.129  -0.663  1.00  0.00           C  
HETATM   20  O6  UNL     1      -6.943   0.418  -1.821  1.00  0.00           O  
HETATM   21  C15 UNL     1      -5.569  -1.330  -1.103  1.00  0.00           C  
HETATM   22  O7  UNL     1      -6.351  -2.356  -1.594  1.00  0.00           O  
HETATM   23  C16 UNL     1      -4.732  -1.768   0.078  1.00  0.00           C  
HETATM   24  O8  UNL     1      -4.006  -2.923  -0.191  1.00  0.00           O  
HETATM   25  C17 UNL     1      -0.721  -1.200   2.362  1.00  0.00           C  
HETATM   26  C18 UNL     1       0.647  -1.127   2.364  1.00  0.00           C  
HETATM   27  C19 UNL     1       1.268  -0.643   1.226  1.00  0.00           C  
HETATM   28  C20 UNL     1       2.639  -0.569   1.227  1.00  0.00           C  
HETATM   29  O9  UNL     1       3.340  -0.913   2.190  1.00  0.00           O  
HETATM   30  C21 UNL     1       5.596  -0.970   0.455  1.00  0.00           C  
HETATM   31  C22 UNL     1       6.964  -0.822   0.367  1.00  0.00           C  
HETATM   32  H1  UNL     1      10.524   1.740  -0.559  1.00  0.00           H  
HETATM   33  H2  UNL     1       8.983   2.547  -0.226  1.00  0.00           H  
HETATM   34  H3  UNL     1       9.164   1.757  -1.812  1.00  0.00           H  
HETATM   35  H4  UNL     1       7.108   2.231  -0.966  1.00  0.00           H  
HETATM   36  H5  UNL     1       4.670   1.993  -0.819  1.00  0.00           H  
HETATM   37  H6  UNL     1       2.936   0.676  -1.877  1.00  0.00           H  
HETATM   38  H7  UNL     1      -1.403  -0.023  -0.700  1.00  0.00           H  
HETATM   39  H8  UNL     1      -3.423  -0.198  -0.535  1.00  0.00           H  
HETATM   40  H9  UNL     1      -4.699   1.143  -0.928  1.00  0.00           H  
HETATM   41  H10 UNL     1      -6.654   2.571  -0.536  1.00  0.00           H  
HETATM   42  H11 UNL     1      -6.747   1.991   1.202  1.00  0.00           H  
HETATM   43  H12 UNL     1      -5.400   3.994   0.648  1.00  0.00           H  
HETATM   44  H13 UNL     1      -7.161  -0.406   0.071  1.00  0.00           H  
HETATM   45  H14 UNL     1      -6.162   0.709  -2.379  1.00  0.00           H  
HETATM   46  H15 UNL     1      -4.847  -0.950  -1.871  1.00  0.00           H  
HETATM   47  H16 UNL     1      -5.993  -2.595  -2.496  1.00  0.00           H  
HETATM   48  H17 UNL     1      -5.423  -1.925   0.925  1.00  0.00           H  
HETATM   49  H18 UNL     1      -3.761  -3.369   0.662  1.00  0.00           H  
HETATM   50  H19 UNL     1      -1.198  -1.580   3.258  1.00  0.00           H  
HETATM   51  H20 UNL     1       1.258  -1.430   3.213  1.00  0.00           H  
HETATM   52  H21 UNL     1       5.129  -1.859   0.851  1.00  0.00           H  
HETATM   53  H22 UNL     1       7.584  -1.638   0.711  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3
CONECT    3    4    4   31
CONECT    4    5   35
CONECT    5    6    6   36
CONECT    6    7   30
CONECT    7    8    8   28
CONECT    8    9   37
CONECT    9   10
CONECT   10   11   11   27
CONECT   11   12   38
CONECT   12   13   25   25
CONECT   13   14
CONECT   14   15   23   39
CONECT   15   16
CONECT   16   17   19   40
CONECT   17   18   41   42
CONECT   18   43
CONECT   19   20   21   44
CONECT   20   45
CONECT   21   22   23   46
CONECT   22   47
CONECT   23   24   48
CONECT   24   49
CONECT   25   26   50
CONECT   26   27   27   51
CONECT   27   28
CONECT   28   29   29
CONECT   30   31   31   52
CONECT   31   53
END

NP0043939
     RDKit          3D

53 56  0  0  0  0  0  0  0  0999 V2000
    9.4442    1.6668   -0.7610 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9005    0.4545   -0.2235 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5156    0.3322   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6572    1.3255   -0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2849    1.1694   -0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7177    0.0109    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2988   -0.0931    0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984    0.2889   -0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1936    0.2051   -0.9251 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5291   -0.2454    0.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372   -0.3347    0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993   -0.8109    1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8683   -0.9244    1.3756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8086   -0.5900    0.4039 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6592    0.4023    0.9414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4014    0.8903   -0.1217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0972    2.1512    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1081    3.0563    0.7132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3796   -0.1290   -0.6635 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9432    0.4183   -1.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5693   -1.3301   -1.1035 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3511   -2.3558   -1.5939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7317   -1.7682    0.0783 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0058   -2.9229   -0.1910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7212   -1.1998    2.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6470   -1.1268    2.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2677   -0.6428    1.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6395   -0.5694    1.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3397   -0.9134    2.1900 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5961   -0.9697    0.4550 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9645   -0.8225    0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5244    1.7397   -0.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9826    2.5469   -0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1637    1.7573   -1.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1081    2.2309   -0.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6701    1.9928   -0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362    0.6757   -1.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032   -0.0235   -0.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4234   -0.1975   -0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993    1.1432   -0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6535    2.5709   -0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7465    1.9906    1.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4002    3.9942    0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1610   -0.4058    0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1616    0.7095   -2.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8470   -0.9503   -1.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9933   -2.5953   -2.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4228   -1.9254    0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7606   -3.3691    0.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1980   -1.5802    3.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583   -1.4303    3.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1290   -1.8589    0.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5843   -1.6380    0.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
  6 30  1  0
 30 31  2  0
 31  3  1  0
 28  7  1  0
 27 10  1  0
 23 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  8 37  1  0
 11 38  1  0
 14 39  1  6
 16 40  1  6
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  1
 20 45  1  0
 21 46  1  6
 22 47  1  0
 23 48  1  1
 24 49  1  0
 25 50  1  0
 26 51  1  0
 30 52  1  0
 31 53  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
4'-Methoxyisoflavone-7-O-beta-D-glucopyranoside	ChEBI
Formononetin 7-O-beta-D-glucopyranoside	ChEBI
Formononetin 7-O-glucoside	ChEBI
Formononetin glucoside	ChEBI
4'-Methoxyisoflavone-7-O-b-D-glucopyranoside	Generator
4'-Methoxyisoflavone-7-O-β-D-glucopyranoside	Generator
Formononetin 7-O-b-D-glucopyranoside	Generator
Formononetin 7-O-β-D-glucopyranoside	Generator
Calycosin-7-O-beta-D-glucoside	MeSH

Chemical Formula

C₂₂H₂₂O₉

Average Mass

430.4090 Da

Monoisotopic Mass

430.12638 Da

IUPAC Name

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

Traditional Name

ononin

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C1=COC2=C(C=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C2)C1=O

InChI Identifier

InChI=1S/C22H22O9/c1-28-12-4-2-11(3-5-12)15-10-29-16-8-13(6-7-14(16)18(15)24)30-22-21(27)20(26)19(25)17(9-23)31-22/h2-8,10,17,19-23,25-27H,9H2,1H3/t17-,19-,20+,21-,22-/m1/s1

InChI Key

MGJLSBDCWOSMHL-MIUGBVLSSA-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	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, 300 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
Ammopiptanthus mongolicus	LOTUS Database	35616633
Amorpha fruticosa	LOTUS Database	35616633
Astragalus lehmannianus	LOTUS Database	35616633
Astragalus membranaceus	LOTUS Database	35616633
Astragalus mongholicus	LOTUS Database	35616633
Baptisia australis	LOTUS Database	35616633
Baptisia spp.	KNApSAcK Database	22123792
Butea monosperma	LOTUS Database	35616633
Caragana conferta	LOTUS Database	35616633
Cicer anatolicum	KNApSAcK Database	22123792
Cicer arietinum	KNApSAcK Database	22123792
Cicer bijugum	KNApSAcK Database	22123792
Cicer canariensis	KNApSAcK Database	22123792
Cicer chorassanicum	KNApSAcK Database	22123792
Cicer cuneatum	KNApSAcK Database	22123792
Cicer echinospermum	KNApSAcK Database	22123792
Cicer judaicum	LOTUS Database	35616633
Cicer judicum	KNApSAcK Database	22123792
Cicer macracanthum	KNApSAcK Database	22123792
Cicer microphyllum	KNApSAcK Database	22123792
Cicer nuristanicum	KNApSAcK Database	22123792
Cicer oxyodon	KNApSAcK Database	22123792
Cicer pinnatifidum	KNApSAcK Database	22123792
Cicer reticulatum	KNApSAcK Database	22123792
Cicer songaricum	LOTUS Database	35616633
Cicer yamashitae	KNApSAcK Database	22123792
Daphnia pulex	LOTUS Database	35616633
Derris scandens	KNApSAcK Database	22123792
Glycine max	LOTUS Database	35616633
Glycyrrhiza glabra	KNApSAcK Database	22123792
Glycyrrhiza inflata	KNApSAcK Database	22123792
Glycyrrhiza pallidiflora	KNApSAcK Database	22123792
Glycyrrhiza uralensis	KNApSAcK Database	22123792
Hedysarum polybotrys	LOTUS Database	35616633
Leguminosae	-	KNApSAcK
Maackia amurensis	LOTUS Database	35616633
Medicago sativa	KNApSAcK Database	22123792
Medicago truncatula	KNApSAcK Database	22123792
Mucuna birdwoodiana	LOTUS Database	35616633
Ononis arvensis	LOTUS Database	35616633
Ononis speciosa	LOTUS Database	35616633
Ononis spinosa	KNApSAcK Database	22123792
Papilionoideae	-	KNApSAcK
Piptanthus nepalensis	KNApSAcK Database	22123792
Pluchea lanceolata	LOTUS Database	35616633
Podocytisus caramanicus	LOTUS Database	35616633
Pueraria montana	LOTUS Database	35616633
Solori scandens	Plant	KNApSAcK
Sophora flavescens	LOTUS Database	35616633
Sophora substrata	KNApSAcK Database	22123792
Sophora tonkinensis	LOTUS Database	35616633
Styphnolobium japonicum	LOTUS Database	35616633
Thermopsis lupinoides	LOTUS Database	35616633
Thermopsis spp.	KNApSAcK Database	22123792
Trifolium aureum	LOTUS Database	35616633
Trifolium montanum	KNApSAcK Database	22123792
Trifolium polyphyllum	LOTUS Database	35616633
Trifolium pratense	KNApSAcK Database	22123792
Trifolium resupinatum	LOTUS Database	35616633
Trifolium spp.	KNApSAcK Database	22123792
Trifolium subterraneum	LOTUS Database	35616633
Vigna radiata	LOTUS Database	35616633
Wisteria brachybotrys	LOTUS Database	35616633
Xanthium strumarium	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
4p-o-methylisoflavone
Isoflavone
Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Chromone
Benzopyran
1-benzopyran
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
Pyranone
Alkyl aryl ether
Pyran
Monocyclic benzene moiety
Oxane
Monosaccharide
Benzenoid
Heteroaromatic compound
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Polyol
Organic oxygen compound
Alcohol
Primary alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:7775 )
monosaccharide derivative (CHEBI:7775 )
methoxyisoflavone (CHEBI:7775 )
glycosyloxyisoflavone (CHEBI:7775 )
isoflavones (C10509 )
Isoflavonoids (C10509 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	697.80 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	228 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.630 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	1.13	ALOGPS
logP	0.61	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	134.91 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	106.33 m³·mol⁻¹	ChemAxon
Polarizability	43.48 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Ononin

METLIN ID

Not Available

PubChem Compound

442813

PDB ID

Not Available

ChEBI ID

7775

Good Scents ID

rw1699401

References

General References

Leuner O, Havlik J, Hummelova J, Prokudina E, Novy P, Kokoska L: Distribution of isoflavones and coumestrol in neglected tropical and subtropical legumes. J Sci Food Agric. 2013 Feb;93(3):575-9. doi: 10.1002/jsfa.5835. Epub 2012 Aug 28. [PubMed:22926873 ]
Hoo RL, Wong JY, Qiao C, Xu A, Xu H, Lam KS: The effective fraction isolated from Radix Astragali alleviates glucose intolerance, insulin resistance and hypertriglyceridemia in db/db diabetic mice through its anti-inflammatory activity. Nutr Metab (Lond). 2010 Aug 24;7:67. doi: 10.1186/1743-7075-7-67. [PubMed:20735814 ]
Liu XY, Zhang YB, Yang XW, Xu W, Liu L, Zhang P, Gong Y, Liu NF, Peng KF: Simultaneous determination of twenty-five compounds with anti-inflammatory activity in Spatholobi Caulis by using an optimized UFLC-MS/MS method: An application to pharmacokinetic study. J Pharm Biomed Anal. 2021 Jul 14;204:114267. doi: 10.1016/j.jpba.2021.114267. [PubMed:34303214 ]
Zhang SJ, Zhang YG, Li DH, Wu HW, Niu JT, Si XL, Li YF: [Prediction of Q-markers of Astragali Radix based on network pharmacology and fingerprint]. Zhongguo Zhong Yao Za Zhi. 2021 Jun;46(11):2691-2698. doi: 10.19540/j.cnki.cjcmm.20200925.201. [PubMed:34296565 ]
Yang FX, Wang Y, Xia PF, Yang RJ, Wang YX, Zhang J, Fan Q, Zhao L: [Review of chemical constituents,pharmacological effects and clinical applications of Danggui Buxue Decoction and prediction and analysis of its Q-markers]. Zhongguo Zhong Yao Za Zhi. 2021 Jun;46(11):2677-2685. doi: 10.19540/j.cnki.cjcmm.20200828.201. [PubMed:34296563 ]
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 Ononin (NP0043939)

MOL for NP0043939 (Ononin)

3D MOL for NP0043939 (Ononin)

3D SDF for NP0043939 (Ononin)

3D-SDF for NP0043939 (Ononin)

PDB for NP0043939 (Ononin)

3D PDB for NP0043939 (Ononin)

SMILES for NP0043939 (Ononin)

INCHI for NP0043939 (Ononin)

Structure for NP0043939 (Ononin)

3D Structure for NP0043939 (Ononin)