Preferred name
GENISTIN
Synonyms
Genistein 7-O-¦Â-D-glucopyranoside ()
Genistein 7-O-??-D-glucopyranoside ()
Genistoside ()
Genistine ()
Genistein 7-glucoside ()
Genistein glucoside ()
Genistein 7-O-??D-glucopyranoside ()
Genistin (Genistoside) ()
Genistein 7-O-β-D-glucopyranoside ()
Genistein-7-glucoside ()
P&D ID
PD019230
CAS
529-59-9
Tags
natural product
drug candidate
available
Drug indication
Rotavirus infections
Cancer
Structure
SMILES
O=c1c(-c2ccc(O)cc2)coc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c12
InChI
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
InChIkey
ZCOLJUOHXJRHDI-CMWLGVBASA-N
MOL
GENISTIN
RDKit 2D
31 34 0 0 0 0 0 0 0 0999 V2000
3.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1.5000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.7500 -3.8971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.5000 -5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.0000 -5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.7500 -6.4952 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.7500 -3.8971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.0000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.5000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.7500 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.7500 3.8971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.5000 5.1962 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.7500 6.4952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.7500 6.4952 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1.5000 7.7942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.0000 7.7942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.7500 6.4952 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.7500 9.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.5000 10.3923 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.7500 9.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.5000 10.3923 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-1.5000 7.7942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.0000 7.7942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.7500 3.8971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.0000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.7500 1.2990 0.0000 C 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
17 16 1 1
17 18 1 0
18 19 1 0
19 20 1 1
20 21 1 0
19 22 1 0
22 23 1 6
22 24 1 0
24 25 1 1
24 26 1 0
26 27 1 6
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
M END
> <ID>
PD019230
> <Name>
GENISTIN
0
0
1
2018
Chemical Constituents of Apios americana Tubers and Their Inhibitory Activities on Nitric Oxide Production in Lipopolysaccharide-Stimulated RAW 264.7 Macrophages.
Seo YH, Jeon JH et al. J Nat Prod
5
6
AdooQ Bioactive Compound Library
Cayman Chemical Bioactives
MedChem Express Bioactive Compound Library
MolPort
TargetMol Bioactive Compound Library
40
ChEMBL CHEMBL486625
PubChem 5281377
ZINC ZINC000004097913
ACToR 529-59-9
BindingDB 50025609
Brenda 4889 123774 34688 49081 17636 123776 24603 11129 30738 225554 229470 2750 3438 2501 229471 248525 248535
ChEBI 27514
ChemicalBook CB9769395
ChemSpider 4444736
COCONUT CNP0258154.1
CompTox DTXSID3022324
eMolecules 514317
FDA SRS 1POG3SCN5T
GSRS d3b441f5-6200-4...
IBM NIH F1574E49EAE7FE5...
KEGG C09126
LipidMaps LMPK12050166
MolPort MolPort-001-740-608
Nikkaji J40.719D
NMRShiftDB 60023801
PubChem TPS 56418630
SureChEMBL SCHEMBL62148
(calculated by RDKit )
Molecular Weight
432.11
Hydrogen Bond Acceptors
10
Hydrogen Bond Donors
6
Rotatable Bonds
4
Ring Count
4
Aromatic Ring Count
3
cLogP
0.05
TPSA
170.05
Fraction CSP3
0.29
Chiral centers
5.0
Largest ring
6.0
QED
0.33
0
No structural alerts detected
(extracted from source data)
Pathway
Apoptosis
Vitamin D Related/Nuclear Receptor
Target
Estrogen Receptor/ERR