General
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
GENISTIN
RO5
MW
432.11
HBA
10
HBD
6
RB
4
LOGP
0.05
12
5
0
0
Structure formats
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
Protein targets
0
Target pathways
0
References
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
Compound Sets
5
AdooQ Bioactive Compound Library
Cayman Chemical Bioactives
DrugMAP
MedChem Express Bioactive Compound Library
TargetMol Bioactive Compound Library
Available from
6
AdooQ Bioactive Compound Library
Cayman Chemical Bioactives
MedChem Express Bioactive Compound Library
TargetMol Bioactive Compound Library
Properties
(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
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
Pathway
Apoptosis
Vitamin D Related/Nuclear Receptor
Target
Estrogen Receptor/ERR
Source data