CAS 529-59-9 Genistin (HCID 5281377)

Overview

Genistein 7-O-beta-D-glucoside is a 7-hydroxyisoflavones 7-O-beta-D-glucoside. It has a role as an anti-inflammatory agent, an apoptosis inducer and a cardioprotective agent. It is functionally related to a genistein. It is a conjugate acid of a genistein 7-O-beta-D-glucoside(1-).

Names & identifiers

Preferred name: Genistin
IUPAC: 5-hydroxy-3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
English name: Genistin
Molecular formula: C21H20O10
Molecular weight: 432.38

Names & synonyms

Genistin529-59-9GenistosideGenistinegenistein 7-O-glucosideGenistein 7-glucosideGenistein 7-O-beta-D-glucoside1POG3SCN5TDTXSID3022324CHEBI:27514NSC-51125-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside

Show more names

GENISTEIN-7-O-GLUCOSIDEGENISTEIN-7-GLUCOSIDE7-O-BETA-D-GLUCOPYRANOSIDEgenistein 7-O-β-D-glucosideNSC 5112Genistin-RM

4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-5-hydroxy-3-(4-hydroxyphenyl)-5-hydroxy-3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one5-hydroxy-3-(4-hydroxyphenyl)-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-oneRefChem:639832DTXCID0023245-hydroxy-3-(4-hydroxyphenyl)-7-((2S,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one5-hydroxy-3-(4-hydroxyphenyl)-7-((2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one610-921-5

Database identifiers

CAS: 529-59-9
PubChem CID: 5281377
DTXSID: DTXSID3022324
ChEMBL: CHEMBL486625
ChEBI: CHEBI:27514
UNII: 1POG3SCN5T
EC Number: 610-921-5
Nikkaji: J40.719D

Properties

Computed structural properties

XLogP: 0.9
Topological polar surface area: 166 Å²
Hydrogen bond donors: 6
Hydrogen bond acceptors: 10
Rotatable bonds: 4
Heavy atoms: 31
Formal charge: 0
Complexity: 675

Experimental & physicochemical properties

LipidsPolyketides [PK] -> Flavonoids [PK12] -> Isoflavonoids [PK1205]

LogP0.97

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point: 254 °C · 254°C
alpha: 21 · D21 -28° (c = 0.6 in 0.02N NaOH); D26 -21.4° (pyridine)
Boiling point: 256 °C · 256 °C
Density: 1.642 · 1.642±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
solubility: 10 mg/mL · DMSO: 10 mg/mL
pka: 6.12 · 6.12±0.20(Predicted)
form: Solid
color: Off-white
biological source: Glycine max (soybean)
Merck: 13 · 13,4402
BRN: 64479 · 64479
Stability: 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 week.
Major Application: food and beverages
Cosmetics Ingredients Functions: ANTIOXIDANTSKIN CONDITIONING
InChIKey: ZCOLJUOHXJRHDI-CMWLGVBASA-N
SMILES: OC[C@H]1O[C@@H](Oc2cc(O)c3C(=O)C(=COc3c2)c4ccc(O)cc4)[C@H](O)[C@@H](O)[C@@H]1O
LogP: 0.79 · 0.790 (est)
FDA UNII: 1 POG3SCN5T · 1POG3SCN5T
UNSPSC Code: 85151701 · 85151701
NACRES: 77 · NA.77
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319
Precautionary statements: 261 · P261-P305+P351+P338
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
RTECS: 3093000 · DJ3093000
F: 10 · 10
HS Code: 29389090 · 29389090
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 100% (3 of 3) of all reports.

Not Classified

Aggregated GHS information provided per 3 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 1 item

4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranosyloxy)-5-hydroxy-3-(4-hydroxyphenyl)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesNot Classified

Safety data

F: 10
wgk: 3
rtecs: DJ3093000
hs_code: 29389090
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 22-24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 6 items

DescriptionGenistin is a natural isoflavone isolated from legumes, including soy and kudzu. It is a phytoestrogen, as it stimulates the growth of estrogen-dependent human breast cancer cells in vivo. Like other isoflavones, genistin promotes the proliferation of bone marrow stromal cells and osteoblasts and suppresses bone turnover. It also increases bone formation in collagen matrix in vivo.

UsesA derivative of Genistein. Inhibitor

UsesAn isoflavone glycoside which is an inactive analog of the PTK inhibitor Genistein.

UsesGenistin has been used for immune reactivity against influenza viruses in vitro and as an internal standard in isoflavones quantification.

UsesGlucoside of genistein that inhibits protein tyrosine kinase

General DescriptionGenistin belongs to the class of isoflavone glycosides generally extracted from soybeans.

Upstream & downstream products

Downstream products

Sophoricoside

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

合肥翰刚医药科技有限公司+8618062405514 · [email protected]

T&W GROUP021-61551611 13296011611 · [email protected]

Additional notes

DefinitionChEBI: Genistein 7-O-beta-D-glucoside is a 7-hydroxyisoflavones 7-O-beta-D-glucoside. It is functionally related to a genistein. It is a conjugate acid of a genistein 7-O-beta-D-glucoside(1-).