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529-59-9 molecular structure
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5-hydroxy-3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

ChemBase ID: 127543
Molecular Formular: C21H20O10
Molecular Mass: 432.3775
Monoisotopic Mass: 432.10564684
SMILES and InChIs

SMILES:
O=c1c2c(O)cc(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)CO)cc2occ1c1ccc(O)cc1
Canonical SMILES:
OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)occ(c3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
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

Cite this record

CBID:127543 http://www.chembase.cn/molecule-127543.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
5-hydroxy-3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
IUPAC Traditional name
genistin
Synonyms
4′,5,7-Trihydroxyisoflavone 7-glucoside
Genistein-7-O-β-D-glucopyranoside
Genistin
Genistoside
Genistine
Genistein 7-glucoside
Genistein glucoside
Genistein-7-glucoside
Genisteol 7-monoglucoside
Glucosyl-7-genistein
Genistein 7-O-beta-D-glucoside
Genistin
CAS Number
529-59-9
MDL Number
MFCD00016883
Beilstein Number
64479
PubChem SID
24872284
162221862
24895028
PubChem CID
5281377
CHEBI ID
27514
CHEMBL
486625
Chemspider ID
4444736
Wikipedia Title
Genistin

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 7.272996  H Acceptors 10 
H Donor LogD (pH = 5.5) 0.8015978 
LogD (pH = 7.4) 0.437751  Log P 0.8088043 
Molar Refractivity 103.8273 cm3 Polarizability 40.83827 Å3
Polar Surface Area 166.14 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO: soluble10 mg/mL expand Show data source
Apperance
Powder expand Show data source
RTECS
DJ3093000 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Safety Statements
R expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
2-8°C expand Show data source
Purity
≥95% (HPLC) expand Show data source
≥97.5% (TLC) expand Show data source
≥98.0% (HPLC) expand Show data source
Grade
analytical standard expand Show data source
Biological Source
from Glycine max (soybean) expand Show data source
Shelf Life
(limited shelf life, expiry date on the label) expand Show data source
Empirical Formula (Hill Notation)
C21H20O10 expand Show data source

DETAILS

DETAILS

Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
Sigma Aldrich - G0897 external link
Biochem/physiol Actions
Inactive analog of genistein; useful as a negative control for genistein and other tyrosine kinase inhibitors.
Selective inhibitor of mammalian terminal deoxynucleotidyl transferase (TdT), with no measurable effect on mammalian or microbial DNA polymerases.
Sigma Aldrich - 48756 external link
Biochem/physiol Actions
Selective inhibitor of mammalian terminal deoxynucleotidyl transferase (TdT), with no measurable effect on mammalian or microbial DNA polymerases.1
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 48756.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Sigma Aldrich - 73822 external link
Biochem/physiol Actions
Selective inhibitor of mammalian terminal deoxynucleotidyl transferase (TdT), with no measurable effect on mammalian or microbial DNA polymerases.1

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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