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Daidzin

CAT: 0804-HY-N0018-04Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0018-04Size:50 mg
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Description
Daidzin is an isoflavone with antioxidant, anticancer, and antiatherosclerotic activities. Daidzin is a potent and selective inhibitor of mitochondrial ALDH-2. Daidzin reduces ethanol consumption[1].
CAS Number
552-66-9
Product Name Alternative
Daidzoside; NPI-031D; Daidzein 7-O-glucoside
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Aldehyde Dehydrogenase (ALDH) ; Mitochondrial Metabolism; Reverse Transcriptase
Type
Natural Products
Related Pathways
Anti-infection; Metabolic Enzyme/Protease
Field of Research
Others; Cardiovascular Disease; Cancer
Assay Protocol
https://www.medchemexpress.com/Daidzin.html
Purity
99.77
Solubility
DMSO : ≥ 200 mg/mL
Smiles
OC1=CC=C(C2=COC(C=C(O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)C=C4)=C4C2=O)C=C1
Molecular Formula
C21H20O9
Molecular Weight
416.38
Precautions
H302, H315, H319, H335
References & Citations
[1]Xie CI, et al. Daidzin, an antioxidant isoflavonoid, decreases blood alcohol levels and shortens sleep time induced by ethanol intoxication. Alcohol Clin Exp Res. 1994 Dec;18 (6) :1443-7.|[2]Keung WM, et al. Kudzu root: an ancient Chinese source of modern antidipsotropic agents. Phytochemistry. 1998 Feb;47 (4) :499-506.|[3]Keung WM, et al. Daidzin inhibits mitochondrial aldehyde dehydrogenase and suppresses ethanol intake of Syrian golden hamsters. Proc Natl Acad Sci U S A. 1997 Mar 4;94 (5) :1675-9.|[4]Keung WM, Vallee BL. Daidzin and its antidipsotropic analogs inhibit serotonin and dopamine metabolism in isolated mitochondria. Proc Natl Acad Sci U S A. 1998 Mar 3;95 (5) :2198-203.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
Phase 1

Chemical Information

Daidzin

Daidzein 7-O-beta-D-glucoside is a glycosyloxyisoflavone that is daidzein attached to a beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage. It is used in the treatment of alcohol dependency (antidipsotropic). It has a role as a plant metabolite. It is a 7-hydroxyisoflavones 7-O-beta-D-glucoside, a hydroxyisoflavone and a monosaccharide derivative. It is functionally related to a daidzein.

CAS Number552-66-9
PubChem CID107971
IUPAC Name3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Molecular FormulaC21H20O9
Molecular Weight416.4
XLogP0.7
Topological Polar Surface Area146
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count4
Heavy Atom Count30
Formal Charge0
Complexity644
SMILES
C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
InChI
InChI=1S/C21H20O9/c22-8-16-18(25)19(26)20(27)21(30-16)29-12-5-6-13-15(7-12)28-9-14(17(13)24)10-1-3-11(23)4-2-10/h1-7,9,16,18-23,25-27H,8H2/t16-,18-,19+,20-,21-/m1/s1
InChIKey
KYQZWONCHDNPDP-QNDFHXLGSA-N
Chemical Structure
2D Structure
2D structure of Daidzin
CAS: 552-66-9
CID: 107971
Formula: C21H20O9
MW: 416.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight416.4
XLogP30.7
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count4
Exact Mass416.11073221
Monoisotopic Mass416.11073221
Topological Polar Surface Area146 Ų
Heavy Atom Count30
Formal Charge0
Complexity644
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
TB0007Daidzin

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