Daidzein

HCID 178909714CAS 1219803-57-2
Substructure searchFind similar structures

Basic information

Standard SMILES
O=c1c(-c2ccc(O)cc2)coc2cc(O)ccc12
InChIKey
ZQSIJRDFPHDXIC-UHFFFAOYSA-N
Molecular formula
C15H10O4
Average molar mass
254.24 g/mol

Overview

Daidzein is a member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone substituted by an additional hydroxy group at position 4'. It has a role as an EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor, an antineoplastic agent, an EC 3.2.1.20 (alpha-glucosidase) inhibitor, a plant metabolite and a phytoestrogen. It is a conjugate acid of a daidzein(1-).

Names & identifiers

Preferred name
Daidzein
IUPAC
7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
English name
Daidzein-d4
Molecular formula
C15H10O4
Molecular weight
254.24

Names & synonyms

daidzein486-66-84',7-DihydroxyisoflavoneDaidzeol7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one7,4'-Dihydroxyisoflavone7-Hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one7-hydroxy-3-(4-hydroxyphenyl)chromen-4-oneDiadzein7-Hydroxy-3-(4-hydroxyphenyl)-4-benzopyroneDTXSID90223106287WC5J2L
Show more names
7-hydroxy-3-(4-hydroxyphenyl-2,3,5,6-d4)-4H-1-benzopyran-4-one
DTXCID102310CHEBI:28197RefChem:5729207-635-44H-1-Benzopyran-4-one, 7-hydroxy-3-(4-hydroxyphenyl)-Daidzein (Standard)MFCD000169544,7-Dihydroxyisoflavone

Database identifiers

CAS
1219803-57-2
ChEMBL
CHEMBL8145
ChEBI
CHEBI:28197
UNII
6287WC5J2L
EC Number
207-635-4
Nikkaji
J6.014C

Properties

Computed structural properties

XLogP
2.5
Topological polar surface area
66.8 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
1
Heavy atoms
19

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Isoflavonoids [PK1205]
LogP3.42
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point323 °C
Physical DescriptionSolid

Physicochemical properties

storage temp.
-20 °C · Store at -20°C
solubility
10 mg/ml,DMSO: · DMF: 10 mg/ml,DMSO: 30 mg/ml,Ethanol: 0.1 mg/ml
form
A solid
color
White to off-white
Symbol(GHS)
7 · GHS07
Signal word
Warning

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 3.7% (3 of 81) of reports.

Warning

H315 (95.1%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 81 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information4H-1-Benzopyran-4-one, 7-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 CategoriesSkin Irrit. 2 (95.1%)

Toxicology

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H315-H319
Precautionary statements
P264-P280-P302+P352-P321-P305+P351+P338-P332+P313-P362+P364-P337+P313

Chemistry & industry

Pharmacology

Metabolism/MetabolitesDaidzein has known human metabolites that include (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid and Dihydrodazein.
MeSH Pharmacological ClassificationCompounds derived from plants, primarily ISOFLAVONES that mimic or modulate endogenous estrogens, usually by binding to ESTROGEN RECEPTORS.
Cellular LocationsMembrane

Uses & manufacturing

Uses · 1 item

Isoflavones compounds are found in a number of plants, but soybeans and soy products like tofu and textured vegetable protein are the primary food source. Equol represents the main active product of daidzein metabolism, produced via specific microflora in the gut.

Applications

UsesDaidzein-d4 (4-hydroxyphenyl-2,3,5,6-d4) (CAS# 1219803-57-2) is a useful isotopically labeled research compound.

Suppliers9 total

盐城通铭生物科技有限公司15195160625 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
Aladdin Scientific[email protected]
上海稳同科技有限公司02151600108 13062666369 · [email protected]
成都思天德生物科技有限公司028-83243028 19136088901 · [email protected]

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