4',7-Isoflavandiol

Modify Date: 2025-08-21 19:22:10

4',7-Isoflavandiol structure	Common Name	4',7-Isoflavandiol
	CAS Number	531-95-3	Molecular Weight	242.270
	Density	1.3±0.1 g/cm3	Boiling Point	441.7±45.0 °C at 760 mmHg
	Molecular Formula	C₁₅H₁₄O₃	Melting Point	189-190ºC
	MSDS	N/A	Flash Point	220.9±28.7 °C

Use of 4',7-Isoflavandiol

(-)-(S)-Equol is a high affinity ligand for estrogen receptor β with a Ki of 0.73 nM.

Name	Equol
Synonym	More Synonyms

Description	(-)-(S)-Equol is a high affinity ligand for estrogen receptor β with a Ki of 0.73 nM.
Related Catalog	Signaling Pathways >> Others >> Estrogen Receptor/ERR Research Areas >> Cancer Research Areas >> Metabolic Disease Research Areas >> Neurological Disease Natural Products >> Phenols
Target	Human Endogenous Metabolite
In Vitro	(-)-(S)-Equol shows the greatest affinity for ERβ (Ki=0.73±0.2 nM), whereas its affinity for ERα (Ki=6.41±1 nM) is relatively poor[1]. (-)-(S)-Equol inhibits the growth of LnCaP, DU145 and PC3 human prostate cancer cell lines. (-)-(S)-Equol causes cell cycle arrest in the G2/M phase in PC3 cells by down regulating cyclin B1 and CDK1 and upregulating CDK inhibitors (p21 and p27), as well as inducing apoptosis by upregulating Fas ligand (FasL) and the expression of pro-apoptotic Bim. (-)-(S)-Equol increases the expression of FOXO3a, decreases the expression of p-FOXO3a and enhances the nuclear stability of FOXO3a. (-)-(S)-Equol also decreases the expression of MDM2, which serves as an E3 ubiquitin ligase forp-FOXO3a, thus preventing p-FOXO3a degradation by the proteasome[2]. (-)-(S)-Equol enantioselectively increases the survival of INS-1 cells presumably through activating PKA signaling. (-)-(S)-Equol might have applications as an anti-type 2 diabetic agent. In INS-1 pancreatic β-cells, (-)-(S)-Equol induces phosphorylation of cAMP-response element-binding protein at Ser 133, and induced cAMP-response element-mediated transcription[3].
In Vivo	(-)-(S)-Equol inhibits the tumor growth by 43.2% and 28.4% compared to the control on day 33, suggesting that the compound is not overtly toxic[2].
Cell Assay	PC3 cells are seeded in 96-well culture plates (about 5×103 cells/ well) and cultured overnight at 37°C. Next, the cells are incubated with medium containing the indicated concentrations of (-)-(S)-Equol and/or DMSO for 72hr at 37°C. The cell viability is determined by the MTT assay[2].
Animal Admin	Mice: Mice are randomly divided into three groups of six mice each, and are treated by intragastric administration. The experimental groups are treated with 10 mg/kg or 20 mg/kg bodyweight of (-)-(S)-Equol (mice are treated everyday for 33 days). The control group is treated with an identical volume of 0.01ml sesame seed oil and 0.09 mL normal saline. The tumor size is examined every three days[2].
References	[1]. Setchell KD, et al. S-equol, a potent ligand for estrogen receptor beta, is the exclusive enantiomeric form of the soy isoflavone metabolite produced by human intestinal bacterial flora. Am J Clin Nutr. 2005 May;81(5):1072-9. [2]. Lu Z, et al. S-equol, a Secondary Metabolite of Natural Anticancer Isoflavone Daidzein, Inhibits Prostate Cancer Growth In Vitro and In Vivo, Though Activating the Akt/FOXO3a Pathway. Curr Cancer Drug Targets. 2016;16(5):455-65. [3]. Horiuchi H, et al. S-equol nantioselectively activates cAMP-protein kinase A signaling and reduces alloxan-induced cell death in INS-1 pancreatic β-cells. J Nutr Sci Vitaminol (Tokyo). 2014;60(4):291-6.

Density	1.3±0.1 g/cm3
Boiling Point	441.7±45.0 °C at 760 mmHg
Melting Point	189-190ºC
Molecular Formula	C₁₅H₁₄O₃
Molecular Weight	242.270
Flash Point	220.9±28.7 °C
Exact Mass	242.094299
PSA	49.69000
LogP	2.98
Vapour Pressure	0.0±1.1 mmHg at 25°C
Index of Refraction	1.645
InChIKey	ADFCQWZHKCXPAJ-GFCCVEGCSA-N
SMILES	Oc1ccc(C2COc3cc(O)ccc3C2)cc1
Storage condition	-20°C Freezer

WGK Germany	3
HS Code	2932999099

Precursor 7
CAS#:10499-17-9 3-(4-methoxyphe... CAS#:486-66-8 Daidzein CAS#:3682-01-7 Daidzein Diacetate CAS#:1118431-82-5 (+/-)-7-O-methy...
CAS#:485-72-3 Formononetin CAS#:17238-05-0 Dihydrodaidzein CAS#:40167-10-0 2-(4-phenylmeth...
DownStream 2
CAS#:3722-56-3 (3S)-3,4-Dihydr... CAS#:486-66-8 Daidzein

HS Code	2932999099
Summary	2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Name: Primary qHTS assay for small molecule inhibitors of Inositol hexaphosphate kinase 1 (...
Source: NCGC
External Id: IP6K1-p1

Name: Displacement of [3H]diazepam from benzodiazepine receptor in rat cerebral cortex memb...
Source: ChEMBL
Target: N/A
External Id: CHEMBL1012453

Name: Drug recovery in Rattus norvegicus (rat) plasma at 50 ng/ml by LLE method
Source: ChEMBL
Target: Plasma
External Id: CHEMBL3063085

Name: Stability of the compound in Rattus norvegicus (rat) plasma at 7.8 ng/ml after three ...
Source: ChEMBL
Target: Plasma
External Id: CHEMBL3063086

Name: SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response f...
Source: ChEMBL
Target: Replicase polyprotein 1ab
External Id: CHEMBL4495582

Name: Stability of the compound in Rattus norvegicus (rat) plasma at 62.5 ng/ml after three...
Source: ChEMBL
Target: Plasma
External Id: CHEMBL3063087

Name: Stability of the compound in Rattus norvegicus (rat) plasma at 1000 ng/ml after three...
Source: ChEMBL
Target: Plasma
External Id: CHEMBL3063088

Name: Stability of the compound in Rattus norvegicus (rat) plasma at 7.8 ng/ml after 2 mont...
Source: ChEMBL
Target: Plasma
External Id: CHEMBL3063089

Name: Enzymatic assay of human HDAC6 with commercial peptide substrate
Source: ChEMBL
Target: Histone deacetylase 6
External Id: CHEMBL4808149

Name: Enzymatic assay of human HDAC6 with custom peptide substrate
Source: ChEMBL
Target: Histone deacetylase 6
External Id: CHEMBL4808150

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(3S)-3-(4-Hydroxyphenyl)chroman-7-ol

(3S)-3-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-ol

Equol

(3S)-3-(4-Hydroxyphenyl)-7-chromanol

(S)-Equol

EINECS 208-522-2

(-)-Equol

4',7-DIHYDROXYISOFLAVAN

(S)-3-(4-Hydroxyphenyl)chroman-7-ol

R,S-EQUOL

MFCD00200962

7,4'-ISOFLAVANDIOL

4',7-ISOFLAVANDIOL

(-)-(S)-Equol

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Dayang Chem (Hangzhou) Co., Ltd.
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Purity: 97.0%
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Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: 4',7-Isoflavandiol
Price: ￥7258.0/1g ￥398.0/20mg
Purity: 98.0%
Delivery: 2 Day
Contact: Liu jia
Email: 2130147988@qq.com

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4',7-Isoflavandiol

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4',7-Isoflavandiol Biological Activity

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Precursor & DownStream

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4',7-IsoflavandiolBioassay

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