4',7-Isoflavandiol
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. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | Equol |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | (-)-(S)-Equol is a high affinity ligand for estrogen receptor β with a Ki of 0.73 nM. |
|---|---|
| Related Catalog | |
| 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 |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| 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 |
This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| WGK Germany | 3 |
|---|---|
| HS Code | 2932999099 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 7 | |
|---|---|
| DownStream 2 | |
CAS#:10499-17-9
CAS#:486-66-8
CAS#:3682-01-7
CAS#:1118431-82-5
CAS#:485-72-3
CAS#:17238-05-0
CAS#:40167-10-0
CAS#:3722-56-3This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| 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% |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| (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 |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the boiling point of Equol? |
| A: Boiling point of Equol is 441.7±45.0 °C at 760 mmHg. |
| Q: What are the storage conditions for Equol? |
| A: Storage conditions for Equol: -20°C Freezer. |
| Q: What are the upstream materials of Equol? |
| A: Related upstream materials(CAS) of Equol: 10499-17-9;486-66-8;3682-01-7;1118431-82-5;485-72-3;17238-05-0;40167-10-0. |
| Q: What is the SMILES notation of Equol? |
| A: SMILES notation of Equol is Oc1ccc(C2COc3cc(O)ccc3C2)cc1. |
| Q: What are the downstream products of Equol? |
| A: Related downstream products(CAS) of Equol: 3722-56-3;486-66-8. |
| Q: What is the InChIKey of Equol? |
| A: InChIKey of Equol is ADFCQWZHKCXPAJ-GFCCVEGCSA-N. |
| Q: What is the melting point of Equol? |
| A: Melting point of Equol is 189-190ºC. |
| Q: What is the English name of Equol? |
| A: The English name of Equol is Equol. |
| Q: What are the uses of Equol? |
| A: Main uses of Equol: (-)-(S)-Equol is a high affinity ligand for estrogen receptor β with a Ki of 0.73 nM. |
| Q: What is the molecular weight of Equol? |
| A: Molecular weight of Equol is 242.270. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Dayang Chem (Hangzhou) Co., Ltd. |