Introduction：Basic information about CAS 480-23-9|Orobol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Orobol |
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| CAS Number | 480-23-9 | Molecular Weight | 286.236 |
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| Density | 1.7±0.1 g/cm3 | Boiling Point | 616.1±55.0 °C at 760 mmHg |
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| Molecular Formula | C15H10O6 | Melting Point | / |
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| MSDS | / | Flash Point | 239.5±25.0 °C |
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Names
| Name | orobol |
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| Synonym | More Synonyms |
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Orobol BiologicalActivity
| Description | Orobol is one of the major soy isoflavones and has various pharmacological activities, including anti-skin-aging and anti-obesity effects. Orobol inhibits CK1ε, VEGFR2, MAP4K5, MNK1, MUSK, TOPK, and TNIK (IC50=1.24-4.45 μM). Orobol also inhibits PI3K isoforms (IC50=3.46-5.27 μM for PI3K α/β/γ/K/δ)[1][2]. |
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| Related Catalog | Signaling Pathways >>PI3K/Akt/mTOR >>PI3KResearch Areas >>Metabolic DiseaseSignaling Pathways >>Cell Cycle/DNA Damage >>Casein KinaseSignaling Pathways >>Stem Cell/Wnt >>Casein Kinase |
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| In Vitro | Orobol binds to CK1ε in an ATP-competitive manner and exerts anti-obesity effects by targeting casein kinase 1 epsilon[2]. Orobol (5-20 μM) effectively suppresses MDI (isobutylmethylxanthine, dexamethasone and insulin (MDI))-induced phosphorylation of 4E-BP1[2]. |
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| In Vivo | Orobol attenuates high fat diet-induced weight gain and lipid accumulation without affecting food intake in C57BL/6J mice[2]. Animal Model: HFD-induced obesity in C57BL/6J mice[2] Dosage: 10 mg/kg Administration: Intragastrically; daily for 23 weeks Result: Significantly reduced body weight by 17.3% compared to the HFD group. |
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| References | [1]. Kim MH, et al. Lipid Nanoparticles for Enhancing the Physicochemical Stability and Topical Skin Delivery of Orobol. Pharmaceutics. 2020;12(9):845. Published 2020 Sep 3. |
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Chemical & Physical Properties
| Density | 1.7±0.1 g/cm3 |
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| Boiling Point | 616.1±55.0 °C at 760 mmHg |
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| Molecular Formula | C15H10O6 |
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| Molecular Weight | 286.236 |
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| Flash Point | 239.5±25.0 °C |
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| Exact Mass | 286.047729 |
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| PSA | 111.13000 |
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| LogP | 2.76 |
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| Vapour Pressure | 0.0±1.8 mmHg at 25°C |
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| Index of Refraction | 1.768 |
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| InChIKey | IOYHCQBYQJQBSK-UHFFFAOYSA-N |
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| SMILES | O=c1c(-c2ccc(O)c(O)c2)coc2cc(O)cc(O)c12 |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- DJ2982400
- CHEMICAL NAME :
- 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(3,4-dihydroxyphenyl)-
- CAS REGISTRY NUMBER :
- 480-23-9
- BEILSTEIN REFERENCE NO. :
- 0292790
- LAST UPDATED :
- 199612
- DATA ITEMS CITED :
- 1
- MOLECULAR FORMULA :
- C15-H10-O6
- MOLECULAR WEIGHT :
- 286.25
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LD - Lethal dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- >250 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 28,947,1975
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Safety Information
Synonyms
| 3-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one |
| 4H-1-Benzopyran-4-one, 3-(3,4-dihydroxyphenyl)-5,7-dihydroxy- |
| 5,7,3',4'-Tetrahydroxyisoflavone |
| 3'-hydroxygenistein |
| Orobol |
| Norsantal |
| 3',4',5,7-tetrahydroxyisoflavone |
| Santol |
| 3-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one |
| Isoluteolin |
