Introduction:Basic information about CAS 84633-29-4|Eurycomanone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Eurycomanone |
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| CAS Number | 84633-29-4 | Molecular Weight | 408.40 |
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| Density | / | Boiling Point | / |
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| Molecular Formula | C20H24O9 | Melting Point | 273-285℃ (methanol ethyl ether ) |
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| MSDS | / | Flash Point | / |
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Names
| Name | eurycomanone |
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| Synonym | More Synonyms |
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Eurycomanone BiologicalActivity
| Description | Eurycomanone could increases spermatogenesis by inhibiting the activity of phosphodiesterase and aromatase in steroidogenesis. |
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| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>EndocrinologyNatural Products >>Others |
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| In Vitro | Eurycomanone (EN) significantly increased testosterone production dose-dependently at 0.1, 1.0 and 10.0 μM, but the two lower doses when combined with 3-isobutyl-1-methylxanthine (IBMX), the phosphodiesterase inhibitor were not significantly higher than EN or IBMX alone, except at a higher concentration. The molecular docking studies indicated EN and IBMX were binding at different sites of the enzyme. EN has no reversal of inhibition by aminoglutethimide, ketoconazole or nifedipine at the respective steroid oogenesis enzyme. The quassinoid was also non-responsive to the inhibition of oestrogen receptor by tamoxifen, but displayed improved for mestane inhibition of aromatase in reducing oestrogen production. The molecular docking studies further supported that EN and formestane bound to aromatase with similar orientations and free energy binding values[1]. |
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| References | [1]. Low BS, et al. Eurycomanone, the major quassinoid in Eurycoma longifolia root extract increases spermatogenesis by inhibiting the activity of phosphodiesterase and aromatase in steroidogenesis. J Ethnopharmacol. 2013 Aug 26;149(1):201-7. |
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Chemical & Physical Properties
| Melting Point | 273-285℃ (methanol ethyl ether ) |
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| Molecular Formula | C20H24O9 |
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| Molecular Weight | 408.40 |
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| PSA | 172.21000 |
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| InChIKey | UCUWZJWAQQRCOR-OKNZMGBLSA-N |
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| SMILES | C=C1C(O)C2(O)OCC34C(CC5C(C)=CC(=O)C(O)C5(C)C23)OC(=O)C(O)C14O |
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| Storage condition | 2-8℃ |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- TJ7862500
- CHEMICAL NAME :
- Picrasa-3,13(21)-diene-2,16-dione, 11,2O-epoxy-1,11,12,14,15-pentahydroxy-, (1-beta,11- beta,12-alpha,15-beta)-, dihydrate
- CAS REGISTRY NUMBER :
- 84633-29-4
- LAST UPDATED :
- 199303
- DATA ITEMS CITED :
- 1
- MOLECULAR FORMULA :
- C20-H24-O9.2H2-O
- MOLECULAR WEIGHT :
- 444.48
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 18900 ug/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- EJMCA5 European Journal of Medicinal Chemistry--Chimie Therapeutique. (Editions Scientifiques Elsevier, 29 rue Buffon, F-75005, Paris, France) V.9- 1974- Volume(issue)/page/year: 26,345,1991
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Synonyms
| (1β,11α,12α,15β)-1,11,12,14,15-Pentahydroxy-11,20-epoxypicrasa-3,13(21)-diene-2,16-dione dihydrate |
| pasakbumin-a |
| EURYCOMANONE |
| Picrasa-3,13(21)-diene-2,16-dione, 11,20-epoxy-1,11,12,14,15-pentahydroxy-, (1β,11α,12α,15β)-, hydrate (1:2) |