CAS 84633-29-4|Eurycomanone

Introduction:Basic information about CAS 84633-29-4|Eurycomanone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameEurycomanone
CAS Number84633-29-4Molecular Weight408.40
Density/Boiling Point/
Molecular FormulaC20H24O9Melting Point273-285℃ (methanol ethyl ether )
MSDS/Flash Point/

Names

Nameeurycomanone
SynonymMore Synonyms

Eurycomanone BiologicalActivity

DescriptionEurycomanone could increases spermatogenesis by inhibiting the activity of phosphodiesterase and aromatase in steroidogenesis.
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>EndocrinologyNatural Products >>Others
In VitroEurycomanone (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].
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.

Chemical & Physical Properties

Melting Point273-285℃ (methanol ethyl ether )
Molecular FormulaC20H24O9
Molecular Weight408.40
PSA172.21000
InChIKeyUCUWZJWAQQRCOR-OKNZMGBLSA-N
SMILESC=C1C(O)C2(O)OCC34C(CC5C(C)=CC(=O)C(O)C5(C)C23)OC(=O)C(O)C14O
Storage condition2-8℃

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 DATA

ACUTE 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

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)
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