Eurycomanone [M+H]+
Basic information
- CAS
84633-29-4- Standard SMILES
C=C1C(O)C2(O)OCC34C(CC5C(C)=CC(=O)C(O)C5(C)C23)OC(=O)C(O)C14O- InChIKey
UCUWZJWAQQRCOR-UHFFFAOYSA-N- Molecular formula
- C20H24O9
- Average molar mass
- 408.4 g/mol
- Monoisotopic mass
- 408.14203234
Overview
See also: Eurycomanone (annotation moved to).
Names & identifiers
- Preferred name
- Eurycomanone [M+H]+
- IUPAC
- 4,5,7,8,17-pentahydroxy-14,18-dimethyl-6-methylidene-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-9,16-dione
- English name
- Eurycomanone
- Molecular formula
- C20H24O9
- Molecular weight
- 408.4
Names & synonyms
NSC339187Eurycomanone [M+H]+SCHEMBL28378717QUASSINOID FR EURYCOMA LONGIFOLIA(1R,2R,3AR,3a1R,4R,6aR,7aS,11S,11aS,11bR)-1,2,3a,4,11-pentahydroxy-8,11a-dimethyl-3-methylene-2,3,3a,4,7,7a,11,11a-octahydro-1H-1,3a1-(epoxymethano)dibenzo[de,g]chromene-5,10(6aH,11bH)-dioneEURYCOMANONE;11,2o-epoxy-1,11,12,14,15-pentahydroxy-13(21)-diene-(1-picrasa-16-dione;11-beta,12-alpha,15-beta)-betdihydrate;pasakbumin-a;11|?,20-Epoxy-1|?,11,12| cent,14,15|?-pentahydroxypicrasa-3,13(21)-diene-2,16-dione;NSC 339187Eurycoma longifoliaNSC 339187eurysanoneEURYCOMANONEpasakbumin-atonkat ali extract
Show more names
Eurycomanone (~90%)Broad tassel ketoneEurycomalongifoliaJackEurycomanone - Bio-X ?
Properties
Computed structural properties
- XLogP
- -2.8
- Topological polar surface area
- 154 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 0
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 896
Physicochemical properties
- Melting point
- 273 · 273-285℃ (methanol ethyl ether )
- Boiling point
- 669.5 · 669.5±55.0 °C(Predicted)
- Density
- 1.63 · 1.63±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
- form
- Solid
- pka
- 11.29 · 11.29±0.70(Predicted)
- color
- Off-White to Pale Beige
- biological source
- plant
- InChIKey
- RRXCMOJNEHOTBC-OHYAWSEYNA-N
- SMILES
- [C@]123CO[C@@]4(O)[C@H](O)C(=C)[C@]1(O)[C@@H](O)C(=O)O[C@]2([H])C[C@@]1([H])C(C)=CC(=O)[C@@H](O)[C@]1(C)[C@]34[H].O.O |&1:0,3,5,9,11,16,19,26,28,30,r|
- FDA UNII
- 7 F43HL2HB · X7F43HL2HB
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312-P501
Chemistry & industry
Applications
UsesEurycomanone is known as a cytotoxic compound found in Eurycoma Longifolia Jack. Previous studies had noted its cytotoxic effects against various cancer cell lines. More recent research demonstrated the ability of Eurycomanone to suppress the expression of lung cancer cell tumor markers, prohibitin, annexin 1 and endoplasmic reticulum protein 28. Eurycomanone was shown to also exerts the ability to induce apoptosis through the up-regulation of p53 in human cervical carcinoma cells.
Additional notes
DefinitionChEBI: A quassinoid isolated from Eurycoma longifolia and has been shown to exhibit antineoplastic and antimalarial activties.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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