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CHEBI:142915 - cycloeucalenone

ChEBI IDCHEBI:142915
ChEBI Namecycloeucalenone
Stars
DefinitionA pentacyclic triterpenoid that is 4α,14-dimethyl-9β,19-cyclo-5α-ergost-24(28)-ene which is substituted by an oxo group at position 3. It has been isolated from several plant species including Quercus variabilis, Ammocharis coranica, Solanum cernuum and Tinospora crispa.
Last Modified28 March 2019
SubmitterAnne Morgat
DownloadsMolfile
FormulaC30H48O
Net Charge0
Average Mass424.713
Monoisotopic Mass424.37052
SMILES[H][C@@]12CC[C@@]3([H])[C@H](C)C(=O)CC[C@@]34C[C@@]14CC[C@@]1(C)[C@@]2(C)CC[C@]1([H])[C@H](C)CCC(=C)C(C)C
InChIInChI=1S/C30H48O/c1-19(2)20(3)8-9-21(4)23-12-14-28(7)26-11-10-24-22(5)25(31)13-15-29(24)18-30(26,29)17-16-27(23,28)6/h19,21-24,26H,3,8-18H2,1-2,4-7H3/t21-,22+,23-,24+,26+,27-,28+,29-,30+/m1/s1
InChIKeyNFRXSIOHGADFRG-MEMZBLDGSA-N
Species of MetaboliteComponentSourceComments
Tinospora crispa (ncbitaxon:285591) stem (BTO:0001300) PubMed (12413712)
Ammocharis coranica (ncbitaxon:180132) bulb (BTO:0000159) PubMed (10846753)
Eucommia ulmoides (ncbitaxon:4392) bark (BTO:0001301) PubMed (26767291)
Quercus variabilis (ncbitaxon:103481) - PubMed (23869388) Isolated from stem and leaf.
Musa x paradisiaca (ncbitaxon:89151) - PubMed (24916706) Isolated from fruit peel.
Solanum cernuum (ncbitaxon:397274) leaf (BTO:0000713) PubMed (18810993)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
cycloeucalenone (CHEBI:142915) has parent hydride 5α-ergostane (CHEBI:20652)
cycloeucalenone (CHEBI:142915) has role plant metabolite (CHEBI:76924)
cycloeucalenone (CHEBI:142915) is a 3-oxo-5α-steroid (CHEBI:13601)
cycloeucalenone (CHEBI:142915) is a cyclic terpene ketone (CHEBI:36130)
cycloeucalenone (CHEBI:142915) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name 
4α,14-dimethyl-9β,19-cyclo-5α-ergost-24(28)-en-3-one
Synonym  Source
(4α,5α,9β)-4,14-dimethyl-9,19-cycloergost-24(28)-en-3-oneChEBI
UniProt Name  Source
cycloeucalenoneUniProt
Manual XrefsDatabases
CPD-12868MetaCyc
FDB002378FooDB
HMDB0030507HMDB
Registry NumbersSources
CAS:1255-12-5FooDB
Citations