CHEBI:142915 - cycloeucalenone

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ChEBI Name cycloeucalenone
ChEBI ID CHEBI:142915
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anne Morgat
Supplier Information
Download Molfile XML SDF
Formula C30H48O
Net Charge 0
Average Mass 424.713
Monoisotopic Mass 424.37052
InChI InChI=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
InChIKey NFRXSIOHGADFRG-MEMZBLDGSA-N
SMILES [C@]123CCC(=O)[C@@H](C)[C@]1([H])CC[C@]4([H])[C@@]2(C3)CC[C@@]5([C@](CC[C@@]45C)([C@@H](CCC(C(C)C)=C)C)[H])C
Metabolite of Species Details
Quercus var.abilis (NCBI:txid103481) Isolated from stem and leaf. See: PubMed
Ammocharis coranica (NCBI:txid180132) Found in bulb (BTO:0000159). See: PubMed
Tinospora crispa (NCBI:txid285591) Found in stem (BTO:0001300). See: PubMed
Solanum cernuum (NCBI:txid397274) Found in leaf (BTO:0000713). See: PubMed
Eucommia ulmoides (NCBI:txid4392) Found in bark (BTO:0001301). See: PubMed
Musa x paradisiaca (NCBI:txid89151) Isolated from fruit peel. See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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
Synonyms Sources
(4α,5α,9β)-4,14-dimethyl-9,19-cycloergost-24(28)-en-3-one ChEBI
cycloeucalenone UniProt
Manual Xrefs Databases
CPD-12868 MetaCyc
FDB002378 FooDB
HMDB0030507 HMDB
View more database links
Registry Number Type Source
1255-12-5 CAS Registry Number FooDB
Citations Waiting for Citations Types Sources
10846753 PubMed citation Europe PMC
12413712 PubMed citation Europe PMC
16835224 PubMed citation SUBMITTER
18810993 PubMed citation Europe PMC
24916706 PubMed citation Europe PMC
26767291 PubMed citation Europe PMC
Last Modified
28 March 2019