CHEBI:82800 - (R)-cembrene A

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ChEBI Name (R)-cembrene A
ChEBI ID CHEBI:82800
ChEBI ASCII Name (R)-cembrene A
Definition A fourteen-membered macrocyclic diterpene consisting of 1,5,9-trimethyl-12-(prop-1-en-2-yl)cyclotetradecane having three endocyclic double bonds located at positions 1, 5 and 9.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
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Formula C20H32
Net Charge 0
Average Mass 272.46810
Monoisotopic Mass 272.25040
InChI InChI=1S/C20H32/c1-16(2)20-14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12,20H,1,6-7,9-10,13-15H2,2-5H3/b17-8+,18-12+,19-11+/t20-/m0/s1
InChIKey VWSPQDDPRITBAM-KPGNMOGWSA-N
SMILES CC(=C)[C@@H]1CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\C1
Metabolite of Species Details
Alligator sinensis (NCBI:txid38654) See: PubMed
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
coral metabolite
Any animal metabolite produced during a metabolic reaction in corals (marine invertebrates).
animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
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ChEBI Ontology
Outgoing (R)-cembrene A (CHEBI:82800) has parent hydride cembrane (CHEBI:60689)
(R)-cembrene A (CHEBI:82800) has role animal metabolite (CHEBI:75767)
(R)-cembrene A (CHEBI:82800) has role bacterial metabolite (CHEBI:76969)
(R)-cembrene A (CHEBI:82800) has role coral metabolite (CHEBI:76498)
(R)-cembrene A (CHEBI:82800) is a cycloalkatriene (CHEBI:36402)
(R)-cembrene A (CHEBI:82800) is a diterpene (CHEBI:35190)
(R)-cembrene A (CHEBI:82800) is a macrocycle (CHEBI:51026)
IUPAC Name
(1E,5E,9E,12R)-1,5,9-trimethyl-12-(prop-1-en-2-yl)cyclotetradeca-1,5,9-triene
Synonyms Sources
(-)-Cembrene A ChemIDplus
(R)-(-)-Cembrene A ChemIDplus
(R)-cembrene A UniProt
1,5,9-Trimethyl-12-(1-methylethenyl)-1,5,9-cyclotetradecatriene ChemIDplus
Cembrene A KEGG COMPOUND
Neocembrene KEGG COMPOUND
Manual Xrefs Databases
C00003458 KNApSAcK
C09140 KEGG COMPOUND
Cembrene_A Wikipedia
CPD-16930 MetaCyc
LMPR0104190001 LIPID MAPS
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Registry Numbers Types Sources
2215256 Reaxys Registry Number Reaxys
31570-39-5 CAS Registry Number NIST Chemistry WebBook
31570-39-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10579864 PubMed citation Europe PMC
12542341 PubMed citation Europe PMC
23386483 PubMed citation SUBMITTER
9287418 PubMed citation Europe PMC
Last Modified
04 November 2014
General Comment
2014-11-04 An erratum has been published for citation MED:23386483 in which the structure is depicted with incorrect stereochemistry. For details see: http://onlinelibrary.wiley.com/doi/10.1002/cbic.201402114/pdf.