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CHEBI:138233 - 9,13(R)-epoxylabd-14-ene

ChEBI IDCHEBI:138233
ChEBI Name9,13(R)-epoxylabd-14-ene
Stars
ASCII Name9,13(R)-epoxylabd-14-ene
DefinitionA tricyclic diterpenoid that is an intermediate in the biosynthesis of marrubiin by the medicinal plant Marrubium vulgare.
Last Modified3 December 2019
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC20H34O
Net Charge0
Average Mass290.491
Monoisotopic Mass290.26097
SMILES[H][C@@]12CC[C@@H](C)[C@]3(CC[C@](C)(C=C)O3)[C@@]1(C)CCCC2(C)C
InChIInChI=1S/C20H34O/c1-7-18(5)13-14-20(21-18)15(2)9-10-16-17(3,4)11-8-12-19(16,20)6/h7,15-16H,1,8-14H2,2-6H3/t15-,16+,18+,19+,20-/m1/s1
InChIKeyYFIVBYGSVFHTOP-XIHRTOKZSA-N
Species of MetaboliteComponentSourceComments
Marrubium vulgare (ncbitaxon:41230) - PubMed (24990389)
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)
9,13(R)-epoxylabd-14-ene (CHEBI:138233) has role plant metabolite (CHEBI:76924)
9,13(R)-epoxylabd-14-ene (CHEBI:138233) is a labdane diterpenoid (CHEBI:36770)
9,13(R)-epoxylabd-14-ene (CHEBI:138233) is a oxaspiro compound (CHEBI:37948)
9,13(R)-epoxylabd-14-ene (CHEBI:138233) is a tricyclic diterpenoid (CHEBI:79084)
IUPAC Name 
(1R,2R,4aS,5'R,8aS)-5'-ethenyl-2,5,5,5',8a-pentamethyloctahydro-2H-spiro[naphthalene-1,2'-oxolane]
UniProt Name  Source
(13R)-9,13-epoxylabd-14-eneUniProt
Manual XrefsDatabases
CPD-20437MetaCyc
Citations