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

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ChEBI Name 9,13(R)-epoxylabd-14-ene
ChEBI ID CHEBI:138233
ChEBI ASCII Name 9,13(R)-epoxylabd-14-ene
Definition A tricyclic diterpenoid that is an intermediate in the biosynthesis of marrubiin by the medicinal plant Marrubium vulgare.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C20H34O
Net Charge 0
Average Mass 290.491
Monoisotopic Mass 290.26097
InChI InChI=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
InChIKey YFIVBYGSVFHTOP-XIHRTOKZSA-N
SMILES C1CCC([C@]2([C@]1([C@@]3([C@@H](CC2)C)O[C@@](CC3)(C)C=C)C)[H])(C)C
Metabolite of Species Details
Marrubium vulgare (NCBI:txid41230) 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.
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ChEBI Ontology
Outgoing 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]
Synonym Source
(13R)-9,13-epoxylabd-14-ene UniProt
Manual Xref Database
CPD-20437 MetaCyc
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Citations Waiting for Citations Types Sources
24990389 PubMed citation SUBMITTER
29315936 PubMed citation Europe PMC
Last Modified
03 December 2019