CHEBI:138234 - (13R)-manoyl oxide

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ChEBI Name (13R)-manoyl oxide
ChEBI ID CHEBI:138234
ChEBI ASCII Name (13R)-manoyl oxide
Definition A tricyclic labdane diterpenoid that is an intermediate in the biosynthesis of forskolin by Coleus forskohlii.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
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Formula C20H34O
Net Charge 0
Average Mass 290.484
Monoisotopic Mass 290.26097
InChI InChI=1S/C20H34O/c1-7-18(4)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)21-18/h7,15-16H,1,8-14H2,2-6H3/t15-,16-,18-,19-,20+/m0/s1
InChIKey IGGWKHQYMAJOHK-CZKCSJLSSA-N
SMILES CC1(CCC[C@@]2(C)[C@@]1([H])CC[C@]3(O[C@@](CC[C@@]23[H])(C)C=C)C)C
Metabolite of Species Details
Coleus forskohlii (NCBI:txidtxid41228) Found in root (BTO:0001188). 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 (13R)-manoyl oxide (CHEBI:138234) has role plant metabolite (CHEBI:76924)
(13R)-manoyl oxide (CHEBI:138234) is a cyclic ether (CHEBI:37407)
(13R)-manoyl oxide (CHEBI:138234) is a labdane diterpenoid (CHEBI:36770)
(13R)-manoyl oxide (CHEBI:138234) is a organic heterotricyclic compound (CHEBI:26979)
(13R)-manoyl oxide (CHEBI:138234) is a tricyclic diterpenoid (CHEBI:79084)
IUPAC Name
(3R,4aR,6aS,10aS,10bS)-3-ethenyl-3,4a,7,7,10a-pentamethyldodecahydro-1H-naphtho[2,1-b]pyran
Synonym Source
(13R)-manoyl oxide UniProt
Manual Xref Database
CPD-12748 MetaCyc
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Citations Waiting for Citations Types Sources
23613273 PubMed citation SUBMITTER
24481136 PubMed citation SUBMITTER
24990389 PubMed citation SUBMITTER
25239892 PubMed citation Europe PMC
26133196 PubMed citation Europe PMC
28290983 PubMed citation Europe PMC
28806958 PubMed citation Europe PMC
Last Modified
06 November 2017