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CHEBI:78370 - cyclooctatin

Default Structure
ChEBI IDCHEBI:78370
ChEBI Namecyclooctatin
Stars
DefinitionA diterpenoid characterized by a 5-8-5 dodecahydrodicyclopenta[a,d]cyclooctene fused-ring system, with a single double bond and one isopropyl, two hydroxy, one hydroxymethyl and two methyl substituents.
Last Modified3 August 2020
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC20H34O3
Net Charge0
Average Mass322.489
Monoisotopic Mass322.25079
SMILES[H][C@@]1(CO)C[C@@H](O)[C@]2([H])[C@]1([H])C[C@@]1(C)CC[C@H](C(C)C)/C1=C/C[C@]2(C)O
InChIInChI=1S/C20H34O3/c1-12(2)14-5-7-19(3)10-15-13(11-21)9-17(22)18(15)20(4,23)8-6-16(14)19/h6,12-15,17-18,21-23H,5,7-11H2,1-4H3/b16-6-/t13-,14+,15+,17+,18-,19+,20-/m0/s1
InChIKeyMSKFOQCDNOFJAT-VCRXIKTMSA-N
Species of MetaboliteComponentSourceComments
Streptomyces melanosporofaciens (ncbitaxon:67327) - PubMed (1335449) Strain: MI614-43F2
Roles Classification
Biological Roles:
EC 3.1.1.5 (lysophospholipase) inhibitor  An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of the enzyme lysophospholipase (EC 3.1.1.5), which catalyses the release of fatty acids from lysophospholipids.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
cyclooctatin (CHEBI:78370) has role bacterial metabolite (CHEBI:76969)
cyclooctatin (CHEBI:78370) has role EC 3.1.1.5 (lysophospholipase) inhibitor (CHEBI:78372)
cyclooctatin (CHEBI:78370) is a carbotricyclic compound (CHEBI:38032)
cyclooctatin (CHEBI:78370) is a diterpenoid (CHEBI:23849)
cyclooctatin (CHEBI:78370) is a primary alcohol (CHEBI:15734)
cyclooctatin (CHEBI:78370) is a secondary alcohol (CHEBI:35681)
cyclooctatin (CHEBI:78370) is a tertiary alcohol (CHEBI:26878)
Incoming Relation(s)
cyclooctat-9-en-5,7-diol (CHEBI:141020) has functional parent cyclooctatin (CHEBI:78370)
cyclooctat-9-en-7-ol (CHEBI:78352) has functional parent cyclooctatin (CHEBI:78370)
IUPAC Names 
(1R,3R,3aS,4S,6Z,7R,9aR,10aR)-1-(hydroxymethyl)-4,9a-dimethyl-7-(propan-2-yl)-1,2,3,3a,4,5,7,8,9,9a,10,10a-dodecahydrodicyclopenta[a,d][8]annulene-3,4-diol
(1R,3R,3aS,4S,6Z,7R,9aR,10aR)-1-(hydroxymethyl)-4,9a-dimethyl-7-(propan-2-yl)-1,2,3,3a,4,5,7,8,9,9a,10,10a-dodecahydrodicyclopenta[a,d]cyclooctene-3,4-diol
Synonyms  Source
(1R,3R,3aS,4S,6Z,7R,9aR,10aR)-1-(hydroxymethyl)-7-isopropyl-4,9a-dimethyl-1,2,3,3a,4,5,7,8,9,9a,10,10a-dodecahydrodicyclopenta[a,d][8]annulene-3,4-diolIUPAC
(1R,3R,3aS,4S,6Z,7R,9aR,10aR)-1-(hydroxymethyl)-7-isopropyl-4,9a-dimethyl-1,2,3,3a,4,5,7,8,9,9a,10,10a-dodecahydrodicyclopenta[a,d]cyclooctene-3,4-diolIUPAC
UniProt Name  Source
cyclooctatinUniProt
Manual XrefsDatabases
CPD-16666MetaCyc
Registry NumbersSources
Reaxys:31158120Reaxys
Citations