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CHEBI:78370 - cyclooctatin

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:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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.
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