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CHEBI:82799 - (R)-nephthenol

ChEBI IDCHEBI:82799
ChEBI Name(R)-nephthenol
Stars
ASCII Name(R)-nephthenol
DefinitionA cembrane diterpenoid obtained by regio- and stereoselective hydration of the exocyclic double bond of cembrene C.
Last Modified31 August 2022
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC20H34O
Net Charge0
Average Mass290.491
Monoisotopic Mass290.26097
SMILESC/C1=C\CC/C(C)=C/C[C@H](C(C)(C)O)CC/C(C)=C/CC1
InChIInChI=1S/C20H34O/c1-16-8-6-10-17(2)12-14-19(20(4,5)21)15-13-18(3)11-7-9-16/h8,11-12,19,21H,6-7,9-10,13-15H2,1-5H3/b16-8+,17-12+,18-11+/t19-/m0/s1
InChIKeyZJWQYSDAWSDJRA-QPHFJTKNSA-N
Roles Classification
Biological Roles:
coral metabolite  Any animal metabolite produced during a metabolic reaction in corals (marine invertebrates).
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
(R)-nephthenol (CHEBI:82799) has functional parent cembrene C (CHEBI:82798)
(R)-nephthenol (CHEBI:82799) has role bacterial metabolite (CHEBI:76969)
(R)-nephthenol (CHEBI:82799) has role coral metabolite (CHEBI:76498)
(R)-nephthenol (CHEBI:82799) is a cembrane diterpenoid (CHEBI:60687)
(R)-nephthenol (CHEBI:82799) is a macrocycle (CHEBI:51026)
(R)-nephthenol (CHEBI:82799) is a olefinic compound (CHEBI:78840)
(R)-nephthenol (CHEBI:82799) is a tertiary alcohol (CHEBI:26878)
(R)-nephthenol (CHEBI:82799) is enantiomer of (S)-nephthenol (CHEBI:193073)
Incoming Relation(s)
(S)-nephthenol (CHEBI:193073) is enantiomer of (R)-nephthenol (CHEBI:82799)
IUPAC Name 
2-[(1R,3E,7E,11E)-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-yl]propan-2-ol
Synonyms  Source
(-)-NephthenolKNApSAcK
NephthenolChemIDplus
UniProt Name  Source
(R)-nephthenolUniProt
Manual XrefsDatabases
C00049734KNApSAcK
CPD-16929MetaCyc
Registry NumbersSources
Reaxys:4189963Reaxys
CAS:53915-41-6ChemIDplus
Citations