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CHEBI:138166 - nezukol

ChEBI IDCHEBI:138166
ChEBI Namenezukol
Stars
DefinitionAn isopimarane diterpenoid that is isopimarane in which the ethyl subtituent at position 13 has undergone formal dehydrogenation to the corresponding vinyl group, and in which the hydrogen at position 8 has been replaced by a hydroxy group. It has been found in the leaves of several plants, including Cryptomeria japonica and Isodon rubescens.
Last Modified14 September 2017
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC20H34O
Net Charge0
Average Mass290.491
Monoisotopic Mass290.26097
SMILES[H][C@]12CC[C@](C)(C=C)C[C@]1(O)CC[C@@]1([H])C(C)(C)CCC[C@]21C
InChIInChI=1S/C20H34O/c1-6-18(4)12-8-16-19(5)11-7-10-17(2,3)15(19)9-13-20(16,21)14-18/h6,15-16,21H,1,7-14H2,2-5H3/t15-,16+,18-,19-,20+/m0/s1
InChIKeyIYDAPILQPCDHTO-HHUCQEJWSA-N
Species of MetaboliteComponentSourceComments
Isodon rubescens (ncbitaxon:58766) leaf (BTO:0000713) PubMed (28445526)
Cryptomeria japonica (ncbitaxon:3369) leaf (BTO:0000713) PubMed (23714012) Found in essential oil from leaves
Callitropsis vietnamensis (ncbitaxon:257623) leaf (BTO:0000713) PubMed (AGR:IND43895555) Found in essential oil from leaves
Hesperocyparis arizonica (ncbitaxon:49011) leaf (BTO:0000713) PubMed (AGR:IND20603548) Found in leaf oil
Taxodium distichum (ncbitaxon:28982) heartwood (PO:0004512) PubMed (24276129)
Thuja standishii (ncbitaxon:89194) - Article (J. Pharm. Soc. Japan, 1970, v91, 664)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
volatile oil component  Any plant metabolite that is found naturally as a component of a volatile oil.
ChEBI Ontology
Outgoing Relation(s)
nezukol (CHEBI:138166) has role antioxidant (CHEBI:22586)
nezukol (CHEBI:138166) has role plant metabolite (CHEBI:76924)
nezukol (CHEBI:138166) has role volatile oil component (CHEBI:27311)
nezukol (CHEBI:138166) is a carbotricyclic compound (CHEBI:38032)
nezukol (CHEBI:138166) is a isopimarane diterpenoid (CHEBI:138429)
nezukol (CHEBI:138166) is a olefinic compound (CHEBI:78840)
nezukol (CHEBI:138166) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(13α)-pimar-15-en-8-ol
Synonyms  Source
8β-hydroxyisopimar-15-eneChEBI
isopimar-15-en-8-olChEBI
8β-hydroxyisopimareneNIST Chemistry WebBook
UniProt Name  Source
nezukolUniProt
Manual XrefsDatabases
CPD-20251MetaCyc
Registry NumbersSources
Reaxys:2376046Reaxys
CAS:14699-32-2NIST Chemistry WebBook
Citations