CHEBI:138166 - nezukol

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ChEBI Name nezukol
Definition An 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13 has undergone formal dehydrogenation to the corresponding vinyl group, and in which the hydrogen at position 8 has been replaced by a hydroxy group.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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C20H34O
Net Charge 0
Average Mass 290.484
Monoisotopic Mass 290.26097
InChI InChI=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
SMILES C1CCC([C@]2([C@]1([C@@]3([C@@](CC2)(C[C@@](CC3)(C)C=C)O)[H])C)[H])(C)C
Metabolite of Species Details
Callitropsis vietnamensis (NCBI:txid257623) Found in leaf (BTO:0000713). Found in essential oil from leaves See: PubMed
Taxodium distichum (NCBI:txid28982) Found in heartwood (PO:0004512). See: PubMed
Cryptomeria japonica (NCBI:txid3369) Found in leaf (BTO:0000713). Found in essential oil from leaves See: PubMed
Hesperocyparis arizonica (NCBI:txid49011) Found in leaf (BTO:0000713). Found in leaf oil See: PubMed
Isodon rubescens (NCBI:txid58766) Found in leaf (BTO:0000713). See: PubMed
Thuja standishii (NCBI:txid89194) See: J. Pharm. Soc. Japan, 1970, v91, 664
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
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.
volatile oil component
Any plant metabolite that is found naturally as a component of a volatile oil.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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)
Synonyms Sources
8β-hydroxyisopimar-15-ene ChEBI
8β-hydroxyisopimarene NIST Chemistry WebBook
isopimar-15-en-8-ol ChEBI
nezukol UniProt
Manual Xref Database
CPD-20251 MetaCyc
View more database links
Registry Numbers Types Sources
14699-32-2 CAS Registry Number NIST Chemistry WebBook
2376046 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
23714012 PubMed citation Europe PMC
24276129 PubMed citation Europe PMC
28445526 PubMed citation SUBMITTER
IND20603548 Agricola citation Europe PMC
IND43895555 Agricola citation Europe PMC
Last Modified
14 September 2017