CHEBI:156223 - (−)-δ-cadinol

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ChEBI Name (−)-δ-cadinol
ChEBI ID CHEBI:156223
ChEBI ASCII Name (-)-delta-cadinol
Definition A cadinane sesquiterpenoid that consists of 1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalene having a hydroxy substituent at position 1 and (1R,4S,4aR,8aS)-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anne Morgat
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Formula C15H26O
Net Charge 0
Average Mass 222.372
Monoisotopic Mass 222.19837
InChI InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14-,15+/m0/s1
InChIKey LHYHMMRYTDARSZ-ZQDZILKHSA-N
SMILES O[C@]1([C@@]2([C@]([C@@H](CC1)C(C)C)(C=C(CC2)C)[H])[H])C
Metabolite of Species Details
Pilgerodendron uviferum (NCBI:txid103979) See: PubMed
Dictyopteris divaricata (NCBI:txid156996) See: PubMed
Cistus creticus (NCBI:txid191224) See: PubMed
Hedychium gardnerianum (NCBI:txid4647) See: DOI
Taiwania cryptomerioides (NCBI:txid50187) Found in Root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing (−)-δ-cadinol (CHEBI:156223) has role algal metabolite (CHEBI:84735)
(−)-δ-cadinol (CHEBI:156223) has role plant metabolite (CHEBI:76924)
(−)-δ-cadinol (CHEBI:156223) is a cadinane sesquiterpenoid (CHEBI:22975)
(−)-δ-cadinol (CHEBI:156223) is a octahydronaphthalenes (CHEBI:138397)
(−)-δ-cadinol (CHEBI:156223) is a tertiary alcohol (CHEBI:26878)
(−)-δ-cadinol (CHEBI:156223) is enantiomer of (+)-δ-cadinol (CHEBI:184119)
Incoming (+)-δ-cadinol (CHEBI:184119) is enantiomer of (−)-δ-cadinol (CHEBI:156223)
IUPAC Name
(1R,4S,4aR,8aS)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol
Synonyms Sources
(−)-cedreanol ChEBI
(−)-δ-cadinol UniProt
(−)-torreyol ChEBI
(1R,4S,4aR,8aS)-1,2,3,4,4a,7,8,8a-octahydro-1,6-dimethyl-4-(1-methylethyl)-1-naphthalenol ChEBI
1-epi-α-cadinol ChEBI
cedreanol KNApSAcK
δ-cadinol ChemIDplus
delta-cadinol KNApSAcK
torreyol ChEBI
Manual Xrefs Databases
C00020150 KNApSAcK
CPD-13861 MetaCyc
Delta-Cadinol Wikipedia
FDB005720 FooDB
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Registry Numbers Types Sources
19435-97-3 CAS Registry Number ChemIDplus
19435-97-3 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
14094053 PubMed citation Europe PMC
15497933 PubMed citation Europe PMC
19660770 PubMed citation Europe PMC
27038475 PubMed citation Europe PMC
29861480 PubMed citation Europe PMC
32233445 PubMed citation SUBMITTER
Last Modified
14 November 2023
General Comment
2021-11-19 The structure has been revised several times according to this article: dx.doi.org/10.3891/acta.chem.scand.24-1618