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CHEBI:28283 - capsidiol

ChEBI IDCHEBI:28283
ChEBI Namecapsidiol
Stars
DefinitionAn eremophilane sesquiterpenoid that is (+)-5-epi-aristolochene bearing additional 1β- and 3α-hydroxy substituents. It is a phytoalexin produced in Nicotiana and Capsicum plant species in response to pathogen attack.
Secondary ChEBI IDsCHEBI:3377, CHEBI:23001
Last Modified5 November 2021
DownloadsMolfile
FormulaC15H24O2
Net Charge0
Average Mass236.355
Monoisotopic Mass236.17763
SMILESC=C(C)[C@@H]1CC=C2[C@H](O)C[C@@H](O)[C@@H](C)[C@@]2(C)C1
InChIInChI=1S/C15H24O2/c1-9(2)11-5-6-12-14(17)7-13(16)10(3)15(12,4)8-11/h6,10-11,13-14,16-17H,1,5,7-8H2,2-4H3/t10-,11-,13-,14-,15-/m1/s1
InChIKeyBXXSHQYDJWZXPB-OKNSCYNVSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Nicotiana silvestris (IPNI:817067-1) - PubMed (8316587)
Capsicum annuum (ncbitaxon:4072) Root (BTO:0001188) PubMed (24178358)
Nicotiana benthamiana (ncbitaxon:4100) leaf (BTO:0000713) PubMed (34395763)
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
phytoalexin  A toxin made by a plant that acts against an organism attacking it.
ChEBI Ontology
Outgoing Relation(s)
capsidiol (CHEBI:28283) has functional parent (+)-5-epi-aristolochene (CHEBI:23925)
capsidiol (CHEBI:28283) has role antifungal agent (CHEBI:35718)
capsidiol (CHEBI:28283) has role plant metabolite (CHEBI:76924)
capsidiol (CHEBI:28283) is a eremophilane sesquiterpenoid (CHEBI:36753)
capsidiol (CHEBI:28283) is a octahydronaphthalenes (CHEBI:138397)
capsidiol (CHEBI:28283) is a sesquiterpene phytoalexin (CHEBI:142279)
Incoming Relation(s)
capsidiol 3-acetate (CHEBI:183320) has functional parent capsidiol (CHEBI:28283)
IUPAC Names 
(1R,3R,4S,4aR,6R)-4,4a-dimethyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene-1,3-diol
1β,3α,4βH-eremophila-9,11-diene-1,3-diol
Synonyms  Source
CapsidiolKEGG COMPOUND
(1R,3R,4S,4aR,6R)-6-isopropenyl-4,4a-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene-1,3-diolIUPAC
UniProt Name  Source
capsidiolUniProt
Manual XrefsDatabases
C09627KEGG COMPOUND
C00003108KNApSAcK
CapsidiolWikipedia
C09627KEGG COMPOUND
HMDB0002352HMDB
CPD-4661MetaCyc
LMPR0103250002LIPID MAPS
FDB014812FooDB
Registry NumbersSources
Beilstein:2331764Beilstein
CAS:37208-05-2KEGG COMPOUND
CAS:37208-05-2ChemIDplus
Citations