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CHEBI:28283 - capsidiol

Default Structure
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
Capsicum annuum (ncbitaxon:4072) Root (BTO:0001188) PubMed (24178358)
Nicotiana benthamiana (ncbitaxon:4100) leaf (BTO:0000713) PubMed (34395763)
Nicotiana silvestris (IPNI:817067-1) - PubMed (8316587)
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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
(1R,3R,4S,4aR,6R)-6-isopropenyl-4,4a-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene-1,3-diolIUPAC
CapsidiolKEGG COMPOUND
UniProt Name  Source
capsidiolUniProt
Manual XrefsDatabases
C00003108KNApSAcK
C09627KEGG COMPOUND
C09627KEGG COMPOUND
CapsidiolWikipedia
CPD-4661MetaCyc
FDB014812FooDB
HMDB0002352HMDB
LMPR0103250002LIPID MAPS
Registry NumbersSources
Beilstein:2331764Beilstein
CAS:37208-05-2KEGG COMPOUND
CAS:37208-05-2ChemIDplus
Citations