capsidiol

CHEBI:28283 EXACT SEEDED antifungal

An 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.

Structure

Standard InChIKey	BXXSHQYDJWZXPB-OKNSCYNVSA-N
SMILES	C[C@@H]1[C@@H](C[C@H](C2=CC[C@H](C[C@]12C)C(=C)C)O)O
Stereochemistry	fully defined
Cross-references	pubchem:161937

Filing pathway

Terpenoids — computed by NPClassifier npclassifier.gnps2.org@2026-09-07, which is why it is pinned rather than recomputed. The gene cluster's asserted class is terpene, from MIBiG.

Producer organisms 1

A claim that this taxon makes the compound. The basis says what the evidence addressed — a knockout and a database assertion are not the same claim.

Taxon	Basis	Cluster	Evidence
Nicotiana tabacum NCBITaxon:4097	SOURCE_ASSERTION	mibig:BGC0001997	DOI:10.1007/s00425-019-03255-7

Occurrences 24

Somebody found the compound in this organism and cited it. That is not a claim that the organism makes it, and nothing here promotes one to the other.

Taxon	Source	Reference
Nicotiana fragrans NCBITaxon:118697	LOTUS	DOI:10.1016/S0031-9422(00)83008-3
Nicotiana forsteri NCBITaxon:1209491	LOTUS	DOI:10.1016/S0031-9422(00)83008-3
Capsicum annuum var. annuum NCBITaxon:40321	LOTUS	DOI:10.1021/JF061404Z
Capsicum annuum NCBITaxon:4072	LOTUS	DOI:10.1007/BF00232372
Capsicum annuum NCBITaxon:4072	LOTUS	DOI:10.1016/S0031-9422(00)81559-9
Capsicum annuum NCBITaxon:4072	LOTUS	DOI:10.1016/S0031-9422(00)89733-2
Capsicum annuum NCBITaxon:4072	LOTUS	DOI:10.1021/JF00012A010
Capsicum annuum NCBITaxon:4072	LOTUS	DOI:10.1021/NP0305472
Capsicum annuum NCBITaxon:4072	LOTUS	DOI:10.1271/BBB.58.305
Capsicum annuum NCBITaxon:4072	LOTUS	DOI:10.55730/1300-011X.2893
Capsicum annuum NCBITaxon:4072	CHEBI	PMID:24178358
Nicotiana debneyi NCBITaxon:4089	LOTUS	DOI:10.1016/S0031-9422(00)83008-3
Nicotiana benthamiana NCBITaxon:4100	CHEBI	PMID:34395763
Nicotiana clevelandii NCBITaxon:81866	LOTUS	DOI:10.1016/0031-9422(75)85148-X
Nicotiana tabacum NCBITaxon:4097	LOTUS	DOI:10.1007/S00425-019-03255-7
Nicotiana tabacum NCBITaxon:4097	LOTUS	DOI:10.1016/0031-9422(75)85148-X
Nicotiana tabacum NCBITaxon:4097	LOTUS	DOI:10.1016/0031-9422(79)80035-7
Nicotiana tabacum NCBITaxon:4097	LOTUS	DOI:10.1016/0031-9422(80)85086-2
Nicotiana tabacum NCBITaxon:4097	LOTUS	DOI:10.1016/0031-9422(88)80195-X
Nicotiana tabacum NCBITaxon:4097	LOTUS	DOI:10.1016/0031-9422(88)87028-6
Nicotiana tabacum NCBITaxon:4097	LOTUS	DOI:10.1016/0031-9422(91)83608-N
Nicotiana tabacum NCBITaxon:4097	LOTUS	DOI:10.1016/0031-9422(94)85059-3
Nicotiana tabacum NCBITaxon:4097	LOTUS	DOI:10.1016/S0031-9422(00)83009-5
Nicotiana tabacum NCBITaxon:4097	LOTUS	DOI:10.1016/S0031-9422(00)84695-6

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0001997	Nicotiana tabacum NCBITaxon:4097	CLUSTER_UNSTATED	genbank:NCAA01001461.1

A locus claim and a taxon claim are different questions. Heterologous expression settles the first and leaves the second where the isolation report left it.

Elsewhere in the fleet

AntibioticMech — CHEBI:28283 (same structure, same inchikey)

Provenance

Source concept	Source	Version
BGC0001997	MIBIG	3
CHEBI:28283	CHEBI	3-star

This page is generated from data/natural_products/terpenoids/capsidiol.yaml, which is generated from the committed inventories. Neither is edited by hand.