NaturalProductMech

2-cis-abscisic acid

CHEBI:22152 EXACT SEEDED

A member of the class of abscisic acids in which the double bond betweeen positions 2 and 3 has cis- (natural) geometry.

Structure

Standard InChIKeyJLIDBLDQVAYHNE-LXGGSRJLSA-N
SMILESCC1=CC(=O)CC(C1(/C=C/C(=C\C(=O)O)/C)O)(C)C
Stereochemistry undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers
Cross-referencespubchem:5375199

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 pks, 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.

TaxonBasisClusterEvidence
Leptosphaeria maculans JN3
NCBITaxon:985895
SOURCE_ASSERTION mibig:BGC0001899 PMID:31034868

Occurrences 3

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.

TaxonSourceReference
Axinella polypoides
NCBITaxon:12959
LOTUS DOI:10.1016/J.BCP.2011.06.042
Botrytis cinerea
NCBITaxon:40559
LOTUS DOI:10.1111/1462-2920.14258
Leptosphaeria maculans
NCBITaxon:5022
LOTUS DOI:10.1016/J.FGB.2019.04.015

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0001899 Leptosphaeria maculans JN3
NCBITaxon:985895
CLUSTER_UNSTATED genbank:FP929136.1

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.

Bioactivities 15

AssayResultReference
Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay6.7823 uMpubchem.aid:1963593
Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay6.7823 uMpubchem.aid:1963593
Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay: Summary0.302955 uMpubchem.aid:2061107
Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay: Summary0.302955 uMpubchem.aid:2061107
Cytochrome P450 Family 1 Subfamily A Member 2 (CYP1A2) small molecule antagonists: luciferase reporter qHTS assay62.5906 uMpubchem.aid:1671199
Cytochrome P450 Family 1 Subfamily A Member 2 (CYP1A2) small molecule antagonists: luciferase reporter qHTS assay62.5906 uMpubchem.aid:1671199
cAMP Responsive Elements (CRE) small molecule antagonists, cell-based qHTS assay0.0017 uMpubchem.aid:1963591
cAMP Responsive Elements (CRE) small molecule antagonists, cell-based qHTS assay0.0017 uMpubchem.aid:1963591
qHTS Assay for Agonists of the Thyroid Stimulating Hormone Receptor0.0316 uMpubchem.aid:926
qHTS Assay for Agonists of the Thyroid Stimulating Hormone Receptor: Activators of Intracellular cAMP Concentrations in Parental HEK 2930.0316 uMpubchem.aid:938
qHTS assay for small molecule agonists of estrogen receptor alpha signaling39.8107 uMpubchem.aid:588514
qHTS assay for small molecule agonists of the antioxidant response element (ARE) signaling pathway37.578 uMpubchem.aid:651741
qHTS assay for small molecule antagonists of androgen receptor signaling0.631 uMpubchem.aid:588516
qHTS assay to identify small molecule agonists of the endoplasmic reticulum stress response signaling pathway - cell viability counter screen17.187 uMpubchem.aid:1159517
qHTS assay to identify small molecules that stimulate interleukin-8 (IL-8) secretion74.978 uMpubchem.aid:651758

Open questions 1

name-disagreement — ChEBI calls this structure '2-cis-abscisic acid' and MIBiG calls it 'abscisic acid'. They share a Standard InChIKey, so if the names denote different compounds then one upstream record has the wrong structure. Check which.

Provenance

Source conceptSourceVersion
BGC0001899MIBIG3
CHEBI:22152CHEBI3-star

This page is generated from data/natural_products/terpenoids/2-cis-abscisic-acid.yaml, which is generated from the committed inventories. Neither is edited by hand.