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indanomycin

CHEBI:141380 EXACT SEEDED antibacterial

What these status tags mean

Curation status describes a workflow state. SEEDED means the record entered through the source-seeding workflow; it does not imply that no later curation occurred. PROPOSED marks an addition awaiting review; REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record. These are workflow decisions, not independently verified human review. Agent-assisted contributions may appear in the record history.

Grounding describes the identifier mapping: EXACT uses an ontology identity asserted by the source; MINTED keeps a local identifier when no defensible ontology identity is available; REVIEW_NEEDED flags an exact structure whose ontology identity needs adjudication. The grounding note retains any unresolved alternatives. These tags do not establish the strength of producer or activity evidence.

An indene that is (3aS,7aR)-2,3,3a,4,5,7a-hexahydro-1H-indene which is substituted at the 2-pro-R position by a 1H-pyrrol-2-ylcarbonyl group, at the 9-pro-S position by an ethyl group, and at the 5-pro-R position by a hexa-1,3-dineyl group in which position 4 has been substituted by a (2R,3S,6R)-6-[(1R)-1-carboxyethyl]-3-methyltetrahydropyran-2-yl group. It exhibits activity against Gram-positive bacteria as well as antihypertensive and antitumour. It also functions as an effective growth promoter for ruminants.

Structure

Standard InChIKeyBAIPOTOKPGDCHA-MWBHXQFBSA-N
SMILESCC[C@H]1CC[C@@H]2[C@@H]1C=C[C@H]([C@H]2C(=O)C3=CC=CN3)/C=C/C=C(\CC)/[C@H]4[C@H](CC[C@@H](O4)[C@@H](C)C(=O)O)C
Stereochemistryfully defined
Cross-referencespubchem:10345604

Filing pathway

Polyketides — 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
Streptomyces antibioticus
NCBITaxon:1890
BGC_CHARACTERIZED mibig:BGC0000079 PMID:19301315

Occurrences 4

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
Streptomyces griseofuscus
NCBITaxon:146922
LOTUS DOI:10.7164/ANTIBIOTICS.50.617
Streptomyces antibioticus
NCBITaxon:1890
LOTUS DOI:10.1002/CBIC.200800822
Streptomyces antibioticus
NCBITaxon:1890
LOTUS DOI:10.7164/ANTIBIOTICS.32.100
Streptomyces antibioticus
NCBITaxon:1890
CHEBI PMID:374323

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0000079 Streptomyces antibioticus
NCBITaxon:1890
CLUSTER_DEMONSTRATED genbank:FJ545274.1

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.

Mechanism & Biosynthesis Overview

PRODUCERS & OCCURRENCE 1 producer (1 causal) 4 cited occurrences BIOSYNTHETIC LOCUS 1 gene cluster 0 curated pathway steps NATURAL PRODUCT indanomycin CHEBI:141380 Polyketides TARGETS & BIOACTIVITY 0 molecular targets 0 bioactivities · 0 graphs

Elsewhere in the fleet

Explore across X-Mech

Open questions 1

name-disagreement — ChEBI calls this structure 'indanomycin' and MIBiG calls it 'X-14547'. 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
BGC0000079MIBIG5
CHEBI:141380CHEBI3-star

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