indosespene

naturalproductmech:mibig-cb4ddd98d8 MINTED SEEDED

Grounding review: No 3-star ChEBI entry shares this structure, so the record keeps a content-hashed identifier.

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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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.

Structure

Standard InChIKey	QDZOYOCJZCVSSV-BZJMLBMJSA-N
SMILES	C[C@]12CC[C@@H]([C@@]([C@@H]1CCC(=C)[C@@H]2CC3=CNC4=CC=CC=C43)(C)C(=O)O)O
Stereochemistry	fully defined
Cross-references	pubchem:53468951

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, other, 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
Streptomyces sp. HKI0576 NCBITaxon:995841	BGC_CHARACTERIZED	mibig:BGC0000665	DOI:10.1039/c1ob05283g

Occurrences 1

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
Streptomyces NCBITaxon:1883	LOTUS	DOI:10.1039/C1OB05283G

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0000665	Streptomyces sp. HKI0576 NCBITaxon:995841	CLUSTER_DEMONSTRATED	genbank:HE815466.1

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.

Biosynthesis curated

Written by a curator with claim-level evidence on each step; not derived from a source. This is what the rest of the record exists to support.

Step	Enzyme	Reaction	Substrate → product	Evidence
1	XiaI UniProtKB:I3VFB9		naturalproductmech:mibig-cb4ddd98d8 → naturalproductmech:mibig-9f978c0043	DOI:10.1021/ja303004g

Step 1: This curates the biochemically characterized Streptomyces sp. SCSIO 02999 XiaI (UniProtKB:I3VFB9, mibig:BGC0000666) oxidative cyclization of indosespene to xiamycin A as the characterized homolog for the xim/xia pathway (this indosespene record is seeded from the homologous Streptomyces sp. HKI0576 xim cluster mibig:BGC0000665); upstream formation of indosespene and parallel oxiamycin tailoring remain uncurated.

Mechanism & Biosynthesis Overview

Causal graph — biosynthesis 3 nodes, 2 edges

Partial xiamycin A biosynthesis graph on indosespene (seeded with the Streptomyces sp. HKI0576 mibig:BGC0000665 xim cluster) recording the biochemically characterized homologous Streptomyces sp. SCSIO 02999 (mibig:BGC0000666) flavin-dependent monooxygenase XiaI oxidative cyclization of indosespene into xiamycin A.

Subject	Predicate	Object	Notes	Evidence
indosespene	is oxidatively cyclized by	XiaI		DOI:10.1021/ja303004g https://www.uniprot.org/uniprotkb/I3VFB9 https://www.ncbi.nlm.nih.gov/protein/AFK78075.1 reference DOI:10.1021/ja303004g evidence type PRIMARY_EXPERIMENT snippet the flavin dependent oxygenase XiaI was biochemically characterized in vitro to convert indosespene to XMA notes Li et al. identified the Streptomyces sp. SCSIO 02999 xiamycin/oxiamycin cluster and biochemically assigned XiaI to the indosespene-to-xiamycin A oxidative cyclization. reference https://www.uniprot.org/uniprotkb/I3VFB9 evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes UniProtKB:I3VFB9 resolves XiaI to the unreviewed Streptomyces sp. SCSIO 02999 protein and cross-references EMBL JQ812811 protein AFK78075.1. reference https://www.ncbi.nlm.nih.gov/protein/AFK78075.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes NCBI GenPept AFK78075.1 is the JQ812811.1 XiaI coding sequence from the Streptomyces sp. SCSIO 02999 xiamycin/oxiamycin gene cluster.
XiaI	forms	xiamycin A	This is a single curated tailoring step; upstream indosespene formation and the alternative oxiamycin branch remain uncurated.	DOI:10.1021/ja303004g https://www.uniprot.org/uniprotkb/I3VFB9 https://www.ncbi.nlm.nih.gov/protein/AFK78075.1 reference DOI:10.1021/ja303004g evidence type PRIMARY_EXPERIMENT snippet the flavin dependent oxygenase XiaI was biochemically characterized in vitro to convert indosespene to XMA notes Li et al. identified the Streptomyces sp. SCSIO 02999 xiamycin/oxiamycin cluster and biochemically assigned XiaI to the indosespene-to-xiamycin A oxidative cyclization. reference https://www.uniprot.org/uniprotkb/I3VFB9 evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes UniProtKB:I3VFB9 resolves XiaI to the unreviewed Streptomyces sp. SCSIO 02999 protein and cross-references EMBL JQ812811 protein AFK78075.1. reference https://www.ncbi.nlm.nih.gov/protein/AFK78075.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes NCBI GenPept AFK78075.1 is the JQ812811.1 XiaI coding sequence from the Streptomyces sp. SCSIO 02999 xiamycin/oxiamycin gene cluster.

Every edge carries its own citation; an uncited edge is refused by the corpus tests.

Explore across X-Mech

AntibioticMech (indosespene) ↗ MediaIngredientMech (naturalproductmech:mibig-cb4ddd98d8) ↗ TaxonMech: Streptomyces sp. HKI0576 (NCBITaxon:995841) ↗ PathwayMech (mibig:BGC0000665) ↗

Provenance

Source concept	Source	Version
BGC0000665	MIBIG	5

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