griseoviridin

naturalproductmech:mibig-8b2fab44e2 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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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	UXWOXTQWVMFRSE-PUXWVVMRSA-N
SMILES	[H][C@@]12CS\C(=C/C[C@@H](C)OC1=O)C(=O)NC\C=C\C=C\[C@@H](O)C[C@H](O)CC1=NC(=CO1)C(=O)N2
Stereochemistry	fully defined
Cross-references	npatlas:NPA02368

Filing pathway

Amino acids and peptides — 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 nrps, 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.

Taxon	Basis	Cluster	Evidence
Streptomyces griseoviridis NCBITaxon:45398	BGC_CHARACTERIZED	mibig:BGC0000459	DOI:10.1016/0304-4165(94)90035-3

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 griseoviridis NCBITaxon:45398	LOTUS	DOI:10.1002/CBIC.201200584

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0000459	Streptomyces griseoviridis NCBITaxon:45398	CLUSTER_DEMONSTRATED	genbank:JX508597.1

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	SgvP griseoviridin C-S bond-forming cytochrome P450 UniProtKB:R9USI6		ungrounded → ungrounded	DOI:10.1002/cbic.201400062

Step 1: SgvP catalyzes heterocyclization of the thiol-containing linear griseoviridin-pathway intermediate to install the griseoviridin C-S bond. The MITE substrate and product are left out of the pathway step because no stable CURIEs identify those exact intermediate structures.

Mechanism & Biosynthesis Overview

Causal graph — biosynthesis 4 nodes, 3 edges

Streptomyces griseoviridis SgvP heterocyclizes the thiol-containing griseoviridin-pathway intermediate to form the C-S-bridged griseoviridin scaffold.

Subject	Predicate	Object	Notes	Evidence
thiol-containing griseoviridin precursor	is heterocyclized by	SgvP cytochrome P450	The exact MITE substrate is left ungrounded because it has no stable identifier in the committed corpus; the MITE reaction shows SgvP heterocyclization installing the C-S bond in the griseoviridin scaffold.	DOI:10.1002/cbic.201400062 https://mite.bioinformatics.nl/repository/MITE0000043 https://mibig.secondarymetabolites.org/repository/BGC0000459.5/BGC0000459.gbk https://www.uniprot.org/uniprotkb/R9USI6 https://www.ncbi.nlm.nih.gov/protein/AGN74891.1 reference DOI:10.1002/cbic.201400062 evidence type PRIMARY_EXPERIMENT snippet we inactivated the sgvP gene. notes Xie et al. deleted sgvP from the Streptomyces griseoviridis griseoviridin/viridogrisein cluster, observed griseoviridin-pathway products lacking the C-S bridge, and partially restored griseoviridin production by complementing sgvP in trans. reference https://mite.bioinformatics.nl/repository/MITE0000043 evidence type DATABASE_ASSERTION snippet Heterocyclization retrieved on 2026-10-03 notes MITE0000043 is active and links SgvP heterocyclization to UniProtKB:R9USI6, GenPept AGN74891.1, MIBiG BGC0000459, heme, Fe, and Xie et al. 2014 as the experimental griseoviridin C-S-bond reference. reference https://mibig.secondarymetabolites.org/repository/BGC0000459.5/BGC0000459.gbk evidence type DATABASE_ASSERTION snippet MITE0000043: Heterocyclization (100% identity) retrieved on 2026-10-03 notes MIBiG BGC0000459.5 places the Streptomyces griseoviridis SgvP CDS at JX508597.1:62773..63963 on the reverse strand with GenPept protein_id AGN74891.1 and a 100% identity MITE0000043 annotation. reference https://www.uniprot.org/uniprotkb/R9USI6 evidence type DATABASE_ASSERTION snippet AC R9USI6; retrieved on 2026-10-03 notes Current UniProtKB:R9USI6 resolves to a 396 aa Streptomyces griseoviridis P450-like monooxygenase sequence that cross-references EMBL JX508597 / AGN74891.1 and is sequence-identical to GenPept AGN74891.1. reference https://www.ncbi.nlm.nih.gov/protein/AGN74891.1 evidence type DATABASE_ASSERTION snippet /note="SgvP" retrieved on 2026-10-03 notes NCBI Protein AGN74891.1 is the 396 aa Streptomyces griseoviridis NRRL 2427 SgvP P450-like monooxygenase translated from JX508597.1:62773..63963.
heme b	is organic cofactor for	SgvP cytochrome P450	MITE lists heme as SgvP's organic cofactor and Fe as its inorganic cofactor.	https://mite.bioinformatics.nl/repository/MITE0000043 https://www.uniprot.org/uniprotkb/R9USI6 CHEBI:60344 reference https://mite.bioinformatics.nl/repository/MITE0000043 evidence type DATABASE_ASSERTION snippet Heterocyclization retrieved on 2026-10-03 notes MITE0000043 is active and links SgvP heterocyclization to UniProtKB:R9USI6, GenPept AGN74891.1, MIBiG BGC0000459, heme, Fe, and Xie et al. 2014 as the experimental griseoviridin C-S-bond reference. reference https://www.uniprot.org/uniprotkb/R9USI6 evidence type DATABASE_ASSERTION snippet AC R9USI6; retrieved on 2026-10-03 notes Current UniProtKB:R9USI6 resolves to a 396 aa Streptomyces griseoviridis P450-like monooxygenase sequence that cross-references EMBL JX508597 / AGN74891.1 and is sequence-identical to GenPept AGN74891.1. reference CHEBI:60344 evidence type DATABASE_ASSERTION retrieved on 2026-10-03 notes ChEBI:60344 is the ChEBI entry for heme b, the organic cofactor MITE lists for SgvP.
SgvP cytochrome P450	forms the C-S bridge in	griseoviridin	The sgvP deletion accumulated GV-1 and GV-2 products lacking the C-S bridge, so SgvP is required for griseoviridin C-S-bond formation rather than for the other BGC0000459 compound represented in this corpus.	DOI:10.1002/cbic.201400062 https://mite.bioinformatics.nl/repository/MITE0000043 reference DOI:10.1002/cbic.201400062 evidence type PRIMARY_EXPERIMENT snippet we inactivated the sgvP gene. notes Xie et al. deleted sgvP from the Streptomyces griseoviridis griseoviridin/viridogrisein cluster, observed griseoviridin-pathway products lacking the C-S bridge, and partially restored griseoviridin production by complementing sgvP in trans. reference https://mite.bioinformatics.nl/repository/MITE0000043 evidence type DATABASE_ASSERTION snippet Heterocyclization retrieved on 2026-10-03 notes MITE0000043 is active and links SgvP heterocyclization to UniProtKB:R9USI6, GenPept AGN74891.1, MIBiG BGC0000459, heme, Fe, and Xie et al. 2014 as the experimental griseoviridin C-S-bond reference.

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

Explore across X-Mech

AntibioticMech (griseoviridin) ↗ MediaIngredientMech (naturalproductmech:mibig-8b2fab44e2) ↗ TaxonMech: Streptomyces griseoviridis (NCBITaxon:45398) ↗ PathwayMech (mibig:BGC0000459) ↗

Provenance

Source concept	Source	Version
BGC0000459	MIBIG	5

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