NaturalProductMech

Browse · Carbohydrates · coformycin

coformycin

CHEBI:16213 EXACT SEEDED antimicrobial unspecified

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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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 N-glycosyl in which (8R)-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol is attached to ribofuranose via a β-N3-glycosidic bond. compound The parent of the class of coformycins.

Structure

Standard InChIKeyYOOVTUPUBVHMPG-LODYRLCVSA-N
SMILESOC[C@H]1O[C@@H](N2C=NC3=C2NC=NC[C@H]3O)[C@H](O)[C@@H]1O
Stereochemistryfully defined
Cross-referencesnpatlas:NPA032755, pubchem:25447

Filing pathway

Carbohydrates — 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 other, saccharide, from MIBiG.

Producer organisms 4

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
Micromonospora haikouensis
NCBITaxon:686309
BGC_CHARACTERIZED mibig:BGC0002435 PMID:30217843
Nocardia interforma ATCC 21072
NCBITaxon:1311815
SOURCE_ASSERTION mibig:BGC0002039 DOI:10.1128/aac.42.6.1424
Streptomyces kaniharaensis
NCBITaxon:212423
SOURCE_ASSERTION mibig:BGC0002040 DOI:10.1128/aac.42.6.1424
Streptomyces kaniharaensis
NCBITaxon:212423
SOURCE_ASSERTION mibig:BGC0002462 PMID:32350138

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
Streptomyces
NCBITaxon:1883
LOTUS DOI:10.7164/ANTIBIOTICS.39.309
Streptomyces antibioticus
NCBITaxon:1890
LOTUS DOI:10.1021/BI00415A059
Streptomyces antibioticus
NCBITaxon:1890
LOTUS DOI:10.7164/ANTIBIOTICS.45.1914

Biosynthetic gene clusters 4

AccessionHostLocus evidenceGenome
mibig:BGC0002435 Micromonospora haikouensis
NCBITaxon:686309
CLUSTER_DEMONSTRATED genbank:FMCW01000024.1
mibig:BGC0002039 Nocardia interforma ATCC 21072
NCBITaxon:1311815
CLUSTER_UNSTATED genbank:KY682079.1
mibig:BGC0002040 Streptomyces kaniharaensis
NCBITaxon:212423
CLUSTER_UNSTATED genbank:KY705052.1
mibig:BGC0002462 Streptomyces kaniharaensis
NCBITaxon:212423
CLUSTER_DEMONSTRATED genbank:MK830994.1

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.

StepEnzymeReactionSubstrate → productEvidence
1 CofB
UniProtKB:A0A8A6W587
ungrounded → ungrounded DOI:10.1073/pnas.2000111117

Step 1: This curates the Streptomyces kaniharaensis SF-557 CofB SAICAR-synthetase homolog from the BGC0002462/MK830994.1 route; CofB converts a shared L-histidine-pathway branch point intermediate to 8-ketocoformycin-5'-monophosphate. The substrate and product remain ungrounded because exact ChEBI terms were not found for the pathway-specific intermediates.

Mechanism & Biosynthesis Overview

PRODUCERS & OCCURRENCE 4 producers (1 causal) 3 cited occurrences BIOSYNTHETIC LOCUS 4 gene clusters 1 curated pathway step NATURAL PRODUCT coformycin CHEBI:16213 Carbohydrates TARGETS & BIOACTIVITY 0 molecular targets 0 bioactivities · 1 graph

Causal graph — biosynthesis 3 nodes, 2 edges

Partial Streptomyces kaniharaensis coformycin biosynthesis graph for the CofB branch from L-histidine biosynthesis to 8-ketocoformycin-5'-monophosphate.

SubjectPredicateObjectNotesEvidence
shared L-histidine/coformycin branch point intermediate is converted by CofB The substrate is the shared branch-point intermediate between L-histidine and coformycin biosynthesis.
DOI:10.1073/pnas.2000111117
https://www.uniprot.org/uniprotkb/A0A8A6W587
https://www.ncbi.nlm.nih.gov/protein/QTK22481.1
  • reference
    DOI:10.1073/pnas.2000111117
    evidence type
    PRIMARY_EXPERIMENT
    snippet
    Committed entry into the coformycin pathway takes place via conversion of a shared branch point intermediate
    notes
    Ren et al. identified the Streptomyces kaniharaensis cof gene cluster and reconstituted the coformycin pathway in vitro, demonstrating that CofB catalyzes conversion of a shared L-histidine-pathway branch point intermediate to 8-ketocoformycin-5'-monophosphate.
  • reference
    https://www.uniprot.org/uniprotkb/A0A8A6W587
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-09-27
    notes
    Unreviewed UniProtKB:A0A8A6W587 is Streptomyces kaniharaensis CofB, gene cofB, length 231 aa, and cross-references EMBL MK830994 protein QTK22481.1.
  • reference
    https://www.ncbi.nlm.nih.gov/protein/QTK22481.1
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-09-27
    notes
    NCBI GenPept QTK22481.1 is the MK830994.1 cofB coding sequence from Streptomyces kaniharaensis SF-557 and is sequence-identical to UniProtKB:A0A8A6W587.
CofB forms 8-ketocoformycin-5'-monophosphate The product is the branch-committed 8-ketocoformycin-5'-monophosphate intermediate rather than mature coformycin.
DOI:10.1073/pnas.2000111117
https://www.uniprot.org/uniprotkb/A0A8A6W587
https://www.ncbi.nlm.nih.gov/protein/QTK22481.1
  • reference
    DOI:10.1073/pnas.2000111117
    evidence type
    PRIMARY_EXPERIMENT
    snippet
    Committed entry into the coformycin pathway takes place via conversion of a shared branch point intermediate
    notes
    Ren et al. identified the Streptomyces kaniharaensis cof gene cluster and reconstituted the coformycin pathway in vitro, demonstrating that CofB catalyzes conversion of a shared L-histidine-pathway branch point intermediate to 8-ketocoformycin-5'-monophosphate.
  • reference
    https://www.uniprot.org/uniprotkb/A0A8A6W587
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-09-27
    notes
    Unreviewed UniProtKB:A0A8A6W587 is Streptomyces kaniharaensis CofB, gene cofB, length 231 aa, and cross-references EMBL MK830994 protein QTK22481.1.
  • reference
    https://www.ncbi.nlm.nih.gov/protein/QTK22481.1
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-09-27
    notes
    NCBI GenPept QTK22481.1 is the MK830994.1 cofB coding sequence from Streptomyces kaniharaensis SF-557 and is sequence-identical to UniProtKB:A0A8A6W587.

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

Elsewhere in the fleet

Explore across X-Mech

Open questions 1

shared-structure — This structure is reported by more than one MIBiG entry: BGC0002039, BGC0002040, BGC0002435, BGC0002462. Confirm they describe the same compound rather than an upstream cross-reference error.

Provenance

Source conceptSourceVersion
BGC0002435MIBIG3
BGC0002039MIBIG3
BGC0002040MIBIG3
BGC0002462MIBIG3
CHEBI:16213CHEBI3-star

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