roseoflavin
naturalproductmech:mibig-fb87f28c4d MINTED SEEDED
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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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 | IGQLDUYTWDABFK-UHFFFAOYSA-N |
|---|---|
| SMILES | CC1=CC2=C(C=C1N(C)C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(CO)O)O)O |
| Stereochemistry | undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers |
| Cross-references | pubchem:170973 |
Filing pathway
Alkaloids — 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, 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 davaonensis JCM 4913 NCBITaxon:1214101 |
SOURCE_ASSERTION | mibig:BGC0000927 | PMID:23043000 |
Occurrences 0
None cited.
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000927 | Streptomyces davaonensis JCM 4913 NCBITaxon:1214101 |
CLUSTER_UNSTATED | genbank:HE971709.1 |
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 | RosA 8-amino-8-demethylriboflavin N,N-dimethyltransferase UniProtKB:K4RFM2 |
RHEA:51944 | CHEBI:136518 → CHEBI:136521 | DOI:10.1074/jbc.M111.292300 |
Step 1: RosA is the Streptomyces davaonensis JCM 4913 BN159_8032 S-adenosyl-L-methionine-dependent dimethyltransferase that performs the final AF-to-MAF-to-RoF methylations. BN159_8032 is outside the seeded BGC0000927 locus. RHEA:51944 captures the overall two-methylation reaction to CHEBI:136521 roseoflavin(1-), the major pH 7.3 microspecies of exact stereochemical CHEBI:72346 roseoflavin; the MIBiG-seeded record remains minted because its roseoflavin structure is stereochemically incomplete.
Mechanism & Biosynthesis Overview
Causal graph — biosynthesis 3 nodes, 2 edges
Terminal roseoflavin N,N-dimethylation by S. davaonensis JCM 4913 RosA from 8-amino-8-demethylriboflavin to roseoflavin.
| Subject | Predicate | Object | Notes | Evidence |
|---|---|---|---|---|
| 8-amino-8-demethylriboflavin(1-) | is N,N-dimethylated by | RosA | RosA transfers two methyl groups from SAM to convert AF through MAF into the dimethylated roseoflavin scaffold. | DOI:10.1074/jbc.M111.292300
|
| RosA | forms | roseoflavin(1-) | RosA catalyzes the final two methylations of the roseoflavin biosynthetic pathway. | DOI:10.1074/jbc.M111.292300
|
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
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Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000927 | MIBIG | 3 |
This page is generated from data/natural_products/alkaloids/roseoflavin.yaml, which is generated from the committed inventories. Neither is edited by hand.