muscoride A

naturalproductmech:mibig-3dbef7a0f0 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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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	PFXJYHPNSWNJBP-UHFFFAOYSA-N
SMILES	CC1=C(N=C(O1)C2CCCN2C(=O)C(C(C)C)NC(C)(C)C=C)C3=NC(=C(O3)C)C(=O)OCC=C(C)C
Stereochemistry	undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers
Cross-references	npatlas:NPA012082

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 ribosomal, other, terpene, from MIBiG.

Producer organisms 2

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
Desmonostoc sp. PCC 7906 NCBITaxon:1181	SOURCE_ASSERTION	mibig:BGC0002485	PMID:31674754
Nostoc sp. UHCC-0398 NCBITaxon:2665154	SOURCE_ASSERTION	mibig:BGC0002551	PMID:31674754

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
Nostoc muscorum NCBITaxon:1179	CYANOMETDB	DOI:10.1016/0040-4039(95)00724-Q

Biosynthetic gene clusters 2

Accession	Host	Locus evidence	Genome
mibig:BGC0002485	Desmonostoc sp. PCC 7906 NCBITaxon:1181	CLUSTER_DEMONSTRATED	genbank:MK806443.1
mibig:BGC0002551	Nostoc sp. UHCC-0398 NCBITaxon:2665154	CLUSTER_DEMONSTRATED	genbank:MK806444.1

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	MusF1 UniProtKB:A0A5Q0TWZ6		ungrounded → ungrounded	DOI:10.1021/acschembio.9b00620
2	MusF2 UniProtKB:A0A5Q0TX00		ungrounded → ungrounded	DOI:10.1021/acschembio.9b00620

Step 1: The Nostoc sp. UHCC-0398 MusF1 cyanobactin prenyltransferase is curated as the C-terminal prenyltransferase for a muscoride A precursor. The exact carboxy-prenylated intermediate is left ungrounded.

Step 2: The Nostoc sp. UHCC-0398 MusF2 cyanobactin prenyltransferase is curated as the N-terminal prenyltransferase for a muscoride A precursor. The exact amine-prenylated intermediate is left ungrounded.

Mechanism & Biosynthesis Overview

Causal graph — biosynthesis 6 nodes, 6 edges

Partial Nostoc sp. UHCC-0398 mus-cluster graph for the MusE precursor and the MusF1/MusF2 terminal prenylation steps in muscoride A biosynthesis.

Subject	Predicate	Object	Notes	Evidence
MusE precursor peptide	supplies precursor peptide for	C-terminal prenylation of the muscoride precursor		DOI:10.1021/acschembio.9b00620 MIBIG:BGC0002551 https://www.ncbi.nlm.nih.gov/nuccore/MK806444.1 https://www.uniprot.org/uniprotkb/A0A5Q0TX65/entry https://www.ncbi.nlm.nih.gov/protein/QGA72599.1 https://www.uniprot.org/uniprotkb/A0A5Q0TWZ6/entry https://www.ncbi.nlm.nih.gov/protein/QGA72595.1 reference DOI:10.1021/acschembio.9b00620 evidence type PRIMARY_EXPERIMENT snippet MusF1 acts on the carboxy-terminus while MusF2 acts on the amino-terminus notes Mattila et al. identified the muscoride biosynthetic gene cluster from Nostoc sp. UHCC-0398, described MusE precursor processing, and used biochemical assays to assign MusF1 to C-terminal prenylation and MusF2 to N-terminal prenylation during muscoride A/B biosynthesis. reference MIBIG:BGC0002551 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes MIBiG BGC0002551.2 records muscoride A in the Nostoc sp. UHCC-0398 MK806444.1 locus with enzymatic-assay evidence. reference https://www.ncbi.nlm.nih.gov/nuccore/MK806444.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 snippet muscoride biosynthetic gene cluster notes GenBank MK806444.1 is the Nostoc sp. UHCC-0398 muscoride biosynthetic gene cluster and carries the musE, musF1, and musF2 coding sequences inside the 1..13360 BGC0002551 locus interval. reference https://www.uniprot.org/uniprotkb/A0A5Q0TX65/entry evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes UniProtKB:A0A5Q0TX65 is the Nostoc sp. UHCC-0398 musE entry cross-referenced to EMBL MK806444. reference https://www.ncbi.nlm.nih.gov/protein/QGA72599.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 snippet muscoride precursor peptide notes NCBI GenPept QGA72599.1 is the MK806444.1 musE coding sequence and matches UniProtKB:A0A5Q0TX65 at 67 amino acids. reference https://www.uniprot.org/uniprotkb/A0A5Q0TWZ6/entry evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes UniProtKB:A0A5Q0TWZ6 is the Nostoc sp. UHCC-0398 musF1 entry cross-referenced to EMBL MK806444. reference https://www.ncbi.nlm.nih.gov/protein/QGA72595.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 snippet muscoride prenyltransferase notes NCBI GenPept QGA72595.1 is the 300 aa MK806444.1 musF1 coding sequence and matches UniProtKB:A0A5Q0TWZ6.
MusE precursor peptide	supplies precursor peptide for	N-terminal prenylation of the muscoride precursor		DOI:10.1021/acschembio.9b00620 MIBIG:BGC0002551 https://www.ncbi.nlm.nih.gov/nuccore/MK806444.1 https://www.uniprot.org/uniprotkb/A0A5Q0TX65/entry https://www.ncbi.nlm.nih.gov/protein/QGA72599.1 https://www.uniprot.org/uniprotkb/A0A5Q0TX00/entry https://www.ncbi.nlm.nih.gov/protein/QGA72594.1 reference DOI:10.1021/acschembio.9b00620 evidence type PRIMARY_EXPERIMENT snippet MusF1 acts on the carboxy-terminus while MusF2 acts on the amino-terminus notes Mattila et al. identified the muscoride biosynthetic gene cluster from Nostoc sp. UHCC-0398, described MusE precursor processing, and used biochemical assays to assign MusF1 to C-terminal prenylation and MusF2 to N-terminal prenylation during muscoride A/B biosynthesis. reference MIBIG:BGC0002551 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes MIBiG BGC0002551.2 records muscoride A in the Nostoc sp. UHCC-0398 MK806444.1 locus with enzymatic-assay evidence. reference https://www.ncbi.nlm.nih.gov/nuccore/MK806444.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 snippet muscoride biosynthetic gene cluster notes GenBank MK806444.1 is the Nostoc sp. UHCC-0398 muscoride biosynthetic gene cluster and carries the musE, musF1, and musF2 coding sequences inside the 1..13360 BGC0002551 locus interval. reference https://www.uniprot.org/uniprotkb/A0A5Q0TX65/entry evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes UniProtKB:A0A5Q0TX65 is the Nostoc sp. UHCC-0398 musE entry cross-referenced to EMBL MK806444. reference https://www.ncbi.nlm.nih.gov/protein/QGA72599.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 snippet muscoride precursor peptide notes NCBI GenPept QGA72599.1 is the MK806444.1 musE coding sequence and matches UniProtKB:A0A5Q0TX65 at 67 amino acids. reference https://www.uniprot.org/uniprotkb/A0A5Q0TX00/entry evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes UniProtKB:A0A5Q0TX00 is the Nostoc sp. UHCC-0398 musF2 entry cross-referenced to EMBL MK806444. reference https://www.ncbi.nlm.nih.gov/protein/QGA72594.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 snippet muscoride prenyltransferase notes NCBI GenPept QGA72594.1 is the 300 aa MK806444.1 musF2 coding sequence and matches UniProtKB:A0A5Q0TX00.
MusF1	catalyzes	C-terminal prenylation of the muscoride precursor		DOI:10.1021/acschembio.9b00620 MIBIG:BGC0002551 https://www.ncbi.nlm.nih.gov/nuccore/MK806444.1 https://www.uniprot.org/uniprotkb/A0A5Q0TWZ6/entry https://www.ncbi.nlm.nih.gov/protein/QGA72595.1 reference DOI:10.1021/acschembio.9b00620 evidence type PRIMARY_EXPERIMENT snippet MusF1 acts on the carboxy-terminus while MusF2 acts on the amino-terminus notes Mattila et al. identified the muscoride biosynthetic gene cluster from Nostoc sp. UHCC-0398, described MusE precursor processing, and used biochemical assays to assign MusF1 to C-terminal prenylation and MusF2 to N-terminal prenylation during muscoride A/B biosynthesis. reference MIBIG:BGC0002551 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes MIBiG BGC0002551.2 records muscoride A in the Nostoc sp. UHCC-0398 MK806444.1 locus with enzymatic-assay evidence. reference https://www.ncbi.nlm.nih.gov/nuccore/MK806444.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 snippet muscoride biosynthetic gene cluster notes GenBank MK806444.1 is the Nostoc sp. UHCC-0398 muscoride biosynthetic gene cluster and carries the musE, musF1, and musF2 coding sequences inside the 1..13360 BGC0002551 locus interval. reference https://www.uniprot.org/uniprotkb/A0A5Q0TWZ6/entry evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes UniProtKB:A0A5Q0TWZ6 is the Nostoc sp. UHCC-0398 musF1 entry cross-referenced to EMBL MK806444. reference https://www.ncbi.nlm.nih.gov/protein/QGA72595.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 snippet muscoride prenyltransferase notes NCBI GenPept QGA72595.1 is the 300 aa MK806444.1 musF1 coding sequence and matches UniProtKB:A0A5Q0TWZ6.
MusF2	catalyzes	N-terminal prenylation of the muscoride precursor		DOI:10.1021/acschembio.9b00620 MIBIG:BGC0002551 https://www.ncbi.nlm.nih.gov/nuccore/MK806444.1 https://www.uniprot.org/uniprotkb/A0A5Q0TX00/entry https://www.ncbi.nlm.nih.gov/protein/QGA72594.1 reference DOI:10.1021/acschembio.9b00620 evidence type PRIMARY_EXPERIMENT snippet MusF1 acts on the carboxy-terminus while MusF2 acts on the amino-terminus notes Mattila et al. identified the muscoride biosynthetic gene cluster from Nostoc sp. UHCC-0398, described MusE precursor processing, and used biochemical assays to assign MusF1 to C-terminal prenylation and MusF2 to N-terminal prenylation during muscoride A/B biosynthesis. reference MIBIG:BGC0002551 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes MIBiG BGC0002551.2 records muscoride A in the Nostoc sp. UHCC-0398 MK806444.1 locus with enzymatic-assay evidence. reference https://www.ncbi.nlm.nih.gov/nuccore/MK806444.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 snippet muscoride biosynthetic gene cluster notes GenBank MK806444.1 is the Nostoc sp. UHCC-0398 muscoride biosynthetic gene cluster and carries the musE, musF1, and musF2 coding sequences inside the 1..13360 BGC0002551 locus interval. reference https://www.uniprot.org/uniprotkb/A0A5Q0TX00/entry evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes UniProtKB:A0A5Q0TX00 is the Nostoc sp. UHCC-0398 musF2 entry cross-referenced to EMBL MK806444. reference https://www.ncbi.nlm.nih.gov/protein/QGA72594.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 snippet muscoride prenyltransferase notes NCBI GenPept QGA72594.1 is the 300 aa MK806444.1 musF2 coding sequence and matches UniProtKB:A0A5Q0TX00.
C-terminal prenylation of the muscoride precursor	contributes to	muscoride A	Muscoride A is represented only as the downstream bis-prenylated product because the exact C-prenylated intermediate is not grounded.	DOI:10.1021/acschembio.9b00620 MIBIG:BGC0002551 https://www.ncbi.nlm.nih.gov/nuccore/MK806444.1 https://www.uniprot.org/uniprotkb/A0A5Q0TWZ6/entry https://www.ncbi.nlm.nih.gov/protein/QGA72595.1 reference DOI:10.1021/acschembio.9b00620 evidence type PRIMARY_EXPERIMENT snippet MusF1 acts on the carboxy-terminus while MusF2 acts on the amino-terminus notes Mattila et al. identified the muscoride biosynthetic gene cluster from Nostoc sp. UHCC-0398, described MusE precursor processing, and used biochemical assays to assign MusF1 to C-terminal prenylation and MusF2 to N-terminal prenylation during muscoride A/B biosynthesis. reference MIBIG:BGC0002551 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes MIBiG BGC0002551.2 records muscoride A in the Nostoc sp. UHCC-0398 MK806444.1 locus with enzymatic-assay evidence. reference https://www.ncbi.nlm.nih.gov/nuccore/MK806444.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 snippet muscoride biosynthetic gene cluster notes GenBank MK806444.1 is the Nostoc sp. UHCC-0398 muscoride biosynthetic gene cluster and carries the musE, musF1, and musF2 coding sequences inside the 1..13360 BGC0002551 locus interval. reference https://www.uniprot.org/uniprotkb/A0A5Q0TWZ6/entry evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes UniProtKB:A0A5Q0TWZ6 is the Nostoc sp. UHCC-0398 musF1 entry cross-referenced to EMBL MK806444. reference https://www.ncbi.nlm.nih.gov/protein/QGA72595.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 snippet muscoride prenyltransferase notes NCBI GenPept QGA72595.1 is the 300 aa MK806444.1 musF1 coding sequence and matches UniProtKB:A0A5Q0TWZ6.
N-terminal prenylation of the muscoride precursor	contributes to	muscoride A	Muscoride A is represented only as the downstream bis-prenylated product because the exact N-prenylated intermediate is not grounded.	DOI:10.1021/acschembio.9b00620 MIBIG:BGC0002551 https://www.ncbi.nlm.nih.gov/nuccore/MK806444.1 https://www.uniprot.org/uniprotkb/A0A5Q0TX00/entry https://www.ncbi.nlm.nih.gov/protein/QGA72594.1 reference DOI:10.1021/acschembio.9b00620 evidence type PRIMARY_EXPERIMENT snippet MusF1 acts on the carboxy-terminus while MusF2 acts on the amino-terminus notes Mattila et al. identified the muscoride biosynthetic gene cluster from Nostoc sp. UHCC-0398, described MusE precursor processing, and used biochemical assays to assign MusF1 to C-terminal prenylation and MusF2 to N-terminal prenylation during muscoride A/B biosynthesis. reference MIBIG:BGC0002551 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes MIBiG BGC0002551.2 records muscoride A in the Nostoc sp. UHCC-0398 MK806444.1 locus with enzymatic-assay evidence. reference https://www.ncbi.nlm.nih.gov/nuccore/MK806444.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 snippet muscoride biosynthetic gene cluster notes GenBank MK806444.1 is the Nostoc sp. UHCC-0398 muscoride biosynthetic gene cluster and carries the musE, musF1, and musF2 coding sequences inside the 1..13360 BGC0002551 locus interval. reference https://www.uniprot.org/uniprotkb/A0A5Q0TX00/entry evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes UniProtKB:A0A5Q0TX00 is the Nostoc sp. UHCC-0398 musF2 entry cross-referenced to EMBL MK806444. reference https://www.ncbi.nlm.nih.gov/protein/QGA72594.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 snippet muscoride prenyltransferase notes NCBI GenPept QGA72594.1 is the 300 aa MK806444.1 musF2 coding sequence and matches UniProtKB:A0A5Q0TX00.

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

Explore across X-Mech

AntibioticMech (muscoride A) ↗ MediaIngredientMech (naturalproductmech:mibig-3dbef7a0f0) ↗ TaxonMech: Desmonostoc sp. PCC 7906 (NCBITaxon:1181) ↗ TaxonMech: Nostoc sp. UHCC-0398 (NCBITaxon:2665154) ↗ PathwayMech (mibig:BGC0002485) ↗ PathwayMech (mibig:BGC0002551) ↗

Open questions 1

shared-structure — This structure is reported by more than one MIBiG entry: BGC0002485, BGC0002551. Confirm they describe the same compound rather than an upstream cross-reference error.

Provenance

Source concept	Source	Version
BGC0002485	MIBIG	2
BGC0002551	MIBIG	2

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