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naseseazine C

naturalproductmech:mibig-91513fb680 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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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 InChIKeyLQDCHAOARKZZQM-QWEVHVQISA-N
SMILESC1C[C@H]2C(=O)N3[C@@H](C[C@@]4([C@H]3NC5=CC=CC=C54)C6=CC7=C(C=C6)NC=C7C[C@H]8C(=O)N9CCC[C@H]9C(=O)N8)C(=O)N2C1
Stereochemistryfully defined
Cross-referencespubchem:132494535

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 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.

TaxonBasisClusterEvidence
Streptomyces sp.
NCBITaxon:1931		 SOURCE_ASSERTION mibig:BGC0001948 PMID:30356123

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.

TaxonSourceReference
Streptomyces
NCBITaxon:1883		 LOTUS DOI:10.1016/J.TETLET.2016.11.071

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0001948 Streptomyces sp.
NCBITaxon:1931 		CLUSTER_UNSTATED genbank:MH201515.1

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.

Mechanism & Biosynthesis Overview

PRODUCERS & OCCURRENCE 1 producer (0 causal) 1 cited occurrence BIOSYNTHETIC LOCUS 1 gene cluster 0 curated pathway steps NATURAL PRODUCT naseseazine C naturalproductmech:mibig-91513fb680 Amino acids and peptides TARGETS & BIOACTIVITY 0 molecular targets 0 bioactivities · 2 graphs

Causal graph — biosynthesis 3 nodes, 2 edges

Native sequence identity only, not native naseseazine C production or verification of an experimental expression construct. The deposited product is NascB; the CDS has no gene-name qualifier.

SubjectPredicateObjectNotesEvidence
NascB CDS (MH201515.1:880-2085) encodes the deposited native reference NascB (native CMB-MQ030 reference) Streptomyces sp. CMB-MQ030, taxon 1931; forward-strand CDS, GTG initiation interpreted with translation table 11, 401 amino acids.
https://www.ncbi.nlm.nih.gov/nuccore/MH201515.1
https://www.ncbi.nlm.nih.gov/protein/AWF71596.1
https://www.uniprot.org/uniparc/UPI000A3766A8
  • reference
    https://www.ncbi.nlm.nih.gov/nuccore/MH201515.1
    evidence type
    DATABASE_ASSERTION
    notes
    MH201515.1 CDS 880..2085 identifies AWF71596.1 and product NascB.
  • reference
    https://www.ncbi.nlm.nih.gov/protein/AWF71596.1
    evidence type
    DATABASE_ASSERTION
    notes
    Independent GenPept entry names CMB-MQ030 and the same coding interval.
    snippet
    /coded_by="MH201515.1:880..2085"
  • reference
    https://www.uniprot.org/uniparc/UPI000A3766A8
    evidence type
    CURATOR_INFERENCE
    notes
    Retrieved 2026-10-08: CDS-aware translation, deposited CDS translation, GenPept sequence and UniParc sequence are identical. A0A3G1Q973 is inactive; active A0A4Y3QZ72 names S. cacaoi, not this native isolate. Neither is selected. UniParc is a sequence archive, not UniProtKB.
NascB (native CMB-MQ030 reference) has a sequence-identical UniProtKB example NascB (S. cacaoi SCA03_22890 UniProtKB example) UniProtKB:A0A4Y3QZ72 (Streptomyces cacaoi SCA03_22890 cytochrome P450) shares 100% amino-acid sequence identity (UPI000A3766A8) with Streptomyces sp. CMB-MQ030 NascB (AWF71596.1).
https://www.uniprot.org/uniprotkb/A0A4Y3QZ72
https://www.uniprot.org/uniparc/UPI000A3766A8
https://www.ncbi.nlm.nih.gov/protein/AWF71596.1
  • reference
    https://www.uniprot.org/uniprotkb/A0A4Y3QZ72
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-10-17
    notes
    Active Streptomyces cacaoi UniProtKB entry (A0A4Y3QZ72, SCA03_22890) for the UPI000A3766A8 cytochrome P450 sequence.
  • reference
    https://www.uniprot.org/uniparc/UPI000A3766A8
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-10-17
    notes
    UniParc UPI000A3766A8 links MH201515.1 AWF71596.1 (NascB) and active UniProtKB:A0A4Y3QZ72 under a single 100%-identical sequence.
  • reference
    https://www.ncbi.nlm.nih.gov/protein/AWF71596.1
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-10-17
    notes
    MH201515.1 GenPept AWF71596.1 is the Streptomyces sp. CMB-MQ030 NascB cytochrome P450 translation.

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

Causal graph — biosynthesis 5 nodes, 4 edges

Partial biochemical graph. Purified recombinant NascB was assayed with E. coli Fdx/FdxR and NADPH regeneration. This is not cofactor-independent enzyme sufficiency or native production: NAS-C was not detected in CMB-MQ030 under the reported conditions. Radical microsteps are not asserted. Main text was inspected; figures, methods and supplementary material were not.

SubjectPredicateObjectNotesEvidence
NascB (native CMB-MQ030 reference) is the native protein reference associated with Reported NascB reconstituted assay Gene-product association only; codon-optimized experimental DNA and tags were not sequence-verified.
DOI:10.1038/s41467-018-06528-z
https://www.ncbi.nlm.nih.gov/protein/AWF71596.1
  • reference
    DOI:10.1038/s41467-018-06528-z
    evidence type
    CURATOR_INFERENCE
    notes
    Results, heterologous characterization: NascB is P450-1 from MQ030.
  • reference
    https://www.ncbi.nlm.nih.gov/protein/AWF71596.1
    evidence type
    DATABASE_ASSERTION
    notes
    Native NascB reference cross-cites PMID:30356123.
Synthetic cyclo-(L-Trp-L-Pro) is the reported substrate in Reported NascB reconstituted assay The exact precursor identifier remains ungrounded.
DOI:10.1038/s41467-018-06528-z
  • reference
    DOI:10.1038/s41467-018-06528-z
    evidence type
    PRIMARY_EXPERIMENT
    notes
    Results, in vitro characterization: synthetic cyclo-(L-Trp-L-Pro) was tested.
Reported NascB reconstituted assay yields the reported naseseazine C Reported NAS-C, not NAS-B or the analogue panel; product assignment is source-reported, not an independent spectral reanalysis.
DOI:10.1038/s41467-018-06528-z
https://pubchem.ncbi.nlm.nih.gov/compound/132494535
DOI:10.1038/s41467-018-06528-z
  • reference
    DOI:10.1038/s41467-018-06528-z
    evidence type
    PRIMARY_EXPERIMENT
    notes
    Results, in vitro characterization: NascB converts the synthetic substrate to NAS-C.
  • reference
    https://pubchem.ncbi.nlm.nih.gov/compound/132494535
    evidence type
    DATABASE_ASSERTION
    notes
    Retrieved 2026-10-08: naseseazine C matches owner InChIKey LQDCHAOARKZZQM-QWEVHVQISA-N and its fully specified SMILES.
  • reference
    DOI:10.1038/s41467-018-06528-z
    evidence type
    CURATOR_INFERENCE
    notes
    Paper reports NAS-C as 2S,3R. Pinned RDKit 2026.03.5 assigns those pyrroloindoline centers to the owner; MITE connectivity alone does not establish stereochemistry.
NascB (native CMB-MQ030 reference) has a sequence-identical UniProtKB example NascB (S. cacaoi SCA03_22890 UniProtKB example) UniProtKB:A0A4Y3QZ72 (Streptomyces cacaoi SCA03_22890 cytochrome P450) shares 100% amino-acid sequence identity (UPI000A3766A8) with Streptomyces sp. CMB-MQ030 NascB (AWF71596.1).
https://www.uniprot.org/uniprotkb/A0A4Y3QZ72
https://www.uniprot.org/uniparc/UPI000A3766A8
https://www.ncbi.nlm.nih.gov/protein/AWF71596.1
  • reference
    https://www.uniprot.org/uniprotkb/A0A4Y3QZ72
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-10-17
    notes
    Active Streptomyces cacaoi UniProtKB entry (A0A4Y3QZ72, SCA03_22890) for the UPI000A3766A8 cytochrome P450 sequence.
  • reference
    https://www.uniprot.org/uniparc/UPI000A3766A8
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-10-17
    notes
    UniParc UPI000A3766A8 links MH201515.1 AWF71596.1 (NascB) and active UniProtKB:A0A4Y3QZ72 under a single 100%-identical sequence.
  • reference
    https://www.ncbi.nlm.nih.gov/protein/AWF71596.1
    evidence type
    DATABASE_ASSERTION
    retrieved on
    2026-10-17
    notes
    MH201515.1 GenPept AWF71596.1 is the Streptomyces sp. CMB-MQ030 NascB cytochrome P450 translation.

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

Explore across X-Mech

AntibioticMech (naseseazine C) ↗ MediaIngredientMech (naturalproductmech:mibig-91513fb680) ↗ TaxonMech: Streptomyces sp. (NCBITaxon:1931) ↗ PathwayMech (mibig:BGC0001948) ↗

Provenance

Source conceptSourceVersion
BGC0001948MIBIG3

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