nanangelenin B

naturalproductmech:mibig-9898bb8a6a 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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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	TVPLZAQWRYWFFT-AWEZNQCLSA-N
SMILES	NC1=CC=CC=C1C(=O)N[C@H]1CC(=O)C2=CC=CC=C2NC1=O
Stereochemistry	fully defined
Cross-references	npatlas:NPA032973

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 nrps, 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
Aspergillus terreus var. terreus NCBITaxon:2081996	BGC_CHARACTERIZED	mibig:BGC0002198	PMID:32843555

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
Aspergillus nanangensis NCBITaxon:2582783	LOTUS	DOI:10.1021/JACS.0C01605

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0002198	Aspergillus terreus var. terreus NCBITaxon:2081996	CLUSTER_DEMONSTRATED	genbank:MT376588.1

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	NanD native MST-FP2251 reference UniProtKB:A0A6G9KJL7		naturalproductmech:mibig-9898bb8a6a → ungrounded	https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000443.json

Step 1: MITE0000443-reported reverse prenylation of nanangelenin B (naturalproductmech:mibig-9898bb8a6a) to nanangelenin C by Aspergillus nanangensis MST-FP2251 NanD (UniProtKB:A0A6G9KJL7, QIQ51364.1, nanD/FE257_001451 on MT024570.1). Synchronizes biosynthetic_pathway with the existing MITE-backed causal_graph without upgrading producer or locus evidence grades.

Mechanism & Biosynthesis Overview

Causal graph — biosynthesis 4 nodes, 3 edges

MITE-reported reverse prenylation of exact nanangelenin B as substrate, using sequence-verified NanD from Aspergillus nanangensis MST-FP2251 as the native reference. This database-level context does not assign NanD to the owner's imported Aspergillus terreus producer or BGC0002198. A publisher search result marked the NanD study purchase-only; no full text was inspected. The distinct owner terreazepine study hit browser verification. Both source contexts remain separate, with no producer-grade or SEEDED-status change.

Subject	Predicate	Object	Notes	Evidence
NanD native MST-FP2251 reference	is_database_reported_catalyst_of	MITE-reported NanD reverse prenylation	MITE and reviewed UniProt supply database functional attribution. Native sequence equality establishes reference correspondence, not historical assay-stock or construct identity. UniProt donor-binding residues are by similarity to Q4WAW7, not measured native binding sites or occupancy. No primary protein-alone assay, kinetics, physical complex or heterologous assay host is adopted.	https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000443.json https://www.uniprot.org/uniprotkb/A0A6G9KJL7 https://www.ncbi.nlm.nih.gov/protein/QIQ51364.1 https://www.ncbi.nlm.nih.gov/nuccore/MT024570.1 reference https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000443.json evidence type DATABASE_ASSERTION retrieved on 2026-10-07 notes Active MITE0000443 version1 names NanD/A0A6G9KJL7/QIQ51364.1, with no MIBiG cross-reference. Its single reaction example consumes nanangelenin B and marks nanangelenin C intermediate. Heterologous expression is the database evidence code, not a primary experiment independently inspected here. The cited DOI10.1021/jacs.0c01605/PMID32182055 concerns A.nanangensis; publisher metadata marked it purchase-only, so no primary assay is adopted. snippet Reverse prenylation of nanangelenin B to produce nanangelenin C. reference https://www.uniprot.org/uniprotkb/A0A6G9KJL7 evidence type DATABASE_ASSERTION retrieved on 2026-10-07 notes Swiss-Prot entry15/sequence1,435aa, nanD/FE257_001451, A.nanangensis/tax2582783. Genomic-sequence reference provenance lists CBS146238/FRR6048/MST FP2251 and DOI10.1021/jacs.0c01605; EMBL links MT024570/QIQ51364.1. Its function narrative attributes nanangelenin B-to-C prenylation to NanD. Binding sites are ECO0000250 by similarity to Q4WAW7. Broad upstream/downstream narrative is not adopted as newly inspected primary evidence. reference https://www.ncbi.nlm.nih.gov/protein/QIQ51364.1 evidence type DATABASE_ASSERTION retrieved on 2026-10-07 notes Independent complete435-aa native reference, annotated hypothetical protein, gene nanD/locus FE257_001451, A.nanangensis MST-FP2251/tax2582783. coded_by joins MT024570.1:4633..5840 and5895..5994 on the plus strand. Native identity source, not a tested construct or direct functional assay. reference https://www.ncbi.nlm.nih.gov/nuccore/MT024570.1 evidence type CURATOR_INFERENCE retrieved on 2026-10-07 notes Full1308-nt two-exon plus CDS4633..5840,5895..5994, codon1/defaulttable1, translates to native annotation, independent GenPept and current UniProt, all435aa. Independent coded_by DNA/coordinates and MST-FP2251/taxon2582783 agree. Complete18526-bp cluster retained; metadata and full target CDS inspected, not a whole-cluster functional audit. Reference equality does not establish historical assay-stock identity.
nanangelenin B	is_database_example_substrate_of	MITE-reported NanD reverse prenylation	Pinned exact-structure screening matches the stereospecified MITE substrate to full owner key TVPLZAQWRYWFFT-AWEZNQCLSA-N. This is consumption of nanangelenin B, not its synthesis by NanD. No racemate, opposite stereoisomer, native assay substrate or producer claim is substituted. The owner's imported A.terreus producer/BGC0002198 and LOTUS A.nanangensis occurrence remain source-owned and unchanged, not unified by this graph.	https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000443.json reference https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000443.json evidence type DATABASE_ASSERTION retrieved on 2026-10-07 notes Active MITE0000443 version1 names NanD/A0A6G9KJL7/QIQ51364.1, with no MIBiG cross-reference. Its single reaction example consumes nanangelenin B and marks nanangelenin C intermediate. Heterologous expression is the database evidence code, not a primary experiment independently inspected here. The cited DOI10.1021/jacs.0c01605/PMID32182055 concerns A.nanangensis; publisher metadata marked it purchase-only, so no primary assay is adopted.
MITE-reported NanD reverse prenylation	has_database_example_product	Nanangelenin C, database intermediate	The MITE example labels nanangelenin C intermediate. This graph does not add an external product identifier, final-product claim or downstream NanF/NanB/NanE pathway. The distinct imported owner paper PMID32843555/DOI10.1128/mBio.01691-20 concerns terreazepine and was inaccessible behind browser verification; no identity correction, A.terreus enzyme mapping or producer upgrade is inferred.	https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000443.json reference https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000443.json evidence type DATABASE_ASSERTION retrieved on 2026-10-07 notes Active MITE0000443 version1 names NanD/A0A6G9KJL7/QIQ51364.1, with no MIBiG cross-reference. Its single reaction example consumes nanangelenin B and marks nanangelenin C intermediate. Heterologous expression is the database evidence code, not a primary experiment independently inspected here. The cited DOI10.1021/jacs.0c01605/PMID32182055 concerns A.nanangensis; publisher metadata marked it purchase-only, so no primary assay is adopted.

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

Explore across X-Mech

AntibioticMech (nanangelenin B) ↗ MediaIngredientMech (naturalproductmech:mibig-9898bb8a6a) ↗ TaxonMech: Aspergillus terreus var. terreus (NCBITaxon:2081996) ↗ PathwayMech (mibig:BGC0002198) ↗

Provenance

Source concept	Source	Version
BGC0002198	MIBIG	3

This page is generated from data/natural_products/alkaloids/nanangelenin-b.yaml, which is generated from the committed inventories. Neither is edited by hand.