thienodolin

CHEBI:9543 EXACT 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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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.

An indole alkaloid that is a thienoindole ring with carboxamide group and chlorine substituents at positions 2 and 6 respectively.

Structure

Standard InChIKey	LREDECYEGMWOAR-UHFFFAOYSA-N
SMILES	NC(=O)C1=CC2=C(NC3=C2C=CC(Cl)=C3)S1
Stereochemistry	fully defined
Cross-references	npatlas:NPA017595, pubchem:442119

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 albogriseolus NCBITaxon:1887	SOURCE_ASSERTION	mibig:BGC0001374	PMID:24692213

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.

Taxon	Source	Reference
Streptomyces alboflavus NCBITaxon:67267	LOTUS	DOI:10.1271/BBB.57.632
Streptomyces albogriseolus NCBITaxon:1887	LOTUS	DOI:10.1002/CBIC.201600304
Streptomyces albogriseolus NCBITaxon:1887	LOTUS	DOI:10.1271/BBB.57.632

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0001374	Streptomyces albogriseolus NCBITaxon:1887	CLUSTER_UNSTATED	genbank:KU569241.1

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

Causal graph — biosynthesis 4 nodes, 3 edges

MITE-asserted ThdD amidation yielding thienodolin. The native Streptomyces albogriseolus MJ286-76F7 reference is verified independently; current UniProt supports identity, not a compound-specific activity assertion. Its automated AsnB annotation is not adopted as thienodolin chemistry. No ThnA experiment, pathway finality or source-grade upgrade is inferred; not full-record sign-off.

Subject	Predicate	Object	Notes	Evidence
ThdD native MJ286-76F7 reference	is_database_reported_catalyst_of	MITE-reported ThdD carboxylic-acid amidation	MITE supplies functional attribution; independent sequence deposits establish identity only. No native assay, rate, knockout phenotype, AsnB reaction, predicted site, cofactor state or physiological complex is adopted. Producer and cluster grades remain SOURCE_ASSERTION/CLUSTER_UNSTATED.	https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000431.json https://www.uniprot.org/uniprotkb/M1MEQ9 https://www.uniprot.org/uniparc/UPI0002B76286 https://www.ncbi.nlm.nih.gov/protein/ANW12109.1 https://www.ncbi.nlm.nih.gov/nuccore/KU569241.1 reference https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000431.json evidence type DATABASE_ASSERTION retrieved on 2026-10-07 notes MITE0000431 version 1, active, assigns conversion of 6-chlorothieno[2,3-b]indole-2-carboxylic acid to thienodolin to ThdD, described as a ThnA homolog. Its heterologous, in-vitro and knockout codes remain database assertions: the cited primary papers were inaccessible. No ThnA assay is transferred to this ThdD reference. snippet catalyzes the amidation of the carboxylic acid reference https://www.uniprot.org/uniprotkb/M1MEQ9 evidence type DATABASE_ASSERTION retrieved on 2026-10-07 notes Current unreviewed TrEMBL entry 39, sequence 1, 605 residues, thdD, taxon1887, cross-links KU569241/ANW12109.1 and names strain MJ286-76F7 in sequence references. No FUNCTION annotation; protein existence is inferred from homology. Automated ARBA asparagine-synthase name, EC6.3.5.4 and RHEA12228 chemistry are not independent thienodolin evidence. reference https://www.uniprot.org/uniparc/UPI0002B76286 evidence type DATABASE_ASSERTION retrieved on 2026-10-07 notes MITE's UniParc identifier maps the exact605-residue sequence to active M1MEQ9 and ANW12109.1. UniParc is not a UniProtKB accession. The retained older AGF50180 reference was not independently reverified. reference https://www.ncbi.nlm.nih.gov/protein/ANW12109.1 evidence type DATABASE_ASSERTION retrieved on 2026-10-07 notes Full independent GenPept reference and coded_by inspected: amido transferase thdD,605aa, S.albogriseolus MJ286-76F7/taxon1887. reference https://www.ncbi.nlm.nih.gov/nuccore/KU569241.1 evidence type CURATOR_INFERENCE retrieved on 2026-10-07 notes Complete1818-nt plus-strand single CDS3758..5575, codon1/table11. Full translation equals the CDS annotation, independent ANW12109.1, UniParc and current M1MEQ9, all605aa. Independent coded_by coordinates and DNA match; genomic/source qualifiers identify MJ286-76F7/taxon1887. This verifies a native reference, not historical assay-stock, transcript or construct identity.
6-Chlorothieno[2,3-b]indole-2-carboxylic acid, database substrate	is_database_reported_substrate_of	MITE-reported ThdD carboxylic-acid amidation	MITE names and encodes the acid substrate; no external substrate identifier or upstream pathway is inferred. Its atom-mapped SMARTS is not executed or adopted as a transformation rule; this graph uses the explicit example.	https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000431.json reference https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000431.json evidence type DATABASE_ASSERTION retrieved on 2026-10-07 notes MITE0000431 version 1, active, assigns conversion of 6-chlorothieno[2,3-b]indole-2-carboxylic acid to thienodolin to ThdD, described as a ThnA homolog. Its heterologous, in-vitro and knockout codes remain database assertions: the cited primary papers were inaccessible. No ThnA assay is transferred to this ThdD reference.
MITE-reported ThdD carboxylic-acid amidation	has_database_reported_product	thienodolin	The pinned MITE example product matches owner full InChIKey LREDECYEGMWOAR-UHFFFAOYSA-N and complete stereo in the retained repository-helper/RDKit2026.03.5 screen. No pathway finality, ThnA experiment or producer-grade upgrade is inferred. Existing occurrences, source fields and history remain unchanged.	https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000431.json reference https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000431.json evidence type DATABASE_ASSERTION retrieved on 2026-10-07 notes MITE0000431 version 1, active, assigns conversion of 6-chlorothieno[2,3-b]indole-2-carboxylic acid to thienodolin to ThdD, described as a ThnA homolog. Its heterologous, in-vitro and knockout codes remain database assertions: the cited primary papers were inaccessible. No ThnA assay is transferred to this ThdD reference.

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

Causal graph — biosynthesis 6 nodes, 5 edges

Database-qualified upstream thienodolin context: native MJ286-76F7 ThdH/ThaL chlorination of L-tryptophan, with ThdF listed as auxiliary reductase. Complete native reference sequences are verified separately. The product is an intermediate, not thienodolin itself; downstream assembly is not reconstructed. No primary assay, physical complex, residue-level mechanism or source-grade upgrade is claimed; not full-record sign-off.

Subject	Predicate	Object	Notes	Evidence
ThdH/ThaL native MJ286-76F7 reference	is_database_reported_catalyst_of	Database-reported L-tryptophan C6 chlorination	A1E280 is the exact native sequence, not a convenient homolog. Functional support is database-level. UniProt's cited knockout/rescue and structural studies are not adopted as independently verified experiments. Producer SOURCE_ASSERTION and BGC CLUSTER_UNSTATED remain unchanged.	https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000433.json https://www.uniprot.org/uniprotkb/A1E280 https://www.ncbi.nlm.nih.gov/protein/ANW12118.1 https://www.uniprot.org/uniparc/UPI0000EA332E https://www.ncbi.nlm.nih.gov/nuccore/KU569241.1 reference https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000433.json evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes MITE0000433 version2, active, associates ANW12118.1/UPI0000EA332E with BGC0001374 and L-tryptophan C6 chlorination. Its experiment codes remain database assertions; cited primary studies were not fully inspected. No mutant, bromination, peptide-derivative chemistry or residue-level mechanism is adopted. snippet ThdH catalyzes regioselective chlorination of L-tryptophan at the C6 position reference https://www.uniprot.org/uniprotkb/A1E280 evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes Reviewed Swiss-Prot entry64, sequence1, names thaL with synonym thdH; taxon1887; KU569241/ANW12118.1 cross-reference and MJ286-76F7 sequence-reference strain. FUNCTION links this enzyme to thienodolin and C6 chlorination; catalytic activity records RHEA55900 and left-to-right RHEA55901. These are inspected database annotations, not independently reviewed primary assays. reference https://www.ncbi.nlm.nih.gov/protein/ANW12118.1 evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes Independent complete GenPept ANW12118.1, 531aa, thdH, S. albogriseolus MJ286-76F7/taxon1887. coded_by KU569241.1:11305..12900 and table11 agree with the native genome. snippet /gene="thdH" reference https://www.uniprot.org/uniparc/UPI0000EA332E evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes Complete 531-residue archive sequence equals GenPept and current A1E280; active archive cross-references agree. The MITE uniprot field contains this UniParc identifier, not a UniProtKB accession. reference https://www.ncbi.nlm.nih.gov/nuccore/KU569241.1 evidence type CURATOR_INFERENCE retrieved on 2026-10-08 notes Full 1596-nt plus-strand CDS 11305..12900, codon1/table11, translates exactly to the annotated ANW12118.1, independent GenPept, UniParc and current UniProtKB (531aa). Source qualifiers identify MJ286-76F7/taxon1887. This establishes the native reference sequence, not historical assay-stock or engineered-construct identity.
ThdF native MJ286-76F7 auxiliary reference	is_database_listed_auxiliary_of	ThdH/ThaL native MJ286-76F7 reference	Auxiliary-enzyme annotation only: no demonstrated ThdH-ThdF complex, direct binding, native electron-transfer measurement, essentiality or specific NADH/FAD reaction is inferred. The newer ThdF primary paper was inaccessible; database structural citations do not substitute for construct-level inspection.	https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000433.json https://www.uniprot.org/uniprotkb/A0A1B1V585 https://www.ncbi.nlm.nih.gov/protein/ANW12119.1 https://www.uniprot.org/uniparc/UPI000814E025 https://www.ncbi.nlm.nih.gov/nuccore/KU569241.1 reference https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000433.json evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes The enzyme.auxiliaryEnzymes field explicitly lists ThdF, ANW12119.1 and UPI000814E025 beside ThdH. It names a flavin reductase but supplies no separate ThdF-specific experimental result. snippet Flavin reductase reference https://www.uniprot.org/uniprotkb/A0A1B1V585 evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes Unreviewed TrEMBL entry18, sequence1, thdF, taxon1887; KU569241/ANW12119.1 cross-reference and MJ286-76F7 sequence-reference strain. No FUNCTION or catalytic-activity comment. Protein-level existence and structural cross-references do not establish the native physiological partner, cofactor preference, kinetics or assay construct. reference https://www.ncbi.nlm.nih.gov/protein/ANW12119.1 evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes Independent complete GenPept ANW12119.1, 193aa, thdF, S. albogriseolus MJ286-76F7/taxon1887. coded_by KU569241.1:12897..13478 and table11 agree with the native genome. snippet /gene="thdF" reference https://www.uniprot.org/uniparc/UPI000814E025 evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes Complete 193-residue archive sequence equals GenPept and current A0A1B1V585; active archive cross-references agree. The MITE uniprot field contains this UniParc identifier, not a UniProtKB accession. reference https://www.ncbi.nlm.nih.gov/nuccore/KU569241.1 evidence type CURATOR_INFERENCE retrieved on 2026-10-08 notes Full 582-nt plus-strand CDS 12897..13478, codon1/table11, translates exactly to the annotated ANW12119.1, independent GenPept, UniParc and current UniProtKB (193aa). Source qualifiers identify MJ286-76F7/taxon1887. This establishes the native reference sequence, not historical assay-stock or engineered-construct identity.
L-tryptophan zwitterion	is_database_reported_substrate_of	Database-reported L-tryptophan C6 chlorination	Principal organic substrate shown. The referenced Rhea reaction also includes reduced FAD, chloride and O2; omission of cofactor nodes is not a claim of cofactor-independent catalysis. No SMARTS transformation rule is executed or adopted.	https://www.rhea-db.org/rhea/55900 https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000433.json reference https://www.rhea-db.org/rhea/55900 evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes Inspected cached Rhea page identifies L-tryptophan as CHEBI:57912 and RHEA55901 as the left-to-right form of RHEA55900. The later local HTTP download returned403; no independent raw-response snapshot or retry is claimed. reference https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000433.json evidence type CURATOR_INFERENCE retrieved on 2026-10-08 notes The first explicit reaction example uses L-tryptophan. Its neutral representation and the Rhea zwitterion yield the same full Standard InChIKey QIVBCDIJIAJPQS-VIFPVBQESA-N under RDKit2026.03.5; the graph uses the ChEBI zwitterion form.
Database-reported L-tryptophan C6 chlorination	has_database_reported_product	6-chloro-L-tryptophan zwitterion	The graph does not substitute this intermediate for owner CHEBI:9543. No D-tryptophan, brominated congener, peptide substrate or physiological concentration is asserted.	https://www.rhea-db.org/rhea/55900 https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000433.json reference https://www.rhea-db.org/rhea/55900 evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes Inspected cached Rhea page identifies the chlorinated L-tryptophan product as CHEBI:139335; RHEA55900/55901 describes C6 chlorination, not a reaction directly producing thienodolin. reference https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000433.json evidence type CURATOR_INFERENCE retrieved on 2026-10-08 notes First example is explicitly isIntermediate:true. Its neutral product and Rhea's zwitterion have identical full Standard InChIKey FICLVQOYKYBXFN-VIFPVBQESA-N under RDKit2026.03.5, distinct from this owner's key. ChEBI zwitterion form is used.
6-chloro-L-tryptophan zwitterion	is_database_reported_upstream_precursor_of	thienodolin	Upstream precursor relationship only; no direct enzymatic conversion to thienodolin, pathway order beyond this reaction, additional catalyst, native producer experiment or BGC grade upgrade is implied. The existing separate ThdD graph is preserved unchanged.	https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000433.json https://www.uniprot.org/uniprotkb/A1E280 reference https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000433.json evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes MITE0000433 links the intermediate chlorination to thienodolin biosynthesis and BGC0001374. This is pathway context, not a complete downstream transformation or an independently inspected feeding study. snippet Regioselective halogenation of tryptophan in the thienodolin pathway. reference https://www.uniprot.org/uniprotkb/A1E280 evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes The FUNCTION annotation places ThdH in thienodolin biosynthesis and assigns formation of 6-chlorotryptophan. Database-reported disruption/rescue is not promoted here to primary-experiment evidence.

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

Causal graph — biosynthesis 5 nodes, 4 edges

Database-proposed upstream thienodolin chemistry assigned to native MJ286-76F7 ThdN: 6-chlorotryptophan to 6-chloroindole-3-pyruvic acid. Protein identity is verified independently of functional attribution. The explicit substrate has unspecified stereochemistry; it is not equated with the existing L-specific intermediate. No ThdN assay, ThnJ experiment, balanced reaction, downstream assembly or source-grade upgrade is inferred; not full-record sign-off.

Subject	Predicate	Object	Notes	Evidence
ThdN native MJ286-76F7 reference	is_database_proposed_catalyst_of	Database-proposed ThdN aminotransferase conversion	Proposed functional assignment from MITE, separate from exact native sequence identity. MITE annotates pyridoxal phosphate and UniProt gives automated PLP-family support; no measured cofactor requirement, occupancy, kinetics, knockout phenotype or physical complex is asserted. Producer SOURCE_ASSERTION and BGC CLUSTER_UNSTATED remain unchanged.	https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000432.json https://www.uniprot.org/uniprotkb/M1M1P4 https://www.ncbi.nlm.nih.gov/protein/ANW12120.1 https://www.uniprot.org/uniparc/UPI0002B7707F https://www.ncbi.nlm.nih.gov/nuccore/KU569241.1 reference https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000432.json evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes MITE0000432 version 1, active, names ThdN as an aminotransferase and ThnJ homolog, with ANW12120.1, UniParc UPI0002B7707F and BGC0001374. Its knockout evidence code remains a database annotation, not a verified ThdN-specific knockout or enzyme assay. Both cited primary papers were inaccessible; no ThnJ experiment is transferred to ThdN. snippet ThdN (homologue to ThnJ) converts 6-chlorotryptophan to 6-chloroindole-3-pyruvate reference https://www.uniprot.org/uniprotkb/M1M1P4 evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes Unreviewed TrEMBL entry 36, sequence 1; thdN, taxon1887, 383 residues; KU569241/ANW12120.1 cross-reference and MJ286-76F7 sequence-reference strain. Protein existence is inferred from homology; no FUNCTION or CATALYTIC ACTIVITY comment. Automated PLP/class-II aminotransferase annotations support family context, not compound-specific activity or experimentally established cofactor state. Histidinol-phosphate-family labels are not adopted as thienodolin chemistry. reference https://www.ncbi.nlm.nih.gov/protein/ANW12120.1 evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes Complete independent GenPept reference: 383 residues, aminotransferase, thdN, Streptomyces albogriseolus MJ286-76F7/taxon1887; coded_by KU569241.1:13601..14752, table11. snippet /gene="thdN" reference https://www.uniprot.org/uniparc/UPI0002B7707F evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes Complete archive sequence equals ANW12120.1 and current active UniProtKB:M1M1P4; active archive cross-references agree. MITE's uniprot field contains a UniParc ID, not a UniProtKB accession. The older KC182555/AGF50181 reference was not independently reverified. reference https://www.ncbi.nlm.nih.gov/nuccore/KU569241.1 evidence type CURATOR_INFERENCE retrieved on 2026-10-07 notes Retained native genome retrieved 2026-10-07, reverified 2026-10-08. Complete 1152-nt plus-strand CDS13601..14752, codon1/table11, translates exactly to its annotation, independent GenPept, UniParc and current UniProtKB, all 383 residues. Source qualifiers identify MJ286-76F7/taxon1887. This establishes native reference identity, not expression, historical assay-stock, transcript or engineered-construct identity.
6-Chlorotryptophan, stereochemistry unspecified	is_database_proposed_substrate_of	Database-proposed ThdN aminotransferase conversion	Structure-level grounding only: unspecified stereochemistry is neither an L-specific assignment nor proof of a racemate. Do not equate this node with CHEBI:139335 in the separate ThdH/ThdF graph. Amino acceptor and other participants are not specified; this graph is not a complete balanced reaction.	https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000432.json https://pubchem.ncbi.nlm.nih.gov/compound/65259 reference https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000432.json evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes The sole explicit example encodes NC(Cc1c[nH]c2cc(Cl)ccc12)C(=O)O without alpha-carbon stereochemistry. It is marked isIntermediate:true. The source's Deamination category is not evidence for a dehydrogenase or oxidative mechanism. reference https://pubchem.ncbi.nlm.nih.gov/compound/65259 evidence type CURATOR_INFERENCE retrieved on 2026-10-08 notes Inspected PubChem property response supplies the neutral structure, formula C11H11ClN2O2 and full Standard InChIKey FICLVQOYKYBXFN-UHFFFAOYSA-N. Independent RDKit2026.03.5 calculation from both PubChem and MITE SMILES agrees, with one unassigned stereocenter.
Database-proposed ThdN aminotransferase conversion	has_database_proposed_product	6-Chloroindole-3-pyruvic acid	Exact example product only, not thienodolin, a 7-chloro regioisomer, an imine or an experimentally measured ThdN product. No amino acceptor, co-product, reaction-class identifier or downstream catalyst is invented.	https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000432.json https://pubchem.ncbi.nlm.nih.gov/compound/9794717 reference https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000432.json evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes The sole explicit example product O=C(O)C(=O)Cc1c[nH]c2cc(Cl)ccc12 is the neutral 6-chloro ketoacid, despite the description's pyruvate wording. Only this example is adopted; the atom-mapped SMARTS is neither executed nor adopted as a transformation rule. reference https://pubchem.ncbi.nlm.nih.gov/compound/9794717 evidence type CURATOR_INFERENCE retrieved on 2026-10-08 notes Inspected PubChem property response supplies formula C11H8ClNO3, the neutral ketoacid structure and full Standard InChIKey OPEYVSOLSLAQTQ-UHFFFAOYSA-N. Independent RDKit2026.03.5 calculations from PubChem and MITE SMILES give identical full InChI, key and formula; neither structure has a stereocenter.
6-Chloroindole-3-pyruvic acid	is_database_proposed_upstream_precursor_of	thienodolin	Proposed upstream relationship, not a direct ThdN reaction yielding thienodolin. No number or order of intervening steps is asserted. Existing ThdD and ThdH/ThdF graphs, producer/cluster grades, occurrences and SEEDED status are preserved.	https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000432.json https://github.com/CultureBotAI/NaturalProductMech/blob/1e9809dc8cfbc2b53c56101d3c2a9fc97967f277/data/raw/mibig_compounds.tsv reference https://github.com/mite-standard/mite_data/blob/6eacd913b2036376031072f69cbb33908f132998/mite_data/data/MITE0000432.json evidence type CURATOR_INFERENCE retrieved on 2026-10-08 notes MITE links ThdN to BGC0001374 and flags this example as an intermediate. Together with the uniquely matched adopted MIBiG compound row, this supports proposed upstream pathway context only. reference https://github.com/CultureBotAI/NaturalProductMech/blob/1e9809dc8cfbc2b53c56101d3c2a9fc97967f277/data/raw/mibig_compounds.tsv evidence type DATABASE_ASSERTION retrieved on 2026-10-08 notes The adopted BGC0001374 version 5 row is unique, active and names thienodolin with owner full key LREDECYEGMWOAR-UHFFFAOYSA-N, taxon1887 and KU569241.1. Locus bounds and locus evidence methods are empty; entry quality questionable and completeness unknown are not experiment grades. The inventory supplies compound/BGC context, not proof of ThdN chemistry.

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

Explore across X-Mech

AntibioticMech (thienodolin) ↗ MediaIngredientMech (CHEBI:9543) ↗ TaxonMech: Streptomyces albogriseolus (NCBITaxon:1887) ↗ PathwayMech (mibig:BGC0001374) ↗

Provenance

Source concept	Source	Version
BGC0001374	MIBIG	5
CHEBI:9543	CHEBI	3-star

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