tetracenomycin C

CHEBI:9470 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

Tetracenomycin C is a tetracenomycin antibiotic, a methyl ester and a tertiary alpha-hydroxy ketone. — PMID:11851469

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

tetracenomycin antibioticARO:3007034

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:139592
Label unavailable CHEBI:25248
tetracenomycin CHEBI:48132
tetracenomycin antibiotic ARO:3007034

Chemical structure

Computed structure properties
Molecular formula	C23H20O11
Charge	0
Average mass	472.402 Da
Monoisotopic mass	472.10056 Da
Source	ChEBI
InChIKey	ULHJWHCSSAEMLW-UEVCKROQSA-N

SMILES

COC(=O)c1c(OC)cc2cc3c(c(O)c2c1C)C(=O)[C@]1(O)C(=O)C=C(OC)[C@@H](O)[C@]1(O)C3=O

InChI

InChI=1S/C23H20O11/c1-8-14-9(6-11(32-2)15(8)21(29)34-4)5-10-16(17(14)25)20(28)22(30)13(24)7-12(33-3)19(27)23(22,31)18(10)26/h5-7,19,25,27,30-31H,1-4H3/t19-,22-,23-/m1/s1

Also called

methyl (6aR,7S,10aR)-6a,7,10a,12-tetrahydroxy-3,8-dimethoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydrotetracene-2-carboxylate (EXACT_SYNONYM)— chebi
Tetracenomycin C (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

antimicrobial agent CHEBI:33281

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
ARO	`ARO:3007035`	tetracenomycin C	`antibioticmech:aro-5f9debc758`	2026-08-30
CHEBI	`CHEBI:9470`	tetracenomycin C	`antibioticmech:chebi-068335cfc6`	2026-08-30

Resistance mechanisms

1 source-backed resistance determinants or associations, with ARO grounding where reported. Grouped by reported mechanism type.

ANTIBIOTIC_EFFLUX 1

ANTIBIOTIC_EFFLUX
Determinant	ARO ID	Organism	Gene families	Evidence
tcmA	ARO:3003554	not organism-specific	—	ARO:3003554 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3007035 (tetracenomycin C); database assertion, not a primary citation.)

Producer organisms

Organisms that biosynthesize this compound. Cluster link evidence is how the upstream source graded the gene cluster, so it is populated only for a source that grades it. An empty cell is not weaker support: a curator-authored producer carries its support in Evidence instead. Where the source entry named several compounds, the evidence is marked inherited, meaning it covers this compound together with the cluster's other products rather than singling it out. Those products need not be related to each other: a cluster can list an intermediate, a precursor and a finished antibiotic side by side.

Producer organisms
Organism	BGC	Cluster link evidence	Source	Quality	Note	Evidence
Streptomyces glaucescens NCBITaxon:1907	BGC0000275	Enzymatic assays; Gene expression correlated with compound production; Heterologous expression; Knock-out studies compound specific	MIBIG 4.0.1 (entry 4)	questionable	MIBiG active entry; compound 'tetracenomycin C' joined by exact Standard InChIKey.	PMID:1548230 (MIBiG's first legacy reference for the entry, inherited rather than attached to the compound. It supports that the entry exists; it is NOT established as evidence for this specific producer/compound link.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-08 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-08 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

Explore across X-Mech: MediaIngredientMech (tetracenomycin C) · CultureMech · NaturalProductMech · PathwayMech · TraitMech · TaxonMech (Streptomyces glaucescens)