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.

CHEBI:139592 CHEBI:139592
CHEBI:25248 CHEBI:25248
CHEBI:48132 CHEBI:48132
ARO:3007034 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

Equivalent identifiers for this same structure in other resources.

Activity roles

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

CHEBI:33281 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 known routes by which microbes resist this compound, grounded in ARO where CARD models them. Grouped by mechanism type — expand a group to see its determinants.

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.)

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

Provenance

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