8-demethyl-8-(α-L-rhamnosyl)tetracenomycin C

CHEBI:78283 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A member of the class of tetracenomycins that is 8-demethyltetracenomycin C in which the hydroxyl hydrogen at position 8 is replaced by an α-L-rhamnosyl residue. — ChEBI

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

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:139592 CHEBI:139592
CHEBI:25248 CHEBI:25248
CHEBI:27848 CHEBI:27848
CHEBI:33853 CHEBI:33853
CHEBI:3992 CHEBI:3992
CHEBI:47985 CHEBI:47985
CHEBI:48132 CHEBI:48132
CHEBI:51689 CHEBI:51689
CHEBI:63367 CHEBI:63367

Chemical structure

Computed structure properties
Molecular formula	C28H28O15
Charge	0
Average mass	604.517 Da
Monoisotopic mass	604.14282 Da
Source	ChEBI
InChIKey	QIJXKOOPLDVFLW-DWENXZEQSA-N

SMILES

COC(=O)c1c(O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)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/C28H28O15/c1-8-15-10(6-12(16(8)25(37)41-4)43-26-21(33)20(32)18(30)9(2)42-26)5-11-17(19(15)31)24(36)27(38)14(29)7-13(40-3)23(35)28(27,39)22(11)34/h5-7,9,18,20-21,23,26,30-33,35,38-39H,1-4H3/t9-,18-,20+,21+,23+,26-,27+,28+/m0/s1

Also called

methyl (6aR,7S,10aR)-3-[(6-deoxy-α-L-mannopyranosyl)oxy]-6a,7,10a,12-tetrahydroxy-8-methoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydrotetracene-2-carboxylate (EXACT_SYNONYM)— chebi
8-demethyl-8-α-L-rhamnosyl-tetracenomycin C (RELATED_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

metacyc.compound:CPD-16641

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
CHEBI	`CHEBI:78283`	8-demethyl-8-(α-L-rhamnosyl)tetracenomycin C	`antibioticmech:chebi-3284f2d9fe`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (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.