8-demethyl-8-(2,3-O-dimethyl-α-L-rhamnosyl)tetracenomycin C

CHEBI:78286 ·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 a 2,3-di-O-methyl-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:47985 CHEBI:47985
CHEBI:48132 CHEBI:48132
CHEBI:51286 CHEBI:51286
CHEBI:51689 CHEBI:51689
CHEBI:63367 CHEBI:63367

Chemical structure

Computed structure properties
Molecular formula	C30H32O15
Charge	0
Average mass	632.571 Da
Monoisotopic mass	632.17412 Da
Source	ChEBI
InChIKey	NIRLIWMQNRJEDG-RARRKIFNSA-N

SMILES

COC(=O)c1c(O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](OC)[C@H]2OC)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/C30H32O15/c1-10-17-12(8-14(18(10)27(37)43-6)45-28-23(42-5)22(41-4)20(32)11(2)44-28)7-13-19(21(17)33)26(36)29(38)16(31)9-15(40-3)25(35)30(29,39)24(13)34/h7-9,11,20,22-23,25,28,32-33,35,38-39H,1-6H3/t11-,20-,22+,23+,25+,28-,29+,30+/m0/s1

Also called

methyl (6aR,7S,10aR)-3-[(6-deoxy-2,3-di-O-methyl-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-(2,3-di-O-methyl-α-L-rhamnosyl)-tetracenomycin C (RELATED_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

metacyc.compound:CPD-16639

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:78286`	8-demethyl-8-(2,3-O-dimethyl-α-L-rhamnosyl)tetracenomycin C	`antibioticmech:chebi-2bda3938ff`	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.