13-dihydrodaunorubicin

CHEBI:31059 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

An aminoglycoside antibiotic that is (1S,3S)-3,5,12-trihydroxy-3-(1-hydroxyethyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracene having a 3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl residue attached at position 1 via a glycosidic linkage. — 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:22507 CHEBI:22507
CHEBI:25830 CHEBI:25830
CHEBI:35315 CHEBI:35315
CHEBI:48120 CHEBI:48120
CHEBI:63367 CHEBI:63367

Chemical structure

Computed structure properties
Molecular formula	C27H31NO10
Charge	0
Average mass	529.542 Da
Monoisotopic mass	529.1948 Da
Source	ChEBI
InChIKey	HJEZFVLKJYFNQW-FKKRWUELSA-N

SMILES

COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(C)O)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1

InChI

InChI=1S/C27H31NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10-11,14,16-17,22,29-30,32,34-35H,7-9,28H2,1-3H3/t10-,11?,14-,16-,17-,22+,27-/m0/s1

Also called

(1S,3S)-3,5,12-trihydroxy-3-(1-hydroxyethyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranoside (EXACT_SYNONYM)— chebi
1-Hydroxy-13-dihydrodaunomycin (EXACT_SYNONYM)— chebi
13-Dihydrodaunomycin (EXACT_SYNONYM)— chebi
Antibiotic 20-798RP (EXACT_SYNONYM)— chebi
Daunomycinol (EXACT_SYNONYM)— chebi
Daunorubicinol (EXACT_SYNONYM)— chebi
Dihydrodaunomycin (EXACT_SYNONYM)— chebi
Duborimycin (EXACT_SYNONYM)— chebi
Leukaemomycin D (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:28008-55-1
kegg.compound:C12430
lipidmaps:LMPK13050004
reaxys:6773802

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:31059`	13-dihydrodaunorubicin	`antibioticmech:chebi-723dbfb9cb`	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.