nogalamycin

CHEBI:44504 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

An anthracycline antibiotic isolated from Streptomyces nogalater. It is a DNA intercalator and exhibits anticancer properties. — 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:25248 CHEBI:25248
CHEBI:26188 CHEBI:26188
CHEBI:33573 CHEBI:33573
CHEBI:49322 CHEBI:49322
CHEBI:50996 CHEBI:50996
CHEBI:51914 CHEBI:51914
CHEBI:63367 CHEBI:63367

Chemical structure

Computed structure properties
Molecular formula	C39H49NO16
Charge	0
Average mass	787.812 Da
Monoisotopic mass	787.30513 Da
Source	ChEBI
InChIKey	KGTDRFCXGRULNK-JYOBTZKQSA-N

SMILES

[H][C@@]12Oc3c(cc(O)c4c3C(=O)c3cc5c(c(O)c3C4=O)[C@@H](O[C@@H]3O[C@@H](C)[C@H](OC)[C@@](C)(OC)[C@H]3OC)C[C@](C)(O)[C@@H]5C(=O)OC)[C@@](C)(O1)[C@H](O)[C@@H](N(C)C)[C@@H]2O

InChI

InChI=1S/C39H49NO16/c1-14-32(49-7)39(4,52-10)33(50-8)36(53-14)54-19-13-37(2,48)24(34(47)51-9)15-11-16-21(27(43)20(15)19)28(44)22-18(41)12-17-30(23(22)26(16)42)55-35-29(45)25(40(5)6)31(46)38(17,3)56-35/h11-12,14,19,24-25,29,31-33,35-36,41,43,45-46,48H,13H2,1-10H3/t14-,19-,24-,25-,29-,31+,32-,33-,35+,36-,37-,38+,39+/m0/s1

Also called

nogalamicina (INN)— chebi
nogalamycine (INN)— chebi
nogalamycinum (INN)— chebi
methyl (2R,3S,4R,5R,6R,11S,13S,14R)-11-[(6-deoxy-3-C-methyl-2,3,4-tri-O-methyl-α-L-mannopyranosyl)oxy]-4-(dimethylamino)-3,5,8,10,13-pentahydroxy-6,13-dimethyl-9,16-dioxo-3,4,5,6,9,11,12,13,14,16-decahydro-2H-2,6-epoxytetraceno[1,2-b]oxocine-14-carboxylate (EXACT_SYNONYM)— chebi
U 15167 (EXACT_SYNONYM)— chebi
U-15167 (EXACT_SYNONYM)— chebi
antibiotic 205t3 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:1404-15-5
chemspider:4451071
kegg.compound:C18633
kegg.drug:D05198
metacyc.compound:CPD-15795
pdb-ccd:NGM
wikipedia.en:Nogalamycin

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:44504`	nogalamycin	`antibioticmech:chebi-61422a1afb`	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.