narbomycin

CHEBI:29649 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A macrolide antibiotic that is narbonolide having a 3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl residue attached at position 6. It is biosynthesised by Streptomyces venezuelae. — 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

macrolide antibioticARO:0000000

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:25105 CHEBI:25105
CHEBI:51689 CHEBI:51689
CHEBI:63367 CHEBI:63367
ARO:0000000 ARO:0000000

Chemical structure

Computed structure properties
Molecular formula	C28H47NO7
Charge	0
Average mass	509.684 Da
Monoisotopic mass	509.33525 Da
Source	ChEBI
InChIKey	OXFYAOOMMKGGAI-JLTOUBQASA-N

SMILES

CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@@H](C)C[C@@H](C)C(=O)/C=C/[C@H]1C

InChI

InChI=1S/C28H47NO7/c1-10-23-15(2)11-12-22(30)16(3)13-17(4)26(19(6)24(31)20(7)27(33)35-23)36-28-25(32)21(29(8)9)14-18(5)34-28/h11-12,15-21,23,25-26,28,32H,10,13-14H2,1-9H3/b12-11+/t15-,16-,17+,18-,19+,20-,21+,23-,25-,26+,28+/m1/s1

Also called

(3R,5R,6S,7S,9R,11E,13R,14R)-14-ethyl-3,5,7,9,13-pentamethyl-2,4,10-trioxooxacyclotetradec-11-en-6-yl 3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranoside (EXACT_SYNONYM)— chebi
12-Deoxypicromycin (EXACT_SYNONYM)— chebi
Narbomycin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3001226
cas:6036-25-5
kegg.compound:C11998
metacyc.compound:CPD-13834
patent:US2006234958
patent:US6303767
pdb-ccd:NRB
reaxys:65732
chembl:CHEMBL1999880
pubchem.compound:5282036

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:3001226`	narbomycin	`antibioticmech:aro-91bf4c54a3`	2026-08-30
CHEBI	`CHEBI:29649`	narbomycin	`antibioticmech:chebi-a3143dd619`	2026-08-30

Resistance mechanisms

3 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_TARGET_ALTERATION 3

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Erm(30)	ARO:3001265	not organism-specific	—	ARO:3001265 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3001226 (narbomycin); database assertion, not a primary citation.)
Erm(31)	ARO:3000598	not organism-specific	—	ARO:3000598 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3001226 (narbomycin); database assertion, not a primary citation.)
erm(32)	ARO:3004592	not organism-specific	—	ARO:3004592 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3001226 (narbomycin); 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.