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.

macrolide antibiotic CHEBI:25105
Label unavailable CHEBI:51689
Label unavailable CHEBI:63367
macrolide antibiotic 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

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

antimicrobial agent 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 source-backed resistance determinants or associations, with ARO grounding where reported. Grouped by reported mechanism type.

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
RESEEDED_FROM_SOURCES 2026-09-10 · 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 (YAML).

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