clorobiocin

antibioticmech:aro-e44e701df2 ·ANTIBACTERIAL ·MINTED SEEDED

Clorobiocin is an aminocoumarin antibiotic produced by Streptomyces roseochromogenes, and binds DNA gyrase subunit B to inhibit ATP-dependent DNA supercoiling. — PMID:6154685

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

aminocoumarin antibioticARO:3000103

Strictly broader compounds or drug classes this molecule belongs to.

ARO:3000103 ARO:3000103

Chemical structure

Computed structure properties
Molecular formula	C35H37ClN2O11
Charge	0
Average mass	697.1 Da
Monoisotopic mass	696.2085877 Da
Source	PubChem · retrieved 2026-08-29
InChIKey	FJAQNRBDVKIIKK-LFLQOBSNSA-N

SMILES

CC1=CC=C(N1)C(=O)O[C@H]2[C@H]([C@@H](OC([C@@H]2OC)(C)C)OC3=C(C4=C(C=C3)C(=C(C(=O)O4)NC(=O)C5=CC(=C(C=C5)O)CC=C(C)C)O)Cl)O

InChI

InChI=1S/C35H37ClN2O11/c1-16(2)7-9-18-15-19(10-13-22(18)39)31(42)38-25-26(40)20-11-14-23(24(36)28(20)47-33(25)44)46-34-27(41)29(30(45-6)35(4,5)49-34)48-32(43)21-12-8-17(3)37-21/h7-8,10-15,27,29-30,34,37,39-41H,9H2,1-6H3,(H,38,42)/t27-,29+,30-,34-/m1/s1

Cross-references

Equivalent identifiers for this same structure in other resources.

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:3000132`	clorobiocin	`antibioticmech:aro-e44e701df2`	2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

aminocoumarin sensitive parE PROTEIN DIRECT_BINDING_TARGET

ARO:3000023

CARD/ARO database assertion; target organism, strain, and assay are not specified. Topoisomerase IV subunit asserted as the aminocoumarin-sensitive target. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

ARO:3000023 (CARD/ARO asserts targeted_by_antibiotic ARO:3000132 (clorobiocin); database assertion, not a primary citation.)

antibiotic sensitive DNA topoisomerase subunit gyrB PROTEIN DIRECT_BINDING_TARGET

ARO:3000734

CARD/ARO database assertion; target organism, strain, and assay are not specified. ARO explicitly describes ligand binding to gyrase subunit B. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

ARO:3000734 (CARD/ARO asserts targeted_by_antibiotic ARO:3000132 (clorobiocin); database assertion, not a primary citation.)

aminocoumarin sensitive parY PROTEIN DIRECT_BINDING_TARGET

ARO:3003253

CARD/ARO database assertion; target organism, strain, and assay are not specified. ParY is asserted as the aminocoumarin-sensitive subunit. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

ARO:3003253 (CARD/ARO asserts targeted_by_antibiotic ARO:3000132 (clorobiocin); database assertion, not a primary citation.)

aminocoumarin sensitive gyrB PROTEIN DIRECT_BINDING_TARGET

ARO:3003260

CARD/ARO database assertion; target organism, strain, and assay are not specified. GyrB is asserted as the aminocoumarin-sensitive subunit. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

ARO:3003260 (CARD/ARO asserts targeted_by_antibiotic ARO:3000132 (clorobiocin); database assertion, not a primary citation.)

Resistance mechanisms

5 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 5

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Bartonella bacilliformis gyrB conferring resistance to aminocoumarin	ARO:3003302	not organism-specific	—	ARO:3003302 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000132 (clorobiocin); database assertion, not a primary citation.)
Escherichia coli gyrB conferring resistance to aminocoumarin	ARO:3003303	not organism-specific	—	ARO:3003303 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000132 (clorobiocin); database assertion, not a primary citation.)
Staphylococcus aureus gyrB conferring resistance to aminocoumarin	ARO:3003301	not organism-specific	—	ARO:3003301 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000132 (clorobiocin); database assertion, not a primary citation.)
Staphylococcus aureus parE conferring resistance to aminocoumarin	ARO:3003314	not organism-specific	—	ARO:3003314 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000132 (clorobiocin); database assertion, not a primary citation.)
Streptomyces rishiriensis parY mutant conferring resistance to aminocoumarin	ARO:3003318	not organism-specific	—	ARO:3003318 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000132 (clorobiocin); database assertion, not a primary citation.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO)
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 2026-08-31 · 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.