lincomycin

CHEBI:6472 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A carbohydrate-containing antibiotic produced by the actinomyces Streptomyces lincolnensis. — 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

lincosamide antibioticARO:0000017

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:23007 CHEBI:23007
CHEBI:29347 CHEBI:29347
CHEBI:35275 CHEBI:35275
CHEBI:46770 CHEBI:46770
CHEBI:84186 CHEBI:84186
ARO:0000017 ARO:0000017

Chemical structure

Computed structure properties
Molecular formula	C18H34N2O6S
Charge	0
Average mass	406.545 Da
Monoisotopic mass	406.21376 Da
Source	ChEBI
InChIKey	OJMMVQQUTAEWLP-KIDUDLJLSA-N

SMILES

[H][C@@]1(C(=O)N[C@@H]([C@H]2O[C@H](SC)[C@H](O)[C@@H](O)[C@H]2O)[C@@H](C)O)C[C@@H](CCC)CN1C

InChI

InChI=1S/C18H34N2O6S/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25)/t9-,10-,11+,12-,13+,14-,15-,16-,18-/m1/s1

Also called

lincomicina (INN)— chebi
lincomycine (INN)— chebi
lincomycinum (INN)— chebi
methyl 6,8-dideoxy-6-({[(2S,4R)-1-methyl-4-propylpyrrolidin-2-yl]carbonyl}amino)-1-thio-D-erythro-α-D-galacto-octopyranoside (EXACT_SYNONYM)— chebi
Cillimycin (EXACT_SYNONYM)— chebi
Lincomycin (EXACT_SYNONYM)— chebi
Methyl 6,8-dideoxy-6-trans-(1-methyl-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-D-erythro-α-D-galacto-octopyranoside (EXACT_SYNONYM)— chebi
Epilincomycin (EXACT_SYNONYM)— aro
Jiemycin (EXACT_SYNONYM)— aro
Lincocin (EXACT_SYNONYM)— aro
Lincolcina (EXACT_SYNONYM)— aro
Lincolnensin (EXACT_SYNONYM)— aro
Lincomicina (EXACT_SYNONYM)— aro
Lincomycin A (EXACT_SYNONYM)— aro
Lincomycine (EXACT_SYNONYM)— aro
Lincomycinum (EXACT_SYNONYM)— aro

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:0000046
cas:154-21-2
drugbank:DB01627
drugcentral:1582
hmdb:HMDB0015564
kegg.compound:C06812
kegg.compound:C14002
kegg.drug:D00223
kegg.drug:D02346
lincs.smallmolecule:LSM-5602
reaxys:707677
wikipedia.en:Lincomycin
chembl:CHEMBL1447
pubchem.compound:3000540

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:0000046`	lincomycin	`antibioticmech:aro-0716d7a82f`	2026-08-30
CHEBI	`CHEBI:6472`	lincomycin	`antibioticmech:chebi-451b500d4d`	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.

antibiotic sensitive peptidyl transferase (23S rRNA) NUCLEIC_ACID DIRECT_BINDING_TARGET

ARO:3000754

CARD/ARO database assertion; target organism, strain, and assay are not specified. 23S rRNA peptidyl-transferase center is asserted as the target. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

ARO:3000754 (CARD/ARO asserts targeted_by_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)

Resistance mechanisms

60 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 31

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Erm(33)	ARO:3000599	not organism-specific	—	ARO:3000599 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
Erm(34)	ARO:3000600	not organism-specific	—	ARO:3000600 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
Erm(35)	ARO:3000604	not organism-specific	—	ARO:3000604 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
Erm(36)	ARO:3000605	not organism-specific	—	ARO:3000605 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
Erm(37)	ARO:3000392	not organism-specific	—	ARO:3000392 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
Erm(38)	ARO:3000601	not organism-specific	—	ARO:3000601 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
Erm(39)	ARO:3000602	not organism-specific	—	ARO:3000602 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
Erm(41)	ARO:3000603	not organism-specific	—	ARO:3000603 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
Erm(47)	ARO:3003908	not organism-specific	—	ARO:3003908 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
Erm(O)-lrm	ARO:3004652	not organism-specific	—	ARO:3004652 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmA	ARO:3000347	not organism-specific	—	ARO:3000347 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmB	ARO:3000375	not organism-specific	—	ARO:3000375 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmC	ARO:3000250	not organism-specific	—	ARO:3000250 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmD	ARO:3000495	not organism-specific	—	ARO:3000495 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmE	ARO:3000326	not organism-specific	—	ARO:3000326 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmF	ARO:3000498	not organism-specific	—	ARO:3000498 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmG	ARO:3000522	not organism-specific	—	ARO:3000522 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmH	ARO:3002823	not organism-specific	—	ARO:3002823 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmN	ARO:3000592	not organism-specific	—	ARO:3000592 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmO-srmA	ARO:3001303	not organism-specific	—	ARO:3001303 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmQ	ARO:3000593	not organism-specific	—	ARO:3000593 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmR	ARO:3000594	not organism-specific	—	ARO:3000594 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmS	ARO:3001304	not organism-specific	—	ARO:3001304 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmT	ARO:3000595	not organism-specific	—	ARO:3000595 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmU	ARO:3001305	not organism-specific	—	ARO:3001305 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
ErmX	ARO:3000596	not organism-specific	—	ARO:3000596 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
cfrA	ARO:3003441	not organism-specific	—	ARO:3003441 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
cipA	ARO:3003907	not organism-specific	—	ARO:3003907 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
clbA	ARO:3002814	not organism-specific	—	ARO:3002814 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
clbB	ARO:3002815	not organism-specific	—	ARO:3002815 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
clbC	ARO:3002816	not organism-specific	—	ARO:3002816 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)

ANTIBIOTIC_TARGET_PROTECTION 15

ANTIBIOTIC_TARGET_PROTECTION
Determinant	ARO ID	Organism	Gene families	Evidence
Clostridioides difficile cplR	ARO:3007637	not organism-specific	—	ARO:3007637 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
Clostridium perfringes cplR	ARO:3007644	not organism-specific	—	ARO:3007644 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
lmrC	ARO:3002881	not organism-specific	—	ARO:3002881 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
lsaC	ARO:3003112	not organism-specific	—	ARO:3003112 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
lsaD	ARO:3005121	not organism-specific	—	ARO:3005121 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
lsaE	ARO:3003206	not organism-specific	—	ARO:3003206 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
salA	ARO:3003749	not organism-specific	—	ARO:3003749 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
salB	ARO:3007026	not organism-specific	—	ARO:3007026 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
salC	ARO:3007027	not organism-specific	—	ARO:3007027 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
salD	ARO:3007028	not organism-specific	—	ARO:3007028 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
tlrC	ARO:3002827	not organism-specific	—	ARO:3002827 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
vga(E) Staphylococcus cohnii	ARO:3004715	not organism-specific	—	ARO:3004715 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
vgaALC	ARO:3002830	not organism-specific	—	ARO:3002830 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
vgaC	ARO:3002831	not organism-specific	—	ARO:3002831 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
vmlR	ARO:3004476	not organism-specific	—	ARO:3004476 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)

ANTIBIOTIC_INACTIVATION 11

ANTIBIOTIC_INACTIVATION
Determinant	ARO ID	Organism	Gene families	Evidence
LnuH	ARO:3004600	not organism-specific	—	ARO:3004600 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
LnuP	ARO:3004601	not organism-specific	—	ARO:3004601 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
lin	ARO:3004651	not organism-specific	—	ARO:3004651 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
linG	ARO:3002879	not organism-specific	—	ARO:3002879 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
lnuA	ARO:3002835	not organism-specific	—	ARO:3002835 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
lnuB	ARO:3002836	not organism-specific	—	ARO:3002836 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
lnuC	ARO:3002837	not organism-specific	—	ARO:3002837 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
lnuD	ARO:3002838	not organism-specific	—	ARO:3002838 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
lnuE	ARO:3003762	not organism-specific	—	ARO:3003762 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
lnuF	ARO:3002839	not organism-specific	—	ARO:3002839 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
lnuG	ARO:3004085	not organism-specific	—	ARO:3004085 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)

ANTIBIOTIC_EFFLUX 3

ANTIBIOTIC_EFFLUX
Determinant	ARO ID	Organism	Gene families	Evidence
Mef(En2)	ARO:3004659	not organism-specific	—	ARO:3004659 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
lmrAB Operon	ARO:3003027	not organism-specific	—	ARO:3003027 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); database assertion, not a primary citation.)
mdtM	ARO:3001214	not organism-specific	—	ARO:3001214 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000046 (lincomycin); 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 2026-08-31 · 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.