Lincomycin

Modify Date: 2025-08-23 21:49:22

Lincomycin Structure
Lincomycin structure
Common Name Lincomycin
CAS Number 154-21-2 Molecular Weight 406.54
Density 1.16 Boiling Point 771.9±70.0 °C
Molecular Formula C18H34N2O6S Melting Point 261-263°C
MSDS N/A Flash Point 345ºC

 Use of Lincomycin


Lincomycin, a lincosamide antibiotic, is an antimicrobial agent used for the research of Gram-positive bacteria infections[1].

 Names

Name lincomycin
Synonym More Synonyms

 Lincomycin Biological Activity

Description Lincomycin, a lincosamide antibiotic, is an antimicrobial agent used for the research of Gram-positive bacteria infections[1].
Related Catalog
References

[1]. Sasaki E, e al. Construction of the octose 8-phosphate intermediate in lincomycin A biosynthesis: characterization of the reactions catalyzed by LmbR and LmbN. J Am Chem Soc. 2012;134(42):17432-17435.

 Chemical & Physical Properties

Density 1.16
Boiling Point 771.9±70.0 °C
Melting Point 261-263°C
Molecular Formula C18H34N2O6S
Molecular Weight 406.54
Flash Point 345ºC
PSA 147.79000
LogP 0.27380
Index of Refraction 1.6510 (estimate)
InChIKey OJMMVQQUTAEWLP-KIDUDLJLSA-N
SMILES CCCC1CC(C(=O)NC(C(C)O)C2OC(SC)C(O)C(O)C2O)N(C)C1
Storage condition 2-8°C
Water Solubility DMSO: >5 mg/mL at 60 °C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RH6314000
CHEMICAL NAME :
D-erythro-D-Galacto-octopyranoside, methyl-6,8-dideoxy-6-(1-methyl-4-propyl-L-2- pyrrolidinecarboxamido)-1-thio-, trans-alpha-
CAS REGISTRY NUMBER :
154-21-2
LAST UPDATED :
199706
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C18-H34-N2-O6-S
MOLECULAR WEIGHT :
406.60
WISWESSER LINE NOTATION :
T6OTJ BS1 CQ DQ EQ FYYQ1&MV- BT5NTJ A1 D3

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85ERAY "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978 Volume(issue)/page/year: 1,186,1978
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1900 mg/kg
TOXIC EFFECTS :
Brain and Coverings - recordings from specific areas of CNS Blood - other changes
REFERENCE :
ANKHEW Antibiotiki i Khimioterapiya. Antibiotics and Chemotherapy. (V/O Me zhdunarodnaya Kniga, 113095 Moskow, USSR) V.33- 1988- Volume(issue)/page/year: 35(2),40,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
9778 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 18,185,1971
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
13900 mg/kg
TOXIC EFFECTS :
Brain and Coverings - recordings from specific areas of CNS Blood - other changes
REFERENCE :
ANKHEW Antibiotiki i Khimioterapiya. Antibiotics and Chemotherapy. (V/O Me zhdunarodnaya Kniga, 113095 Moskow, USSR) V.33- 1988- Volume(issue)/page/year: 35(2),40,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
REFERENCE :
AACHAX Antimicrobial Agents and Chemotherapy (1961-70). (Ann Arbor, MI) 1961-70. For publisher information, see AMACCQ. Volume(issue)/page/year: -, 554,1962
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
200 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
RMVEAG Recueil de Medecine Veterinaire. (Masson Pub. USA, Inc., Year Book Medical Pub., 35 E. Wacker Dr., Chicago IL 60601) V.1- 1824- Volume(issue)/page/year: 156,915,1980
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
1800 mg/kg
TOXIC EFFECTS :
Brain and Coverings - recordings from specific areas of CNS Blood - other changes
REFERENCE :
ANKHEW Antibiotiki i Khimioterapiya. Antibiotics and Chemotherapy. (V/O Me zhdunarodnaya Kniga, 113095 Moskow, USSR) V.33- 1988- Volume(issue)/page/year: 35(2),40,1990 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3678 No. of Facilities: 147 (estimated) No. of Industries: 2 No. of Occupations: 4 No. of Employees: 1414 (estimated) No. of Female Employees: 161 (estimated)

 Safety Information

Hazard Codes Xi
RTECS DV2037500
HS Code 2941904000

 Customs

HS Code 2941904000

 LincomycinBioassay

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Name: Antibacterial activity against NDM-1 positive Escherichia coli ZC-YN3 isolates assess...
Source: ChEMBL
Target: Escherichia coli
External Id: CHEMBL5134764
Name: DRUGMATRIX: Opiate delta1 (OP1, DOP) radioligand binding (ligand: [3H] Naltrindole)
Source: ChEMBL
Target: Delta-type opioid receptor
External Id: CHEMBL1909180
Name: DRUGMATRIX: Nitric Oxide Synthase, Inducible (iNOS) enzyme inhibition (substrate: L-A...
Source: ChEMBL
Target: Nitric oxide synthase, inducible
External Id: CHEMBL1909179
Name: DRUGMATRIX: Opiate mu (OP3, MOP) radioligand binding (ligand: [3H] Diprenorphine)
Source: ChEMBL
Target: Mu-type opioid receptor
External Id: CHEMBL1909182
Name: DRUGMATRIX: Opiate kappa (OP2, KOP) radioligand binding (ligand: [3H] Diprenorphine)
Source: ChEMBL
Target: Kappa-type opioid receptor
External Id: CHEMBL1909181
Name: DRUGMATRIX: Phosphodiesterase PDE3 enzyme inhibition (substrate: [3H]cAMP + cAMP)
Source: ChEMBL
Target: N/A
External Id: CHEMBL1909184
Name: DRUGMATRIX: Phorbol Ester radioligand binding (ligand: [3H] PDBu)
Source: ChEMBL
Target: N/A
External Id: CHEMBL1909183
Name: DRUGMATRIX: Phosphodiesterase PDE5 enzyme inhibition (substrate: [3H]cGMP + cGMP)
Source: ChEMBL
Target: cGMP-specific 3',5'-cyclic phosphodiesterase
External Id: CHEMBL1909186
Name: Antibacterial activity against pET28a-NDM-1 positive Escherichia coli BL21(DE3) isola...
Source: ChEMBL
Target: Escherichia coli
External Id: CHEMBL5134763
Name: DRUGMATRIX: Phosphodiesterase PDE4 enzyme inhibition (substrate: [3H]cAMP + cAMP)
Source: ChEMBL
Target: N/A
External Id: CHEMBL1909185
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 Synonyms

(2S,4R)-N-{(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(méthylsulfanyl)tétrahydro-2H-pyran-2-yl]propyl}-1-méthyl-4-propylpyrrolidine-2-carboxamide chlorhydrate
methyl 6,8-dideoxy-6-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}-1-thio-D-erythro-a-D-galacto-octopyranoside hydrochloride (1:1)
(2S,4R)-N-[(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide
Lincolnensin Hydrochloride
Lincomycin,(2S-cis)-Isomer
Methyl (5R)-5-[(1R,2R)-2-hydroxy-1-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}propyl]-1-thio-β-L-arabinopyranoside hydrochloride (1:1)
UNII-BOD072YW0F
Lincomycin hydrochloride
Lincomycin (USAN/INN)
Methyl 6,8-dideoxy-6-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}-1-thio-D-erythro-α-D-galacto-octopyranoside hydrochloride (1:1)
methyl 6,8-dideoxy-6-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}-1-thio-D-erythro-α-D-galacto-octopyranoside hydrochloride
LINCOMYCIN HCL
D-erythro-α-D-galacto-Octopyranoside, methyl 6,8-dideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-, hydrochloride (1:1)
Methyl 6,8-Dideoxy-6-((((2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-D-erythro-a-D-galacto-octopyranoside Monohydrochloride
EINECS 205-824-6
D-erythro-α-D-galacto-octopyranoside, methyl 6,8-dideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-, monohydrochloride
(2S,4R)-N-{(1R,2R)-2-Hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)tetrahydro-2H-pyran-2-yl]propyl}-1-methyl-4-propylpyrrolidin-2-carboxamidhydrochlorid
C18H34N2O6S
(2S-trans)-Methyl 6,8-Dideoxy-6-[[(1-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino]-1-thio-D-erythro-a-D-galactooctopyranoside Monohydrochloride
(2S,4R)-N-{(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)tetrahydro-2H-pyran-2-yl]propyl}-1-methyl-4-propylpyrrolidine-2-carboxamide hydrochloride
D-erythro-a-D-galacto-octopyranoside, methyl 6,8-dideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-, hydrochloride (1:1)
Clindamycin Impurity 10
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