Basic information
- CAS
859-18-7- Standard SMILES
CCC[C@@H]1C[C@@H](C(=O)N[C@@H]([C@H]2O[C@H](SC)[C@H](O)[C@@H](O)[C@H]2O)[C@@H](C)O)N(C)C1.Cl- InChIKey
POUMFISTNHIPTI-BOMBIWCESA-N- Molecular formula
- C18H35ClN2O6S
- Average molar mass
- 443 g/mol
- Monoisotopic mass
- 442.19043552
Overview
Lincomycin Hydrochloride is the hydrochloride salt form of lincomycin, a lincosamide antibiotic originally identified in actinomycete Streptomyces lincolnensis with activity against gram-positive cocci and anaerobic bacteria.
Names & identifiers
- Preferred name
- Lincomycin Hydrochloride Anhydrous
- IUPAC
- (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;hydrochloride
- English name
- Lincomycin hydrochloride
- Molecular formula
- C18H35ClN2O6S
- Molecular weight
- 443
Names & synonyms
Lincomycin hydrochloride859-18-7LINCOMYCIN HCLLincomix 20Lincomycin hydrochloride anhydrousLincomixDTXSID7047803GCW8Y9936LLincomycin solubleLincolnensin hydrochlorideDTXCID9027780Lincomycin hydrochloride anhdrous
Show more names
Lincomycin hydrochloride monohydrateLincomycin HCILincorexLintamycinMETHYL 6,8-DIDEOXY-6-(1-METHYL-4-PROPYL-2-PYRROLIDINECARBOXAMIDO)-1-THIO-D-ERYTHRO-ALPHA-D-GALACTOOCTOPYRANOSIDE HYDROCHLORIDE(2S,4R)-N-((1R,2R)-2-Hydroxy-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)propyl)-1-methyl-4-propylpyrrolidine-2-carboxamide hydrochlorideLizpionU-10149ALincogap
D-erythro-alpha-D-galacto-Octopyranoside, methyl 6,8-dideoxy-6-(((1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-, monohydrochloride, (2S-trans)-NSC70731NSC-70731NSC-757092Linco SolubleLinxMed-SPLincomix 50LincoBac 300
Database identifiers
- CAS
859-18-7- PubChem CID
- 64710
- DTXSID
DTXSID7047803- ChEMBL
CHEMBL3989551- UNII
- GCW8Y9936L
- EC Number
- 212-726-7
Properties
Computed structural properties
- Topological polar surface area
- 148 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 7
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 498
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Animal DrugsActive Ingredients (Lincomycin Hydrochloride) -> FDA Greenbook
Collision Cross Section199.1 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 156 · 156-158C
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: 50 mg/mL, clear, colorless
- form
- solid
- color
- white to white with yellow cast
- Water Solubility
- Soluble in water.
- BRN
- 4171650 · 4171650
- Stability
- Hygroscopic
- InChIKey
- POUMFISTNHIPTI-BOMBIWCESA-N
- SMILES
- [C@]([H])([C@]1([H])[C@@H]([C@H](O)[C@@H](O)[C@@H](SC)O1)O)([C@H](O)C)NC([C@H]1N(C[C@H](CCC)C1)C)=O.Cl |&1:0,2,4,5,7,9,14,19,22,r|
- FDA UNII
- 8 Y9936L · GCW8Y9936L
- EPA Substance Registry System
- 6 · D-erythro-.alpha.-D-galacto-Octopyranoside, methyl 6,8-dideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-, hydrochloride (1:1) (859-18-7)
- UNSPSC Code
- 51284507 · 51284507
- NACRES
- 85 · NA.85
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 305 · P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36 · 36/37/38-20/21/22
- Safety Statements
- 26 · 26-36
- WGK Germany
- 2 · 2
- RTECS
- 6315000 · RH6315000
- F
- 10 · 10
- HS Code
- 29419000 · 29419000
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (62.2%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 82 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Status: Active Update: 17-03-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/33514
lincomycin hydrochloride: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - D-erythro-.alpha.-D-galacto-Octopyranoside, methyl 6,8-dideoxy-6-[[(1-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino]-1-thio-, monohydrochloride, (2S-trans)-: Environment tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (62.2%)
Toxicology
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Lincomycin hydrochloride
Ambiguous-DILI-concern
3
Warnings & precautions
DOI:10.1016/j.drudis.2016.02.015
Safety data
- F
- 10
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 2
- rtecs
- RH6315000
- hs_code
- 29419000
- risk_code
- 36/37/38-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,Xn
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Active
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins.
Substances that inhibit the growth or reproduction of BACTERIA.
Uses & manufacturing
Use ClassificationAnimal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients
Applications
UsesAn antibiotic produced by Streptomyces lincolnensis. Lincomycin is a lincosamide antibiotic that forms cross-links within the peptidyl transferase loop region of the 23S rRNA. Inhibits bacterial protein synthesis. Antibacterial.
UsesAntibacterial;Ribosomal protein synthesis inhibitor
UsesLincomycin hydrochloride is a salt of lincomycin formed at the basic N-methylproline. The hydrochloride salt is the preferred formulation for pharmaceutical use. Lincomycin hydrochloride is a broad spectrum antibiotic with activity against anaerobic bacteria and protozoans. Lincomycin acts by binding to the 23S ribosomal subunit, blocking protein synthesis. Lincomycin has been extensively studied with over 7,000 literature citations.
General DescriptionChemical structure: macrolide
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
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MedChemexpress LLC021-58955995 · [email protected]
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Related reactions
1 records
Compound notes
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