Lincomycin hydrochloride anhydrous
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MedKoo CAT#: 573181

CAS#: 859-18-7 (HCl)

Description: Lincomycin hydrochloride anhydrous is an antibiotic produced by Streptomyces lincolnensis var. lincolnensis. It has been used in the treatment of staphylococcal, streptococcal, and Bacteroides fragilis infections.

Chemical Structure

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Lincomycin hydrochloride anhydrous
CAS# 859-18-7 (HCl)
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 573181
Name: Lincomycin hydrochloride anhydrous
CAS#: 859-18-7 (HCl)
Chemical Formula: C18H35ClN2O6S
Exact Mass: 442.19
Molecular Weight: 443.996
Elemental Analysis: C, 48.80; H, 7.96; Cl, 8.00; N, 6.32; O, 21.67; S, 7.24

Price and Availability

Size Price Availability Quantity
1g USD 350 2 Weeks
5g USD 950 2 Weeks
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Related CAS #: 7179-49-9 (HCl hydrate)   859-18-7 (HCl)   154-21-2  

Synonym: Antibiotic 124a HCl, Lincomycin HCl, Lincomycin hydrochloride anhydrous, Mycivin

IUPAC/Chemical Name: (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 hydrochloride

InChi Key: POUMFISTNHIPTI-BOMBIWCESA-N

InChi Code: 1S/C18H34N2O6S.ClH/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);1H/t9-,10-,11+,12-,13+,14-,15-,16-,18-;/m1./s1

SMILES Code: CCC[C@@H]1C[C@H](N(C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@@H](C)O.Cl

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

More Info:

Product Data:
Product Data
Instruction:
View handling instruction
Biological target: Lincomycin Hydrochloride(U10149A) is an antibiotic produced by Streptomyces lincolnensis var.
In vitro activity: Treatment with LM (lincomycin) or LM + DX (dexamethasone) stimulated proliferation of melanoma cells with minimal cytotoxicity, while DX did not influence cell proliferation either alone or in combination with LM. Treatment with LM alone increased tyrosinase activity slightly and reduced melanin content in a dose-dependent manner. However, LM counteracted the pronounced increase in tyrosinase elicited by DX and also abrogated the dose-dependent increase in melanin content elicited by DX. Reference: Pigment Cell Res. 1998 Jun;11(3):143-50. https://pubmed.ncbi.nlm.nih.gov/9730321/
In vivo activity: Lincomycin (LCM), imipenem (IPM), cilastatine (CS), and ampicillin (ABPC) were used for antibiotics treatment. The survival rate of SPG/IND-treated mice was significantly increased by administering LCM or ABPC/IPM/CS, and the effect was more significant by LCM. Reference: Biol Pharm Bull. 2007 Dec;30(12):2312-6. https://pubmed.ncbi.nlm.nih.gov/18057718/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 89.0 200.45
Water 89.0 200.45

Preparing Stock Solutions

The following data is based on the product molecular weight 444.00 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Nameda S, Miura NN, Adachi Y, Ohno N. Lincomycin protects mice from septic shock in beta-glucan-indomethacin model. Biol Pharm Bull. 2007 Dec;30(12):2312-6. doi: 10.1248/bpb.30.2312. PMID: 18057718. 2. Kim DG, Kim HY, Kim MY, Lee MY, You KR. Lincomycin abrogates dexamethasone-enhanced melanogenesis in B16 melanoma cells. Pigment Cell Res. 1998 Jun;11(3):143-50. doi: 10.1111/j.1600-0749.1998.tb00724.x. PMID: 9730321.
In vitro protocol: 1. Nameda S, Miura NN, Adachi Y, Ohno N. Lincomycin protects mice from septic shock in beta-glucan-indomethacin model. Biol Pharm Bull. 2007 Dec;30(12):2312-6. doi: 10.1248/bpb.30.2312. PMID: 18057718. 2. Kim DG, Kim HY, Kim MY, Lee MY, You KR. Lincomycin abrogates dexamethasone-enhanced melanogenesis in B16 melanoma cells. Pigment Cell Res. 1998 Jun;11(3):143-50. doi: 10.1111/j.1600-0749.1998.tb00724.x. PMID: 9730321.
In vivo protocol: 1. Nameda S, Miura NN, Adachi Y, Ohno N. Lincomycin protects mice from septic shock in beta-glucan-indomethacin model. Biol Pharm Bull. 2007 Dec;30(12):2312-6. doi: 10.1248/bpb.30.2312. PMID: 18057718.

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1: Chen CE, Zhang H, Ying GG, Zhou LJ, Jones KC. Passive sampling: A cost-effective method for understanding antibiotic fate, behaviour and impact. Environ Int. 2015 Dec;85:284-91. doi: 10.1016/j.envint.2015.10.001. Epub 2015 Oct 30. PubMed PMID: 26451705.