Lincomycin hydrochloride - BioReagent, for cell culture , CAS No.859-18-7

CAS: 859-18-7 Cat. No.: L434278 Molecular Weight: 443 EC Number: 212-726-7

GRADE & PURITY BioReagent, for Cell culture

Synonyms

CCG-220302 | Lincomycin (hydrochloride) | Lincogap | NCGC00159326-02 | Lincomycin hydrochloride, >=95.0% (TLC) | Lincomycin hydrochloride, BioReagent, suitable for cell culture | DTXCID9027780 | Lincomycin HCl (Lincocin) | POUMFISTNHIPTI-BOMBIWCESA-N | D-

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

General Description

Chemical structure: macrolide

Application

Lincomycin hydrochloride is an antibiotic used to study the inhibition of protein synthesis, bacterial antibiotic resistance and protein and surfactant binding. It is produced by Streptomyces lincolnensis var. lincolnensis, and has been used in the treatment of Staphylococcal, Streptococcal, and Bacterioides fragilis infections.

Specifications

Synonyms

CCG-220302 | Lincomycin (hydrochloride) | Lincogap | NCGC00159326-02 | Lincomycin hydrochloride, >=95.0% (TLC) | Lincomycin hydrochloride, BioReagent, suitable for cell culture | DTXCID9027780 | Lincomycin HCl (Lincocin) | POUMFISTNHIPTI-BOMBIWCESA-N | D-

Specifications & Purity

BioReagent, for cell culture

Biochemical and Physiological Mechanisms

Mode of action: Lincomycin inhibits bacterial protein synthesis by forming cross-links within the peptidyl transferase loop region of the 23S rRNA.† Antimicrobial spectrum: Lincomycin hydrochloride is effective against gram-positive bacteria.

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

BioReagent, for Cell culture

Names and Identifiers

• Canonical Smiles: CCCC1CC(N(C1)C)C(=O)NC(C2C(C(C(C(O2)SC)O)O)O)C(C)O.Cl
• IUPAC Name: (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
• InChIKey: POUMFISTNHIPTI-BOMBIWCESA-N
• INCHI: 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
• Isomeric SMILES: 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
• Alternate CAS: 7179-49-9
• Molecular Weight: 443
• Reaxy-Rn: 24870211
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24870211&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Proline and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Proline and derivatives
• Alternative Parents: Alpha amino acid amides Thioglycosides Pyrrolidinecarboxamides Oxanes N-alkylpyrrolidines Monosaccharides Monothioacetals Trialkylamines Secondary carboxylic acid amides Secondary alcohols Sulfenyl compounds Polyols Oxacyclic compounds Azacyclic compounds Hydrochlorides Hydrocarbon derivatives Carbonyl compounds Organic oxides Organopnictogen compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Proline or derivatives - Alpha-amino acid amide - Glycosyl compound - S-glycosyl compound - Pyrrolidine carboxylic acid or derivatives - Pyrrolidine-2-carboxamide - Monosaccharide - Oxane - N-alkylpyrrolidine - Monothioacetal - Pyrrolidine - Carboxamide group - Secondary alcohol - Secondary carboxylic acid amide - Tertiary amine - Tertiary aliphatic amine - Sulfenyl compound - Organoheterocyclic compound - Azacycle - Oxacycle - Polyol - Carbonyl group - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Alcohol - Organic nitrogen compound - Amine - Hydrochloride - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as proline and derivatives. These are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Galc Galactocerebrosidase (11 Activities)

Discover Target: Galc

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Plasmodium falciparum (966862 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: H2O: 4mL, clear, colorless to faintly yellow (200 mg + 4 mL H2O)
• Molecular Weight: 443.000 g/mol
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 442.19 Da
• Monoisotopic Mass: 442.19 Da
• Topological Polar Surface Area: 148.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 498.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Yu-yu Guo, Yu-rui Hu, Shao-ke Chen, Ming-zhu Guo, Yi-ting Zhang, Xin-rui Han, Shen Zhang.  (2021)  Facile one-pot synthesis of tannic acid-stabilized fluorescent copper nanoclusters and its application as sensing probes for chlortetracycline based on inner filter effect.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2021.127962]

2. Gongxi Qiao, Gui Chen, Qin Wen, Wanqiang Liu, Jinwei Gao, Zhiqiang Yu, Qianming Wang.  (2020)  Rapid conversion from common precursors to carbon dots in large scale: Spectral controls, optical sensing, cellular imaging and LEDs application.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:32682119] [10.1016/j.jcis.2020.07.034]

3. Yumin Leng, Fang Hu, Chunhua Ma, Chenxi Du, Linfeng Ma, Jiao Xu, Qiyuan Lin, Zhipei Sang, Zhiwen Lu.  (2019)  Simple, rapid, sensitive, selective and label-free lincomycin detection by using HAuCl4 and NaOH.  RSC Advances,  9  (48): (28248-28252).  [PMID:35530481] [10.1039/C9RA04095A]

4. Pengcheng Xing, Di Wu, Jingshuai Chen, Jiming Song, Changjie Mao, Yuanhao Gao, Helin Niu.  (2019)  A Cd-MOF as a fluorescent probe for highly selective, sensitive and stable detection of antibiotics in water.  ANALYST,  144  (8): (2656-2661).  [PMID:30843538] [10.1039/C8AN02442A]

5. Qiong Ouyang, Fangying Kou, Nuanqin Zhang, Jintao Lian, Guoquan Tu, Zhanqiang Fang.  (2019)  Tea polyphenols promote Fenton-like reaction: pH self-driving chelation and reduction mechanism.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2019.02.078]

6. Bo Gao, Shaonan Dong, Jiadong Liu, Lifen Liu, Qiqi Feng, Na Tan, Tingting Liu, Longli Bo, Lei Wang.  (2016)  Identification of intermediates and transformation pathways derived from photocatalytic degradation of five antibiotics on ZnIn2S4.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2016.07.029]

7. Xiuzhong Wang, Shanshan Dong, Panpan Gai, Rui Duan, Feng Li.  (2016)  Highly sensitive homogeneous electrochemical aptasensor for antibiotic residues detection based on dual recycling amplification strategy.  BIOSENSORS & BIOELECTRONICS,      [PMID:27040941] [10.1016/j.bios.2016.03.055]

8. Hui Zhao, Zhen Wei, Shuxin Xu, Minjie Tang, Liandong Deng, Jianhua Zhang, Anjie Dong.  (2015)  Retracted Article: Preparation and Properties of Polymer Micelle-embedded Nanofibrous Membranes for Dual-drug Co-delivery and Multistep Release.  RSC Advances,      [PMID:] [10.1039/C5RA03345D]

9. Yin-Xia Sun, Bo-Tao Ji, Jiang-Hai Chen, Li-Ping Liu, Lu-Lu Gao, Zhe-Peng Deng, Yu Sun, Jian-Jun Wang, Biao Zhao, Jin-Guo Li.  (2024)  A smartphone-integrated bimetallic ratiometric fluorescent probe for specific visual detection of tetracycline antibiotics in food samples and latent fingerprinting.  FOOD CHEMISTRY,      [PMID:39486281] [10.1016/j.foodchem.2024.141782]

10. Fan Yunfeng, Liu Zhimin, Wang Jie, Cui Chen, Hu Leqian.  (2022)  An “off–on” electrochemiluminescence aptasensor for determination of lincomycin based on CdS QDs/carboxylated g-C3N4.  MICROCHIMICA ACTA,  190  (1): (1-9).  [PMID:36477444] [10.1007/s00604-022-05587-w]

11. Zhi-feng Cai, Hao-yang Li, Xian-song Wang, Can Min, Jia-qi Wen, Rui-xin Fu, Zi-yue Dai, Jing Chen, Ming-zhu Guo, Hui-juan Yang, Ping-ping Bai, Xiao-mi Lu, Tao Wu, Ying Wu.  (2022)  Highly luminescent copper nanoclusters as temperature sensors and “turn off” detection of oxytetracycline.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2022.129202]

12. Yiyao Liu, Menglong Liu, Jingyi Xiao, Yi Ren, Jinyang Li, Jiayan Gao, Litao Chen, Xue Gao.  (2025)  A ratiometric fluorescence biosensor based on enzyme-cascade signal amplification technology for the detection of lincomycin.  FOOD CONTROL,      [PMID:] [10.1016/j.foodcont.2025.111344]

13. Qiaonan Wang, Mingyao Yu, Han Dong, Jingjing Duan, Yanxia Ding, Jinxiao Wang, Yujie Guo, Yaqian Huang, Tao Zhang, Xiaoxing Dong, Fengzhi Piao, Zhixin Guo.  (2026)  Abscisic acid confers antibiotic stress tolerance in cucumber by alleviating antibiotic phytotoxicity and decreasing the levels of antibiotic and antibiotic resistance genes.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:41506203] [10.1016/j.jhazmat.2026.141060]

14. Qinghua Wang, Dan Li, Yue Wu, Yang Zhang, Dongjing Wang, Xiuwu Lian, Zhongshun Huang, Huiying Li, Yunchong Ma, Yilin Li, Jiangyong Zeng, Lijing Cao, Honglei Ding.  (2026)  Characteristics of Mycoplasma synoviae Strains Isolated From Layer Eggs and Broiler Knee Joints or Foot Pads Mainly in Chongqing, China.  Transboundary and Emerging Diseases,  2026  (1): (2299833).  [PMID:] [10.1155/tbed/2299833]