Lincomycin

린코마이신 · Lincomycine · Lincomycin hydrochoride · methyl6,8-dideoxy-6-(1-methyl-4-propyl-2-pyrrolidinecarboxamido)-1-thio-d-eryt · D-erythro-alpha-D-galacto-Octopyranoside, methyl 6,8-dideoxy-6-[[(1-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino]-1-thio-, (2S-trans)- · (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 · U-10149 · Myvicin

https://huagongshe.com/ko/chemical/3000540

식별자 및 물리적 특성

CAS No.	154-21-2
분자식	C18H34N2O6S
평균 분자량	406.5 g/mol
단동위원소 질량	406.21375781 g/mol
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
InChIKey	OJMMVQQUTAEWLP-KIDUDLJLSA-N
PubChem CID	3000540
ChEMBL	CHEMBL1447
ChEBI	CHEBI:6472
EC No.	205-824-6
DTXSID	DTXSID3023215

화학 및 물리적 성질

XLogP	0.2
극성 표면적	148
수소 결합 공여자 수	5
수소 결합 수용자 수	8
회전 가능 결합 수	7
무거운 원자 수	27
형식 전하	0
복잡도	498
물질 분류	Other Uses -> Pharmaceuticals
의약품	Pharmaceuticals -> Listed in ZINC15Pharmaceuticals -> Antibiotics (Macrolides)Pharmaceuticals -> Antibiotics
LogP(분배 계수)	log Kow = 0.20
Color/Form	Amorphous solid
용해도	freely solubleSoluble in methanol, lower alcohols, acetone, ethyl acetate, chloroform. Slightly soluble in waterSoluble in methanol, ethanol, butanol, isopropanol, ethyl acetate, n-butyl acetate, amyl acetate, etc. Moderately soluble in water.산성 수용액(약간), DMSO(약간), 메탄올(약간), 물 에 용해됨
Animal Drugs	Active Ingredients (Lincomycin) -> FDA GreenbookPharmaceuticals -> UK Veterinary Medicines Directorate ListPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Decomposition	When heated to decomposition it emits very toxic fumes of /oxides of sulfur and oxides of nitrogen/.
녹는점	187-190148-150°C
Optical Rotation	White or almost white crystalline powder, odorless or with a slight mercaptan-like odor and bitter taste, mp 156-158 °C. Specific optical rotation = +143 deg at 25 °C/D (water). pH of 1% aqueous solution = 4.8 /Lincomycin hydrochloride monohydrate/
Stability/Shelf Life	Stable in light and air. /Lincomycin HCl, USP/
Ionization Efficiency	Positive3.722.91Sciex API4000Electrospray ionizationformic acid (10nM)
Dissociation Constants	pKa = 7.6
끓는 점	646.8±55.0 °C(Predicted)
밀도	1.1704 (rough estimate)
굴절률	1.6510 (estimate)
저장 조건	Hygroscopic, -20°C Freezer, Under inert atmosphere
pKa(산도 계수)	7.6(at 25℃)
물리적 상태	고체
색상	흰색에서 황백색까지
헨리 상수	3.3×1017 mol/(m3Pa) at 25℃, HSDB (2015)
안정성	흡습성
InChIKey	POUMFISTNHIPTI-KADGABRTNA-N
SMILES	[C@H]1([C@H](O)[C@@H]([C@@H](O)[C@@H](SC)O1)O)[C@@H]([C@H](O)C)NC(=O)[C@H]1N(C)C[C@H](CCC)C1.Cl \|&1:0,1,3,4,6,11,12,18,22,r\|
NIST	Lincomycin(154-21-2)
EPA	Lincomycin (154-21-2)

화학적 성질

White Crystalline Solid

안전 및 규제

GHS 분류	This chemical does not meet GHS hazard criteria for 91.7% (11 of 12) of all reports.Not ClassifiedAggregated GHS information provided per 12 reports by companies from 2 notifications to the ECHA C&L Inventory.
기타 안전 정보	IMAP assessments - D-erythro-.alpha.-D-galacto-Octopyranoside, methyl 6,8-dideoxy-6-[[(1-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino]-1-thio-, (2S-trans)-: Environment tier I assessment
유해성 요약	Allergic contact dermatitis reported in poultry and pig breeders[Kanerva, p. 1158]
FDA 요건	The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl lincomycin hydrochloride, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. /Lincomycin hydrochloride/The Generic Animal Drug and Patent Restoration act requires that each sponsor of an approved animal drug must submit to the FDA certain information regarding patents held for the animal drug or its method of use. The Act requires that this information, as well as a list of all animal drug products approved for safety and effectiveness, be made available to the public. Lincomycin is included on this list.The Generic Animal Drug and Patent Restoration act requires that each sponsor of an approved animal drug must submit to the FDA certain information regarding patents held for the animal drug or its method of use. The Act requires that this information, as well as a list of all animal drug products approved for safety and effectiveness, be made available to the public. Lincomycin hydrochloride is included on this list. /Lincomycin hydrochloride/The Generic Animal Drug and Patent Restoration act requires that each sponsor of an approved animal drug must submit to the FDA certain information regarding patents held for the animal drug or its method of use. The Act requires that this information, as well as a list of all animal drug products approved for safety and effectiveness, be made available to the public. Lincomycin hydrochloride monohydrate is included on this list. /Lincomycin hydrochloride monohydrate/For more FDA Requirements (Complete) data for LINCOMYCIN (9 total), please visit the HSDB record page.
Hazard Classes and Categories	Not Classified
소화 절차	As with all fires, evacuate personnel to a safe area. Firefighters should use self-contained breathing equipment and protective clothing.

용도

개요

Lincomycin is an antibiotic active against grampositive bacteria. Occupational exposure occurs in poultry and pig breeders.

용도

Lincomycin is a polar, water soluble, broad spectrum antibiotic first isolated from Streptomyces licolnensis by researchers at Upjohn in 1962. Lincomycin was the first of a unique structural class, the lincosamides, containing a rare amino acid, 4-propyl-N-methylproline, coupled to an equally rare aminomethylthio-octopyranoside sugar. Lincomycin and semi-synthetic analogues are often incorrectly considered to be aminoglycosides but share little or no structural similarity. Lincomycin 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.

일반 설명

Lincomycin was found in the culture broth of Streptomyces lincolnensis var. lincolnensis by the Upjohn Co. in 1962. It shows antibacterial activity similar to that of the macrolide antibiotics and also shows excellent activity against anaerobic bacteria. Lincomycin is used clinically in combination with other classes of antibiotics for postoperative, gynecological, urinary tract, ear and nose, and other infections.