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Merck
CN

C4895

Cephalexin hydrate

first-generation cephalosporin antibiotic

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关于此项目

经验公式(希尔记法):
C16H17N3O4S · xH2O
化学文摘社编号:
分子量:
347.39 (anhydrous basis)
PubChem Substance ID:
UNSPSC Code:
51282503
NACRES:
NA.85
EC Number:
239-773-6
MDL number:
Beilstein/REAXYS Number:
965503
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产品名称

Cephalexin hydrate, first-generation cephalosporin antibiotic

SMILES string

S1C2N(C(=C(C1)C)C(=O)O)C(=O)[C@H]2NC(=O)[C@H](N)c3ccccc3.O

InChI

1S/C16H17N3O4S.H2O/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9;/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23);1H2/t10-,11-,15?;/m1./s1

InChI key

AVGYWQBCYZHHPN-FNOHQHCYSA-N

form

powder

pKa 

5.2
7.3

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

Quality Level

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Application

Cephalexin is a cephalosporin antibiotic used to study the effect of expression, binding, and inhibition of PBP3 and other penicillin-binding proteins (PBPs) on bacterial cell wall mucopeptide synthesis.

Biochem/physiol Actions

Cephalexin disrupts the synthesis of the peptidoglycan layer of bacterial cell walls which is responsible for cell wall structural integrity. Peptidoglycan synthesis is facilitated by transpeptidases known as penicillin-binding proteins (PBPs). PBPs bind to the D-Ala-D-Ala at the end of muropeptides (peptidoglycan precursors) to crosslink the peptidoglycan. Cephalexin antibiotics mimic the D-Ala-D-Ala site, thereby competitively inhibiting PBP crosslinking of peptidoglycan.

General description

Chemical structure: ß-lactam

Other Notes

Storage of this product should be in airtight containers and protected from light.

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

法规信息

涉药品监管产品
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分析证书(COA)

Lot/Batch Number

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Hiroshi Kodaira et al.
The Journal of pharmacology and experimental therapeutics, 339(3), 935-944 (2011-09-22)
This study investigated the impact of the active efflux mediated by P-glycoprotein (P-gp) and breast cancer resistance protein (Bcrp) at the blood-brain barrier (BBB) on the predictability of the unbound brain concentration (C(u,brain)) by the concentration in the cerebrospinal fluid
William T Gray et al.
Cell, 177(6), 1632-1648 (2019-06-01)
The scaling of organelles with cell size is thought to be exclusive to eukaryotes. Here, we demonstrate that similar scaling relationships hold for the bacterial nucleoid. Despite the absence of a nuclear membrane, nucleoid size strongly correlates with cell size
Alexander Perniss et al.
Scientific reports, 8(1), 5681-5681 (2018-04-11)
Several species of the Gram-negative genus Bordetella are the cause of respiratory infections in mammals and birds, including whooping cough (pertussis) in humans. Very recently, a novel atypical species, Bordetella pseudohinzii, was isolated from laboratory mice. These mice presented no
Tomoko Sugiura et al.
Drug metabolism and disposition: the biological fate of chemicals, 36(6), 1181-1188 (2008-03-07)
Gastrointestinal (GI) absorption of certain therapeutic agents is thought to be mediated by solute carrier (SLC) transporters, although minimal in vivo evidence has been reported. Here, we show key roles of postsynaptic density 95/disk-large/ZO-1 (PDZ) domain-containing protein, PDZK1, as a
Steven D Coon et al.
American journal of physiology. Gastrointestinal and liver physiology, 305(10), G678-G684 (2013-09-28)
Glucose-dependent insulinotropic polypeptide (GIP) secreted from jejunal mucosal K cells augments insulin secretion and plays a critical role in the pathogenesis of obesity and Type 2 diabetes mellitus. In recent studies, we have shown GIP directly activates Na-glucose cotransporter-1 (SGLT1)

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