Cephapirin (BioDeep_00000002204)

 

Secondary id: BioDeep_00001867740

human metabolite Endogenous blood metabolite


代谢物信息卡片


(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(pyridin-4-ylsulfanyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

化学式: C17H17N3O6S2 (423.0559)
中文名称: 头孢匹林
谱图信息: 最多检出来源 Homo sapiens(blood) 100%

分子结构信息

SMILES: CC(=O)OCC1=C(C(=O)O)N2C(=O)C(NC(=O)CSc3ccncc3)C2SC1
InChI: InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25)/t13-,16-/m1/s1

描述信息

Cephapirin is an injectable, first-generation cephalosporin antibiotic that has a wide spectrum of activity against gram-positive and gram-negative organisms. The bactericidal activity of cephapirin results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs). Cephapirin is more resistant to beta-lactamases than the penicillins, and therefore is effective against staphylococci, with the exception of methicillin-resistant staphylococci. Cephapirin is FDA approved for use in food-producing animals, especially dairy cattle. Cephapirin is used for the treatment of mastitis in cows. Production for use in humans has been discontinued in the United States. It is marketed under the trade name Cefadyl.
Active against gram-positive and -negative bacteria (vet. use). FDA approved for use in food producing animals, especies dairy cattle. It is used for the treatment of mastitis in cows
J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01D - Other beta-lactam antibacterials > J01DB - First-generation cephalosporins
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D002511 - Cephalosporins
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D047090 - beta-Lactams
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D007769 - Lactams
C254 - Anti-Infective Agent > C258 - Antibiotic > C260 - Beta-Lactam Antibiotic

同义名列表

31 个代谢物同义名

(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(pyridin-4-ylsulfanyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-3-(Acetoxymethyl)-8-oxo-7-{[(pyridin-4-ylsulphanyl)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-3-(Acetoxymethyl)-8-oxo-7-{[(pyridin-4-ylsulfanyl)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-3-(Acetoxymethyl)-8-oxo-7-{[(pyridin-4-ylsulphanyl)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; (6R,7R)-3-(Acetoxymethyl)-8-oxo-7-{[(pyridin-4-ylsulfanyl)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; Bristol-myers squibb brand OF cephapirin sodium; Bristol-myers brand OF cephapirin sodium; Apothecon brand OF cephapirin sodium; Salt, cephapirin monosodium; Monosodium salt, cephapirin; Cephapirin monosodium salt; Cephapirin, sodium; Cephapirin sodium; Sodium cephapirin; Cephapirine; Cefapirinum; Brisfirina; Cefapirine; Cefapirina; Céfaloject; Cephapirin; Metricure; BL p 1322; Cefapirin; BL-p 1322; cephaprin; Cefaprin; Cefadyl; CEPR; Cephapirin sodium; Cephapirin



数据库引用编号

23 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

2 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 5 AIDA, APOB, AXIN2, DNAJB2, GPER1
Endosome membrane 1 APOB
Endoplasmic reticulum membrane 5 APOB, DNAJB2, GPER1, SOAT1, SOAT2
Mitochondrion membrane 1 GPER1
Nucleus 3 AXIN2, DNAJB2, GPER1
cytosol 6 APOB, AXIN2, B2M, DNAJB2, GPER1, LIPE
dendrite 1 GPER1
mitochondrial membrane 1 GPER1
trans-Golgi network 1 GPER1
centrosome 1 AXIN2
nucleoplasm 1 GPER1
Cell membrane 5 AGTR1, B2M, ITGAM, ITGB2, LIPE
Lipid-anchor 1 DNAJB2
Cytoplasmic side 1 DNAJB2
Cell projection, axon 1 GPER1
Early endosome membrane 1 B2M
Multi-pass membrane protein 4 AGTR1, GPER1, SOAT1, SOAT2
Golgi apparatus membrane 1 GPER1
cell surface 3 B2M, ITGAM, ITGB2
dendritic shaft 1 GPER1
Golgi apparatus 3 ATRN, B2M, GPER1
Golgi membrane 3 B2M, GPER1, INS
lysosomal membrane 1 B2M
neuronal cell body 1 APOB
presynaptic membrane 1 GPER1
smooth endoplasmic reticulum 1 APOB
Cytoplasm, cytosol 1 LIPE
plasma membrane 8 AGTR1, APOB, ATRN, AXIN2, B2M, GPER1, ITGAM, ITGB2
presynaptic active zone 1 GPER1
Membrane 10 AGTR1, AIDA, B2M, GPER1, ITGAM, ITGB2, LCAT, LIPE, SOAT1, SOAT2
axon 1 GPER1
brush border 1 SOAT2
caveola 1 LIPE
extracellular exosome 6 APOB, ATRN, B2M, ITGAM, ITGB2, LCAT
endoplasmic reticulum 4 B2M, GPER1, SOAT1, SOAT2
extracellular space 11 APOB, ATRN, B2M, CCL2, CXCL8, IL10, IL2, IL4, INS, ITGAM, LCAT
lysosomal lumen 1 APOB
perinuclear region of cytoplasm 2 DNAJB2, GPER1
intracellular membrane-bounded organelle 2 APOB, GPER1
postsynaptic density 1 GPER1
Single-pass type I membrane protein 3 ATRN, ITGAM, ITGB2
Secreted 9 APOB, B2M, CCL2, CXCL8, IL10, IL2, IL4, INS, LCAT
extracellular region 9 APOB, B2M, CCL2, CXCL8, IL10, IL2, IL4, INS, LCAT
hippocampal mossy fiber to CA3 synapse 1 GPER1
[Isoform 2]: Secreted 1 ATRN
nuclear membrane 1 DNAJB2
external side of plasma membrane 3 B2M, ITGAM, ITGB2
Extracellular vesicle 1 ITGB2
chylomicron 1 APOB
high-density lipoprotein particle 1 LCAT
low-density lipoprotein particle 1 APOB
very-low-density lipoprotein particle 1 APOB
beta-catenin destruction complex 1 AXIN2
nucleolus 1 GPER1
Early endosome 2 APOB, GPER1
recycling endosome 1 GPER1
Membrane raft 2 ITGAM, ITGB2
focal adhesion 2 B2M, ITGB2
receptor complex 1 ITGB2
Late endosome membrane 1 B2M
phagocytic vesicle membrane 1 B2M
[Isoform 3]: Secreted 1 ATRN
nuclear envelope 1 GPER1
Recycling endosome membrane 1 B2M
endosome lumen 2 APOB, INS
Lipid droplet 2 APOB, LIPE
Membrane, caveola 1 LIPE
[Isoform 1]: Endoplasmic reticulum membrane 1 DNAJB2
Cytoplasmic vesicle membrane 1 GPER1
Cell projection, dendrite 1 GPER1
specific granule membrane 2 ITGAM, ITGB2
tertiary granule membrane 2 ITGAM, ITGB2
plasma membrane raft 2 ITGAM, ITGB2
proteasome complex 1 DNAJB2
secretory granule lumen 1 INS
HFE-transferrin receptor complex 1 B2M
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 APOB, B2M, INS
axon terminus 1 GPER1
specific granule lumen 1 B2M
tertiary granule lumen 1 B2M
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
endoplasmic reticulum exit site 1 APOB
ER to Golgi transport vesicle membrane 1 B2M
[Isoform 2]: Cytoplasm 1 DNAJB2
clathrin-coated endocytic vesicle membrane 1 APOB
ficolin-1-rich granule membrane 1 ITGB2
MHC class I peptide loading complex 1 B2M
[Isoform 1]: Cell membrane 1 ATRN
keratin filament 1 GPER1
dendritic spine head 1 GPER1
integrin complex 2 ITGAM, ITGB2
Cell projection, dendritic spine membrane 1 GPER1
dendritic spine membrane 1 GPER1
endocytic vesicle lumen 1 APOB
MHC class I protein complex 1 B2M
MHC class II protein complex 1 B2M
chylomicron remnant 1 APOB
intermediate-density lipoprotein particle 1 APOB
mature chylomicron 1 APOB
inclusion body 1 DNAJB2
integrin alphaL-beta2 complex 1 ITGB2
integrin alphaM-beta2 complex 2 ITGAM, ITGB2
integrin alphaX-beta2 complex 1 ITGB2
cytoplasmic side of endoplasmic reticulum membrane 1 DNAJB2
early endosome lumen 1 B2M


文献列表

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  • Meng M Li, Partha Ray, Christy Teets, Amy Pruden, Kang Xia, Katharine F Knowlton. Short communication: Increasing temperature and pH can facilitate reductions of cephapirin and antibiotic resistance genes in dairy manure slurries. Journal of dairy science. 2020 Mar; 103(3):2877-2882. doi: 10.3168/jds.2019-17453. [PMID: 31954579]
  • Ravi Kanth Bhamidipati, Ramesh Mullangi, Nuggehally R Srinivas. Interspecies scaling of urinary excretory amounts of nine drugs belonging to different therapeutic areas with diverse chemical structures - accurate prediction of the human urinary excretory amounts. Xenobiotica; the fate of foreign compounds in biological systems. 2017 Feb; 47(2):112-118. doi: 10.3109/00498254.2016.1166290. [PMID: 27093131]
  • Partha Ray, Katharine F Knowlton, Chao Shang, Kang Xia. Development and validation of a UPLC-MS/MS method to monitor cephapirin excretion in dairy cows following intramammary infusion. PloS one. 2014; 9(11):e112343. doi: 10.1371/journal.pone.0112343. [PMID: 25375097]
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