Cephaloglycin (BioDeep_00000009454)

 

Secondary id: BioDeep_00000858490

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(6R,7R)-3-(acetyloxymethyl)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

化学式: C18H19N3O6S (405.0995)
中文名称: 头孢来星
谱图信息: 最多检出来源 Viridiplantae(plant) 42.86%

分子结构信息

SMILES: CC(=O)OCC1=C(C(=O)O)N2C(=O)C(NC(=O)C(N)c3ccccc3)C2SC1
InChI: InChI=1S/C18H19N3O6S/c1-9(22)27-7-11-8-28-17-13(16(24)21(17)14(11)18(25)26)20-15(23)12(19)10-5-3-2-4-6-10/h2-6,12-13,17H,7-8,19H2,1H3,(H,20,23)(H,25,26)/t12-,13-,17-/m1/s1

描述信息

Cephaloglycin is only found in individuals that have used or taken this drug. It is a cephalorsporin antibiotic.The bactericidal activity of cephaloglycin results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs).
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
Same as: D01949

同义名列表

29 个代谢物同义名

(6R,7R)-3-(acetyloxymethyl)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-3-[(acetyloxy)methyl]-7-[(2R)-2-amino-2-phenylacetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 7-(2-D-alpha-Aminophenylacetamido)cephalosporanic acid; 7-(D-alpha-Aminophenyl-acetamido)cephalosporanic acid; 7-(2-D-Α-aminophenylacetamido)cephalosporanic acid; 7-(2-D-alpha-Aminophenylacetamido)cephalosporanate; 7-(2-D-a-Aminophenylacetamido)cephalosporanic acid; 7-(D-alpha-Aminophenyl-acetamido)cephalosporanate; 7-(D-Α-aminophenyl-acetamido)cephalosporanic acid; 7-(D-a-Aminophenyl-acetamido)cephalosporanic acid; 7-(2-D-a-Aminophenylacetamido)cephalosporanate; 7-(2-D-Α-aminophenylacetamido)cephalosporanate; 7-(D-a-Aminophenyl-acetamido)cephalosporanate; 7-(D-Α-aminophenyl-acetamido)cephalosporanate; Dihydrate, cephaloglycin; Cephaloglycin anhydrous; Cephaloglycin dihydrate; Cephaloglycin anhdyous; D-(-)-Cephaloglycin; Cephaoglycin acid; D-Cephaloglycine; Cefaloglycinum; Cephaloglycine; Cefaloglycine; Cephaloglycin; Cefaloglicina; Cefaloglycin; CEG; Cefaloglycin



数据库引用编号

16 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)

1 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 3 ALB, ANPEP, HMGB1
Peripheral membrane protein 2 CRAT, HMGB1
Nucleus 2 ALB, HMGB1
cytosol 3 ALB, CRAT, GSR
centrosome 1 ALB
nucleoplasm 1 HMGB1
Cell membrane 3 ANPEP, DPP4, HMGB1
lamellipodium 1 DPP4
cell junction 1 DPP4
cell surface 2 DPP4, HMGB1
Golgi apparatus 1 ALB
Golgi membrane 1 INS
lysosomal membrane 2 ANPEP, DPP4
mitochondrial inner membrane 1 CRAT
endosome 1 HMGB1
plasma membrane 3 ANPEP, DPP4, HMGB1
Membrane 1 DPP4
apical plasma membrane 1 DPP4
extracellular exosome 4 ALB, ANPEP, DPP4, GSR
endoplasmic reticulum 3 ALB, CRAT, HMGB1
extracellular space 4 ALB, ANPEP, HMGB1, INS
intercellular canaliculus 1 DPP4
mitochondrion 2 CRAT, GSR
protein-containing complex 1 ALB
Secreted 4 ALB, DPP4, HMGB1, INS
extracellular region 4 ALB, DPP4, HMGB1, INS
Single-pass membrane protein 1 DPP4
mitochondrial matrix 1 GSR
Extracellular side 1 HMGB1
anchoring junction 2 ALB, DPP4
external side of plasma membrane 2 ANPEP, GSR
Single-pass type II membrane protein 2 ANPEP, DPP4
Apical cell membrane 1 DPP4
Mitochondrion inner membrane 1 CRAT
Matrix side 1 CRAT
Membrane raft 1 DPP4
focal adhesion 1 DPP4
Peroxisome 1 CRAT
peroxisomal matrix 1 CRAT
ciliary basal body 1 ALB
Chromosome 1 HMGB1
centriole 1 ALB
[Isoform 1]: Mitochondrion 1 CRAT
spindle pole 1 ALB
blood microparticle 1 ALB
Endomembrane system 1 DPP4
endosome lumen 1 INS
ficolin-1-rich granule lumen 1 HMGB1
secretory granule lumen 2 HMGB1, INS
secretory granule membrane 1 ANPEP
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 ALB, INS
transcription repressor complex 1 HMGB1
platelet alpha granule lumen 1 ALB
endocytic vesicle 1 DPP4
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
endoplasmic reticulum-Golgi intermediate compartment 2 ANPEP, HMGB1
condensed chromosome 1 HMGB1
lamellipodium membrane 1 DPP4
Cell projection, lamellipodium membrane 1 DPP4
alphav-beta3 integrin-HMGB1 complex 1 HMGB1
Cell projection, invadopodium membrane 1 DPP4
[Dipeptidyl peptidase 4 soluble form]: Secreted 1 DPP4
[Isoform 2]: Peroxisome 1 CRAT
ciliary transition fiber 1 ALB


文献列表

  • Ihsan Ergün, M Cenk Akbostanci, Başol Canbakan, Bilge Koçer, Arzu Ensari, Gökhan Nergizoglu, Kenan Keven. Minimal change nephrotic syndrome with stiff-person syndrome: is there a link?. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2005 Jul; 46(1):e11-4. doi: 10.1053/j.ajkd.2005.03.009. [PMID: 15983949]
  • R Ohashi, I Tamai, H Yabuuchi, J I Nezu, A Oku, Y Sai, M Shimane, A Tsuji. Na(+)-dependent carnitine transport by organic cation transporter (OCTN2): its pharmacological and toxicological relevance. The Journal of pharmacology and experimental therapeutics. 1999 Nov; 291(2):778-84. doi: . [PMID: 10525100]
  • J C Whitin, D M Tham, S Bhamre, D B Ornt, J D Scandling, B M Tune, O Salvatierra, N Avissar, H J Cohen. Plasma glutathione peroxidase and its relationship to renal proximal tubule function. Molecular genetics and metabolism. 1998 Nov; 65(3):238-45. doi: 10.1006/mgme.1998.2760. [PMID: 9851889]
  • N H Pham, B A Baldo. beta-Lactam drug allergens: fine structural recognition patterns of cephalosporin-reactive IgE antibodies. Journal of molecular recognition : JMR. 1996 Jul; 9(4):287-96. doi: 10.1002/(sici)1099-1352(199607)9:4\%3c287::aid-jmr340\%3e3.0.co;2-l. [PMID: 9131470]
  • B M Tune, C Y Hsu, D Fravert. Cephalosporin and carbacephem nephrotoxicity. Roles of tubular cell uptake and acylating potential. Biochemical pharmacology. 1996 Feb; 51(4):557-61. doi: 10.1016/0006-2952(95)02237-6. [PMID: 8619902]
  • B M Tune, C Y Hsu. Toxicity of cephalosporins to fatty acid metabolism in rabbit renal cortical mitochondria. Biochemical pharmacology. 1995 Mar; 49(5):727-34. doi: 10.1016/0006-2952(94)00497-a. [PMID: 7887988]
  • B M Tune, C Y Hsu. The renal mitochondrial toxicity of beta-lactam antibiotics: in vitro effects of cephaloglycin and imipenem. Journal of the American Society of Nephrology : JASN. 1990 Nov; 1(5):815-21. doi: 10.1681/asn.v15815. [PMID: 2133431]
  • B M Tune, D Fravert, C Y Hsu. Oxidative and mitochondrial toxic effects of cephalosporin antibiotics in the kidney. A comparative study of cephaloridine and cephaloglycin. Biochemical pharmacology. 1989 Mar; 38(5):795-802. doi: 10.1016/0006-2952(89)90233-5. [PMID: 2930580]
  • M D Blanchin, M L Rondot-Dudragne. [Determination of cefaloglycine and cefroxadin in biological media with thin layer chromatography with fluorometric detection]. Journal of chromatography. 1988 Nov; 432(?):407-11. doi: . [PMID: 3220913]
  • M C Browning, B M Tune. Reactivity and binding of beta-lactam antibiotics in rabbit renal cortex. The Journal of pharmacology and experimental therapeutics. 1983 Sep; 226(3):640-4. doi: . [PMID: 6887004]
  • B M Tune, C H Kuo, J B Hook, C Y Hsu, D Fravert. Effects of piperonyl butoxide on cephalosporin nephrotoxicity in the rabbit. An effect on cephaloridine transport. The Journal of pharmacology and experimental therapeutics. 1983 Mar; 224(3):520-4. doi: . [PMID: 6827476]
  • M C Browning, C Y Hsu, P L Wang, B M Tune. Interaction of ischemic and antibiotic-induced injury in the rabbit kidney. The Journal of infectious diseases. 1983 Feb; 147(2):341-51. doi: 10.1093/infdis/147.2.341. [PMID: 6827149]
  • F Silverblatt. Pathogenesis of nephrotoxicity of cephalosporins and aminoglycosides: a review of current concepts. Reviews of infectious diseases. 1982 Sep; 4 Suppl(?):S360-5. doi: 10.1093/clinids/4.supplement_2.s360. [PMID: 7178755]
  • P L Wang, D J Prime, C Y Hsu, B M Tune. Effects of ureteral obstruction on the toxicity of cephalosporins in the rabbit kidney. The Journal of infectious diseases. 1982 Apr; 145(4):574-81. doi: 10.1093/infdis/145.4.574. [PMID: 7069237]
  • B M Tune, M C Browning, C Y Hsu, D Fravert. Prevention of cephalosporin nephrotoxicity by other cephalosporins and by penicillins without significant inhibition of renal cortical uptake. The Journal of infectious diseases. 1982 Feb; 145(2):174-80. doi: 10.1093/infdis/145.2.174. [PMID: 7054322]
  • J P Bendirdjian, D J Prime, M C Browning, C Y Hsu, B M Tune. Additive nephrotoxicity of cephalosporins and aminoglycosides in the rabbit. The Journal of pharmacology and experimental therapeutics. 1981 Sep; 218(3):681-5. doi: NULL. [PMID: 7264951]
  • B M Tune, D Fravert. Mechanisms of cephalosporin nephrotoxicity: a comparison of cephaloridine and cephaloglycin. Kidney international. 1980 Nov; 18(5):591-600. doi: 10.1038/ki.1980.177. [PMID: 7463955]
  • B M Tune, D Fravert. Cephalosporin nephrotoxicity. Transport, cytotoxicity and mitochondrial toxicity of cephaloglycin. The Journal of pharmacology and experimental therapeutics. 1980 Oct; 215(1):186-90. doi: . [PMID: 7452482]
  • A J Weinstein. The cephalosporins: activity and clinical use. Drugs. 1980 Aug; 20(2):137-54. doi: 10.2165/00003495-198020020-00007. [PMID: 6995096]
  • J Haginaka, T Nakagawa, T Uno. Chromatographic analysis and pharmacokinetic investigation of cephaloglycin and its metabolites in man. The Journal of antibiotics. 1980 Feb; 33(2):236-43. doi: 10.7164/antibiotics.33.236. [PMID: 7380734]
  • J Haginaka, T Nakagawa, T Uno. Acidic degredation of cephaloglycin and high performance liquid chromatographic determination of deacetylcephaloglycin in human urine. The Journal of antibiotics. 1979 May; 32(5):462-7. doi: 10.7164/antibiotics.32.462. [PMID: 43318]
  • V T Andriole. Pharmacokinetics of cephalosporins in patients with normal or reduced renal function. The Journal of infectious diseases. 1978 May; 137 Suppl(?):S88-S99. doi: 10.1093/infdis/137.supplement.s88. [PMID: 349098]
  • E G Brain, A J Eglington, B G James, J H Nayler, N F Osborne, M J Pearson, T C Smale, R Southgate, P Tolliday, M J Basker, L W Mizen, R Sutherland. Structure--activity relationships in cephalosporins prepared from penicillins. 2. Analogues of cephalexin substituted in the 3-methyl group. Journal of medicinal chemistry. 1977 Aug; 20(8):1086-90. doi: 10.1021/jm00218a019. [PMID: 894680]
  • H J Hilderson, M J De Wolf, A R Lagrou, W S Dierick. Subcellular structure of bovine thyroid gland. A study on bovine thyroid membranes by buoyant-density-gradient centrifugation in a B-XIV zonal rotor. The Biochemical journal. 1975 Dec; 152(3):601-7. doi: 10.1042/bj1520601. [PMID: 5997]
  • J M Palmer. Differential antibiotic excretion in unilateral structural pyelonephritis. The Western journal of medicine. 1974 May; 120(5):363-8. doi: NULL. [PMID: 4839481]
  • G Ziv, J Shani, F G Sulman. Pharmacokinetic evaluation of penicillin and cephalosporin derivatives in serum and milk of lactating cows and ewes. American journal of veterinary research. 1973 Dec; 34(12):1561-5. doi: NULL. [PMID: 4202751]
  • J D Nelson, K C Haltalin. In vitro effectiveness of four cephalosporins against Shigellae and clinical ineffectiveness of cephaloglycin. Chemotherapy. 1972; 17(1):40-50. doi: 10.1159/000220837. [PMID: 4550565]
  • A W Pruitt, P G Dayton. A comparison of the binding of drugs to adult and cord plasma. European journal of clinical pharmacology. 1971 Dec; 4(1):59-62. doi: 10.1007/bf00568901. [PMID: 5151394]