pivampicillin (BioDeep_00000409563)

Main id: BioDeep_00000008847

 

natural product


代谢物信息卡片


pivampicillin

化学式: C22H29N3O6S (463.1777)
中文名称: 匹凡西林
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)(C)C(=O)OCOC(=O)[C@H]1C(C)(C)S[C@@H]2[C@@H](C(=O)N12)NC(=O)[C@@H](c1ccccc1)N
InChI: InChI=1S/C22H29N3O6S/c1-21(2,3)20(29)31-11-30-19(28)15-22(4,5)32-18-14(17(27)25(15)18)24-16(26)13(23)12-9-7-6-8-10-12/h6-10,13-15,18H,11,23H2,1-5H3,(H,24,26)/t13-,14-,15+,18-/m1/s1

描述信息

J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01C - Beta-lactam antibacterials, penicillins > J01CA - Penicillins with extended spectrum
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D047090 - beta-Lactams
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D010406 - Penicillins
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D007769 - Lactams
C254 - Anti-Infective Agent > C258 - Antibiotic > C260 - Beta-Lactam Antibiotic
Same as: D08396

同义名列表

2 个代谢物同义名

pivampicillin; Pivampicillin



数据库引用编号

14 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)

0 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。



文献列表

  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Lotte Winther, Keith Edward Baptiste, Christian Friis. Pharmacokinetics in pulmonary epithelial lining fluid and plasma of ampicillin and pivampicillin administered to horses. Research in veterinary science. 2012 Feb; 92(1):111-5. doi: 10.1016/j.rvsc.2010.11.001. [PMID: 21144541]
  • Yunqiu Xia, Qing Li, Weizhen Zhong, Jing Dong, Zhulin Wang, Chunbo Wang. L-carnitine ameliorated fatty liver in high-calorie diet/STZ-induced type 2 diabetic mice by improving mitochondrial function. Diabetology & metabolic syndrome. 2011 Nov; 3(?):31. doi: 10.1186/1758-5996-3-31. [PMID: 22082204]
  • Judith L Flanagan, Peter A Simmons, Joseph Vehige, Mark Dp Willcox, Qian Garrett. Role of carnitine in disease. Nutrition & metabolism. 2010 Apr; 7(?):30. doi: 10.1186/1743-7075-7-30. [PMID: 20398344]
  • Tom L Broderick. Hypocarnitinaemia induced by sodium pivalate in the rat is associated with left ventricular dysfunction and impaired energy metabolism. Drugs in R&D. 2006; 7(3):153-61. doi: 10.2165/00126839-200607030-00002. [PMID: 16752941]
  • R Bennet, M Eriksson, C E Nord. The fecal microflora of 1-3-month-old infants during treatment with eight oral antibiotics. Infection. 2002 Jun; 30(3):158-60. doi: 10.1007/s15010-002-2140-z. [PMID: 12120942]
  • H K Johansen, K Børch, F Espersen, C Koch, N Høiby. Randomised trial of pivampicillin plus pivmecillinam vs. pivampicillin in children and young adults with chronic obstructive pulmonary disease and infection with Haemophilus influenzae. Current medical research and opinion. 1999; 15(4):300-9. doi: 10.1185/03007999909116501. [PMID: 10640263]
  • K Abrahamsson, B O Eriksson, E Holme, U Jodal, A Jönsson, S Lindstedt. Pivalic acid-induced carnitine deficiency and physical exercise in humans. Metabolism: clinical and experimental. 1996 Dec; 45(12):1501-7. doi: 10.1016/s0026-0495(96)90179-1. [PMID: 8969283]
  • J M Ensink, W R Klein, A Barneveld, A G Vulto, A S Van Miert, J J Tukker. Distribution of penicillins into subcutaneous tissue chambers in ponies. Journal of veterinary pharmacology and therapeutics. 1996 Dec; 19(6):439-44. doi: 10.1111/j.1365-2885.1996.tb00080.x. [PMID: 8971672]
  • J M Ensink, A G Vulto, A S van Miert, J J Tukker, M B Winkel, M A Fluitman. Oral bioavailability and in vitro stability of pivampicillin, bacampicillin, talampicillin, and ampicillin in horses. American journal of veterinary research. 1996 Jul; 57(7):1021-4. doi: . [PMID: 8807014]
  • J M Ensink, A Moi, A G Vulto, J J Tukker. Bioavailability of pivampicillin and ampicillin trihydrate administered as an oral paste in horses. The veterinary quarterly. 1996; 18 Suppl 2(?):S117-20. doi: 10.1080/01652176.1996.9694707. [PMID: 8933688]
  • Q N Diep, T Bøhmer, O T Storrøsten, J I Holme, A Torvik, C W Loennecken, P Monstad, E Jellum. [Slow replenishment of carnitine level after long-term treatment with pivampicillin/pivmecillinam]. Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke. 1994 May; 114(14):1614-6. doi: . [PMID: 8079264]
  • J M Ensink, A Barneveld, W R Klein, A S van Miert, A G Vulto. Oral bioavailability of pivampicillin in foals at different ages. The veterinary quarterly. 1994 May; 16 Suppl 2(?):S113-6. doi: 10.1080/01652176.1994.9694516. [PMID: 7801502]
  • P Sarasola, Q A McKellar. Ampicillin and its congener prodrugs in the horse. The British veterinary journal. 1994 Mar; 150(2):173-87. doi: 10.1016/s0007-1935(05)80225-8. [PMID: 8025849]
  • B Melegh, B Sumegi, A D Sherry. Preferential elimination of pivalate with supplemental carnitine via formation of pivaloylcarnitine in man. Xenobiotica; the fate of foreign compounds in biological systems. 1993 Nov; 23(11):1255-61. doi: 10.3109/00498259309059436. [PMID: 8310709]
  • Q N Diep, T Bøhmer, J I Holme, A Torvik, O T Storrøsten, C W Loennecken, P Monstad, E Jellum. Slow replenishment of carnitine deficiency after cessation of long-term treatment with pivaloyl-containing antibiotics. Pharmacy world & science : PWS. 1993 Oct; 15(5):225-9. doi: 10.1007/bf01880631. [PMID: 8257960]
  • B Melegh, M Pap, I Bock, C J Rebouche. Relationship of carnitine and carnitine precursors lysine, epsilon-N-trimethyllysine, and gamma-butyrobetaine in drug-induced carnitine depletion. Pediatric research. 1993 Oct; 34(4):460-4. doi: 10.1203/00006450-199310000-00015. [PMID: 8255678]
  • P Munkholm, J Olsen, C Hovgaard, H Hey. Absorption of pivampicillin as related to dose, and tolerability of a 700 mg tablet. Infection. 1993 Jan; 21(1):30-3. doi: 10.1007/bf01739307. [PMID: 8449578]
  • S J Rose, T C Stokes, S Patel, M B Cooper, D J Betteridge, J E Payne. Carnitine deficiency associated with long-term pivampicillin treatment: the effect of a replacement therapy regime. Postgraduate medical journal. 1992 Nov; 68(805):932-4. doi: 10.1136/pgmj.68.805.932. [PMID: 1494519]
  • Q N Diep, T Bøhmer, L Schjerven. Reduced carnitine and ketogenesis in the pivampicillin treated rat. Biochemical pharmacology. 1992 Sep; 44(6):1226-8. doi: 10.1016/0006-2952(92)90391-u. [PMID: 1417946]
  • E Holme, U Jodal, S Linstedt, I Nordin. Effects of pivalic acid-containing prodrugs on carnitine homeostasis and on response to fasting in children. Scandinavian journal of clinical and laboratory investigation. 1992 Sep; 52(5):361-72. doi: 10.3109/00365519209088371. [PMID: 1514015]
  • J M Ensink, W R Klein, D J Mevius, A Klarenbeek, A G Vulto. Bioavailability of oral penicillins in the horse: a comparison of pivampicillin and amoxicillin. Journal of veterinary pharmacology and therapeutics. 1992 Sep; 15(3):221-30. doi: 10.1111/j.1365-2885.1992.tb01010.x. [PMID: 1433484]
  • J Weil, G D Bell, K Powell. Disposition of bismuth and renal function. Alimentary pharmacology & therapeutics. 1992 Jun; 6(3):395-7. doi: NULL. [PMID: 1600056]
  • R Wise, N O'Sullivan, J Johnson, J M Andrews. Pharmacokinetics and tissue penetration of ampicillin and brobactam following oral administration of 2085P. Antimicrobial agents and chemotherapy. 1992 May; 36(5):1002-4. doi: 10.1128/aac.36.5.1002. [PMID: 1324634]
  • L F Andersen, J Svare, H Madsen, J Langhoff-Roos, E T Jensen, B B Bruun. Group B streptococcal chorioamnionitis and neonatal septicemia following 8 days pivampicillin and metronidazol prophylaxis after premature rupture of membranes; a case report. European journal of obstetrics, gynecology, and reproductive biology. 1991 Jan; 38(2):157-60. doi: 10.1016/0028-2243(91)90194-p. [PMID: 1995384]
  • B Melegh, J Kerner, V Jaszai, L L Bieber. Differential excretion of xenobiotic acyl-esters of carnitine due to administration of pivampicillin and valproate. Biochemical medicine and metabolic biology. 1990 Feb; 43(1):30-8. doi: 10.1016/0885-4505(90)90005-l. [PMID: 2106908]
  • E Holme, J Greter, C E Jacobson, S Lindstedt, I Nordin, B Kristiansson, U Jodal. Carnitine deficiency induced by pivampicillin and pivmecillinam therapy. Lancet (London, England). 1989 Aug; 2(8661):469-73. doi: 10.1016/s0140-6736(89)92086-2. [PMID: 2570185]
  • U Jodal, P Larsson, S Hansson, C A Bauer. Pivmecillinam in long-term prophylaxis to girls with recurrent urinary tract infection. Scandinavian journal of infectious diseases. 1989; 21(3):299-302. doi: 10.3109/00365548909035699. [PMID: 2756342]
  • C A McNulty, J C Dent, G A Ford, S P Wilkinson. Inhibitory antimicrobial concentrations against Campylobacter pylori in gastric mucosa. The Journal of antimicrobial chemotherapy. 1988 Nov; 22(5):729-38. doi: 10.1093/jac/22.5.729. [PMID: 3209531]
  • B Melegh, J Kerner, L L Bieber. Pivampicillin-promoted excretion of pivaloylcarnitine in humans. Biochemical pharmacology. 1987 Oct; 36(20):3405-9. doi: 10.1016/0006-2952(87)90318-2. [PMID: 3675603]
  • P E Branebjerg, L Heisterberg. Blood and milk concentrations of ampicillin in mothers treated with pivampicillin and in their infants. Journal of perinatal medicine. 1987; 15(6):555-8. doi: 10.1515/jpme.1987.15.6.555. [PMID: 3452637]
  • I R McFadyen, M Campbell-Brown, M Stephenson, D V Seal. Single-dose treatment of bacteriuria in pregnancy. European urology. 1987; 13 Suppl 1(?):22-5. doi: 10.1159/000472854. [PMID: 3552699]
  • M Pedersen, S Støvring, E Mørkassel, C Koch, N Høiby. A comparative study of amoxycillin and pivampicillin in persistent Haemophilus influenzae infection of the lower respiratory tract in children with chronic lung disease. Scandinavian journal of infectious diseases. 1986; 18(3):245-54. doi: 10.3109/00365548609032334. [PMID: 3526532]
  • M Grabe, A Forsgren. The effectiveness of a short perioperative course with pivampicillin/pivmecillinam in transurethral prostatic resection: bacteriological results. Scandinavian journal of infectious diseases. 1986; 18(6):575-81. doi: 10.3109/00365548609021665. [PMID: 3643648]
  • N Jeppesen, C Frimodt-Møller. Serum concentrations and penetration into prostate of mecillinam and ampicillin. Current medical research and opinion. 1984; 9(3):213-8. doi: 10.1185/03007998409109582. [PMID: 6499514]
  • H Hagstad. Penetration of ampicillin ('Pondocillin') and amoxycillin ('Imacillin') into bronchial secretions. Pharmatherapeutica. 1984; 3(10):692-7. doi: NULL. [PMID: 6463069]
  • C S Iosif, J Laurin, E B Möller, C A Bauer. Treatment of urinary tract infections in gynecological patients. A randomized study comparing pivampicillin-pivmecillinam with trimethoprim-sulphamethoxazole. Acta obstetricia et gynecologica Scandinavica. 1983; 62(5):515-8. doi: 10.3109/00016348309154228. [PMID: 6320580]
  • NULL. A fixed combination of pivmecillinam and pivampicillin in complicated urinary tract infections. Double-blind comparison with pivmecillinam alone in hospitalized patients. Scandinavian journal of infectious diseases. 1983; 15(2):195-9. doi: 10.3109/inf.1983.15.issue-2.12. [PMID: 6308755]
  • J N Bruun, A Digranes, J Bøe, A Maeland. Treatment of Salmonella carriers with pivmecillinam alone or in combination with pivampicillin: experience with three patients. Scandinavian journal of infectious diseases. 1983; 15(1):21-4. doi: 10.3109/inf.1983.15.issue-1.05. [PMID: 6302830]
  • J Moesgaard, C Felding, S Steenstrup-Pedersen, A Friis-Møller. Influence of the cupric ion on the ampicillin concentration in cervical mucus. Contraception. 1982 May; 25(5):471-6. doi: 10.1016/0010-7824(82)90036-1. [PMID: 7105726]
  • A Igesund, L Vorland. A fixed combination of pivmecillinam and pivampicillin in complicated urinary tract infections. A double-blind comparison with pivmecillinam. Scandinavian journal of infectious diseases. 1982; 14(2):159-60. doi: 10.3109/inf.1982.14.issue-2.20. [PMID: 6285450]
  • G Lönnerholm, S Bengtsson, U Ewald. Oral pivampicillin and amoxycillin in newborn infants. Scandinavian journal of infectious diseases. 1982; 14(2):127-30. doi: 10.3109/inf.1982.14.issue-2.10. [PMID: 7100823]
  • M Eriksson, P Bolme. The oral absorption of ampicillin, pivampicillin and amoxycillin in infants and children. Acta pharmacologica et toxicologica. 1981 Jul; 49(1):38-42. doi: 10.1111/j.1600-0773.1981.tb00867.x. [PMID: 7336963]
  • H Gippert, A Norberg, B Norberg, G Kahlmeter, N Bukh. Symptomatic bacteriuria in non-catheterized geriatric patients with urinary incontinence; the effect of short-term treatment with pivmecillinam or the combination pivmecillinam-pivampicillin. The Journal of antimicrobial chemotherapy. 1981 Feb; 7(2):185-91. doi: 10.1093/jac/7.2.185. [PMID: 6260728]
  • O Jordheim, A G Hagen. Study of ampicillin levels in maternal serum, umbilical cord serum and amniotic fluid following administration of pivampicillin. Acta obstetricia et gynecologica Scandinavica. 1980; 59(4):315-7. doi: 10.3109/00016348009154086. [PMID: 7445993]
  • B T Andersen, M Joergensen, J Lorenzen. Pivmecillinam in the treatment of therapy resistant urinary tract infections. A comparison with pivmecillinam, pivampicillin and their combination. Infection. 1980; 8(1):27-31. doi: 10.1007/bf01677395. [PMID: 6246005]
  • M Ehrnebo, S O Nilsson, L O Boréus. Pharmacokinetics of ampicillin and its prodrugs bacampicillin and pivampicillin in man. Journal of pharmacokinetics and biopharmaceutics. 1979 Oct; 7(5):429-51. doi: 10.1007/bf01062386. [PMID: 529016]
  • H Hey, P Matzen, J T Andersen, E Didriksen, B Nielsen. A gastroscopic and pharmacological study of the disintegration time and absorption of pivampicillin capsules and tablets. British journal of clinical pharmacology. 1979 Sep; 8(3):237-42. doi: 10.1111/j.1365-2125.1979.tb01008.x. [PMID: 497090]
  • J P Guggenbichler, G Kienel. [Bioavailability of orally administered antibiotics: influences of food on resorption (author's transl)]. Padiatrie und Padologie. 1979; 14(1):69-74. doi: . [PMID: 105335]
  • A Philipson. Plasma levels of ampicillin in pregnant women following administration of ampicillin and pivampicillin. American journal of obstetrics and gynecology. 1978 Mar; 130(6):674-83. doi: 10.1016/0002-9378(78)90327-7. [PMID: 637083]
  • J Sjövall, L Magni, T Bergan. Pharmacokinetics of bacampicillin compared with those of ampicillin, pivampicillin, and amoxycillin. Antimicrobial agents and chemotherapy. 1978 Jan; 13(1):90-6. doi: 10.1128/aac.13.1.90. [PMID: 626496]
  • L Pedersen-Bjergaard, K E Petersen. Oral absorption of pivampicillin and ampicillin in young children: cross-over study using equimolar doses of a suspension. Clinical pharmacokinetics. 1977 Nov; 2(6):451-6. doi: 10.2165/00003088-197702060-00005. [PMID: 338235]
  • R L Parsons, G A Hossack, G M Paddock, J R Trounce. The effects of a Lundh meal on the plasma concentration/time curve of ampicillin, amoxycillin, pivampicillin and cephalexin in normal subjects [proceedings]. British journal of clinical pharmacology. 1977 Jun; 4(3):406P-407P. doi: 10.1111/j.1365-2125.1977.tb00752.x. [PMID: 901729]
  • V Fedorcak, H Mielenz, G Bozler. [Studies on the pharmacokinetic equivalence of pivampicillin base and hydrochloride in capsules and tablets (author's transl)]. Arzneimittel-Forschung. 1977; 27(3):659-65. doi: NULL. [PMID: 577441]
  • O J Moe, A Meberg, J Eng. Ampicillin and pivampicillin in the treatment of urinary tract infection in children. Scandinavian journal of infectious diseases. 1977; 9(1):31-6. doi: 10.3109/inf.1977.9.issue-1.08. [PMID: 320654]
  • P J Neuvonen, E Elonen, P J Pentikäinen. Comparative effect of food on absorption of ampicillin and pivampicillin. The Journal of international medical research. 1977; 5(1):71-6. doi: 10.1177/030006057700500113. [PMID: 838114]
  • B Magnusson, L Sölvell, J Wessman. Gastrointestinal blood loss in man during administration of two ampicillin esters. Scandinavian journal of infectious diseases. 1977; 9(3):218-20. doi: 10.3109/inf.1977.9.issue-3.12. [PMID: 333557]
  • M Bertoli, W Huber, G C Cancarini, G Toigo, G F Romagnoli. [Pharmacokinetics of ampicillin and of pivampicillin in normal subjects and in chronic uremic patients treated with periodical hemodialysis]. Giornale di clinica medica. 1976 Mar; 57(3-4):105-12. doi: NULL. [PMID: 1001853]
  • A Swahn. Gastrointestinal absorption and metabolism of two 35S-labelled ampicillin esters. European journal of clinical pharmacology. 1976 Feb; 9(4):299-306. doi: 10.1007/bf00561664. [PMID: 9302]
  • H G Kampffmeyer, I Hartmann, H Metz, G O Breault, H R Skeggs, A E Till, L Weidner. Serum concentrations of ampicillin and probenecid and ampicillin excretion after repeated oral administration of a pivampicillin-probenecid salt (MK-356). European journal of clinical pharmacology. 1975 Dec; 9(2-3):125-9. doi: 10.1007/bf00614008. [PMID: 1233261]
  • O Alfthan, O V Renkonen. Concentrations of ampicillin in human urogenital tissue, serum and urine after intake of pivampicillin. Arzneimittel-Forschung. 1975 Nov; 25(11):1831-3. doi: NULL. [PMID: 1243092]
  • L Campanacci, W Huber, M Bertoli, G C Cancarini, G Toigo. [Antibiotic therapy and renal insufficiency. Pharmacokinetics of pivampicillin, cephaloridin and streptomycin in chronic uremic patients undergoing conservative or hemodialytic treatment]. Minerva medica. 1975 Oct; 66(68):3547-65. doi: . [PMID: 1187001]
  • D Petzoldt. [The effect of pivampicillin and probenecid on experimental syphilis in rabbits]. Der Hautarzt; Zeitschrift fur Dermatologie, Venerologie, und verwandte Gebiete. 1975 Aug; 26(8):423-4. doi: . [PMID: 1182027]
  • A M Geedes, D McGhie, J G Hutchison, C B Mahood. New penicillins in the treatment of urinary tract infection. Kidney international. Supplement. 1975 Aug; 4(?):S134-7. doi: NULL. [PMID: 811918]
  • M W Kunst, H Mattie. Absorption of pivampicillin in postoperative patients. Antimicrobial agents and chemotherapy. 1975 Jul; 8(1):11-4. doi: 10.1128/aac.8.1.11. [PMID: 1164005]
  • A J Bentzen, R Vejlsgaard, J Jacobsen, L Tybring. Clinical evaluation of a novel beta-lactam antibiotic: pivmecillinam (FL 1039). Infection. 1975; 3(3):154-60. doi: 10.1007/bf01641339. [PMID: 177372]
  • K Roholt, B Nielsen, E Kristensen. Clinical pharmacology of pivampicillin. Antimicrobial agents and chemotherapy. 1974 Nov; 6(5):563-71. doi: 10.1128/aac.6.5.563. [PMID: 15825306]
  • L Verbist. Triple crossover study on absorption and excretion of ampicillin, pivampicillin, and amoxycillin. Antimicrobial agents and chemotherapy. 1974 Nov; 6(5):588-93. doi: 10.1128/aac.6.5.588. [PMID: 15825310]