MedKoo Cat#: 585260 | Name: Aspoxicillin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Aspoxicillin is classified under the β-lactam family of antibiotics and is a semisynthetic penicillin with a broad spectrum of antibacterial activities against Gram-positive and Gram-negative anaerobic bacteria.

Chemical Structure

Aspoxicillin
Aspoxicillin
CAS#63358-49-6

Theoretical Analysis

MedKoo Cat#: 585260

Name: Aspoxicillin

CAS#: 63358-49-6

Chemical Formula: C21H27N5O7S

Exact Mass: 493.1631

Molecular Weight: 493.54

Elemental Analysis: C, 51.11; H, 5.51; N, 14.19; O, 22.69; S, 6.50

Price and Availability

Size Price Availability Quantity
50mg USD 550.00 2 Weeks
100mg USD 950.00 2 Weeks
200mg USD 1,650.00 2 Weeks
500mg USD 2,950.00 2 Weeks
1g USD 4,250.00 2 Weeks
2g USD 6,650.00 2 Weeks
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Related CAS #
Synonym
Aspoxicillin; TA 058; TA058; TA-058; Aspoxicilina; Aspoxicillan; Aspoxicilline
IUPAC/Chemical Name
(2S,5R,6R)-6-((R)-2-((R)-2-amino-4-(methylamino)-4-oxobutanamido)-2-(4-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
InChi Key
BHELIUBJHYAEDK-OAIUPTLZSA-N
InChi Code
InChI=1S/C21H27N5O7S/c1-21(2)15(20(32)33)26-18(31)14(19(26)34-21)25-17(30)13(9-4-6-10(27)7-5-9)24-16(29)11(22)8-12(28)23-3/h4-7,11,13-15,19,27H,8,22H2,1-3H3,(H,23,28)(H,24,29)(H,25,30)(H,32,33)/t11-,13-,14-,15+,19-/m1/s1
SMILES Code
O=C(N[C@H]1[C@]([H])(N([C@H]2C(O)=O)C1=O)SC2(C)C)[C@H](NC([C@@H](CC(NC)=O)N)=O)C3=CC=C(O)C=C3
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 493.54 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Knöller J, Schönfeld W, Bremm KD, König W. Determination of aspoxicillin (TA-058) by high-performance liquid chromatography. Stability at different temperatures. Zentralbl Bakteriol Mikrobiol Hyg A. 1987 Jun;265(1-2):176-81. PubMed PMID: 3673331. 2: Fujii R, Meguro H, Kim B, Yonezawa H, Kawaoi T, Tajima T, Mashiko J, Nakazawa S, Niino K, Sato H, et al. [Pharmacokinetics and clinical effects of aspoxicillin in pediatric patients]. Jpn J Antibiot. 1987 Sep;40(9):1651-67. Japanese. PubMed PMID: 3694789. 3: Scheinin H, Havia T, Pekkala E, Huovinen P, Klossner J, Lehto H, Niinikoski J. Aspoxicillin versus piperacillin in severe abdominal infections--a comparative phase III study. J Antimicrob Chemother. 1994 Nov;34(5):813-7. PubMed PMID: 7706179. 4: Oshida T, Onta T, Nakanishi N, Matsushita T, Yamaguchi T. Activity of sub-minimal inhibitory concentrations of aspoxicillin in prolonging the postantibiotic effect against Staphylococcus aureus. J Antimicrob Chemother. 1990 Jul;26(1):29-38. PubMed PMID: 2211444. 5: Matsumoto K. [Review: New antimicrobial agent series XXII: Aspoxicillin]. Jpn J Antibiot. 1987 Jul;40(7):1221-42. Review. Japanese. PubMed PMID: 3316732. 6: Yura J, Shinagawa N, Ishikawa S, Sakabe T, Iwai S, Sato T, Sakai K, Fujimoto M, Ueda T, Orita K, et al. [Comparative clinical study of aspoxicillin and sulbenicillin in postoperative wound infections]. Jpn J Antibiot. 1985 Sep;38(9):2417-43. Japanese. PubMed PMID: 3852899. 7: Mochizuki Y, Ohkubo H, Ito S, Mikawa H. [Clinical evaluation of aspoxicillin in children]. Jpn J Antibiot. 1985 Jul;38(7):1846-52. Japanese. PubMed PMID: 3851858. 8: Ueno K, Watanabe K, Bunai M, Kobayashi T, Aoki M, Maezawa I, Sakuma Y, Yoshida H, Yamaguchi T. Effect of aspoxicillin on anaerobic bacteria. Jpn J Antibiot. 1985 Jun;38(6):1516-28. PubMed PMID: 3850132. 9: Nakai K, Tokushima T, Hirota Y, Nagamatsu M, Takeda K, Mizobe M, Takai C. [Pharmacokinetic study on aspoxicillin transfer into pulmonary and tracheal tissues]. Jpn J Antibiot. 1993 May;46(5):367-73. Japanese. PubMed PMID: 8326676. 10: Kim B, Meguro H, Mashiko J, Yonezawa H, Kawaoi T, Tajima T, Fujii R. [Clinical evaluation of a new parenteral penicillin, aspoxicillin, in children]. Jpn J Antibiot. 1985 Jul;38(7):1835-45. Japanese. PubMed PMID: 4068222. 11: Matsumoto K, Shishido H, Uzuka Y, Nagatake T, Yamamoto M, Sakuma Y, Maezawa I, Yamaguchi T. [Safety and pharmacology of aspoxicillin in healthy volunteers]. Jpn J Antibiot. 1985 Oct;38(10):2699-715. Japanese. PubMed PMID: 4078992. 12: Sato T, Ueda K, Kuroiwa T. [A clinical evaluation of aspoxicillin in children]. Jpn J Antibiot. 1985 Jul;38(7):1944-50. Japanese. PubMed PMID: 4068227. 13: Geyer J, Höffler D, Koeppe P. Pharmacokinetics of aspoxicillin in subjects with normal and impaired renal function. Arzneimittelforschung. 1988 Nov;38(11):1635-9. PubMed PMID: 3214450. 14: Matsushita T, Kouyama K, Yamaguchi T. [Bactericidal activity of aspoxicillin in an in vitro model simulating human serum levels]. Jpn J Antibiot. 1985 Jul;38(7):1819-26. Japanese. PubMed PMID: 3906168. 15: Chimura T, Hirayama T, Oda T, Saito N, Sato S, Numazaki M. [A clinical study on the efficacy of ceftazidime and aspoxicillin in chorioamnionitis. Abdominal Infections Research Group]. Jpn J Antibiot. 1994 Sep;47(9):1210-8. Japanese. PubMed PMID: 7990262. 16: Yoshimura H, Ishimaru M, Endoh YS, Kojima A. Antimicrobial susceptibility of Pasteurella multocida isolated from cattle and pigs. J Vet Med B Infect Dis Vet Public Health. 2001 Sep;48(7):555-60. PubMed PMID: 11666039. 17: Yamaki K, Suzuki R, Taki F, Takagi K, Satake T, Mizuno K, Baba K, Aihara H, Mori M, Yamada K, et al. [A clinical study of combined therapy of aspoxicillin and ceftazidime on intractable respiratory infections]. Jpn J Antibiot. 1992 Oct;45(10):1282-94. Japanese. PubMed PMID: 1479680. 18: Yamaguchi T, Ishii N, Tani K, Matsushita T, Matsumoto K. Therapeutic effect of aspoxicillin on experimental pneumonia with Klebsiella pneumoniae in mice. Drugs Exp Clin Res. 1989;15(6-7):291-6. PubMed PMID: 2686954. 19: Wagatsuma M, Seto M, Miyagishima T, Kawazu M, Yamaguchi T, Ohshima S. Synthesis and antibacterial activity of asparagine derivatives of aminobenzylpenicillin. J Antibiot (Tokyo). 1983 Feb;36(2):147-54. PubMed PMID: 6833130. 20: Chimura T, Ise H, Misawa H. [In vitro study on efficacy of combination use of aspoxicillin and beta-lactam preparations (ceftazidime, cefmetazole and aztreonam) against bacteria isolated from abdominal infections]. Jpn J Antibiot. 1992 Jul;45(7):763-73. Japanese. PubMed PMID: 1522668.