U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C21H27N5O7S
Molecular Weight 493.533
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ASPOXICILLIN

SMILES

CNC(=O)C[C@@H](N)C(=O)N[C@@H](C(=O)N[C@H]1[C@H]2SC(C)(C)[C@@H](N2C1=O)C(O)=O)C3=CC=C(O)C=C3

InChI

InChIKey=BHELIUBJHYAEDK-OAIUPTLZSA-N
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

HIDE SMILES / InChI

Description
Sources: DOI: 10.1016/S0065-7743(08)60861-1
Curator's Comment: description was created based on several sources, including: http://www.drugfuture.com/chemdata/ASPOXICILLIN.html http://www.120ty.net/bencandy.php?fid=232&id=36758 http://www.229877.com/article/2012/1209/31983.html

Aspoxicillin is an injectable, amino acid-type penicillin highly active against Gram-positive ad Gram-negative bacteria, including the beta-lactamase producing Bacillus fragilis. It is reportedly effective in the treatment of peritonitis, pneumonia and bronchitis. Adverse reactions are: rash, urticaria, skin itching, vomiting, abdominal pain.

Originator

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Binding Agent
1076
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Peritonitis
22
Sources: http://www.229877.com/article/2012/1209/31983.html DOI: 10.1016/S0065-7743(08)60861-1
 Curative
Approved
8583
Doyle

Approved Use

It is reportedly effective in the treatment of peritonitis
Pneumonia
91
Sources: DOI: 10.1016/S0065-7743(08)60861-1 http://www.229877.com/article/2012/1209/31983.html
 Curative
Approved
8583
Doyle

Approved Use

It is used for treatment of pneumonia
Bronchitis
51
Sources: DOI: 10.1016/S0065-7743(08)60861-1 http://www.229877.com/article/2012/1209/31983.html
 Curative
Approved
8583
Doyle

Approved Use

It is used for treatment of chronic and acute bronchitis
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
73.6 μg/g
CLINICAL TRIAL
https://pubmed.ncbi.nlm.nih.gov/3851864/
2 g single, intravenous
dose: 2 g
route of administration: Intravenous
experiment type: SINGLE
co-administered:
ASPOXICILLIN unknown
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
40.3 μg/g
CLINICAL TRIAL
https://pubmed.ncbi.nlm.nih.gov/3851864/
2 g single, intravenous
dose: 2 g
route of administration: Intravenous
experiment type: SINGLE
co-administered:
ASPOXICILLIN unknown
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
1.3 h
CLINICAL TRIAL
https://pubmed.ncbi.nlm.nih.gov/3851864/
2 g single, intravenous
dose: 2 g
route of administration: Intravenous
experiment type: SINGLE
co-administered:
ASPOXICILLIN unknown
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
1.4 h
CLINICAL TRIAL
https://pubmed.ncbi.nlm.nih.gov/3851864/
2 g single, intravenous
dose: 2 g
route of administration: Intravenous
experiment type: SINGLE
co-administered:
ASPOXICILLIN unknown
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
4 g 3 times / day multiple, intravenous
Highest studied dose
Dose: 4 g, 3 times / day
Route: intravenous
Route: multiple
Dose: 4 g, 3 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/7706179/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/7706179/
Disc. AE: Serum transaminase increased...
AEs leading to
discontinuation/dose reduction:
Serum transaminase increased (2%)
Sources:
https://pubmed.ncbi.nlm.nih.gov/7706179/
4 g 2 times / day multiple, intravenous
Studied dose
Dose: 4 g, 2 times / day
Route: intravenous
Route: multiple
Dose: 4 g, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/3925036/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/3925036/
Disc. AE: Eruption, Anorexia...
Other AEs: Fever, Chills...
AEs leading to
discontinuation/dose reduction:
Eruption (2.3%)
Anorexia (0.8%)
Other AEs:
Fever (0.8%)
Chills (0.8%)
Sources:
https://pubmed.ncbi.nlm.nih.gov/3925036/
AEs

AEs

AESignificanceDosePopulation
Serum transaminase increased 2%
Disc. AE
4 g 3 times / day multiple, intravenous
Highest studied dose
Dose: 4 g, 3 times / day
Route: intravenous
Route: multiple
Dose: 4 g, 3 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/7706179/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/7706179/
Chills 0.8%
4 g 2 times / day multiple, intravenous
Studied dose
Dose: 4 g, 2 times / day
Route: intravenous
Route: multiple
Dose: 4 g, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/3925036/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/3925036/
Fever 0.8%
4 g 2 times / day multiple, intravenous
Studied dose
Dose: 4 g, 2 times / day
Route: intravenous
Route: multiple
Dose: 4 g, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/3925036/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/3925036/
Anorexia 0.8%
Disc. AE
4 g 2 times / day multiple, intravenous
Studied dose
Dose: 4 g, 2 times / day
Route: intravenous
Route: multiple
Dose: 4 g, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/3925036/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/3925036/
Eruption 2.3%
Disc. AE
4 g 2 times / day multiple, intravenous
Studied dose
Dose: 4 g, 2 times / day
Route: intravenous
Route: multiple
Dose: 4 g, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/3925036/
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/3925036/
PubMed

PubMed

TitleDatePubMed
Comparative in vitro activity of 16 antimicrobial agents against Actinobacillus pleuropneumoniae.
2002-01
Antimicrobial susceptibility of Pasteurella multocida isolated from cattle and pigs.
2001-09
Morphological changes and lysis induced by beta-lactams associated with the characteristic profiles of affinities of penicillin-binding proteins in actinobacillus pleuropneumoniae.
2000-06
Aspoxicillin versus piperacillin in severe abdominal infections--a comparative phase III study.
1994-11
Patents

Patents

US4053609 A
2

Sample Use Guides

In Vivo Use Guide
Curator's Comment: For children: 40-80 mg/kg; in severe cases – 60 mg/kg, 2-4 injections per day
1-2 g twice a day, in severe infections – 6-8 g per day
Route of Administration: Intravenous
In Vitro Use Guide
The MIC90 values of aspoxicillin was 0.05 ug/ml for Actinobacillus pleuropneumoniae.
Name Type Language
DOYLE
Preferred Name English
ASPOXICILLIN
INN   MART.   MI   WHO-DD  
INN  
Official Name English
ASPOXICILLIN [MI]
Common Name English
ASPOXICILLIN [MART.]
Common Name English
aspoxicillin [INN]
Common Name English
(2S,5R,6R)-6-((2R)-2-((2R)-2-AMINO-3-(METHYLCARBAMOYL)PROPIONAMIDO)-2-(P-HYDROXYPHENYL)ACETAMIDO)-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID
Common Name English
Aspoxicillin [WHO-DD]
Common Name English
Classification Tree Code System Code
WHO-VATC QJ01CA19
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
WHO-ATC J01CA19
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
NCI_THESAURUS C1500
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
Code System Code Type Description
INN
5350
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
PRIMARY
NCI_THESAURUS
C72706
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
PRIMARY
FDA UNII
0745KNO26J
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
PRIMARY
EVMPD
SUB05585MIG
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
PRIMARY
EPA CompTox
DTXSID6046921
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
PRIMARY
MESH
C037485
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
PRIMARY
CAS
63358-49-6
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
PRIMARY
SMS_ID
100000086609
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
PRIMARY
PUBCHEM
71961
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
PRIMARY
ChEMBL
CHEMBL1318150
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
PRIMARY
MERCK INDEX
m2112
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
PRIMARY Merck Index
DRUG BANK
DB13816
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
PRIMARY
DRUG CENTRAL
248
Created by admin on Mon Mar 31 18:04:54 GMT 2025 , Edited by admin on Mon Mar 31 18:04:54 GMT 2025
PRIMARY
ACTIVE MOIETY
Structure of ASPOXICILLIN
NIH
NCATS
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ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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