Basic information
- CAS
63358-49-6- Standard SMILES
CNC(=O)C[C@@H](N)C(=O)N[C@@H](C(=O)N[C@@H]1C(=O)N2[C@@H]1SC(C)(C)[C@@H]2C(=O)O)c1ccc(O)cc1- InChIKey
BHELIUBJHYAEDK-OAIUPTLZSA-N- Molecular formula
- C21H27N5O7S
- Average molar mass
- 493.5 g/mol
- Monoisotopic mass
- 493.1631192
Overview
Aspoxicillin is a peptide.
Names & identifiers
- Preferred name
- Aspoxicillin
- IUPAC
- (2S,5R,6R)-6-[[(2R)-2-[[(2R)-2-amino-4-(methylamino)-4-oxobutanoyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- English name
- Aspoxicillin
- Molecular formula
- C21H27N5O7S
- Molecular weight
- 493.54
Names & synonyms
aspoxicillin63358-49-6AspoxicilinaAspoxicillineDoyleAspoxicillinumDTXSID6046921TA-0580745KNO26JDTXCID4026921(2S,5R,6R)-6-[[(2R)-2-[[(2R)-2-amino-4-methylamino-4-oxobutanoyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid(2S,5R,6R)-6-(((2R)-2-(((2R)-2-amino-4-(methylamino)-4-oxo-butanoyl)amino)-2-(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
Show more names
ASPCDOYETA 058AspoxicilinAspoxicillin (~80%)ASPOXICILLIN 3-HYDRATEAspoxicillin USP/EP/BPC10305500 Aspoxicillin
(2S,5R,6R)-6-(((2R)-2-(((2R)-2-amino-4-methylamino-4-oxobutanoyl)amino)-2-(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid(2S,5R,6R)-6-[[(2R)-2-[[(2R)-2-amino-4-(methylamino)-4-oxo-butanoyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidRefChem:916399J01CA19N(4)-methyl-D-asparaginylamoxicillin634-698-9Aspoxicillan(2S,5R,6R)-6-[[(2R)-2-[[(2R)-2-amino-4-(methylamino)-4-oxobutanoyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Properties
Computed structural properties
- XLogP
- -3.4
- Topological polar surface area
- 216 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 8
- Heavy atoms
- 34
- Formal charge
- 0
- Complexity
- 860
Experimental & physicochemical properties
DrugsPharmaceuticals -> Antibiotics
Physicochemical properties
- Melting point
- 195 · 195-198° (dec)
- Boiling point
- 985.1 · 985.1±65.0 °C(Predicted)
- Density
- 1.51 · 1.51±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- DMSO (Slightly, Sonicated), Methanol (Slightly)
- pka
- 2.44 · 2.44±0.50(Predicted)
- form
- Solid
- color
- White to Off-White
- Water Solubility
- 25 mg/mL · Water : 25 mg/mL (50.66 mM; Need ultrasonic)
- Stability
- Hygroscopic
- CAS DataBase Reference
- 63358 · 63358-49-6
- FDA UNII
- 745 KNO26J · 0745KNO26J
- ATC code
- 1 CA19 · J01CA19
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- wgk
- 3
- rtecs
- MB7548000
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
ATC Code
J - Antiinfectives for systemic use
QJ - Antiinfectives for systemic use
Applications
DescriptionAspoxicillin is an injectable, amino acid-type penicillin highly active against Gram-positive and Gram-negative bacteria, including the β-lactamase producing Bacillus frugilis. It is reportedly effective in the treatment of peritonitis, pneumonia and bronchitis.
UsesAspoxicillin is a broad-spectrum antibiotic.
Upstream & downstream products
Upstream raw materials
Related reactions
3 records
Compound notes
Loading…