C3909
D-Cycloserine
synthetic
Synonym(s):
(R)-4-Amino-3-isoxazolidone, 4-Amino-3-isoxazolidinone
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About This Item
Empirical Formula (Hill Notation):
C3H6N2O2
CAS Number:
Molecular Weight:
102.09
UNSPSC Code:
12352209
NACRES:
NA.28
PubChem Substance ID:
EC Number:
200-688-4
Beilstein/REAXYS Number:
80798
MDL number:
biological source
synthetic
Quality Level
form
powder
mp
147 °C (dec.) (lit.)
solubility
water: 50 mg/mL, clear, colorless to light yellow
antibiotic activity spectrum
Gram-negative bacteria, Gram-positive bacteria, mycobacteria
mode of action
cell wall synthesis | interferes
storage temp.
−20°C
SMILES string
N[C@@H]1CONC1=O
InChI
1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1
InChI key
DYDCUQKUCUHJBH-UWTATZPHSA-N
Gene Information
human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRINA(2907)
General description
Chemical structure: amino acid derivatives
Application
D-cycloserine has been used to inhibit serine hydroxymethyltransferase.
Biochem/physiol Actions
Mode of Action: Inhibits cell wall biosynthesis (D-Ala peptide bond formation). Also prevents conversion of D-Ala to L-Ala. Bacteriostatic.
Partial agonist at the glycine modulatory site of NMDA glutamatergic receptors; antibiotic against Gram-negative bacteria.
Mode of Resistance: D-Ala transport interference.
Partial agonist at the glycine modulatory site of NMDA glutamatergic receptors; antibiotic against Gram-negative bacteria.
Mode of Resistance: D-Ala transport interference.
Other Notes
Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.
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Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| C3909-250MG | 04061833486542 |
| C3909-100MG | 04061833486535 |
| C3909-25MG | 04061833006139 |