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339-72-0 molecular structure
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(4S)-4-amino-1,2-oxazolidin-3-one

ChemBase ID: 105470
Molecular Formular: C3H6N2O2
Molecular Mass: 102.09194
Monoisotopic Mass: 102.04292744
SMILES and InChIs

SMILES:
O=C1NOC[C@@H]1N
Canonical SMILES:
N[C@H]1CONC1=O
InChI:
InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m0/s1
InChIKey:
DYDCUQKUCUHJBH-REOHCLBHSA-N

Cite this record

CBID:105470 http://www.chembase.cn/molecule-105470.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(4S)-4-amino-1,2-oxazolidin-3-one
IUPAC Traditional name
(+)-cycloserine
Synonyms
(S)-4-Amino-3-isoxazolidone
L-Cycloserine
L-4-Amino-3-Isoxazolidinone
L-CYCLOSERINE
(S)-4-AMinoisoxazolidin-3-one
环丝氨酸
CAS Number
339-72-0
EC Number
206-427-0
MDL Number
MFCD00064324
Beilstein Number
80799
PubChem SID
24278296
162092510
PubChem CID
449215

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 449215 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 4.210087  H Acceptors
H Donor LogD (pH = 5.5) -2.4357781 
LogD (pH = 7.4) -2.4206417  Log P -2.4213324 
Molar Refractivity 21.8488 cm3 Polarizability 9.062646 Å3
Polar Surface Area 64.35 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
H2O: soluble50 mg/mg protein expand Show data source
Storage Condition
0°C, Desiccate expand Show data source
RTECS
NY2976000 expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
2 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
97% expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich
MP Biomedicals - 02190316 external link
Crystalline
Antibiotic substance.
Inhibitor of transaminases.
Sigma Aldrich - C1159 external link
包装
10, 25, 100 mg in poly bottle
250 mg in poly tube
Biochem/physiol Actions
Blocks sphingosine biosynthesis by inhibition of ketosphinganine synthetase. Cytotoxicity toward neuroblastoma and medulloblastoma cells mediated by suppression of ganglioside synthesis.1
L-cycloserine is a potent inhibitor of serine palmitoyltransferase, the first step of sphingolipid synthesis.

REFERENCES

REFERENCES

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PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

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