Determine the necessary mass, volume, or concentration for preparing a solution.
This is a demo store. No orders will be fulfilled.
Basic Description
| Synonyms | (S)-4-Aminoisoxazolidin-3-one | (S)-Cycloserine |
|---|---|
| Specifications & Purity | Moligand™, ≥97% |
| Biochemical and Physiological Mechanisms | Blocks sphingosine biosynthesis by inhibition of ketosphinganine synthetase. Cytotoxicity toward neuroblastoma and medulloblastoma cells mediated by suppression of ganglioside synthesis. |
| Storage Temp | Store at 2-8°C |
| Shipped In |
Wet ice This product requires cold chain shipping. Ground and other economy services are not available. |
| Grade | Moligand™ |
| Product Description |
L-Cycloserine is an irreversible inhibitor of 3-ketodihydrosphingosine synthetase, which is the first enzyme of the sphingolipid pathway, and causes the synthesis of sphingolipids to decrease. In vitro studies demonstrated that L-cyloserine inhibits 3-ketodihydrosphingosine synthetase 100 times more than D-Cycloserine .Research regarding L-Cycloserine and its effect on the immune response suggest that L-Cycloserine increases the level of IL-4 producing helper T cells and suppress the adhesion molecules CD29 and CD98. L-Cycloserine also inhibits SPTLC (serine palmitoyltransferase (SPT)), and HIV-1 investigations in the CD4+ lymphoid cell line (CEM) have shown that L-Cycloserine can inhibit HIV-1 replication. |
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
- Superclass Organic acids and derivatives
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives |
| Direct Parent | Alpha amino acids and derivatives |
| Alternative Parents | Oxazolidinones Isoxazolidines Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Alpha-amino acid or derivatives - Oxazolidinone - Isoxazolidine - Organoheterocyclic compound - Azacycle - Oxacycle - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Primary amine - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Organic oxygen compound - Carbonyl group - Amine - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. |
| External Descriptors | 4-amino-1,2-oxazolidin-3-one |
|
|
|
Associated Targets(Human)
DRD1
Tclin
Dopamine D1 receptor (9720 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ACHE
Tclin
Acetylcholinesterase (18204 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
HEK293 (82097 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
EHMT2
Tchem
Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
BLM
Tchem
Bloom syndrome protein (4248 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
CBX1
Tbio
Chromobox protein homolog 1 (92434 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
SLC36A1
Tchem
Proton-coupled amino acid transporter 1 (102 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Associated Targets(non-human)
Staphylococcus aureus (210822 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Mycobacterium tuberculosis (203094 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Enterococcus faecalis (29875 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Splenocyte (1641 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Txnrd1
Thioredoxin reductase 1, cytoplasmic (45279 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
BCHE
Cholinesterase (8742 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
nfo
Endonuclease 4 (425 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Cell membrane (1233 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
Names and Identifiers
| Pubchem Sid | 488189861 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488189861 |
| IUPAC Name | (4S)-4-amino-1,2-oxazolidin-3-one |
| 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 |
| Smiles | C1C(C(=O)NO1)N |
| Isomeric SMILES | C1[C@@H](C(=O)NO1)N |
| Alternate CAS | 339-72-0 |
| Molecular Weight | 102.09 |
| Beilstein | 80799 |
| Reaxy-Rn | 80800 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=80800&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 D2318869 |
Certificate of Analysis | Feb 11, 2025 | S136251 |
| D2318918 |
Certificate of Analysis | Feb 11, 2025 | S136251 |
| D2318860 |
Certificate of Analysis | Feb 11, 2025 | S136251 |
| G2426302 |
Certificate of Analysis | Jul 04, 2024 | S136251 |
| G2426303 |
Certificate of Analysis | Jul 04, 2024 | S136251 |
| G2426304 |
Certificate of Analysis | Jul 04, 2024 | S136251 |
| K2429091 |
Certificate of Analysis | Jul 04, 2024 | S136251 |
| D2318878 |
Certificate of Analysis | Mar 16, 2023 | S136251 |
| D2318867 |
Certificate of Analysis | Mar 16, 2023 | S136251 |
| D2318859 |
Certificate of Analysis | Mar 16, 2023 | S136251 |
Chemical and Physical Properties
| Solubility | insoluble in EtOH; ≥42.9 mg/mL in H2O; ≥8.78 mg/mL in DMSO |
|---|---|
| Refractive Index | 1.48 |
| Melt Point(°C) | 146°C |
| Molecular Weight | 102.090 g/mol |
| XLogP3 | -1.500 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Exact Mass | 102.043 Da |
| Monoisotopic Mass | 102.043 Da |
| Topological Polar Surface Area | 64.400 Ų |
| Heavy Atom Count | 7 |
| Formal Charge | 0 |
| Complexity | 92.900 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
Alternative Products
-
L-CycloserineStarting at $69.90
-
DL-Cycloserine
Starting at $71.90
Solution Calculators
Reviews
Customer Reviews
Remind me later