Synonym: (2R,3S,4S)-2-(4-Methoxybenzyl)-3,4-pyrrolidinediol-3-acetate; 2-[(4-Methoxyphenyl)methyl]-3,4-pyrrolidinediol 3-acetate; Flagecidin
CAS Number: 22862-76-6
Empirical Formula (Hill Notation): C14H19NO4
Molecular Weight: 265.30
EC Number: 245-269-7
MDL Number: MFCD00077650
Linear Formula: C14H19NO4
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A9789-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A9789-25MG
antibiotic activity spectrum |
neoplastics |
assay |
≥98% (HPLC) |
color |
white to faint yellow |
form |
solid |
InChI |
1S/C14H19NO4/c1-9(16)19-14-12(15-8-13(14)17)7-10-3-5-11(18-2)6-4-10/h3-6,12-15,17H,7-8H2,1-2H3/t12-,13+,14+/m1/s1 |
InChI key |
YKJYKKNCCRKFSL-RDBSUJKOSA-N |
mode of action |
protein synthesis | interferes |
Quality Level |
300 |
SMILES string |
COc1ccc(C[C@H]2NC[C@H](O)[C@H]2OC(C)=O)cc1 |
solubility |
DMSO: 20 mg/mL |
|
H2O: 2 mg/mL (Aqueous solutions are stable over a wide range of pH at room temperature.) |
|
methanol: 20 mg/mL |
storage temp. |
2-8°C |
Biochem/physiol Actions: |
Antibiotic isolated from Streptomyces griseolus that inhibits protein synthesis. Acts by inhibiting peptidyl transferase activity in eukaryote ribosomes. Reported to induce apoptosis in a variety of cells including promyelocytic leukemia cells, Jurkat cells, ventricular myocytes, and colon adenocarcinoma cells. Initiates intracellular signals and immediate early gene induction. Selective signaling agonist. Potent Jun-NH2 terminal kinase (JNK) agonist. Activates mitogen-activated protein (MAP) kinases (JNK/SAPK and p38/RK). Antiprotozoal agent. |
Caution: |
Hygroscopic |
Packaging: |
5, 25, 100 mg in glass bottle |
Symbol |
GHS06 |
Signal word |
Danger |
Hazard statements |
H301 |
Precautionary statements |
P264 - P270 - P301 + P310 - P405 - P501 |
Hazard Codes |
T |
Risk Statements |
25 |
Safety Statements |
45 |
RIDADR |
UN 3462 6.1 / PGIII |
WGK Germany |
WGK 3 |
Flash Point(F) |
Not applicable |
Flash Point(C) |
Not applicable |
Purity |
≥98% (HPLC) |
Storage Temp. |
2-8°C |
UNSPSC |
12352200 |