(−)-Deguelin
SIGMA/D0817 - >98% (HPLC), powder
Synonym: (7aS,13aS)
CAS Number: 522-17-8
Empirical Formula (Hill Notation): C23H22O6
Molecular Weight: 394.42
MDL Number: MFCD01740600
Linear Formula: C23H22O6
Product Type: Chemical
| assay | >98% (HPLC) |
| color | white to beige |
| form | powder |
| InChI | 1S/C23H22O6/c1-23(2)8-7-1 |
| InChI key | ORDAZKGHSNRHTD-UXHICEINSA |
| mp | 85-87 °C (lit.) |
| optical activity | [α]/D -70 to -80°, c = 0.2 in methanol |
| Quality Level | 100  |
| SMILES string | COc1cc2OC[C@H]3Oc4c(ccc5O |
| solubility | DMSO: 10 mg/mL, clear |
| storage temp. | −20°C |
| Application: | (−)-Deguelin has been used as: • a nicotinamide adenine dinucleotide hydrogen (NADH) dehydrogenase (Complex I) inhibitor to study its effects on mitochondrial respiratory inhibition in human hepatocarcinoma cells (HepG2) and human renal proximal tubule epithelial cells (RPTECs) • an antiviral compound to study inhibitory effects on human cytomegalovirus (HCMV)-infected human foreskin fibroblast (HFF) cells • an analytical standard in high-performance liquid chromatography (HPLC) |
| Biochem/physiol Actions: | Deguelin is a natural rotenoid compound present abundantly in barks, leaves, seeds, and roots of the plants belonging to the Leguminosae family. Deguelin has been studied as a therapeutic agent against the skin, lung cancer, and mammary tumorigenesis. |
| Biochem/physiol Actions: | Inhibitor of activated Akt. Does not affect MAPK, ERK1/2, or JNK. Anticancer, chemoprotective agent. |
| Packaging: | 5 mg in glass bottle |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | >98% (HPLC) |
| mp | 85-87 °C (lit.) |
| Storage Temp. | −20°C |
| UNSPSC | 12352200 |