Synonym: (5R,5aS,8aR,9R)-9-Hydroxy-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one; NSC 36407; PPP; Picropodophyllin
CAS Number: 477-47-4
Empirical Formula (Hill Notation): C22H22O8
Molecular Weight: 414.41
MDL Number: MFCD01742647
Linear Formula: C22H22O8
Product Type: Chemical
| assay |
≥96% (HPLC) |
| color |
white |
| form |
powder |
| InChI |
1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19+,20-/m0/s1 |
| InChI key |
YJGVMLPVUAXIQN-HAEOHBJNSA-N |
| Quality Level |
100  |
| SMILES string |
COc1cc(cc(OC)c1OC)[C@H]2C3C(COC3=O)[C@@H](O)c4cc5OCOc5cc24 |
| solubility |
DMSO: >5 mg/mL |
| storage temp. |
2-8°C |
| Biochem/physiol Actions: |
Picropodophyllotoxin (PPP), an epimer of podophyllotoxin (PPT), has been reported to target insulin-like growth factor-I receptor (IGF-IR) and mediate anticancer functions. However, a study in 2007, has reported that PPP can induce G2-M cell cycle arrest even in IGF-IR deficient cells. Hence, the role of PPP in IGF-IR-mediated anticancer functions is debatable. |
| Biochem/physiol Actions: |
Picropodophyllotoxin is an insulin-like growth factor-I (IGF-I) receptor kinase inhibitor. |
| Features and Benefits: |
This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm . |
| Features and Benefits: |
This compound is featured on the InsR page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here . |
| Packaging: |
1, 5 mg in glass bottle |
| Preparation Note: |
Picropodophyllotoxin is soluble in DMSO at a concentration that is greater than 5 mg/ml. |
| Quality: |
May contain 2-3% ethanol (w/w) |
| Purity |
≥96% (HPLC) |
| Storage Temp. |
2-8°C |
| UNSPSC |
12352200 |
GHS06