T9576

Picropodophyllotoxin

≥96% (HPLC), powder

• Synonym(s): PPP, (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, Picropodophyllin
• Empirical Formula (Hill Notation): C₂₂H₂₂O₈
• CAS Number: 477-47-4
• Molecular Weight: 414.41
• MDL number: MFCD01742647
• PubChem Substance ID: 329826907
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥96% (HPLC)
• form: powder
• color: white
• solubility: DMSO: >5 mg/mL
• storage temp.: 2-8°C
• SMILES string: COc1cc(cc(OC)c1OC)[C@H]2C3C(COC3=O)[C@@H](O)c4cc5OCOc5cc24
• 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
• Gene Information: human ... IGF1R(3480)

Description

Packaging

1, 5 mg in glass bottle

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.

Picropodophyllotoxin is an insulin-like growth factor-I (IGF-I) receptor kinase inhibitor.

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.

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.

Quality

May contain 2-3% ethanol (w/w)

Preparation Note

Picropodophyllotoxin is soluble in DMSO at a concentration that is greater than 5 mg/ml.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301 - H312 - H315 - H319 - H335
• Precautionary Statements: P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 6.1B - Non-combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves