W1628

Wortmannin

from Penicillium funiculosum, ≥98% (HPLC and TLC)

• Synonym(s): KY 12420
• Empirical Formula (Hill Notation): C₂₃H₂₄O₈
• CAS Number: 19545-26-7
• Molecular Weight: 428.43
• Beilstein: 67676
• MDL number: MFCD00133927
• UNSPSC Code: 12352207
• PubChem Substance ID: 24278777
• NACRES: NA.77

Properties

• biological source: Penicillium funiculosum
• Quality Level: 300
• Assay: ≥98% (HPLC and TLC)
• form: powder
• color: off-white
• solubility: DMSO: soluble; H₂O: unstable
• storage temp.: 2-8°C
• SMILES string: [H][C@@]12CCC(=O)[C@@]1(C)C[C@@H](OC(C)=O)C3=C2C(=O)c4occ5C(=O)O[C@H](COC)[C@@]3(C)c45
• InChI: 1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3/t12-,13+,15+,22-,23-/m0/s1
• InChI key: QDLHCMPXEPAAMD-QAIWCSMKSA-N
• Gene Information: human ... PIK3CD(5293), PIK3CG(5294), PIK3R1(5295)

Description

Biochem/physiol Actions

Wortmannin is a potent and specific phosphatidylinositol 3-kinase (PI3-K) inhibitor with an IC₅₀ of 2-4 nM.

Wortmannin is a potent and specific phosphatidylinositol 3-kinase (PI3-K) inhibitor with an IC₅₀ of 2-4 nM. Inhibition of PI3-K/Akt signal transduction cascade enhances the apoptotic effects of radiation or serum withdrawal and blocks the antiapoptotic effect of cytokines. Inhibition of PI3-K by wortmannin also blocks many of the short-term metabolic effects induced by insulin receptor activation.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide and Kinase Phosphatase Biology research. Discover more featured Cyclic Nucleotide and Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the G Proteins (Heterotrimeric) and Phosphoinositide Kinases pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H300 + H310 + H330
• Precautionary Statements: P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Hazard Classifications: Acute Tox. 1 Inhalation - Acute Tox. 1 Oral - Acute Tox. 2 Dermal
• Storage Class Code: 6.1A - 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