β-Lapachone | 2262

Cell-permeable. A DNA topoisomerase I inhibitor. Unlike Camptothecin (Cat. No. 1039), β-lapachone does not stabilize the cleavable complex, indicating a novel mode of action. Induces apoptosis in HL-60 and human prostate cancer cells via a p53-independent mechanism and blocks the cell cycle at G0/G1. Also acts as a histone demethylase inhibitor selective to JMJ2DE (IC₅₀ =3.6 µM).

β-Lapaachone is a DNA topoisomerase I inhibitor and a histone demethylase (HDM) inhibitor selective to JMJ2DE (IC₅₀ =3.6 µM).

2262 | β-Lapachone DataSheet

Alternate Name/Synonyms: 3,4-Dihydro-2,2-dimethyl-2H-naphtho­[1,2-b]pyran-5,6-dione

Appearance: Orange solid

Formulation: N/A

CAS Number: 4707-32-8

Structure Available?: Yes

Peptide sequence: No

Salt Form: No

Molecular Formula: C₁₅H₁₄O₃

Molecular Weight: 242.27

Cell-Permeable?: Yes

Purity: ≥98% by TLC

Solubilities: DMSO (100 mM) or EtOH (50 mM)

Handling: Protect from light and mositure

Country of Origin: USA

Tag Line: A DNA topoisomerase I inhibitor and a histone demethylase (HDM) inhibitor

MDL Number: MFCD01712233

PubChem CID: 3885

SMILES: CC1(CCC2=C(O1)C3=CC=CC=C3C(=O)C2=O)C

InChi: InChI=1S/C15H14O3/c1-15(2)8-7-11-13(17)12(16)9-5-3-4-6-10(9)14(11)18-15/h3-6H,7-8H2,1-2H3

InChi Key: QZPQTZZNNJUOLS-UHFFFAOYSA-N