β,β-Dimethylacrylalkannin

CAS: 34539-65-6

Ref. 3D-FD145211

Product Information

• Name: β,β-Dimethylacrylalkannin
• Synonyms: 3-Methyl-2-butenoic acid (S)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-penten-1-yl ester, 2-butenoic acid, 3-methyl-, (1S)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-penten-1-yl ester, beta,beta-Dimethylacrylalkannin, Dimethylacrylalkannin, β,β-

Description

Beta,beta-dimethylacrylalkannin (DMAA) is a natural compound that has been shown to be cytotoxic to leukemia cells in vitro. DMAA is a diterpene that belongs to the naphthoquinone class of compounds. It damages DNA by inhibiting topoisomerase I and II, which are enzymes that maintain the integrity of DNA. DMAA can also inhibit DNA synthesis and cause strand breakage. DMAA inhibits topoisomerase I and II in both human leukemia cells and Escherichia coli. The cytotoxicity of this compound has been demonstrated in vitro at nanomolar concentrations.

• Brand: Biosynth

Chemical properties

• Molecular weight: 370.4 g/mol
• Formula: C₂₁H₂₂O₆
• Purity: Min. 95%
• Color/Form: Dark To Red Solid
• InChI: InChI=1S/C21H22O6/c1-11(2)5-8-17(27-18(25)9-12(3)4)13-10-16(24)19-14(22)6-7-15(23)20(19)21(13)26/h5-7,9-10,17,22-23H,8H2,1-4H3/t17-/m0/s1
• InChI key: InChIKey=BATBOVZTQBLKIL-KRWDZBQOSA-N
• SMILES: CC(C)=CC[C@H](OC(=O)C=C(C)C)C1=CC(=O)c2c(O)ccc(O)c2C1=O