Butyrolactone I, ATP-competitive cyclin-dependent kinase (CDK) inhibitor

Key facts

CAS number

87414-49-1

Purity

>97%

Form

Solid

form

Molecular weight

424.4 Da

Molecular formula

C₂₄H₂₄O₇

PubChem

51340302

Nature

Synthetic

Solubility

Soluble in DMSO to 10 mM

Soluble in ethanol to 50 mM

Biochemical name

Butyrolactonei

Biological description

Cell permeable, selective, ATP-competitive CDK inhibitor. Inhibits CDC2, CDK2, and CDK5. Inhibits the cell cycle at G1/S and G2/M. Apoptotic and antitumor activity.

Canonical smiles

CC(=CCC1=C(C=CC(=C1)CC2(C(=C(C(=O)O2)O)C3=CC=C(C=C3)O)C(=O)OC)O)C

Isomeric smiles

CC(=CCC1=C(C=CC(=C1)C[C@]2(C(=C(C(=O)O2)O)C3=CC=C(C=C3)O)C(=O)OC)O)C

InChi

InChI=1S/C24H24O7/c1-14(2)4-6-17-12-15(5-11-19(17)26)13-24(23(29)30-3)20(21(27)22(28)31-24)16-7-9-18(25)10-8-16/h4-5,7-12,25-27H,6,13H2,1-3H3/t24-/m0/s1

InChiKey

NGOLMNWQNHWEKU-DEOSSOPVSA-N

IUPAC Name

methyl (2S)-4-hydroxy-2-[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methyl]-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate