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Details

Stereochemistry ACHIRAL
Molecular Formula C23H23NO2
Molecular Weight 345.4342
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CRISNATOL

SMILES

CC(CO)(CO)NCC1=CC2=C(C=CC3=CC=CC=C23)C4=C1C=CC=C4

InChI

InChIKey=SBRXTSOCZITGQG-UHFFFAOYSA-N
InChI=1S/C23H23NO2/c1-23(14-25,15-26)24-13-17-12-22-18-7-3-2-6-16(18)10-11-21(22)20-9-5-4-8-19(17)20/h2-12,24-26H,13-15H2,1H3

HIDE SMILES / InChI

Molecular Formula C23H23NO2
Molecular Weight 345.4342
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Crisnatol is a derivative of arylmethylaminopropanediol with significant antineoplastic activity in a variety of murine and human tumor models. Crisnatol functions as a DNA intercalator, with the presence of additional basic amine groups in the sidechain enhancing binding to DNA due to electrostatic interactions. Crisnatol did not show antitumor efficacy in patients with ovarian carcinoma. In another clinical study, 2 of 26 patients with glioma showed complete long-lasting responses to the drug. The dose-limiting side effect was neurotoxicity.

Approval Year

Substance Class Chemical
Record UNII
2J71UR51UE
Record Status Validated (UNII)
Record Version