CAS 36804-95-2

Deoxyharringtonine

Description:

Deoxyharringtonine is a natural alkaloid derived from the plant species Cephalotaxus harringtonia, commonly known as the harringtonia tree. It is characterized by its complex structure, which includes a tetracyclic core and various functional groups that contribute to its biological activity. This compound is primarily recognized for its potent antitumor properties, particularly in the treatment of certain types of leukemia and other malignancies. Deoxyharringtonine functions as a protein synthesis inhibitor, specifically targeting the eukaryotic translation initiation process, which disrupts the growth of cancer cells. Its mechanism of action involves the inhibition of the eIF4F complex, leading to reduced translation of oncogenes. Additionally, deoxyharringtonine has been studied for its potential effects on apoptosis and cell cycle regulation. Due to its therapeutic potential, it has garnered interest in pharmaceutical research, although its clinical use may be limited by factors such as toxicity and availability. Overall, deoxyharringtonine represents a significant compound in the field of cancer therapeutics, with ongoing investigations into its efficacy and safety profiles.

Formula: C₂₈H₃₇NO₈

InChI: InChI=1S/C28H37NO8/c1-17(2)6-9-28(32,15-23(30)34-4)26(31)37-25-22(33-3)14-27-8-5-10-29(27)11-7-18-12-20-21(36-16-35-20)13-19(18)24(25)27/h12-14,17,24-25,32H,5-11,15-16H2,1-4H3/t24-,25-,27+,28-/m1/s1

InChI key: InChIKey=WRCBXHDQHPUVHW-QKBZBAIHSA-N

SMILES: O(C([C@](CC(OC)=O)(CCC(C)C)O)=O)[C@H]1[C@@]2([C@@]3(N(CCC=4C2=CC5=C(C4)OCO5)CCC3)C=C1OC)[H]

Synonyms:

• Cephalotaxine, 3-[4-methyl (2R)-2-hydroxy-2-(3-methylbutyl)butanedioate]
• Cephalotaxine, 4-methyl 2-hydroxy-2-(3-methylbutyl)butanedioate (ester), [3(R)]-
• Deoxyharringtonine
• 4H-Cyclopenta[a][1,3]dioxolo[4,5-h]pyrrolo[2,1-b][3]benzazepine, cephalotaxine deriv.
• Cephalotaxine, 4-methyl (2R)-2-hydroxy-2-(3-methylbutyl)butanedioate (ester)

Deoxyharringtonine

CAS: 36804-95-2

Deoxyharringtonine, an alkaloid extracted from the Cephalotaxus genus, exhibits significant anti-leukemic properties [1].

Formula: C₂₈H₃₇NO₈

Color and Shape: Solid

Molecular weight: 515.6

Ref: TM-T82583