Pirarubicin, Topoisomerase II inhibitor

Key facts

CAS number

72496-41-4

Purity

>90%

Molecular weight

627.6 Da

Molecular formula

C₃₂H₃₇NO₁₂

PubChem

4844

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Biochemical name

7-[4-amino-6-methyl-5-(oxan-2-yloxy)oxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione

Biological description

Topoisomerase II inhibitor. Intercalates into DNA and inhibits DNA replication. Analogue of doxorubicin (ab120629). Expresses anti-tumor activity in vivo.

Canonical smiles

CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N)OC6CCCCO6

InChi

InChI=1S/C32H37NO12/c1-14-31(45-21-8-3-4-9-42-21)17(33)10-22(43-14)44-19-12-32(40,20(35)13-34)11-16-24(19)30(39)26-25(28(16)37)27(36)15-6-5-7-18(41-2)23(15)29(26)38/h5-7,14,17,19,21-22,31,34,37,39-40H,3-4,8-13,33H2,1-2H3

InChiKey

KMSKQZKKOZQFFG-UHFFFAOYSA-N

IUPAC Name

7-[4-amino-6-methyl-5-(oxan-2-yloxy)oxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione