pirarubicin
(7S,9S)-7-[(2R,4S,5S,6S)-4-amino-6-methyl-5-[(2R)-oxan-2-yl]oxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
Molecular Identity
pirarubicin
(7S,9S)-7-[(2R,4S,5S,6S)-4-amino-6-methyl-5-[(2R)-oxan-2-yl]oxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
PubChem CID: 11296583
Pirarubicin is an anthracycline that is doxorubicin in which the hydroxy group at position 4' is replaced by a (2R)-tetrahydro-2H-pyran-2-yloxy group. It has a role as an antineoplastic agent and a cardiotoxic agent. It is a primary alpha-hydroxy ketone, a tertiary alpha-hydroxy ketone, a member of p-quinones, a deoxy hexoside, a member of oxanes, an aminoglycoside, an anthracycline, a member of tetracenequinones and a monosaccharide derivative. It is functionally related to a doxorubicin.
2D Structure
Properties
C32H37NO12
Molecular Formula
627.60
Molecular Weight
g/mol
627.2316
Exact Mass
Da
2.7
XLogP
Drug-like (Lipinski: < 5)
204
TPSA
May have limited oral absorption
5
H-Bond Donors
13
H-Bond Acceptors
1120
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
pirarubicin72496-41-4PirarubicinaPirarubicineTHP-ADMPirarubicinumTHP-adriamycinAdriamycin, tetrahydropyranylTHP-doxorubicin4'-O-TetrahydropyranyladriamycinPinorubicinDTXSID20467554'-O-TetrahydropyranyldoxorubicinD58G680W0G1609RB
Data from PubChem (NCBI)
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Trials and conditions connected to pirarubicin
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