Molecular Identity
Epirubicin
(7S,9S)-7-[(2R,4S,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
PubChem CID: 41867
4'-epidoxorubicin is an anthracycline that is the 4'-epi-isomer of doxorubicin. It has a role as an antimicrobial agent, an antineoplastic agent and an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor. It is a primary alpha-hydroxy ketone, a tertiary alpha-hydroxy ketone, a member of p-quinones, a deoxy hexoside, an aminoglycoside, an anthracycline, an anthracycline antibiotic and a monosaccharide derivative. It is functionally related to a doxorubicin. It is a conjugate base of a 4'-epidoxorubicinium.
2D Structure
Properties
C27H29NO11
Molecular Formula
543.50
Molecular Weight
g/mol
543.1741
Exact Mass
Da
1.3
XLogP
Drug-like (Lipinski: < 5)
206
TPSA
May have limited oral absorption
6
H-Bond Donors
12
H-Bond Acceptors
977
Complexity
SMILES
Canonical SMILES
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)OIsomeric SMILES
SMILES: C[C@H]1[C@@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N)OSynonyms(20)
Epirubicin56420-45-2EpiadriamycinEpidoxorubicin4'-EpiadriamycinEpirubicine4'-epidoxorubicinEpirubicinaRidorubicinEpirubicinumPidorubicinaPidorubicinePidorubicinumFarmorubicinEpirubicinum [Latin]
Data from PubChem (NCBI)
This platform is for informational purposes only and does not constitute medical advice. Always consult a qualified healthcare professional.
Drug Network
Trials and conditions connected to Epirubicin
Loading drug network...