erythromycin

Abbreviated name: EM-A

Synonyms: E-Mycin® | Erythrocin® | erythromycin-A

erythromycin is an approved drug (FDA (no history prior to 1964))

Compound class: Natural product or derivative

Comment: Erythromycin is a macrolide antibacterial produced by Streptomyces erythreus.

View more information in the IUPHAR Pharmacology Education Project: erythromycin

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	14
Hydrogen bond donors	5
Rotatable bonds	7
Topological polar surface area	193.91
Molecular weight	733.46
XLogP	1.14
No. Lipinski's rules broken	1

SMILES / InChI / InChIKey

Canonical SMILES	CCC1OC(=O)C(C)C(OC2OC(C)C(C(C2)(C)OC)O)C(C)C(OC2OC(C)CC(C2O)N(C)C)C(CC(C(=O)C(C(C1(C)O)O)C)C)(C)O
Isomeric SMILES	CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@@H]2O[C@@H](C)[C@@H]([C@](C2)(C)OC)O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C[C@H](C(=O)[C@@H]([C@H]([C@]1(C)O)O)C)C)(C)O
InChI	InChI=1S/C37H67NO13/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1
InChI Key	ULGZDMOVFRHVEP-RWJQBGPGSA-N