troleandomycin   Click here for help

GtoPdb Ligand ID: 10209

Synonyms: oleandocetin | Tao® | triacetyloleandomycin
Approved drug
troleandomycin is an approved drug (FDA (1969))
Compound class: Synthetic organic
Comment: Troleandomycin is a macrolide antibiotic that is related to erythromycin.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 16
Hydrogen bond donors 0
Rotatable bonds 12
Topological polar surface area 184.19
Molecular weight 813.45
XLogP 2.92
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES COC1CC(OC(C1OC(=O)C)C)OC1C(C)C(OC2OC(C)CC(C2OC(=O)C)N(C)C)C(C)CC2(OC2)C(=O)C(C(C(C(OC(=O)C1C)C)C)OC(=O)C)C
Isomeric SMILES CO[C@H]1C[C@@H](O[C@H]([C@@H]1OC(=O)C)C)O[C@H]1[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2OC(=O)C)N(C)C)[C@@H](C)C[C@]2(OC2)C(=O)[C@@H]([C@@H]([C@H]([C@H](OC(=O)[C@@H]1C)C)C)OC(=O)C)C
InChI InChI=1S/C41H67NO15/c1-19-17-41(18-49-41)38(46)23(5)34(53-27(9)43)21(3)25(7)52-39(47)24(6)35(56-32-16-31(48-14)36(26(8)51-32)54-28(10)44)22(4)33(19)57-40-37(55-29(11)45)30(42(12)13)15-20(2)50-40/h19-26,30-37,40H,15-18H2,1-14H3/t19-,20+,21-,22+,23+,24+,25+,26-,30-,31-,32-,33-,34+,35-,36-,37+,40-,41+/m0/s1
InChI Key LQCLVBQBTUVCEQ-GSELTXNRSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1969))
IUPAC Name Click here for help
[(3~{R},5~{S},6~{S},7~{R},8~{S},9~{R},12~{R},13~{S},14~{R},15~{R})-6-[(2~{S},3~{R},4~{S},6~{R})-3-acetyloxy-4-(dimethylamino)-6-methyloxan-2-yl]oxy-8-[(2~{R},4~{S},5~{S},6~{S})-5-acetyloxy-4-methoxy-6-methyloxan-2-yl]oxy-5,7,9,12,13,15-hexamethyl-10,16-dioxo-1,11-dioxaspiro[2.13]hexadecan-14-yl] acetate
International Nonproprietary Names Click here for help
INN number INN
805 troleandomycin
Synonyms Click here for help
oleandocetin | Tao® | triacetyloleandomycin
Database Links Click here for help
CAS Registry No. 2751-09-9 (source: WHO INN record)
GtoPdb PubChem SID 381744891
PubChem CID 17675
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