TROLEANDOMYCIN
[(3R,5S,6S,7R,8S,9R,12R,13S,14S,15R)-6-[(2S,3R,4S,6R)-3-acetyloxy-4-(dimethylamino)-6-methyloxan-2-yl]oxy-8-[(2R,4S,5S,6S)-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
Molecular Identity
TROLEANDOMYCIN
[(3R,5S,6S,7R,8S,9R,12R,13S,14S,15R)-6-[(2S,3R,4S,6R)-3-acetyloxy-4-(dimethylamino)-6-methyloxan-2-yl]oxy-8-[(2R,4S,5S,6S)-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
PubChem CID: 202225
Troleandomycin is a semi-synthetic macrolide antibiotic obtained by acetylation of the three free hydroxy groups of oleandomycin. Troleandomycin is only found in individuals that have taken the drug. It has a role as a xenobiotic and an EC 1.14.13.97 (taurochenodeoxycholate 6alpha-hydroxylase) inhibitor. It is a macrolide antibiotic, a polyketide, an epoxide, an acetate ester, a monosaccharide derivative and a semisynthetic derivative. It is functionally related to an oleandomycin.
2D Structure
Properties
C41H67NO15
Molecular Formula
814.00
Molecular Weight
g/mol
813.4511
Exact Mass
Da
4.3
XLogP
Drug-like (Lipinski: < 5)
184
TPSA
May have limited oral absorption
0
H-Bond Donors
16
H-Bond Acceptors
1430
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
TROLEANDOMYCINTriacetyloleandomycinOleandomycin triacetateOleandocetineTribiocillina2751-09-9Oleandomycin triacetyl esterTroleandomicinaTroleandomycineTriocetinTroleandomycinumOleandomycin, triacetate (ester)oleandomycin triacetate esterTriacetyloleandomycinumOleandomycin (as troleandomycin)
Data from PubChem (NCBI)
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