CHEBI:45735 - troleandomycin

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ChEBI Name troleandomycin
ChEBI ID CHEBI:45735
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:32267
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Formula C41H67NO15
Net Charge 0
Average Mass 813.96840
Monoisotopic Mass 813.45107
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
InChIKey LQCLVBQBTUVCEQ-QTFUVMRISA-N
SMILES CO[C@H]1C[C@H](O[C@H]2[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3OC(C)=O)N(C)C)[C@@H](C)C[C@@]3(CO3)C(=O)[C@H](C)[C@@H](OC(C)=O)[C@@H](C)[C@@H](C)OC(=O)[C@@H]2C)O[C@@H](C)[C@@H]1OC(C)=O
Roles Classification
Biological Role(s): EC 1.14.13.97 (taurochenodeoxycholate 6alpha-hydroxylase) inhibitor
An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of EC 1.14.13.97 (taurochenodeoxycholate 6alpha-hydroxylase).
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via macrolide antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing troleandomycin (CHEBI:45735) has functional parent oleandomycin (CHEBI:16869)
troleandomycin (CHEBI:45735) has role EC 1.14.13.97 (taurochenodeoxycholate 6α-hydroxylase) inhibitor (CHEBI:86501)
troleandomycin (CHEBI:45735) has role xenobiotic (CHEBI:35703)
troleandomycin (CHEBI:45735) is a acetate ester (CHEBI:47622)
troleandomycin (CHEBI:45735) is a epoxide (CHEBI:32955)
troleandomycin (CHEBI:45735) is a macrolide antibiotic (CHEBI:25105)
troleandomycin (CHEBI:45735) is a monosaccharide derivative (CHEBI:63367)
troleandomycin (CHEBI:45735) is a polyketide (CHEBI:26188)
troleandomycin (CHEBI:45735) is a semisynthetic derivative (CHEBI:72588)
IUPAC Name
(3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-12-[(4-O-acetyl-2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)oxy]-14-{[2-O-acetyl-3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy}-5,7,8,11,13,15-hexamethyl-4,10-dioxo-1,9-dioxaspiro[2.13]hexadecan-6-yl acetate
INNs Sources
troleandomicina ChemIDplus
troleandomycin KEGG DRUG
troleandomycine ChemIDplus
troleandomycinum ChemIDplus
Synonyms Sources
Oleandocetine HMDB
Oleandomycin triacetate HMDB
Oleandomycin triacetyl ester HMDB
Triacetyloleandomycin KEGG COMPOUND
Triacetyloleandomycinum ChemIDplus
Tribiocillina ChemIDplus
Brand Name Source
Triocetin ChemIDplus
Manual Xrefs Databases
2769 DrugCentral
C12753 KEGG COMPOUND
D01322 KEGG DRUG
DB01361 DrugBank
HMDB0015448 HMDB
LMPK04000042 LIPID MAPS
LSM-5510 LINCS
TAO PDBeChem
Troleandomycin Wikipedia
View more database links
Registry Numbers Types Sources
2751-09-9 CAS Registry Number KEGG COMPOUND
2751-09-9 CAS Registry Number ChemIDplus
77547 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
24335510 PubMed citation Europe PMC
24479850 PubMed citation Europe PMC
24889073 PubMed citation Europe PMC
24985121 PubMed citation Europe PMC
25392348 PubMed citation Europe PMC
25870103 PubMed citation Europe PMC
Last Modified
22 February 2017