Basic information
- CAS
2751-09-9- Standard 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](N(C)C)[C@H]3OC(C)=O)[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- InChIKey
LQCLVBQBTUVCEQ-GSELTXNRSA-N- Molecular formula
- C41H67NO15
- Average molar mass
- 814 g/mol
- Monoisotopic mass
- 813.45107043
Names & identifiers
- Preferred name
- Oleandocetin
- IUPAC
- [(3R,5S,6S,7R,8S,9R,12R,13S,14R,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
- English name
- TROLEANDOMYCIN
- Molecular formula
- C41H67NO15
- Molecular weight
- 813.97
Names & synonyms
OleandocetinTAOPrestwick_594CHEMBL1200719SCHEMBL29470683GTPL10209FT57702[(3R,5S,6S,7R,8S,9R,12R,13S,14R,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[(3R,5S,6S,7R,8S,9R,12R,13S,14R,15R)-6-[(2S,3R,4S,6R)-3-acetoxy-4-(dimethylamino)-6-methyl-tetrahydropyran-2-yl]oxy-8-[(2R,4S,5S,6S)-5-acetoxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-5,7,9,12,13,15-hexamethyl-10,16-dioxo-1,11-dioxaspiro[2.13]hexadecan-14-yl] acetate[(3R,5S,6S,7R,8S,9R,12R,13S,14R,15R)-6-[(2S,3R,4S,6R)-3-acetoxy-4-(dimethylamino)-6-methyl-tetrahydropyran-2-yl]oxy-8-[(2R,4S,5S,6S)-5-acetoxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-5,7,9,12,13,15-hexamethyl-10,16-dioxo-2,11-dioxaspiro[2.13]hexadecan-14-yl] acetateTRIACETYLOLEANDOMYCINTaocin
Show more names
AovineAI3-50166evramicina
Properties
Computed structural properties
- XLogP
- 4.3
- Topological polar surface area
- 184 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 16
- Rotatable bonds
- 12
- Heavy atoms
- 57
- Formal charge
- 0
- Complexity
- 1,430
Physicochemical properties
- Melting point
- 170 °C · 170 °C
- alpha
- 25 · D25 -23° (methanol)
- Boiling point
- 757 °C · 757°C (rough estimate)
- Density
- 1.1651 · 1.1651 (rough estimate)
- refractive index
- 1.622 · 1.6220 (estimate)
- storage temp.
- 0 · 0-6°C
- solubility
- Soluble in DMSO (up to 50 mg/ml) or in Ethanol (up to 25 mg/ml).
- form
- White solid.
- pka
- 6.6 · 6.6(at 25℃)
- color
- White
- Water Solubility
- 0.25 g/L · 0.25g/L(28 ºC)
- Merck
- 13 · 13,9839
- Stability
- 2 years · Stable for 2 years as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
- FDA UNII
- 4 DZ64560D · C4DZ64560D
- ATC code
- 1 FA08 · J01FA08
- Symbol(GHS)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 8
- wgk
- 2
- rtecs
- RJ9900000
- Toxicity
- LD50 oral in mouse: > 5gm/kg
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 22-24/25-36-26
- Hazard statements
- H332-H315-H319
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P-P261-P271-P304+P340-P312
Chemistry & industry
Applications
DescriptionTroleandomycin (2751-09-9) is a macrolide antibiotic. Inhibits cytochrome P450 (IC50 = 0-5 μM), thus blocking CYP450-dependent drug oxidation.
UsesTroleandomycin, is a macrolide antibiotic, sold in Italy and Turkey. It is a derivative of Oleandomycin (O517500), and acts as a CYP3A4 inhibitor, which may cause drug interactions .
UsesAntibacterial.
General DescriptionTriacetyloleandomycin was synthesized by Pfizer Research Laboratories in 1958. It shows a higher and longer-lasting serum level than oleandomycin when administered orally. Triacetyloleandomycin behaves as oleandomycin in vivo, following its hydrolysis by intestinal esterase. However, considerable amounts of the intermediates, the monoacetates and diacetates, are detected in the serum and urine. Prolonged use of triacetyloleandomycin causes damage to the liver as does erythromycin estolate.
Suppliers25 total
北京华美互利生物化工010-56205725 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
Aladdin Scientific[email protected]
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
Chongqing jooe co., ltd+86-15223382610 · [email protected]
青岛海智微元生物科技有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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