Introduction：Basic information about CAS 2751-09-9|TROLEANDOMYCIN, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | TROLEANDOMYCIN |
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| CAS Number | 2751-09-9 | Molecular Weight | 813.96800 |
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| Density | 1.19g/cm3 | Boiling Point | 812.5ºC at 760mmHg |
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| Molecular Formula | C41H67NO15 | Melting Point | 170 °C (lit.) |
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| MSDS | / | Flash Point | 445.2ºC |
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Names
| Name | troleandomycin |
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| Synonym | More Synonyms |
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TROLEANDOMYCIN BiologicalActivity
| Description | Troleandomycin (Triacetyloleandomycin), a macrolide acrolide antibiotic, is a selective CYP3A inhibitor. Troleandomycin is an oral corticosteroid for asthma study[1][2][3]. |
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| Related Catalog | Research Areas >>InfectionSignaling Pathways >>Metabolic Enzyme/Protease >>Cytochrome P450Research Areas >>Inflammation/Immunology |
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| In Vitro | Troleandomycin markedly inhibits 6β-hydroxylation of testosterone, 25- and 26-hydroxylations of 5β-cholestane-3α,7α,12α-triol and 23R-, 24R-, 24S-, and 27-hydroxylations of 5β-cholestane-3α,7α,12α,25-tetrol in both recombinant CYP3A4 and microsomes, but IC50 values for microsomes are somewhat higher than those for recombinant CYP3A4[1]. |
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| In Vivo | Troleandomycin markedly suppresses these microsomal side chain hydroxylations in both mouse and human livers in a dose-dependent manner[2]. Animal Model: SD female rats[1]. Dosage: 500 mg/kg. Administration: A single oral dose. Result: Markedly elevated the Cmax and AUC0-6 of simvastatin by 9.5- and 10.2-fold, respectively. |
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| References | [1]. Shingen Misaka, et al. Green tea extract affects the cytochrome P450 3A activity and pharmacokinetics of simvastatin in rats. Drug Metab Pharmacokinet. 2013;28(6):514-8. [2]. A Honda, et al. Side chain hydroxylations in bile acid biosynthesis catalyzed by CYP3A are markedly up-regulated in Cyp27-/- mice but not in cerebrotendinous xanthomatosis. J Biol Chem. 2001 Sep 14;276(37):34579-85. [3]. D J Evans, et al. Troleandomycin as an oral corticosteroid steroid sparing agent in stable asthma. Cochrane Database Syst Rev. 2001;(2):CD002987. |
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Chemical & Physical Properties
| Density | 1.19g/cm3 |
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| Boiling Point | 812.5ºC at 760mmHg |
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| Melting Point | 170 °C (lit.) |
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| Molecular Formula | C41H67NO15 |
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| Molecular Weight | 813.96800 |
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| Flash Point | 445.2ºC |
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| Exact Mass | 813.45100 |
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| PSA | 184.19000 |
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| LogP | 3.62090 |
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| Vapour Pressure | 1.82E-26mmHg at 25°C |
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| Index of Refraction | 1.515 |
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| InChIKey | LQCLVBQBTUVCEQ-QTFUVMRISA-N |
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| SMILES | COC1CC(OC2C(C)C(=O)OC(C)C(C)C(OC(C)=O)C(C)C(=O)C3(CO3)CC(C)C(OC3OC(C)CC(N(C)C)C3OC(C)=O)C2C)OC(C)C1OC(C)=O |
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| Storage condition | -20°C |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- RJ9900000
- CHEMICAL NAME :
- Oleandomycin, triacetate (ester)
- CAS REGISTRY NUMBER :
- 2751-09-9
- LAST UPDATED :
- 199312
- DATA ITEMS CITED :
- 5
- MOLECULAR FORMULA :
- C41-H67-N-O15
- MOLECULAR WEIGHT :
- 814.09
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- >5 gm/kg
- TOXIC EFFECTS :
- Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia Skin and Appendages - hair
- REFERENCE :
- ANTCAO Antibiotics and Chemotherapy (Washington, DC). (Washington, DC) V.1-12, 1951-62. For publisher information, see CLMEA3. Volume(issue)/page/year: 8,528,1958
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 117 mg/kg
- TOXIC EFFECTS :
- Behavioral - somnolence (general depressed activity) Behavioral - tremor Behavioral - ataxia
- REFERENCE :
- ANTCAO Antibiotics and Chemotherapy (Washington, DC). (Washington, DC) V.1-12, 1951-62. For publisher information, see CLMEA3. Volume(issue)/page/year: 8,528,1958
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- >5 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,515,1982
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 198 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,514,1982 ** OTHER MULTIPLE DOSE TOXICITY DATA **
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 13650 mg/kg/13W-C
- TOXIC EFFECTS :
- Endocrine - changes in adrenal weight Blood - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain
- REFERENCE :
- TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 119,181,1993
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Safety Information
| Hazard Codes | Xi |
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| Risk Phrases | 36/37/38 |
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| Safety Phrases | S22-S24/25 |
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| WGK Germany | 2 |
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| RTECS | RJ9900000 |
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Synonyms
| tao |
| TRIACETYLOLEANDOMYCIN |
| TROLEANDOMYCIN |
| Taocin |
| evramicina |
| cyclamycin |
| Tri-O-acetyl-oleandomycin |
| EINECS 220-392-9 |
| Mathromycin T |
| OLEANDOMYCIN TRIACETATE |
