DC Chemicals Limited
China
Product Name: Troleandomycin
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Purity: 98.9%
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Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: Oleandomycin,2'',4',11-triacetate
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Purity: 98.0%
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2751-09-9

2751-09-9 structure

2751-09-9 structure

Name: TROLEANDOMYCIN
Chemical Name: troleandomycin
CAS Number: 2751-09-9
Molecular Formula: C₄₁H₆₇NO₁₅
Molecular Weight: 813.96800
Catalog: API Antibiotics Macrolide drug
Create Date: 2018-07-22 12:44:36
Modify Date: 2024-01-08 13:01:14
Troleandomycin (Triacetyloleandomycin), a macrolide acrolide antibiotic, is a selective CYP3A inhibitor. Troleandomycin is an oral corticosteroid for asthma study[1][2][3].

Name	troleandomycin
Synonyms	tao TRIACETYLOLEANDOMYCIN TROLEANDOMYCIN Taocin evramicina cyclamycin Tri-O-acetyl-oleandomycin EINECS 220-392-9 Mathromycin T OLEANDOMYCIN TRIACETATE

Description	Troleandomycin (Triacetyloleandomycin), a macrolide acrolide antibiotic, is a selective CYP3A inhibitor. Troleandomycin is an oral corticosteroid for asthma study[1][2][3].
Related Catalog	Research Areas >> Infection Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450 Research Areas >> Inflammation/Immunology
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].
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.
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.

Density	1.19g/cm3
Boiling Point	812.5ºC at 760mmHg
Melting Point	170 °C (lit.)
Molecular Formula	C₄₁H₆₇NO₁₅
Molecular Weight	813.96800
Flash Point	445.2ºC
Exact Mass	813.45100
PSA	184.19000
LogP	3.62090
Vapour Pressure	1.82E-26mmHg at 25°C
Index of Refraction	1.515
Storage condition	-20°C

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 DATA

ACUTE 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

Hazard Codes	Xi
Risk Phrases	36/37/38
Safety Phrases	S22-S24/25
WGK Germany	2
RTECS	RJ9900000

3922-90-5 structure

3922-90-5

~%

2751-09-9 structure

2751-09-9

Literature: GB877730 , ; Antibiotics Annual, p. 476,479

Precursor 1
3922-90-5
DownStream 0