TROLEANDOMYCIN

Modify Date: 2024-01-08 13:01:14

TROLEANDOMYCIN Structure
TROLEANDOMYCIN structure
 Common Name TROLEANDOMYCIN
CAS Number 2751-09-9 Molecular Weight 813.96800
Density 1.19g/cm3 Boiling Point 812.5ºC at 760mmHg
Molecular Formula C41H67NO15 Melting Point 170 °C (lit.)
MSDS N/A Flash Point 445.2ºC
Purity Quantity Budget Inquiry

 Use of TROLEANDOMYCIN


Troleandomycin (Triacetyloleandomycin), a macrolide acrolide antibiotic, is a selective CYP3A inhibitor. Troleandomycin is an oral corticosteroid for asthma study[1][2][3].

 Names

Name troleandomycin
Synonym More Synonyms

 TROLEANDOMYCIN Biological Activity

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
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.

 Chemical & Physical Properties

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

 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 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

 Safety Information

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

 Synthetic Route

Total: 1 Page
Oleandomycin structure

Oleandomycin

CAS#:3922-90-5

~%

TROLEANDOMYCIN Structure

TROLEANDOMYCIN

CAS#:2751-09-9

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

 Precursor & DownStream

Precursor  1

DownStream  0

 Synonyms

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