oleandomycin

oleandomycin Structure
CAS No.
3922-90-5
Chemical Name:
oleandomycin
Synonyms
C01946;PA 775;PA-105;Romicil;Amimycin;Landomycin;oleandomycin;OleandoMycin A;Antibiotic PA-105;AMiMycin, MatroMycin, PA 105
CBNumber:
CB5928730
Molecular Formula:
C35H61NO12
Molecular Weight:
687.86
MOL File:
3922-90-5.mol
MSDS File:
SDS
Modify Date:
2023/5/18 11:31:11

oleandomycin Properties

Melting point 110 °C (decomp)
Boiling point 802.6±65.0 °C(Predicted)
Density 1.21±0.1 g/cm3(Predicted)
storage temp. -20°C Freezer
solubility DMSO (Slightly), Methanol (Slightly)
pka pKa 8.84(H2O,t =25,I=0.167) (Uncertain)
form Solid
color White to Off-White

SAFETY

Risk and Safety Statements

Toxicity LD50 orl-rat: 6700 mg/kg AMPMAR 39,259,1978

oleandomycin Chemical Properties,Uses,Production

Uses

Antibiotic substance produced by Streptomyces antibioticus no. ATCC 11891. Antibacterial.

Pharmaceutical Applications

A natural 14-membered-ring macrolide produced by Streptomyces antibioticus. It is stable in acid conditions. It is less active than erythromycin A in vitro, but four times more active than spiramycin . Several attempts have been made to improve its potency by chemical modification while retaining its relative acid stability.
It is incompletely absorbed, but an ester, triacetyloleandomycin, gives improved plasma levels. Following doses of 0.5 g, mean peak serum levels around 0.8 mg/L were reached by the base and 2 mg/L by the triacetyl ester. A single oral dose of 1 g of the ester produced a mean plasma oleandomycin concentration of 4 mg/L at 1 h after dosing, with an AUC of 14 mg.h/L. The apparent elimination half-life was 4.2 h. Significant quantities of mostly inactivated compound are eliminated in the bile. About 10% of the dose appears in the urine after administration of the base and about 20% after the ester.
Nausea, vomiting and diarrhea are common. Like erythromycin estolate, triacetyloleandomycin can cause liver damage. Abnormal liver function tests were found in about one-third of patients treated for 2 weeks. Hepatic dysfunction resolved when treatment was discontinued. The action of drugs eliminated via the cytochrome P450 system may be potentiated.
Its uses are similar to those of erythromycin. It is of restricted availability.

Safety Profile

A poison by intravenous route. Low toxicity by ingestion. When heated to decomposition it emits toxic vapors of NOx.

oleandomycin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 52)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Triveni chemicals 08048762458 New Delhi, India 6093 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
BOC Sciences +1-631-485-4226 United States 19553 58 Inquiry
Fuxin Pharmaceutical +86-021-021-50872116 +8613122107989 China 10297 58 Inquiry
SHANGHAI T&W PHARMACEUTICAL CO., LTD. +86-021-61551413 +8618813727289 China 5738 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 +1-00000000000 United States 19892 58 Inquiry
InvivoChem +1-708-310-1919 +1-13798911105 United States 6393 58 Inquiry
Zibo Hangyu Biotechnology Development Co., Ltd +86-0533-2185556 +8617865335152 China 10978 58 Inquiry
Aladdin Scientific +1-+1(833)-552-7181 United States 52927 58 Inquiry
C01946 8-(3,5-Dihydroxy-2,4-diMethylhexanoyl)-5-(4-diMethylaMinotetrahydro-3-hydroxy-6-Methylpyran-2-yloxy)-8,9-epoxy-2,4,6-triMethyl-3-(tetrahydro-5-hydroxy-4-Methoxy-6-Methylpyran-2-yloxy)nonanoic Acid μ-Lactone OleandoMycin A PA 775 AMiMycin, MatroMycin, PA 105 oleandomycin Oleandomycin (base and/or unspecified salts) Amimycin Antibiotic PA-105 Landomycin PA-105 Romicil 3922-90-5 C35H61NO12 C35H61NO11 Carbohydrates & Derivatives Chiral Reagents Intermediates & Fine Chemicals Pharmaceuticals