<Suppliers Price>

Oleandomycin

Names

[ CAS No. ]:
3922-90-5

[ Name ]:
Oleandomycin

[Synonym ]:
(3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-6-hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyloxy]-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranoside
(3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-6-Hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-{[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy}-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranoside
1,9-dioxaspiro[2.13]hexadecane-4,10-dione, 12-[(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)oxy]-6-hydroxy-5,7,8,11,13,15-hexamethyl-14-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-, (3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-
(3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-14-{[(2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-6-hydroxy-12-{[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-5,7,8,11,13,15-hexamethyl-1,9-dioxaspiro[2.13]hexadecane-4,10-dione
(3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-6-Hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-{[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy}-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3 -O-methyl-α-L-arabino-hexopyranoside
Oleandomycin
1-Propanaminium,N-(carboxymethyl)-N,N-dimethyl-3-[(1-oxo-9-octadecenyl)amino]-,hydroxide,inner salt,(Z)
Oleamidopropyl dimethyl glycine
(Z)-(Carboxymethyl)dimethyl-3-((1-oxo-9-octadecenyl)amino)propylammonium hydroxide
N-Oleoylamidopropyl-N,N-dimethylbetaine
1,9-Dioxaspiro[2.13]hexadecane-4,10-dione, 12-[(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)oxy]-6-hydroxy-5,7,8,11,13,15-hexamethyl-14-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyra nosyl]oxy]-, (3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-
Oleamidopropyl betaine

Biological Activity

[Description]:

Oleandomycin is a macrolide antibiotic structurally closely related to Erythromycin. Oleandomycin is similar to Erythromycin with antimicrobial activity.

[Related Catalog]:

Research Areas >> Infection
Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. Vilches C, et al. Role of glycosylation and deglycosylation in biosynthesis of and resistance to oleandomycin in the producer organism, Streptomyces antibioticus. J Bacteriol. 1992 Jan;174(1):161-5.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
802.6±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C35H61NO12

[ Molecular Weight ]:
687.858

[ Flash Point ]:
439.2±34.3 °C

[ Exact Mass ]:
687.419373

[ PSA ]:
165.98000

[ LogP ]:
1.23

[ Vapour Pressure ]:
0.0±6.4 mmHg at 25°C

[ Index of Refraction ]:
1.533

[ Storage condition ]:
2-8℃

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RJ9220000
CHEMICAL NAME :
Oleandomycin
CAS REGISTRY NUMBER :
3922-90-5
LAST UPDATED :
199012
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C35-H61-N-O12
MOLECULAR WEIGHT :
687.97
WISWESSER LINE NOTATION :
T-14-VO GVXTJ C1 D1 EQ F1 J1 L1 N1 H-& BT3OX CHJ& KO- BT6OTJ CQ DN1&1 F1& MO- FT6OTJ B1 CQ DO

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
6700 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AMPMAR Archives des Maladies Professionnelles de Medecine du Travail et de Securite Sociale. (SPPIF, B.P.22, F-41353 Vineuil, France) V.7- 1946- Volume(issue)/page/year: 39,259,1978
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
10 gm/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - ataxia
REFERENCE :
HMACAX Helvetica Medica Acta. (Basel, Switzerland) V.1-37, 1934-1974. For publisher information, see SMWOAS. Volume(issue)/page/year: 23,714,1956
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
440 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - ataxia
REFERENCE :
HMACAX Helvetica Medica Acta. (Basel, Switzerland) V.1-37, 1934-1974. For publisher information, see SMWOAS. Volume(issue)/page/year: 23,714,1956
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
8200 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - ataxia
REFERENCE :
HMACAX Helvetica Medica Acta. (Basel, Switzerland) V.1-37, 1934-1974. For publisher information, see SMWOAS. Volume(issue)/page/year: 23,714,1956
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2500 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - ataxia
REFERENCE :
HMACAX Helvetica Medica Acta. (Basel, Switzerland) V.1-37, 1934-1974. For publisher information, see SMWOAS. Volume(issue)/page/year: 23,714,1956
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
460 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85FZAT "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967 Volume(issue)/page/year: -,475,1967
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
300 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - ataxia
REFERENCE :
HMACAX Helvetica Medica Acta. (Basel, Switzerland) V.1-37, 1934-1974. For publisher information, see SMWOAS. Volume(issue)/page/year: 23,714,1956
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
2343 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - ataxia
REFERENCE :
HMACAX Helvetica Medica Acta. (Basel, Switzerland) V.1-37, 1934-1974. For publisher information, see SMWOAS. Volume(issue)/page/year: 23,714,1956

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds