berythromycin

Names

[ CAS No. ]:
527-75-3

[ Name ]:
berythromycin

[Synonym ]:
12-Deoxyerythromycin
(3R,4S,5S,6R,7R,9R,11R,12S,13R,14R)-6-{[(2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-14-ethyl-7,12-dihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione
berythromycinum
berythromycin
beritromicina
berythromycine
(3R,4S,6R,7R,9R,11R,12S,13R,14R)-6-[4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12-dihydroxy-4-(5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
erythromycin B
(3R,4S,5S,6R,7R,9R,11R,12S,13R,14R)-6-{[(2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-14-ethyl-7,12-dihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione (non-preferred name)
berythromycinum [INN_la]
Erythromycin Impurity 2

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
807.6±65.0 °C at 760 mmHg

[ Melting Point ]:
168-170ºC (dec)

[ Molecular Formula ]:
C₃₇H₆₇NO₁₂

[ Molecular Weight ]:
717.927

[ Flash Point ]:
442.2±34.3 °C

[ Exact Mass ]:
717.466309

[ PSA ]:
173.68000

[ LogP ]:
3.12

[ Vapour Pressure ]:
0.0±6.5 mmHg at 25°C

[ Index of Refraction ]:
1.527

[ Storage condition ]:
20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: KF4700000

CHEMICAL NAME :: Erythromycin, 12-deoxy-

CAS REGISTRY NUMBER :: 527-75-3

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C37-H67-N-O12

MOLECULAR WEIGHT :: 718.05

WISWESSER LINE NOTATION :: T-14-VO GVTJ C2 D1 EQ F1 H1 JQ J1 L1 N1 KO- BT6OTJ CQ DN1&1 F1& MO- FT6OTJ B1 CQ DO1 D1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 2,58,1980

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H319

[ Precautionary Statements ]:
P305 + P351 + P338

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36

[ Safety Phrases ]:
26

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

A simple and rapid confirmatory assay for analyzing antibiotic residues of the macrolide class and lincomycin in bovine milk and yoghurt: hot water extraction followed by liquid chromatography/tandem mass spectrometry.

Rapid Commun. Mass Spectrom. 21(2) , 237-46, (2007)

A rapid and simple sample preparation procedure for determining residues of antibiotics of the class of macrolides and lincomycin in whole milk and yoghurt by liquid chromatography/tandem mass spectro...

Acid-catalyzed degradation of clarithromycin and erythromycin B: a comparative study using NMR spectroscopy.

J. Med. Chem. 43(3) , 467-74, (2000)

One of the major drawbacks in the use of the antibiotic erythromycin A is its extreme acid sensitivity, leading to degradation in the stomach following oral administration. The modern derivative clari...

An abiotic strategy for the enantioselective synthesis of erythromycin B.

Angew. Chem. Int. Ed. Engl. 42(28) , 3278-81, (2003)