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643-22-1

Basic Information
CAS No.: 643-22-1
Name: Erythromycin stearate
Molecular Structure:
Molecular Structure of 643-22-1 (Erythromycin stearate)
Formula: C37H67NO13.C18H36O2
Molecular Weight: 1018.40
Synonyms: Octadecanoic acid, compd. with erythromycin (1:1);Abboticine;Erythromycin,octadecanoate (salt);Bristamycin (TN);Erypar;Bristamycin;Qidmycin;[(2S,3R,4S,6R)-2-[[(3R,4S,5S,6R,7R,9R,11R,12R,13R,14R)-14-ethyl-7,12,13-trihydroxy-4-[(2S,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyl-oxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-1-oxacyclotetradec-6-yl]oxy]-3-hydroxy-6-methyl-oxan-4-yl]-dimethyl-azanium; octadecanoate;
EINECS: 211-396-1
Density: 1.112g/cm3
Melting Point: 77-79 °C
Boiling Point: 986.7 °C at 760 mmHg
Flash Point: 550.5 °C
Appearance: fine white powder
Hazard Symbols: HarmfulXn; IrritantXi
Risk Codes: 42/43-36/37/38
Safety: 26-36
PSA: 231.21000
LogP: 8.11810
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Consensus Reports

NTP Carcinogenesis Studies (Feed); No Evidence; rat, mouse NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NTP-TR-338 ,1988.

Specification

The Erythromycin stearate with CAS registry number of 643-22-1 is also called Abboticine. The IUPAC name is (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione; octadecanoic acid. Its EINECS registry number is 211-396-1. In addition, the molecular formula is C37H67NO13.C18H36O2 and the molecular weight is 1018.40. It is a kind of white solid and belongs to the classes of Intermediates; Fine Chemicals; Pharmaceuticals; Antibacterial; Chemical Structure Class; Interferes with Protein SynthesisAntibiotics; Macrolides. What's more, it is a bacteriostatic antibiotic macrolide produced by Streptomyces erythreus.

Physical properties about Erythromycin stearate are: (1)ACD/LogP: 10.51; (2)# of Rule of 5 Violations: 4; (3)ACD/LogD (pH 5.5): 8.02; (4)ACD/LogD (pH 7.4): 8; (5)#H bond acceptors: 16; (6)#H bond donors: 6; (7)#Freely Rotating Bonds: 27; (8)Polar Surface Area: 231.21 Å2; (9)Flash Point: 550.5 °C; (10)Enthalpy of Vaporization: 163.03 kJ/mol; (11)Boiling Point: 986.7 °C at 760 mmHg; (12)Vapour Pressure: 0 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause sensitization by inhalation and skin contact. And it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: CCCCCCCCCCCCCCCCC(O)=O.CN(C)[C@H]3C[C@@H](C)O[C@@H](O[C@@H]2[C@@H](C)[C@H](O[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)[C@@H](C)C(=O)O[C@H](CC)[C@@](C)(O)[C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@]2(C)O)[C@@H]3O
(2)InChI: InChI=1/C37H67NO13.C17H34O2/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26;1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3;2-16H2,1H3,(H,18,19)/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-;/m1./s1
(3)InChIKey: SUDWFYYCHWBVFZ-YZPBMOCRBF

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 413mg/kg (413mg/kg)   Drugs in Japan Vol. -, Pg. 211, 1990.
mouse LD50 oral 3112mg/kg (3112mg/kg)   Drugs in Japan Vol. -, Pg. 211, 1990.
mouse LD50 subcutaneous > 2500mg/kg (2500mg/kg)   Drugs in Japan Vol. -, Pg. 211, 1990.
women TDLo oral 60mg/kg (60mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF ENDOCRINE PANCREAS

GASTROINTESTINAL: NAUSEA OR VOMITING
Journal of Toxicology, Clinical Toxicology. Vol. 34, Pg. 93, 1996.