6-{[4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-4-[(5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy]-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione

• ChemBase ID: 105431
• Molecular Formular: C37H67NO13
• Molecular Mass: 733.92678
• Monoisotopic Mass: 733.46124121
• SMILES: CCC1OC(=O)C(C)C(OC2CC(C)(OC)C(O)C(C)O2)C(C)C(OC2OC(C)CC(C2O)N(C)C)C(C)(O)CC(C)C(=O)C(C)C(O)C1(C)O
• Canonical SMILES: CCC1OC(=O)C(C)C(OC2OC(C)C(C(C2)(C)OC)O)C(C)C(OC2OC(C)CC(C2O)N(C)C)C(CC(C(=O)C(C(C1(C)O)O)C)C)(C)O
• InChI: InChI=1S/C37H67NO13/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/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3
• InChIKey: ULGZDMOVFRHVEP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{[4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-4-[(5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy]-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione
• IUPAC Traditional name: @erythromycin
• Synonyms: E-mycin, Erycin, Robimysin; ERYTHROMYCIN

Database IDs

• CAS Number: 114-07-8
• EC Number: 204-040-1
• PubChem SID: 162093836
• PubChem CID: 3255

CALCULATED PROPERTIES

• Acid pKa: 12.438841
• H Acceptors: 13
• H Donor: 5
• LogD (pH = 5.5): -0.1920999
• LogD (pH = 7.4): 1.5732646
• Log P: 2.5963888
• Molar Refractivity: 186.0371 cm^3
• Polarizability: 75.76136 Å^3
• Polar Surface Area: 193.91 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 135 to 140 °C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: KF4375000
• European Hazard Symbols: Harmful (Xn)
• Risk Statements: R:22
• Safety Statements: S:36/37/39

Product Information

• Purity: ~98%

DETAILS

MP Biomedicals - 02194529

Cell Culture Reagent
Purity: ~98%
Inhibits bacterial protein synthesis
by binding to the ribosomes.

MP Biomedicals - 02190197

Crystalline
Purity: ~98%
Inhibits bacterial protein synthesis
by binding to the ribosomes.

REFERENCES

• Teraoka, H., Umsch. Wiss. Tech. , 77 : 347 (1977).
• Teraoka, H., Umsch. Wiss. Tech. , 77 : 347 (1977).