(2R,3R,4S,5R,8R,9S,10S,11R,12R)-11-{[(2S,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-5-ethyl-3,4-dihydroxy-9-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-2,4,8,10,12,14-hexamethyl-6,15-dioxabicyclo[10.2.1]pentadec-1(14)-en-7-one

• ChemBase ID: 156991
• Molecular Formular: C37H65NO12
• Molecular Mass: 715.9115
• Monoisotopic Mass: 715.45067653
• SMILES: CC[C@@H]1[C@@]([C@@H]([C@H](C2=C(C[C@@](O2)([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]1C[C@@]([C@H]([C@@H](O1)C)O)(C)OC)C)O[C@H]1C([C@H](C[C@H](O1)C)N(C)C)O)C)C)C)O)(C)O
• Canonical SMILES: CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@@H]2O[C@@H](C)[C@@H]([C@](C2)(C)OC)O)[C@H](C)[C@H]([C@@]2(OC(=C(C)C2)[C@@H]([C@H]([C@]1(C)O)O)C)C)O[C@@H]1O[C@H](C)C[C@@H](C1O)N(C)C
• InChI: InChI=1S/C37H65NO12/c1-14-25-37(10,43)30(40)20(4)28-18(2)16-36(9,50-28)32(49-34-27(39)24(38(11)12)15-19(3)45-34)21(5)29(22(6)33(42)47-25)48-26-17-35(8,44-13)31(41)23(7)46-26/h19-27,29-32,34,39-41,43H,14-17H2,1-13H3/t19-,20+,21+,22-,23+,24+,25-,26+,27?,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1
• InChIKey: JFVYXJKGJMUGRG-YOPMOYHTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R,8R,9S,10S,11R,12R)-11-{[(2S,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-5-ethyl-3,4-dihydroxy-9-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-2,4,8,10,12,14-hexamethyl-6,15-dioxabicyclo[10.2.1]pentadec-1(14)-en-7-one
• IUPAC Traditional name: (2R,3R,4S,5R,8R,9S,10S,11R,12R)-11-{[(2S,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-5-ethyl-3,4-dihydroxy-9-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-2,4,8,10,12,14-hexamethyl-6,15-dioxabicyclo[10.2.1]pentadec-1(14)-en-7-one
• Synonyms: Erythromycin A enol ether; 红霉素 A 烯醇醚

Database IDs

• CAS Number: 33396-29-1
• PubChem SID: 162251128
• PubChem CID: 71312383

CALCULATED PROPERTIES

• Acid pKa: 12.464236
• H Acceptors: 12
• H Donor: 4
• LogD (pH = 5.5): -0.6122356
• LogD (pH = 7.4): 0.9426147
• Log P: 2.6263459
• Molar Refractivity: 184.7083 cm^3
• Polarizability: 74.75085 Å^3
• Polar Surface Area: 165.84 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (HPLC)
• Grade: analytical standard, for drug analysis
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C37H65NO12