(2R,3R,5R,8R,9S,10S,11R,12R,14R)-11-{[(3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-5-ethyl-3-hydroxy-9-{[(4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-2,4,8,10,12,14-hexamethyl-6,15,16-trioxatricyclo[10.2.1.11,4]hexadecan-7-one

• ChemBase ID: 156992
• Molecular Formular: C37H65NO12
• Molecular Mass: 715.9115
• Monoisotopic Mass: 715.45067653
• SMILES: CC[C@@H]1C2([C@@H]([C@H](C3(O2)[C@@H](C[C@@](O3)([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)OC1C[C@@]([C@H]([C@@H](O1)C)O)(C)OC)C)OC1[C@@H]([C@H](C[C@H](O1)C)N(C)C)O)C)C)C)O)C
• Canonical SMILES: CC[C@H]1OC(=O)[C@H](C)[C@@H](OC2O[C@@H](C)[C@@H]([C@](C2)(C)OC)O)[C@H](C)[C@H]([C@@]2(OC3(OC1(C)[C@H](O)[C@H]3C)[C@H](C)C2)C)OC1O[C@H](C)C[C@@H]([C@H]1O)N(C)C
• InChI: InChI=1S/C37H65NO12/c1-14-25-36(10)29(40)22(6)37(50-36)18(2)16-35(9,49-37)31(48-33-27(39)24(38(11)12)15-19(3)44-33)20(4)28(21(5)32(42)46-25)47-26-17-34(8,43-13)30(41)23(7)45-26/h18-31,33,39-41H,14-17H2,1-13H3/t18-,19-,20+,21-,22-,23+,24+,25-,26?,27-,28+,29-,30+,31-,33?,34-,35-,36?,37?/m1/s1
• InChIKey: YKAVHPRGGAUFDN-BZTPWIKYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,5R,8R,9S,10S,11R,12R,14R)-11-{[(3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-5-ethyl-3-hydroxy-9-{[(4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-2,4,8,10,12,14-hexamethyl-6,15,16-trioxatricyclo[10.2.1.1^1,^4]hexadecan-7-one
• IUPAC Traditional name: (2R,3R,5R,8R,9S,10S,11R,12R,14R)-11-{[(3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-5-ethyl-3-hydroxy-9-{[(4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-2,4,8,10,12,14-hexamethyl-6,15,16-trioxatricyclo[10.2.1.1^1,^4]hexadecan-7-one
• Synonyms: Erythromycin anhydride; Anhydroerythromycin A; 红霉素酸酐; 脱水红霉素 A

Database IDs

• CAS Number: 23893-13-2
• PubChem SID: 162251129
• PubChem CID: 71312384

CALCULATED PROPERTIES

• Acid pKa: 12.582038
• H Acceptors: 12
• H Donor: 3
• LogD (pH = 5.5): 0.8044729
• LogD (pH = 7.4): 2.359324
• Log P: 4.0430546
• Molar Refractivity: 181.2101 cm^3
• Polarizability: 74.352104 Å^3
• Polar Surface Area: 154.84 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
• Storage Temperature: -20°C

Product Information

• Purity: ≥95.0% (TLC)
• Grade: analytical standard
• Empirical Formula (Hill Notation): C37H65NO12