(3R,4S,5R,6S,7S,9R,11R,12S,13R,14R)-14-ethyl-4,6,12-trihydroxy-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione

• ChemBase ID: 3695
• Molecular Formular: C21H38O6
• Molecular Mass: 386.52282
• Monoisotopic Mass: 386.26683894
• SMILES: C1(=O)[C@@H]([C@H]([C@@H]([C@H]([C@H](C[C@H](C(=O)[C@@H]([C@H]([C@H]([C@@H](CC)O1)C)O)C)C)C)O)C)O)C
• Canonical SMILES: CC[C@H]1OC(=O)[C@H](C)[C@@H](O)[C@H](C)[C@@H](O)[C@H](C[C@H](C(=O)[C@@H]([C@H]([C@H]1C)O)C)C)C
• InChI: InChI=1S/C21H38O6/c1-8-16-12(4)19(24)13(5)17(22)10(2)9-11(3)18(23)14(6)20(25)15(7)21(26)27-16/h10-16,18-20,23-25H,8-9H2,1-7H3/t10-,11+,12+,13+,14-,15-,16-,18+,19+,20+/m1/s1
• InChIKey: HQZOLNNEQAKEHT-IBBGRPSASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,5R,6S,7S,9R,11R,12S,13R,14R)-14-ethyl-4,6,12-trihydroxy-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione
• IUPAC Traditional name: 6-deoxyerythronolide B
• Synonyms: 6-Deoxyerythronolide B

Database IDs

• PubChem SID: 160967133; 46508714
• PubChem CID: 121904

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.99547
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.869199
• LogD (pH = 7.4): 2.869199
• Log P: 2.869199
• Molar Refractivity: 102.9425 cm^3
• Polarizability: 41.40656 Å^3
• Polar Surface Area: 104.06 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.8
• LOG S: -2.54
• Solubility (Water): 1.12e+00 g/l

DETAILS

DrugBank - DB04070

Drug information: experimental