(3R,4S,5S,7R,9E,11R,12R)-12-ethyl-4-hydroxy-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione

• ChemBase ID: 5342
• Molecular Formular: C17H28O4
• Molecular Mass: 296.40182
• Monoisotopic Mass: 296.19875938
• SMILES: C[C@H]1C[C@@H](C)C(=O)C=C[C@@H](C)[C@@H](CC)OC(=O)[C@H](C)[C@H]1O
• Canonical SMILES: CC[C@H]1OC(=O)[C@H](C)[C@@H](O)[C@@H](C)C[C@H](C(=O)C=C[C@H]1C)C
• InChI: InChI=1S/C17H28O4/c1-6-15-10(2)7-8-14(18)11(3)9-12(4)16(19)13(5)17(20)21-15/h7-8,10-13,15-16,19H,6,9H2,1-5H3/b8-7+/t10-,11-,12+,13-,15-,16+/m1/s1
• InChIKey: NZUJVBSYQXETNF-PQWITYJESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,5S,7R,9E,11R,12R)-12-ethyl-4-hydroxy-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione
• IUPAC Traditional name: 10-deoxymethynolide
• Synonyms: (3R,4S,5S,7R,9E,11R,12R)-12-ETHYL-4-HYDROXY-3,5,7,11-TETRAMETHYLOXACYCLODODEC-9-ENE-2,8-DIONE

Database IDs

• PubChem SID: 99444174; 160968771
• PubChem CID: 5282031

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.453481
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.6043422
• LogD (pH = 7.4): 3.6043422
• Log P: 3.6043422
• Molar Refractivity: 82.8003 cm^3
• Polarizability: 32.53197 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.6
• LOG S: -3.08
• Solubility (Water): 2.45e-01 g/l

DETAILS

DrugBank - DB07703

Drug information: experimental