(2R,3S,4R,6R,8R,14R)-4-ethyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxotricyclo[5.4.3.01,8]tetradecan-6-yl 2-hydroxyacetate

• ChemBase ID: 167663
• Molecular Formular: C22H36O5
• Molecular Mass: 380.51824
• Monoisotopic Mass: 380.25627425
• SMILES: [C@]1([C@H]([C@@H](C23[C@H](C([C@@H](C1)OC(=O)CO)([C@@H](CC3)C)C)C(=O)CC2)C)O)(CC)C
• Canonical SMILES: OCC(=O)O[C@@H]1C[C@@](C)(CC)[C@@H](O)[C@@H](C23[C@H](C1(C)[C@H](C)CC2)C(=O)CC3)C
• InChI: InChI=1S/C22H36O5/c1-6-20(4)11-16(27-17(25)12-23)21(5)13(2)7-9-22(14(3)19(20)26)10-8-15(24)18(21)22/h13-14,16,18-19,23,26H,6-12H2,1-5H3/t13-,14+,16-,18+,19+,20-,21?,22?/m1/s1
• InChIKey: RTOIPDPHQXGIRG-JKZASVEESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,6R,8R,14R)-4-ethyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxotricyclo[5.4.3.0^1,^8]tetradecan-6-yl 2-hydroxyacetate
• IUPAC Traditional name: (2R,3S,4R,6R,8R,14R)-4-ethyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxotricyclo[5.4.3.0^1,^8]tetradecan-6-yl 2-hydroxyacetate
• Synonyms: 2-Hydroxy-acetic Acid (3aS,4R,5S,6R,8R,9R,9aR,10R)-6-Ethyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl Ester; Dihydropleuromutilin

Database IDs

• CAS Number: 42302-24-9
• PubChem SID: 162261796
• PubChem CID: 46783722

CALCULATED PROPERTIES

• Acid pKa: 13.1081
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.9020178
• LogD (pH = 7.4): 2.902017
• Log P: 2.9020178
• Molar Refractivity: 102.1985 cm^3
• Polarizability: 41.157166 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 141-143°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D449275

Intermediate in the preparation of Azamulin