methyl (1S,2S,4R,7E,9S,10S,11R)-9-(acetyloxy)-10-[(3-chloro-2-hydroxy-2-methylbutanoyl)oxy]-4-methyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-ene-8-carboxylate

• ChemBase ID: 305886
• Molecular Formular: C23H29ClO10
• Molecular Mass: 500.92336
• Monoisotopic Mass: 500.14492481
• SMILES: C1C[C@@]2([C@@H]([C@@H]3[C@@H]([C@@H]([C@H](C(=C1)C(=O)OC)OC(=O)C)OC(=O)C(C)(C(C)Cl)O)C(=C)C(=O)O3)O2)C
• Canonical SMILES: COC(=O)C1=CCC[C@@]2(C)O[C@@H]2[C@@H]2[C@@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C(C(Cl)C)(O)C)C(=C)C(=O)O2
• InChI: InChI=1S/C23H29ClO10/c1-10-14-16(33-21(28)23(5,29)11(2)24)15(31-12(3)25)13(20(27)30-6)8-7-9-22(4)18(34-22)17(14)32-19(10)26/h8,11,14-18,29H,1,7,9H2,2-6H3/b13-8+/t11?,14-,15+,16+,17+,18+,22-,23?/m1/s1
• InChIKey: MSWKJHPZUAQCMP-WJJIXFIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,2S,4R,7E,9S,10S,11R)-9-(acetyloxy)-10-[(3-chloro-2-hydroxy-2-methylbutanoyl)oxy]-4-methyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.0^2,^4]tetradec-7-ene-8-carboxylate
• IUPAC Traditional name: methyl (1S,2S,4R,7E,9S,10S,11R)-9-(acetyloxy)-10-[(3-chloro-2-hydroxy-2-methylbutanoyl)oxy]-4-methyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.0^2,^4]tetradec-7-ene-8-carboxylate
• Synonyms: Enhydrin chlorohydrin; Chloroenhydrin

Database IDs

• CAS Number: 38230-99-8

CALCULATED PROPERTIES

• Acid pKa: 11.669468
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.1688442
• LogD (pH = 7.4): 2.168821
• Log P: 2.1688445
• Molar Refractivity: 116.0433 cm^3
• Polarizability: 46.898952 Å^3
• Polar Surface Area: 137.96 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder