(1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(2S,3aR,6aS)-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl (2S)-2-methylbutanoate

• ChemBase ID: 305497
• Molecular Formular: C29H44O10
• Molecular Mass: 552.65366
• Monoisotopic Mass: 552.29344761
• SMILES: [C@@H]1([C@@H]([C@@]2([C@]3([C@H](C1)[C@]([C@@H](C[C@@H]3OC(=O)C)C)([C@@H]1C[C@@H]3[C@H](O1)OCC3)C)COC(=O)C)CO2)OC(=O)[C@H](CC)C)O
• Canonical SMILES: CC[C@@H](C(=O)O[C@H]1[C@H](O)C[C@H]2[C@@]([C@]31CO3)(COC(=O)C)[C@@H](OC(=O)C)C[C@H]([C@]2(C)[C@@H]1C[C@@H]2[C@H](O1)OCC2)C)C
• InChI: InChI=1S/C29H44O10/c1-7-15(2)25(33)39-24-20(32)12-21-27(6,22-11-19-8-9-34-26(19)38-22)16(3)10-23(37-18(5)31)28(21,13-35-17(4)30)29(24)14-36-29/h15-16,19-24,26,32H,7-14H2,1-6H3/t15-,16+,19+,20+,21+,22-,23-,24-,26-,27-,28-,29+/m0/s1
• InChIKey: XMVULWKEVGKECE-JORUAPMBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(2S,3aR,6aS)-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl (2S)-2-methylbutanoate
• IUPAC Traditional name: (1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(2S,3aR,6aS)-hexahydrofuro[2,3-b]furan-2-yl]-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5,6-dimethyl-hexahydro-2H-spiro[naphthalene-1,2'-oxirane]-2-yl (2S)-2-methylbutanoate
• Synonyms: Dihydroajugapitin

Database IDs

• CAS Number: 87480-84-0

CALCULATED PROPERTIES

• Acid pKa: 14.066834
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 2.2395425
• LogD (pH = 7.4): 2.2395425
• Log P: 2.2395425
• Molar Refractivity: 135.9212 cm^3
• Polarizability: 55.638145 Å^3
• Polar Surface Area: 130.12 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder