(1aR,2R,2aR,5S,5aR,6R,7aS)-2,5-dihydroxy-2a,5a-dimethyl-5-(propan-2-yl)-decahydroazuleno[5,6-b]oxiren-6-yl but-2-enoate

• ChemBase ID: 157735
• Molecular Formular: C19H30O5
• Molecular Mass: 338.4385
• Monoisotopic Mass: 338.20932406
• SMILES: C/C=C/C(=O)O[C@@H]1C[C@H]2[C@H](O2)[C@@H]([C@]2([C@]1([C@](CC2)(C(C)C)O)C)C)O
• Canonical SMILES: C/C=C/C(=O)O[C@@H]1C[C@@H]2O[C@@H]2[C@@H]([C@]2([C@@]1(C)[C@](O)(CC2)C(C)C)C)O
• InChI: InChI=1S/C19H30O5/c1-6-7-14(20)24-13-10-12-15(23-12)16(21)17(4)8-9-19(22,11(2)3)18(13,17)5/h6-7,11-13,15-16,21-22H,8-10H2,1-5H3/t12-,13+,15-,16-,17-,18-,19-/m0/s1
• InChIKey: YNHWIAXMARBYFN-JTIJSBBYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1aR,2R,2aR,5S,5aR,6R,7aS)-2,5-dihydroxy-2a,5a-dimethyl-5-(propan-2-yl)-decahydroazuleno[5,6-b]oxiren-6-yl but-2-enoate
• IUPAC Traditional name: (1aR,2R,2aR,5S,5aR,6R,7aS)-2,5-dihydroxy-5-isopropyl-2a,5a-dimethyl-hexahydro-1aH-azuleno[5,6-b]oxiren-6-yl but-2-enoate
• Synonyms: Lapiferine

Database IDs

• MDL Number: MFCD00274499
• PubChem SID: 162251872
• PubChem CID: 71312610

CALCULATED PROPERTIES

• Acid pKa: 13.523132
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.4990835
• LogD (pH = 7.4): 2.4990833
• Log P: 2.4990835
• Molar Refractivity: 89.8755 cm^3
• Polarizability: 36.01773 Å^3
• Polar Surface Area: 79.29 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 97% (TLC)
• Empirical Formula (Hill Notation): C22H34O6

DETAILS

Sigma Aldrich - L8038

Warning
Protect from light.