(2S,2aS,5R,5aS,6S)-2-(acetyloxy)-5-hydroxy-2a,7a-dimethyl-5-(propan-2-yl)-decahydroazuleno[5,6-b]oxiren-6-yl (2Z)-2-methylbut-2-enoate

• ChemBase ID: 192152
• Molecular Formular: C22H34O6
• Molecular Mass: 394.50176
• Monoisotopic Mass: 394.23553881
• SMILES: C12(C(O1)[C@H]([C@@]1([C@H]([C@@](CC1)(C(C)C)O)[C@H](C2)OC(=O)/C(=C\C)/C)C)OC(=O)C)C
• Canonical SMILES: C/C=C(\C(=O)O[C@H]1CC2(C)OC2[C@H]([C@@]2([C@@H]1[C@@](O)(CC2)C(C)C)C)OC(=O)C)/C
• InChI: InChI=1S/C22H34O6/c1-8-13(4)19(24)27-15-11-21(7)18(28-21)17(26-14(5)23)20(6)9-10-22(25,12(2)3)16(15)20/h8,12,15-18,25H,9-11H2,1-7H3/b13-8-/t15-,16+,17+,18?,20-,21?,22+/m0/s1
• InChIKey: WVPPLOSRTXOZAP-AHOROEGUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,2aS,5R,5aS,6S)-2-(acetyloxy)-5-hydroxy-2a,7a-dimethyl-5-(propan-2-yl)-decahydroazuleno[5,6-b]oxiren-6-yl (2Z)-2-methylbut-2-enoate
• IUPAC Traditional name: (2S,2aS,5R,5aS,6S)-2-(acetyloxy)-5-hydroxy-5-isopropyl-2a,7a-dimethyl-hexahydro-1aH-azuleno[5,6-b]oxiren-6-yl (2Z)-2-methylbut-2-enoate

Database IDs

• PubChem SID: 164248062
• PubChem CID: 16397799

CALCULATED PROPERTIES

• Acid pKa: 14.2654
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.1239846
• LogD (pH = 7.4): 3.1239846
• Log P: 3.1239846
• Molar Refractivity: 103.6794 cm^3
• Polarizability: 41.698353 Å^3
• Polar Surface Area: 82.06 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Genuine Natural Compounds