(1R,4S,4aR,8R,8aR)-4-[(3E)-5-hydroxy-3-methylpent-3-en-1-yl]-8-(hydroxymethyl)-4a,8-dimethyl-3-methylidene-decahydronaphthalen-1-yl benzoate

• ChemBase ID: 305482
• Molecular Formular: C27H38O4
• Molecular Mass: 426.58822
• Monoisotopic Mass: 426.2770097
• SMILES: C1C[C@]([C@H]2[C@](C1)([C@H](C(=C)C[C@H]2OC(=O)c1ccccc1)CC/C(=C/CO)/C)C)(CO)C
• Canonical SMILES: OC/C=C(/CC[C@H]1C(=C)C[C@H]([C@@H]2[C@]1(C)CCC[C@@]2(C)CO)OC(=O)c1ccccc1)\C
• InChI: InChI=1S/C27H38O4/c1-19(13-16-28)11-12-22-20(2)17-23(31-25(30)21-9-6-5-7-10-21)24-26(3,18-29)14-8-15-27(22,24)4/h5-7,9-10,13,22-24,28-29H,2,8,11-12,14-18H2,1,3-4H3/b19-13+/t22-,23+,24-,26-,27+/m0/s1
• InChIKey: WGSYIFPPMZUQAN-IZCLTQQPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4S,4aR,8R,8aR)-4-[(3E)-5-hydroxy-3-methylpent-3-en-1-yl]-8-(hydroxymethyl)-4a,8-dimethyl-3-methylidene-decahydronaphthalen-1-yl benzoate
• IUPAC Traditional name: (1R,4S,4aR,8R,8aR)-4-[(3E)-5-hydroxy-3-methylpent-3-en-1-yl]-8-(hydroxymethyl)-4a,8-dimethyl-3-methylidene-hexahydro-1H-naphthalen-1-yl benzoate
• Synonyms: Scopadiol; Scoparinol

Database IDs

• CAS Number: 130838-00-5

CALCULATED PROPERTIES

• Acid pKa: 15.079551
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.0650744
• LogD (pH = 7.4): 5.0650744
• Log P: 5.0650744
• Molar Refractivity: 125.243 cm^3
• Polarizability: 49.041695 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder