(1S,4aR,5S,8aR)-5-[(3E)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-decahydronaphthalene-1-carboxylic acid

• ChemBase ID: 304238
• Molecular Formular: C20H32O3
• Molecular Mass: 320.46628
• Monoisotopic Mass: 320.23514488
• SMILES: C1C[C@@]([C@H]2[C@](C1)([C@H](C(=C)CC2)CC/C(=C/CO)/C)C)(C(=O)O)C
• Canonical SMILES: OC/C=C(/CC[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCC[C@]2(C)C(=O)O)\C
• InChI: InChI=1S/C20H32O3/c1-14(10-13-21)6-8-16-15(2)7-9-17-19(16,3)11-5-12-20(17,4)18(22)23/h10,16-17,21H,2,5-9,11-13H2,1,3-4H3,(H,22,23)/b14-10+/t16-,17+,19+,20-/m0/s1
• InChIKey: DOYKMKZYLAAOGH-DOEMEAPXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aR,5S,8aR)-5-[(3E)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-decahydronaphthalene-1-carboxylic acid
• IUPAC Traditional name: (1S,4aR,5S,8aR)-5-[(3E)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2H-naphthalene-1-carboxylic acid
• Synonyms: 15-Hydroxy-8(17),13E-labdadien-19-oic acid; Isocupressic acid

Database IDs

• CAS Number: 1909-91-7

CALCULATED PROPERTIES

• Acid pKa: 4.858442
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.6207142
• LogD (pH = 7.4): 1.8507047
• Log P: 4.351003
• Molar Refractivity: 93.771 cm^3
• Polarizability: 36.75377 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder

Product Information

• Purity: 96.5