(1S,4S,5R,9S,10R,13R,14R)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

• ChemBase ID: 304508
• Molecular Formular: C20H32O4
• Molecular Mass: 336.46568
• Monoisotopic Mass: 336.2300595
• SMILES: C1C[C@]([C@@H]2[C@@](C1)([C@H]1[C@]3(CC2)C[C@]([C@@H](CC1)C3)(O)CO)C)(C(=O)O)C
• Canonical SMILES: OC[C@@]1(O)C[C@@]23C[C@@H]1CC[C@H]3[C@]1([C@H](CC2)[C@@](C)(CCC1)C(=O)O)C
• InChI: InChI=1S/C20H32O4/c1-17-7-3-8-18(2,16(22)23)14(17)6-9-19-10-13(4-5-15(17)19)20(24,11-19)12-21/h13-15,21,24H,3-12H2,1-2H3,(H,22,23)/t13?,14-,15-,17+,18+,19-,20-/m0/s1
• InChIKey: MRBLTWPEPGRXQN-YXUREUGOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4S,5R,9S,10R,13R,14R)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylic acid
• IUPAC Traditional name: diterpenoid SP-II
• Synonyms: ent-16β,17-Dihydroxykauran-19-oic acid

Database IDs

• CAS Number: 3301-61-9

CALCULATED PROPERTIES

• Acid pKa: 4.5664716
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.8130568
• LogD (pH = 7.4): 0.038881935
• Log P: 2.7933593
• Molar Refractivity: 90.8119 cm^3
• Polarizability: 36.41524 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Cryst.