(1R,2R,5S,8R,9R,10R,13R,14R,15R,16S,18R)-16-(acetyloxy)-1,2,14,17,17-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.02,10.05,9.014,18]icosane-5,15-dicarboxylic acid

• ChemBase ID: 304781
• Molecular Formular: C32H48O6
• Molecular Mass: 528.71992
• Monoisotopic Mass: 528.34508926
• SMILES: [C@@H]1([C@@H](C([C@H]2[C@]1([C@@H]1[C@@](CC2)([C@]2([C@H](CC1)[C@@H]1[C@](CC2)(C(=O)O)CC[C@H]1C(=C)C)C)C)C)(C)C)OC(=O)C)C(=O)O
• Canonical SMILES: CC(=O)O[C@H]1[C@H](C(=O)O)[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(=C)C)C(=O)O)C)C
• InChI: InChI=1S/C32H48O6/c1-17(2)19-11-14-32(27(36)37)16-15-29(6)20(23(19)32)9-10-22-30(29,7)13-12-21-28(4,5)25(38-18(3)33)24(26(34)35)31(21,22)8/h19-25H,1,9-16H2,2-8H3,(H,34,35)(H,36,37)/t19-,20+,21-,22-,23+,24+,25-,29+,30+,31-,32-/m0/s1
• InChIKey: HMTHVBZILGKTGT-VSBKJJMFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,5S,8R,9R,10R,13R,14R,15R,16S,18R)-16-(acetyloxy)-1,2,14,17,17-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0^2,^1^0.0^5,^9.0^1^4,^1^8]icosane-5,15-dicarboxylic acid
• IUPAC Traditional name: (1R,2R,5S,8R,9R,10R,13R,14R,15R,16S,18R)-16-(acetyloxy)-1,2,14,17,17-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0^2,^1^0.0^5,^9.0^1^4,^1^8]icosane-5,15-dicarboxylic acid
• Synonyms: NPD; Ceanothic acid acetate

Database IDs

• CAS Number: 119533-63-0

CALCULATED PROPERTIES

• Acid pKa: 4.2519875
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 4.054212
• LogD (pH = 7.4): 0.51260567
• Log P: 6.014948
• Molar Refractivity: 143.2619 cm^3
• Polarizability: 57.580757 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder