(1R,2R,5S,8R,9R,10R,13R,14R,15R,16S,18R)-16-hydroxy-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: 304635
• Molecular Formular: C30H46O5
• Molecular Mass: 486.68324
• Monoisotopic Mass: 486.33452457
• 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)O)C(=O)O
• Canonical SMILES: CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)[C@@H](C(=O)O)[C@@H](C1(C)C)O)C(=O)O
• InChI: InChI=1S/C30H46O5/c1-16(2)17-10-13-30(25(34)35)15-14-27(5)18(21(17)30)8-9-20-28(27,6)12-11-19-26(3,4)23(31)22(24(32)33)29(19,20)7/h17-23,31H,1,8-15H2,2-7H3,(H,32,33)(H,34,35)/t17-,18+,19-,20-,21+,22+,23-,27+,28+,29-,30-/m0/s1
• InChIKey: WLCHQSHZHFLMJH-VILVJDKQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,5S,8R,9R,10R,13R,14R,15R,16S,18R)-16-hydroxy-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-hydroxy-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: Ceanothic acid

Database IDs

• CAS Number: 21302-79-4

CALCULATED PROPERTIES

• Acid pKa: 4.3013926
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.6869593
• LogD (pH = 7.4): 0.1371543
• Log P: 5.5738225
• Molar Refractivity: 134.1104 cm^3
• Polarizability: 53.74267 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder