(1R,2R,5R,8R,9R,10R,13R,14R,17R,18R,19R)-17-hydroxy-1,2,5,14,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.02,10.05,9.014,19]henicosane-18-carboxylic acid

• ChemBase ID: 306319
• Molecular Formular: C30H48O3
• Molecular Mass: 456.70032
• Monoisotopic Mass: 456.3603454
• SMILES: C1[C@H]([C@@]([C@H]2[C@](C1)([C@@H]1[C@@](CC2)([C@]2([C@H](CC1)[C@@H]1[C@@](CC2)(CC[C@H]1C(=C)C)C)C)C)C)(C(=O)O)C)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)CC[C@H]([C@]1(C)C(=O)O)O)C
• InChI: InChI=1S/C30H48O3/c1-18(2)19-10-13-26(3)16-17-28(5)20(24(19)26)8-9-21-27(4)14-12-23(31)30(7,25(32)33)22(27)11-15-29(21,28)6/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21+,22+,23+,24+,26+,27+,28+,29+,30+/m0/s1
• InChIKey: NYJYXELDYSTZFI-XSDHLHMPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,5R,8R,9R,10R,13R,14R,17R,18R,19R)-17-hydroxy-1,2,5,14,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^2,^1^0.0^5,^9.0^1^4,^1^9]henicosane-18-carboxylic acid
• IUPAC Traditional name: (1R,2R,5R,8R,9R,10R,13R,14R,17R,18R,19R)-17-hydroxy-1,2,5,14,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^2,^1^0.0^5,^9.0^1^4,^1^9]henicosane-18-carboxylic acid
• Synonyms: Lupeolic acid

Database IDs

• CAS Number: 87355-32-6

CALCULATED PROPERTIES

• Acid pKa: 4.595807
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.685544
• LogD (pH = 7.4): 3.9097714
• Log P: 6.639739
• Molar Refractivity: 132.6255 cm^3
• Polarizability: 53.23124 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder