3-[(1R,3R,4R,5R,8S,9S,12S,13R)-5-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-4,8-dimethyl-12-(prop-1-en-2-yl)tetracyclo[7.5.0.01,13.04,8]tetradecan-13-yl]propanoic acid

• ChemBase ID: 305615
• Molecular Formular: C30H50O5
• Molecular Mass: 490.715
• Monoisotopic Mass: 490.3658247
• SMILES: [C@]12([C@@H](CC[C@@H]3[C@]1(C[C@H]([C@]1([C@]3(CC[C@@H]1[C@H](C)CC[C@H](C(C)(C)O)O)C)C)O)C2)C(=C)C)CCC(=O)O
• Canonical SMILES: OC(=O)CC[C@@]12C[C@@]32C[C@@H](O)[C@]2([C@@]([C@@H]3CC[C@H]1C(=C)C)(C)CC[C@@H]2[C@@H](CC[C@H](C(O)(C)C)O)C)C
• InChI: InChI=1S/C30H50O5/c1-18(2)20-9-10-22-27(6)14-12-21(19(3)8-11-23(31)26(4,5)35)28(27,7)24(32)16-30(22)17-29(20,30)15-13-25(33)34/h19-24,31-32,35H,1,8-17H2,2-7H3,(H,33,34)/t19-,20+,21-,22+,23-,24-,27+,28+,29-,30+/m1/s1
• InChIKey: RVKHUDCQTXEOJK-BRIHSBHSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1R,3R,4R,5R,8S,9S,12S,13R)-5-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-4,8-dimethyl-12-(prop-1-en-2-yl)tetracyclo[7.5.0.0^1,^1^3.0^4,^8]tetradecan-13-yl]propanoic acid
• IUPAC Traditional name: 3-[(1R,3R,4R,5R,8S,9S,12S,13R)-5-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-4,8-dimethyl-12-(prop-1-en-2-yl)tetracyclo[7.5.0.0^1,^1^3.0^4,^8]tetradecan-13-yl]propanoic acid
• Synonyms: BBP02172

CALCULATED PROPERTIES

• Acid pKa: 4.756585
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 3.5327907
• LogD (pH = 7.4): 1.7562562
• Log P: 4.3475833
• Molar Refractivity: 137.7518 cm^3
• Polarizability: 55.19463 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder