(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1R,4S,5R,9S,10S,13R,15R)-15-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

• ChemBase ID: 305506
• Molecular Formular: C26H40O8
• Molecular Mass: 480.591
• Monoisotopic Mass: 480.27231824
• SMILES: C1C[C@]([C@@H]2[C@@](C1)([C@H]1[C@]3(CC2)[C@@H](C(=C)[C@@H](CC1)C3)O)C)(C(=O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)C
• Canonical SMILES: OC[C@H]1O[C@@H](OC(=O)[C@]2(C)CCC[C@@]3([C@@H]2CC[C@]24[C@H]3CC[C@@H](C2)C(=C)[C@H]4O)C)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C26H40O8/c1-13-14-5-6-17-24(2)8-4-9-25(3,16(24)7-10-26(17,11-14)21(13)31)23(32)34-22-20(30)19(29)18(28)15(12-27)33-22/h14-22,27-31H,1,4-12H2,2-3H3/t14?,15-,16+,17+,18-,19+,20-,21-,22+,24-,25-,26-/m1/s1
• InChIKey: RSQGPCRWQCUQBR-YVMVPCKSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1R,4S,5R,9S,10S,13R,15R)-15-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylate
• IUPAC Traditional name: (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1R,4S,5R,9S,10S,13R,15R)-15-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylate
• Synonyms: Paniculoside I

Database IDs

• CAS Number: 60129-63-7

CALCULATED PROPERTIES

• Acid pKa: 12.196143
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 1.4648588
• LogD (pH = 7.4): 1.4648521
• Log P: 1.464859
• Molar Refractivity: 121.1563 cm^3
• Polarizability: 49.37614 Å^3
• Polar Surface Area: 136.68 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder