(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1S,3R,4S,5R,9S,10S,11S)-3,11-dihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

• ChemBase ID: 305071
• Molecular Formular: C26H38O10
• Molecular Mass: 510.57392
• Monoisotopic Mass: 510.24649742
• SMILES: C1C[C@]([C@@H]2[C@@](C1)([C@H]1[C@]3(C[C@H]2O)C(=O)C(=C)[C@@H](C[C@@H]1O)C3)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]2[C@H](O)C[C@]24[C@H]3[C@@H](O)C[C@@H](C2)C(=C)C4=O)C)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C26H38O10/c1-11-12-7-13(28)20-24(2)5-4-6-25(3,19(24)14(29)9-26(20,8-12)21(11)33)23(34)36-22-18(32)17(31)16(30)15(10-27)35-22/h12-20,22,27-32H,1,4-10H2,2-3H3/t12?,13-,14+,15+,16+,17-,18+,19-,20-,22-,24+,25+,26-/m0/s1
• InChIKey: OIMCIPSRGXJJFP-BFOGFBOLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (1S,3R,4S,5R,9S,10S,11S)-3,11-dihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[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 (1S,3R,4S,5R,9S,10S,11S)-3,11-dihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylate
• Synonyms: ent-6,11-Dihydroxy-15-oxokaur-16-en -19-oic acid β-D-glucopyranosyl ester

Database IDs

• CAS Number: 81263-97-0

CALCULATED PROPERTIES

• Acid pKa: 12.1943
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -0.233116
• LogD (pH = 7.4): -0.23312289
• Log P: -0.23311593
• Molar Refractivity: 123.7248 cm^3
• Polarizability: 50.171875 Å^3
• Polar Surface Area: 173.98 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Cryst.