(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl (1R,4S,5R,9R,10S,11S,13S,15R)-11,15-dihydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

• ChemBase ID: 305621
• Molecular Formular: C28H42O10
• Molecular Mass: 538.62708
• Monoisotopic Mass: 538.27779754
• SMILES: C1C[C@]([C@@H]2[C@@](C1)([C@H]1[C@]3(CC2)[C@@H](C(=C)[C@@H](C[C@@H]1O)C3)O)C)(C(=O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)COC(=O)C)C
• Canonical SMILES: CC(=O)OC[C@H]1O[C@@H](OC(=O)[C@]2(C)CCC[C@@]3([C@@H]2CC[C@]24[C@H]3[C@@H](O)C[C@@H](C2)C(=C)[C@H]4O)C)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C28H42O10/c1-13-15-10-16(30)22-26(3)7-5-8-27(4,18(26)6-9-28(22,11-15)23(13)34)25(35)38-24-21(33)20(32)19(31)17(37-24)12-36-14(2)29/h15-24,30-34H,1,5-12H2,2-4H3/t15?,16-,17+,18-,19+,20-,21+,22-,23+,24-,26+,27+,28+/m0/s1
• InChIKey: QMDOXTLVLXTCOY-GUBOVDSASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl (1R,4S,5R,9R,10S,11S,13S,15R)-11,15-dihydroxy-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)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl (1R,4S,5R,9R,10S,11S,13S,15R)-11,15-dihydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^1,^1^0.0^4,^9]hexadecane-5-carboxylate
• Synonyms: NPD-N; 6'-O-Acetylpaniculoside II

Database IDs

• CAS Number: N

CALCULATED PROPERTIES

• Acid pKa: 12.191878
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): 0.5972196
• LogD (pH = 7.4): 0.5972127
• Log P: 0.5972197
• Molar Refractivity: 131.9003 cm^3
• Polarizability: 53.893105 Å^3
• Polar Surface Area: 162.98 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder