(1S,2S,5S,7S,10R,11S,14R,15S,16R)-7,11,16-trihydroxy-15-methyl-14-(5-oxo-2,5-dihydrofuran-3-yl)-5-{[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.02,7.011,15]heptadecane-2-carbaldehyde

• ChemBase ID: 125883
• Molecular Formular: C29H42O11
• Molecular Mass: 566.63718
• Monoisotopic Mass: 566.27271216
• SMILES: O=C1OCC(=C1)[C@H]1CC[C@@]2(O)[C@]1(C)[C@H](O)C[C@H]1[C@H]2CC[C@]2(O)C[C@@H](O[C@@H]3O[C@@H]([C@H](O)[C@@H](O)[C@H]3O)C)CC[C@]12C=O
• Canonical SMILES: O=C[C@@]12CC[C@@H](C[C@@]2(O)CC[C@@H]2[C@@H]1C[C@@H](O)[C@]1([C@]2(O)CC[C@@H]1C1=CC(=O)OC1)C)O[C@@H]1O[C@H](C)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C29H42O11/c1-14-22(33)23(34)24(35)25(39-14)40-16-3-6-27(13-30)19-10-20(31)26(2)17(15-9-21(32)38-12-15)5-8-29(26,37)18(19)4-7-28(27,36)11-16/h9,13-14,16-20,22-25,31,33-37H,3-8,10-12H2,1-2H3/t14-,16+,17-,18-,19+,20-,22+,23-,24-,25+,26+,27+,28+,29+/m1/s1
• InChIKey: MFIXZHBJWSBQJA-OZQKXHGLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5S,7S,10R,11S,14R,15S,16R)-7,11,16-trihydroxy-15-methyl-14-(5-oxo-2,5-dihydrofuran-3-yl)-5-{[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-2-carbaldehyde
• IUPAC Traditional name: α-antiarin
• Synonyms: Antiarin

Database IDs

• CAS Number: 23605-05-2
• PubChem SID: 162220228
• PubChem CID: 6325617; 441842
• CHEMBL: 1075787
• Chemspider ID: 21477371
• Wikipedia Title: Antiarin

CALCULATED PROPERTIES

• Acid pKa: 7.1511126
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -1.0959796
• LogD (pH = 7.4): -1.5285846
• Log P: -1.0863996
• Molar Refractivity: 138.302 cm^3
• Polarizability: 55.681087 Å^3
• Polar Surface Area: 183.21 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false