(1R,2R,10S,11S,13R,14R,15R)-14-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-13-hydroxy-1,6,6,11,15-pentamethyl-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.02,7.011,15]heptadeca-3,7-diene-5,17-dione

• ChemBase ID: 126267
• Molecular Formular: C36H54O12
• Molecular Mass: 678.80676
• Monoisotopic Mass: 678.36152717
• SMILES: C[C@@]12C[C@H]([C@@H]([C@]1(CC(=O)[C@@]1([C@H]2CC=C2[C@H]1C=C(C(=O)C2(C)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)C)C(C)(C(=O)CCC(C)(C)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](OC2=C[C@@H]3C(=CC[C@@H]4[C@@]3(C)C(=O)C[C@]3([C@@]4(C)C[C@H]([C@@H]3C(C(=O)CCC(O)(C)C)(O)C)O)C)C(C2=O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C36H54O12/c1-31(2,45)12-11-23(39)36(8,46)28-19(38)14-33(5)22-10-9-17-18(35(22,7)24(40)15-34(28,33)6)13-20(29(44)32(17,3)4)47-30-27(43)26(42)25(41)21(16-37)48-30/h9,13,18-19,21-22,25-28,30,37-38,41-43,45-46H,10-12,14-16H2,1-8H3/t18-,19-,21-,22+,25-,26+,27-,28+,30-,33+,34-,35+,36+/m1/s1
• InChIKey: QCAZYVAEXLGYLV-HPCBBFKLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,10S,11S,13R,14R,15R)-14-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-13-hydroxy-1,6,6,11,15-pentamethyl-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,7-diene-5,17-dione
• IUPAC Traditional name: bryoamaride
• Synonyms: Cucurbitacin L 2-O-β-D-glucopyranoside; Bryoamaride

Database IDs

• CAS Number: 61105-51-9
• PubChem SID: 162220606
• PubChem CID: 44584115; 44406496
• Chemspider ID: 23264945
• Wikipedia Title: Bryoamaride

CALCULATED PROPERTIES

• Acid pKa: 12.127208
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): 0.5873255
• LogD (pH = 7.4): 0.58731747
• Log P: 0.58732563
• Molar Refractivity: 174.9343 cm^3
• Polarizability: 68.99733 Å^3
• Polar Surface Area: 211.28 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false