(1R,2R,7S,10R,13R,14R,16S,19R,20S)-19-(2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosane-5,12,17-trione

• ChemBase ID: 304249
• Molecular Formular: C26H30O10
• Molecular Mass: 502.5104
• Monoisotopic Mass: 502.18389716
• SMILES: [C@]123[C@@H](CC(=O)[C@@]4([C@@H]1CC[C@@]1([C@@]54[C@@H](C(=O)O[C@H]1C1=CC(=O)OC1O)O5)C)C)C(O[C@H]2CC(=O)OC3)(C)C
• Canonical SMILES: O=C1OC[C@]23[C@H](C1)OC([C@@H]2CC(=O)[C@@]1([C@@H]3CC[C@@]2([C@]31O[C@@H]3C(=O)O[C@H]2C1=CC(=O)OC1O)C)C)(C)C
• InChI: InChI=1S/C26H30O10/c1-22(2)13-8-14(27)24(4)12(25(13)10-32-16(28)9-15(25)35-22)5-6-23(3)18(11-7-17(29)33-20(11)30)34-21(31)19-26(23,24)36-19/h7,12-13,15,18-20,30H,5-6,8-10H2,1-4H3/t12-,13-,15-,18-,19+,20?,23-,24-,25+,26+/m0/s1
• InChIKey: RTPPVNISJHFPFX-PEVOZZQFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,7S,10R,13R,14R,16S,19R,20S)-19-(2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.0^2,^7.0^2,^1^0.0^1^4,^1^6.0^1^4,^2^0]docosane-5,12,17-trione
• IUPAC Traditional name: (1R,2R,7S,10R,13R,14R,16S,19R,20S)-19-(2-hydroxy-5-oxo-2H-furan-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.0^2,^7.0^2,^1^0.0^1^4,^1^6.0^1^4,^2^0]docosane-5,12,17-trione
• Synonyms: Limonexin; Shihulimonin A; Limonexic acid

Database IDs

• CAS Number: 99026-99-0

CALCULATED PROPERTIES

• Molar Refractivity: 117.6659 cm^3
• Polarizability: 47.88828 Å^3
• Polar Surface Area: 137.96 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false
• Acid pKa: 5.3032174
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 0.8357871
• LogD (pH = 7.4): -0.83642846
• Log P: 1.2460313

PROPERTIES

Physical Property

• Apperance: Powder