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(1R,4S,5S,8R,9R,12R,13S,16S)-16-hydroxy-5,9,17,17-tetramethyl-8-(4-oxopentan-2-yl)-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadecan-3-one

PubChem CID: 157009846

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Topological Polar Surface Area 63.6
Hydrogen Bond Donor Count 1.0
Inchi Key FGMDCYOFHYPQLK-OWVJKPIWSA-N
Rotatable Bond Count 3.0
Synonyms (+)-Kuguacin E
Heavy Atom Count 31.0
Compound Name (1R,4S,5S,8R,9R,12R,13S,16S)-16-hydroxy-5,9,17,17-tetramethyl-8-(4-oxopentan-2-yl)-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadecan-3-one
Description Kuguacin e is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Kuguacin e can be found in bitter gourd, which makes kuguacin e a potential biomarker for the consumption of this food product.
Exact Mass 430.308
Formal Charge 0.0
Monoisotopic Mass 430.308
Isotope Atom Count 0.0
Molecular Complexity 818.0
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 430.6
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 8.0
Iupac Name (1R,4S,5S,8R,9R,12R,13S,16S)-16-hydroxy-5,9,17,17-tetramethyl-8-(4-oxopentan-2-yl)-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadecan-3-one
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Inchi InChI=1S/C27H42O4/c1-16(13-17(2)28)18-9-10-25(6)22-19(29)14-27-20(7-8-21(30)23(27,3)4)26(22,15-31-27)12-11-24(18,25)5/h16,18,20-22,30H,7-15H2,1-6H3/t16?,18-,20+,21+,22+,24-,25+,26-,27-/m1/s1
Smiles CC(CC(=O)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2C(=O)C[C@]5([C@H]3CC[C@@H](C5(C)C)O)OC4)C)C
Xlogp 4.2
Defined Bond Stereocenter Count 0.0
Molecular Formula C27H42O4

  • 1. Outgoing r'ship FOUND_IN to/from Momordica Charantia (Plant) Rel Props:Source_db:fooddb_chem_all