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14-Hydroxy-25-desoxyrollinicin

PubChem CID: 157009862

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Compound Synonyms 14-Hydroxy-25-desoxyrollinicin
Topological Polar Surface Area 126.0
Hydrogen Bond Donor Count 4.0
Inchi Key HCDACRMLTKJUNU-UHFFFAOYSA-N
Rotatable Bond Count 25.0
Heavy Atom Count 45.0
Compound Name 14-Hydroxy-25-desoxyrollinicin
Description 14-hydroxy-25-desoxyrollinicin is a member of the class of compounds known as annonaceous acetogenins. Annonaceous acetogenins are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. 14-hydroxy-25-desoxyrollinicin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 14-hydroxy-25-desoxyrollinicin can be found in custard apple, which makes 14-hydroxy-25-desoxyrollinicin a potential biomarker for the consumption of this food product.
Exact Mass 638.476
Formal Charge 0.0
Monoisotopic Mass 638.476
Isotope Atom Count 0.0
Molecular Complexity 833.0
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 638.9
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name 2-methyl-4-[2,12,13-trihydroxy-13-[5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl]tridecyl]-2H-furan-5-one
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Inchi InChI=1S/C37H66O8/c1-3-4-5-6-7-10-13-16-19-30(39)32-21-22-33(44-32)34-23-24-35(45-34)36(41)31(40)20-17-14-11-8-9-12-15-18-29(38)26-28-25-27(2)43-37(28)42/h25,27,29-36,38-41H,3-24,26H2,1-2H3
Smiles CCCCCCCCCCC(C1CCC(O1)C2CCC(O2)C(C(CCCCCCCCCC(CC3=CC(OC3=O)C)O)O)O)O
Xlogp 8.5
Defined Bond Stereocenter Count 0.0
Molecular Formula C37H66O8

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