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2-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-methylpropanenitrile

PubChem CID: 45934451

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Topological Polar Surface Area 202.0
Hydrogen Bond Donor Count 7.0
Heavy Atom Count 28.0
Description Linustatin is a member of the class of compounds known as cyanogenic glycosides. Cyanogenic glycosides are glycosides in which the aglycone moiety contains a cyanide group. Linustatin is soluble (in water) and a very weakly acidic compound (based on its pKa). Linustatin can be found in a number of food items such as broad bean, plains prickly pear, shea tree, and longan, which makes linustatin a potential biomarker for the consumption of these food products.
Isotope Atom Count 0.0
Molecular Complexity 566.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 2-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-methylpropanenitrile
Prediction Hob 0.0
Class Organooxygen compounds
Xlogp -3.3
Superclass Organic oxygen compounds
Subclass Carbohydrates and carbohydrate conjugates
Molecular Formula C16H27NO11
Prediction Swissadme 0.0
Inchi Key STZOICDLLWZNHE-UHFFFAOYSA-N
Fcsp3 0.9375
Rotatable Bond Count 6.0
Synonyms Linamarin gentiobioside, Linustatin
Compound Name 2-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-methylpropanenitrile
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 409.158
Formal Charge 0.0
Monoisotopic Mass 409.158
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 409.39
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteromonocyclic compounds
Esol 0.07789439999999914
Inchi InChI=1S/C16H27NO11/c1-16(2,5-17)28-15-13(11(23)9(21)7(4-19)26-15)27-14-12(24)10(22)8(20)6(3-18)25-14/h6-15,18-24H,3-4H2,1-2H3
Smiles CC(C)(C#N)OC1C(C(C(C(O1)CO)O)O)OC2C(C(C(C(O2)CO)O)O)O
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Cyanogenic glycosides

  • 1. Outgoing r'ship FOUND_IN to/from Linum Usitatissimum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all