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Prulaurasin

PubChem CID: 120639

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Compound Synonyms Prulaurasin, Mandelonitrile glucoside, 138-53-4, D,L-Mandelonitrile-beta-D-glucoside, mandelonitrile beta-D-glucopyranoside, alpha-(beta-D-Glucopyranosyloxy)benzeneacetonitrile, (DL)-Prunasin, UNII-4J1L0618WK, 4J1L0618WK, 2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile, mandelonitrile beta-D-glucoside, (beta-D-glucopyranosyloxy)(phenyl)acetonitrile, MANDELONITRILE GLUCOSIDE [MI], Benzeneacetonitrile, alpha-(beta-D-glucopyranosyloxy)-, MANDELONITRILE GLUCOSIDE DL-FORM, MANDELONITRILE GLUCOSIDE [WHO-DD], MANDELONITRILE GLUCOSIDE DL-FORM [MI], MANDELONITRILE .BETA.-D-GLUCOPYRANOSIDE, alpha-(beta-D-Glucopyranosyloxy)-Benzeneacetonitrile, Benzeneacetonitrile, alpha-(beta-D-glucopyranosyloxy)- (9CI), BENZENEACETONITRILE, .ALPHA.-(.BETA.-D-GLUCOPYRANOSYLOXY)-, Prunasin, (R)-isomer, 2-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}acetonitrile, CHEBI:25150, 2-phenyl-2-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyacetonitrile, 2-phenyl-2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)acetonitrile, alpha-Cyanobenzyl beta-D-glucopyranoside, Benzeneacetonitrile, alpha-(beta-D-glucopyranosyloxy)-(9CI), Mandelonitrile b-D-glucoside, Mandelonitrile I2-D-glucoside, SCHEMBL440675, MEGxp0_000351, ACon1_000529, D,L-Mandelonitrile-b-D-glucoside, Mandelonitrile b-D-glucopyranoside, DTXSID801020158, D,L-Mandelonitrile-I2-D-glucoside, Mandelonitrile I2-D-glucopyranoside, AKOS040752923, NCGC00168992-01, NCGC00168992-02, a-(b-D-Glucopyranosyloxy)benzeneacetonitrile, .ALPHA.-CYANOBENZYL .BETA.-D-GLUCOPYRANOSIDE, BRD-A06421966-001-01-9, Q27893921
Topological Polar Surface Area 123.0
Hydrogen Bond Donor Count 4.0
Heavy Atom Count 21.0
Description Isolated from cherry laurel leaves (Prunus laurocerasus) and other plants. Prulaurasin is found in fruits.
Isotope Atom Count 0.0
Molecular Complexity 377.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name 2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile
Prediction Hob 0.0
Class Carbohydrates and carbohydrate conjugates
Xlogp -0.7
Superclass Organooxygen compounds
Subclass Glycosyl compounds
Molecular Formula C14H17NO6
Prediction Swissadme 0.0
Inchi Key ZKSZEJFBGODIJW-MXNNCRBYSA-N
Fcsp3 0.5
Logs -1.23
Rotatable Bond Count 4.0
State Solid
Logd -0.16
Synonyms (beta-D-Glucopyranosyloxy)(phenyl)acetonitrile, (DL)-Prunasin, a-(b-D-Glucopyranosyloxy)benzeneacetonitrile, alpha-(beta-D-Glucopyranosyloxy)-benzeneacetonitrile, alpha-(beta-D-Glucopyranosyloxy)benzeneacetonitrile, Benzeneacetonitrile, alpha-(beta-d-glucopyranosyloxy)-, D,L-Mandelonitrile-b-D-glucoside, D,L-Mandelonitrile-beta-D-glucoside, D,L-Mandelonitrile-β-D-glucoside, Mandelonitrile b-D-glucopyranoside, Mandelonitrile b-D-glucoside, Mandelonitrile beta-D-glucopyranoside, Mandelonitrile beta-D-glucoside, Mandelonitrile glucoside, Mandelonitrile β-D-glucopyranoside, Mandelonitrile β-D-glucoside, Prulaurasin, α-(β-D-glucopyranosyloxy)benzeneacetonitrile, Α-(β-D-glucopyranosyloxy)benzeneacetonitrile, (R)-Prunasin, Mandelonitrile-beta-glucoside, Prunasin, Prunasin, (R)-isomer, Prunasine
Substituent Name Cyanogenic glycoside, O-glycosyl compound, Benzylether, Benzyl-cyanide, Benzenoid, Oxane, Monosaccharide, Monocyclic benzene moiety, Secondary alcohol, Polyol, 1,2-diol, Oxacycle, Organoheterocyclic compound, Nitrile, Carbonitrile, Ether, Acetal, Hydrocarbon derivative, Primary alcohol, Organonitrogen compound, Alcohol, Aromatic heteromonocyclic compound
Compound Name Prulaurasin
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 295.106
Formal Charge 0.0
Monoisotopic Mass 295.106
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 295.29
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteromonocyclic compounds
Esol -1.1709327714285713
Inchi InChI=1S/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-5,9-14,16-19H,7H2/t9?,10-,11-,12+,13-,14-/m1/s1
Smiles C1=CC=C(C=C1)C(C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
Nring 2.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Cyanogenic glycosides

  • 1. Outgoing r'ship FOUND_IN to/from Peucedanum Praeruptorum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all