1.0 2010-04-08 22:10:49 UTC 2019-11-26 03:08:44 UTC FDB013627 Prulaurasin Isolated from cherry laurel leaves (Prunus laurocerasus) and other plants. Prulaurasin is found in fruits. (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 C14H17NO6 295.2879 295.105587281 2-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}acetonitrile prunasin 138-53-4 OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O 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 ZKSZEJFBGODIJW-MXNNCRBYSA-N belongs to the class of organic compounds known as cyanogenic glycosides. These are glycosides in which the aglycone moiety contains a cyanide group. Cyanogenic glycosides Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aromatic heteromonocyclic compounds Acetals Benzene and substituted derivatives Hexoses Hydrocarbon derivatives Nitriles O-glycosyl compounds Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Acetal Alcohol Aromatic heteromonocyclic compound Benzenoid Carbonitrile Cyanogenic glycoside Hexose monosaccharide Hydrocarbon derivative Monocyclic benzene moiety Monosaccharide Nitrile O-glycosyl compound Organic nitrogen compound Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol beta-D-glucoside cyanogenic glycoside monosaccharide derivative nitrile logp -0.56 ALOGPS logs -1.02 ALOGPS solubility 2.82e+01 g/l ALOGPS melting_point Mp 122-123° logp -0.82 ChemAxon pka_strongest_acidic 12.21 ChemAxon pka_strongest_basic -3 ChemAxon iupac 2-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}acetonitrile ChemAxon average_mass 295.2879 ChemAxon mono_mass 295.105587281 ChemAxon smiles OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O ChemAxon formula C14H17NO6 ChemAxon 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 ChemAxon inchikey ZKSZEJFBGODIJW-MXNNCRBYSA-N ChemAxon polar_surface_area 123.17 ChemAxon refractivity 70.1 ChemAxon polarizability 29.09 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 5583 Specdb::CMs 44135 Specdb::CMs 135805 Specdb::CMs 143539 Specdb::NmrOneD 129518 Specdb::NmrOneD 129519 Specdb::NmrOneD 129520 Specdb::NmrOneD 129521 Specdb::NmrOneD 129522 Specdb::NmrOneD 129523 Specdb::NmrOneD 129524 Specdb::NmrOneD 129525 Specdb::NmrOneD 129526 Specdb::NmrOneD 129527 Specdb::NmrOneD 129528 Specdb::NmrOneD 129529 Specdb::NmrOneD 129530 Specdb::NmrOneD 129531 Specdb::NmrOneD 129532 Specdb::NmrOneD 129533 Specdb::NmrOneD 129534 Specdb::NmrOneD 129535 Specdb::NmrOneD 129536 Specdb::NmrOneD 129537 Specdb::MsMs 87696 Specdb::MsMs 87697 Specdb::MsMs 87698 Specdb::MsMs 150255 Specdb::MsMs 150256 Specdb::MsMs 150257 Specdb::MsMs 2721303 Specdb::MsMs 2721304 Specdb::MsMs 2721305 Specdb::MsMs 2960454 Specdb::MsMs 2960455 Specdb::MsMs 2960456 HMDB35022 25150 #<Reference:0x000055ce323d7268> Fruits Unknown generic