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(S)-prunasin

AlkaPlorer ID: AK010993

Synonym: '(2R)-Prunasin', 'L-prunasin', '(S)-Mandelonitrile beta-D-glucoside', 'Prunasin', '(S)-mandelonitrile beta-D-glucoside', '(-)-(2R)-Prunasin', '(S)-Prunasin', '(2S)-Sambunigrin', 'Sambunigrin', '(-)-Prunasin'

IUPAC Name: (2S)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile

Structure

SMILES: N#C[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C1=CC=CC=C1

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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

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InChIKey: ZKSZEJFBGODIJW-YOVYLDAJSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Dipterocarpus dyeri Dipterocarpus Dipterocarpaceae Malvales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aquilegia ecalcarata Aquilegia Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Ximenia americana Ximenia Ximeniaceae Santalales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Lasianthus fordii Lasianthus Rubiaceae Gentianales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Sambucus nigra Sambucus Adoxaceae Dipsacales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Citrus maxima Citrus Rutaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Kopsia grandifolia Kopsia Apocynaceae Gentianales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Perilla frutescens Perilla Lamiaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Sordaria araneosa Sordaria Sordariaceae Sordariales Sordariomycetes Ascomycota Fungi Eukaryota
Apollonias barbujana Apollonias Lauraceae Laurales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Ipomoea cairica Ipomoea Convolvulaceae Solanales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Gardenia tubifera Gardenia Rubiaceae Gentianales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Prunus persica Prunus Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Chrysolina herbacea Chrysolina Chrysomelidae Coleoptera Insecta Arthropoda Metazoa Eukaryota
Blumea mollis Blumea Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Penicillium cinerascens Penicillium Aspergillaceae Eurotiales Eurotiomycetes Ascomycota Fungi Eukaryota
Chlorophytum borivilianum Chlorophytum Asparagaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Ledebouria socialis Ledebouria Hyacinthaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Penicillium ochrosalmoneum Penicillium Aspergillaceae Eurotiales Eurotiomycetes Ascomycota Fungi Eukaryota
Ceanothus velutinus Ceanothus Rhamnaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Anarsia lineatella Anarsia Gelechiidae Lepidoptera Insecta Arthropoda Metazoa Eukaryota
Garcinia scortechinii Garcinia Clusiaceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Lycopus europaeus Lycopus Lamiaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aphanamixis grandifolia Aphanamixis Meliaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Albizia gummifera Albizia Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Stevia jaliscensis Stevia Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Prunus mume Prunus Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Aconitum leucostomum Aconitum Ranunculaceae Ranunculales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Isodon lophanthoides Isodon Lamiaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Fragaria vesca Fragaria Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 295.291

TPSA？: 123.17000000000002

MolLogP？: -0.9322200000000004

Number of H-Donors: 4

Number of H-Acceptors: 7

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT015688 N#C[C@@H](O)c1ccccc1.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>N#C[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1 enzymemap_38153
AKRT015709 N#C[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1 MNXR144380
AKRT015710 N#C[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1>>N#CC(O)c1ccccc1 MNXR144380
AKRT015711 N#C[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1>>N#CC(O)c1ccccc1.OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O None
AKRT015712 N#C[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1>>OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O enzymemap_58916
AKRT015713 N#C[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1>>OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O enzymemap_61125
AKRT015716 N#C[C@@H](O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1>>N#C[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1 enzymemap_58912
AKRT015717 N#C[C@@H](O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1>>N#C[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1.OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O None
AKRT015718 N#C[C@@H](O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1>>N#C[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1.OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O None