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Dhurrin

PubChem CID: 161355

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Compound Synonyms Dhurrin, 499-20-7, UNII-P5999IY65C, P5999IY65C, (S)-4-Hydroxymandelonitrile beta-D-glucoside, DHURRIN [MI], (S)-(beta-D-Glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile, EINECS 207-878-6, (2S)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile, CHEBI:27826, DTXSID90198142, (2S)-(beta-D-glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile, (S)-4-hydroxymandelonitrile-beta-D-glucoside, (S)-p-Hydroxymandelnitrile-beta-D-glucopyranoside, p-hydroxy-S-mandelonitrile-beta-D-glucopyranoside, Phyllanthoside?, beta-D-glucopyranosyloxy-(S)-p-hydroxymandelonitrile, Phyllanthin?, C14H17NO7, .BETA.-D-GLUCOPYRANOSYLOXY-L-P-HYDROXYMANDELONITRILE, (alphaS)-alpha-(beta-D-glucopyranosyloxy)-4-hydroxybenzeneacetonitrile, Benzeneacetonitrile, alpha-(beta-D-glucopyranosyloxy)-4-hydroxy-, (alphaS)-, (2S)-2-(4-hydroxyphenyl)-2-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyacetonitrile, (2S)-dhurrin, SCHEMBL50174, Dhurrin, >=95% (HPLC), DTXCID20120633, 1e55, HY-N8433, 4-Hydroxymandelonitrile-?-D-glucoside, AKOS040760368, FD71615, (2R)-alpha-(beta-D-Glucopyranosyloxy)-4-hydroxybenzeneacetonitrile dihydrate, (S)-4-Hydroxymandelonitrile b-D-glucoside, (S)-alpha-Cyano-p-hydroxybenzyl glucoside, 1ST158578, (S)-4-Hydroxymandelonitrile I2-D-glucoside, CS-0144166, NS00031982, C05143, Q908811, BETA-D-GLUCOPYRANOSYLOXY-L-P-HYDROXYMANDELONITRILE, (S)-(b-D-Glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile, (AlphaS)-a-(b-D-glucopyranosyloxy)-4-hydroxybenzeneacetonitrile, (AlphaS)-I+--(I2-D-glucopyranosyloxy)-4-hydroxybenzeneacetonitrile, (.ALPHA.S)-.ALPHA.-(.BETA.-D-GLUCOPYRANOSYLOXY)-4-HYDROXYBENZENEACETONITRILE, (2s)-2-(4-hydroxyphenyl)-2-[[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]acetonitrile
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 143.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CCC2CCCCC2)CC1
Np Classifier Class Cyanogenic glycosides
Deep Smiles OC[C@H]O[C@@H]O[C@@H]cccccc6))O)))))C#N))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 22.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level C1CCC(COC2CCCCO2)CC1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 403.0
Database Name cmaup_ingredients;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 6.0
Uniprot Id Q9H227
Iupac Name (2S)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile
Prediction Hob 0.0
Class Organooxygen compounds
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp -0.9
Superclass Organic oxygen compounds
Subclass Carbohydrates and carbohydrate conjugates
Gsk 4 400 Rule True
Molecular Formula C14H17NO7
Scaffold Graph Node Bond Level c1ccc(COC2CCCCO2)cc1
Prediction Swissadme 0.0
Inchi Key NVLTYOJHPBMILU-YOVYLDAJSA-N
Silicos It Class Soluble
Fcsp3 0.5
Logs -1.331
Rotatable Bond Count 4.0
Logd -0.603
Synonyms (AlphaS)-alpha-(beta-D-glucopyranosyloxy)-4-hydroxybenzeneacetonitrile, (S)-(beta-D-Glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile, (S)-4-Hydroxymandelonitrile beta-D-glucoside, (AlphaS)-a-(b-D-glucopyranosyloxy)-4-hydroxybenzeneacetonitrile, (AlphaS)-α-(β-D-glucopyranosyloxy)-4-hydroxybenzeneacetonitrile, (S)-(b-D-Glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile, (S)-(Β-D-glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile, (S)-4-Hydroxymandelonitrile b-D-glucoside, (S)-4-Hydroxymandelonitrile β-D-glucoside, Dhurrin, (S)-alpha-Cyano-p-hydroxybenzyl glucoside, (S)-α-Cyano-p-hydroxybenzyl glucoside, (αS)-α-(β-D-Glucopyranosyloxy)-4-hydroxybenzeneacetonitrile, dhurrin
Esol Class Very soluble
Functional Groups CC#N, CO, CO[C@@H](C)OC, cO
Compound Name Dhurrin
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 311.101
Formal Charge 0.0
Monoisotopic Mass 311.101
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 311.29
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteromonocyclic compounds
Lipinski Rule Of 5 True
Esol -1.128216181818182
Inchi InChI=1S/C14H17NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-4,9-14,16-20H,6H2/t9-,10-,11-,12+,13-,14-/m1/s1
Smiles C1=CC(=CC=C1[C@@H](C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
Nring 2.0
Np Classifier Biosynthetic Pathway Amino acids and Peptides
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Cyanogenic glycosides
Np Classifier Superclass Amino acid glycosides

  • 1. Outgoing r'ship FOUND_IN to/from Gnidia Involucrata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Papaver Nudicaule (Plant) Rel Props:Reference:ISBN:9780387706375
  • 3. Outgoing r'ship FOUND_IN to/from Selaginella Moellendorffii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Solanum Incanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Sorghum Bicolor (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/14035111