Dhurrin

Details

• Internal ID: 9a230649-d93d-41b0-87d3-6dac58825f76
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: (2S)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile
• SMILES (Canonical): C1=CC(=CC=C1C(C#N)OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): 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
• 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
• InChI Key: NVLTYOJHPBMILU-YOVYLDAJSA-N
• Popularity: 88 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇NO₇
• Molecular Weight: 311.29 g/mol
• Exact Mass: 311.10050188 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -0.90

Synonyms

• 499-20-7
• (S)-(beta-D-Glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile
• (S)-4-Hydroxymandelonitrile beta-D-glucoside
• P5999IY65C
• (2S)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile
• C14H17NO7
• (2S)-(beta-D-glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile
• (alphaS)-alpha-(beta-D-glucopyranosyloxy)-4-hydroxybenzeneacetonitrile
• UNII-P5999IY65C
• EINECS 207-878-6
• DHURRIN [MI]
• SCHEMBL50174
• Dhurrin, >=95% (HPLC)
• CHEBI:27826
• DTXSID90198142
• 1e55
• NVLTYOJHPBMILU-YOVYLDAJSA-N
• AKOS040760368
• (S)-4-hydroxymandelonitrile-beta-D-glucoside
• C05143
• p-hydroxy-S-mandelonitrile-beta-D-glucopyranoside
• (S)-p-Hydroxymandelnitrile-beta-D-glucopyranoside
• Q908811
• beta-D-glucopyranosyloxy-(S)-p-hydroxymandelonitrile
• .BETA.-D-GLUCOPYRANOSYLOXY-L-P-HYDROXYMANDELONITRILE
• Benzeneacetonitrile, alpha-(beta-D-glucopyranosyloxy)-4-hydroxy-, (alphaS)-
• (.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

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.41%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.48%	95.93%
CHEMBL2581	P07339	Cathepsin D	89.52%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	89.02%	98.35%
CHEMBL3401	O75469	Pregnane X receptor	86.87%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.64%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.47%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.68%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.51%	96.00%

Plants that contains it

• Bambusa vulgaris
• Campylospermum flavum
• Cercocarpus ledifolius
• Chamaebatia foliolosa
• Henriettea fascicularis
• Hydrangea macrophylla
• Sorghum arundinaceum
• Sorghum bicolor
• Sorghum halepense
• Suckleya suckleyana
• Tiquilia plicata

Cross-Links

• PubChem: 161355
• LOTUS: LTS0063687
• wikiData: Q908811