Taxiphyllin

Details

• Internal ID: 6802094d-30df-422b-b220-f74504f0b61b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: (2R)-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+/m0/s1
• InChI Key: NVLTYOJHPBMILU-GMDXDWKASA-N
• Popularity: 15 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

• 21401-21-8
• (R)-4-hydroxymandelonitrile beta-D-glucoside
• (R)-p-Hydroxymandelonitrile-D-glucopyranoside
• CHEBI:16267
• (2R)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile
• (2R)-(beta-D-glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile
• (R)-alpha-(beta-D-glucopyranosyloxy)-4-hydroxybenzeneacetonitrile
• C14H17NO7
• (2R)-Taxiphyllin
• CHEMBL469825
• SCHEMBL1332701
• DTXSID70175673
• AKOS032948733
• C01855
• Q27101822
• Benzeneacetonitrile, alpha-(beta-D-glucopyranosyloxy)-4-hydroxy-, (R)-
• 2-(4-hydroxyphenyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile

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

• Chimonanthus praecox
• Girgensohnia oppositiflora
• Henriettea fascicularis
• Ruellia rosea
• Sorghum halepense
• Triglochin maritima

Cross-Links

• PubChem: 107721
• NPASS: NPC212176
• ChEMBL: CHEMBL469825
• LOTUS: LTS0209760
• wikiData: Q27101822