(1S-trans)-1-(beta-D-Glucopyranosyloxy)-4-hydroxy-2-cyclopentene-1-carbonitrile

Details

• Internal ID: abff49b2-92c2-49a8-91fa-aee3d4fe627e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: (1S,4S)-4-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopent-2-ene-1-carbonitrile
• SMILES (Canonical): C1C(C=CC1(C#N)OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): C1[C@@H](C=C[C@@]1(C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C12H17NO7/c13-5-12(2-1-6(15)3-12)20-11-10(18)9(17)8(16)7(4-14)19-11/h1-2,6-11,14-18H,3-4H2/t6-,7-,8-,9+,10-,11+,12-/m1/s1
• InChI Key: JRCWYCAEAZEYNW-QCMKSTAZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₇NO₇
• Molecular Weight: 287.27 g/mol
• Exact Mass: 287.10050188 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -2.30

Synonyms

• Barterin
• Tetraphyllin B
• 34323-07-4
• 11TKX8013O
• (1S-trans)-1-(beta-D-Glucopyranosyloxy)-4-hydroxy-2-cyclopentene-1-carbonitrile
• (1S,4S)-4-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopent-2-ene-1-carbonitrile
• UNII-11TKX8013O
• SCHEMBL6902243
• CHEBI:138780
• DTXSID601146368
• 1-(beta-D-glucopyranosyloxy)-4-hydroxy-2-cyclopentene-1-carbonitrile (1S-trans)-
• 2-Cyclopentene-1-carbonitrile, 1-(beta-D-glucopyranosyloxy)-4-hydroxy-, (1S-trans)-
• (1S,4S)-1-(beta-D-Glucopyranosyloxy)-4-hydroxy-2-cyclopentene-1-carbonitrile
• 2-Cyclopentene-1-carbonitrile, 1-(beta-D-glucopyranosyloxy)-4-hydroxy-, (1S,4S)-
• 2-CYCLOPENTENE-1-CARBONITRILE, 1-(.BETA.-D-GLUCOPYRANOSYLOXY)-4-HYDROXY-, (1S,4S)-

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	97.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.84%	96.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	93.71%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	92.84%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.63%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.58%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.02%	90.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.81%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.53%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.01%	100.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.46%	97.53%

Plants that contains it

• Adenia cissampeloides
• Adenia digitata
• Adenia volkensii
• Androsiphonia adenostegia
• Carica papaya
• Malesherbia campanulata
• Mathurina penduliflora
• Passiflora coriacea
• Passiflora foetida
• Passiflora tetrandra
• Turnera ulmifolia

Cross-Links

• PubChem: 15596190
• LOTUS: LTS0184702
• wikiData: Q104393584