2-(Hexopyranosyloxy)-2-methylpropanenitrile

Details

• Internal ID: 0ab4c45f-108f-4040-b8d2-34dae6abda75
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: 2-methyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropanenitrile
• SMILES (Canonical): CC(C)(C#N)OC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CC(C)(C#N)OC1C(C(C(C(O1)CO)O)O)O
• InChI: InChI=1S/C10H17NO6/c1-10(2,4-11)17-9-8(15)7(14)6(13)5(3-12)16-9/h5-9,12-15H,3H2,1-2H3
• InChI Key: QLTCHMYAEJEXBT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₇NO₆
• Molecular Weight: 247.24 g/mol
• Exact Mass: 247.10558726 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.89
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• 2-(Hexopyranosyloxy)-2-methylpropanenitrile
• FT-0608720

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9184	91.84%
Caco-2	-	0.9143	91.43%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7683	76.83%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9507	95.07%
P-glycoprotein inhibitior	-	0.9379	93.79%
P-glycoprotein substrate	-	0.9743	97.43%
CYP3A4 substrate	+	0.5358	53.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8466	84.66%
CYP3A4 inhibition	-	0.8671	86.71%
CYP2C9 inhibition	-	0.8940	89.40%
CYP2C19 inhibition	-	0.8995	89.95%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.8991	89.91%
CYP2C8 inhibition	-	0.9426	94.26%
CYP inhibitory promiscuity	-	0.8822	88.22%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6948	69.48%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9780	97.80%
Skin irritation	-	0.8581	85.81%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5968	59.68%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8712	87.12%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.5724	57.24%
Acute Oral Toxicity (c)	III	0.6154	61.54%
Estrogen receptor binding	-	0.8928	89.28%
Androgen receptor binding	-	0.6267	62.67%
Thyroid receptor binding	+	0.6256	62.56%
Glucocorticoid receptor binding	-	0.6858	68.58%
Aromatase binding	-	0.6522	65.22%
PPAR gamma	-	0.6546	65.46%
Honey bee toxicity	-	0.5430	54.30%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.9268	92.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.67%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.00%	97.25%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.76%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	88.59%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.31%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.08%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.68%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.00%	94.73%
CHEMBL3589	P55263	Adenosine kinase	82.88%	98.05%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.57%	100.00%
CHEMBL1871	P10275	Androgen Receptor	82.38%	96.43%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.07%	95.83%

Plants that contains it

• Linum grandiflorum
• Linum usitatissimum
• Manihot esculenta
• Passiflora foetida
• Passiflora subpeltata
• Turnera ulmifolia

Cross-Links

• PubChem: 4457489
• LOTUS: LTS0032647
• wikiData: Q105223769