(2R)-2-(hydroxymethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile

Details

• Internal ID: 2192cce3-3e32-43e0-b8f2-bc4c47f7e42b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: (2R)-2-(hydroxymethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile
• SMILES (Canonical): CCC(CO)(C#N)OC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CC[C@](CO)(C#N)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C11H19NO7/c1-2-11(4-12,5-14)19-10-9(17)8(16)7(15)6(3-13)18-10/h6-10,13-17H,2-3,5H2,1H3/t6-,7-,8+,9-,10+,11-/m1/s1
• InChI Key: PQTBFFDFWLSIFO-QHAQEBJBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₉NO₇
• Molecular Weight: 277.27 g/mol
• Exact Mass: 277.11615195 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.53
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8954	89.54%
Caco-2	-	0.8553	85.53%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6376	63.76%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9025	90.25%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9620	96.20%
P-glycoprotein inhibitior	-	0.9521	95.21%
P-glycoprotein substrate	-	0.9503	95.03%
CYP3A4 substrate	+	0.5221	52.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8325	83.25%
CYP3A4 inhibition	-	0.9243	92.43%
CYP2C9 inhibition	-	0.8592	85.92%
CYP2C19 inhibition	-	0.8585	85.85%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.8626	86.26%
CYP2C8 inhibition	-	0.8185	81.85%
CYP inhibitory promiscuity	-	0.8380	83.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6683	66.83%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9800	98.00%
Skin irritation	-	0.8343	83.43%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8876	88.76%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5248	52.48%
Acute Oral Toxicity (c)	III	0.5186	51.86%
Estrogen receptor binding	-	0.7258	72.58%
Androgen receptor binding	-	0.7252	72.52%
Thyroid receptor binding	+	0.5935	59.35%
Glucocorticoid receptor binding	-	0.4893	48.93%
Aromatase binding	-	0.6199	61.99%
PPAR gamma	-	0.6425	64.25%
Honey bee toxicity	-	0.7027	70.27%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	-	0.9107	91.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	96.90%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.21%	91.11%
CHEMBL1977	P11473	Vitamin D receptor	85.75%	99.43%
CHEMBL1871	P10275	Androgen Receptor	85.46%	96.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.63%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.99%	96.61%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.42%	95.83%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.24%	86.92%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.33%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	80.59%	94.73%
CHEMBL2996	Q05655	Protein kinase C delta	80.42%	97.79%

Plants that contains it

• Rhodiola rosea

Cross-Links

• PubChem: 163024896
• LOTUS: LTS0178562
• wikiData: Q105213432