2-[[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]butanenitrile

Details

• Internal ID: af92f44e-3a10-4320-bf96-c8b737ffdb7b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: 2-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]butanenitrile
• SMILES (Canonical): CCC(COC1C(C(C(C(O1)CO)O)O)O)C#N
• SMILES (Isomeric): CCC(COC1C(C(C(C(O1)CO)O)O)O)C#N
• InChI: InChI=1S/C11H19NO6/c1-2-6(3-12)5-17-11-10(16)9(15)8(14)7(4-13)18-11/h6-11,13-16H,2,4-5H2,1H3
• InChI Key: YBXDDSPUDXLZCA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₉NO₆
• Molecular Weight: 261.27 g/mol
• Exact Mass: 261.12123733 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.65
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8745	87.45%
Caco-2	-	0.9109	91.09%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6587	65.87%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8847	88.47%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9497	94.97%
P-glycoprotein inhibitior	-	0.9445	94.45%
P-glycoprotein substrate	-	0.9405	94.05%
CYP3A4 substrate	-	0.5152	51.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8432	84.32%
CYP3A4 inhibition	-	0.9349	93.49%
CYP2C9 inhibition	-	0.8645	86.45%
CYP2C19 inhibition	-	0.8827	88.27%
CYP2D6 inhibition	-	0.9399	93.99%
CYP1A2 inhibition	-	0.8832	88.32%
CYP2C8 inhibition	-	0.8928	89.28%
CYP inhibitory promiscuity	-	0.8670	86.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6949	69.49%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9732	97.32%
Skin irritation	-	0.8407	84.07%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5909	59.09%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7199	71.99%
skin sensitisation	-	0.9195	91.95%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5126	51.26%
Acute Oral Toxicity (c)	III	0.5179	51.79%
Estrogen receptor binding	-	0.6880	68.80%
Androgen receptor binding	-	0.6570	65.70%
Thyroid receptor binding	+	0.6203	62.03%
Glucocorticoid receptor binding	-	0.4861	48.61%
Aromatase binding	-	0.5259	52.59%
PPAR gamma	-	0.5977	59.77%
Honey bee toxicity	-	0.6627	66.27%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8900	89.00%
Fish aquatic toxicity	-	0.8843	88.43%

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	95.97%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.30%	95.93%
CHEMBL3837	P07711	Cathepsin L	91.90%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.91%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.88%	97.25%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.58%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.13%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.51%	96.61%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.24%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	81.85%	94.73%
CHEMBL1871	P10275	Androgen Receptor	81.16%	96.43%

Plants that contains it

• Euphorbia maculata

Cross-Links

• PubChem: 74950322
• LOTUS: LTS0045615
• wikiData: Q105346094