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

Details

• Internal ID: ced9d8f0-e531-4e39-920e-b4f8c215e0ba
• 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]oxymethylidene]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/C11H17NO6/c1-2-6(3-12)5-17-11-10(16)9(15)8(14)7(4-13)18-11/h5,7-11,13-16H,2,4H2,1H3
• InChI Key: UXPWWPWJKKPXCB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₇NO₆
• Molecular Weight: 259.26 g/mol
• Exact Mass: 259.10558726 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7497	74.97%
Caco-2	-	0.8662	86.62%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7175	71.75%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8997	89.97%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8970	89.70%
P-glycoprotein inhibitior	-	0.9298	92.98%
P-glycoprotein substrate	-	0.9587	95.87%
CYP3A4 substrate	-	0.5180	51.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.9354	93.54%
CYP2C9 inhibition	-	0.8054	80.54%
CYP2C19 inhibition	-	0.8285	82.85%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.8262	82.62%
CYP2C8 inhibition	-	0.7576	75.76%
CYP inhibitory promiscuity	-	0.6662	66.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7008	70.08%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9889	98.89%
Skin irritation	-	0.8257	82.57%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5833	58.33%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.7341	73.41%
skin sensitisation	-	0.8614	86.14%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.5647	56.47%
Acute Oral Toxicity (c)	III	0.5582	55.82%
Estrogen receptor binding	-	0.7791	77.91%
Androgen receptor binding	-	0.6702	67.02%
Thyroid receptor binding	+	0.5876	58.76%
Glucocorticoid receptor binding	-	0.5448	54.48%
Aromatase binding	-	0.6958	69.58%
PPAR gamma	-	0.5917	59.17%
Honey bee toxicity	-	0.6489	64.89%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.7699	76.99%

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	95.29%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.96%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.52%	86.92%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.05%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.83%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.83%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	83.11%	94.73%
CHEMBL1871	P10275	Androgen Receptor	82.93%	96.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.01%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.49%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.36%	94.80%
CHEMBL2581	P07339	Cathepsin D	81.07%	98.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.11%	82.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.05%	92.86%

Plants that contains it

• Euphorbia maculata

Cross-Links

• PubChem: 163046311
• LOTUS: LTS0239805
• wikiData: Q105280976