(3R)-3,4-Dihydroxy-3-(hydroxymethyl)butanenitrile 4-glucoside

Details

• Internal ID: cffc1a21-7a40-4e67-b296-78c81aa77670
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols
• IUPAC Name: 3-hydroxy-3-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile
• SMILES (Canonical): C(C#N)C(CO)(COC1C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): C(C#N)C(CO)(COC1C(C(C(C(O1)CO)O)O)O)O
• InChI: InChI=1S/C11H19NO8/c12-2-1-11(18,4-14)5-19-10-9(17)8(16)7(15)6(3-13)20-10/h6-10,13-18H,1,3-5H2
• InChI Key: NYBBODHIFBLFMJ-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₉NO₈
• Molecular Weight: 293.27 g/mol
• Exact Mass: 293.11106656 g/mol
• Topological Polar Surface Area (TPSA): 164.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -3.56
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

• CHEBI:193278
• 3-hydroxy-3-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9125	91.25%
Caco-2	-	0.8730	87.30%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5921	59.21%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9146	91.46%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9138	91.38%
P-glycoprotein inhibitior	-	0.9444	94.44%
P-glycoprotein substrate	-	0.9632	96.32%
CYP3A4 substrate	+	0.5070	50.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8364	83.64%
CYP3A4 inhibition	-	0.9480	94.80%
CYP2C9 inhibition	-	0.9064	90.64%
CYP2C19 inhibition	-	0.9042	90.42%
CYP2D6 inhibition	-	0.9433	94.33%
CYP1A2 inhibition	-	0.9112	91.12%
CYP2C8 inhibition	-	0.8222	82.22%
CYP inhibitory promiscuity	-	0.9531	95.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6577	65.77%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9772	97.72%
Skin irritation	-	0.8283	82.83%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5261	52.61%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8972	89.72%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5597	55.97%
Acute Oral Toxicity (c)	III	0.4489	44.89%
Estrogen receptor binding	-	0.6407	64.07%
Androgen receptor binding	-	0.6965	69.65%
Thyroid receptor binding	+	0.6480	64.80%
Glucocorticoid receptor binding	-	0.5108	51.08%
Aromatase binding	+	0.5945	59.45%
PPAR gamma	-	0.5665	56.65%
Honey bee toxicity	-	0.5240	52.40%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.9775	97.75%

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	92.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.90%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.10%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	89.46%	95.93%
CHEMBL3589	P55263	Adenosine kinase	88.71%	98.05%
CHEMBL1977	P11473	Vitamin D receptor	84.63%	99.43%
CHEMBL1871	P10275	Androgen Receptor	82.34%	96.43%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.01%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.50%	95.83%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.21%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.09%	99.17%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.07%	95.58%

Plants that contains it

• Hordeum vulgare

Cross-Links

• PubChem: 131751525
• LOTUS: LTS0028416
• wikiData: Q105187427