Alliarinoside

Details

• Internal ID: de013d83-0cdf-4028-acd3-0ae4c6dbfb61
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (Z)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enenitrile
• SMILES (Canonical): C(C=CC#N)OC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): C(/C=C\C#N)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C10H15NO6/c11-3-1-2-4-16-10-9(15)8(14)7(13)6(5-12)17-10/h1-2,6-10,12-15H,4-5H2/b2-1-/t6-,7-,8+,9-,10-/m1/s1
• InChI Key: JCBRWHGFOXGWGX-ULFQOSQLSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₅NO₆
• Molecular Weight: 245.23 g/mol
• Exact Mass: 245.08993720 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.12
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• (Z)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enenitrile
• (2z)-4-(beta-d-glucopyranosyloxy)-2-butenenitrile

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9298	92.98%
Caco-2	-	0.8270	82.70%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6574	65.74%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9626	96.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9646	96.46%
P-glycoprotein inhibitior	-	0.9424	94.24%
P-glycoprotein substrate	-	0.9809	98.09%
CYP3A4 substrate	-	0.5176	51.76%
CYP2C9 substrate	-	0.6059	60.59%
CYP2D6 substrate	-	0.8403	84.03%
CYP3A4 inhibition	-	0.8996	89.96%
CYP2C9 inhibition	-	0.9164	91.64%
CYP2C19 inhibition	-	0.8822	88.22%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.9261	92.61%
CYP2C8 inhibition	-	0.8573	85.73%
CYP inhibitory promiscuity	-	0.8549	85.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6866	68.66%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9810	98.10%
Skin irritation	-	0.8519	85.19%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5087	50.87%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.8665	86.65%
skin sensitisation	-	0.8944	89.44%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6169	61.69%
Acute Oral Toxicity (c)	III	0.4374	43.74%
Estrogen receptor binding	-	0.7969	79.69%
Androgen receptor binding	-	0.7416	74.16%
Thyroid receptor binding	-	0.6517	65.17%
Glucocorticoid receptor binding	-	0.4795	47.95%
Aromatase binding	-	0.6857	68.57%
PPAR gamma	-	0.5592	55.92%
Honey bee toxicity	-	0.5357	53.57%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.9011	90.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.79%	86.92%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.09%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	90.92%	95.93%
CHEMBL3589	P55263	Adenosine kinase	89.88%	98.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.49%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.38%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.10%	95.58%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.70%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.68%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.77%	96.00%

Plants that contains it

• Alliaria petiolata

Cross-Links

• PubChem: 10582490
• LOTUS: LTS0001400
• wikiData: Q105124711