5-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypent-2-enenitrile

Details

• Internal ID: 955da7e2-8f68-42a3-a7b7-bee84f39167e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypent-2-enenitrile
• SMILES (Canonical): C(COC1C(C(C(C(O1)CO)O)O)O)C=CC#N
• SMILES (Isomeric): C(COC1C(C(C(C(O1)CO)O)O)O)C=CC#N
• InChI: InChI=1S/C11H17NO6/c12-4-2-1-3-5-17-11-10(16)9(15)8(14)7(6-13)18-11/h1-2,7-11,13-16H,3,5-6H2
• InChI Key: FPDVFIDDRDSRAU-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: -1.70
• Atomic LogP (AlogP): -1.73
• 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	-	0.9283	92.83%
Caco-2	-	0.8134	81.34%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7441	74.41%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	+	0.9583	95.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9673	96.73%
P-glycoprotein inhibitior	-	0.9282	92.82%
P-glycoprotein substrate	-	0.9802	98.02%
CYP3A4 substrate	+	0.5106	51.06%
CYP2C9 substrate	-	0.8044	80.44%
CYP2D6 substrate	-	0.8303	83.03%
CYP3A4 inhibition	-	0.8972	89.72%
CYP2C9 inhibition	-	0.8570	85.70%
CYP2C19 inhibition	-	0.8659	86.59%
CYP2D6 inhibition	-	0.9208	92.08%
CYP1A2 inhibition	-	0.9064	90.64%
CYP2C8 inhibition	-	0.8014	80.14%
CYP inhibitory promiscuity	-	0.8750	87.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6880	68.80%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.9715	97.15%
Skin irritation	-	0.8234	82.34%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5814	58.14%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8540	85.40%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4791	47.91%
Estrogen receptor binding	-	0.6320	63.20%
Androgen receptor binding	-	0.6822	68.22%
Thyroid receptor binding	-	0.5528	55.28%
Glucocorticoid receptor binding	+	0.6478	64.78%
Aromatase binding	-	0.7003	70.03%
PPAR gamma	+	0.5431	54.31%
Honey bee toxicity	-	0.5508	55.08%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.9382	93.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.37%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	91.39%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.01%	86.92%
CHEMBL3589	P55263	Adenosine kinase	88.38%	98.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.44%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.31%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.67%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.19%	95.58%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.76%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.54%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	81.11%	94.73%

Plants that contains it

• Alliaria petiolata

Cross-Links

• PubChem: 162994406
• LOTUS: LTS0254405
• wikiData: Q104999110