Glucopyranoside, p-vinylphenyl

Details

• Internal ID: 3882355b-b874-43fe-b0ed-78f0eb1c8480
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-(4-ethenylphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C=CC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C=CC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C14H18O6/c1-2-8-3-5-9(6-4-8)19-14-13(18)12(17)11(16)10(7-15)20-14/h2-6,10-18H,1,7H2
• InChI Key: UBOROQNWLSDLJF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₆
• Molecular Weight: 282.29 g/mol
• Exact Mass: 282.11033829 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• Glucopyranoside, p-vinylphenyl
• p-VinylphenylO-beta-D-glucopyranoside
• AKOS032948705

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7749	77.49%
Caco-2	-	0.6688	66.88%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6007	60.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9484	94.84%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9144	91.44%
P-glycoprotein inhibitior	-	0.9449	94.49%
P-glycoprotein substrate	-	0.9841	98.41%
CYP3A4 substrate	-	0.5608	56.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.6621	66.21%
CYP2C9 inhibition	-	0.8702	87.02%
CYP2C19 inhibition	-	0.8408	84.08%
CYP2D6 inhibition	-	0.9120	91.20%
CYP1A2 inhibition	-	0.9264	92.64%
CYP2C8 inhibition	-	0.7985	79.85%
CYP inhibitory promiscuity	-	0.6342	63.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6708	67.08%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8297	82.97%
Skin irritation	-	0.8234	82.34%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5096	50.96%
Micronuclear	-	0.5941	59.41%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.7523	75.23%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.7900	79.00%
Acute Oral Toxicity (c)	III	0.6991	69.91%
Estrogen receptor binding	-	0.6469	64.69%
Androgen receptor binding	-	0.6587	65.87%
Thyroid receptor binding	-	0.5061	50.61%
Glucocorticoid receptor binding	-	0.5238	52.38%
Aromatase binding	-	0.7329	73.29%
PPAR gamma	+	0.7481	74.81%
Honey bee toxicity	-	0.7722	77.22%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8320	83.20%

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	97.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.19%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.27%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.66%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.61%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.54%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	86.52%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.69%	86.92%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.83%	83.57%
CHEMBL4208	P20618	Proteasome component C5	84.32%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.62%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	81.13%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.78%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.14%	95.89%

Plants that contains it

• Pteridium esculentum

Cross-Links

• PubChem: 13964527
• LOTUS: LTS0207030
• wikiData: Q105269553