2-Hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-4-(3,4,5-trihydroxyoxan-2-yl)oxybenzoic acid

Details

• Internal ID: 3865dc7b-2fe0-4666-ae47-dc194bda6b33
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: 2-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-4-(3,4,5-trihydroxyoxan-2-yl)oxybenzoic acid
• SMILES (Canonical): C1C(C(C(C(O1)OC2=CC(=C(C(=C2)O)C(=O)O)CCC3=CC=C(C=C3)O)O)O)O
• SMILES (Isomeric): C1C(C(C(C(O1)OC2=CC(=C(C(=C2)O)C(=O)O)CCC3=CC=C(C=C3)O)O)O)O
• InChI: InChI=1S/C20H22O9/c21-12-5-2-10(3-6-12)1-4-11-7-13(8-14(22)16(11)19(26)27)29-20-18(25)17(24)15(23)9-28-20/h2-3,5-8,15,17-18,20-25H,1,4,9H2,(H,26,27)
• InChI Key: ORXNXXPOXDISDY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₉
• Molecular Weight: 406.40 g/mol
• Exact Mass: 406.12638228 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.40
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6880	68.80%
Caco-2	-	0.9094	90.94%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7518	75.18%
OATP2B1 inhibitior	-	0.5600	56.00%
OATP1B1 inhibitior	+	0.9396	93.96%
OATP1B3 inhibitior	+	0.8248	82.48%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6820	68.20%
P-glycoprotein inhibitior	-	0.6774	67.74%
P-glycoprotein substrate	-	0.7059	70.59%
CYP3A4 substrate	+	0.5568	55.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.8601	86.01%
CYP2C9 inhibition	-	0.7243	72.43%
CYP2C19 inhibition	-	0.8700	87.00%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.8980	89.80%
CYP2C8 inhibition	+	0.6838	68.38%
CYP inhibitory promiscuity	-	0.8754	87.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7233	72.33%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.8465	84.65%
Skin irritation	-	0.7981	79.81%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6081	60.81%
Micronuclear	-	0.5508	55.08%
Hepatotoxicity	-	0.6447	64.47%
skin sensitisation	-	0.8187	81.87%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8548	85.48%
Acute Oral Toxicity (c)	III	0.7705	77.05%
Estrogen receptor binding	+	0.8319	83.19%
Androgen receptor binding	+	0.5967	59.67%
Thyroid receptor binding	-	0.5072	50.72%
Glucocorticoid receptor binding	-	0.5556	55.56%
Aromatase binding	+	0.5470	54.70%
PPAR gamma	+	0.7753	77.53%
Honey bee toxicity	-	0.6863	68.63%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7368	73.68%

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	98.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.19%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.20%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.52%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.22%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.63%	97.09%
CHEMBL3194	P02766	Transthyretin	87.59%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.13%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.00%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.80%	95.89%
CHEMBL4208	P20618	Proteasome component C5	85.72%	90.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.24%	94.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.01%	96.09%
CHEMBL2535	P11166	Glucose transporter	83.42%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.07%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.86%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.76%	83.57%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.68%	99.15%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.52%	85.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.11%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.33%	94.73%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.19%	95.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.12%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.04%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.84%	91.71%

Plants that contains it

• Tragopogon porrifolius

Cross-Links

• PubChem: 72983757
• LOTUS: LTS0144893
• wikiData: Q105198558