[4,5-Dihydroxy-2-[3-hydroxy-5-[2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 1ef2b49d-e7fd-4880-b0b5-bfd1b29a42e4
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: [4,5-dihydroxy-2-[3-hydroxy-5-[2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC2=CC(=CC(=C2)OC3C(C(C(C(O3)CO)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC2=CC(=CC(=C2)OC3C(C(C(C(O3)CO)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)O
• InChI: InChI=1S/C27H26O12/c28-12-21-23(34)24(35)25(39-26(36)15-9-19(31)22(33)20(32)10-15)27(38-21)37-18-8-14(7-17(30)11-18)2-1-13-3-5-16(29)6-4-13/h1-11,21,23-25,27-35H,12H2
• InChI Key: FRCZCWMUKGVPEF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₆O₁₂
• Molecular Weight: 542.50 g/mol
• Exact Mass: 542.14242626 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6182	61.82%
Caco-2	-	0.9055	90.55%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6013	60.13%
OATP2B1 inhibitior	-	0.5552	55.52%
OATP1B1 inhibitior	+	0.7662	76.62%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6756	67.56%
P-glycoprotein inhibitior	+	0.5768	57.68%
P-glycoprotein substrate	-	0.8458	84.58%
CYP3A4 substrate	+	0.6014	60.14%
CYP2C9 substrate	-	0.6098	60.98%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8632	86.32%
CYP2C19 inhibition	-	0.8903	89.03%
CYP2D6 inhibition	-	0.9150	91.50%
CYP1A2 inhibition	-	0.9266	92.66%
CYP2C8 inhibition	+	0.7244	72.44%
CYP inhibitory promiscuity	-	0.6278	62.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7420	74.20%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.8436	84.36%
Skin irritation	-	0.8211	82.11%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8325	83.25%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.7675	76.75%
skin sensitisation	-	0.7646	76.46%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8992	89.92%
Acute Oral Toxicity (c)	III	0.6845	68.45%
Estrogen receptor binding	+	0.7785	77.85%
Androgen receptor binding	+	0.7213	72.13%
Thyroid receptor binding	+	0.5831	58.31%
Glucocorticoid receptor binding	+	0.6022	60.22%
Aromatase binding	+	0.5253	52.53%
PPAR gamma	+	0.6802	68.02%
Honey bee toxicity	-	0.7465	74.65%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9057	90.57%

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	99.49%	91.11%
CHEMBL3194	P02766	Transthyretin	98.51%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.14%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.90%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.07%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.98%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	91.93%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.43%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.51%	95.64%
CHEMBL2581	P07339	Cathepsin D	88.03%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.64%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.32%	97.09%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.10%	85.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.80%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.65%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	85.36%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.76%	96.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.41%	89.67%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	84.38%	97.53%
CHEMBL4208	P20618	Proteasome component C5	83.99%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.30%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.27%	91.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.81%	83.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.65%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.80%	96.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.70%	80.78%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.47%	95.83%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73119669
• LOTUS: LTS0127135
• wikiData: Q105000103