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

Details

• Internal ID: b41bf2dd-2cfb-4fcb-b8f7-ad8f3341d969
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: [4,5-dihydroxy-2-[3-hydroxy-5-[2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): COC1=C(C=C(C=C1)C=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): COC1=C(C=C(C=C1)C=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/C28H28O13/c1-38-21-5-4-13(8-18(21)31)2-3-14-6-16(30)11-17(7-14)39-28-26(25(36)24(35)22(12-29)40-28)41-27(37)15-9-19(32)23(34)20(33)10-15/h2-11,22,24-26,28-36H,12H2,1H3
• InChI Key: DBHYLGJAFYCFGS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₈O₁₃
• Molecular Weight: 572.50 g/mol
• Exact Mass: 572.15299094 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6070	60.70%
Caco-2	-	0.8848	88.48%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6113	61.13%
OATP2B1 inhibitior	-	0.5624	56.24%
OATP1B1 inhibitior	+	0.8099	80.99%
OATP1B3 inhibitior	+	0.9735	97.35%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7706	77.06%
P-glycoprotein inhibitior	+	0.6126	61.26%
P-glycoprotein substrate	-	0.6950	69.50%
CYP3A4 substrate	+	0.6334	63.34%
CYP2C9 substrate	-	0.6141	61.41%
CYP2D6 substrate	-	0.8445	84.45%
CYP3A4 inhibition	-	0.8029	80.29%
CYP2C9 inhibition	-	0.8622	86.22%
CYP2C19 inhibition	-	0.8645	86.45%
CYP2D6 inhibition	-	0.9104	91.04%
CYP1A2 inhibition	-	0.8780	87.80%
CYP2C8 inhibition	+	0.7636	76.36%
CYP inhibitory promiscuity	-	0.5991	59.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7362	73.62%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8867	88.67%
Skin irritation	-	0.8263	82.63%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8762	87.62%
Micronuclear	+	0.5933	59.33%
Hepatotoxicity	-	0.7300	73.00%
skin sensitisation	-	0.8536	85.36%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.9237	92.37%
Acute Oral Toxicity (c)	III	0.7589	75.89%
Estrogen receptor binding	+	0.7313	73.13%
Androgen receptor binding	+	0.6053	60.53%
Thyroid receptor binding	+	0.5592	55.92%
Glucocorticoid receptor binding	+	0.5754	57.54%
Aromatase binding	-	0.5469	54.69%
PPAR gamma	+	0.6277	62.77%
Honey bee toxicity	-	0.7785	77.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8307	83.07%

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	99.06%	91.11%
CHEMBL3194	P02766	Transthyretin	98.23%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.63%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.95%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.57%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.32%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.27%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.65%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.14%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.95%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.72%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.31%	95.89%
CHEMBL4208	P20618	Proteasome component C5	86.85%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.70%	86.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.41%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.27%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.25%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.05%	97.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.92%	80.78%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.14%	94.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.13%	83.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.29%	96.95%

Plants that contains it

• Rheum rhabarbarum

Cross-Links

• PubChem: 85110958
• LOTUS: LTS0006178
• wikiData: Q104974402