[4,5-Dihydroxy-2-[3-[2-(4-hydroxyphenyl)ethenyl]-5-methoxyphenoxy]-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-3-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: d3237cd5-3003-4b7c-84c4-ddd6f4dfe4b5
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: [4,5-dihydroxy-2-[3-[2-(4-hydroxyphenyl)ethenyl]-5-methoxyphenoxy]-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-3-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=CC(=C3)OC)C=CC4=CC=C(C=C4)O)OC(=O)C=CC5=CC(=C(C=C5)O)OC)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=CC(=C3)OC)C=CC4=CC=C(C=C4)O)OC(=O)C=CC5=CC(=C(C=C5)O)OC)O)O)O)O)O
• InChI: InChI=1S/C37H42O15/c1-19-30(41)32(43)34(45)36(49-19)48-18-28-31(42)33(44)35(52-29(40)13-9-21-8-12-26(39)27(16-21)47-3)37(51-28)50-25-15-22(14-24(17-25)46-2)5-4-20-6-10-23(38)11-7-20/h4-17,19,28,30-39,41-45H,18H2,1-3H3
• InChI Key: CSWKRTAAWHZWCC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₂O₁₅
• Molecular Weight: 726.70 g/mol
• Exact Mass: 726.25237063 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6504	65.04%
Caco-2	-	0.8901	89.01%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6267	62.67%
OATP2B1 inhibitior	+	0.5639	56.39%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7863	78.63%
P-glycoprotein inhibitior	+	0.6519	65.19%
P-glycoprotein substrate	-	0.5154	51.54%
CYP3A4 substrate	+	0.6466	64.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.8314	83.14%
CYP2C9 inhibition	-	0.8898	88.98%
CYP2C19 inhibition	-	0.8691	86.91%
CYP2D6 inhibition	-	0.8654	86.54%
CYP1A2 inhibition	-	0.9039	90.39%
CYP2C8 inhibition	+	0.8036	80.36%
CYP inhibitory promiscuity	-	0.6453	64.53%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6755	67.55%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9147	91.47%
Skin irritation	-	0.8468	84.68%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6844	68.44%
Micronuclear	+	0.6066	60.66%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8793	87.93%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.9546	95.46%
Acute Oral Toxicity (c)	III	0.7403	74.03%
Estrogen receptor binding	+	0.8000	80.00%
Androgen receptor binding	-	0.5673	56.73%
Thyroid receptor binding	+	0.5948	59.48%
Glucocorticoid receptor binding	+	0.6571	65.71%
Aromatase binding	-	0.5464	54.64%
PPAR gamma	+	0.7365	73.65%
Honey bee toxicity	-	0.7349	73.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9054	90.54%

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	99.57%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.70%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.55%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.39%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.70%	89.00%
CHEMBL3194	P02766	Transthyretin	95.33%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.71%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.06%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	91.04%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.95%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.90%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.41%	89.62%
CHEMBL4208	P20618	Proteasome component C5	88.02%	90.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.68%	85.31%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.83%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.58%	97.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.67%	80.78%
CHEMBL226	P30542	Adenosine A1 receptor	81.18%	95.93%

Plants that contains it

• Eleutherococcus brachypus

Cross-Links

• PubChem: 162861266
• LOTUS: LTS0083797
• wikiData: Q104969628