bis[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl] (1S,2S,3S,4S)-3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

Details

• Internal ID: 7aefadd7-82b3-402c-85d8-655474a79774
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: bis[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl] (1S,2S,3S,4S)-3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate
• SMILES (Canonical): C1=CC(=CC=C1C2C(C(C2C(=O)OCC3C(C(C(C(O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O)O)O)C(=O)OCC7C(C(C(C(O7)OC8=C(OC9=CC(=CC(=C9C8=O)O)O)C1=CC=C(C=C1)O)O)O)O)C1=CC=C(C=C1)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@H]2[C@@H]([C@@H]([C@H]2C(=O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O)O)O)C(=O)OC[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)OC8=C(OC9=CC(=CC(=C9C8=O)O)O)C1=CC=C(C=C1)O)O)O)O)C1=CC=C(C=C1)O)O
• InChI: InChI=1S/C60H52O26/c61-27-9-1-23(2-10-27)39-40(24-3-11-28(62)12-4-24)44(58(78)80-22-38-46(70)50(74)52(76)60(84-38)86-56-48(72)42-34(68)18-32(66)20-36(42)82-54(56)26-7-15-30(64)16-8-26)43(39)57(77)79-21-37-45(69)49(73)51(75)59(83-37)85-55-47(71)41-33(67)17-31(65)19-35(41)81-53(55)25-5-13-29(63)14-6-25/h1-20,37-40,43-46,49-52,59-70,73-76H,21-22H2/t37-,38-,39+,40+,43+,44+,45-,46-,49+,50+,51-,52-,59+,60+/m1/s1
• InChI Key: AOEGDCIKXAEIGZ-FYBDMPGGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₅₂O₂₆
• Molecular Weight: 1189.00 g/mol
• Exact Mass: 1188.27468176 g/mol
• Topological Polar Surface Area (TPSA): 425.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 26
• H-Bond Donor: 14
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6360	63.60%
Caco-2	-	0.8616	86.16%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6117	61.17%
OATP2B1 inhibitior	-	0.7166	71.66%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8291	82.91%
P-glycoprotein inhibitior	+	0.7377	73.77%
P-glycoprotein substrate	-	0.6094	60.94%
CYP3A4 substrate	+	0.6595	65.95%
CYP2C9 substrate	+	0.5572	55.72%
CYP2D6 substrate	-	0.8737	87.37%
CYP3A4 inhibition	-	0.9051	90.51%
CYP2C9 inhibition	-	0.8666	86.66%
CYP2C19 inhibition	-	0.8487	84.87%
CYP2D6 inhibition	-	0.9507	95.07%
CYP1A2 inhibition	-	0.9197	91.97%
CYP2C8 inhibition	+	0.8883	88.83%
CYP inhibitory promiscuity	-	0.8586	85.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6238	62.38%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.8294	82.94%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	+	0.6363	63.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6746	67.46%
Micronuclear	+	0.7133	71.33%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9020	90.20%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7205	72.05%
Acute Oral Toxicity (c)	III	0.4180	41.80%
Estrogen receptor binding	+	0.7230	72.30%
Androgen receptor binding	+	0.7497	74.97%
Thyroid receptor binding	+	0.5815	58.15%
Glucocorticoid receptor binding	+	0.5983	59.83%
Aromatase binding	+	0.6107	61.07%
PPAR gamma	+	0.7458	74.58%
Honey bee toxicity	-	0.7623	76.23%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9131	91.31%

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	99.26%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	99.14%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.67%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.73%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.97%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.41%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.91%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.83%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.38%	94.73%
CHEMBL3194	P02766	Transthyretin	89.99%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.61%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.87%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.87%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.96%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	86.04%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.44%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.41%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.76%	86.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.68%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.42%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.12%	95.50%

Plants that contains it

• Potentilla anserina

Cross-Links

• PubChem: 162873236
• LOTUS: LTS0011928
• wikiData: Q104915575