2-(3,4-Dihydroxyphenyl)-3-[[2-O-[2-O-[(E)-3-(3,4-dihydroxyphenyl)acryloyl]-alpha-L-arabinopyranosyl]-beta-D-galactopyranosyl]oxy]-5-hydroxy-7-(beta-D-glucopyranosyloxy)-4H-1-benzopyran-4-one

Details

• Internal ID: f7c13b34-ddb4-4e7a-bc51-1f2872489520
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4S,5S)-2-[(2S,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC(=C(C=C6)O)O)CO)O)O)OC(=O)C=CC7=CC(=C(C=C7)O)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2OC3=C(OC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=CC(=C(C=C6)O)O)CO)O)O)OC(=O)/C=C/C7=CC(=C(C=C7)O)O)O)O
• InChI: InChI=1S/C41H44O24/c42-11-24-29(52)32(55)34(57)39(61-24)59-16-9-21(48)27-23(10-16)60-35(15-3-5-18(45)20(47)8-15)36(31(27)54)64-41-38(33(56)30(53)25(12-43)62-41)65-40-37(28(51)22(49)13-58-40)63-26(50)6-2-14-1-4-17(44)19(46)7-14/h1-10,22,24-25,28-30,32-34,37-49,51-53,55-57H,11-13H2/b6-2+/t22-,24+,25+,28-,29+,30-,32-,33-,34+,37+,38+,39+,40-,41-/m0/s1
• InChI Key: OFQWLDJQLTUOPM-FLQGFQTKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₄O₂₄
• Molecular Weight: 920.80 g/mol
• Exact Mass: 920.22225227 g/mol
• Topological Polar Surface Area (TPSA): 391.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -2.93
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8817	88.17%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Nucleus	0.4543	45.43%
OATP2B1 inhibitior	-	0.7118	71.18%
OATP1B1 inhibitior	+	0.8941	89.41%
OATP1B3 inhibitior	+	0.9704	97.04%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7450	74.50%
P-glycoprotein inhibitior	+	0.7084	70.84%
P-glycoprotein substrate	+	0.5715	57.15%
CYP3A4 substrate	+	0.7091	70.91%
CYP2C9 substrate	-	0.8109	81.09%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.9104	91.04%
CYP2C9 inhibition	-	0.9395	93.95%
CYP2C19 inhibition	-	0.9169	91.69%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	-	0.9398	93.98%
CYP2C8 inhibition	+	0.8521	85.21%
CYP inhibitory promiscuity	-	0.8926	89.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6867	68.67%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.8307	83.07%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6919	69.19%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.7037	70.37%
skin sensitisation	-	0.8712	87.12%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9843	98.43%
Acute Oral Toxicity (c)	III	0.4396	43.96%
Estrogen receptor binding	+	0.7653	76.53%
Androgen receptor binding	+	0.6481	64.81%
Thyroid receptor binding	+	0.5496	54.96%
Glucocorticoid receptor binding	-	0.4747	47.47%
Aromatase binding	+	0.5507	55.07%
PPAR gamma	+	0.7259	72.59%
Honey bee toxicity	-	0.6462	64.62%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9028	90.28%

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	99.89%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.65%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.62%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.98%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.78%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.17%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.68%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.92%	96.00%
CHEMBL3194	P02766	Transthyretin	91.64%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.49%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.34%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.98%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.89%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.75%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.71%	86.92%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.45%	80.78%
CHEMBL4208	P20618	Proteasome component C5	87.61%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.42%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	86.92%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.47%	95.78%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.23%	97.28%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.31%	95.83%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.38%	97.33%

Plants that contains it

• Helleborus viridis
• Iris tectorum

Cross-Links

• PubChem: 21579172
• NPASS: NPC58762
• LOTUS: LTS0180580
• wikiData: Q105191344