[6-[4-(5,7-Dihydroxy-4-oxochromen-2-yl)phenoxy]-3,4-dihydroxy-5-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 828bb8c1-ec35-44c3-b770-489db701f491
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [6-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-3,4-dihydroxy-5-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=CC=C(C=C3)C4=CC(=O)C5=C(C=C(C=C5O4)O)O)OC(=O)C=CC6=CC=C(C=C6)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=CC=C(C=C3)C4=CC(=O)C5=C(C=C(C=C5O4)O)O)OC(=O)C=CC6=CC=C(C=C6)O)O)O)O
• InChI: InChI=1S/C39H32O14/c40-24-9-1-21(2-10-24)5-15-33(45)49-20-32-36(47)37(48)38(53-34(46)16-6-22-3-11-25(41)12-4-22)39(52-32)50-27-13-7-23(8-14-27)30-19-29(44)35-28(43)17-26(42)18-31(35)51-30/h1-19,32,36-43,47-48H,20H2
• InChI Key: CGRSWPSYXURRMV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₂O₁₄
• Molecular Weight: 724.70 g/mol
• Exact Mass: 724.17920569 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4948	49.48%
Caco-2	-	0.8882	88.82%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.5652	56.52%
OATP1B1 inhibitior	+	0.8801	88.01%
OATP1B3 inhibitior	+	0.9683	96.83%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8673	86.73%
P-glycoprotein inhibitior	+	0.7375	73.75%
P-glycoprotein substrate	-	0.6135	61.35%
CYP3A4 substrate	+	0.6719	67.19%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.9058	90.58%
CYP2C9 inhibition	-	0.9011	90.11%
CYP2C19 inhibition	-	0.9145	91.45%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.9451	94.51%
CYP2C8 inhibition	+	0.8579	85.79%
CYP inhibitory promiscuity	-	0.7904	79.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6179	61.79%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.7092	70.92%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9785	97.85%
Acute Oral Toxicity (c)	III	0.4520	45.20%
Estrogen receptor binding	+	0.7585	75.85%
Androgen receptor binding	+	0.8015	80.15%
Thyroid receptor binding	+	0.5794	57.94%
Glucocorticoid receptor binding	+	0.6180	61.80%
Aromatase binding	+	0.5311	53.11%
PPAR gamma	+	0.7569	75.69%
Honey bee toxicity	-	0.6783	67.83%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9582	95.82%

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	99.63%	91.11%
CHEMBL3194	P02766	Transthyretin	98.21%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.09%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.70%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.45%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.21%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.67%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.45%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	91.97%	98.35%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.38%	83.57%
CHEMBL2581	P07339	Cathepsin D	91.01%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.78%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.04%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.88%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.28%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.61%	91.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.10%	95.78%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.90%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.59%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	87.09%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.97%	96.00%
CHEMBL4208	P20618	Proteasome component C5	86.37%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.54%	95.50%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.78%	96.12%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.74%	97.28%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	84.57%	97.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.12%	95.89%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.30%	80.78%
CHEMBL5255	O00206	Toll-like receptor 4	82.13%	92.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.35%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.01%	96.95%

Plants that contains it

• Lycopodium clavatum

Cross-Links

• PubChem: 73829952
• LOTUS: LTS0186317
• wikiData: Q104958104