[(2R,3R,4S,5R,6S)-6-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-3,5-dihydroxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 50e1ea75-cb35-4fee-88af-9dfab17a54c1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-6-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-3,5-dihydroxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-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)O)OC(=O)C=CC6=CC=C(C=C6)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC=C(C=C3)C4=CC(=O)C5=C(C=C(C=C5O4)O)O)O)OC(=O)/C=C/C6=CC=C(C=C6)O)O)O
• InChI: InChI=1S/C39H32O14/c40-24-9-1-21(2-10-24)5-15-33(45)49-20-32-36(47)38(53-34(46)16-6-22-3-11-25(41)12-4-22)37(48)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/b15-5+,16-6+/t32-,36-,37-,38+,39-/m1/s1
• InChI Key: KGUYZFIFTBETEA-AVMIHGAISA-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	+	0.8435	84.35%
Caco-2	-	0.8846	88.46%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6410	64.10%
OATP2B1 inhibitior	-	0.5654	56.54%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.8074	80.74%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7816	78.16%
P-glycoprotein inhibitior	+	0.7442	74.42%
P-glycoprotein substrate	-	0.6011	60.11%
CYP3A4 substrate	+	0.6786	67.86%
CYP2C9 substrate	-	0.8064	80.64%
CYP2D6 substrate	-	0.8738	87.38%
CYP3A4 inhibition	-	0.8881	88.81%
CYP2C9 inhibition	-	0.8094	80.94%
CYP2C19 inhibition	-	0.8819	88.19%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.9560	95.60%
CYP2C8 inhibition	+	0.8652	86.52%
CYP inhibitory promiscuity	-	0.6298	62.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6086	60.86%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.7917	79.17%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4112	41.12%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8672	86.72%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9529	95.29%
Acute Oral Toxicity (c)	III	0.5161	51.61%
Estrogen receptor binding	+	0.7732	77.32%
Androgen receptor binding	+	0.8081	80.81%
Thyroid receptor binding	+	0.5763	57.63%
Glucocorticoid receptor binding	+	0.6280	62.80%
Aromatase binding	+	0.5447	54.47%
PPAR gamma	+	0.7315	73.15%
Honey bee toxicity	-	0.6670	66.70%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9494	94.94%

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	99.69%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.20%	89.00%
CHEMBL3194	P02766	Transthyretin	97.97%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	97.40%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.20%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.03%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.38%	99.15%
CHEMBL2581	P07339	Cathepsin D	92.04%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.93%	86.92%
CHEMBL242	Q92731	Estrogen receptor beta	91.79%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.03%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.72%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.85%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.49%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.41%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.35%	95.78%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.77%	96.12%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	87.62%	97.03%
CHEMBL3401	O75469	Pregnane X receptor	87.49%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.34%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.67%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.00%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.78%	96.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.11%	97.28%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.12%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.19%	90.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.75%	92.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.98%	96.09%
CHEMBL2039	P27338	Monoamine oxidase B	80.00%	92.51%

Plants that contains it

• Marrubium anisodon

Cross-Links

• PubChem: 44245041
• LOTUS: LTS0229316
• wikiData: Q105140985