[(2R,3R,4S,5R,6S)-4-acetyloxy-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: c079bb92-b14e-47a2-86c8-499696d3ecb7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-4-acetyloxy-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OC1C(C(OC(C1O)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)COC(=O)C=CC5=CC=C(C=C5)O)O
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H]([C@H](O[C@H]([C@@H]1O)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)COC(=O)/C=C/C5=CC=C(C=C5)O)O
• InChI: InChI=1S/C32H28O14/c1-15(33)43-30-26(39)23(14-42-24(38)11-4-16-2-7-18(34)8-3-16)45-32(28(30)41)46-31-27(40)25-21(37)12-20(36)13-22(25)44-29(31)17-5-9-19(35)10-6-17/h2-13,23,26,28,30,32,34-37,39,41H,14H2,1H3/b11-4+/t23-,26-,28-,30+,32+/m1/s1
• InChI Key: TUFROJTWZVLLLD-LFEHGPDLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₈O₁₄
• Molecular Weight: 636.60 g/mol
• Exact Mass: 636.14790556 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8757	87.57%
Caco-2	-	0.8931	89.31%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6837	68.37%
OATP2B1 inhibitior	-	0.8404	84.04%
OATP1B1 inhibitior	+	0.8458	84.58%
OATP1B3 inhibitior	+	0.8308	83.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8597	85.97%
P-glycoprotein inhibitior	+	0.7485	74.85%
P-glycoprotein substrate	-	0.5073	50.73%
CYP3A4 substrate	+	0.6888	68.88%
CYP2C9 substrate	-	0.8118	81.18%
CYP2D6 substrate	-	0.8795	87.95%
CYP3A4 inhibition	-	0.9005	90.05%
CYP2C9 inhibition	-	0.5817	58.17%
CYP2C19 inhibition	-	0.7798	77.98%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.9147	91.47%
CYP2C8 inhibition	+	0.8656	86.56%
CYP inhibitory promiscuity	-	0.5250	52.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6452	64.52%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.8134	81.34%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4526	45.26%
Micronuclear	+	0.7392	73.92%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8634	86.34%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8626	86.26%
Acute Oral Toxicity (c)	III	0.6012	60.12%
Estrogen receptor binding	+	0.7626	76.26%
Androgen receptor binding	+	0.8359	83.59%
Thyroid receptor binding	+	0.5292	52.92%
Glucocorticoid receptor binding	+	0.6862	68.62%
Aromatase binding	-	0.5447	54.47%
PPAR gamma	+	0.7201	72.01%
Honey bee toxicity	-	0.7402	74.02%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9624	96.24%

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	99.38%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.77%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	98.39%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.54%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.21%	86.33%
CHEMBL2581	P07339	Cathepsin D	97.19%	98.95%
CHEMBL3194	P02766	Transthyretin	93.57%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	93.37%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.35%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.85%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.61%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.98%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.55%	96.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.27%	95.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.02%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.27%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.47%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.17%	86.92%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.18%	96.12%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	80.95%	97.03%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.79%	94.80%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.59%	97.28%

Plants that contains it

• Quercus cerris

Cross-Links

• PubChem: 11262186
• LOTUS: LTS0108202
• wikiData: Q105264741