[(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]oxan-4-yl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 96c67364-ef5c-4af4-992c-d8fe7000b666
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
• IUPAC Name: [(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]oxan-4-yl] 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)OC(=O)C=CC6=CC=C(C=C6)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)OC(=O)C=CC6=CC=C(C=C6)O)O)O
• InChI: InChI=1S/C40H34O16/c1-51-28-16-21(4-13-26(28)44)6-14-31(46)52-19-30-34(48)38(55-32(47)15-5-20-2-9-23(41)10-3-20)36(50)40(54-30)56-39-35(49)33-27(45)17-25(43)18-29(33)53-37(39)22-7-11-24(42)12-8-22/h2-18,30,34,36,38,40-45,48,50H,19H2,1H3/b14-6+,15-5?/t30-,34-,36-,38+,40+/m1/s1
• InChI Key: XPIXCPCSKJDZLU-RDBZGAMASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₃₄O₁₆
• Molecular Weight: 770.70 g/mol
• Exact Mass: 770.18468499 g/mol
• Topological Polar Surface Area (TPSA): 248.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8742	87.42%
Caco-2	-	0.8860	88.60%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6061	60.61%
OATP2B1 inhibitior	+	0.5726	57.26%
OATP1B1 inhibitior	+	0.8530	85.30%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8870	88.70%
P-glycoprotein inhibitior	+	0.7623	76.23%
P-glycoprotein substrate	+	0.5627	56.27%
CYP3A4 substrate	+	0.7003	70.03%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.8514	85.14%
CYP2C9 inhibition	-	0.5426	54.26%
CYP2C19 inhibition	-	0.7549	75.49%
CYP2D6 inhibition	-	0.9312	93.12%
CYP1A2 inhibition	-	0.9240	92.40%
CYP2C8 inhibition	+	0.9097	90.97%
CYP inhibitory promiscuity	-	0.5458	54.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6158	61.58%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9012	90.12%
Skin irritation	-	0.8147	81.47%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6065	60.65%
Human Ether-a-go-go-Related Gene inhibition	+	0.7292	72.92%
Micronuclear	+	0.7492	74.92%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8776	87.76%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9513	95.13%
Acute Oral Toxicity (c)	III	0.6251	62.51%
Estrogen receptor binding	+	0.7724	77.24%
Androgen receptor binding	+	0.7941	79.41%
Thyroid receptor binding	+	0.5241	52.41%
Glucocorticoid receptor binding	+	0.6405	64.05%
Aromatase binding	-	0.4887	48.87%
PPAR gamma	+	0.6830	68.30%
Honey bee toxicity	-	0.7278	72.78%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9267	92.67%

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	99.59%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.77%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.80%	86.33%
CHEMBL3194	P02766	Transthyretin	96.66%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.02%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.20%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	95.12%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.33%	96.00%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	94.30%	97.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.18%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.73%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.05%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.03%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	88.24%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.97%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.78%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.70%	99.15%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	84.04%	98.21%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.33%	95.78%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.82%	89.62%
CHEMBL4208	P20618	Proteasome component C5	82.46%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.36%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.81%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.21%	94.33%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.90%	80.78%
CHEMBL5255	O00206	Toll-like receptor 4	80.28%	92.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.18%	97.28%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.12%	86.92%

Plants that contains it

• Stenochlaena palustris

Cross-Links

• PubChem: 162987625
• LOTUS: LTS0049138
• wikiData: Q105338444