[(2S,3S,4R,5S,6R)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-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: e863c782-dedf-46f7-9fa1-8a0105d789ed
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
• IUPAC Name: [(2S,3S,4R,5S,6R)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-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=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): C1=CC(=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=C/C6=CC=C(C=C6)O)O)O
• InChI: InChI=1S/C39H32O15/c40-23-9-1-20(2-10-23)5-15-30(45)50-19-29-33(47)37(53-31(46)16-6-21-3-11-24(41)12-4-21)35(49)39(52-29)54-38-34(48)32-27(44)17-26(43)18-28(32)51-36(38)22-7-13-25(42)14-8-22/h1-18,29,33,35,37,39-44,47,49H,19H2/b15-5+,16-6+/t29-,33-,35-,37+,39+/m0/s1
• InChI Key: NFSCOXCDAAETPI-WJIUUTPXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₂O₁₅
• Molecular Weight: 740.70 g/mol
• Exact Mass: 740.17412031 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8554	85.54%
Caco-2	-	0.8961	89.61%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5982	59.82%
OATP2B1 inhibitior	-	0.7014	70.14%
OATP1B1 inhibitior	+	0.8500	85.00%
OATP1B3 inhibitior	-	0.2469	24.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7845	78.45%
P-glycoprotein inhibitior	+	0.7496	74.96%
P-glycoprotein substrate	-	0.5687	56.87%
CYP3A4 substrate	+	0.6754	67.54%
CYP2C9 substrate	-	0.8064	80.64%
CYP2D6 substrate	-	0.8738	87.38%
CYP3A4 inhibition	-	0.8729	87.29%
CYP2C9 inhibition	-	0.6504	65.04%
CYP2C19 inhibition	-	0.7771	77.71%
CYP2D6 inhibition	-	0.9459	94.59%
CYP1A2 inhibition	-	0.9402	94.02%
CYP2C8 inhibition	+	0.8954	89.54%
CYP inhibitory promiscuity	-	0.5955	59.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6845	68.45%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8897	88.97%
Skin irritation	-	0.7949	79.49%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4103	41.03%
Micronuclear	+	0.7492	74.92%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8422	84.22%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9370	93.70%
Acute Oral Toxicity (c)	III	0.4538	45.38%
Estrogen receptor binding	+	0.7598	75.98%
Androgen receptor binding	+	0.8107	81.07%
Thyroid receptor binding	+	0.5199	51.99%
Glucocorticoid receptor binding	+	0.6067	60.67%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6966	69.66%
Honey bee toxicity	-	0.7333	73.33%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9610	96.10%

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	99.47%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.55%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.70%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	97.40%	91.49%
CHEMBL3194	P02766	Transthyretin	96.45%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.70%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.08%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.59%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.99%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.92%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.49%	94.73%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.09%	96.12%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.37%	96.09%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	88.21%	97.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.23%	96.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.13%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.86%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.81%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.69%	99.15%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.42%	97.28%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.41%	95.89%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	80.35%	88.00%

Plants that contains it

• Abies spectabilis

Cross-Links

• PubChem: 163193397
• LOTUS: LTS0264832
• wikiData: Q105178643