[(2R,3R,4R,5S,6S)-2-[2-[2,4-dihydroxy-6-[(4-hydroxyphenyl)methoxy]phenyl]-2-oxoethoxy]-5-hydroxy-3-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-6-methyloxan-4-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 39b03141-a4f5-4984-9e92-b610af86c935
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [(2R,3R,4R,5S,6S)-2-[2-[2,4-dihydroxy-6-[(4-hydroxyphenyl)methoxy]phenyl]-2-oxoethoxy]-5-hydroxy-3-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-6-methyloxan-4-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C39H36O14/c1-22-36(48)37(52-33(46)16-8-23-2-10-26(40)11-3-23)38(53-34(47)17-9-24-4-12-27(41)13-5-24)39(51-22)50-21-31(45)35-30(44)18-29(43)19-32(35)49-20-25-6-14-28(42)15-7-25/h2-19,22,36-44,48H,20-21H2,1H3/b16-8-,17-9-/t22-,36-,37+,38+,39+/m0/s1
• InChI Key: QXUNGRHXORFDRJ-XRSFSJJUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₆O₁₄
• Molecular Weight: 728.70 g/mol
• Exact Mass: 728.21050582 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.35
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5593	55.93%
Caco-2	-	0.8801	88.01%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7236	72.36%
OATP2B1 inhibitior	-	0.7130	71.30%
OATP1B1 inhibitior	+	0.8614	86.14%
OATP1B3 inhibitior	+	0.8924	89.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9450	94.50%
P-glycoprotein inhibitior	+	0.7659	76.59%
P-glycoprotein substrate	-	0.5603	56.03%
CYP3A4 substrate	+	0.6358	63.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8771	87.71%
CYP3A4 inhibition	-	0.7941	79.41%
CYP2C9 inhibition	+	0.6247	62.47%
CYP2C19 inhibition	-	0.6292	62.92%
CYP2D6 inhibition	-	0.8816	88.16%
CYP1A2 inhibition	-	0.8467	84.67%
CYP2C8 inhibition	+	0.8494	84.94%
CYP inhibitory promiscuity	+	0.6372	63.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9428	94.28%
Carcinogenicity (trinary)	Non-required	0.6640	66.40%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9028	90.28%
Skin irritation	-	0.8625	86.25%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6337	63.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7401	74.01%
Micronuclear	+	0.5807	58.07%
Hepatotoxicity	-	0.6801	68.01%
skin sensitisation	-	0.8253	82.53%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8777	87.77%
Acute Oral Toxicity (c)	III	0.7685	76.85%
Estrogen receptor binding	+	0.8253	82.53%
Androgen receptor binding	+	0.7707	77.07%
Thyroid receptor binding	+	0.5702	57.02%
Glucocorticoid receptor binding	+	0.7140	71.40%
Aromatase binding	-	0.5207	52.07%
PPAR gamma	+	0.7176	71.76%
Honey bee toxicity	-	0.7802	78.02%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6345	63.45%
Fish aquatic toxicity	+	0.9471	94.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.17%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.02%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.13%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.11%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.96%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.86%	89.00%
CHEMBL4208	P20618	Proteasome component C5	94.60%	90.00%
CHEMBL3194	P02766	Transthyretin	93.90%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.03%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.94%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.44%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	92.27%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.34%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.92%	95.56%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.69%	97.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.20%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.82%	94.45%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.24%	89.67%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.57%	96.95%

Plants that contains it

• Platanus occidentalis

Cross-Links

• PubChem: 46879025
• LOTUS: LTS0017476
• wikiData: Q105229905