(E)-3-[3-[[(Z)-1-Carboxy-2-(3,4-dihydroxyphenyl)ethenyl]oxy]-4-hydroxyphenyl]propenoic acid 1-[(R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethyl] ester

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	1b994859-9aa2-4ce9-b547-1f0fb980cb3b
Taxonomy	Benzenoids > Benzene and substituted derivatives > Phenylpyruvic acid derivatives
IUPAC Name	(2R)-2-[(E)-3-[3-[(Z)-1-carboxy-2-(3,4-dihydroxyphenyl)ethenoxy]-4-hydroxyphenyl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
SMILES (Canonical)	C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)OC(=CC3=CC(=C(C=C3)O)O)C(=O)O)O)O
SMILES (Isomeric)	C1=CC(=C(C=C1C[C@H](C(=O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O/C(=C\C3=CC(=C(C=C3)O)O)/C(=O)O)O)O
InChI	InChI=1S/C27H22O12/c28-17-5-2-15(9-20(17)31)12-23(26(34)35)38-22-11-14(1-7-19(22)30)4-8-25(33)39-24(27(36)37)13-16-3-6-18(29)21(32)10-16/h1-12,24,28-32H,13H2,(H,34,35)(H,36,37)/b8-4+,23-12-/t24-/m1/s1
InChI Key	HFTLCJIFEZUOCR-RAXODLQLSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₂₂O₁₂
Molecular Weight	538.50 g/mol
Exact Mass	538.11112613 g/mol
Topological Polar Surface Area (TPSA)	211.00 Å²
XlogP	3.70
Atomic LogP (AlogP)	2.97
H-Bond Acceptor	10
H-Bond Donor	7
Rotatable Bonds	10

Synonyms

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(2R)-2-[(E)-3-[3-[(Z)-1-carboxy-2-(3,4-dihydroxyphenyl)vinyloxy]-4-hydroxy-phenyl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid

(E)-3-[3-[[(Z)-1-Carboxy-2-(3,4-dihydroxyphenyl)ethenyl]oxy]-4-hydroxyphenyl]propenoic acid 1-[(R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethyl] ester

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9019	90.19%
Caco-2	-	0.9287	92.87%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8430	84.30%
OATP2B1 inhibitior	-	0.5622	56.22%
OATP1B1 inhibitior	+	0.9240	92.40%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7168	71.68%
P-glycoprotein inhibitior	+	0.6468	64.68%
P-glycoprotein substrate	-	0.7686	76.86%
CYP3A4 substrate	+	0.5226	52.26%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.8691	86.91%
CYP2C9 inhibition	-	0.7936	79.36%
CYP2C19 inhibition	-	0.8630	86.30%
CYP2D6 inhibition	-	0.8998	89.98%
CYP1A2 inhibition	-	0.5421	54.21%
CYP2C8 inhibition	+	0.7260	72.60%
CYP inhibitory promiscuity	-	0.7451	74.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7941	79.41%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8127	81.27%
Skin irritation	-	0.7319	73.19%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4623	46.23%
Micronuclear	+	0.7218	72.18%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8787	87.87%
Acute Oral Toxicity (c)	III	0.6609	66.09%
Estrogen receptor binding	+	0.6415	64.15%
Androgen receptor binding	+	0.8247	82.47%
Thyroid receptor binding	+	0.5514	55.14%
Glucocorticoid receptor binding	+	0.6200	62.00%
Aromatase binding	-	0.6116	61.16%
PPAR gamma	+	0.6115	61.15%
Honey bee toxicity	-	0.6835	68.35%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.40%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.54%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.76%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.51%	96.00%
CHEMBL3194	P02766	Transthyretin	93.86%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.65%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.54%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.49%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.43%	95.17%
CHEMBL1255126	O15151	Protein Mdm4	88.18%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.76%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.72%	95.50%
CHEMBL2581	P07339	Cathepsin D	87.23%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.18%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.48%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.71%	96.95%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.51%	92.68%
CHEMBL4208	P20618	Proteasome component C5	80.75%	90.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.