2-(3,4-Dihydroxyphenyl)ethenyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 4b91bc2b-ac41-4e1b-a037-17e247f41bb6
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: 2-(3,4-dihydroxyphenyl)ethenyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=C(C=C1C=CC(=O)OC=CC2=CC(=C(C=C2)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C=CC(=O)OC=CC2=CC(=C(C=C2)O)O)O)O
• InChI: InChI=1S/C17H14O6/c18-13-4-1-11(9-15(13)20)3-6-17(22)23-8-7-12-2-5-14(19)16(21)10-12/h1-10,18-21H
• InChI Key: GFZFUVWXGQWUGX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9753	97.53%
Caco-2	-	0.6964	69.64%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8231	82.31%
OATP2B1 inhibitior	-	0.5772	57.72%
OATP1B1 inhibitior	+	0.9661	96.61%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	+	0.6200	62.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6026	60.26%
P-glycoprotein inhibitior	-	0.8114	81.14%
P-glycoprotein substrate	-	0.9794	97.94%
CYP3A4 substrate	-	0.6447	64.47%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8578	85.78%
CYP3A4 inhibition	-	0.8507	85.07%
CYP2C9 inhibition	-	0.6841	68.41%
CYP2C19 inhibition	-	0.7503	75.03%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.6452	64.52%
CYP inhibitory promiscuity	-	0.6127	61.27%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7785	77.85%
Carcinogenicity (trinary)	Non-required	0.5237	52.37%
Eye corrosion	-	0.9784	97.84%
Eye irritation	+	0.9289	92.89%
Skin irritation	-	0.5122	51.22%
Skin corrosion	-	0.9701	97.01%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5576	55.76%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.6779	67.79%
skin sensitisation	+	0.7083	70.83%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7876	78.76%
Acute Oral Toxicity (c)	III	0.5873	58.73%
Estrogen receptor binding	+	0.9000	90.00%
Androgen receptor binding	+	0.8942	89.42%
Thyroid receptor binding	+	0.6655	66.55%
Glucocorticoid receptor binding	+	0.7190	71.90%
Aromatase binding	+	0.6527	65.27%
PPAR gamma	+	0.8338	83.38%
Honey bee toxicity	-	0.8379	83.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9965	99.65%

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	98.84%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.21%	91.49%
CHEMBL3194	P02766	Transthyretin	94.10%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.15%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.37%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.78%	95.56%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.20%	80.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.37%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.98%	99.15%
CHEMBL4208	P20618	Proteasome component C5	82.93%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.95%	99.17%

Plants that contains it

• Cordia sebestena
• Lavandula angustifolia
• Meehania urticifolia
• Orthosiphon aristatus
• Perilla frutescens
• Plectranthus crassus
• Salvia divinorum

Cross-Links

• PubChem: 78384837
• LOTUS: LTS0038661
• wikiData: Q105007909