2-(3,5-Dihydroxyphenyl)ethenyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 1d809975-593c-400b-a95b-eba40b678d77
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: 2-(3,5-dihydroxyphenyl)ethenyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=C(C=C1C=CC(=O)OC=CC2=CC(=CC(=C2)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C=CC(=O)OC=CC2=CC(=CC(=C2)O)O)O)O
• InChI: InChI=1S/C17H14O6/c18-13-7-12(8-14(19)10-13)5-6-23-17(22)4-2-11-1-3-15(20)16(21)9-11/h1-10,18-21H
• InChI Key: FOWPKLFOIDTRMY-UHFFFAOYSA-N
• Popularity: 0 references 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: 2.70
• 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	+	0.9374	93.74%
Caco-2	-	0.7051	70.51%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6575	65.75%
OATP2B1 inhibitior	-	0.5793	57.93%
OATP1B1 inhibitior	+	0.9680	96.80%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	+	0.6200	62.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	+	0.6937	69.37%
P-glycoprotein inhibitior	-	0.7454	74.54%
P-glycoprotein substrate	-	0.9669	96.69%
CYP3A4 substrate	-	0.5936	59.36%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8578	85.78%
CYP3A4 inhibition	-	0.6711	67.11%
CYP2C9 inhibition	-	0.6697	66.97%
CYP2C19 inhibition	-	0.8871	88.71%
CYP2D6 inhibition	-	0.9621	96.21%
CYP1A2 inhibition	-	0.5114	51.14%
CYP2C8 inhibition	+	0.5305	53.05%
CYP inhibitory promiscuity	-	0.5258	52.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8266	82.66%
Carcinogenicity (trinary)	Non-required	0.6271	62.71%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.9228	92.28%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5666	56.66%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.7101	71.01%
skin sensitisation	+	0.7888	78.88%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6637	66.37%
Acute Oral Toxicity (c)	III	0.7345	73.45%
Estrogen receptor binding	+	0.9396	93.96%
Androgen receptor binding	+	0.8547	85.47%
Thyroid receptor binding	+	0.6784	67.84%
Glucocorticoid receptor binding	+	0.6829	68.29%
Aromatase binding	+	0.6031	60.31%
PPAR gamma	+	0.8336	83.36%
Honey bee toxicity	-	0.7821	78.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9945	99.45%

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	98.45%	91.11%
CHEMBL3194	P02766	Transthyretin	96.23%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	95.59%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.22%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.16%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.06%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.63%	89.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.69%	80.78%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.36%	96.12%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.94%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.72%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.95%	99.17%
CHEMBL4208	P20618	Proteasome component C5	81.16%	90.00%

Plants that contains it

• Perilla frutescens
• Plectranthus crassus

Cross-Links

• PubChem: 78384838
• LOTUS: LTS0172102
• wikiData: Q104999005