Methyl 3-(3,4-dihydroxyphenyl)-2-[4-[3-[2-(3,4-dihydroxyphenyl)ethenoxy]-3-oxoprop-1-enyl]-2-hydroxyphenoxy]prop-2-enoate

Details

• Internal ID: 1f0d9c97-9d72-4dbf-91ab-70709b754a0f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpyruvic acid derivatives
• IUPAC Name: methyl 3-(3,4-dihydroxyphenyl)-2-[4-[3-[2-(3,4-dihydroxyphenyl)ethenoxy]-3-oxoprop-1-enyl]-2-hydroxyphenoxy]prop-2-enoate
• InChI: InChI=1S/C27H22O10/c1-35-27(34)25(15-18-3-7-20(29)22(31)14-18)37-24-8-4-16(13-23(24)32)5-9-26(33)36-11-10-17-2-6-19(28)21(30)12-17/h2-15,28-32H,1H3
• InChI Key: QTWJTZJHMWBPEU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₂O₁₀
• Molecular Weight: 506.50 g/mol
• Exact Mass: 506.12129689 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9710	97.10%
Caco-2	-	0.8451	84.51%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8503	85.03%
OATP2B1 inhibitior	-	0.7127	71.27%
OATP1B1 inhibitior	+	0.9403	94.03%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	+	0.6200	62.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8282	82.82%
P-glycoprotein inhibitior	+	0.7269	72.69%
P-glycoprotein substrate	-	0.7517	75.17%
CYP3A4 substrate	+	0.5338	53.38%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	-	0.9102	91.02%
CYP2C9 inhibition	+	0.6235	62.35%
CYP2C19 inhibition	-	0.5798	57.98%
CYP2D6 inhibition	-	0.9022	90.22%
CYP1A2 inhibition	+	0.6735	67.35%
CYP2C8 inhibition	+	0.6717	67.17%
CYP inhibitory promiscuity	-	0.6996	69.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6989	69.89%
Carcinogenicity (trinary)	Non-required	0.5388	53.88%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.8039	80.39%
Skin irritation	-	0.6806	68.06%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4421	44.21%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.6226	62.26%
skin sensitisation	-	0.7828	78.28%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.5783	57.83%
Acute Oral Toxicity (c)	IV	0.5975	59.75%
Estrogen receptor binding	+	0.7866	78.66%
Androgen receptor binding	+	0.8429	84.29%
Thyroid receptor binding	+	0.6117	61.17%
Glucocorticoid receptor binding	+	0.8222	82.22%
Aromatase binding	+	0.5347	53.47%
PPAR gamma	+	0.6515	65.15%
Honey bee toxicity	-	0.7220	72.20%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	98.49%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.17%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.64%	86.33%
CHEMBL3194	P02766	Transthyretin	91.36%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.05%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.40%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.65%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.36%	99.17%
CHEMBL4208	P20618	Proteasome component C5	86.04%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.54%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.39%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.58%	89.62%

Plants that contains it

• Cordia sebestena

Cross-Links

• PubChem: 75578562
• LOTUS: LTS0111027
• wikiData: Q105227954