[2-(5,6-Dimethoxy-1-benzofuran-2-yl)-2-hydroxypropyl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 3619c15a-011e-48d2-96fc-af6ef642f8fd
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [2-(5,6-dimethoxy-1-benzofuran-2-yl)-2-hydroxypropyl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• InChI: InChI=1S/C23H24O8/c1-23(26,21-11-15-10-19(28-3)20(29-4)12-17(15)31-21)13-30-22(25)8-6-14-5-7-16(24)18(9-14)27-2/h5-12,24,26H,13H2,1-4H3
• InChI Key: TTYWRLXZHBHGQA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₈
• Molecular Weight: 428.40 g/mol
• Exact Mass: 428.14711772 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	+	0.4922	49.22%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6788	67.88%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.8626	86.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9627	96.27%
P-glycoprotein inhibitior	+	0.7836	78.36%
P-glycoprotein substrate	-	0.7046	70.46%
CYP3A4 substrate	+	0.5782	57.82%
CYP2C9 substrate	+	0.5936	59.36%
CYP2D6 substrate	-	0.8580	85.80%
CYP3A4 inhibition	-	0.6307	63.07%
CYP2C9 inhibition	-	0.6682	66.82%
CYP2C19 inhibition	-	0.7137	71.37%
CYP2D6 inhibition	-	0.8186	81.86%
CYP1A2 inhibition	-	0.6651	66.51%
CYP2C8 inhibition	+	0.7823	78.23%
CYP inhibitory promiscuity	-	0.5155	51.55%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4336	43.36%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8707	87.07%
Skin irritation	-	0.8076	80.76%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8422	84.22%
Micronuclear	+	0.6174	61.74%
Hepatotoxicity	-	0.7216	72.16%
skin sensitisation	-	0.7351	73.51%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8377	83.77%
Acute Oral Toxicity (c)	III	0.4627	46.27%
Estrogen receptor binding	+	0.8711	87.11%
Androgen receptor binding	+	0.9078	90.78%
Thyroid receptor binding	+	0.6724	67.24%
Glucocorticoid receptor binding	+	0.8348	83.48%
Aromatase binding	+	0.7335	73.35%
PPAR gamma	+	0.8164	81.64%
Honey bee toxicity	-	0.8987	89.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9780	97.80%

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	98.60%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.06%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.80%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.64%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	92.99%	80.78%
CHEMBL3401	O75469	Pregnane X receptor	92.75%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.95%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.96%	95.56%
CHEMBL3194	P02766	Transthyretin	89.26%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.78%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.46%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.71%	92.94%

Plants that contains it

• Ligularia przewalskii

Cross-Links

• PubChem: 73060814
• LOTUS: LTS0176298
• wikiData: Q105264576