diethyl (2E,3E)-2,3-bis[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]butanedioate

Details

• Internal ID: c532a79a-be1b-4e0b-b11a-63633c360d83
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: diethyl (2E,3E)-2,3-bis[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]butanedioate
• InChI: InChI=1S/C26H30O10/c1-7-35-25(29)17(9-15-11-19(31-3)23(27)20(12-15)32-4)18(26(30)36-8-2)10-16-13-21(33-5)24(28)22(14-16)34-6/h9-14,27-28H,7-8H2,1-6H3/b17-9+,18-10+
• InChI Key: DFHCCJWLEIUOLK-BEQMOXJMSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₁₀
• Molecular Weight: 502.50 g/mol
• Exact Mass: 502.18389715 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.73
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

• 2,3-Bis[(E)-(4-hydroxy-3,5-dimethoxyphenyl)methylene]butanedioic acid diethyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9788	97.88%
Caco-2	-	0.5456	54.56%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8690	86.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8967	89.67%
OATP1B3 inhibitior	+	0.9045	90.45%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9825	98.25%
P-glycoprotein inhibitior	+	0.8019	80.19%
P-glycoprotein substrate	-	0.8984	89.84%
CYP3A4 substrate	-	0.5605	56.05%
CYP2C9 substrate	-	0.6310	63.10%
CYP2D6 substrate	-	0.8262	82.62%
CYP3A4 inhibition	-	0.8498	84.98%
CYP2C9 inhibition	+	0.7674	76.74%
CYP2C19 inhibition	+	0.7022	70.22%
CYP2D6 inhibition	-	0.8070	80.70%
CYP1A2 inhibition	+	0.6287	62.87%
CYP2C8 inhibition	-	0.5697	56.97%
CYP inhibitory promiscuity	+	0.5682	56.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7796	77.96%
Carcinogenicity (trinary)	Non-required	0.6598	65.98%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.7863	78.63%
Skin irritation	-	0.8625	86.25%
Skin corrosion	-	0.9753	97.53%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5997	59.97%
Micronuclear	+	0.6248	62.48%
Hepatotoxicity	+	0.5565	55.65%
skin sensitisation	-	0.6585	65.85%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.7863	78.63%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.7119	71.19%
Acute Oral Toxicity (c)	III	0.6302	63.02%
Estrogen receptor binding	+	0.8519	85.19%
Androgen receptor binding	-	0.5689	56.89%
Thyroid receptor binding	+	0.6285	62.85%
Glucocorticoid receptor binding	+	0.8601	86.01%
Aromatase binding	+	0.5566	55.66%
PPAR gamma	+	0.6768	67.68%
Honey bee toxicity	-	0.9305	93.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.13%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.97%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.62%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.82%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.41%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.33%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.22%	96.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.40%	89.62%
CHEMBL2535	P11166	Glucose transporter	81.39%	98.75%
CHEMBL2581	P07339	Cathepsin D	80.05%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 90473534
• LOTUS: LTS0032468
• wikiData: Q104977862