dimethyl (2E,3E)-2-[(3,4-dimethoxyphenyl)methylidene]-3-[(4-methoxyphenyl)methylidene]butanedioate

Details

• Internal ID: c2f73c8b-7306-43e0-8af3-8d3bf39aa499
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: dimethyl (2E,3E)-2-[(3,4-dimethoxyphenyl)methylidene]-3-[(4-methoxyphenyl)methylidene]butanedioate
• SMILES (Canonical): COC1=CC=C(C=C1)C=C(C(=CC2=CC(=C(C=C2)OC)OC)C(=O)OC)C(=O)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)/C=C(\C(=C/C2=CC(=C(C=C2)OC)OC)\C(=O)OC)/C(=O)OC
• InChI: InChI=1S/C23H24O7/c1-26-17-9-6-15(7-10-17)12-18(22(24)29-4)19(23(25)30-5)13-16-8-11-20(27-2)21(14-16)28-3/h6-14H,1-5H3/b18-12+,19-13+
• InChI Key: DZSKDBWTXGMINH-KLCVKJMQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₇
• Molecular Weight: 412.40 g/mol
• Exact Mass: 412.15220310 g/mol
• Topological Polar Surface Area (TPSA): 80.30 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.8276	82.76%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8207	82.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9562	95.62%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9380	93.80%
P-glycoprotein inhibitior	+	0.9399	93.99%
P-glycoprotein substrate	-	0.8687	86.87%
CYP3A4 substrate	-	0.5252	52.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8111	81.11%
CYP3A4 inhibition	-	0.5972	59.72%
CYP2C9 inhibition	-	0.7287	72.87%
CYP2C19 inhibition	+	0.8769	87.69%
CYP2D6 inhibition	-	0.8758	87.58%
CYP1A2 inhibition	+	0.8504	85.04%
CYP2C8 inhibition	-	0.6299	62.99%
CYP inhibitory promiscuity	+	0.7581	75.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6984	69.84%
Carcinogenicity (trinary)	Non-required	0.5477	54.77%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.5780	57.80%
Skin irritation	-	0.8563	85.63%
Skin corrosion	-	0.9917	99.17%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6802	68.02%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	-	0.7487	74.87%
skin sensitisation	-	0.8522	85.22%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.5770	57.70%
Acute Oral Toxicity (c)	IV	0.4741	47.41%
Estrogen receptor binding	+	0.9368	93.68%
Androgen receptor binding	+	0.7834	78.34%
Thyroid receptor binding	+	0.7204	72.04%
Glucocorticoid receptor binding	+	0.8786	87.86%
Aromatase binding	-	0.6090	60.90%
PPAR gamma	+	0.7755	77.55%
Honey bee toxicity	-	0.9469	94.69%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	94.52%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.33%	95.56%
CHEMBL4208	P20618	Proteasome component C5	93.52%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.71%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.52%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.22%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.55%	99.17%
CHEMBL2535	P11166	Glucose transporter	88.89%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.58%	91.07%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	81.32%	96.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.93%	95.50%

Plants that contains it

• Cananga odorata

Cross-Links

• PubChem: 90676289
• LOTUS: LTS0147503
• wikiData: Q104991980