dimethyl (2Z,3Z)-2,3-bis(1,3-benzodioxol-4-ylmethylidene)butanedioate

Details

• Internal ID: 912ae32d-6da2-4980-99c7-d5c89292b363
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: dimethyl (2Z,3Z)-2,3-bis(1,3-benzodioxol-4-ylmethylidene)butanedioate
• SMILES (Canonical): COC(=O)C(=CC1=C2C(=CC=C1)OCO2)C(=CC3=C4C(=CC=C3)OCO4)C(=O)OC
• SMILES (Isomeric): COC(=O)/C(=C\C1=C2OCOC2=CC=C1)/C(=C/C3=C4OCOC4=CC=C3)/C(=O)OC
• InChI: InChI=1S/C22H18O8/c1-25-21(23)15(9-13-5-3-7-17-19(13)29-11-27-17)16(22(24)26-2)10-14-6-4-8-18-20(14)30-12-28-18/h3-10H,11-12H2,1-2H3/b15-9-,16-10-
• InChI Key: BIPRVNYVSXFTMA-VULZFCBJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈O₈
• Molecular Weight: 410.40 g/mol
• Exact Mass: 410.10016753 g/mol
• Topological Polar Surface Area (TPSA): 89.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.6770	67.70%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8005	80.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9538	95.38%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9452	94.52%
P-glycoprotein inhibitior	+	0.9366	93.66%
P-glycoprotein substrate	-	0.9269	92.69%
CYP3A4 substrate	-	0.5503	55.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8472	84.72%
CYP3A4 inhibition	+	0.9524	95.24%
CYP2C9 inhibition	+	0.9402	94.02%
CYP2C19 inhibition	+	0.9573	95.73%
CYP2D6 inhibition	+	0.5426	54.26%
CYP1A2 inhibition	+	0.8015	80.15%
CYP2C8 inhibition	-	0.8733	87.33%
CYP inhibitory promiscuity	+	0.9654	96.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8643	86.43%
Carcinogenicity (trinary)	Non-required	0.4870	48.70%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.7956	79.56%
Skin irritation	-	0.7531	75.31%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7807	78.07%
Micronuclear	+	0.6374	63.74%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	+	0.6362	63.62%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7612	76.12%
Acute Oral Toxicity (c)	III	0.6517	65.17%
Estrogen receptor binding	+	0.8936	89.36%
Androgen receptor binding	+	0.6554	65.54%
Thyroid receptor binding	+	0.5454	54.54%
Glucocorticoid receptor binding	+	0.8691	86.91%
Aromatase binding	-	0.6714	67.14%
PPAR gamma	+	0.7601	76.01%
Honey bee toxicity	-	0.9139	91.39%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9894	98.94%

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	95.51%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.91%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.82%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.77%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.31%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.70%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.21%	96.77%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.38%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.33%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.56%	85.30%
CHEMBL5028	O14672	ADAM10	80.97%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.01%	99.23%

Plants that contains it

• Jatropha gossypiifolia

Cross-Links

• PubChem: 100968181
• LOTUS: LTS0163679
• wikiData: Q104936700