1,4-Bis(1,3-benzodioxol-5-yl)-2,3-dimethylbutane-1,4-dione

Details

• Internal ID: 40506170-2c3a-46a5-b91e-b2efdb6a5f01
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: 1,4-bis(1,3-benzodioxol-5-yl)-2,3-dimethylbutane-1,4-dione
• InChI: InChI=1S/C20H18O6/c1-11(19(21)13-3-5-15-17(7-13)25-9-23-15)12(2)20(22)14-4-6-16-18(8-14)26-10-24-16/h3-8,11-12H,9-10H2,1-2H3
• InChI Key: GOQCVHOZONDOOT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.11033829 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 6
• 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	+	0.9879	98.79%
Caco-2	+	0.5653	56.53%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7721	77.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9554	95.54%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8711	87.11%
P-glycoprotein inhibitior	+	0.7350	73.50%
P-glycoprotein substrate	-	0.9745	97.45%
CYP3A4 substrate	-	0.7271	72.71%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8203	82.03%
CYP3A4 inhibition	+	0.7632	76.32%
CYP2C9 inhibition	+	0.9058	90.58%
CYP2C19 inhibition	+	0.8730	87.30%
CYP2D6 inhibition	-	0.5861	58.61%
CYP1A2 inhibition	+	0.8822	88.22%
CYP2C8 inhibition	-	0.9723	97.23%
CYP inhibitory promiscuity	+	0.8305	83.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.4873	48.73%
Eye corrosion	-	0.9746	97.46%
Eye irritation	-	0.8222	82.22%
Skin irritation	-	0.6724	67.24%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6431	64.31%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.5656	56.56%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4849	48.49%
Acute Oral Toxicity (c)	III	0.7920	79.20%
Estrogen receptor binding	+	0.8593	85.93%
Androgen receptor binding	+	0.7240	72.40%
Thyroid receptor binding	-	0.5920	59.20%
Glucocorticoid receptor binding	+	0.6655	66.55%
Aromatase binding	-	0.5653	56.53%
PPAR gamma	+	0.6142	61.42%
Honey bee toxicity	-	0.9783	97.83%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7852	78.52%
Fish aquatic toxicity	+	0.9768	97.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.14%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	96.15%	94.80%
CHEMBL4208	P20618	Proteasome component C5	93.02%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.71%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.26%	94.45%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	89.94%	80.96%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.74%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.65%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.72%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.78%	89.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.30%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.80%	95.56%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	84.74%	98.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.47%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.82%	85.30%

Plants that contains it

• Virola sebifera

Cross-Links

• PubChem: 20253211
• LOTUS: LTS0243271
• wikiData: Q105014388