4,7-Dichlorounguinol

Details

• Internal ID: 21e4e9a8-938a-4b5a-86fc-0e00acd568db
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 1-[(E)-but-2-en-2-yl]-2,10-dichloro-3,9-dihydroxy-4,7-dimethylbenzo[b][1,4]benzodioxepin-6-one
• InChI: InChI=1S/C19H16Cl2O5/c1-5-7(2)11-14(21)15(23)9(4)16-18(11)25-17-12(19(24)26-16)8(3)6-10(22)13(17)20/h5-6,22-23H,1-4H3/b7-5+
• InChI Key: GXWHFDWAMBORIU-FNORWQNLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆Cl₂O₅
• Molecular Weight: 395.20 g/mol
• Exact Mass: 394.0374790 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.77
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 1-[(E)-but-2-en-2-yl]-2,10-dichloro-3,9-dihydroxy-4,7-dimethylbenzo[b][1,4]benzodioxepin-6-one
• 1-((E)-but-2-en-2-yl)-2,10-dichloro-3,9-dihydroxy-4,7-dimethylbenzo(b)(1,4)benzodioxepin-6-one
• RefChem:96723
• CHEBI:215577

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.7953	79.53%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	-	0.3959	39.59%
OATP1B3 inhibitior	-	0.2187	21.87%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7806	78.06%
P-glycoprotein inhibitior	-	0.6823	68.23%
P-glycoprotein substrate	-	0.8994	89.94%
CYP3A4 substrate	+	0.5472	54.72%
CYP2C9 substrate	-	0.5873	58.73%
CYP2D6 substrate	-	0.8728	87.28%
CYP3A4 inhibition	-	0.8138	81.38%
CYP2C9 inhibition	+	0.5432	54.32%
CYP2C19 inhibition	+	0.5880	58.80%
CYP2D6 inhibition	-	0.8076	80.76%
CYP1A2 inhibition	-	0.6918	69.18%
CYP2C8 inhibition	+	0.6023	60.23%
CYP inhibitory promiscuity	+	0.6428	64.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8457	84.57%
Carcinogenicity (trinary)	Danger	0.6875	68.75%
Eye corrosion	-	0.9883	98.83%
Eye irritation	+	0.6677	66.77%
Skin irritation	-	0.6038	60.38%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	+	0.5436	54.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6713	67.13%
Micronuclear	+	0.7348	73.48%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7049	70.49%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4832	48.32%
Acute Oral Toxicity (c)	II	0.3314	33.14%
Estrogen receptor binding	+	0.8374	83.74%
Androgen receptor binding	+	0.6469	64.69%
Thyroid receptor binding	+	0.7275	72.75%
Glucocorticoid receptor binding	+	0.7414	74.14%
Aromatase binding	-	0.4912	49.12%
PPAR gamma	+	0.8517	85.17%
Honey bee toxicity	-	0.9065	90.65%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.26%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.42%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	96.66%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.92%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.92%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.79%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.04%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.67%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.15%	89.34%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.10%	93.65%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.18%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.94%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.25%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684022
• LOTUS: LTS0093231
• wikiData: Q105023433