4,8,10-Trichloro-9-hydroxy-3-methoxy-1,7-dimethylbenzo[b][1,4]benzodioxepin-6-one

Details

• Internal ID: 8af51cda-71ab-412d-9513-15c417eb23d9
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 4,8,10-trichloro-9-hydroxy-3-methoxy-1,7-dimethylbenzo[b][1,4]benzodioxepin-6-one
• SMILES (Canonical): CC1=CC(=C(C2=C1OC3=C(C(=C(C(=C3C(=O)O2)C)Cl)O)Cl)Cl)OC
• SMILES (Isomeric): CC1=CC(=C(C2=C1OC3=C(C(=C(C(=C3C(=O)O2)C)Cl)O)Cl)Cl)OC
• InChI: InChI=1S/C16H11Cl3O5/c1-5-4-7(22-3)10(18)15-13(5)23-14-8(16(21)24-15)6(2)9(17)12(20)11(14)19/h4,20H,1-3H3
• InChI Key: NZLYMUCKILYEEO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₁Cl₃O₅
• Molecular Weight: 389.60 g/mol
• Exact Mass: 387.967207 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.30
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.8309	83.09%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4620	46.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3208	32.08%
OATP1B3 inhibitior	-	0.4407	44.07%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5998	59.98%
P-glycoprotein inhibitior	-	0.7900	79.00%
P-glycoprotein substrate	-	0.9275	92.75%
CYP3A4 substrate	+	0.5582	55.82%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.6252	62.52%
CYP2C9 inhibition	-	0.8520	85.20%
CYP2C19 inhibition	-	0.7357	73.57%
CYP2D6 inhibition	-	0.8821	88.21%
CYP1A2 inhibition	-	0.7543	75.43%
CYP2C8 inhibition	+	0.6480	64.80%
CYP inhibitory promiscuity	-	0.6537	65.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7957	79.57%
Carcinogenicity (trinary)	Danger	0.6549	65.49%
Eye corrosion	-	0.9789	97.89%
Eye irritation	+	0.6867	68.67%
Skin irritation	-	0.6711	67.11%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	-	0.7278	72.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5532	55.32%
Micronuclear	+	0.7348	73.48%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8630	86.30%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5597	55.97%
Acute Oral Toxicity (c)	II	0.4614	46.14%
Estrogen receptor binding	+	0.8236	82.36%
Androgen receptor binding	-	0.5110	51.10%
Thyroid receptor binding	+	0.6246	62.46%
Glucocorticoid receptor binding	+	0.7886	78.86%
Aromatase binding	+	0.6779	67.79%
PPAR gamma	+	0.8004	80.04%
Honey bee toxicity	-	0.9267	92.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9858	98.58%

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	98.60%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.18%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.48%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	93.01%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.42%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.49%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.71%	98.95%
CHEMBL2535	P11166	Glucose transporter	80.54%	98.75%
CHEMBL4208	P20618	Proteasome component C5	80.34%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14607377
• LOTUS: LTS0040144
• wikiData: Q105188261