10-Chloro-3,9-dihydroxy-1-(2-hydroxybutan-2-yl)-4,7-dimethylbenzo[b][1,4]benzodioxepin-6-one

Details

• Internal ID: b7af015f-823f-491a-95d5-4cadc9201991
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 10-chloro-3,9-dihydroxy-1-(2-hydroxybutan-2-yl)-4,7-dimethylbenzo[b][1,4]benzodioxepin-6-one
• SMILES (Canonical): CCC(C)(C1=CC(=C(C2=C1OC3=C(C(=CC(=C3Cl)O)C)C(=O)O2)C)O)O
• SMILES (Isomeric): CCC(C)(C1=CC(=C(C2=C1OC3=C(C(=CC(=C3Cl)O)C)C(=O)O2)C)O)O
• InChI: InChI=1S/C19H19ClO6/c1-5-19(4,24)10-7-11(21)9(3)15-16(10)25-17-13(18(23)26-15)8(2)6-12(22)14(17)20/h6-7,21-22,24H,5H2,1-4H3
• InChI Key: XGLSUWDYYHRFBN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉ClO₆
• Molecular Weight: 378.80 g/mol
• Exact Mass: 378.0870160 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.31
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	+	0.8021	80.21%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4626	46.26%
OATP2B1 inhibitior	-	0.7199	71.99%
OATP1B1 inhibitior	+	0.7486	74.86%
OATP1B3 inhibitior	+	0.8080	80.80%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6592	65.92%
P-glycoprotein inhibitior	-	0.7355	73.55%
P-glycoprotein substrate	-	0.8489	84.89%
CYP3A4 substrate	+	0.5448	54.48%
CYP2C9 substrate	-	0.5762	57.62%
CYP2D6 substrate	-	0.8498	84.98%
CYP3A4 inhibition	-	0.8625	86.25%
CYP2C9 inhibition	-	0.7596	75.96%
CYP2C19 inhibition	-	0.8782	87.82%
CYP2D6 inhibition	-	0.9014	90.14%
CYP1A2 inhibition	-	0.8656	86.56%
CYP2C8 inhibition	+	0.6146	61.46%
CYP inhibitory promiscuity	-	0.8073	80.73%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8057	80.57%
Carcinogenicity (trinary)	Danger	0.4770	47.70%
Eye corrosion	-	0.9913	99.13%
Eye irritation	+	0.6350	63.50%
Skin irritation	-	0.6962	69.62%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.3774	37.74%
Micronuclear	+	0.5274	52.74%
Hepatotoxicity	+	0.5074	50.74%
skin sensitisation	-	0.7776	77.76%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6881	68.81%
Acute Oral Toxicity (c)	III	0.4420	44.20%
Estrogen receptor binding	+	0.8912	89.12%
Androgen receptor binding	+	0.6707	67.07%
Thyroid receptor binding	+	0.7225	72.25%
Glucocorticoid receptor binding	+	0.8533	85.33%
Aromatase binding	+	0.7415	74.15%
PPAR gamma	+	0.8865	88.65%
Honey bee toxicity	-	0.9485	94.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9909	99.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	98.14%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.04%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.95%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.81%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.47%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.93%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	90.92%	83.82%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.64%	90.93%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.16%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.27%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.87%	94.45%

Plants that contains it

• Cocculus hirsutus

Cross-Links

• PubChem: 71437138
• LOTUS: LTS0075766
• wikiData: Q105327659