1,7-Bis(but-2-en-2-yl)-2,8-dichloro-9-hydroxy-3-methoxy-4,10-dimethylbenzo[b][1,4]benzodioxepin-6-one

Details

• Internal ID: de3966fb-d3c6-49b1-bfba-e5753094ba24
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 1,7-bis(but-2-en-2-yl)-2,8-dichloro-9-hydroxy-3-methoxy-4,10-dimethylbenzo[b][1,4]benzodioxepin-6-one
• InChI: InChI=1S/C24H24Cl2O5/c1-8-10(3)14-16-20(12(5)19(27)17(14)25)30-23-15(11(4)9-2)18(26)21(29-7)13(6)22(23)31-24(16)28/h8-9,27H,1-7H3
• InChI Key: HRDSSBUAAKJCNT-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄Cl₂O₅
• Molecular Weight: 463.30 g/mol
• Exact Mass: 462.1000792 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 7.50
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.7473	74.73%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5423	54.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3441	34.41%
OATP1B3 inhibitior	-	0.2613	26.13%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9140	91.40%
P-glycoprotein inhibitior	-	0.4658	46.58%
P-glycoprotein substrate	-	0.8905	89.05%
CYP3A4 substrate	+	0.5988	59.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8312	83.12%
CYP3A4 inhibition	-	0.5394	53.94%
CYP2C9 inhibition	-	0.7548	75.48%
CYP2C19 inhibition	+	0.6136	61.36%
CYP2D6 inhibition	-	0.8330	83.30%
CYP1A2 inhibition	-	0.7930	79.30%
CYP2C8 inhibition	+	0.6472	64.72%
CYP inhibitory promiscuity	+	0.6344	63.44%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8201	82.01%
Carcinogenicity (trinary)	Danger	0.7283	72.83%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.4841	48.41%
Skin irritation	-	0.6804	68.04%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5987	59.87%
Micronuclear	+	0.7248	72.48%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7854	78.54%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6269	62.69%
Acute Oral Toxicity (c)	II	0.4368	43.68%
Estrogen receptor binding	+	0.8850	88.50%
Androgen receptor binding	-	0.6103	61.03%
Thyroid receptor binding	+	0.7342	73.42%
Glucocorticoid receptor binding	+	0.7029	70.29%
Aromatase binding	+	0.5966	59.66%
PPAR gamma	+	0.8184	81.84%
Honey bee toxicity	-	0.7587	75.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	98.29%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.25%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.51%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.03%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.82%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.96%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.99%	89.34%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	83.46%	98.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.74%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%
CHEMBL5905	Q04828	Aldo-keto reductase family 1 member C1	80.29%	91.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163009373
• LOTUS: LTS0008260
• wikiData: Q105032606