8-Chloro-9-hydroxy-3-methoxy-4,7-dimethyl-6-oxobenzo[b][1,4]benzodioxepine-1,10-dicarbaldehyde

Details

• Internal ID: 181754f4-625b-4b4c-8c44-48438a21756d
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 8-chloro-9-hydroxy-3-methoxy-4,7-dimethyl-6-oxobenzo[b][1,4]benzodioxepine-1,10-dicarbaldehyde
• InChI: InChI=1S/C18H13ClO7/c1-7-11(24-3)4-9(5-20)16-15(7)26-18(23)12-8(2)13(19)14(22)10(6-21)17(12)25-16/h4-6,22H,1-3H3
• InChI Key: UNHNGRCYHNINRA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₃ClO₇
• Molecular Weight: 376.70 g/mol
• Exact Mass: 376.0349804 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 7
• 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	+	0.9771	97.71%
Caco-2	+	0.7483	74.83%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4488	44.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.5296	52.96%
OATP1B3 inhibitior	-	0.5699	56.99%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7909	79.09%
P-glycoprotein inhibitior	-	0.6431	64.31%
P-glycoprotein substrate	-	0.8948	89.48%
CYP3A4 substrate	+	0.5936	59.36%
CYP2C9 substrate	-	0.5796	57.96%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.7107	71.07%
CYP2C9 inhibition	-	0.8399	83.99%
CYP2C19 inhibition	-	0.8443	84.43%
CYP2D6 inhibition	-	0.9105	91.05%
CYP1A2 inhibition	-	0.7618	76.18%
CYP2C8 inhibition	+	0.6692	66.92%
CYP inhibitory promiscuity	-	0.8105	81.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Danger	0.6557	65.57%
Eye corrosion	-	0.9812	98.12%
Eye irritation	+	0.6184	61.84%
Skin irritation	-	0.7192	71.92%
Skin corrosion	-	0.9526	95.26%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5095	50.95%
Micronuclear	+	0.7174	71.74%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8718	87.18%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6159	61.59%
Acute Oral Toxicity (c)	II	0.4694	46.94%
Estrogen receptor binding	+	0.9055	90.55%
Androgen receptor binding	-	0.5633	56.33%
Thyroid receptor binding	-	0.5411	54.11%
Glucocorticoid receptor binding	+	0.7609	76.09%
Aromatase binding	+	0.7087	70.87%
PPAR gamma	+	0.8125	81.25%
Honey bee toxicity	-	0.8535	85.35%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9900	99.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	99.31%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.88%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.91%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.32%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	93.96%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.88%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.82%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.14%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.37%	96.00%
CHEMBL3194	P02766	Transthyretin	84.87%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.79%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.29%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.90%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14825963
• LOTUS: LTS0022541
• wikiData: Q104397101