8-Chloro-3,9-dihydroxy-1,4,7-trimethyl-6-oxobenzo[b][1,4]benzodioxepine-10-carbaldehyde

Details

• Internal ID: 89f2bade-9942-4334-9249-c5d7d32ede39
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 8-chloro-3,9-dihydroxy-1,4,7-trimethyl-6-oxobenzo[b][1,4]benzodioxepine-10-carbaldehyde
• SMILES (Canonical): CC1=CC(=C(C2=C1OC3=C(C(=C(C(=C3C(=O)O2)C)Cl)O)C=O)C)O
• SMILES (Isomeric): CC1=CC(=C(C2=C1OC3=C(C(=C(C(=C3C(=O)O2)C)Cl)O)C=O)C)O
• InChI: InChI=1S/C17H13ClO6/c1-6-4-10(20)7(2)15-14(6)23-16-9(5-19)13(21)12(18)8(3)11(16)17(22)24-15/h4-5,20-21H,1-3H3
• InChI Key: CHULJMFHZUSCAC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₃ClO₆
• Molecular Weight: 348.70 g/mol
• Exact Mass: 348.0400658 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9609	96.09%
Caco-2	+	0.7916	79.16%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5515	55.15%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	-	0.4421	44.21%
OATP1B3 inhibitior	-	0.5559	55.59%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6266	62.66%
P-glycoprotein inhibitior	-	0.8608	86.08%
P-glycoprotein substrate	-	0.9458	94.58%
CYP3A4 substrate	+	0.5209	52.09%
CYP2C9 substrate	-	0.5736	57.36%
CYP2D6 substrate	-	0.8729	87.29%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.5991	59.91%
CYP2C19 inhibition	-	0.8321	83.21%
CYP2D6 inhibition	-	0.9061	90.61%
CYP1A2 inhibition	-	0.7704	77.04%
CYP2C8 inhibition	+	0.5230	52.30%
CYP inhibitory promiscuity	-	0.8429	84.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Danger	0.5522	55.22%
Eye corrosion	-	0.9862	98.62%
Eye irritation	+	0.7135	71.35%
Skin irritation	-	0.6324	63.24%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5370	53.70%
Micronuclear	+	0.7574	75.74%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8248	82.48%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5645	56.45%
Acute Oral Toxicity (c)	II	0.3606	36.06%
Estrogen receptor binding	+	0.9343	93.43%
Androgen receptor binding	+	0.5884	58.84%
Thyroid receptor binding	-	0.5186	51.86%
Glucocorticoid receptor binding	+	0.7879	78.79%
Aromatase binding	+	0.7150	71.50%
PPAR gamma	+	0.8489	84.89%
Honey bee toxicity	-	0.9276	92.76%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9946	99.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.51%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	98.43%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.55%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.00%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.19%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	87.47%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.85%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.71%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.52%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.17%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.45%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162913244
• LOTUS: LTS0021524
• wikiData: Q104959316