1-(3,9-Dihydroxy-1,3-dihydrobenzo[c]oxepin-3-yl)ethanone, (rac)-

Details

• Internal ID: e4e0865b-c844-4f97-9fb6-daae10c1dabe
• Taxonomy: Organoheterocyclic compounds > Benzoxepines
• IUPAC Name: 1-(3,9-dihydroxy-1H-2-benzoxepin-3-yl)ethanone
• InChI: InChI=1S/C12H12O4/c1-8(13)12(15)6-5-9-3-2-4-11(14)10(9)7-16-12/h2-6,14-15H,7H2,1H3
• InChI Key: KBJPQCHSYKRGBW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• Q27138039
• 1-(3,9-dihydroxy-1,3-dihydrobenzo[c]oxepin-3-yl)ethanone
• 1-(3,9-Dihydroxy-1,3-dihydrobenzo[c]oxepin-3-yl)ethanone, (rac)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	+	0.6127	61.27%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7082	70.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9648	96.48%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8236	82.36%
P-glycoprotein inhibitior	-	0.9798	97.98%
P-glycoprotein substrate	-	0.8415	84.15%
CYP3A4 substrate	+	0.5178	51.78%
CYP2C9 substrate	+	0.6047	60.47%
CYP2D6 substrate	-	0.8075	80.75%
CYP3A4 inhibition	-	0.8658	86.58%
CYP2C9 inhibition	-	0.8259	82.59%
CYP2C19 inhibition	-	0.7548	75.48%
CYP2D6 inhibition	-	0.9522	95.22%
CYP1A2 inhibition	-	0.6019	60.19%
CYP2C8 inhibition	-	0.8663	86.63%
CYP inhibitory promiscuity	-	0.8675	86.75%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5848	58.48%
Eye corrosion	-	0.9585	95.85%
Eye irritation	+	0.7555	75.55%
Skin irritation	-	0.5430	54.30%
Skin corrosion	-	0.9114	91.14%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8575	85.75%
Micronuclear	+	0.6781	67.81%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.6275	62.75%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6222	62.22%
Acute Oral Toxicity (c)	III	0.4021	40.21%
Estrogen receptor binding	+	0.5314	53.14%
Androgen receptor binding	-	0.6464	64.64%
Thyroid receptor binding	-	0.5615	56.15%
Glucocorticoid receptor binding	+	0.5601	56.01%
Aromatase binding	+	0.5306	53.06%
PPAR gamma	-	0.5206	52.06%
Honey bee toxicity	-	0.9726	97.26%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9247	92.47%

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	98.40%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.80%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.57%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.66%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.90%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.93%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.42%	94.45%
CHEMBL2535	P11166	Glucose transporter	81.32%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 56600680
• LOTUS: LTS0144725
• wikiData: Q27138039