9-Hydroxy-3-methyl-2,5-dihydro-1-benzoxepine-7-carboxylic acid

Details

• Internal ID: 6ddd3d09-439d-45ed-aa9f-8b167f24076b
• Taxonomy: Organoheterocyclic compounds > Benzoxepines
• IUPAC Name: 9-hydroxy-3-methyl-2,5-dihydro-1-benzoxepine-7-carboxylic acid
• SMILES (Canonical): CC1=CCC2=C(C(=CC(=C2)C(=O)O)O)OC1
• SMILES (Isomeric): CC1=CCC2=C(C(=CC(=C2)C(=O)O)O)OC1
• InChI: InChI=1S/C12H12O4/c1-7-2-3-8-4-9(12(14)15)5-10(13)11(8)16-6-7/h2,4-5,13H,3,6H2,1H3,(H,14,15)
• InChI Key: XKYLCMPTBATNMO-UHFFFAOYSA-N
• Popularity: 1 reference 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: 1.60
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 3
• 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	+	0.9909	99.09%
Caco-2	-	0.5483	54.83%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7261	72.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9564	95.64%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8778	87.78%
P-glycoprotein inhibitior	-	0.9749	97.49%
P-glycoprotein substrate	-	0.9385	93.85%
CYP3A4 substrate	-	0.5792	57.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8280	82.80%
CYP3A4 inhibition	-	0.7718	77.18%
CYP2C9 inhibition	-	0.5681	56.81%
CYP2C19 inhibition	+	0.5595	55.95%
CYP2D6 inhibition	-	0.7344	73.44%
CYP1A2 inhibition	+	0.7585	75.85%
CYP2C8 inhibition	-	0.8408	84.08%
CYP inhibitory promiscuity	-	0.6678	66.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6345	63.45%
Eye corrosion	-	0.9709	97.09%
Eye irritation	+	0.9758	97.58%
Skin irritation	-	0.6472	64.72%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7604	76.04%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.7265	72.65%
skin sensitisation	-	0.6695	66.95%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5097	50.97%
Acute Oral Toxicity (c)	III	0.4618	46.18%
Estrogen receptor binding	+	0.5413	54.13%
Androgen receptor binding	-	0.6167	61.67%
Thyroid receptor binding	-	0.7615	76.15%
Glucocorticoid receptor binding	-	0.5596	55.96%
Aromatase binding	-	0.5761	57.61%
PPAR gamma	+	0.6050	60.50%
Honey bee toxicity	-	0.9614	96.14%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8456	84.56%
Fish aquatic toxicity	+	0.9971	99.71%

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	92.85%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.81%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.29%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.18%	97.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.75%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.66%	99.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.49%	87.67%
CHEMBL4208	P20618	Proteasome component C5	83.43%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.37%	96.95%
CHEMBL2581	P07339	Cathepsin D	81.25%	98.95%
CHEMBL3194	P02766	Transthyretin	80.72%	90.71%

Plants that contains it

• Deinandra lobbii

Cross-Links

• PubChem: 11579434
• LOTUS: LTS0197962
• wikiData: Q105329775