5-Hydroxy-2-methyl-2,3,4,5-tetrahydrooxecin-10-one

Details

• Internal ID: d6aa5ced-6ba7-4d2d-a6a1-3f3a00e2c160
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: 5-hydroxy-2-methyl-2,3,4,5-tetrahydrooxecin-10-one
• SMILES (Canonical): CC1CCC(C=CC=CC(=O)O1)O
• SMILES (Isomeric): CC1CCC(C=CC=CC(=O)O1)O
• InChI: InChI=1S/C10H14O3/c1-8-6-7-9(11)4-2-3-5-10(12)13-8/h2-5,8-9,11H,6-7H2,1H3
• InChI Key: SEURXENDYJJSDO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₃
• Molecular Weight: 182.22 g/mol
• Exact Mass: 182.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7197	71.97%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5672	56.72%
OATP2B1 inhibitior	-	0.8644	86.44%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9669	96.69%
P-glycoprotein inhibitior	-	0.9857	98.57%
P-glycoprotein substrate	-	0.9370	93.70%
CYP3A4 substrate	-	0.5177	51.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.9318	93.18%
CYP2C9 inhibition	-	0.9687	96.87%
CYP2C19 inhibition	-	0.9122	91.22%
CYP2D6 inhibition	-	0.9603	96.03%
CYP1A2 inhibition	-	0.6391	63.91%
CYP2C8 inhibition	-	0.9846	98.46%
CYP inhibitory promiscuity	-	0.9878	98.78%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.6086	60.86%
Eye corrosion	+	0.5131	51.31%
Eye irritation	-	0.5177	51.77%
Skin irritation	+	0.7544	75.44%
Skin corrosion	+	0.5426	54.26%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7309	73.09%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.5642	56.42%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5719	57.19%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6246	62.46%
Acute Oral Toxicity (c)	III	0.5516	55.16%
Estrogen receptor binding	-	0.9351	93.51%
Androgen receptor binding	-	0.8784	87.84%
Thyroid receptor binding	-	0.8723	87.23%
Glucocorticoid receptor binding	-	0.8160	81.60%
Aromatase binding	-	0.8906	89.06%
PPAR gamma	-	0.9032	90.32%
Honey bee toxicity	-	0.9386	93.86%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.5413	54.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	91.18%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.13%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.43%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.45%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.36%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.44%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.91%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.68%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.95%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.75%	97.09%

Plants that contains it

• Cirsium arvense

Cross-Links

• PubChem: 123863605
• LOTUS: LTS0241406
• wikiData: Q104197228