4-Ethenyl-2-(2-hydroxypropan-2-yl)-8-methyl-1-oxaspiro[4.5]dec-7-ene-6,9-dione

Details

• Internal ID: be3ab7d1-9e27-413b-bee1-21d6f532ab92
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 4-ethenyl-2-(2-hydroxypropan-2-yl)-8-methyl-1-oxaspiro[4.5]dec-7-ene-6,9-dione
• SMILES (Canonical): CC1=CC(=O)C2(CC1=O)C(CC(O2)C(C)(C)O)C=C
• SMILES (Isomeric): CC1=CC(=O)C2(CC1=O)C(CC(O2)C(C)(C)O)C=C
• InChI: InChI=1S/C15H20O4/c1-5-10-7-13(14(3,4)18)19-15(10)8-11(16)9(2)6-12(15)17/h5-6,10,13,18H,1,7-8H2,2-4H3
• InChI Key: MATQAMIEUDKYBO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	-	0.5753	57.53%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7997	79.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8868	88.68%
OATP1B3 inhibitior	+	0.8977	89.77%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9639	96.39%
P-glycoprotein inhibitior	-	0.9332	93.32%
P-glycoprotein substrate	-	0.8506	85.06%
CYP3A4 substrate	+	0.5763	57.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8738	87.38%
CYP3A4 inhibition	-	0.9146	91.46%
CYP2C9 inhibition	-	0.8954	89.54%
CYP2C19 inhibition	-	0.8513	85.13%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.8600	86.00%
CYP2C8 inhibition	-	0.7498	74.98%
CYP inhibitory promiscuity	-	0.9424	94.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6079	60.79%
Eye corrosion	-	0.9660	96.60%
Eye irritation	-	0.8649	86.49%
Skin irritation	-	0.5661	56.61%
Skin corrosion	-	0.9021	90.21%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4069	40.69%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.6044	60.44%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5543	55.43%
Acute Oral Toxicity (c)	III	0.4448	44.48%
Estrogen receptor binding	-	0.5200	52.00%
Androgen receptor binding	-	0.5207	52.07%
Thyroid receptor binding	+	0.5264	52.64%
Glucocorticoid receptor binding	-	0.4649	46.49%
Aromatase binding	-	0.6183	61.83%
PPAR gamma	-	0.6315	63.15%
Honey bee toxicity	-	0.7754	77.54%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9865	98.65%

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	93.74%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.66%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.88%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	90.12%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.73%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.93%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.12%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.56%	100.00%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	83.83%	98.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.41%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.74%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.35%	94.00%
CHEMBL2581	P07339	Cathepsin D	80.20%	98.95%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 75231864
• LOTUS: LTS0187331
• wikiData: Q105160517