4-Methyl-5-[4-methyl-5-oxo-3-(3-oxobutyl)oxolan-2-yl]cyclopent-4-ene-1,3-dione

Details

• Internal ID: ff9dac35-ba82-46fb-acd8-2afbbd060861
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > 1,3-dicarbonyl compounds > Beta-diketones
• IUPAC Name: 4-methyl-5-[4-methyl-5-oxo-3-(3-oxobutyl)oxolan-2-yl]cyclopent-4-ene-1,3-dione
• SMILES (Canonical): CC1C(C(OC1=O)C2=C(C(=O)CC2=O)C)CCC(=O)C
• SMILES (Isomeric): CC1C(C(OC1=O)C2=C(C(=O)CC2=O)C)CCC(=O)C
• InChI: InChI=1S/C15H18O5/c1-7(16)4-5-10-8(2)15(19)20-14(10)13-9(3)11(17)6-12(13)18/h8,10,14H,4-6H2,1-3H3
• InChI Key: OEIXSGHSUKFZJN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	+	0.7392	73.92%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6789	67.89%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9079	90.79%
OATP1B3 inhibitior	+	0.9212	92.12%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8292	82.92%
P-glycoprotein inhibitior	-	0.7678	76.78%
P-glycoprotein substrate	-	0.8809	88.09%
CYP3A4 substrate	-	0.5291	52.91%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.9008	90.08%
CYP3A4 inhibition	-	0.8574	85.74%
CYP2C9 inhibition	-	0.8644	86.44%
CYP2C19 inhibition	-	0.8004	80.04%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.5727	57.27%
CYP2C8 inhibition	-	0.9474	94.74%
CYP inhibitory promiscuity	-	0.8083	80.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.5900	59.00%
Eye corrosion	-	0.9449	94.49%
Eye irritation	+	0.5967	59.67%
Skin irritation	+	0.5490	54.90%
Skin corrosion	-	0.8711	87.11%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4522	45.22%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.7967	79.67%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.4715	47.15%
Acute Oral Toxicity (c)	III	0.6685	66.85%
Estrogen receptor binding	-	0.6355	63.55%
Androgen receptor binding	-	0.5132	51.32%
Thyroid receptor binding	-	0.7145	71.45%
Glucocorticoid receptor binding	-	0.5827	58.27%
Aromatase binding	-	0.8678	86.78%
PPAR gamma	-	0.6512	65.12%
Honey bee toxicity	-	0.9224	92.24%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9423	94.23%

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	96.12%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.84%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.98%	99.23%
CHEMBL2581	P07339	Cathepsin D	89.66%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.86%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.25%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.73%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.01%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	82.05%	94.73%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.50%	93.03%

Plants that contains it

• Artemisia gorgonum

Cross-Links

• PubChem: 74400476
• LOTUS: LTS0099811
• wikiData: Q105190314