4-(1-Hydroxy-3-oxobutyl)-3-methylidene-5-(2-methyl-5-oxocyclopenten-1-yl)oxolan-2-one

Details

• Internal ID: 333432e5-e994-49e2-a2f9-a11f75cd1e0f
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 4-(1-hydroxy-3-oxobutyl)-3-methylidene-5-(2-methyl-5-oxocyclopenten-1-yl)oxolan-2-one
• SMILES (Canonical): CC1=C(C(=O)CC1)C2C(C(=C)C(=O)O2)C(CC(=O)C)O
• SMILES (Isomeric): CC1=C(C(=O)CC1)C2C(C(=C)C(=O)O2)C(CC(=O)C)O
• InChI: InChI=1S/C15H18O5/c1-7-4-5-10(17)12(7)14-13(9(3)15(19)20-14)11(18)6-8(2)16/h11,13-14,18H,3-6H2,1-2H3
• InChI Key: QCXJFZHOTLSNKF-UHFFFAOYSA-N
• Popularity: 0 references 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): 80.70 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9762	97.62%
Caco-2	+	0.5329	53.29%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6779	67.79%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9006	90.06%
OATP1B3 inhibitior	+	0.9013	90.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9630	96.30%
P-glycoprotein inhibitior	-	0.8053	80.53%
P-glycoprotein substrate	-	0.8549	85.49%
CYP3A4 substrate	+	0.5186	51.86%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8970	89.70%
CYP3A4 inhibition	-	0.8228	82.28%
CYP2C9 inhibition	-	0.8959	89.59%
CYP2C19 inhibition	-	0.8708	87.08%
CYP2D6 inhibition	-	0.9366	93.66%
CYP1A2 inhibition	-	0.7372	73.72%
CYP2C8 inhibition	-	0.9293	92.93%
CYP inhibitory promiscuity	-	0.9403	94.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6380	63.80%
Eye corrosion	-	0.9567	95.67%
Eye irritation	+	0.7763	77.63%
Skin irritation	+	0.5630	56.30%
Skin corrosion	-	0.8183	81.83%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7223	72.23%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7658	76.58%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6256	62.56%
Acute Oral Toxicity (c)	III	0.5996	59.96%
Estrogen receptor binding	-	0.7951	79.51%
Androgen receptor binding	-	0.5985	59.85%
Thyroid receptor binding	-	0.6904	69.04%
Glucocorticoid receptor binding	+	0.5385	53.85%
Aromatase binding	-	0.8085	80.85%
PPAR gamma	-	0.6638	66.38%
Honey bee toxicity	-	0.8686	86.86%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9451	94.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.54%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.91%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.65%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.99%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.57%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.12%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.87%	99.23%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.17%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.05%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.07%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	82.76%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.66%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.81%	95.89%

Plants that contains it

• Artemisia ludoviciana

Cross-Links

• PubChem: 14829059
• LOTUS: LTS0148789
• wikiData: Q105218642