[2-Methyl-3-[4-methylidene-5-oxo-3-(3-oxobutyl)oxolan-2-yl]-4-oxocyclopent-2-en-1-yl] acetate

Details

• Internal ID: c88e55cf-addf-4a81-aef2-fc8c148c3e2e
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [2-methyl-3-[4-methylidene-5-oxo-3-(3-oxobutyl)oxolan-2-yl]-4-oxocyclopent-2-en-1-yl] acetate
• SMILES (Canonical): CC1=C(C(=O)CC1OC(=O)C)C2C(C(=C)C(=O)O2)CCC(=O)C
• SMILES (Isomeric): CC1=C(C(=O)CC1OC(=O)C)C2C(C(=C)C(=O)O2)CCC(=O)C
• InChI: InChI=1S/C17H20O6/c1-8(18)5-6-12-9(2)17(21)23-16(12)15-10(3)14(7-13(15)20)22-11(4)19/h12,14,16H,2,5-7H2,1,3-4H3
• InChI Key: PZAALKURFIAXND-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.12598835 g/mol
• Topological Polar Surface Area (TPSA): 86.70 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9835	98.35%
Caco-2	+	0.5838	58.38%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6784	67.84%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.8062	80.62%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7746	77.46%
P-glycoprotein inhibitior	-	0.5223	52.23%
P-glycoprotein substrate	-	0.8226	82.26%
CYP3A4 substrate	+	0.5465	54.65%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.9098	90.98%
CYP3A4 inhibition	-	0.6997	69.97%
CYP2C9 inhibition	-	0.8212	82.12%
CYP2C19 inhibition	-	0.6993	69.93%
CYP2D6 inhibition	-	0.9358	93.58%
CYP1A2 inhibition	-	0.5530	55.30%
CYP2C8 inhibition	-	0.8023	80.23%
CYP inhibitory promiscuity	-	0.6952	69.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.6215	62.15%
Eye corrosion	-	0.9453	94.53%
Eye irritation	-	0.5819	58.19%
Skin irritation	-	0.5457	54.57%
Skin corrosion	-	0.9221	92.21%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4603	46.03%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7493	74.93%
skin sensitisation	-	0.7829	78.29%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.6131	61.31%
Acute Oral Toxicity (c)	III	0.6449	64.49%
Estrogen receptor binding	+	0.5355	53.55%
Androgen receptor binding	+	0.5318	53.18%
Thyroid receptor binding	-	0.7432	74.32%
Glucocorticoid receptor binding	+	0.6353	63.53%
Aromatase binding	-	0.7789	77.89%
PPAR gamma	-	0.4914	49.14%
Honey bee toxicity	-	0.6459	64.59%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9771	97.71%

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	96.70%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.37%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.23%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.17%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.07%	97.25%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.12%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.65%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.41%	96.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.49%	94.33%
CHEMBL2996	Q05655	Protein kinase C delta	81.18%	97.79%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.11%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.44%	95.56%

Plants that contains it

• Artemisia rutifolia
• Vismia japurensis

Cross-Links

• PubChem: 163014069
• LOTUS: LTS0042418
• wikiData: Q105252626