Cleviolide

Details

• Internal ID: cd15a0d4-85eb-4e82-badb-d1a4527754bf
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 3-(4-methylpent-3-en-1-ynyl)-2H-furan-5-one
• SMILES (Canonical): CC(=CC#CC1=CC(=O)OC1)C
• SMILES (Isomeric): CC(=CC#CC1=CC(=O)OC1)C
• InChI: InChI=1S/C10H10O2/c1-8(2)4-3-5-9-6-10(11)12-7-9/h4,6H,7H2,1-2H3
• InChI Key: RDAVHQFPWURCTN-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.18 g/mol
• Exact Mass: 162.068079557 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.6132	61.32%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6107	61.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9330	93.30%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7577	75.77%
P-glycoprotein inhibitior	-	0.9734	97.34%
P-glycoprotein substrate	-	0.9028	90.28%
CYP3A4 substrate	-	0.6136	61.36%
CYP2C9 substrate	-	0.6190	61.90%
CYP2D6 substrate	-	0.9052	90.52%
CYP3A4 inhibition	-	0.9630	96.30%
CYP2C9 inhibition	-	0.8563	85.63%
CYP2C19 inhibition	-	0.8416	84.16%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.6676	66.76%
CYP2C8 inhibition	-	0.9757	97.57%
CYP inhibitory promiscuity	-	0.6621	66.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7844	78.44%
Carcinogenicity (trinary)	Non-required	0.5564	55.64%
Eye corrosion	+	0.7249	72.49%
Eye irritation	+	0.7031	70.31%
Skin irritation	+	0.5712	57.12%
Skin corrosion	-	0.6213	62.13%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7528	75.28%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.5226	52.26%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.6455	64.55%
Acute Oral Toxicity (c)	III	0.6034	60.34%
Estrogen receptor binding	-	0.7735	77.35%
Androgen receptor binding	-	0.5112	51.12%
Thyroid receptor binding	-	0.8817	88.17%
Glucocorticoid receptor binding	-	0.6200	62.00%
Aromatase binding	-	0.5479	54.79%
PPAR gamma	-	0.7532	75.32%
Honey bee toxicity	-	0.8521	85.21%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8583	85.83%

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	94.51%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	92.89%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.06%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.69%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.61%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.73%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.47%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.39%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.90%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.16%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.11%	96.09%

Plants that contains it

• Packera clevelandii

Cross-Links

• PubChem: 10888228
• LOTUS: LTS0242392
• wikiData: Q105234114