Pinnatolide

Details

• Internal ID: 9ce200ad-1875-4a0c-b9ec-c3efe4362580
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 5-methyl-5-(4-methyl-2-oxopent-3-enyl)oxolan-2-one
• SMILES (Canonical): CC(=CC(=O)CC1(CCC(=O)O1)C)C
• SMILES (Isomeric): CC(=CC(=O)CC1(CCC(=O)O1)C)C
• InChI: InChI=1S/C11H16O3/c1-8(2)6-9(12)7-11(3)5-4-10(13)14-11/h6H,4-5,7H2,1-3H3
• InChI Key: MJFNQTVRNUJMHF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₃
• Molecular Weight: 196.24 g/mol
• Exact Mass: 196.109944368 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 5-methyl-5-(4-methyl-2-oxopent-3-enyl)oxolan-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.8707	87.07%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7224	72.24%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.8915	89.15%
OATP1B3 inhibitior	+	0.9061	90.61%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.8663	86.63%
P-glycoprotein inhibitior	-	0.9812	98.12%
P-glycoprotein substrate	-	0.9396	93.96%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.9004	90.04%
CYP3A4 inhibition	-	0.8831	88.31%
CYP2C9 inhibition	-	0.7880	78.80%
CYP2C19 inhibition	-	0.6957	69.57%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.6699	66.99%
CYP2C8 inhibition	-	0.9519	95.19%
CYP inhibitory promiscuity	-	0.8910	89.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.5783	57.83%
Eye corrosion	-	0.9300	93.00%
Eye irritation	+	0.9329	93.29%
Skin irritation	+	0.5641	56.41%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7573	75.73%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6226	62.26%
skin sensitisation	-	0.5499	54.99%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.5121	51.21%
Acute Oral Toxicity (c)	III	0.5988	59.88%
Estrogen receptor binding	-	0.9343	93.43%
Androgen receptor binding	-	0.7381	73.81%
Thyroid receptor binding	-	0.8449	84.49%
Glucocorticoid receptor binding	-	0.7631	76.31%
Aromatase binding	-	0.8826	88.26%
PPAR gamma	-	0.8722	87.22%
Honey bee toxicity	-	0.9454	94.54%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9750	97.50%

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	96.94%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.45%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.27%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.86%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.26%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.11%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	83.93%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.57%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.69%	91.07%

Plants that contains it

• Athanasia pinnata

Cross-Links

• PubChem: 14830725
• LOTUS: LTS0018076
• wikiData: Q104398685