3-Methyl-5-[(6-methyl-8-oxo-7-oxatricyclo[4.3.0.03,9]nonan-9-yl)methylidene]pyrrol-2-one

Details

• Internal ID: 91065c75-34ec-4011-8c8b-0f5816299cec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3-methyl-5-[(6-methyl-8-oxo-7-oxatricyclo[4.3.0.03,9]nonan-9-yl)methylidene]pyrrol-2-one
• SMILES (Canonical): CC1=CC(=CC23C4CCC(C2C4)(OC3=O)C)NC1=O
• SMILES (Isomeric): CC1=CC(=CC23C4CCC(C2C4)(OC3=O)C)NC1=O
• InChI: InChI=1S/C15H17NO3/c1-8-5-10(16-12(8)17)7-15-9-3-4-14(2,11(15)6-9)19-13(15)18/h5,7,9,11H,3-4,6H2,1-2H3,(H,16,17)
• InChI Key: GQFPCYNDHKNZCF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₇NO₃
• Molecular Weight: 259.30 g/mol
• Exact Mass: 259.12084340 g/mol
• Topological Polar Surface Area (TPSA): 55.40 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	-	0.6185	61.85%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5631	56.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9094	90.94%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8692	86.92%
P-glycoprotein inhibitior	-	0.9335	93.35%
P-glycoprotein substrate	-	0.7558	75.58%
CYP3A4 substrate	+	0.6109	61.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8967	89.67%
CYP3A4 inhibition	-	0.7565	75.65%
CYP2C9 inhibition	-	0.7366	73.66%
CYP2C19 inhibition	-	0.6455	64.55%
CYP2D6 inhibition	-	0.9090	90.90%
CYP1A2 inhibition	-	0.6218	62.18%
CYP2C8 inhibition	-	0.8274	82.74%
CYP inhibitory promiscuity	-	0.6850	68.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4568	45.68%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9453	94.53%
Skin irritation	-	0.7300	73.00%
Skin corrosion	-	0.9070	90.70%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6870	68.70%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.7886	78.86%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5846	58.46%
Acute Oral Toxicity (c)	III	0.6097	60.97%
Estrogen receptor binding	+	0.6709	67.09%
Androgen receptor binding	+	0.6686	66.86%
Thyroid receptor binding	+	0.6477	64.77%
Glucocorticoid receptor binding	+	0.5623	56.23%
Aromatase binding	+	0.5596	55.96%
PPAR gamma	-	0.5179	51.79%
Honey bee toxicity	-	0.8407	84.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9781	97.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	95.43%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.17%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.31%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.07%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.29%	93.99%
CHEMBL230	P35354	Cyclooxygenase-2	89.02%	89.63%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.70%	100.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.19%	88.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.39%	94.45%
CHEMBL1871	P10275	Androgen Receptor	85.43%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.42%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.57%	99.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.48%	90.08%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.31%	94.80%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.02%	93.40%
CHEMBL240	Q12809	HERG	83.88%	89.76%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	83.81%	88.84%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.54%	82.69%
CHEMBL3524	P56524	Histone deacetylase 4	83.48%	92.97%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.23%	85.30%
CHEMBL2581	P07339	Cathepsin D	82.87%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.18%	89.00%
CHEMBL325	Q13547	Histone deacetylase 1	81.37%	95.92%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.27%	94.23%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.90%	98.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.40%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73209775
• LOTUS: LTS0152778
• wikiData: Q105015349