2',6-dimethyl-3-methylidenespiro[4,7a-dihydro-3aH-1-benzofuran-5,1'-cyclopentane]-2-one

Details

• Internal ID: 98864b38-00e2-4a7a-a681-dee4e313f5ec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 2',6-dimethyl-3-methylidenespiro[4,7a-dihydro-3aH-1-benzofuran-5,1'-cyclopentane]-2-one
• SMILES (Canonical): CC1CCCC12CC3C(C=C2C)OC(=O)C3=C
• SMILES (Isomeric): CC1CCCC12CC3C(C=C2C)OC(=O)C3=C
• InChI: InChI=1S/C15H20O2/c1-9-5-4-6-15(9)8-12-11(3)14(16)17-13(12)7-10(15)2/h7,9,12-13H,3-6,8H2,1-2H3
• InChI Key: CBEDGQYRMKFIGH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.24
• 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	+	0.9970	99.70%
Caco-2	+	0.8627	86.27%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4362	43.62%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.8835	88.35%
OATP1B3 inhibitior	+	0.8806	88.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9599	95.99%
P-glycoprotein inhibitior	-	0.9063	90.63%
P-glycoprotein substrate	-	0.9049	90.49%
CYP3A4 substrate	+	0.5819	58.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8433	84.33%
CYP3A4 inhibition	-	0.6467	64.67%
CYP2C9 inhibition	-	0.9479	94.79%
CYP2C19 inhibition	+	0.5322	53.22%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	+	0.8658	86.58%
CYP2C8 inhibition	-	0.8083	80.83%
CYP inhibitory promiscuity	-	0.8027	80.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5204	52.04%
Eye corrosion	-	0.9584	95.84%
Eye irritation	-	0.7403	74.03%
Skin irritation	+	0.5491	54.91%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6309	63.09%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6680	66.80%
skin sensitisation	+	0.6403	64.03%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6973	69.73%
Estrogen receptor binding	-	0.6494	64.94%
Androgen receptor binding	-	0.6044	60.44%
Thyroid receptor binding	-	0.7113	71.13%
Glucocorticoid receptor binding	+	0.5678	56.78%
Aromatase binding	-	0.5731	57.31%
PPAR gamma	-	0.6362	63.62%
Honey bee toxicity	-	0.7948	79.48%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9958	99.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.88%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.52%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.81%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.34%	86.00%
CHEMBL1902	P62942	FK506-binding protein 1A	85.03%	97.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.66%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.68%	93.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.52%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.24%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.83%	94.80%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.48%	96.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.45%	93.04%
CHEMBL2581	P07339	Cathepsin D	81.41%	98.95%

Plants that contains it

• Ratibida columnifera

Cross-Links

• PubChem: 163030818
• LOTUS: LTS0180507
• wikiData: Q104952258