(2'S,6R)-2',3,5-trimethylspiro[1-benzofuran-6,1'-cyclopentane]-2-one

Details

• Internal ID: af94d8de-425e-47fb-9809-8597cf9c886f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (2'S,6R)-2',3,5-trimethylspiro[1-benzofuran-6,1'-cyclopentane]-2-one
• SMILES (Canonical): CC1CCCC12C=C3C(=C(C(=O)O3)C)C=C2C
• SMILES (Isomeric): C[C@H]1CCC[C@]12C=C3C(=C(C(=O)O3)C)C=C2C
• InChI: InChI=1S/C15H18O2/c1-9-5-4-6-15(9)8-13-12(7-10(15)2)11(3)14(16)17-13/h7-9H,4-6H2,1-3H3/t9-,15-/m0/s1
• InChI Key: KUNRAMULIXAXIK-VFZGTOFNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.51
• 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	+	1.0000	100.00%
Caco-2	+	0.9619	96.19%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4682	46.82%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9134	91.34%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9200	92.00%
P-glycoprotein inhibitior	-	0.9235	92.35%
P-glycoprotein substrate	-	0.8983	89.83%
CYP3A4 substrate	+	0.5464	54.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8748	87.48%
CYP3A4 inhibition	-	0.7226	72.26%
CYP2C9 inhibition	-	0.9340	93.40%
CYP2C19 inhibition	-	0.6902	69.02%
CYP2D6 inhibition	-	0.9319	93.19%
CYP1A2 inhibition	+	0.8553	85.53%
CYP2C8 inhibition	-	0.8602	86.02%
CYP inhibitory promiscuity	-	0.7259	72.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4605	46.05%
Eye corrosion	-	0.9655	96.55%
Eye irritation	-	0.8122	81.22%
Skin irritation	+	0.6270	62.70%
Skin corrosion	-	0.9144	91.44%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4613	46.13%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6021	60.21%
skin sensitisation	+	0.5684	56.84%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5183	51.83%
Acute Oral Toxicity (c)	III	0.6865	68.65%
Estrogen receptor binding	-	0.6356	63.56%
Androgen receptor binding	+	0.7048	70.48%
Thyroid receptor binding	-	0.6002	60.02%
Glucocorticoid receptor binding	-	0.5491	54.91%
Aromatase binding	-	0.5383	53.83%
PPAR gamma	-	0.5249	52.49%
Honey bee toxicity	-	0.9309	93.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9838	98.38%

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	94.15%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.52%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.06%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.79%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.56%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.33%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.35%	86.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.86%	94.80%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.77%	93.04%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.76%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.47%	100.00%
CHEMBL230	P35354	Cyclooxygenase-2	81.66%	89.63%

Plants that contains it

• Ratibida columnifera

Cross-Links

• PubChem: 163104796
• LOTUS: LTS0013434
• wikiData: Q105146251