(2'S,3aR,7R,7aS)-2',6-dimethyl-3-methylidenespiro[4,7a-dihydro-3aH-1-benzofuran-7,1'-cyclopentane]-2-one

Details

• Internal ID: dd8e075d-6617-4ffd-a778-73078c94616b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (2'S,3aR,7R,7aS)-2',6-dimethyl-3-methylidenespiro[4,7a-dihydro-3aH-1-benzofuran-7,1'-cyclopentane]-2-one
• SMILES (Canonical): CC1CCCC12C3C(CC=C2C)C(=C)C(=O)O3
• SMILES (Isomeric): C[C@H]1CCC[C@@]12[C@@H]3[C@H](CC=C2C)C(=C)C(=O)O3
• InChI: InChI=1S/C15H20O2/c1-9-5-4-8-15(9)10(2)6-7-12-11(3)14(16)17-13(12)15/h6,9,12-13H,3-5,7-8H2,1-2H3/t9-,12+,13-,15+/m0/s1
• InChI Key: NNZUGFBSPSJYDA-BYDSVVRCSA-N
• Popularity: 2 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	+	0.8819	88.19%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4362	43.62%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.8806	88.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9428	94.28%
P-glycoprotein inhibitior	-	0.9222	92.22%
P-glycoprotein substrate	-	0.9164	91.64%
CYP3A4 substrate	+	0.5428	54.28%
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	-	0.8470	84.70%
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	+	0.5671	56.71%
Skin irritation	+	0.5491	54.91%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6363	63.63%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5680	56.80%
skin sensitisation	+	0.6403	64.03%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5735	57.35%
Acute Oral Toxicity (c)	III	0.6973	69.73%
Estrogen receptor binding	-	0.6636	66.36%
Androgen receptor binding	+	0.5388	53.88%
Thyroid receptor binding	-	0.7392	73.92%
Glucocorticoid receptor binding	-	0.5645	56.45%
Aromatase binding	-	0.6877	68.77%
PPAR gamma	-	0.6614	66.14%
Honey bee toxicity	-	0.9102	91.02%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
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
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.90%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.74%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.45%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.71%	93.03%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.66%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.34%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.01%	99.23%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.88%	99.18%
CHEMBL2581	P07339	Cathepsin D	83.50%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.12%	94.80%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.46%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.20%	97.14%

Plants that contains it

• Frullania dilatata

Cross-Links

• PubChem: 10105350
• LOTUS: LTS0169003
• wikiData: Q105182421