(2'S,3aR,7R,7aS)-2'-methyl-3,6-dimethylidenespiro[3a,4,5,7a-tetrahydro-1-benzofuran-7,1'-cyclopentane]-2-one

Details

• Internal ID: 38358f22-b2b6-4fa5-96dd-6d6b04c94c1f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (2'S,3aR,7R,7aS)-2'-methyl-3,6-dimethylidenespiro[3a,4,5,7a-tetrahydro-1-benzofuran-7,1'-cyclopentane]-2-one
• InChI: InChI=1S/C15H20O2/c1-9-5-4-8-15(9)10(2)6-7-12-11(3)14(16)17-13(12)15/h9,12-13H,2-8H2,1H3/t9-,12+,13-,15+/m0/s1
• InChI Key: NMBBHNAJZLDDOQ-BYDSVVRCSA-N
• Popularity: 3 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	+	1.0000	100.00%
Caco-2	+	0.8216	82.16%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4041	40.41%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.8981	89.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9700	97.00%
P-glycoprotein inhibitior	-	0.9149	91.49%
P-glycoprotein substrate	-	0.9196	91.96%
CYP3A4 substrate	+	0.5269	52.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8433	84.33%
CYP3A4 inhibition	-	0.7072	70.72%
CYP2C9 inhibition	-	0.9403	94.03%
CYP2C19 inhibition	+	0.6961	69.61%
CYP2D6 inhibition	-	0.9437	94.37%
CYP1A2 inhibition	+	0.9073	90.73%
CYP2C8 inhibition	-	0.9027	90.27%
CYP inhibitory promiscuity	-	0.8036	80.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4901	49.01%
Eye corrosion	-	0.9380	93.80%
Eye irritation	+	0.7604	76.04%
Skin irritation	+	0.5648	56.48%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6705	67.05%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	+	0.6117	61.17%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6818	68.18%
Estrogen receptor binding	-	0.5180	51.80%
Androgen receptor binding	-	0.4849	48.49%
Thyroid receptor binding	-	0.7069	70.69%
Glucocorticoid receptor binding	+	0.5484	54.84%
Aromatase binding	-	0.6769	67.69%
PPAR gamma	-	0.7270	72.70%
Honey bee toxicity	-	0.8639	86.39%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	95.94%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.40%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.28%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	86.54%	97.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.88%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.72%	85.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.11%	93.03%
CHEMBL2581	P07339	Cathepsin D	83.10%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.18%	97.14%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.10%	96.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.87%	99.18%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.23%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.65%	93.04%

Plants that contains it

• Frullania dilatata

Cross-Links

• PubChem: 10421462
• LOTUS: LTS0204110
• wikiData: Q105181680