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

Details

• Internal ID: 1d144490-a0be-4f0d-ac8b-dc5702968299
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (2'S,3R,3aR,7R,7aS)-2',3-dimethyl-6-methylidenespiro[3a,4,5,7a-tetrahydro-3H-1-benzofuran-7,1'-cyclopentane]-2-one
• SMILES (Canonical): CC1CCCC12C3C(CCC2=C)C(C(=O)O3)C
• SMILES (Isomeric): C[C@H]1CCC[C@@]12[C@@H]3[C@H](CCC2=C)[C@H](C(=O)O3)C
• InChI: InChI=1S/C15H22O2/c1-9-5-4-8-15(9)10(2)6-7-12-11(3)14(16)17-13(12)15/h9,11-13H,2,4-8H2,1,3H3/t9-,11+,12+,13-,15+/m0/s1
• InChI Key: FWJPCLZINCBAEK-UHNMOKONSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.32
• 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	+	0.9176	91.76%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4362	43.62%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9357	93.57%
OATP1B3 inhibitior	+	0.8806	88.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9314	93.14%
P-glycoprotein inhibitior	-	0.9101	91.01%
P-glycoprotein substrate	-	0.8863	88.63%
CYP3A4 substrate	+	0.5495	54.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
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	-	0.9449	94.49%
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	-	0.5410	54.10%
Skin irritation	+	0.5491	54.91%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7685	76.85%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7303	73.03%
skin sensitisation	+	0.6403	64.03%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6110	61.10%
Acute Oral Toxicity (c)	III	0.6973	69.73%
Estrogen receptor binding	+	0.5783	57.83%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5838	58.38%
Glucocorticoid receptor binding	+	0.5528	55.28%
Aromatase binding	-	0.7328	73.28%
PPAR gamma	-	0.7538	75.38%
Honey bee toxicity	-	0.8116	81.16%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
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	95.30%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.64%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.73%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.89%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.90%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.82%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.62%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	85.48%	97.05%
CHEMBL1951	P21397	Monoamine oxidase A	83.88%	91.49%
CHEMBL2581	P07339	Cathepsin D	82.32%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.36%	93.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.29%	96.38%

Plants that contains it

• Frullania dilatata

Cross-Links

• PubChem: 10243133
• LOTUS: LTS0163554
• wikiData: Q105003324