(3aR,4E,9E,11aS)-10-methyl-3,6-dimethylidene-7,8,11,11a-tetrahydro-3aH-cyclodeca[b]furan-2-one

Details

• Internal ID: cdf02991-ab6d-44d8-b260-721b69190442
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aR,4E,9E,11aS)-10-methyl-3,6-dimethylidene-7,8,11,11a-tetrahydro-3aH-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CCCC(=C)C=CC2C(C1)OC(=O)C2=C
• SMILES (Isomeric): C/C/1=C\CCC(=C)/C=C/[C@H]2[C@H](C1)OC(=O)C2=C
• InChI: InChI=1S/C15H18O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h6-8,13-14H,1,3-5,9H2,2H3/b8-7+,11-6+/t13-,14+/m1/s1
• InChI Key: YJLBOFKJSVUOID-NJKFZQBLSA-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: 3.20
• Atomic LogP (AlogP): 3.33
• 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	+	0.7638	76.38%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Plasma membrane	0.4016	40.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9419	94.19%
OATP1B3 inhibitior	+	0.9055	90.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9348	93.48%
P-glycoprotein inhibitior	-	0.9347	93.47%
P-glycoprotein substrate	-	0.9314	93.14%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8412	84.12%
CYP3A4 inhibition	-	0.8208	82.08%
CYP2C9 inhibition	-	0.9501	95.01%
CYP2C19 inhibition	+	0.5424	54.24%
CYP2D6 inhibition	-	0.9507	95.07%
CYP1A2 inhibition	+	0.8657	86.57%
CYP2C8 inhibition	-	0.8255	82.55%
CYP inhibitory promiscuity	-	0.8885	88.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5502	55.02%
Eye corrosion	-	0.8539	85.39%
Eye irritation	-	0.6131	61.31%
Skin irritation	+	0.5483	54.83%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.6537	65.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4440	44.40%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.5864	58.64%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6894	68.94%
Acute Oral Toxicity (c)	III	0.5814	58.14%
Estrogen receptor binding	-	0.5810	58.10%
Androgen receptor binding	-	0.6795	67.95%
Thyroid receptor binding	-	0.7102	71.02%
Glucocorticoid receptor binding	+	0.5842	58.42%
Aromatase binding	-	0.7260	72.60%
PPAR gamma	+	0.5657	56.57%
Honey bee toxicity	-	0.8151	81.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9832	98.32%

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	94.14%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.28%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.55%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.29%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.87%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.68%	97.25%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.69%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	80.84%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.68%	86.33%

Plants that contains it

• Inula helenium
• Tanacetum vulgare

Cross-Links

• PubChem: 163013752
• LOTUS: LTS0068198
• wikiData: Q105349321