(6E,10E,11aR)-3,6,10-trimethyl-5,8,9,11a-tetrahydrocyclodeca[b]furan-2,4-dione

Details

• Internal ID: 3a326ae3-7812-4f9e-8b30-763924967ce0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (6E,10E,11aR)-3,6,10-trimethyl-5,8,9,11a-tetrahydrocyclodeca[b]furan-2,4-dione
• SMILES (Canonical): CC1=CC2C(=C(C(=O)O2)C)C(=O)CC(=CCC1)C
• SMILES (Isomeric): C/C/1=C\[C@@H]2C(=C(C(=O)O2)C)C(=O)C/C(=C/CC1)/C
• InChI: InChI=1S/C15H18O3/c1-9-5-4-6-10(2)8-13-14(12(16)7-9)11(3)15(17)18-13/h5,8,13H,4,6-7H2,1-3H3/b9-5+,10-8+/t13-/m1/s1
• InChI Key: OQNQRVJAHDEKHV-FDTKAYKHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 3
• 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	+	0.9959	99.59%
Caco-2	+	0.8929	89.29%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6155	61.55%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9477	94.77%
OATP1B3 inhibitior	+	0.9578	95.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.7616	76.16%
P-glycoprotein inhibitior	-	0.8647	86.47%
P-glycoprotein substrate	-	0.9408	94.08%
CYP3A4 substrate	-	0.5065	50.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8927	89.27%
CYP3A4 inhibition	-	0.7965	79.65%
CYP2C9 inhibition	-	0.9034	90.34%
CYP2C19 inhibition	-	0.8324	83.24%
CYP2D6 inhibition	-	0.9570	95.70%
CYP1A2 inhibition	+	0.7504	75.04%
CYP2C8 inhibition	-	0.9009	90.09%
CYP inhibitory promiscuity	-	0.9349	93.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5715	57.15%
Eye corrosion	-	0.9204	92.04%
Eye irritation	-	0.7030	70.30%
Skin irritation	+	0.5878	58.78%
Skin corrosion	-	0.8975	89.75%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7713	77.13%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7198	71.98%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6992	69.92%
Acute Oral Toxicity (c)	III	0.5080	50.80%
Estrogen receptor binding	-	0.8312	83.12%
Androgen receptor binding	-	0.6312	63.12%
Thyroid receptor binding	-	0.8360	83.60%
Glucocorticoid receptor binding	-	0.5680	56.80%
Aromatase binding	-	0.7553	75.53%
PPAR gamma	-	0.5968	59.68%
Honey bee toxicity	-	0.8303	83.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9853	98.53%

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	93.53%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.89%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.23%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	84.72%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	84.38%	89.63%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.90%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	81.24%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.50%	100.00%

Plants that contains it

• Ursinia anthemoides

Cross-Links

• PubChem: 163012608
• LOTUS: LTS0261784
• wikiData: Q105197049