(3aS,6E,10E,11aS)-6,10-dimethyl-3-methylidene-5,8,9,11a-tetrahydro-3aH-cyclodeca[b]furan-2,4-dione

Details

• Internal ID: 6906c076-cb7f-4fac-96db-5a770f1251bc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aS,6E,10E,11aS)-6,10-dimethyl-3-methylidene-5,8,9,11a-tetrahydro-3aH-cyclodeca[b]furan-2,4-dione
• SMILES (Canonical): CC1=CC2C(C(=C)C(=O)O2)C(=O)CC(=CCC1)C
• SMILES (Isomeric): C/C/1=C\[C@H]2[C@H](C(=C)C(=O)O2)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/h5,8,13-14H,3-4,6-7H2,1-2H3/b9-5+,10-8+/t13-,14+/m0/s1
• InChI Key: UHGPVULWHVSKDS-RPCLJMOQSA-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): 2.73
• 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	+	0.9945	99.45%
Caco-2	+	0.8008	80.08%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5660	56.60%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9437	94.37%
OATP1B3 inhibitior	+	0.8837	88.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.9434	94.34%
P-glycoprotein inhibitior	-	0.8600	86.00%
P-glycoprotein substrate	-	0.9586	95.86%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.7832	78.32%
CYP2C9 inhibition	-	0.9262	92.62%
CYP2C19 inhibition	-	0.8183	81.83%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	+	0.7868	78.68%
CYP2C8 inhibition	-	0.8333	83.33%
CYP inhibitory promiscuity	-	0.9308	93.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6140	61.40%
Eye corrosion	-	0.9024	90.24%
Eye irritation	-	0.6202	62.02%
Skin irritation	+	0.5667	56.67%
Skin corrosion	-	0.8716	87.16%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7663	76.63%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.6538	65.38%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6925	69.25%
Acute Oral Toxicity (c)	III	0.5281	52.81%
Estrogen receptor binding	-	0.6898	68.98%
Androgen receptor binding	-	0.5569	55.69%
Thyroid receptor binding	-	0.7708	77.08%
Glucocorticoid receptor binding	+	0.6131	61.31%
Aromatase binding	-	0.6832	68.32%
PPAR gamma	-	0.5333	53.33%
Honey bee toxicity	-	0.8304	83.04%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	95.15%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.50%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.07%	91.11%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.54%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.21%	99.23%
CHEMBL2581	P07339	Cathepsin D	82.41%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.50%	94.73%

Plants that contains it

• Pegolettia senegalensis
• Ursinia cakilefolia

Cross-Links

• PubChem: 14355934
• LOTUS: LTS0135424
• wikiData: Q105272879