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

Details

• Internal ID: 6989719c-3c46-48ee-b64a-c7c9fbd99a35
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aS,4R,6Z,10Z,11aS)-6,10-dimethyl-4-(2-methylbutoxy)-3-methylidene-4,8,9,11a-tetrahydro-3aH-cyclodeca[b]furan-2,5-dione
• InChI: InChI=1S/C20H28O4/c1-6-12(2)11-23-19-17-15(5)20(22)24-16(17)10-13(3)8-7-9-14(4)18(19)21/h9-10,12,16-17,19H,5-8,11H2,1-4H3/b13-10-,14-9-/t12?,16-,17-,19+/m0/s1
• InChI Key: QLEOPSCWXKXKPB-YYFVRGEQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.8525	85.25%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5572	55.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9201	92.01%
OATP1B3 inhibitior	+	0.9170	91.70%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5962	59.62%
P-glycoprotein inhibitior	+	0.5792	57.92%
P-glycoprotein substrate	-	0.7471	74.71%
CYP3A4 substrate	+	0.5856	58.56%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.9013	90.13%
CYP3A4 inhibition	-	0.6354	63.54%
CYP2C9 inhibition	-	0.6847	68.47%
CYP2C19 inhibition	-	0.6033	60.33%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	+	0.6858	68.58%
CYP2C8 inhibition	-	0.7511	75.11%
CYP inhibitory promiscuity	-	0.6541	65.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5803	58.03%
Eye corrosion	-	0.9607	96.07%
Eye irritation	-	0.7919	79.19%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9192	91.92%
Ames mutagenesis	-	0.6264	62.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6889	68.89%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7611	76.11%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6132	61.32%
Acute Oral Toxicity (c)	III	0.6354	63.54%
Estrogen receptor binding	-	0.6062	60.62%
Androgen receptor binding	+	0.5211	52.11%
Thyroid receptor binding	+	0.5136	51.36%
Glucocorticoid receptor binding	+	0.5910	59.10%
Aromatase binding	-	0.6662	66.62%
PPAR gamma	+	0.6044	60.44%
Honey bee toxicity	-	0.7104	71.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9873	98.73%

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	96.55%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.00%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.39%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.00%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.76%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.31%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.18%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.11%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.74%	97.09%
CHEMBL230	P35354	Cyclooxygenase-2	83.86%	89.63%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.51%	96.47%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.02%	94.00%

Plants that contains it

• Montanoa leucantha

Cross-Links

• PubChem: 101672370
• LOTUS: LTS0252306
• wikiData: Q105223519