[(3R,3aR,4S,6E,10E,11aR)-3,6,10-trimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-4-yl] acetate

Details

• Internal ID: c60fb15e-3af3-45b0-ae3b-cc87cc690388
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3R,3aR,4S,6E,10E,11aR)-3,6,10-trimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-4-yl] acetate
• SMILES (Canonical): CC1C2C(CC(=CCCC(=CC2OC1=O)C)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1[C@@H]2[C@H](C/C(=C/CC/C(=C/[C@H]2OC1=O)/C)/C)OC(=O)C
• InChI: InChI=1S/C17H24O4/c1-10-6-5-7-11(2)9-15-16(12(3)17(19)21-15)14(8-10)20-13(4)18/h6,9,12,14-16H,5,7-8H2,1-4H3/b10-6+,11-9+/t12-,14+,15-,16-/m1/s1
• InChI Key: MNQOAYZWZSDAKZ-ZOSZCPBPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.8301	83.01%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6339	63.39%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9048	90.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8138	81.38%
P-glycoprotein inhibitior	-	0.7474	74.74%
P-glycoprotein substrate	-	0.8775	87.75%
CYP3A4 substrate	+	0.5666	56.66%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.7309	73.09%
CYP2C9 inhibition	-	0.8806	88.06%
CYP2C19 inhibition	-	0.7994	79.94%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	+	0.6923	69.23%
CYP2C8 inhibition	-	0.8891	88.91%
CYP inhibitory promiscuity	-	0.8997	89.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6413	64.13%
Eye corrosion	-	0.9471	94.71%
Eye irritation	-	0.8294	82.94%
Skin irritation	-	0.5202	52.02%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.5928	59.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4774	47.74%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6583	65.83%
skin sensitisation	-	0.8176	81.76%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7180	71.80%
Acute Oral Toxicity (c)	III	0.4423	44.23%
Estrogen receptor binding	-	0.7695	76.95%
Androgen receptor binding	-	0.5749	57.49%
Thyroid receptor binding	-	0.6432	64.32%
Glucocorticoid receptor binding	-	0.5079	50.79%
Aromatase binding	-	0.7174	71.74%
PPAR gamma	-	0.7096	70.96%
Honey bee toxicity	-	0.8156	81.56%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9890	98.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.71%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.72%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.31%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.21%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.54%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.99%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.93%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.80%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.19%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	81.36%	91.19%

Plants that contains it

• Achillea millefolium

Cross-Links

• PubChem: 15109120
• LOTUS: LTS0092578
• wikiData: Q105168528