[(3R,3aR,4R,5E,9E,11aS)-3,6,10-trimethyl-2-oxo-3a,4,7,8,11,11a-hexahydro-3H-cyclodeca[b]furan-4-yl] acetate

Details

• Internal ID: 7f7975a8-7d20-446e-a301-bad55b80a57f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3R,3aR,4R,5E,9E,11aS)-3,6,10-trimethyl-2-oxo-3a,4,7,8,11,11a-hexahydro-3H-cyclodeca[b]furan-4-yl] acetate
• SMILES (Canonical): CC1C2C(CC(=CCCC(=CC2OC(=O)C)C)C)OC1=O
• SMILES (Isomeric): C[C@@H]1[C@@H]2[C@H](C/C(=C/CC/C(=C/[C@H]2OC(=O)C)/C)/C)OC1=O
• 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/h7-8,12,14-16H,5-6,9H2,1-4H3/b10-8+,11-7+/t12-,14-,15+,16+/m1/s1
• InChI Key: BQTKIVGFINJWOC-DFSZNTAYSA-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	+	0.8729	87.29%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6339	63.39%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9248	92.48%
OATP1B3 inhibitior	+	0.9048	90.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8634	86.34%
P-glycoprotein inhibitior	-	0.7780	77.80%
P-glycoprotein substrate	-	0.8661	86.61%
CYP3A4 substrate	+	0.5622	56.22%
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	-	0.8293	82.93%
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	-	0.7674	76.74%
Skin irritation	-	0.5202	52.02%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.5991	59.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4053	40.53%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.7532	75.32%
skin sensitisation	-	0.8176	81.76%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7856	78.56%
Acute Oral Toxicity (c)	III	0.4423	44.23%
Estrogen receptor binding	-	0.7141	71.41%
Androgen receptor binding	-	0.5749	57.49%
Thyroid receptor binding	-	0.6506	65.06%
Glucocorticoid receptor binding	-	0.5238	52.38%
Aromatase binding	-	0.7795	77.95%
PPAR gamma	-	0.6845	68.45%
Honey bee toxicity	-	0.8204	82.04%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.19%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.79%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.65%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.85%	94.80%
CHEMBL2581	P07339	Cathepsin D	86.05%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.21%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.21%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.75%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.10%	99.23%

Plants that contains it

• Laurus nobilis

Cross-Links

• PubChem: 163027220
• LOTUS: LTS0199357
• wikiData: Q104944563