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

Details

• Internal ID: bd6984a9-e7d5-428e-9d26-9b998fe581a6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3,6,10-trimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-5-yl) acetate
• SMILES (Canonical): CC1C2CC(C(=CCCC(=CC2OC1=O)C)C)OC(=O)C
• SMILES (Isomeric): CC1C2CC(C(=CCCC(=CC2OC1=O)C)C)OC(=O)C
• InChI: InChI=1S/C17H24O4/c1-10-6-5-7-11(2)15(20-13(4)18)9-14-12(3)17(19)21-16(14)8-10/h7-8,12,14-16H,5-6,9H2,1-4H3
• InChI Key: ALAJEHHXYIGXNY-UHFFFAOYSA-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: 2.40
• 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	+	0.9922	99.22%
Caco-2	+	0.8811	88.11%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6264	62.64%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5599	55.99%
P-glycoprotein inhibitior	-	0.6569	65.69%
P-glycoprotein substrate	-	0.7788	77.88%
CYP3A4 substrate	+	0.5865	58.65%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.8224	82.24%
CYP2C9 inhibition	-	0.9162	91.62%
CYP2C19 inhibition	-	0.8523	85.23%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	+	0.6459	64.59%
CYP2C8 inhibition	-	0.8370	83.70%
CYP inhibitory promiscuity	-	0.8941	89.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6272	62.72%
Eye corrosion	-	0.9588	95.88%
Eye irritation	-	0.9252	92.52%
Skin irritation	-	0.5479	54.79%
Skin corrosion	-	0.9203	92.03%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.7336	73.36%
skin sensitisation	-	0.7185	71.85%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5751	57.51%
Acute Oral Toxicity (c)	III	0.5772	57.72%
Estrogen receptor binding	+	0.5330	53.30%
Androgen receptor binding	-	0.6650	66.50%
Thyroid receptor binding	-	0.6206	62.06%
Glucocorticoid receptor binding	-	0.4734	47.34%
Aromatase binding	-	0.8240	82.40%
PPAR gamma	-	0.5955	59.55%
Honey bee toxicity	-	0.7593	75.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9743	97.43%

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	94.37%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.38%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.33%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.59%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.63%	95.56%
CHEMBL2581	P07339	Cathepsin D	83.87%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.61%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.52%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.08%	94.80%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.52%	97.21%
CHEMBL4208	P20618	Proteasome component C5	80.09%	90.00%

Plants that contains it

• Seriphidium fragrans

Cross-Links

• PubChem: 73071624
• LOTUS: LTS0030202
• wikiData: Q104913974