3-(acetyloxymethyl)-5-(5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl)pent-2-enoic acid

Details

• Internal ID: cd185974-3ebe-4b08-b329-5a0297e10dca
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: 3-(acetyloxymethyl)-5-(5,5,8a-trimethyl-2-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl)pent-2-enoic acid
• SMILES (Canonical): CC(=O)OCC(=CC(=O)O)CCC1C(=O)C=CC2C1(CCCC2(C)C)C
• SMILES (Isomeric): CC(=O)OCC(=CC(=O)O)CCC1C(=O)C=CC2C1(CCCC2(C)C)C
• InChI: InChI=1S/C21H30O5/c1-14(22)26-13-15(12-19(24)25)6-7-16-17(23)8-9-18-20(2,3)10-5-11-21(16,18)4/h8-9,12,16,18H,5-7,10-11,13H2,1-4H3,(H,24,25)
• InChI Key: OIBHYUYKCMPFJH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.20932405 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	-	0.5686	56.86%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9024	90.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7914	79.14%
OATP1B3 inhibitior	+	0.7997	79.97%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7394	73.94%
P-glycoprotein inhibitior	-	0.4865	48.65%
P-glycoprotein substrate	-	0.7467	74.67%
CYP3A4 substrate	+	0.6287	62.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9161	91.61%
CYP3A4 inhibition	-	0.7838	78.38%
CYP2C9 inhibition	-	0.6316	63.16%
CYP2C19 inhibition	-	0.8157	81.57%
CYP2D6 inhibition	-	0.8816	88.16%
CYP1A2 inhibition	-	0.6597	65.97%
CYP2C8 inhibition	-	0.6252	62.52%
CYP inhibitory promiscuity	-	0.7411	74.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6559	65.59%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9405	94.05%
Skin irritation	-	0.5229	52.29%
Skin corrosion	-	0.9798	97.98%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6765	67.65%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6699	66.99%
skin sensitisation	-	0.6459	64.59%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7444	74.44%
Acute Oral Toxicity (c)	III	0.8461	84.61%
Estrogen receptor binding	+	0.7507	75.07%
Androgen receptor binding	+	0.6202	62.02%
Thyroid receptor binding	-	0.5284	52.84%
Glucocorticoid receptor binding	+	0.7064	70.64%
Aromatase binding	+	0.5374	53.74%
PPAR gamma	-	0.5131	51.31%
Honey bee toxicity	-	0.8276	82.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.66%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.36%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.58%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.57%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.27%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.62%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.02%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.02%	95.56%
CHEMBL5028	O14672	ADAM10	81.91%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	81.70%	94.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.15%	91.07%

Plants that contains it

• Acritopappus confertus

Cross-Links

• PubChem: 163050353
• LOTUS: LTS0253567
• wikiData: Q105192427