2-(8,8a-Dimethyl-4-oxo-1,2,3,6,7,8-hexahydronaphthalen-2-yl)prop-2-enoic acid

Details

• Internal ID: 11530721-d024-4069-b3eb-665aad8f02ed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-(8,8a-dimethyl-4-oxo-1,2,3,6,7,8-hexahydronaphthalen-2-yl)prop-2-enoic acid
• SMILES (Canonical): CC1CCC=C2C1(CC(CC2=O)C(=C)C(=O)O)C
• SMILES (Isomeric): CC1CCC=C2C1(CC(CC2=O)C(=C)C(=O)O)C
• InChI: InChI=1S/C15H20O3/c1-9-5-4-6-12-13(16)7-11(8-15(9,12)3)10(2)14(17)18/h6,9,11H,2,4-5,7-8H2,1,3H3,(H,17,18)
• InChI Key: CPDBOUQRDMUUIN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.8202	82.02%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8352	83.52%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9109	91.09%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.8401	84.01%
P-glycoprotein inhibitior	-	0.9236	92.36%
P-glycoprotein substrate	-	0.8150	81.50%
CYP3A4 substrate	-	0.5102	51.02%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.9114	91.14%
CYP3A4 inhibition	-	0.7249	72.49%
CYP2C9 inhibition	-	0.9167	91.67%
CYP2C19 inhibition	-	0.9066	90.66%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	-	0.7173	71.73%
CYP2C8 inhibition	-	0.7317	73.17%
CYP inhibitory promiscuity	-	0.9467	94.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5509	55.09%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9078	90.78%
Skin irritation	+	0.6281	62.81%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6853	68.53%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.5547	55.47%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6178	61.78%
Acute Oral Toxicity (c)	III	0.8152	81.52%
Estrogen receptor binding	-	0.5374	53.74%
Androgen receptor binding	-	0.7390	73.90%
Thyroid receptor binding	-	0.6332	63.32%
Glucocorticoid receptor binding	-	0.5470	54.70%
Aromatase binding	+	0.6889	68.89%
PPAR gamma	-	0.6911	69.11%
Honey bee toxicity	-	0.9382	93.82%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.59%	98.95%
CHEMBL4072	P07858	Cathepsin B	90.55%	93.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.21%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	87.15%	90.17%
CHEMBL4208	P20618	Proteasome component C5	86.57%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.26%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.46%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.14%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	83.41%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.98%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.65%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.46%	91.19%

Plants that contains it

• Flourensia cernua

Cross-Links

• PubChem: 22298388
• LOTUS: LTS0254831
• wikiData: Q103815858