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

Details

• Internal ID: 75b62942-a191-40ae-9754-a36a964e8496
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-(8,8a-dimethyl-7-oxo-1,2,3,4,6,8-hexahydronaphthalen-2-yl)prop-2-enoic acid
• InChI: InChI=1S/C15H20O3/c1-9(14(17)18)11-4-5-12-6-7-13(16)10(2)15(12,3)8-11/h6,10-11H,1,4-5,7-8H2,2-3H3,(H,17,18)
• InChI Key: DHYOHSUACHSNQM-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: 2.60
• 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	+	0.6912	69.12%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8352	83.52%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.9109	91.09%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.7673	76.73%
P-glycoprotein inhibitior	-	0.9478	94.78%
P-glycoprotein substrate	-	0.8489	84.89%
CYP3A4 substrate	+	0.5522	55.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8928	89.28%
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	-	0.7927	79.27%
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	-	0.8683	86.83%
Skin irritation	+	0.6281	62.81%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.6378	63.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5274	52.74%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.5547	55.47%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4529	45.29%
Acute Oral Toxicity (c)	III	0.8152	81.52%
Estrogen receptor binding	+	0.5595	55.95%
Androgen receptor binding	-	0.5083	50.83%
Thyroid receptor binding	-	0.6659	66.59%
Glucocorticoid receptor binding	-	0.4911	49.11%
Aromatase binding	+	0.5809	58.09%
PPAR gamma	-	0.6213	62.13%
Honey bee toxicity	-	0.9029	90.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	92.62%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.98%	83.82%
CHEMBL2581	P07339	Cathepsin D	90.20%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.17%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.99%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.34%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.36%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.67%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.11%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.09%	86.33%

Plants that contains it

• Ozothamnus pholidotus

Cross-Links

• PubChem: 162952903
• LOTUS: LTS0247076
• wikiData: Q104980996