2-(8,8a-Dimethyl-7-oxo-1,2,3,5,6,8-hexahydronaphthalen-2-yl)prop-2-enoic acid

Details

• Internal ID: e0b5c4c9-ed1c-418a-b6c5-2bd81e157fed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-(8,8a-dimethyl-7-oxo-1,2,3,5,6,8-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/h5,10-11H,1,4,6-8H2,2-3H3,(H,17,18)
• InChI Key: AXYFUUAVMRWJKT-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: 2.30
• 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	+	0.7184	71.84%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8352	83.52%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.9109	91.09%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.7499	74.99%
P-glycoprotein inhibitior	-	0.9585	95.85%
P-glycoprotein substrate	-	0.8333	83.33%
CYP3A4 substrate	+	0.5450	54.50%
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	-	0.8156	81.56%
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	-	0.7949	79.49%
Skin irritation	+	0.6281	62.81%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.6106	61.06%
Human Ether-a-go-go-Related Gene inhibition	-	0.5580	55.80%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.5547	55.47%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7117	71.17%
Acute Oral Toxicity (c)	III	0.8152	81.52%
Estrogen receptor binding	+	0.6132	61.32%
Androgen receptor binding	-	0.6295	62.95%
Thyroid receptor binding	-	0.6883	68.83%
Glucocorticoid receptor binding	-	0.4642	46.42%
Aromatase binding	+	0.5531	55.31%
PPAR gamma	-	0.6377	63.77%
Honey bee toxicity	-	0.8910	89.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.86%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.37%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.99%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.68%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.68%	100.00%

Plants that contains it

• Balsamorhiza macrophylla
• Haeckeria punctulata
• Ozothamnus pholidotus
• Stevia achalensis

Cross-Links

• PubChem: 162877333
• LOTUS: LTS0094905
• wikiData: Q104920902