2-[(2R,8R,8aR)-8,8a-dimethyl-7-oxo-1,2,3,8-tetrahydronaphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: 28f3ed38-941b-472a-83f2-19fb8eca6f7d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-[(2R,8R,8aR)-8,8a-dimethyl-7-oxo-1,2,3,8-tetrahydronaphthalen-2-yl]prop-2-enoic acid
• InChI: InChI=1S/C15H18O3/c1-9(14(17)18)11-4-5-12-6-7-13(16)10(2)15(12,3)8-11/h5-7,10-11H,1,4,8H2,2-3H3,(H,17,18)/t10-,11+,15+/m0/s1
• InChI Key: KTKOWEBCLFIZQD-FIXISWKDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.74
• 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	+	0.9952	99.52%
Caco-2	+	0.7100	71.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7679	76.79%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.9113	91.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7165	71.65%
P-glycoprotein inhibitior	-	0.9690	96.90%
P-glycoprotein substrate	-	0.7830	78.30%
CYP3A4 substrate	+	0.5308	53.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9051	90.51%
CYP3A4 inhibition	-	0.7875	78.75%
CYP2C9 inhibition	-	0.8159	81.59%
CYP2C19 inhibition	-	0.8639	86.39%
CYP2D6 inhibition	-	0.8914	89.14%
CYP1A2 inhibition	-	0.7486	74.86%
CYP2C8 inhibition	-	0.8447	84.47%
CYP inhibitory promiscuity	-	0.8739	87.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8939	89.39%
Carcinogenicity (trinary)	Non-required	0.5474	54.74%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9084	90.84%
Skin irritation	+	0.5723	57.23%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5606	56.06%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	+	0.5446	54.46%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6677	66.77%
Acute Oral Toxicity (c)	III	0.6577	65.77%
Estrogen receptor binding	-	0.5332	53.32%
Androgen receptor binding	-	0.5517	55.17%
Thyroid receptor binding	-	0.7403	74.03%
Glucocorticoid receptor binding	-	0.7158	71.58%
Aromatase binding	-	0.4847	48.47%
PPAR gamma	-	0.6591	65.91%
Honey bee toxicity	-	0.9285	92.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	94.50%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.60%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.53%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	88.44%	83.82%
CHEMBL4208	P20618	Proteasome component C5	86.32%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.85%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.17%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.71%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.56%	86.33%

Plants that contains it

• Haeckeria punctulata
• Ozothamnus pholidotus

Cross-Links

• PubChem: 15699288
• LOTUS: LTS0089606
• wikiData: Q105145827