(E)-3-[(1R,4aR,8aS)-2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]prop-2-enoic acid

Details

• Internal ID: 72dc972c-80cd-4db3-9d0d-8b1ce85ba1d6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (E)-3-[(1R,4aR,8aS)-2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]prop-2-enoic acid
• InChI: InChI=1S/C17H24O3/c1-11-10-13(18)15-16(2,3)8-5-9-17(15,4)12(11)6-7-14(19)20/h6-7,10,12,15H,5,8-9H2,1-4H3,(H,19,20)/b7-6+/t12-,15-,17+/m1/s1
• InChI Key: VJFQWFRGXBGQMI-ABYMXXDBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.61
• 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	+	0.9961	99.61%
Caco-2	+	0.6899	68.99%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8009	80.09%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8235	82.35%
OATP1B3 inhibitior	+	0.9152	91.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9455	94.55%
P-glycoprotein inhibitior	-	0.9458	94.58%
P-glycoprotein substrate	-	0.8846	88.46%
CYP3A4 substrate	+	0.5651	56.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9133	91.33%
CYP3A4 inhibition	-	0.9018	90.18%
CYP2C9 inhibition	-	0.8398	83.98%
CYP2C19 inhibition	-	0.8597	85.97%
CYP2D6 inhibition	-	0.9059	90.59%
CYP1A2 inhibition	-	0.8345	83.45%
CYP2C8 inhibition	-	0.8087	80.87%
CYP inhibitory promiscuity	-	0.9204	92.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5865	58.65%
Eye corrosion	-	0.9954	99.54%
Eye irritation	-	0.9337	93.37%
Skin irritation	+	0.6374	63.74%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5131	51.31%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5199	51.99%
skin sensitisation	+	0.7356	73.56%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7456	74.56%
Acute Oral Toxicity (c)	III	0.8205	82.05%
Estrogen receptor binding	+	0.5511	55.11%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5696	56.96%
Glucocorticoid receptor binding	+	0.5793	57.93%
Aromatase binding	-	0.6904	69.04%
PPAR gamma	-	0.5633	56.33%
Honey bee toxicity	-	0.9367	93.67%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	94.10%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.57%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.68%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	82.22%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.07%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.74%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.25%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162931395
• LOTUS: LTS0149190
• wikiData: Q105287225