(4aR,8aR)-5,5,8a-trimethyl-3-oxo-4a,6,7,8-tetrahydro-4H-naphthalene-2-carbaldehyde

Details

• Internal ID: 41ce35fb-cad2-427f-86f7-cd01d804410f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4aR,8aR)-5,5,8a-trimethyl-3-oxo-4a,6,7,8-tetrahydro-4H-naphthalene-2-carbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1CC(=O)C(=C2)C=O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@H]1CC(=O)C(=C2)C=O)(C)C
• InChI: InChI=1S/C14H20O2/c1-13(2)5-4-6-14(3)8-10(9-15)11(16)7-12(13)14/h8-9,12H,4-7H2,1-3H3/t12-,14-/m1/s1
• InChI Key: MFYFNUKUXIRYFV-TZMCWYRMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 220.31 g/mol
• Exact Mass: 220.146329876 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8428	84.28%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7048	70.48%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8367	83.67%
P-glycoprotein inhibitior	-	0.9458	94.58%
P-glycoprotein substrate	-	0.9426	94.26%
CYP3A4 substrate	-	0.5108	51.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8496	84.96%
CYP3A4 inhibition	-	0.8189	81.89%
CYP2C9 inhibition	-	0.8115	81.15%
CYP2C19 inhibition	-	0.5713	57.13%
CYP2D6 inhibition	-	0.9590	95.90%
CYP1A2 inhibition	-	0.8060	80.60%
CYP2C8 inhibition	-	0.9228	92.28%
CYP inhibitory promiscuity	-	0.8472	84.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4780	47.80%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.6292	62.92%
Skin irritation	+	0.5374	53.74%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6320	63.20%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6221	62.21%
skin sensitisation	+	0.7261	72.61%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5482	54.82%
Acute Oral Toxicity (c)	III	0.5949	59.49%
Estrogen receptor binding	-	0.6647	66.47%
Androgen receptor binding	-	0.6610	66.10%
Thyroid receptor binding	-	0.6900	69.00%
Glucocorticoid receptor binding	-	0.7040	70.40%
Aromatase binding	-	0.7368	73.68%
PPAR gamma	+	0.5305	53.05%
Honey bee toxicity	-	0.8528	85.28%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9905	99.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.91%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.08%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.50%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.94%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.05%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.31%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	86.08%	97.05%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.27%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.14%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.55%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	80.95%	91.49%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.54%	82.69%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.24%	93.04%

Plants that contains it

• Persicaria hydropiper

Cross-Links

• PubChem: 92466489
• LOTUS: LTS0002651
• wikiData: Q105163105