6-[2-(2,2-Dimethyl-6-methylene-3-oxo-cyclohexyl)ethyl]naphthalene-1,4-dione

Details

• Internal ID: 2781b160-1b38-4e6b-8f15-9722370cfaa0
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 6-[2-(2,2-dimethyl-6-methylidene-3-oxocyclohexyl)ethyl]naphthalene-1,4-dione
• SMILES (Canonical): CC1(C(C(=C)CCC1=O)CCC2=CC3=C(C=C2)C(=O)C=CC3=O)C
• SMILES (Isomeric): CC1(C(C(=C)CCC1=O)CCC2=CC3=C(C=C2)C(=O)C=CC3=O)C
• InChI: InChI=1S/C21H22O3/c1-13-4-11-20(24)21(2,3)17(13)8-6-14-5-7-15-16(12-14)19(23)10-9-18(15)22/h5,7,9-10,12,17H,1,4,6,8,11H2,2-3H3
• InChI Key: GFDZIJNGYPUQEC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₃
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.15689456 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 6-[2-(2,2-dimethyl-6-methylene-3-oxo-cyclohexyl)ethyl]naphthalene-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5499	54.99%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8764	87.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8943	89.43%
OATP1B3 inhibitior	+	0.9056	90.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8597	85.97%
P-glycoprotein inhibitior	+	0.5933	59.33%
P-glycoprotein substrate	-	0.5763	57.63%
CYP3A4 substrate	+	0.6027	60.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8425	84.25%
CYP3A4 inhibition	-	0.6062	60.62%
CYP2C9 inhibition	+	0.5128	51.28%
CYP2C19 inhibition	+	0.6398	63.98%
CYP2D6 inhibition	-	0.8586	85.86%
CYP1A2 inhibition	-	0.6016	60.16%
CYP2C8 inhibition	-	0.6003	60.03%
CYP inhibitory promiscuity	+	0.5689	56.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6372	63.72%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9295	92.95%
Skin irritation	-	0.6460	64.60%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8960	89.60%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5051	50.51%
skin sensitisation	+	0.5770	57.70%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7708	77.08%
Acute Oral Toxicity (c)	III	0.6773	67.73%
Estrogen receptor binding	+	0.5762	57.62%
Androgen receptor binding	+	0.6421	64.21%
Thyroid receptor binding	+	0.6248	62.48%
Glucocorticoid receptor binding	+	0.8039	80.39%
Aromatase binding	+	0.6456	64.56%
PPAR gamma	+	0.5457	54.57%
Honey bee toxicity	-	0.8788	87.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
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
CHEMBL2581	P07339	Cathepsin D	98.82%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.76%	91.11%
CHEMBL2039	P27338	Monoamine oxidase B	93.27%	92.51%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.70%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.98%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.32%	95.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.91%	85.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.84%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.23%	96.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.92%	96.67%
CHEMBL1951	P21397	Monoamine oxidase A	83.51%	91.49%
CHEMBL4208	P20618	Proteasome component C5	82.10%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.66%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.09%	90.71%

Plants that contains it

• Varronia curassavica

Cross-Links

• PubChem: 10336256
• LOTUS: LTS0128773
• wikiData: Q105007492