2-[(1R,2R)-2-(3,6-dioxo-4-propan-2-ylcyclohexa-1,4-dien-1-yl)-2,6,6-trimethylcyclohexyl]acetic acid

Details

• Internal ID: 8bc481be-bf61-4258-ace5-eb6acd725bc3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones
• IUPAC Name: 2-[(1R,2R)-2-(3,6-dioxo-4-propan-2-ylcyclohexa-1,4-dien-1-yl)-2,6,6-trimethylcyclohexyl]acetic acid
• SMILES (Canonical): CC(C)C1=CC(=O)C(=CC1=O)C2(CCCC(C2CC(=O)O)(C)C)C
• SMILES (Isomeric): CC(C)C1=CC(=O)C(=CC1=O)[C@@]2(CCCC([C@H]2CC(=O)O)(C)C)C
• InChI: InChI=1S/C20H28O4/c1-12(2)13-9-16(22)14(10-15(13)21)20(5)8-6-7-19(3,4)17(20)11-18(23)24/h9-10,12,17H,6-8,11H2,1-5H3,(H,23,24)/t17-,20+/m1/s1
• InChI Key: RXKYDRDAPCHXPT-XLIONFOSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.6437	64.37%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8953	89.53%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.8646	86.46%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6569	65.69%
P-glycoprotein inhibitior	-	0.8437	84.37%
P-glycoprotein substrate	-	0.7960	79.60%
CYP3A4 substrate	+	0.5276	52.76%
CYP2C9 substrate	-	0.7076	70.76%
CYP2D6 substrate	-	0.9198	91.98%
CYP3A4 inhibition	-	0.8232	82.32%
CYP2C9 inhibition	-	0.9127	91.27%
CYP2C19 inhibition	-	0.9344	93.44%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.9666	96.66%
CYP2C8 inhibition	-	0.8994	89.94%
CYP inhibitory promiscuity	-	0.9460	94.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.7220	72.20%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9086	90.86%
Skin irritation	+	0.5102	51.02%
Skin corrosion	-	0.9793	97.93%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5333	53.33%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5953	59.53%
skin sensitisation	-	0.5563	55.63%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8487	84.87%
Acute Oral Toxicity (c)	III	0.7329	73.29%
Estrogen receptor binding	-	0.6720	67.20%
Androgen receptor binding	-	0.5489	54.89%
Thyroid receptor binding	-	0.5411	54.11%
Glucocorticoid receptor binding	+	0.5602	56.02%
Aromatase binding	-	0.5383	53.83%
PPAR gamma	+	0.7730	77.30%
Honey bee toxicity	-	0.9333	93.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.62%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.59%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.83%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.53%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.49%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.29%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.69%	96.77%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.31%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.80%	100.00%

Plants that contains it

• Cryptomeria japonica

Cross-Links

• PubChem: 163050143
• LOTUS: LTS0191939
• wikiData: Q105247113