2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-methylcyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 83cf96a2-44e7-42b2-af0a-cf14dad05eda
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones
• IUPAC Name: 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-methylcyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC1=CC(=O)C(=CC1=O)CC=C(C)CCC=C(C)C
• SMILES (Isomeric): CC1=CC(=O)C(=CC1=O)C/C=C(\C)/CCC=C(C)C
• InChI: InChI=1S/C17H22O2/c1-12(2)6-5-7-13(3)8-9-15-11-16(18)14(4)10-17(15)19/h6,8,10-11H,5,7,9H2,1-4H3/b13-8+
• InChI Key: CQGRQMXSGDQKJN-MDWZMJQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₂
• Molecular Weight: 258.35 g/mol
• Exact Mass: 258.161979940 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 2-Methyl-5-[(2E)-3,7-dimethyl-2,6-octadienyl]-2,5-cyclohexadiene-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.9476	94.76%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7497	74.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9235	92.35%
OATP1B3 inhibitior	+	0.8997	89.97%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7078	70.78%
P-glycoprotein inhibitior	-	0.8064	80.64%
P-glycoprotein substrate	-	0.9408	94.08%
CYP3A4 substrate	-	0.5503	55.03%
CYP2C9 substrate	-	0.7707	77.07%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.9101	91.01%
CYP2C9 inhibition	-	0.6945	69.45%
CYP2C19 inhibition	-	0.6987	69.87%
CYP2D6 inhibition	-	0.8932	89.32%
CYP1A2 inhibition	-	0.5676	56.76%
CYP2C8 inhibition	-	0.9619	96.19%
CYP inhibitory promiscuity	-	0.7179	71.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6061	60.61%
Eye corrosion	-	0.8994	89.94%
Eye irritation	-	0.5554	55.54%
Skin irritation	+	0.5993	59.93%
Skin corrosion	-	0.9621	96.21%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7368	73.68%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.8567	85.67%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6053	60.53%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.4931	49.31%
Acute Oral Toxicity (c)	III	0.5759	57.59%
Estrogen receptor binding	-	0.5541	55.41%
Androgen receptor binding	-	0.7004	70.04%
Thyroid receptor binding	-	0.6166	61.66%
Glucocorticoid receptor binding	+	0.5425	54.25%
Aromatase binding	-	0.5244	52.44%
PPAR gamma	+	0.6744	67.44%
Honey bee toxicity	-	0.8934	89.34%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9929	99.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.08%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.22%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.84%	92.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.95%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.77%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.35%	96.09%

Plants that contains it

• Pyrola media

Cross-Links

• PubChem: 90471380
• LOTUS: LTS0040072
• wikiData: Q104967976