Verapliquinone B

Details

• Internal ID: 20c44341-feea-4aa7-9424-460d156661a6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones
• IUPAC Name: 2-[(2Z)-3,7-dimethylocta-2,6-dienyl]-6-methoxycyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC(=CCCC(=CCC1=CC(=O)C=C(C1=O)OC)C)C
• SMILES (Isomeric): CC(=CCC/C(=C\CC1=CC(=O)C=C(C1=O)OC)/C)C
• InChI: InChI=1S/C17H22O3/c1-12(2)6-5-7-13(3)8-9-14-10-15(18)11-16(20-4)17(14)19/h6,8,10-11H,5,7,9H2,1-4H3/b13-8-
• InChI Key: CNUQZHQKEQFDPU-JYRVWZFOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₃
• Molecular Weight: 274.35 g/mol
• Exact Mass: 274.15689456 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 2-[(2Z)-3,7-Dimethylocta-2,6-dienyl]-6-methoxycyclohexa-2,5-diene-1,4-dione
• 2-[(Z)-3,7-Dimethyl-2,6-octadienyl]-6-methoxy-2,5-cyclohexadiene-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.9327	93.27%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8666	86.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8139	81.39%
P-glycoprotein inhibitior	-	0.7852	78.52%
P-glycoprotein substrate	-	0.8917	89.17%
CYP3A4 substrate	-	0.5314	53.14%
CYP2C9 substrate	-	0.7795	77.95%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.8836	88.36%
CYP2C9 inhibition	-	0.7673	76.73%
CYP2C19 inhibition	-	0.5708	57.08%
CYP2D6 inhibition	-	0.8915	89.15%
CYP1A2 inhibition	-	0.6937	69.37%
CYP2C8 inhibition	-	0.8553	85.53%
CYP inhibitory promiscuity	-	0.8123	81.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7714	77.14%
Carcinogenicity (trinary)	Non-required	0.5858	58.58%
Eye corrosion	-	0.9508	95.08%
Eye irritation	-	0.7122	71.22%
Skin irritation	-	0.6568	65.68%
Skin corrosion	-	0.9808	98.08%
Ames mutagenesis	-	0.6278	62.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7431	74.31%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5146	51.46%
skin sensitisation	-	0.6079	60.79%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5830	58.30%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	+	0.5438	54.38%
Acute Oral Toxicity (c)	III	0.7852	78.52%
Estrogen receptor binding	+	0.5753	57.53%
Androgen receptor binding	-	0.5390	53.90%
Thyroid receptor binding	-	0.6521	65.21%
Glucocorticoid receptor binding	+	0.6922	69.22%
Aromatase binding	-	0.6277	62.77%
PPAR gamma	+	0.7306	73.06%
Honey bee toxicity	-	0.8096	80.96%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9902	99.02%

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	92.80%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.07%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.77%	92.08%
CHEMBL2581	P07339	Cathepsin D	90.01%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.23%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.62%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	86.46%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.25%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.50%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.47%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.07%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21587071
• LOTUS: LTS0122104
• wikiData: Q104966362