2-Methoxy-6-prenylhydroquinone

Details

• Internal ID: 255cc0da-61c6-40ce-8580-08922fd2987d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylated hydroquinones
• IUPAC Name: 2-methoxy-6-(3-methylbut-2-enyl)benzene-1,4-diol
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)O)OC)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC(=C1)O)OC)O)C
• InChI: InChI=1S/C12H16O3/c1-8(2)4-5-9-6-10(13)7-11(15-3)12(9)14/h4,6-7,13-14H,5H2,1-3H3
• InChI Key: SOEJSSSCVQVNAV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25 g/mol
• Exact Mass: 208.109944368 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEBI:84166
• Q27157532

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.5484	54.84%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7400	74.00%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8614	86.14%
OATP1B3 inhibitior	+	0.9555	95.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7986	79.86%
P-glycoprotein inhibitior	-	0.9602	96.02%
P-glycoprotein substrate	-	0.8477	84.77%
CYP3A4 substrate	-	0.6093	60.93%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	+	0.4334	43.34%
CYP3A4 inhibition	-	0.7561	75.61%
CYP2C9 inhibition	+	0.7120	71.20%
CYP2C19 inhibition	+	0.8036	80.36%
CYP2D6 inhibition	-	0.6511	65.11%
CYP1A2 inhibition	+	0.6825	68.25%
CYP2C8 inhibition	+	0.4749	47.49%
CYP inhibitory promiscuity	+	0.7807	78.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8114	81.14%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9387	93.87%
Eye irritation	+	0.9700	97.00%
Skin irritation	-	0.6048	60.48%
Skin corrosion	-	0.8475	84.75%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4034	40.34%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.4916	49.16%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5919	59.19%
Acute Oral Toxicity (c)	III	0.7362	73.62%
Estrogen receptor binding	+	0.7064	70.64%
Androgen receptor binding	-	0.5855	58.55%
Thyroid receptor binding	-	0.6715	67.15%
Glucocorticoid receptor binding	+	0.5709	57.09%
Aromatase binding	-	0.5482	54.82%
PPAR gamma	+	0.6169	61.69%
Honey bee toxicity	-	0.9033	90.33%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9773	97.73%

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	98.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.26%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.73%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.68%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.68%	94.73%
CHEMBL2581	P07339	Cathepsin D	85.21%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.06%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.77%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.52%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.07%	89.62%
CHEMBL1255126	O15151	Protein Mdm4	81.10%	90.20%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.86%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.20%	85.14%

Plants that contains it

• Plagiochila rutilans

Cross-Links

• PubChem: 86583420
• LOTUS: LTS0072334
• wikiData: Q27157532