2-Benzyl-6-methoxy-[1,4]benzoquinone

Details

• Internal ID: f0f56bd9-1e7c-4cfa-b9df-36af3e6d8005
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > P-benzoquinones
• IUPAC Name: 2-benzyl-6-methoxycyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): COC1=CC(=O)C=C(C1=O)CC2=CC=CC=C2
• SMILES (Isomeric): COC1=CC(=O)C=C(C1=O)CC2=CC=CC=C2
• InChI: InChI=1S/C14H12O3/c1-17-13-9-12(15)8-11(14(13)16)7-10-5-3-2-4-6-10/h2-6,8-9H,7H2,1H3
• InChI Key: MAIUISBOEJPUCU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.078644241 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• BDBM50130357
• 2-Methoxy-6-benzyl-1,4-benzoquinone
• 2-Benzyl-6-methoxy-[1,4]benzoquinone
• InChI=1/C14H12O3/c1-17-13-9-12(15)8-11(14(13)16)7-10-5-3-2-4-6-10/h2-6,8-9H,7H2,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.8800	88.00%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8798	87.98%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.9155	91.55%
OATP1B3 inhibitior	+	0.9727	97.27%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6616	66.16%
P-glycoprotein inhibitior	-	0.8810	88.10%
P-glycoprotein substrate	-	0.9227	92.27%
CYP3A4 substrate	-	0.5887	58.87%
CYP2C9 substrate	-	0.7740	77.40%
CYP2D6 substrate	-	0.8236	82.36%
CYP3A4 inhibition	-	0.8824	88.24%
CYP2C9 inhibition	+	0.5471	54.71%
CYP2C19 inhibition	+	0.7202	72.02%
CYP2D6 inhibition	-	0.8517	85.17%
CYP1A2 inhibition	+	0.7937	79.37%
CYP2C8 inhibition	-	0.6667	66.67%
CYP inhibitory promiscuity	+	0.8464	84.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6785	67.85%
Carcinogenicity (trinary)	Non-required	0.5710	57.10%
Eye corrosion	-	0.8856	88.56%
Eye irritation	+	0.6838	68.38%
Skin irritation	-	0.6499	64.99%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5561	55.61%
Micronuclear	+	0.5759	57.59%
Hepatotoxicity	+	0.5285	52.85%
skin sensitisation	+	0.4897	48.97%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.6933	69.33%
Acute Oral Toxicity (c)	IV	0.4827	48.27%
Estrogen receptor binding	+	0.8110	81.10%
Androgen receptor binding	+	0.6549	65.49%
Thyroid receptor binding	-	0.6720	67.20%
Glucocorticoid receptor binding	+	0.6326	63.26%
Aromatase binding	+	0.8341	83.41%
PPAR gamma	-	0.5959	59.59%
Honey bee toxicity	-	0.8435	84.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9589	95.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.79%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.63%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.30%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.28%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.97%	96.09%
CHEMBL2535	P11166	Glucose transporter	82.96%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	82.59%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.21%	96.00%

Plants that contains it

• Miconia lepidota

Cross-Links

• PubChem: 11775935
• LOTUS: LTS0011081
• wikiData: Q105160362