2-Benzyl-3,4,5,6-tetramethoxybenzoic acid

Details

• Internal ID: 705ea031-1b3d-4c0f-9c6c-068711ef0459
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 2-benzyl-3,4,5,6-tetramethoxybenzoic acid
• SMILES (Canonical): COC1=C(C(=C(C(=C1CC2=CC=CC=C2)C(=O)O)OC)OC)OC
• SMILES (Isomeric): COC1=C(C(=C(C(=C1CC2=CC=CC=C2)C(=O)O)OC)OC)OC
• InChI: InChI=1S/C18H20O6/c1-21-14-12(10-11-8-6-5-7-9-11)13(18(19)20)15(22-2)17(24-4)16(14)23-3/h5-9H,10H2,1-4H3,(H,19,20)
• InChI Key: KNQGZKGKUZSDON-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₆
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.12598835 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9559	95.59%
Caco-2	+	0.8298	82.98%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8740	87.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8822	88.22%
OATP1B3 inhibitior	+	0.8771	87.71%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5783	57.83%
P-glycoprotein inhibitior	-	0.5464	54.64%
P-glycoprotein substrate	-	0.9586	95.86%
CYP3A4 substrate	-	0.6294	62.94%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8598	85.98%
CYP3A4 inhibition	-	0.8345	83.45%
CYP2C9 inhibition	-	0.8015	80.15%
CYP2C19 inhibition	+	0.5218	52.18%
CYP2D6 inhibition	-	0.8612	86.12%
CYP1A2 inhibition	-	0.6269	62.69%
CYP2C8 inhibition	-	0.7017	70.17%
CYP inhibitory promiscuity	+	0.5861	58.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7254	72.54%
Carcinogenicity (trinary)	Non-required	0.6333	63.33%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7873	78.73%
Skin corrosion	-	0.9840	98.40%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4785	47.85%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	-	0.5091	50.91%
skin sensitisation	-	0.9344	93.44%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5059	50.59%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6460	64.60%
Acute Oral Toxicity (c)	III	0.5490	54.90%
Estrogen receptor binding	+	0.6460	64.60%
Androgen receptor binding	-	0.6340	63.40%
Thyroid receptor binding	+	0.5479	54.79%
Glucocorticoid receptor binding	+	0.7794	77.94%
Aromatase binding	-	0.6247	62.47%
PPAR gamma	+	0.6115	61.15%
Honey bee toxicity	-	0.9637	96.37%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9807	98.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.87%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.27%	95.50%
CHEMBL2581	P07339	Cathepsin D	92.15%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.83%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.40%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.55%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.93%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	84.11%	90.20%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.37%	96.95%

Plants that contains it

• Blainvillea acmella

Cross-Links

• PubChem: 163195729
• LOTUS: LTS0075366
• wikiData: Q105143525