Benzoic acid, 2-hydroxy-4-methoxy-3,6-dimethyl-

Details

• Internal ID: a7042e5a-2984-4b8e-9a01-3e43e0e7b799
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Methoxybenzoic acids and derivatives > P-methoxybenzoic acids and derivatives
• IUPAC Name: 2-hydroxy-4-methoxy-3,6-dimethylbenzoic acid
• SMILES (Canonical): CC1=CC(=C(C(=C1C(=O)O)O)C)OC
• SMILES (Isomeric): CC1=CC(=C(C(=C1C(=O)O)O)C)OC
• InChI: InChI=1S/C10H12O4/c1-5-4-7(14-3)6(2)9(11)8(5)10(12)13/h4,11H,1-3H3,(H,12,13)
• InChI Key: BMRVNZZVDSVOQG-UHFFFAOYSA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.20 g/mol
• Exact Mass: 196.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• RefChem:1063376
• 479-26-5
• Rhizironic acid
• Benzoic acid, 2-hydroxy-4-methoxy-3,6-dimethyl-
• RHIZONIC ACID
• Rhizoninsaure
• CHEMBL2227774
• SCHEMBL30892441
• DTXSID80197321
• CHEBI:144293
• ZB1040
• G90751

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9533	95.33%
Caco-2	+	0.7176	71.76%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8589	85.89%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.9362	93.62%
OATP1B3 inhibitior	+	0.8952	89.52%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9490	94.90%
P-glycoprotein inhibitior	-	0.9262	92.62%
P-glycoprotein substrate	-	0.9595	95.95%
CYP3A4 substrate	-	0.6531	65.31%
CYP2C9 substrate	-	0.6379	63.79%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	-	0.8335	83.35%
CYP2C9 inhibition	-	0.8744	87.44%
CYP2C19 inhibition	-	0.8578	85.78%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.8477	84.77%
CYP2C8 inhibition	-	0.7281	72.81%
CYP inhibitory promiscuity	-	0.7765	77.65%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7082	70.82%
Carcinogenicity (trinary)	Non-required	0.7717	77.17%
Eye corrosion	-	0.7605	76.05%
Eye irritation	+	0.9335	93.35%
Skin irritation	-	0.5703	57.03%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7328	73.28%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5975	59.75%
skin sensitisation	-	0.8698	86.98%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.7725	77.25%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7987	79.87%
Acute Oral Toxicity (c)	II	0.6167	61.67%
Estrogen receptor binding	-	0.5859	58.59%
Androgen receptor binding	-	0.7216	72.16%
Thyroid receptor binding	-	0.7677	76.77%
Glucocorticoid receptor binding	-	0.8380	83.80%
Aromatase binding	-	0.6537	65.37%
PPAR gamma	-	0.5292	52.92%
Honey bee toxicity	-	0.9708	97.08%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9211	92.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.71%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.09%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.78%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	87.29%	90.20%
CHEMBL3194	P02766	Transthyretin	87.17%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.54%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.12%	96.09%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.58%	94.42%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.04%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.58%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.83%	99.15%

Plants that contains it

• Euonymus alatus

Cross-Links

• PubChem: 3083580
• NPASS: NPC165172
• LOTUS: LTS0185007
• wikiData: Q77501046