4-Methoxyphenylacetic acid

Details

• Internal ID: 3cb81cde-2297-4995-b3bb-4cff89c09871
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 2-(4-methoxyphenyl)acetic acid
• SMILES (Canonical): COC1=CC=C(C=C1)CC(=O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)CC(=O)O
• InChI: InChI=1S/C9H10O3/c1-12-8-4-2-7(3-5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11)
• InChI Key: NRPFNQUDKRYCNX-UHFFFAOYSA-N
• Popularity: 151 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17 g/mol
• Exact Mass: 166.062994177 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 104-01-8
• 2-(4-methoxyphenyl)acetic acid
• Homoanisic acid
• p-Methoxyphenylacetic acid
• Benzeneacetic acid, 4-methoxy-
• (4-Methoxyphenyl)acetic acid
• 4-Methoxybenzeneacetic acid
• 2-(p-Anisyl)acetic acid
• (p-Methoxyphenyl)acetic acid
• p-Anisylacetic acid
• p-Methoxy-alpha-toluic acid
• NSC 27799
• Homoanisate
• CHEBI:55501
• Acetic acid, (p-methoxyphenyl)-
• EINECS 203-166-4
• AJP2V8U5K6
• Homo-p-anisic acid
• Acetic acid, p-methoxyphenyl-
• p-Methoxy-a-toluate
• BRN 1101737
• (4-Methoxy-phenyl)-acetic acid
• 2-(p-Anisyl)acetate
• 4-Methoxybenzeneacetate
• p-methoxyphenyl-acetate
• p-Methoxy-alpha-toluate
• 4-methoxy-benzeneacetate
• 4-methoxyphenacetic acid
• p-Methoxy-a-toluic acid
• (p-Methoxyphenyl)acetate
• NSC-27799
• NSC-65597
• p-methoxyphenyl-acetic acid
• UNII-AJP2V8U5K6
• 4-Methoxy phenylacetic acid
• 4-methoxyphenylacetate
• (4-Methoxy-phenyl)-acetate
• 4-methoxy-benzeneacetic acid
• p-Methoxy-.alpha.-toluic acid
• DTXSID1059288
• 4-10-00-00544 (Beilstein Handbook Reference)
• 2-(P-METHOXYPHENYL)ACETIC ACID
• p-Methoxyphenylacetate
• p-Methoxy-I+--toluate
• RefChem:99670
• (4-methoxyphenyl)acetate
• p-Methoxy-I+--toluic acid
• DTXCID3032836
• 203-166-4
• InChI=1/C9H10O3/c1-12-8-4-2-7(3-5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11
• NRPFNQUDKRYCNX-UHFFFAOYSA-N
• MFCD00004345
• 4-Methoxyphenylaceticacid
• WLN: QV1R DO1
• 4-Methoxyphenyl acetic acid
• ONONETIN_met012
• Epitope ID:119696
• p-methoxyphenyl acetic acid
• para-methoxyphenylacetic acid
• NCIOpen2_000187
• p-methoxy phenyl acetic acid
• SCHEMBL240822
• (4-methoxyphenyl)-acetic acid
• (4methoxy-phenyl)-acetic acid
• (4-methoxyphenyl)ethanoic acid
• orb1301664
• SCHEMBL1525068
• SCHEMBL7409326
• CHEMBL1760597
• SCHEMBL10999566
• SCHEMBL28141465
• SCHEMBL29130876
• 2-(4-methoxyphenyl)-acetic acid
• [4-(methyloxy)phenyl]acetic acid
• BDBM231634
• BCP27492
• KS-00000CA4
• NSC27799
• NSC65597
• STR06306
• acetic acid, 2-(4-methoxyphenyl)-
• BBL009361
• CM0062
• s6273
• SBB058345
• STK498739
• AKOS000119748
• AC-2432
• CS-W004206
• FM71195
• HY-W004206
• PS-3381
• TRA0059375
• AK-47564
• PD124018
• SY001095
• M0742
• NS00023274
• ST45156750
• TL80090519
• EN300-19915
• D70488
• M13960
• 4-Methoxyphenylacetic acid, ReagentPlus(R), 99%
• AE-562/40223956
• F078964
• Q63398108
• F3308-1732
• Z104476074
• 4-Methoxyphenylacetic acid, Vetec(TM) reagent grade, 98%

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.9426	94.26%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.9178	91.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9456	94.56%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8279	82.79%
P-glycoprotein inhibitior	-	0.9888	98.88%
P-glycoprotein substrate	-	0.9812	98.12%
CYP3A4 substrate	-	0.7057	70.57%
CYP2C9 substrate	+	0.5512	55.12%
CYP2D6 substrate	-	0.7906	79.06%
CYP3A4 inhibition	-	0.9782	97.82%
CYP2C9 inhibition	-	0.9885	98.85%
CYP2C19 inhibition	-	0.9326	93.26%
CYP2D6 inhibition	-	0.9724	97.24%
CYP1A2 inhibition	-	0.8035	80.35%
CYP2C8 inhibition	-	0.9004	90.04%
CYP inhibitory promiscuity	-	0.9588	95.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6239	62.39%
Carcinogenicity (trinary)	Non-required	0.6647	66.47%
Eye corrosion	-	0.6012	60.12%
Eye irritation	+	0.9915	99.15%
Skin irritation	+	0.7660	76.60%
Skin corrosion	-	0.8841	88.41%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6638	66.38%
Micronuclear	-	0.5906	59.06%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8358	83.58%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.8011	80.11%
Acute Oral Toxicity (c)	III	0.8337	83.37%
Estrogen receptor binding	-	0.8307	83.07%
Androgen receptor binding	-	0.7271	72.71%
Thyroid receptor binding	-	0.8262	82.62%
Glucocorticoid receptor binding	-	0.8351	83.51%
Aromatase binding	-	0.7953	79.53%
PPAR gamma	-	0.7399	73.99%
Honey bee toxicity	-	0.9826	98.26%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	96.86%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.46%	90.17%
CHEMBL2581	P07339	Cathepsin D	92.89%	98.95%
CHEMBL2216739	Q92523	Carnitine O-palmitoyltransferase 1, muscle isoform	90.76%	88.33%
CHEMBL4208	P20618	Proteasome component C5	89.88%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.94%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.10%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.25%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.00%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.01%	86.33%

Plants that contains it

• Berberis koreana
• Sargentodoxa cuneata

Cross-Links

• PubChem: 7690
• NPASS: NPC234639
• ChEMBL: CHEMBL1760597
• LOTUS: LTS0077229
• wikiData: Q63398108