Methoxyphenylacetic acid

Details

• Internal ID: 28b23fa1-1c5b-46fd-875c-8a7c17a5595d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzylethers
• IUPAC Name: 2-methoxy-2-phenylacetic acid
• SMILES (Canonical): COC(C1=CC=CC=C1)C(=O)O
• SMILES (Isomeric): COC(C1=CC=CC=C1)C(=O)O
• InChI: InChI=1S/C9H10O3/c1-12-8(9(10)11)7-5-3-2-4-6-7/h2-6,8H,1H3,(H,10,11)
• InChI Key: DIWVBIXQCNRCFE-UHFFFAOYSA-N
• Popularity: 73 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): 1.46
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 7021-09-2
• Methoxyphenylacetic acid
• Methoxy(phenyl)acetic acid
• DL-alpha-METHOXYPHENYLACETIC ACID
• MOPA
• alpha-Methoxyphenylacetic acid
• 1701-77-5
• Acetic acid, methoxyphenyl-
• O-Methyl-DL-mandelic acid
• 2-methoxy-2-phenyl-acetic acid
• Benzeneacetic acid, .alpha.-methoxy-
• a-methoxyphenylacetic acid
• MFCD00064217
• DL-Methoxyphenylacetic acid
• MAT0P17A95
• .alpha.-Methoxyphenylacetic acid
• DTXSID9020829
• NSC 5665
• NSC-5665
• (+/-)-2-Methoxy-2-phenylacetic acid
• VL35DS7HGX
• WA8N5X9TFK
• Methoxyphenylacetic acid, (+)-
• Methoxyphenylacetic acid, (-)-
• alpha-Methoxybenzeneacetic acid
• (methyloxy)(phenyl)acetic acid
• MFCD00064216
• MPA cpd
• (R)-(-)-.alpha.-Methoxyphenylacetic acid
• Benzeneacetic acid, .alpha.-methoxy-, (R)-
• Benzeneacetic acid, .alpha.-methoxy-, (S)-
• methoxy phenylacetic acid
• methoxy-phenylacetic acid
• UNII-VL35DS7HGX
• UNII-WA8N5X9TFK
• DL-O-Methylmandelic Acid
• Acetic acid, methoxyphenyl
• Bionet2_000356
• |A-Methoxyphenylacetic acid
• UNII-MAT0P17A95
• DTXCID90829
• SCHEMBL155984
• ()-(methoxy)phenylacetic acid
• (1)-(Methoxy)phenylacetic acid
• CHEMBL3182106
• NSC5665
• CHEBI:167718
• (+/-)-a-Methoxyphenylacetic acid
• Benzeneacetic acid, alpha-methoxy-
• DL-I+/--Methoxyphenylacetic Acid
• HMS1365A04
• (-)-alpha-methoxyphenylacetic acid
• AMY40689
• (RS)-alpha-Methoxyphenylacetic acid
• EINECS 216-933-3
• EINECS 223-580-9
• EINECS 230-300-9
• EINECS 247-492-5
• Tox21_301985
• (r)-(-)-a-methoxyphenylacetic acid
• alpha-Methoxyphenylacetic acid, 99%
• (+/-)-alpha-Methoxyphenylacetic acid
• AKOS000113715
• AKOS016339674
• CS-W010811
• SB10521
• (+/-)- alpha -Methoxyphenylacetic acid
• (S)-(-)-alpha-Methoxyphenylacetic acid
• NCGC00255165-01
• SY012964
• SY013786
• SY021799
• (+)-alpha-methoxy-alpha-phenylacetic acid
• CAS-1701-77-5
• METHOXYPHENYLACETIC ACID, (+/-)-
• AI3-19941
• (RS)-2-METHOXY-2-PHENYLACETIC ACID
• FT-0605066
• FT-0605272
• FT-0624375
• M0837
• EN300-42701
• (+/-)-.ALPHA.-METHOXYPHENYLACETIC ACID
• (+/-)-alpha-Methoxyphenylacetic acid, crystalline
• 12N-121
• A914662
• Benzeneacetic acid, .alpha.-methoxy-, (.+/-.)-
• J-016290
• J-509783
• Q27283784
• Z316258914

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.7731	77.31%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8639	86.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9482	94.82%
OATP1B3 inhibitior	+	0.9715	97.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9497	94.97%
P-glycoprotein inhibitior	-	0.9882	98.82%
P-glycoprotein substrate	-	0.9871	98.71%
CYP3A4 substrate	-	0.7358	73.58%
CYP2C9 substrate	-	0.5824	58.24%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	-	0.9898	98.98%
CYP2C9 inhibition	-	0.9562	95.62%
CYP2C19 inhibition	-	0.9644	96.44%
CYP2D6 inhibition	-	0.9760	97.60%
CYP1A2 inhibition	-	0.8691	86.91%
CYP2C8 inhibition	-	0.9896	98.96%
CYP inhibitory promiscuity	-	0.9593	95.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5923	59.23%
Carcinogenicity (trinary)	Non-required	0.6702	67.02%
Eye corrosion	+	0.8011	80.11%
Eye irritation	+	0.9700	97.00%
Skin irritation	+	0.7730	77.30%
Skin corrosion	-	0.8541	85.41%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8043	80.43%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6659	66.59%
skin sensitisation	+	0.4827	48.27%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	-	0.6479	64.79%
Acute Oral Toxicity (c)	III	0.6075	60.75%
Estrogen receptor binding	-	0.9558	95.58%
Androgen receptor binding	-	0.7136	71.36%
Thyroid receptor binding	-	0.8633	86.33%
Glucocorticoid receptor binding	-	0.9587	95.87%
Aromatase binding	-	0.9379	93.79%
PPAR gamma	-	0.6961	69.61%
Honey bee toxicity	-	0.9198	91.98%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	-	0.4145	41.45%

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	93.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.87%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	92.42%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.87%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.32%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.30%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.92%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.71%	99.17%

Plants that contains it

• Olea europaea

Cross-Links

• PubChem: 107202
• LOTUS: LTS0197706
• wikiData: Q27283784