(+-)-Methyl mandelate

Details

• Internal ID: c11538ea-502a-4861-b64b-29aeeb6ab80b
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: methyl 2-hydroxy-2-phenylacetate
• InChI: InChI=1S/C9H10O3/c1-12-9(11)8(10)7-5-3-2-4-6-7/h2-6,8,10H,1H3
• InChI Key: ITATYELQCJRCCK-UHFFFAOYSA-N
• Popularity: 152 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: 1.20
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 4358-87-6
• Methyl dl-mandelate
• methyl 2-hydroxy-2-phenylacetate
• Mandelic acid, methyl ester
• 771-90-4
• MethylDL-mandelate
• (+/-)-methyl mandelate
• Methyl hydroxy(phenyl)acetate
• NSC 6539
• Benzeneacetic acid, .alpha.-hydroxy-, methyl ester
• MFCD00004493
• Mandelic acid methyl ester
• Methyl phenylglycolate
• Methyl (2RS)-2-Hydroxy-2-phenylacetate (Methyl Mandelate)
• Methyl 2-phenylglycolate
• DL-MANDELIC ACID METHYL ESTER
• (+/-)-Mandelic acid methyl ester; (+/-)-Methyl mandelate
• DL-Mandelic acid, methyl ester
• MFCD00064246
• MFCD00064247
• Homatropine Methylbromide Imp. F (EP); Methyl (2RS)-2-Hydroxy-2-phenylacetate; Methyl Mandelate; Homatropine Methylbromide Impurity F
• EINECS 212-240-5
• EINECS 224-434-7
• Methyl mandelic acid
• Methyl (1)-glycolate
• Spectrum_000182
• R-(-)-MANDELIC ACID METHYL ESTER
• SpecPlus_000159
• AI3-01787
• Spectrum2_000182
• Spectrum3_000217
• Spectrum4_001435
• Spectrum5_000290
• methyl hydroxyphenylacetate
• methyl (+/-)-mandelate
• Benzeneacetic acid, alpha-hydroxy-, methyl ester
• Methyl DL-mandelate, 97%
• BSPBio_001833
• KBioGR_001910
• KBioSS_000662
• DivK1c_006255
• SCHEMBL186898
• SPBio_000103
• CHEMBL3039009
• KBio1_001199
• KBio2_000662
• KBio2_003230
• KBio2_005798
• KBio3_001333
• OSM-S-336
• DTXSID30871907
• NSC6539
• CHEBI:180578
• methyl 2-hydroxy-2-phenylethanoate
• NSC-6539
• hydroxyphenylacetic acid methyl ester
• CCG-38390
• methyl 2-oxidanyl-2-phenyl-ethanoate
• AKOS005721168
• AM81400
• DS-4928
• SDCCGMLS-0066431.P001
• hydroxyl-phenyl-acetic acid methyl ester
• NCGC00178972-01
• AC-19777
• SY003754
• SY003762
• SY057133
• 2-hydroxy-2-phenylacetic acid methyl ester
• CS-0016959
• FT-0605070
• FT-0628349
• FT-0652548
• FT-0694111
• M0040
• D70330
• EN300-129867
• A815200
• A826336
• SR-05000002394
• ()-Mandelic acid methyl ester; ()-Methyl mandelate
• SR-05000002394-1
• Z19752945
• F0001-0757
• Benzeneacetic acid, .alpha.-hydroxy-, methyl ester, (.+/-.)-
• ( inverted exclamation markA)-a-Hydroxyphenyl acetic acid methylester
• Hydroxy-phenyl-acetic acid methyl ester;(+)-Methyl (S)-alpha-hydroxyphenylacetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.6033	60.33%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8639	86.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9739	97.39%
OATP1B3 inhibitior	+	0.9715	97.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8849	88.49%
P-glycoprotein inhibitior	-	0.9833	98.33%
P-glycoprotein substrate	-	0.9767	97.67%
CYP3A4 substrate	-	0.6821	68.21%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8024	80.24%
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	-	0.9790	97.90%
CYP inhibitory promiscuity	-	0.9593	95.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5923	59.23%
Carcinogenicity (trinary)	Non-required	0.6702	67.02%
Eye corrosion	+	0.8011	80.11%
Eye irritation	+	0.9625	96.25%
Skin irritation	+	0.7730	77.30%
Skin corrosion	-	0.8541	85.41%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8967	89.67%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5338	53.38%
skin sensitisation	+	0.4827	48.27%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	-	0.7022	70.22%
Acute Oral Toxicity (c)	III	0.6075	60.75%
Estrogen receptor binding	-	0.8264	82.64%
Androgen receptor binding	-	0.6705	67.05%
Thyroid receptor binding	-	0.8413	84.13%
Glucocorticoid receptor binding	-	0.8595	85.95%
Aromatase binding	-	0.8405	84.05%
PPAR gamma	-	0.7703	77.03%
Honey bee toxicity	-	0.9253	92.53%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	94.64%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.00%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	91.16%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.16%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.94%	94.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.58%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.86%	95.50%
CHEMBL5028	O14672	ADAM10	82.28%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.87%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.65%	99.17%
CHEMBL2535	P11166	Glucose transporter	81.61%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.15%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.10%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.68%	94.73%

Plants that contains it

• Lepidium meyenii

Cross-Links

• PubChem: 78066
• LOTUS: LTS0153015
• wikiData: Q72492488