Ethyl mandelate

Details

• Internal ID: 8b5ad658-c078-4917-9a2d-4bf3609cd3c8
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: ethyl 2-hydroxy-2-phenylacetate
• SMILES (Canonical): CCOC(=O)C(C1=CC=CC=C1)O
• SMILES (Isomeric): CCOC(=O)C(C1=CC=CC=C1)O
• InChI: InChI=1S/C10H12O3/c1-2-13-10(12)9(11)8-6-4-3-5-7-8/h3-7,9,11H,2H2,1H3
• InChI Key: SAXHIDRUJXPDOD-UHFFFAOYSA-N
• Popularity: 100 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20 g/mol
• Exact Mass: 180.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 774-40-3
• ethyl 2-hydroxy-2-phenylacetate
• 4358-88-7
• Ethyl phenylglycolate
• (+)-Ethyl Mandelate
• DL-MANDELIC ACID ETHYL ESTER
• Mandelic acid, ethyl ester
• Ethyl hydroxy(phenyl)acetate
• Ethyl dl-mandelate
• Mandelsaeureaethylester
• NSC 5307
• Mandelsaeureaethylester [German]
• (+/-)-Ethyl mandelate
• EINECS 212-263-0
• BRN 0975233
• AI3-01643
• DTXSID6057829
• CHEBI:38750
• Benzeneacetic acid, .alpha.-hydroxy-, ethyl ester
• Ethyl (+-)-alpha-hydroxybenzeneacetate
• Mandelic acid ethyl ester
• Benzeneacetic acid, alpha-hydroxy-, ethyl ester
• 2-10-00-00121 (Beilstein Handbook Reference)
• Benzeneacetic acid, alpha-hydroxy-, ethyl ester (9CI)
• Benzeneacetic acid, alpha-hydroxy-, ethyl ester, (+-)-
• MFCD00004494
• EthylD-(-)-Mandelate
• Ethyl hydroxy(phenyl)acetate #
• Ethyl2-Hydroxy-2-phenylacetate
• MFCD00064248
• MFCD00064249
• Mandelic acid ethyl
• WLN: QYR&VO2
• Benzeneacetic acid, .alpha.-hydroxy-, ethyl ester, (R)-
• SCHEMBL279960
• CHEMBL165662
• DTXCID7031618
• NSC5307
• NSC-5307
• ethyl 2-oxidanyl-2-phenyl-ethanoate
• Tox21_113879
• AKOS008952825
• AM81399
• Hydroxy-Phenyl-Acetic Acid Ethyl Ester
• NCGC00253766-01
• AC-19778
• Benzeneacetic acid,a-hydroxy-,ethyl ester
• CAS-774-40-3
• LS-89116
• SY017475
• SY017476
• 2-hydroxy-2-phenylacetic acid ethyl ester
• (R)-Hydroxy-phenyl-acetic acid ethyl ester
• alpha-Hydroxybenzeneacetic acid, Ethyl ester
• A2020
• Benzeneacetic acid, a-hydroxy-, ethyl ester
• CS-0071062
• FT-0604394
• FT-0604422
• FT-0658599
• FT-0659176
• M0039
• N10371
• A826337
• A839095
• SR-01000944728
• SR-01000944728-1
• Q27117972
• F0001-1997
• InChI=1/C10H12O3/c1-2-13-10(12)9(11)8-6-4-3-5-7-8/h3-7,9,11H,2H2,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.7478	74.78%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.9022	90.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9578	95.78%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8616	86.16%
P-glycoprotein inhibitior	-	0.9890	98.90%
P-glycoprotein substrate	-	0.9919	99.19%
CYP3A4 substrate	-	0.6766	67.66%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.8239	82.39%
CYP3A4 inhibition	-	0.9663	96.63%
CYP2C9 inhibition	-	0.6860	68.60%
CYP2C19 inhibition	-	0.8845	88.45%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.6438	64.38%
CYP2C8 inhibition	-	0.9760	97.60%
CYP inhibitory promiscuity	-	0.7533	75.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7123	71.23%
Carcinogenicity (trinary)	Non-required	0.6905	69.05%
Eye corrosion	-	0.7622	76.22%
Eye irritation	+	0.9736	97.36%
Skin irritation	+	0.6395	63.95%
Skin corrosion	-	0.8497	84.97%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8492	84.92%
Micronuclear	-	0.8367	83.67%
Hepatotoxicity	+	0.6784	67.84%
skin sensitisation	+	0.4726	47.26%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	-	0.7356	73.56%
Acute Oral Toxicity (c)	III	0.7666	76.66%
Estrogen receptor binding	-	0.7218	72.18%
Androgen receptor binding	-	0.6977	69.77%
Thyroid receptor binding	-	0.8663	86.63%
Glucocorticoid receptor binding	-	0.8725	87.25%
Aromatase binding	-	0.7800	78.00%
PPAR gamma	-	0.7705	77.05%
Honey bee toxicity	-	0.9386	93.86%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8104	81.04%

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	95.48%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.31%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.18%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.25%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.30%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.89%	99.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.57%	94.08%
CHEMBL3401	O75469	Pregnane X receptor	83.85%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.90%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.63%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.70%	96.00%

Plants that contains it

• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Artemisia judaica

Cross-Links

• PubChem: 13050
• NPASS: NPC160382
• LOTUS: LTS0221146
• wikiData: Q27117972