Hippuric Acid

Details

• Internal ID: 5f174351-f9a2-444b-ab6d-26cf0e3f7f41
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzamides > Hippuric acids and derivatives > Hippuric acids
• IUPAC Name: 2-benzamidoacetic acid
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)NCC(=O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)NCC(=O)O
• InChI: InChI=1S/C9H9NO3/c11-8(12)6-10-9(13)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)(H,11,12)
• InChI Key: QIAFMBKCNZACKA-UHFFFAOYSA-N
• Popularity: 4,201 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.17 g/mol
• Exact Mass: 179.058243149 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 495-69-2
• 2-Benzamidoacetic acid
• N-Benzoylglycine
• Benzoylglycine
• Glycine, N-benzoyl-
• Benzamidoacetic acid
• Benzoylaminoacetic acid
• hippurate
• Hippursaeure
• Phenylcarbonylaminoacetic acid
• Benzamidoessigsaeure
• Benzoylaminoessigsaeure
• N-Benzoyl-glycin
• (benzoylamino)acetic acid
• Acetic acid, (benzoylamino)-
• Acido ippurico
• 2-(Phenylformamido)Acetic Acid
• Bz-Gly-OH
• Acido ippurico [Italian]
• NSC 9982
• 66407-11-2
• EINECS 207-806-3
• UNII-TE0865N2ET
• MFCD00002692
• BRN 1073987
• HippuricAcid-13C6
• TE0865N2ET
• DTXSID9046073
• CHEBI:18089
• AI3-01062
• HIPPURICUM ACIDUM
• NSC-9982
• CHEMBL461
• DTXCID7026073
• 4-09-00-00778 (Beilstein Handbook Reference)
• NCGC00159486-02
• 2-benzamidoacetate
• Benzoylaminoethanoic acid
• ACETIC ACID,BENZAMIDE HIPPURIC ACID
• N-BENZOYL(D5) GLYCINE
• CAS-495-69-2
• 2-benzamidoaceticacid
• N-(phenylcarbonyl)glycine
• Benzoylglycin
• Hippuricacid
• benzoyl glycine
• hippuric-acid
• Benzamidoacetate
• Benzoylglycocoll
• METHYLAMINOLEVULINATE HYDROCHLORIDE IMPURITY H (EP IMPURITY)
• METHYLAMINOLEVULINATE HYDROCHLORIDE IMPURITY H [EP IMPURITY]
• n-benzoyl-glycine
• N-benzoyl glycine
• Hippuric acid, Na
• Bzo-Gly-OH
• Hippuric Acid,(S)
• (benzoylamino)-Acetate
• Hippuric acid, 98%
• benzoylamino-acetic acid
• 2-benzamidoethanoic acid
• Phenylcarbonylaminoacetate
• (benzoylamino)-Acetic acid
• bmse000408
• Cambridge id 5116993
• HIPPURIC ACID [MI]
• SCHEMBL7486
• TimTec1_002805
• Oprea1_124422
• Oprea1_492747
• HIPPURIC ACID [INCI]
• MLS001074359
• BIDD:ER0490
• HIPPURICUM ACIDUM [HPUS]
• NSC9982
• Hippuric acid, puriss., 99.0%
• HMS1541P11
• HMS2230I23
• HMS3373I07
• AMY39522
• BCP25964
• Benzenecarboxamide, N-carboxymethyl-
• Tox21_111710
• BDBM50009999
• s5618
• AKOS000118897
• Tox21_111710_1
• BS-3968
• CCG-266415
• CS-W017278
• HY-W016562
• SDCCGMLS-0064636.P001
• s11321
• NCGC00159486-03
• NCGC00159486-04
• NCGC00159486-06
• SMR000112115
• FT-0627072
• FT-0660260
• H0143
• EN300-16768
• C01586
• AB00375781-06
• Q412803
• Q-201204
• F2111-0036
• 2-Benzamidoacetic acid;N-Benzoylglycine;Glycine, N-benzoyl-
• 37C5E4E2-F7A0-451C-A041-5C9A71D92FA7
• InChI=1/C9H9NO3/c11-8(12)6-10-9(13)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)(H,11,12

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9064	90.64%
Caco-2	+	0.8169	81.69%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7910	79.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9601	96.01%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9674	96.74%
P-glycoprotein inhibitior	-	0.9927	99.27%
P-glycoprotein substrate	-	0.9600	96.00%
CYP3A4 substrate	-	0.7837	78.37%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.8669	86.69%
CYP3A4 inhibition	-	0.9598	95.98%
CYP2C9 inhibition	-	0.9524	95.24%
CYP2C19 inhibition	-	0.8833	88.33%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	-	0.9218	92.18%
CYP2C8 inhibition	-	0.9226	92.26%
CYP inhibitory promiscuity	-	0.9886	98.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7413	74.13%
Carcinogenicity (trinary)	Non-required	0.7272	72.72%
Eye corrosion	-	0.9833	98.33%
Eye irritation	+	0.9249	92.49%
Skin irritation	-	0.8171	81.71%
Skin corrosion	-	0.9869	98.69%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9107	91.07%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9111	91.11%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7286	72.86%
Acute Oral Toxicity (c)	III	0.6415	64.15%
Estrogen receptor binding	-	0.9263	92.63%
Androgen receptor binding	-	0.8800	88.00%
Thyroid receptor binding	-	0.8964	89.64%
Glucocorticoid receptor binding	-	0.7574	75.74%
Aromatase binding	-	0.5307	53.07%
PPAR gamma	-	0.6848	68.48%
Honey bee toxicity	-	0.9937	99.37%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.7313	73.13%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	316.2 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.67%	90.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	96.62%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.54%	81.11%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	91.18%	96.67%
CHEMBL2581	P07339	Cathepsin D	90.18%	98.95%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	87.84%	89.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.40%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.22%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	85.16%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.58%	99.17%
CHEMBL4208	P20618	Proteasome component C5	82.03%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.68%	91.11%

Plants that contains it

• Persea americana

Cross-Links

• PubChem: 464
• LOTUS: LTS0036327
• wikiData: Q412803