Aminohippuric acid

Details

• Internal ID: 61b59d11-1ff6-4950-93bd-820de11abe19
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzamides > Hippuric acids and derivatives > Hippuric acids
• IUPAC Name: 2-[(4-aminobenzoyl)amino]acetic acid
• SMILES (Canonical): C1=CC(=CC=C1C(=O)NCC(=O)O)N
• SMILES (Isomeric): C1=CC(=CC=C1C(=O)NCC(=O)O)N
• InChI: InChI=1S/C9H10N2O3/c10-7-3-1-6(2-4-7)9(14)11-5-8(12)13/h1-4H,5,10H2,(H,11,14)(H,12,13)
• InChI Key: HSMNQINEKMPTIC-UHFFFAOYSA-N
• Popularity: 3,638 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀N₂O₃
• Molecular Weight: 194.19 g/mol
• Exact Mass: 194.06914219 g/mol
• Topological Polar Surface Area (TPSA): 92.40 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): 0.08
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• aminohippuric acid
• 61-78-9
• P-AMINOHIPPURIC ACID
• N-(4-Aminobenzoyl)glycine
• para-Aminohippuric acid
• Glycine, N-(4-aminobenzoyl)-
• Paha
• Nefrotest
• 2-(4-aminobenzamido)acetic acid
• N-(p-Aminobenzoyl)glycine
• Aminohippurate
• para-Aminohippurate
• PAH (amino acid)
• Aminohippurate sodium
• p-Aminohippurate
• 4-Amino hippuric acid
• N-(para-aminobenzoyl)glycine
• Hippuric acid, p-amino-
• 4-Aminohippuric-d4 Acid
• N-(p-Aminobenzoyl)aminoacetic acid
• 2-[(4-aminobenzoyl)amino]acetic acid
• PAH
• paraaminohippuric acid
• 4-Aminohippurate
• MFCD00007890
• NSC 13064
• 2-[(4-aminophenyl)formamido]acetic acid
• Aminohippuric acid, p-
• NSC-13064
• Aminohippuric acid [USP]
• Y79XT83BJ9
• DTXSID7022590
• CHEBI:104011
• CAS-61-78-9
• NCGC00016279-01
• Aminohippuric acid (USP)
• 94-16-6
• DTXCID902590
• N-(p-Aminobenzoyl)aminoacetate
• HSDB 2139
• SR-05000002048
• EINECS 200-518-9
• UNII-Y79XT83BJ9
• AI3-52275
• N-(4-Aminobenzoyl-d4)glycine
• 4-Aminohippuricacid
• N-[(4-aminophenyl)carbonyl]glycine
• 4-aminohippuric-acid
• Spectrum_001310
• (p-Aminobenzoyl)glycine
• (4-aminobenzoyl)glycine
• Prestwick0_000895
• Prestwick1_000895
• Prestwick2_000895
• Prestwick3_000895
• Spectrum2_001515
• Spectrum3_000952
• Spectrum4_001065
• Spectrum5_001100
• CHEMBL463
• Oprea1_490712
• BSPBio_000710
• KBioGR_001390
• KBioSS_001790
• MLS002154055
• DivK1c_000694
• SCHEMBL196513
• SPECTRUM1503069
• SPBio_001589
• SPBio_002919
• BPBio1_000782
• GTPL4810
• p-Aminohippuric acid, >=99%
• HMS502C16
• KBio1_000694
• KBio2_001790
• KBio2_004358
• KBio2_006926
• KBio3_002044
• AMINOHIPPURIC ACID [HSDB]
• NSC7550
• HSMNQINEKMPTIC-UHFFFAOYSA-N
• NINDS_000694
• P-AMINOHIPPURIC ACID [MI]
• HMS1570D12
• HMS1922C07
• HMS2092H18
• HMS2097D12
• HMS2233A21
• HMS3373E19
• HMS3651L04
• HMS3714D12
• Pharmakon1600-01503069
• AMINOHIPPURIC ACID [MART.]
• AMINOHIPPURIC ACID [USP-RS]
• AMINOHIPPURIC ACID [WHO-DD]
• BCP04299
• HY-B1306
• NSC-7550
• NSC13064
• 4-AMINOHIPPURIC ACID BIOTECH
• Tox21_110345
• CCG-39181
• NSC758232
• s2883
• [(4-Aminobenzoyl)amino]acetic acid #
• AKOS000120722
• Tox21_110345_1
• CS-4816
• DB00345
• NSC-758232
• IDI1_000694
• p-Aminohippuric acid, >=98.0% (T)
• NCGC00016279-02
• NCGC00016279-03
• NCGC00016279-05
• NCGC00094993-01
• NCGC00094993-02
• AC-29237
• AMINOHIPPURIC ACID [USP MONOGRAPH]
• SMR001233372
• SY048511
• SBI-0051760.P002
• A0313
• AB00052309
• FT-0617576
• FT-0622289
• SW197249-3
• EN300-20920
• 7E-944
• D06890
• D88242
• AB00052309_08
• A833420
• A936052
• Q291271
• SR-05000002048-1
• SR-05000002048-3
• W-203306
• Z104484866
• Aminohippuric acid, United States Pharmacopeia (USP) Reference Standard
• InChI=1/C9H10N2O3/c10-7-3-1-6(2-4-7)9(14)11-5-8(12)13/h1-4H,5,10H2,(H,11,14)(H,12,13
• ZWD

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7258	72.58%
Caco-2	+	0.7646	76.46%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6818	68.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9710	97.10%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9779	97.79%
P-glycoprotein inhibitior	-	0.9921	99.21%
P-glycoprotein substrate	-	0.8798	87.98%
CYP3A4 substrate	-	0.8073	80.73%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.7862	78.62%
CYP3A4 inhibition	-	0.9055	90.55%
CYP2C9 inhibition	-	0.9381	93.81%
CYP2C19 inhibition	-	0.9338	93.38%
CYP2D6 inhibition	-	0.9552	95.52%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.9564	95.64%
CYP inhibitory promiscuity	-	0.9913	99.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.7083	70.83%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.5970	59.70%
Skin irritation	-	0.8480	84.80%
Skin corrosion	-	0.9857	98.57%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9101	91.01%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9182	91.82%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8110	81.10%
Acute Oral Toxicity (c)	IV	0.4812	48.12%
Estrogen receptor binding	-	0.8683	86.83%
Androgen receptor binding	-	0.5271	52.71%
Thyroid receptor binding	-	0.8320	83.20%
Glucocorticoid receptor binding	-	0.6947	69.47%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6109	61.09%
Honey bee toxicity	-	0.9939	99.39%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.6724	67.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.73%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	92.90%	83.82%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.75%	81.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	91.47%	87.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.93%	99.17%
CHEMBL4208	P20618	Proteasome component C5	86.92%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.99%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.37%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	83.82%	90.20%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	82.16%	94.01%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.81%	95.56%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	80.32%	96.67%
CHEMBL2581	P07339	Cathepsin D	80.23%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 2148
• LOTUS: LTS0186357
• wikiData: Q291271