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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:52 UTC

Update Date

2023-02-21 17:16:23 UTC

HMDB ID

HMDB0002404

Secondary Accession Numbers

HMDB02404

Metabolite Identification

Common Name

Alpha-Hydroxyhippuric acid

Description

Alpha-Hydroxyhippuric acid, also known as alpha-hydroxybenzoylglycine or a-hydroxyhippate, belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine. Alpha-Hydroxyhippuric acid (or Benzamidohydroxyacetic acid) is a carboxylic acid occasionally present in human biofluids. Alpha-hydroxyhippuric acid should not be confused with 2-hydroxyhippuric acid. It is used in the formulation of some herbicides and inks to enhance their action (Patents US 1996-657134, US 1975-627965). It is a substrate for the enzyme peptidyl-alpha-hydroxyglycine alpha-amidating lyase. Alpha-Hydroxyhippuric acid (or Benzamidohydroxyacetic acid) is a hippuric acid derivative that is occasionally present in human biofluids.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

Untitled Document-1
  Mrv1652305271900022D          

 14 14  0  0  0  0            999 V2000
    1.7862    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  6 11  2  0  0  0  0
  1 12  2  0  0  0  0
  1 13  1  0  0  0  0
  2 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002404

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(NC(=O)C1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H9NO4/c11-7(10-8(12)9(13)14)6-4-2-1-3-5-6/h1-5,8,12H,(H,10,11)(H,13,14)

> <INCHI_KEY>
GCWCVCCEIQXUQU-UHFFFAOYSA-N

> <FORMULA>
C9H9NO4

> <MOLECULAR_WEIGHT>
195.1721

> <EXACT_MASS>
195.053157781

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.37927412803407

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-2-(phenylformamido)acetic acid

> <ALOGPS_LOGP>
0.02

> <JCHEM_LOGP>
0.23680579733333326

> <ALOGPS_LOGS>
-1.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.838440829900975

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.973411864866809

> <JCHEM_PKA_STRONGEST_BASIC>
-2.352955241206125

> <JCHEM_POLAR_SURFACE_AREA>
86.63000000000001

> <JCHEM_REFRACTIVITY>
47.3161

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.98e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-hydroxybenzoylglycine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-1                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       3.334   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.667   0.000   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -0.667  -0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.667  -2.310   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.001   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.668   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.668   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.001   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.334   1.540   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       4.668  -0.770   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.001  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2   12   13                                                  
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    1                                                            
CONECT   13    1                                                            
CONECT   14    2                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-(Benzoylamino)-2-hydroxyacetic acid	ChEBI
2-Benzamidooxyacetic acid	ChEBI
alpha-Hydroxybenzoylglycine	ChEBI
2-(Benzoylamino)-2-hydroxyacetate	Generator
2-Benzamidooxyacetate	Generator
a-Hydroxybenzoylglycine	Generator
Α-hydroxybenzoylglycine	Generator
a-Hydroxyhippate	Generator
a-Hydroxyhippic acid	Generator
alpha-Hydroxyhippate	Generator
alpha-Hydroxyhippic acid	Generator
Α-hydroxyhippate	Generator
Α-hydroxyhippic acid	Generator
(benzoylamino)Hydroxyacetic acid	HMDB
a-Hydroxyhippuric acid	HMDB
Benzamidohydroxyacetic acid	HMDB
2-benzamido-2-hydroxyacetic acid	HMDB

Chemical Formula

C₉H₉NO₄

Average Molecular Weight

195.1721

Monoisotopic Molecular Weight

195.053157781

IUPAC Name

2-hydroxy-2-(phenylformamido)acetic acid

Traditional Name

α-hydroxybenzoylglycine

CAS Registry Number

16555-77-4

SMILES

OC(NC(=O)C1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C9H9NO4/c11-7(10-8(12)9(13)14)6-4-2-1-3-5-6/h1-5,8,12H,(H,10,11)(H,13,14)

InChI Key

GCWCVCCEIQXUQU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hippuric acids

Alternative Parents

Substituents

Hippuric acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Benzoyl
Alpha-hydroxy acid
Hydroxy acid
Carboxamide group
Secondary carboxylic acid amide
Alkanolamine
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Carbonyl group
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

N-acyl-amino acid (CHEBI:68451 )

Ontology

Not Available

Urine (PMID: 20853910)

Cellular substructure

Cytoplasm (HMDB: HMDB0002404)

Source

Endogenous

Endogenous (HMDB: HMDB0002404)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.98 g/L	ALOGPS
logP	0.02	ALOGPS
logP	0.24	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	2.97	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.63 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	47.32 m³·mol⁻¹	ChemAxon
Polarizability	18.38 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	144.106	31661259
DarkChem	[M-H]-	140.242	31661259
DeepCCS	[M+H]+	136.553	30932474
DeepCCS	[M-H]-	132.764	30932474
DeepCCS	[M-2H]-	170.156	30932474
DeepCCS	[M+Na]+	145.694	30932474
AllCCS	[M+H]+	142.5	32859911
AllCCS	[M+H-H2O]+	138.4	32859911
AllCCS	[M+NH4]+	146.3	32859911
AllCCS	[M+Na]+	147.4	32859911
AllCCS	[M-H]-	140.2	32859911
AllCCS	[M+Na-2H]-	140.8	32859911
AllCCS	[M+HCOO]-	141.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Alpha-Hydroxyhippuric acid	OC(NC(=O)C1=CC=CC=C1)C(O)=O	2887.5	Standard polar	33892256
Alpha-Hydroxyhippuric acid	OC(NC(=O)C1=CC=CC=C1)C(O)=O	1667.7	Standard non polar	33892256
Alpha-Hydroxyhippuric acid	OC(NC(=O)C1=CC=CC=C1)C(O)=O	1926.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Alpha-Hydroxyhippuric acid,1TMS,isomer #1	C[Si](C)(C)OC(NC(=O)C1=CC=CC=C1)C(=O)O	1899.2	Semi standard non polar	33892256
Alpha-Hydroxyhippuric acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)C(O)NC(=O)C1=CC=CC=C1	1912.0	Semi standard non polar	33892256
Alpha-Hydroxyhippuric acid,1TMS,isomer #3	C[Si](C)(C)N(C(=O)C1=CC=CC=C1)C(O)C(=O)O	1895.3	Semi standard non polar	33892256
Alpha-Hydroxyhippuric acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(NC(=O)C1=CC=CC=C1)O[Si](C)(C)C	1919.7	Semi standard non polar	33892256
Alpha-Hydroxyhippuric acid,2TMS,isomer #2	C[Si](C)(C)OC(C(=O)O)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C	1901.8	Semi standard non polar	33892256
Alpha-Hydroxyhippuric acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)C(O)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C	1882.7	Semi standard non polar	33892256
Alpha-Hydroxyhippuric acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C	1912.6	Semi standard non polar	33892256
Alpha-Hydroxyhippuric acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C	1938.4	Standard non polar	33892256
Alpha-Hydroxyhippuric acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(O[Si](C)(C)C)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C	2121.6	Standard polar	33892256
Alpha-Hydroxyhippuric acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(NC(=O)C1=CC=CC=C1)C(=O)O	2165.3	Semi standard non polar	33892256
Alpha-Hydroxyhippuric acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(O)NC(=O)C1=CC=CC=C1	2162.6	Semi standard non polar	33892256
Alpha-Hydroxyhippuric acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CC=C1)C(O)C(=O)O	2143.1	Semi standard non polar	33892256
Alpha-Hydroxyhippuric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(NC(=O)C1=CC=CC=C1)O[Si](C)(C)C(C)(C)C	2369.1	Semi standard non polar	33892256
Alpha-Hydroxyhippuric acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(C(=O)O)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2377.6	Semi standard non polar	33892256
Alpha-Hydroxyhippuric acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(O)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2359.7	Semi standard non polar	33892256
Alpha-Hydroxyhippuric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(O[Si](C)(C)C(C)(C)C)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2553.4	Semi standard non polar	33892256
Alpha-Hydroxyhippuric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(O[Si](C)(C)C(C)(C)C)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2525.6	Standard non polar	33892256
Alpha-Hydroxyhippuric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(O[Si](C)(C)C(C)(C)C)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2508.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Alpha-Hydroxyhippuric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-3900000000-73a7f3900a711e8a9407	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alpha-Hydroxyhippuric acid GC-MS (2 TMS) - 70eV, Positive	splash10-0a4i-7910000000-b85807358682f3a09411	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alpha-Hydroxyhippuric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0a4i-0900000000-9b07e4ee1a8f9db65149	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0a6r-6900000000-7b0e8a30517b23b0263b	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-004i-9100000000-9ae7b0145c67d052d47b	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 10V, Positive-QTOF	splash10-0a4i-0900000000-9d44153bb067c89c2b16	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 20V, Positive-QTOF	splash10-0a4i-2900000000-1fbc8c87d355aa29a9c1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 35V, Negative-QTOF	splash10-00di-9000000000-4433974ac27e1f621b64	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 10V, Negative-QTOF	splash10-0006-0900000000-352809026e192619d4c9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 40V, Positive-QTOF	splash10-004i-9000000000-ac62237b406d49908a86	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 40V, Positive-QTOF	splash10-00di-3900000000-fd11e8f4708dd7560a6f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 10V, Positive-QTOF	splash10-00dj-0900000000-420b38c43363bf1b23b2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 20V, Positive-QTOF	splash10-00di-0900000000-55b5c81f565b325271d9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 40V, Negative-QTOF	splash10-0006-9000000000-1d3f5b2813cddb6d4fff	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 20V, Negative-QTOF	splash10-0006-9100000000-4cb5bfec032eb6d713d6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 10V, Negative-QTOF	splash10-00di-9000000000-4a2d1d90f936ad8d4053	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 20V, Negative-QTOF	splash10-00di-9000000000-345044fb6cdd97fdc7bb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 10V, Negative-QTOF	splash10-00di-9000000000-4530fc6717126c57c6a4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 20V, Negative-QTOF	splash10-00di-9000000000-ca2de08b7f6e4b7039cd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 40V, Negative-QTOF	splash10-006x-9000000000-2c3fab5dccab795d7bed	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 10V, Positive-QTOF	splash10-052b-1900000000-58339d589f3e5dec8c05	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 20V, Positive-QTOF	splash10-0a4i-0900000000-43d872c4a194be6879f3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 40V, Positive-QTOF	splash10-0a4i-9700000000-15f8eeaa4a21fb1a7566	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 10V, Negative-QTOF	splash10-006x-0900000000-1ab58e19d68e75f96907	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 20V, Negative-QTOF	splash10-00fu-3900000000-3b3169762a50a47654e3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 40V, Negative-QTOF	splash10-006x-9100000000-c875b025d62a85893e81	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alpha-Hydroxyhippuric acid 10V, Positive-QTOF	splash10-0a4i-0900000000-8b6e1a2d59c8177ff462	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022997

KNApSAcK ID

Not Available

Chemspider ID

396607

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6667

PubChem Compound

450272

PDB ID

Not Available

ChEBI ID

68451

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Fukuoka, Masamichi; Kiyohara, Tuyoshi; Kobayashi, Tetsu; Kojima, Shuji; Tanaka, Akira; Kubodera, Akiko. Synthesis and preclinical evaluation of technetium-99m-labeled hippurate analogs. Nuclear Medicine and Biology (1995), 22(2), 181-91.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Wang X, Wang X, Xie G, Zhou M, Yu H, Lin Y, Du G, Luo G, Jia W, Liu P: Urinary metabolite variation is associated with pathological progression of the post-hepatitis B cirrhosis patients. J Proteome Res. 2012 Jul 6;11(7):3838-47. doi: 10.1021/pr300337s. Epub 2012 Jun 7. [PubMed:22624806 ]
Chufan EE, De M, Eipper BA, Mains RE, Amzel LM: Amidation of bioactive peptides: the structure of the lyase domain of the amidating enzyme. Structure. 2009 Jul 15;17(7):965-73. doi: 10.1016/j.str.2009.05.008. [PubMed:19604476 ]

Showing metabocard for Alpha-Hydroxyhippuric acid (HMDB0002404)

MOL for HMDB0002404 (Alpha-Hydroxyhippuric acid)

3D MOL for HMDB0002404 (Alpha-Hydroxyhippuric acid)

3D SDF for HMDB0002404 (Alpha-Hydroxyhippuric acid)

3D-SDF for HMDB0002404 (Alpha-Hydroxyhippuric acid)

PDB for HMDB0002404 (Alpha-Hydroxyhippuric acid)

3D PDB for HMDB0002404 (Alpha-Hydroxyhippuric acid)

SMILES for HMDB0002404 (Alpha-Hydroxyhippuric acid)

INCHI for HMDB0002404 (Alpha-Hydroxyhippuric acid)

Structure for HMDB0002404 (Alpha-Hydroxyhippuric acid)

3D Structure for HMDB0002404 (Alpha-Hydroxyhippuric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra