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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-04-09 21:18:50 UTC

Update Date

2019-07-23 07:13:23 UTC

HMDB ID

HMDB0059999

Secondary Accession Numbers

HMDB59999

Metabolite Identification

Common Name

Gentisuric acid

Description

Gentisuric acid, also known as gentisate, 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. Gentisuric acid is a metabolite of aspirin in man. Gentisuric acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

253-51-0.mol
  Mrv0541 04091314182D          

 15 15  0  0  0  0            999 V2000
    1.0190   -0.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2488   -0.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6642   -0.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1522    0.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3799   -0.0562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1135   -1.3988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4345   -0.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -1.6237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9307    0.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1542   -0.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5697    0.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0577    1.6237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7933    0.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6601    0.9804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5697   -0.1166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  7 11  2  0  0  0  0
  9 12  1  0  0  0  0
  9 11  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059999

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H9NO5/c11-5-1-2-7(12)6(3-5)9(15)10-4-8(13)14/h1-3,11-12H,4H2,(H,10,15)(H,13,14)

> <INCHI_KEY>
FBFATOOJCPDQOZ-UHFFFAOYSA-N

> <FORMULA>
C9H9NO5

> <MOLECULAR_WEIGHT>
211.1715

> <EXACT_MASS>
211.048072403

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
19.322396268004884

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2,5-dihydroxyphenyl)formamido]acetic acid

> <ALOGPS_LOGP>
0.64

> <JCHEM_LOGP>
0.5684148410000001

> <ALOGPS_LOGS>
-1.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.582534744067944

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9832091358974364

> <JCHEM_PKA_STRONGEST_BASIC>
-2.147840601774301

> <JCHEM_POLAR_SURFACE_AREA>
106.86000000000001

> <JCHEM_REFRACTIVITY>
50.079499999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2,5-dihydroxyphenyl)formamido]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-APR-13   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 253-51-0.mol                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-APR-13         0                                  
HETATM    1  C   UNK     0       1.902  -0.536   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.464  -1.088   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.107  -1.508   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.151   0.971   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -0.709  -0.105   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0       0.212  -2.611   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.544  -0.967   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.854  -3.031   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.604   1.511   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.155  -0.649   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.797   0.528   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.841   3.031   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.347   0.311   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.099   1.830   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -4.797  -0.218   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10                                                       
CONECT    6    2                                                            
CONECT    7    3   11                                                       
CONECT    8    3                                                            
CONECT    9    4   12   11                                                  
CONECT   10    5   13                                                       
CONECT   11    7    9                                                       
CONECT   12    9                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Gentisate	Generator
Gentisic acid	Generator
2,5-Dihydroxyhippuric acid	HMDB
2-{[(2,5-dihydroxyphenyl)(hydroxy)methylidene]amino}acetate	Generator
Gentisuric acid	MeSH

Chemical Formula

C₉H₉NO₅

Average Molecular Weight

211.1715

Monoisotopic Molecular Weight

211.048072403

IUPAC Name

2-[(2,5-dihydroxyphenyl)formamido]acetic acid

Traditional Name

[(2,5-dihydroxyphenyl)formamido]acetic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C9H9NO5/c11-5-1-2-7(12)6(3-5)9(15)10-4-8(13)14/h1-3,11-12H,4H2,(H,10,15)(H,13,14)

InChI Key

FBFATOOJCPDQOZ-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
Salicylic acid or derivatives
Salicylamide
Benzoyl
Hydroquinone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 417892)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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	3.26 g/L	ALOGPS
logP	0.64	ALOGPS
logP	0.57	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	2.98	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	106.86 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	50.08 m³·mol⁻¹	ChemAxon
Polarizability	19.32 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]+	146.94	31661259
DarkChem	[M-H]-	142.271	31661259
DeepCCS	[M+H]+	146.175	30932474
DeepCCS	[M-H]-	143.779	30932474
DeepCCS	[M-2H]-	177.046	30932474
DeepCCS	[M+Na]+	152.096	30932474
AllCCS	[M+H]+	145.2	32859911
AllCCS	[M+H-H2O]+	141.3	32859911
AllCCS	[M+NH4]+	148.9	32859911
AllCCS	[M+Na]+	149.9	32859911
AllCCS	[M-H]-	142.8	32859911
AllCCS	[M+Na-2H]-	143.2	32859911
AllCCS	[M+HCOO]-	143.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.7 minutes	32390414
Predicted by Siyang on May 30, 2022	9.9455 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.16 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1087.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	275.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	74.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	70.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	291.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	328.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	436.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	616.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	245.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1007.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	217.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	237.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	645.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	237.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	267.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gentisuric acid	OC(=O)CNC(=O)C1=C(O)C=CC(O)=C1	3462.1	Standard polar	33892256
Gentisuric acid	OC(=O)CNC(=O)C1=C(O)C=CC(O)=C1	2090.4	Standard non polar	33892256
Gentisuric acid	OC(=O)CNC(=O)C1=C(O)C=CC(O)=C1	2260.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gentisuric acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CNC(=O)C1=CC(O)=CC=C1O	2224.6	Semi standard non polar	33892256
Gentisuric acid,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C(O)C=C1C(=O)NCC(=O)O	2216.4	Semi standard non polar	33892256
Gentisuric acid,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C(O)C(C(=O)NCC(=O)O)=C1	2196.3	Semi standard non polar	33892256
Gentisuric acid,1TMS,isomer #4	C[Si](C)(C)N(CC(=O)O)C(=O)C1=CC(O)=CC=C1O	2216.2	Semi standard non polar	33892256
Gentisuric acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CNC(=O)C1=CC(O[Si](C)(C)C)=CC=C1O	2268.2	Semi standard non polar	33892256
Gentisuric acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)CNC(=O)C1=CC(O)=CC=C1O[Si](C)(C)C	2282.1	Semi standard non polar	33892256
Gentisuric acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)CN(C(=O)C1=CC(O)=CC=C1O)[Si](C)(C)C	2221.6	Semi standard non polar	33892256
Gentisuric acid,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C(O[Si](C)(C)C)C(C(=O)NCC(=O)O)=C1	2253.0	Semi standard non polar	33892256
Gentisuric acid,2TMS,isomer #5	C[Si](C)(C)OC1=CC=C(O)C=C1C(=O)N(CC(=O)O)[Si](C)(C)C	2258.3	Semi standard non polar	33892256
Gentisuric acid,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C(O)C(C(=O)N(CC(=O)O)[Si](C)(C)C)=C1	2206.0	Semi standard non polar	33892256
Gentisuric acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CNC(=O)C1=CC(O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	2348.7	Semi standard non polar	33892256
Gentisuric acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)CN(C(=O)C1=CC(O[Si](C)(C)C)=CC=C1O)[Si](C)(C)C	2240.8	Semi standard non polar	33892256
Gentisuric acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)CN(C(=O)C1=CC(O)=CC=C1O[Si](C)(C)C)[Si](C)(C)C	2226.6	Semi standard non polar	33892256
Gentisuric acid,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C(O[Si](C)(C)C)C(C(=O)N(CC(=O)O)[Si](C)(C)C)=C1	2266.6	Semi standard non polar	33892256
Gentisuric acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C1=CC(O[Si](C)(C)C)=CC=C1O[Si](C)(C)C)[Si](C)(C)C	2283.0	Semi standard non polar	33892256
Gentisuric acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C1=CC(O[Si](C)(C)C)=CC=C1O[Si](C)(C)C)[Si](C)(C)C	2241.1	Standard non polar	33892256
Gentisuric acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C1=CC(O[Si](C)(C)C)=CC=C1O[Si](C)(C)C)[Si](C)(C)C	2280.1	Standard polar	33892256
Gentisuric acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C1=CC(O)=CC=C1O	2487.7	Semi standard non polar	33892256
Gentisuric acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(O)C=C1C(=O)NCC(=O)O	2489.6	Semi standard non polar	33892256
Gentisuric acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(O)C(C(=O)NCC(=O)O)=C1	2469.0	Semi standard non polar	33892256
Gentisuric acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)C1=CC(O)=CC=C1O	2512.1	Semi standard non polar	33892256
Gentisuric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1O	2791.1	Semi standard non polar	33892256
Gentisuric acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C1=CC(O)=CC=C1O[Si](C)(C)C(C)(C)C	2794.1	Semi standard non polar	33892256
Gentisuric acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=CC(O)=CC=C1O)[Si](C)(C)C(C)(C)C	2727.3	Semi standard non polar	33892256
Gentisuric acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)NCC(=O)O)=C1	2779.5	Semi standard non polar	33892256
Gentisuric acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(O)C=C1C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2752.2	Semi standard non polar	33892256
Gentisuric acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C(O)C(C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)=C1	2746.1	Semi standard non polar	33892256
Gentisuric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3037.3	Semi standard non polar	33892256
Gentisuric acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1O)[Si](C)(C)C(C)(C)C	2931.6	Semi standard non polar	33892256
Gentisuric acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=CC(O)=CC=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2928.9	Semi standard non polar	33892256
Gentisuric acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(O[Si](C)(C)C(C)(C)C)C(C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)=C1	2961.1	Semi standard non polar	33892256
Gentisuric acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3146.3	Semi standard non polar	33892256
Gentisuric acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3007.3	Standard non polar	33892256
Gentisuric acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2736.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Gentisuric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-1900000000-4e4d1fc92a2a305ba4a1	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentisuric acid GC-MS (3 TMS) - 70eV, Positive	splash10-03e9-5189500000-4a6b9db8d765d5177320	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gentisuric 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentisuric acid 10V, Positive-QTOF	splash10-03dr-0960000000-a22c8905ff84aacb48e9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentisuric acid 20V, Positive-QTOF	splash10-052r-2910000000-1a16abb19e5b5be9f730	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentisuric acid 40V, Positive-QTOF	splash10-0a4i-5900000000-5fd5d3684fce82c356ae	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentisuric acid 10V, Negative-QTOF	splash10-03di-0390000000-ec8a690b70139351460a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentisuric acid 20V, Negative-QTOF	splash10-08fr-2940000000-b4392edc4ad2c2e769db	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentisuric acid 40V, Negative-QTOF	splash10-0ab9-9500000000-c1f698adc1f3116ea8cb	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentisuric acid 10V, Positive-QTOF	splash10-01p9-0960000000-b19eb6d0fa4ec207f803	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentisuric acid 20V, Positive-QTOF	splash10-052r-0900000000-5ddfdd1acd7d7cda5998	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentisuric acid 40V, Positive-QTOF	splash10-0a4i-5900000000-464bad9f8e45a26c17cb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentisuric acid 10V, Negative-QTOF	splash10-08fr-0790000000-7b6b76d36278300f4f4b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentisuric acid 20V, Negative-QTOF	splash10-0a4i-0900000000-c1b2bb9d914801db690a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gentisuric acid 40V, Negative-QTOF	splash10-0a4l-9700000000-60ad041a16e7a991e39c	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Dosing with Aspirin	417892	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Gentisic acid

METLIN ID

Not Available

PubChem Compound

161488

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Wilson JT, Howell RL, Holladay MW, Brilis GM, Chrastil J, Watson JT, Taber DF: Gentisuric acid: metabolic formation in animals and identification as a metabolite of aspirin in man. Clin Pharmacol Ther. 1978 Jun;23(6):635-43. [PubMed:417892 ]

Showing metabocard for Gentisuric acid (HMDB0059999)

MOL for HMDB0059999 (Gentisuric acid)

3D MOL for HMDB0059999 (Gentisuric acid)

3D SDF for HMDB0059999 (Gentisuric acid)

3D-SDF for HMDB0059999 (Gentisuric acid)

PDB for HMDB0059999 (Gentisuric acid)

3D PDB for HMDB0059999 (Gentisuric acid)

SMILES for HMDB0059999 (Gentisuric acid)

INCHI for HMDB0059999 (Gentisuric acid)

Structure for HMDB0059999 (Gentisuric acid)

3D Structure for HMDB0059999 (Gentisuric acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra