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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2006-05-22 14:17:30 UTC

Update Date

2023-02-21 17:16:00 UTC

HMDB ID

HMDB0001970

Secondary Accession Numbers

HMDB01970

Metabolite Identification

Common Name

3-Methyluric acid

Description

3-Methyluric acid is a methyl derivative of uric acid, found occasionally in human urine. 3-Methyluracil is one of the purine components in urinary calculi. Methylated purines originate from the metabolism of methylxanthines (caffeine, theophylline and theobromine). Methyluric acids are indistinguishable from uric acid by simple methods routinely used in clinical laboratories, requiring the use of high-performance liquid chromatography (HPLC). Purine derivatives in urinary calculi could be considered markers of abnormal purine metabolism. The content of a purine derivative in stone depends on its average urinary excretion in the general population, similarity to the chemical structure of uric acid, and content of the latter in stone. This suggests that purines in stones represent a solid solution with uric acid as solvent. It is also plausible that methylxanthines, ubiquitous components of the diet and drugs, are involved in the pathogenesis of urolithiasis. Caffeine is metabolized via successive pathways mainly catalyzed by CYP1A2, xanthine oxidase or N-acetyltransferase-2 to give 14 different metabolites. CYP1A2 activity shows an inter-individual variability among the population. CYP1A2, an isoform of the CYP1A cytochrome P450 super-family, is involved in the metabolism of many drugs and plays a potentially important role in the induction of chemical carcinogenesis. (PMID: 11712316 , 15833286 , 3506820 , 15013152 ).

Structure

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

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      31.440  -5.493   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      28.773 -10.113   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      36.670  -8.573   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      31.440 -10.113   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      34.231  -9.812   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      34.231  -7.333   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      30.106  -7.803   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      32.774  -9.343   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.774  -7.803   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.440  -7.033   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.106  -9.343   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      35.130  -8.573   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.440 -11.653   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4    8   11   13                                                  
CONECT    5    8   12                                                       
CONECT    6    9   12                                                       
CONECT    7   10   11                                                       
CONECT    8    4    5    9                                                  
CONECT    9    6    8   10                                                  
CONECT   10    1    7    9                                                  
CONECT   11    2    4    7                                                  
CONECT   12    3    5    6                                                  
CONECT   13    4                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Methylate	Generator
3-Methylic acid	Generator
3-Methyl-2,6,8-trioxopurine	HMDB
3-Methyl-7,9-dihydro-3H-purine-2,6,8-trione	HMDB
3-Methylurate	HMDB
4,9-dihydro-3-Methyl-1H-purine-2,6,8(3H)-trione	HMDB

Chemical Formula

C₆H₆N₄O₃

Average Molecular Weight

182.1368

Monoisotopic Molecular Weight

182.043990078

IUPAC Name

3-methyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione

Traditional Name

3-methyluric acid

CAS Registry Number

605-99-2

SMILES

CN1C2=C(NC(=O)N2)C(=O)NC1=O

InChI Identifier

InChI=1S/C6H6N4O3/c1-10-3-2(7-5(12)8-3)4(11)9-6(10)13/h1H3,(H2,7,8,12)(H,9,11,13)

InChI Key

ODCYDGXXCHTFIR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Xanthines

Alternative Parents

Substituents

Xanthine
6-oxopurine
Purinone
Alkaloid or derivatives
Pyrimidone
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
Lactam
Urea
Azacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (CPD-12489 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Organ

Liver (HMDB: HMDB0001970)
Kidney (HMDB: HMDB0001970)

Excreta

Biofluid or Excreta

Urine (PMID: 19754154)
Feces (PMID: 27543620)

Cellular substructure

Cytoplasm (HMDB: HMDB0001970)

Source

Endogenous

Endogenous (HMDB: HMDB0001970)

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)

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0001970)

Coffee and coffee product

Coffee product

Coffee products (HMDB: HMDB0001970)

Tea

Tea products (HMDB: HMDB0001970)

Process

Not Available

Role

Biological role

Drug metabolite (HMDB: HMDB0001970)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	> 350 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.054 mg/mL at 25 °C	Not Available
LogP	-1.08	GASPARI,F & BONATI,M (1987)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	128.856	30932474
[M-H]-	Not Available	128.856	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000348

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.79 g/L	ALOGPS
logP	-1	ALOGPS
logP	-1.3	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	7.66	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.54 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	50.53 m³·mol⁻¹	ChemAxon
Polarizability	15.62 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	138.478	31661259
DarkChem	[M-H]-	135.809	31661259
AllCCS	[M+H]+	138.842	32859911
AllCCS	[M-H]-	134.523	32859911
DeepCCS	[M+H]+	130.183	30932474
DeepCCS	[M-H]-	126.78	30932474
DeepCCS	[M-2H]-	164.397	30932474
DeepCCS	[M+Na]+	139.915	30932474
AllCCS	[M+H]+	138.8	32859911
AllCCS	[M+H-H2O]+	134.5	32859911
AllCCS	[M+NH4]+	142.9	32859911
AllCCS	[M+Na]+	144.0	32859911
AllCCS	[M-H]-	134.5	32859911
AllCCS	[M+Na-2H]-	135.0	32859911
AllCCS	[M+HCOO]-	135.6	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.	2.59 minutes	32390414
Predicted by Siyang on May 30, 2022	9.2178 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.91 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	460.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	320.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	60.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	195.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	41.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	278.0 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	252.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	494.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	597.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	114.4 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	670.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	188.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	228.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	697.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	321.6 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	273.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Methyluric acid	CN1C2=C(NC(=O)N2)C(=O)NC1=O	2935.5	Standard polar	33892256
3-Methyluric acid	CN1C2=C(NC(=O)N2)C(=O)NC1=O	2103.9	Standard non polar	33892256
3-Methyluric acid	CN1C2=C(NC(=O)N2)C(=O)NC1=O	2389.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Methyluric acid,1TMS,isomer #1	CN1C(=O)[NH]C(=O)C2=C1[NH]C(=O)N2[Si](C)(C)C	2048.2	Semi standard non polar	33892256
3-Methyluric acid,1TMS,isomer #1	CN1C(=O)[NH]C(=O)C2=C1[NH]C(=O)N2[Si](C)(C)C	2192.3	Standard non polar	33892256
3-Methyluric acid,1TMS,isomer #1	CN1C(=O)[NH]C(=O)C2=C1[NH]C(=O)N2[Si](C)(C)C	2938.5	Standard polar	33892256
3-Methyluric acid,1TMS,isomer #2	CN1C(=O)[NH]C(=O)C2=C1N([Si](C)(C)C)C(=O)[NH]2	1998.3	Semi standard non polar	33892256
3-Methyluric acid,1TMS,isomer #2	CN1C(=O)[NH]C(=O)C2=C1N([Si](C)(C)C)C(=O)[NH]2	2194.6	Standard non polar	33892256
3-Methyluric acid,1TMS,isomer #2	CN1C(=O)[NH]C(=O)C2=C1N([Si](C)(C)C)C(=O)[NH]2	3087.4	Standard polar	33892256
3-Methyluric acid,1TMS,isomer #3	CN1C(=O)N([Si](C)(C)C)C(=O)C2=C1[NH]C(=O)[NH]2	2060.0	Semi standard non polar	33892256
3-Methyluric acid,1TMS,isomer #3	CN1C(=O)N([Si](C)(C)C)C(=O)C2=C1[NH]C(=O)[NH]2	2233.9	Standard non polar	33892256
3-Methyluric acid,1TMS,isomer #3	CN1C(=O)N([Si](C)(C)C)C(=O)C2=C1[NH]C(=O)[NH]2	3055.8	Standard polar	33892256
3-Methyluric acid,2TMS,isomer #1	CN1C(=O)N([Si](C)(C)C)C(=O)C2=C1[NH]C(=O)N2[Si](C)(C)C	2068.9	Semi standard non polar	33892256
3-Methyluric acid,2TMS,isomer #1	CN1C(=O)N([Si](C)(C)C)C(=O)C2=C1[NH]C(=O)N2[Si](C)(C)C	2248.8	Standard non polar	33892256
3-Methyluric acid,2TMS,isomer #1	CN1C(=O)N([Si](C)(C)C)C(=O)C2=C1[NH]C(=O)N2[Si](C)(C)C	2528.5	Standard polar	33892256
3-Methyluric acid,2TMS,isomer #2	CN1C(=O)[NH]C(=O)C2=C1N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2004.5	Semi standard non polar	33892256
3-Methyluric acid,2TMS,isomer #2	CN1C(=O)[NH]C(=O)C2=C1N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2274.3	Standard non polar	33892256
3-Methyluric acid,2TMS,isomer #2	CN1C(=O)[NH]C(=O)C2=C1N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2559.2	Standard polar	33892256
3-Methyluric acid,2TMS,isomer #3	CN1C(=O)N([Si](C)(C)C)C(=O)C2=C1N([Si](C)(C)C)C(=O)[NH]2	2005.9	Semi standard non polar	33892256
3-Methyluric acid,2TMS,isomer #3	CN1C(=O)N([Si](C)(C)C)C(=O)C2=C1N([Si](C)(C)C)C(=O)[NH]2	2261.2	Standard non polar	33892256
3-Methyluric acid,2TMS,isomer #3	CN1C(=O)N([Si](C)(C)C)C(=O)C2=C1N([Si](C)(C)C)C(=O)[NH]2	2590.1	Standard polar	33892256
3-Methyluric acid,3TMS,isomer #1	CN1C(=O)N([Si](C)(C)C)C(=O)C2=C1N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2122.1	Semi standard non polar	33892256
3-Methyluric acid,3TMS,isomer #1	CN1C(=O)N([Si](C)(C)C)C(=O)C2=C1N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2247.1	Standard non polar	33892256
3-Methyluric acid,3TMS,isomer #1	CN1C(=O)N([Si](C)(C)C)C(=O)C2=C1N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2295.0	Standard polar	33892256
3-Methyluric acid,1TBDMS,isomer #1	CN1C(=O)[NH]C(=O)C2=C1[NH]C(=O)N2[Si](C)(C)C(C)(C)C	2210.2	Semi standard non polar	33892256
3-Methyluric acid,1TBDMS,isomer #1	CN1C(=O)[NH]C(=O)C2=C1[NH]C(=O)N2[Si](C)(C)C(C)(C)C	2402.3	Standard non polar	33892256
3-Methyluric acid,1TBDMS,isomer #1	CN1C(=O)[NH]C(=O)C2=C1[NH]C(=O)N2[Si](C)(C)C(C)(C)C	2899.4	Standard polar	33892256
3-Methyluric acid,1TBDMS,isomer #2	CN1C(=O)[NH]C(=O)C2=C1N([Si](C)(C)C(C)(C)C)C(=O)[NH]2	2191.5	Semi standard non polar	33892256
3-Methyluric acid,1TBDMS,isomer #2	CN1C(=O)[NH]C(=O)C2=C1N([Si](C)(C)C(C)(C)C)C(=O)[NH]2	2438.0	Standard non polar	33892256
3-Methyluric acid,1TBDMS,isomer #2	CN1C(=O)[NH]C(=O)C2=C1N([Si](C)(C)C(C)(C)C)C(=O)[NH]2	3026.4	Standard polar	33892256
3-Methyluric acid,1TBDMS,isomer #3	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=C1[NH]C(=O)[NH]2	2238.4	Semi standard non polar	33892256
3-Methyluric acid,1TBDMS,isomer #3	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=C1[NH]C(=O)[NH]2	2448.7	Standard non polar	33892256
3-Methyluric acid,1TBDMS,isomer #3	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=C1[NH]C(=O)[NH]2	2998.6	Standard polar	33892256
3-Methyluric acid,2TBDMS,isomer #1	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=C1[NH]C(=O)N2[Si](C)(C)C(C)(C)C	2432.3	Semi standard non polar	33892256
3-Methyluric acid,2TBDMS,isomer #1	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=C1[NH]C(=O)N2[Si](C)(C)C(C)(C)C	2648.1	Standard non polar	33892256
3-Methyluric acid,2TBDMS,isomer #1	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=C1[NH]C(=O)N2[Si](C)(C)C(C)(C)C	2608.8	Standard polar	33892256
3-Methyluric acid,2TBDMS,isomer #2	CN1C(=O)[NH]C(=O)C2=C1N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	2385.7	Semi standard non polar	33892256
3-Methyluric acid,2TBDMS,isomer #2	CN1C(=O)[NH]C(=O)C2=C1N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	2676.2	Standard non polar	33892256
3-Methyluric acid,2TBDMS,isomer #2	CN1C(=O)[NH]C(=O)C2=C1N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	2625.2	Standard polar	33892256
3-Methyluric acid,2TBDMS,isomer #3	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=C1N([Si](C)(C)C(C)(C)C)C(=O)[NH]2	2412.8	Semi standard non polar	33892256
3-Methyluric acid,2TBDMS,isomer #3	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=C1N([Si](C)(C)C(C)(C)C)C(=O)[NH]2	2646.6	Standard non polar	33892256
3-Methyluric acid,2TBDMS,isomer #3	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=C1N([Si](C)(C)C(C)(C)C)C(=O)[NH]2	2632.4	Standard polar	33892256
3-Methyluric acid,3TBDMS,isomer #1	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=C1N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	2621.1	Semi standard non polar	33892256
3-Methyluric acid,3TBDMS,isomer #1	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=C1N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	2860.3	Standard non polar	33892256
3-Methyluric acid,3TBDMS,isomer #1	CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=C1N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	2603.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methyluric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w39-1900000000-4493eeacfd3b31bf832a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methyluric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methyluric 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 - 3-Methyluric acid 10V, Negative-QTOF	splash10-001i-1900000000-7bce57917a5f609da3ba	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Methyluric acid 20V, Negative-QTOF	splash10-0006-9800000000-279d680e2ffcb04ad7e0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Methyluric acid 30V, Negative-QTOF	splash10-0006-9100000000-3bf2f0fa51aa58bcedae	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Methyluric acid 40V, Negative-QTOF	splash10-0006-9000000000-c658507237f6f9aa6a6d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Methyluric acid 10V, Positive-QTOF	splash10-001i-0900000000-833bbd5ce51f92679618	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Methyluric acid 30V, Positive-QTOF	splash10-0a4i-9000000000-ff93732db21ada6d1079	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Methyluric acid 30V, Positive-QTOF	splash10-0a4i-9200000000-48d667ee9b881e1f49cd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Methyluric acid 0V, Positive-QTOF	splash10-001i-0900000000-4f69861b810b8c8e2932	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyluric acid 10V, Positive-QTOF	splash10-001i-0900000000-a68b56cfc61693cc09d3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyluric acid 20V, Positive-QTOF	splash10-001i-1900000000-70450e20782b78788804	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyluric acid 40V, Positive-QTOF	splash10-0le9-9400000000-9a16030e87688510dd07	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyluric acid 10V, Negative-QTOF	splash10-001i-0900000000-064ba09247119134215d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyluric acid 20V, Negative-QTOF	splash10-001r-2900000000-440959c7239da4a5e5cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyluric acid 40V, Negative-QTOF	splash10-0006-9300000000-b3af7b9a39ec8e73e1c5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyluric acid 10V, Positive-QTOF	splash10-001i-0900000000-fa33d1f90dc5e1d6cf64	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyluric acid 20V, Positive-QTOF	splash10-001i-0900000000-1be9499dfc9068f23ee7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyluric acid 40V, Positive-QTOF	splash10-0rki-9100000000-ab442babdbe0af347c27	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyluric acid 10V, Negative-QTOF	splash10-001i-0900000000-edc51048cb5eee9df5e1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyluric acid 20V, Negative-QTOF	splash10-001i-0900000000-c78227a2eb31d6e89449	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyluric acid 40V, Negative-QTOF	splash10-0006-9000000000-dceeb3684f917d3b370e	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	19754154	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

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

FDB022770

KNApSAcK ID

Not Available

Chemspider ID

11311

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11804

PDB ID

Not Available

ChEBI ID

149031

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Biltz, Heinrich; Heyn, Myron. 3-Methyluric acid. Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen (1919), 52B 768-84.

Material Safety Data Sheet (MSDS)

Not Available

General References

Morris GS, Simmonds HA, Davies PM: Use of biological fluids for the rapid diagnosis of potentially lethal inherited disorders of human purine and pyrimidine metabolism. Biomed Chromatogr. 1986 Jun;1(3):109-18. [PubMed:3506820 ]
Safranow K, Machoy Z: Simultaneous determination of 16 purine derivatives in urinary calculi by gradient reversed-phase high-performance liquid chromatography with UV detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2005 May 25;819(2):229-35. [PubMed:15833286 ]
Safranow K: [Identification and quantitation of purine derivatives in urinary calculi as markers of abnormal purine metabolism by using high-performance liquid chromatography (HPLC)]. Ann Acad Med Stetin. 2000;46:35-49. [PubMed:11712316 ]
Caubet MS, Comte B, Brazier JL: Determination of urinary 13C-caffeine metabolites by liquid chromatography-mass spectrometry: the use of metabolic ratios to assess CYP1A2 activity. J Pharm Biomed Anal. 2004 Feb 4;34(2):379-89. [PubMed:15013152 ]

Showing metabocard for 3-Methyluric acid (HMDB0001970)

MOL for HMDB0001970 (3-Methyluric acid)

3D MOL for HMDB0001970 (3-Methyluric acid)

3D SDF for HMDB0001970 (3-Methyluric acid)

3D-SDF for HMDB0001970 (3-Methyluric acid)

PDB for HMDB0001970 (3-Methyluric acid)

3D PDB for HMDB0001970 (3-Methyluric acid)

SMILES for HMDB0001970 (3-Methyluric acid)

INCHI for HMDB0001970 (3-Methyluric acid)

Structure for HMDB0001970 (3-Methyluric acid)

3D Structure for HMDB0001970 (3-Methyluric acid)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra