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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-02-26 19:01:28 UTC

Update Date

2019-07-23 07:12:49 UTC

HMDB ID

HMDB0059741

Secondary Accession Numbers

HMDB59741

Metabolite Identification

Common Name

xanthurenic acid 8-O-sulfate

Description

xanthurenic acid 8-O-sulfate belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. xanthurenic acid 8-O-sulfate is an extremely weak basic (essentially neutral) compound (based on its pKa). These are compounds containing a quinoline moiety bearing an hydroxyl group.

Structure

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


  Mrv1652303102016562D          

 19 20  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -2.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 17  2  0  0  0  0
 12 18  2  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
  4 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059741

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CC(=O)C2=CC=CC(OS(O)(=O)=O)=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H7NO7S/c12-7-4-6(10(13)14)11-9-5(7)2-1-3-8(9)18-19(15,16)17/h1-4H,(H,11,12)(H,13,14)(H,15,16,17)

> <INCHI_KEY>
FNGKEPQCRRMUOC-UHFFFAOYSA-N

> <FORMULA>
C10H7NO7S

> <MOLECULAR_WEIGHT>
285.23

> <EXACT_MASS>
284.994322273

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
23.96688678408848

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-oxo-8-(sulfooxy)-1,4-dihydroquinoline-2-carboxylic acid

> <ALOGPS_LOGP>
-0.42

> <JCHEM_LOGP>
0.7986777833333333

> <ALOGPS_LOGS>
-2.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.418574269090143

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.318077089234089

> <JCHEM_PKA_STRONGEST_BASIC>
-7.433914629266688

> <JCHEM_POLAR_SURFACE_AREA>
130.0

> <JCHEM_REFRACTIVITY>
64.29670000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.99e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-oxo-8-(sulfooxy)-1H-quinoline-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0       6.668  -5.390   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0       8.002  -6.160   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.898  -6.724   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       7.438  -4.056   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   18                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   12    8   19                                                  
CONECT   19   18    4                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0059741
HETATM    1  O1  UNL     1      -3.522   2.136   1.639  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.351   2.030   1.221  1.00  0.00           C  
HETATM    3  O2  UNL     1      -1.492   3.111   1.313  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.873   0.772   0.631  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.719  -0.314   0.533  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.275  -1.481  -0.015  1.00  0.00           C  
HETATM    7  O3  UNL     1      -2.974  -2.516  -0.144  1.00  0.00           O  
HETATM    8  C5  UNL     1      -0.965  -1.546  -0.465  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.462  -2.714  -1.032  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.843  -2.760  -1.473  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.650  -1.648  -1.353  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.192  -0.487  -0.803  1.00  0.00           C  
HETATM   13  O4  UNL     1       1.929   0.655  -0.650  1.00  0.00           O  
HETATM   14  S1  UNL     1       2.870   1.138   0.614  1.00  0.00           S  
HETATM   15  O5  UNL     1       4.210   0.488   0.706  1.00  0.00           O  
HETATM   16  O6  UNL     1       2.142   0.925   1.912  1.00  0.00           O  
HETATM   17  O7  UNL     1       3.159   2.812   0.507  1.00  0.00           O  
HETATM   18  C10 UNL     1      -0.138  -0.449  -0.356  1.00  0.00           C  
HETATM   19  N1  UNL     1      -0.616   0.683   0.190  1.00  0.00           N  
HETATM   20  H1  UNL     1      -1.540   3.940   0.752  1.00  0.00           H  
HETATM   21  H2  UNL     1      -3.739  -0.266   0.882  1.00  0.00           H  
HETATM   22  H3  UNL     1      -1.142  -3.565  -1.103  1.00  0.00           H  
HETATM   23  H4  UNL     1       1.219  -3.688  -1.916  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.680  -1.664  -1.695  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.899   2.889  -0.167  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.015   1.518   0.272  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   20
CONECT    4    5    5   19
CONECT    5    6   21
CONECT    6    7    7    8
CONECT    8    9    9   18
CONECT    9   10   22
CONECT   10   11   11   23
CONECT   11   12   24
CONECT   12   13   18   18
CONECT   13   14
CONECT   14   15   15   16   16
CONECT   14   17
CONECT   17   25
CONECT   18   19
CONECT   19   26
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Xanthurenate 8-O-sulfate	Generator
Xanthurenate 8-O-sulphate	Generator
Xanthurenic acid 8-O-sulfuric acid	Generator
Xanthurenic acid 8-O-sulphuric acid	Generator
4-Hydroxy-8-(sulfooxy)quinoline-2-carboxylate	Generator
4-Hydroxy-8-(sulphooxy)quinoline-2-carboxylate	Generator
4-Hydroxy-8-(sulphooxy)quinoline-2-carboxylic acid	Generator
Xanthurenic acid 8-O-sulfate	MeSH

Chemical Formula

C₁₀H₇NO₇S

Average Molecular Weight

285.23

Monoisotopic Molecular Weight

284.994322273

IUPAC Name

4-oxo-8-(sulfooxy)-1,4-dihydroquinoline-2-carboxylic acid

Traditional Name

4-oxo-8-(sulfooxy)-1H-quinoline-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC(=O)C2=CC=CC(OS(O)(=O)=O)=C2N1

InChI Identifier

InChI=1S/C10H7NO7S/c12-7-4-6(10(13)14)11-9-5(7)2-1-3-8(9)18-19(15,16)17/h1-4H,(H,11,12)(H,13,14)(H,15,16,17)

InChI Key

FNGKEPQCRRMUOC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinoline carboxylic acids

Direct Parent

Quinoline carboxylic acids

Alternative Parents

Substituents

Quinoline-2-carboxylic acid
Dihydroquinolone
Dihydroquinoline
Arylsulfate
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Pyridine
Sulfuric acid monoester
Sulfate-ester
Benzenoid
Sulfuric acid ester
Organic sulfuric acid or derivatives
Heteroaromatic compound
Vinylogous amide
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Azacycle
Carboxylic acid
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 17978185)

Source

Endogenous

Endogenous (HMDB: HMDB0059741)

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

Lagomorph

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Poultry

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)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)

Equine

Horse (FooDB: FOOD00378)

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

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	0.6 g/L	ALOGPS
logP	-0.42	ALOGPS
logP	0.8	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	64.3 m³·mol⁻¹	ChemAxon
Polarizability	23.97 Å³	ChemAxon
Number of Rings	2	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]+	163.285	31661259
DarkChem	[M-H]-	161.628	31661259
DeepCCS	[M+H]+	160.604	30932474
DeepCCS	[M-H]-	158.246	30932474
DeepCCS	[M-2H]-	191.132	30932474
DeepCCS	[M+Na]+	166.697	30932474
AllCCS	[M+H]+	160.0	32859911
AllCCS	[M+H-H2O]+	156.3	32859911
AllCCS	[M+NH4]+	163.4	32859911
AllCCS	[M+Na]+	164.4	32859911
AllCCS	[M-H]-	153.2	32859911
AllCCS	[M+Na-2H]-	152.8	32859911
AllCCS	[M+HCOO]-	152.5	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.	4.93 minutes	32390414
Predicted by Siyang on May 30, 2022	11.5196 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.57 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1017.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	364.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	46.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	201.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	173.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	303.7 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	301.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	835.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	704.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	121.8 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	1040.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	216.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	266.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	723.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	341.5 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	363.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
xanthurenic acid 8-O-sulfate	OC(=O)C1=CC(=O)C2=CC=CC(OS(O)(=O)=O)=C2N1	4025.3	Standard polar	33892256
xanthurenic acid 8-O-sulfate	OC(=O)C1=CC(=O)C2=CC=CC(OS(O)(=O)=O)=C2N1	2149.1	Standard non polar	33892256
xanthurenic acid 8-O-sulfate	OC(=O)C1=CC(=O)C2=CC=CC(OS(O)(=O)=O)=C2N1	2767.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
xanthurenic acid 8-O-sulfate,1TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O)=C2[NH]1	2601.4	Semi standard non polar	33892256
xanthurenic acid 8-O-sulfate,1TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)OC1=CC=CC2=C1[NH]C(C(=O)O)=CC2=O	2641.2	Semi standard non polar	33892256
xanthurenic acid 8-O-sulfate,1TMS,isomer #3	C[Si](C)(C)N1C(C(=O)O)=CC(=O)C2=CC=CC(OS(=O)(=O)O)=C21	2650.8	Semi standard non polar	33892256
xanthurenic acid 8-O-sulfate,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O[Si](C)(C)C)=C2[NH]1	2599.8	Semi standard non polar	33892256
xanthurenic acid 8-O-sulfate,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O[Si](C)(C)C)=C2[NH]1	2713.8	Standard non polar	33892256
xanthurenic acid 8-O-sulfate,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O[Si](C)(C)C)=C2[NH]1	3583.7	Standard polar	33892256
xanthurenic acid 8-O-sulfate,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O)=C2N1[Si](C)(C)C	2648.0	Semi standard non polar	33892256
xanthurenic acid 8-O-sulfate,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O)=C2N1[Si](C)(C)C	2822.6	Standard non polar	33892256
xanthurenic acid 8-O-sulfate,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O)=C2N1[Si](C)(C)C	3548.1	Standard polar	33892256
xanthurenic acid 8-O-sulfate,2TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)OC1=CC=CC2=C1N([Si](C)(C)C)C(C(=O)O)=CC2=O	2652.5	Semi standard non polar	33892256
xanthurenic acid 8-O-sulfate,2TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)OC1=CC=CC2=C1N([Si](C)(C)C)C(C(=O)O)=CC2=O	2793.4	Standard non polar	33892256
xanthurenic acid 8-O-sulfate,2TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)OC1=CC=CC2=C1N([Si](C)(C)C)C(C(=O)O)=CC2=O	3576.6	Standard polar	33892256
xanthurenic acid 8-O-sulfate,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O[Si](C)(C)C)=C2N1[Si](C)(C)C	2664.6	Semi standard non polar	33892256
xanthurenic acid 8-O-sulfate,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O[Si](C)(C)C)=C2N1[Si](C)(C)C	2865.8	Standard non polar	33892256
xanthurenic acid 8-O-sulfate,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O[Si](C)(C)C)=C2N1[Si](C)(C)C	3291.8	Standard polar	33892256
xanthurenic acid 8-O-sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O)=C2[NH]1	2874.5	Semi standard non polar	33892256
xanthurenic acid 8-O-sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=CC2=C1[NH]C(C(=O)O)=CC2=O	2902.9	Semi standard non polar	33892256
xanthurenic acid 8-O-sulfate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(C(=O)O)=CC(=O)C2=CC=CC(OS(=O)(=O)O)=C21	2897.2	Semi standard non polar	33892256
xanthurenic acid 8-O-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C2[NH]1	3107.3	Semi standard non polar	33892256
xanthurenic acid 8-O-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C2[NH]1	3218.1	Standard non polar	33892256
xanthurenic acid 8-O-sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C2[NH]1	3615.7	Standard polar	33892256
xanthurenic acid 8-O-sulfate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O)=C2N1[Si](C)(C)C(C)(C)C	3135.7	Semi standard non polar	33892256
xanthurenic acid 8-O-sulfate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O)=C2N1[Si](C)(C)C(C)(C)C	3283.5	Standard non polar	33892256
xanthurenic acid 8-O-sulfate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O)=C2N1[Si](C)(C)C(C)(C)C	3584.3	Standard polar	33892256
xanthurenic acid 8-O-sulfate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=CC2=C1N([Si](C)(C)C(C)(C)C)C(C(=O)O)=CC2=O	3131.1	Semi standard non polar	33892256
xanthurenic acid 8-O-sulfate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=CC2=C1N([Si](C)(C)C(C)(C)C)C(C(=O)O)=CC2=O	3269.5	Standard non polar	33892256
xanthurenic acid 8-O-sulfate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1=CC=CC2=C1N([Si](C)(C)C(C)(C)C)C(C(=O)O)=CC2=O	3563.5	Standard polar	33892256
xanthurenic acid 8-O-sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C2N1[Si](C)(C)C(C)(C)C	3294.2	Semi standard non polar	33892256
xanthurenic acid 8-O-sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C2N1[Si](C)(C)C(C)(C)C	3612.4	Standard non polar	33892256
xanthurenic acid 8-O-sulfate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(=O)C2=CC=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C2N1[Si](C)(C)C(C)(C)C	3438.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - xanthurenic acid 8-O-sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-05s0-0590000000-8060cf73f3d668b9a07b	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xanthurenic acid 8-O-sulfate GC-MS (1 TMS) - 70eV, Positive	splash10-00xr-6091000000-44728b544b723b6aedb2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xanthurenic acid 8-O-sulfate 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 - xanthurenic acid 8-O-sulfate 10V, Positive-QTOF	splash10-00kr-0090000000-f01e9c412da223661a2a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xanthurenic acid 8-O-sulfate 20V, Positive-QTOF	splash10-00kr-0390000000-2645d9e916fd00bb63c2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xanthurenic acid 8-O-sulfate 40V, Positive-QTOF	splash10-00s9-2950000000-42f2ed6776bf900ef91f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xanthurenic acid 8-O-sulfate 10V, Negative-QTOF	splash10-001i-0090000000-bf1bbb24dc616a64913e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xanthurenic acid 8-O-sulfate 20V, Negative-QTOF	splash10-0uei-0490000000-361cab350a487498f26f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xanthurenic acid 8-O-sulfate 40V, Negative-QTOF	splash10-0bu9-3910000000-1303a4423bc52dd8b0c3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xanthurenic acid 8-O-sulfate 10V, Positive-QTOF	splash10-000i-0090000000-3a0aa5fdda83c8a9b219	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xanthurenic acid 8-O-sulfate 20V, Positive-QTOF	splash10-03di-0910000000-af7704fb758806a72d43	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xanthurenic acid 8-O-sulfate 40V, Positive-QTOF	splash10-03di-0920000000-fb4ac1f6d26d35f443cc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xanthurenic acid 8-O-sulfate 10V, Negative-QTOF	splash10-000i-0090000000-8d494c133d0d227d0b7e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xanthurenic acid 8-O-sulfate 20V, Negative-QTOF	splash10-000i-0090000000-c62be4673f624406b78c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xanthurenic acid 8-O-sulfate 40V, Negative-QTOF	splash10-001i-3920000000-6e831a7b127d9df073e9	2021-09-24	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	Not Specified	Not Specified	Chronic renal disease	17978185	details

Associated Disorders and Diseases

Disease References

Chronic kidney disease
Cain CD, Schroeder FC, Shankel SW, Mitchnick M, Schmertzler M, Bricker NS: Identification of xanthurenic acid 8-O-beta-D-glucoside and xanthurenic acid 8-O-sulfate as human natriuretic hormones. Proc Natl Acad Sci U S A. 2007 Nov 6;104(45):17873-8. Epub 2007 Oct 31. [PubMed:17978185 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB034570

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11522049

PDB ID

Not Available

ChEBI ID

89899

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

Not Available

Showing metabocard for xanthurenic acid 8-O-sulfate (HMDB0059741)

MOL for HMDB0059741 (xanthurenic acid 8-O-sulfate)

3D MOL for HMDB0059741 (xanthurenic acid 8-O-sulfate)

3D SDF for HMDB0059741 (xanthurenic acid 8-O-sulfate)

3D-SDF for HMDB0059741 (xanthurenic acid 8-O-sulfate)

PDB for HMDB0059741 (xanthurenic acid 8-O-sulfate)

3D PDB for HMDB0059741 (xanthurenic acid 8-O-sulfate)

SMILES for HMDB0059741 (xanthurenic acid 8-O-sulfate)

INCHI for HMDB0059741 (xanthurenic acid 8-O-sulfate)

Structure for HMDB0059741 (xanthurenic acid 8-O-sulfate)

3D Structure for HMDB0059741 (xanthurenic acid 8-O-sulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra