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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 19:05:07 UTC

Update Date

2019-07-23 07:15:17 UTC

HMDB ID

HMDB0060876

Secondary Accession Numbers

HMDB60876

Metabolite Identification

Common Name

Thioxanthine monophosphate

Description

Thioxanthine monophosphate is a metabolite of azathioprine. Azathioprine is a purine analogue immunosuppressive drug. It is used to prevent rejection following organ transplantation, and to treat a vast array of autoimmune diseases, including rheumatoid arthritis, pemphigus, inflammatory bowel disease, multiple sclerosis, autoimmune hepatitis, atopic dermatitis, myasthenia gravis, neuromyelitis optica or Devic's disease, restrictive lung disease, and others. (Wikipedia)

Structure

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


  Mrv1652305171801372D          

 16 17  0  0  0  0            999 V2000
   -2.0124    1.0972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    0.9256    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3769    0.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0339    1.7326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 O   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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  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  2  0  0  0  0
 13 14  1  0  0  0  0
  9  5  1  0  0  0  0
 13  8  1  0  0  0  0
 15  2  1  0  0  0  0
 16 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060876

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=NC2=C(N=CN2OP(O)(O)=O)C(S)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C5H5N4O5PS/c10-5-7-3-2(4(16)8-5)6-1-9(3)14-15(11,12)13/h1H,(H2,11,12,13)(H2,7,8,10,16)

> <INCHI_KEY>
OAOIXPPCQSJBRI-UHFFFAOYSA-N

> <FORMULA>
C5H5N4O5PS

> <MOLECULAR_WEIGHT>
264.15

> <EXACT_MASS>
263.971827449

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
20.45396428533771

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2-hydroxy-6-sulfanyl-9H-purin-9-yl)oxy]phosphonic acid

> <ALOGPS_LOGP>
0.65

> <JCHEM_LOGP>
-0.3277624196666665

> <ALOGPS_LOGS>
-2.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.316447023054604

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3938514883464688

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4833350633874547

> <JCHEM_POLAR_SURFACE_AREA>
130.59

> <JCHEM_REFRACTIVITY>
55.883799999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.48e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-hydroxy-6-sulfanylpurin-9-yl)oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-MAY-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-MAY-18         0                                  
HETATM    1  O   UNK     0      -3.756   2.048   0.000  0.00  0.00           O+0
HETATM    2  P   UNK     0      -2.250   1.728   0.000  0.00  0.00           P+0
HETATM    3  O   UNK     0      -2.570   0.222   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.744   1.408   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.530   0.237   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       3.864  -2.073   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0       2.530  -4.383   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0      -1.930   3.234   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.198   0.237   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   15                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10    5                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14    8                                                  
CONECT   14   13                                                            
CONECT   15    2                                                            
CONECT   16   11                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Thioxanthine monophosphoric acid	Generator

Chemical Formula

C₅H₅N₄O₅PS

Average Molecular Weight

264.15

Monoisotopic Molecular Weight

263.971827449

IUPAC Name

[(2-hydroxy-6-sulfanyl-9H-purin-9-yl)oxy]phosphonic acid

Traditional Name

(2-hydroxy-6-sulfanylpurin-9-yl)oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

OC1=NC2=C(N=CN2OP(O)(O)=O)C(S)=N1

InChI Identifier

InChI=1S/C5H5N4O5PS/c10-5-7-3-2(4(16)8-5)6-1-9(3)14-15(11,12)13/h1H,(H2,11,12,13)(H2,7,8,10,16)

InChI Key

OAOIXPPCQSJBRI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purinones. These are purines in which the purine moiety bears a C=O group. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Purinones

Alternative Parents

Substituents

Purinethione
Purinone
Pyrimidone
Pyrimidinethione
N-substituted imidazole
Organic phosphoric acid derivative
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
Thiolactam
Urea
Azacycle
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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	2.64 g/L	ALOGPS
logP	0.65	ALOGPS
logP	-0.33	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.39	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	130.59 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	55.88 m³·mol⁻¹	ChemAxon
Polarizability	20.45 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]+	157.502	31661259
DarkChem	[M-H]-	151.335	31661259
DeepCCS	[M+H]+	144.488	30932474
DeepCCS	[M-H]-	142.092	30932474
DeepCCS	[M-2H]-	175.462	30932474
DeepCCS	[M+Na]+	150.4	30932474
AllCCS	[M+H]+	154.5	32859911
AllCCS	[M+H-H2O]+	150.8	32859911
AllCCS	[M+NH4]+	157.9	32859911
AllCCS	[M+Na]+	158.9	32859911
AllCCS	[M-H]-	145.1	32859911
AllCCS	[M+Na-2H]-	145.2	32859911
AllCCS	[M+HCOO]-	145.4	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.	1.84 minutes	32390414
Predicted by Siyang on May 30, 2022	10.7514 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.84 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	476.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	376.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	26.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	247.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	142.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	326.8 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	224.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	933.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	662.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	40.4 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	679.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	233.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	449.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	858.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	502.9 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	472.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thioxanthine monophosphate	OC1=NC2=C(N=CN2OP(O)(O)=O)C(S)=N1	3408.4	Standard polar	33892256
Thioxanthine monophosphate	OC1=NC2=C(N=CN2OP(O)(O)=O)C(S)=N1	2215.9	Standard non polar	33892256
Thioxanthine monophosphate	OC1=NC2=C(N=CN2OP(O)(O)=O)C(S)=N1	2627.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Thioxanthine monophosphate,1TMS,isomer #1	C[Si](C)(C)OC1=NC(S)=C2N=CN(OP(=O)(O)O)C2=N1	2629.2	Semi standard non polar	33892256
Thioxanthine monophosphate,1TMS,isomer #2	C[Si](C)(C)OP(=O)(O)ON1C=NC2=C(S)N=C(O)N=C21	2728.3	Semi standard non polar	33892256
Thioxanthine monophosphate,1TMS,isomer #3	C[Si](C)(C)SC1=NC(O)=NC2=C1N=CN2OP(=O)(O)O	2627.5	Semi standard non polar	33892256
Thioxanthine monophosphate,2TMS,isomer #1	C[Si](C)(C)OC1=NC(S)=C2N=CN(OP(=O)(O)O[Si](C)(C)C)C2=N1	2610.6	Semi standard non polar	33892256
Thioxanthine monophosphate,2TMS,isomer #1	C[Si](C)(C)OC1=NC(S)=C2N=CN(OP(=O)(O)O[Si](C)(C)C)C2=N1	2612.5	Standard non polar	33892256
Thioxanthine monophosphate,2TMS,isomer #1	C[Si](C)(C)OC1=NC(S)=C2N=CN(OP(=O)(O)O[Si](C)(C)C)C2=N1	3180.1	Standard polar	33892256
Thioxanthine monophosphate,2TMS,isomer #2	C[Si](C)(C)OC1=NC(S[Si](C)(C)C)=C2N=CN(OP(=O)(O)O)C2=N1	2439.4	Semi standard non polar	33892256
Thioxanthine monophosphate,2TMS,isomer #2	C[Si](C)(C)OC1=NC(S[Si](C)(C)C)=C2N=CN(OP(=O)(O)O)C2=N1	2797.0	Standard non polar	33892256
Thioxanthine monophosphate,2TMS,isomer #2	C[Si](C)(C)OC1=NC(S[Si](C)(C)C)=C2N=CN(OP(=O)(O)O)C2=N1	3649.9	Standard polar	33892256
Thioxanthine monophosphate,2TMS,isomer #3	C[Si](C)(C)OP(=O)(ON1C=NC2=C(S)N=C(O)N=C21)O[Si](C)(C)C	2755.9	Semi standard non polar	33892256
Thioxanthine monophosphate,2TMS,isomer #3	C[Si](C)(C)OP(=O)(ON1C=NC2=C(S)N=C(O)N=C21)O[Si](C)(C)C	2641.2	Standard non polar	33892256
Thioxanthine monophosphate,2TMS,isomer #3	C[Si](C)(C)OP(=O)(ON1C=NC2=C(S)N=C(O)N=C21)O[Si](C)(C)C	3086.4	Standard polar	33892256
Thioxanthine monophosphate,2TMS,isomer #4	C[Si](C)(C)OP(=O)(O)ON1C=NC2=C(S[Si](C)(C)C)N=C(O)N=C21	2581.9	Semi standard non polar	33892256
Thioxanthine monophosphate,2TMS,isomer #4	C[Si](C)(C)OP(=O)(O)ON1C=NC2=C(S[Si](C)(C)C)N=C(O)N=C21	2822.6	Standard non polar	33892256
Thioxanthine monophosphate,2TMS,isomer #4	C[Si](C)(C)OP(=O)(O)ON1C=NC2=C(S[Si](C)(C)C)N=C(O)N=C21	3363.4	Standard polar	33892256
Thioxanthine monophosphate,3TMS,isomer #1	C[Si](C)(C)OC1=NC(S)=C2N=CN(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C2=N1	2643.6	Semi standard non polar	33892256
Thioxanthine monophosphate,3TMS,isomer #1	C[Si](C)(C)OC1=NC(S)=C2N=CN(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C2=N1	2700.1	Standard non polar	33892256
Thioxanthine monophosphate,3TMS,isomer #1	C[Si](C)(C)OC1=NC(S)=C2N=CN(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C2=N1	2975.3	Standard polar	33892256
Thioxanthine monophosphate,3TMS,isomer #2	C[Si](C)(C)OC1=NC(S[Si](C)(C)C)=C2N=CN(OP(=O)(O)O[Si](C)(C)C)C2=N1	2460.2	Semi standard non polar	33892256
Thioxanthine monophosphate,3TMS,isomer #2	C[Si](C)(C)OC1=NC(S[Si](C)(C)C)=C2N=CN(OP(=O)(O)O[Si](C)(C)C)C2=N1	2833.3	Standard non polar	33892256
Thioxanthine monophosphate,3TMS,isomer #2	C[Si](C)(C)OC1=NC(S[Si](C)(C)C)=C2N=CN(OP(=O)(O)O[Si](C)(C)C)C2=N1	3304.4	Standard polar	33892256
Thioxanthine monophosphate,3TMS,isomer #3	C[Si](C)(C)OP(=O)(ON1C=NC2=C(S[Si](C)(C)C)N=C(O)N=C21)O[Si](C)(C)C	2566.7	Semi standard non polar	33892256
Thioxanthine monophosphate,3TMS,isomer #3	C[Si](C)(C)OP(=O)(ON1C=NC2=C(S[Si](C)(C)C)N=C(O)N=C21)O[Si](C)(C)C	2844.7	Standard non polar	33892256
Thioxanthine monophosphate,3TMS,isomer #3	C[Si](C)(C)OP(=O)(ON1C=NC2=C(S[Si](C)(C)C)N=C(O)N=C21)O[Si](C)(C)C	3062.2	Standard polar	33892256
Thioxanthine monophosphate,4TMS,isomer #1	C[Si](C)(C)OC1=NC(S[Si](C)(C)C)=C2N=CN(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C2=N1	2569.3	Semi standard non polar	33892256
Thioxanthine monophosphate,4TMS,isomer #1	C[Si](C)(C)OC1=NC(S[Si](C)(C)C)=C2N=CN(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C2=N1	2811.2	Standard non polar	33892256
Thioxanthine monophosphate,4TMS,isomer #1	C[Si](C)(C)OC1=NC(S[Si](C)(C)C)=C2N=CN(OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C2=N1	3026.8	Standard polar	33892256
Thioxanthine monophosphate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(S)=C2N=CN(OP(=O)(O)O)C2=N1	2872.5	Semi standard non polar	33892256
Thioxanthine monophosphate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O)ON1C=NC2=C(S)N=C(O)N=C21	3018.6	Semi standard non polar	33892256
Thioxanthine monophosphate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)SC1=NC(O)=NC2=C1N=CN2OP(=O)(O)O	2879.5	Semi standard non polar	33892256
Thioxanthine monophosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(S)=C2N=CN(OP(=O)(O)O[Si](C)(C)C(C)(C)C)C2=N1	3057.6	Semi standard non polar	33892256
Thioxanthine monophosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(S)=C2N=CN(OP(=O)(O)O[Si](C)(C)C(C)(C)C)C2=N1	3050.8	Standard non polar	33892256
Thioxanthine monophosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(S)=C2N=CN(OP(=O)(O)O[Si](C)(C)C(C)(C)C)C2=N1	3369.5	Standard polar	33892256
Thioxanthine monophosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=NC(S[Si](C)(C)C(C)(C)C)=C2N=CN(OP(=O)(O)O)C2=N1	2885.5	Semi standard non polar	33892256
Thioxanthine monophosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=NC(S[Si](C)(C)C(C)(C)C)=C2N=CN(OP(=O)(O)O)C2=N1	3251.9	Standard non polar	33892256
Thioxanthine monophosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=NC(S[Si](C)(C)C(C)(C)C)=C2N=CN(OP(=O)(O)O)C2=N1	3684.1	Standard polar	33892256
Thioxanthine monophosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(ON1C=NC2=C(S)N=C(O)N=C21)O[Si](C)(C)C(C)(C)C	3249.6	Semi standard non polar	33892256
Thioxanthine monophosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(ON1C=NC2=C(S)N=C(O)N=C21)O[Si](C)(C)C(C)(C)C	3055.3	Standard non polar	33892256
Thioxanthine monophosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(ON1C=NC2=C(S)N=C(O)N=C21)O[Si](C)(C)C(C)(C)C	3271.6	Standard polar	33892256
Thioxanthine monophosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(O)ON1C=NC2=C(S[Si](C)(C)C(C)(C)C)N=C(O)N=C21	3038.9	Semi standard non polar	33892256
Thioxanthine monophosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(O)ON1C=NC2=C(S[Si](C)(C)C(C)(C)C)N=C(O)N=C21	3255.6	Standard non polar	33892256
Thioxanthine monophosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(O)ON1C=NC2=C(S[Si](C)(C)C(C)(C)C)N=C(O)N=C21	3530.4	Standard polar	33892256
Thioxanthine monophosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(S)=C2N=CN(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=N1	3179.3	Semi standard non polar	33892256
Thioxanthine monophosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(S)=C2N=CN(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=N1	3303.4	Standard non polar	33892256
Thioxanthine monophosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(S)=C2N=CN(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=N1	3251.7	Standard polar	33892256
Thioxanthine monophosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=NC(S[Si](C)(C)C(C)(C)C)=C2N=CN(OP(=O)(O)O[Si](C)(C)C(C)(C)C)C2=N1	3062.2	Semi standard non polar	33892256
Thioxanthine monophosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=NC(S[Si](C)(C)C(C)(C)C)=C2N=CN(OP(=O)(O)O[Si](C)(C)C(C)(C)C)C2=N1	3446.2	Standard non polar	33892256
Thioxanthine monophosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=NC(S[Si](C)(C)C(C)(C)C)=C2N=CN(OP(=O)(O)O[Si](C)(C)C(C)(C)C)C2=N1	3519.9	Standard polar	33892256
Thioxanthine monophosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(ON1C=NC2=C(S[Si](C)(C)C(C)(C)C)N=C(O)N=C21)O[Si](C)(C)C(C)(C)C	3185.4	Semi standard non polar	33892256
Thioxanthine monophosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(ON1C=NC2=C(S[Si](C)(C)C(C)(C)C)N=C(O)N=C21)O[Si](C)(C)C(C)(C)C	3452.1	Standard non polar	33892256
Thioxanthine monophosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(ON1C=NC2=C(S[Si](C)(C)C(C)(C)C)N=C(O)N=C21)O[Si](C)(C)C(C)(C)C	3368.0	Standard polar	33892256
Thioxanthine monophosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(S[Si](C)(C)C(C)(C)C)=C2N=CN(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=N1	3270.4	Semi standard non polar	33892256
Thioxanthine monophosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(S[Si](C)(C)C(C)(C)C)=C2N=CN(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=N1	3552.4	Standard non polar	33892256
Thioxanthine monophosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(S[Si](C)(C)C(C)(C)C)=C2N=CN(OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=N1	3386.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Thioxanthine monophosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thioxanthine monophosphate 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 - Thioxanthine monophosphate 10V, Positive-QTOF	splash10-03dj-3390000000-c86a8972543f2f01bebe	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioxanthine monophosphate 20V, Positive-QTOF	splash10-014i-2900000000-bf7993ddaf6d5cc1af41	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioxanthine monophosphate 40V, Positive-QTOF	splash10-0a4i-9700000000-3c7676cd366fedbcd2ea	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioxanthine monophosphate 10V, Negative-QTOF	splash10-02t9-1920000000-90ecd37f17dff2f5d5c1	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioxanthine monophosphate 20V, Negative-QTOF	splash10-00o0-7900000000-d6ad2703f2602de4b5cd	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioxanthine monophosphate 40V, Negative-QTOF	splash10-002f-9600000000-5cad8c13816f01b2ed27	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioxanthine monophosphate 10V, Positive-QTOF	splash10-03di-0090000000-4940101790e00c2feb8c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioxanthine monophosphate 20V, Positive-QTOF	splash10-03di-0390000000-6b748f8955cb56aceaf2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioxanthine monophosphate 40V, Positive-QTOF	splash10-0f9i-0900000000-845a3eaa845225834ec5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioxanthine monophosphate 10V, Negative-QTOF	splash10-03di-0090000000-dbd90aa7181ddd1eff11	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioxanthine monophosphate 20V, Negative-QTOF	splash10-004i-9010000000-5bf27b92a462f9458761	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioxanthine monophosphate 40V, Negative-QTOF	splash10-004i-9010000000-7b238c7833b6baa499cf	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

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Mercaptopurine Action Pathway		Not Available
Mercaptopurine Metabolism Pathway		Not Available
Thioguanine Action Pathway		Not Available
Azathioprine Action Pathway		Not Available

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
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

74849523

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57322338

PDB ID

Not Available

ChEBI ID

171698

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 Thioxanthine monophosphate (HMDB0060876)

MOL for HMDB0060876 (Thioxanthine monophosphate)

3D MOL for HMDB0060876 (Thioxanthine monophosphate)

3D SDF for HMDB0060876 (Thioxanthine monophosphate)

3D-SDF for HMDB0060876 (Thioxanthine monophosphate)

PDB for HMDB0060876 (Thioxanthine monophosphate)

3D PDB for HMDB0060876 (Thioxanthine monophosphate)

SMILES for HMDB0060876 (Thioxanthine monophosphate)

INCHI for HMDB0060876 (Thioxanthine monophosphate)

Structure for HMDB0060876 (Thioxanthine monophosphate)

3D Structure for HMDB0060876 (Thioxanthine monophosphate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra