Hmdb loader

Showing metabocard for FAPy-adenine (HMDB0004816)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-24 12:46:15 UTC
Update Date2023-02-21 17:17:04 UTC
HMDB IDHMDB0004816
Secondary Accession Numbers
  • HMDB04816
Metabolite Identification
Common NameFAPy-adenine
DescriptionFapy-adenine is an oxidized DNA base. Oxidized nucleosides are biochemical markers for tumors, aging, and neurodegenerative diseases (PMID 15116424 ). Oxidative stress damage to DNA bases may contribute to neuronal loss in Alzheimer's disease (AD). Increased levels were observed in parietal, temporal, occipital, and frontal lobe, superior temporal gyrus, and hippocampus areas of the brain in patients with AD. (PMID 9109533 ).
Structure
Data?1676999824
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0004816 (FAPy-adenine)


  Mrv1652305271900122D          

 11 11  0  0  0  0            999 V2000
   13.5984   -5.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7109   -4.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9484   -5.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3609   -6.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3609   -4.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1859   -6.4031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1859   -4.9741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1234   -5.6885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8859   -4.9741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9484   -7.1175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9484   -4.2596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  2  0  0  0  0
  1  6  1  0  0  0  0
  2  8  1  0  0  0  0
  2  9  2  0  0  0  0
  3  4  1  0  0  0  0
  3  8  1  0  0  0  0
  3  5  2  0  0  0  0
  4  6  2  0  0  0  0
  5  7  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
M  END
Download

3D MOL for HMDB0004816 (FAPy-adenine)

HMDB0004816
     RDKit          3D
FAPy-adenine
 18 18  0  0  0  0  0  0  0  0999 V2000
   -0.1477    2.1966   -0.8375 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4310    1.1605    0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1810    1.5354    1.1550 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5669    0.6756    2.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1942   -0.6024    1.9758 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4572   -1.0715    0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875   -2.4427    0.8859 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0548   -0.1494   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7590   -0.6229   -1.0532 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6844    0.0325   -1.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9772    1.2227   -1.8407 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4657    2.9924   -0.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5307    2.1856   -1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    1.0043    2.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7640   -3.1748    1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8476   -2.6986    0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6252   -1.6946   -1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2276   -0.5485   -2.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  8  2  1  0
  1 12  1  0
  1 13  1  0
  4 14  1  0
  7 15  1  0
  7 16  1  0
  9 17  1  0
 10 18  1  0
M  END
Download

3D SDF for HMDB0004816 (FAPy-adenine)


  Mrv1652305271900122D          

 11 11  0  0  0  0            999 V2000
   13.5984   -5.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7109   -4.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9484   -5.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3609   -6.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3609   -4.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1859   -6.4031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1859   -4.9741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1234   -5.6885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8859   -4.9741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9484   -7.1175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9484   -4.2596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  2  0  0  0  0
  1  6  1  0  0  0  0
  2  8  1  0  0  0  0
  2  9  2  0  0  0  0
  3  4  1  0  0  0  0
  3  8  1  0  0  0  0
  3  5  2  0  0  0  0
  4  6  2  0  0  0  0
  5  7  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004816

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC=NC(N)=C1NC=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H7N5O/c6-4-3(10-2-11)5(7)9-1-8-4/h1-2H,(H,10,11)(H4,6,7,8,9)

> <INCHI_KEY>
MVYUVUOSXNYQLL-UHFFFAOYSA-N

> <FORMULA>
C5H7N5O

> <MOLECULAR_WEIGHT>
153.142

> <EXACT_MASS>
153.065059871

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
13.85331815393523

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(4,6-diaminopyrimidin-5-yl)formamide

> <ALOGPS_LOGP>
-1.36

> <JCHEM_LOGP>
-1.2301897326666666

> <ALOGPS_LOGS>
-1.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.929848073399503

> <JCHEM_PKA_STRONGEST_BASIC>
6.913103431709443

> <JCHEM_POLAR_SURFACE_AREA>
106.92

> <JCHEM_REFRACTIVITY>
43.122600000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.67e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(4,6-diaminopyrimidin-5-yl)formamide

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0004816 (FAPy-adenine)

HMDB0004816
     RDKit          3D
FAPy-adenine
 18 18  0  0  0  0  0  0  0  0999 V2000
   -0.1477    2.1966   -0.8375 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4310    1.1605    0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1810    1.5354    1.1550 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5669    0.6756    2.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1942   -0.6024    1.9758 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4572   -1.0715    0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875   -2.4427    0.8859 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0548   -0.1494   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7590   -0.6229   -1.0532 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6844    0.0325   -1.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9772    1.2227   -1.8407 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4657    2.9924   -0.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5307    2.1856   -1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    1.0043    2.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7640   -3.1748    1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8476   -2.6986    0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6252   -1.6946   -1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2276   -0.5485   -2.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  8  2  1  0
  1 12  1  0
  1 13  1  0
  4 14  1  0
  7 15  1  0
  7 16  1  0
  9 17  1  0
 10 18  1  0
M  END
Download

PDB for HMDB0004816 (FAPy-adenine)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      25.384 -10.619   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.994  -9.285   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.304 -10.619   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.074 -11.952   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.074  -9.285   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      24.614 -11.952   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      24.614  -9.285   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      20.764 -10.619   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0      18.454  -9.285   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      22.304 -13.286   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      22.304  -7.951   0.000  0.00  0.00           N+0
CONECT    1    7    6                                                       
CONECT    2    8    9                                                       
CONECT    3    4    8    5                                                  
CONECT    4    3    6   10                                                  
CONECT    5    3    7   11                                                  
CONECT    6    1    4                                                       
CONECT    7    1    5                                                       
CONECT    8    2    3                                                       
CONECT    9    2                                                            
CONECT   10    4                                                            
CONECT   11    5                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
Download

3D PDB for HMDB0004816 (FAPy-adenine)

COMPND    HMDB0004816
HETATM    1  N1  UNL     1      -0.148   2.197  -0.838  1.00  0.00           N  
HETATM    2  C1  UNL     1      -0.431   1.161   0.089  1.00  0.00           C  
HETATM    3  N2  UNL     1      -1.181   1.535   1.155  1.00  0.00           N  
HETATM    4  C2  UNL     1      -1.567   0.676   2.097  1.00  0.00           C  
HETATM    5  N3  UNL     1      -1.194  -0.602   1.976  1.00  0.00           N  
HETATM    6  C3  UNL     1      -0.457  -1.072   0.967  1.00  0.00           C  
HETATM    7  N4  UNL     1      -0.088  -2.443   0.886  1.00  0.00           N  
HETATM    8  C4  UNL     1      -0.055  -0.149  -0.024  1.00  0.00           C  
HETATM    9  N5  UNL     1       0.759  -0.623  -1.053  1.00  0.00           N  
HETATM   10  C5  UNL     1       1.684   0.032  -1.880  1.00  0.00           C  
HETATM   11  O1  UNL     1       1.977   1.223  -1.841  1.00  0.00           O  
HETATM   12  H1  UNL     1       0.466   2.992  -0.491  1.00  0.00           H  
HETATM   13  H2  UNL     1      -0.531   2.186  -1.810  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.172   1.004   2.948  1.00  0.00           H  
HETATM   15  H4  UNL     1      -0.764  -3.175   1.191  1.00  0.00           H  
HETATM   16  H5  UNL     1       0.848  -2.699   0.525  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.625  -1.695  -1.237  1.00  0.00           H  
HETATM   18  H7  UNL     1       2.228  -0.549  -2.661  1.00  0.00           H  
CONECT    1    2   12   13
CONECT    2    3    3    8
CONECT    3    4
CONECT    4    5    5   14
CONECT    5    6
CONECT    6    7    8    8
CONECT    7   15   16
CONECT    8    9
CONECT    9   10   17
CONECT   10   11   11   18
END
Download

SMILES for HMDB0004816 (FAPy-adenine)

NC1=NC=NC(N)=C1NC=O
Download

INCHI for HMDB0004816 (FAPy-adenine)

InChI=1S/C5H7N5O/c6-4-3(10-2-11)5(7)9-1-8-4/h1-2H,(H,10,11)(H4,6,7,8,9)
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
4,6-Diamino-5-(formylamino)pyrimidineChEBI
4,6-Diamino-5-N-formamidopyrimidineChEBI
4,6-Diamino-5-pyrimidinylformamideChEBI
FAPYChEBI
FapyadeChEBI
4,6-diamino-5-FormamidopyrimidineHMDB
N-(4,6-diamino-5-Pyrimidinyl)-formamideHMDB
N-(4,6-diamino-5-Pyrimidinyl)formamideHMDB
FAPy-adenineChEBI
Chemical FormulaC5H7N5O
Average Molecular Weight153.142
Monoisotopic Molecular Weight153.065059871
IUPAC NameN-(4,6-diaminopyrimidin-5-yl)formamide
Traditional NameN-(4,6-diaminopyrimidin-5-yl)formamide
CAS Registry Number5122-36-1
SMILES
NC1=NC=NC(N)=C1NC=O
InChI Identifier
InChI=1S/C5H7N5O/c6-4-3(10-2-11)5(7)9-1-8-4/h1-2H,(H,10,11)(H4,6,7,8,9)
InChI KeyMVYUVUOSXNYQLL-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aminopyrimidines and derivatives. These are organic compounds containing an amino group attached to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazines
Sub ClassPyrimidines and pyrimidine derivatives
Direct ParentAminopyrimidines and derivatives
Alternative Parents
Substituents
  • Aminopyrimidine
  • Hydropyrimidine
  • Imidolactam
  • Heteroaromatic compound
  • Carboximidic acid
  • Carboximidic acid derivative
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Azacycle
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Amine
  • Organopnictogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point224 - 226 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility8.67 g/LALOGPS
logP-1.4ALOGPS
logP-1.2ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)11.93ChemAxon
pKa (Strongest Basic)6.91ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area106.92 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity43.12 m³·mol⁻¹ChemAxon
Polarizability13.85 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+132.29531661259
DarkChem[M-H]-131.21631661259
DeepCCS[M+H]+131.54630932474
DeepCCS[M-H]-129.05330932474
DeepCCS[M-2H]-165.56830932474
DeepCCS[M+Na]+140.52930932474
AllCCS[M+H]+134.432859911
AllCCS[M+H-H2O]+130.032859911
AllCCS[M+NH4]+138.532859911
AllCCS[M+Na]+139.732859911
AllCCS[M-H]-127.932859911
AllCCS[M+Na-2H]-129.232859911
AllCCS[M+HCOO]-130.832859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.1.42 minutes32390414
Predicted by Siyang on May 30, 20228.0457 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20224.22 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid146.6 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid519.6 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid270.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid40.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid161.8 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid60.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid261.2 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid227.1 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)673.6 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid519.7 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid34.9 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid590.8 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid161.2 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid161.0 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate437.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA386.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water110.3 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
FAPy-adenineNC1=NC=NC(N)=C1NC=O2685.5Standard polar33892256
FAPy-adenineNC1=NC=NC(N)=C1NC=O1758.7Standard non polar33892256
FAPy-adenineNC1=NC=NC(N)=C1NC=O1827.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
FAPy-adenine,1TMS,isomer #1C[Si](C)(C)NC1=NC=NC(N)=C1NC=O1976.1Semi standard non polar33892256
FAPy-adenine,1TMS,isomer #1C[Si](C)(C)NC1=NC=NC(N)=C1NC=O1769.4Standard non polar33892256
FAPy-adenine,1TMS,isomer #1C[Si](C)(C)NC1=NC=NC(N)=C1NC=O3436.3Standard polar33892256
FAPy-adenine,1TMS,isomer #2C[Si](C)(C)N(C=O)C1=C(N)N=CN=C1N1857.7Semi standard non polar33892256
FAPy-adenine,1TMS,isomer #2C[Si](C)(C)N(C=O)C1=C(N)N=CN=C1N1781.3Standard non polar33892256
FAPy-adenine,1TMS,isomer #2C[Si](C)(C)N(C=O)C1=C(N)N=CN=C1N3052.3Standard polar33892256
FAPy-adenine,2TMS,isomer #1C[Si](C)(C)NC1=NC=NC(N[Si](C)(C)C)=C1NC=O1999.0Semi standard non polar33892256
FAPy-adenine,2TMS,isomer #1C[Si](C)(C)NC1=NC=NC(N[Si](C)(C)C)=C1NC=O1849.6Standard non polar33892256
FAPy-adenine,2TMS,isomer #1C[Si](C)(C)NC1=NC=NC(N[Si](C)(C)C)=C1NC=O3353.2Standard polar33892256
FAPy-adenine,2TMS,isomer #2C[Si](C)(C)N(C1=NC=NC(N)=C1NC=O)[Si](C)(C)C1945.1Semi standard non polar33892256
FAPy-adenine,2TMS,isomer #2C[Si](C)(C)N(C1=NC=NC(N)=C1NC=O)[Si](C)(C)C1835.4Standard non polar33892256
FAPy-adenine,2TMS,isomer #2C[Si](C)(C)N(C1=NC=NC(N)=C1NC=O)[Si](C)(C)C3299.6Standard polar33892256
FAPy-adenine,2TMS,isomer #3C[Si](C)(C)NC1=NC=NC(N)=C1N(C=O)[Si](C)(C)C1862.1Semi standard non polar33892256
FAPy-adenine,2TMS,isomer #3C[Si](C)(C)NC1=NC=NC(N)=C1N(C=O)[Si](C)(C)C1871.4Standard non polar33892256
FAPy-adenine,2TMS,isomer #3C[Si](C)(C)NC1=NC=NC(N)=C1N(C=O)[Si](C)(C)C2843.9Standard polar33892256
FAPy-adenine,3TMS,isomer #1C[Si](C)(C)NC1=NC=NC(N([Si](C)(C)C)[Si](C)(C)C)=C1NC=O2017.3Semi standard non polar33892256
FAPy-adenine,3TMS,isomer #1C[Si](C)(C)NC1=NC=NC(N([Si](C)(C)C)[Si](C)(C)C)=C1NC=O1892.5Standard non polar33892256
FAPy-adenine,3TMS,isomer #1C[Si](C)(C)NC1=NC=NC(N([Si](C)(C)C)[Si](C)(C)C)=C1NC=O3060.3Standard polar33892256
FAPy-adenine,3TMS,isomer #2C[Si](C)(C)NC1=NC=NC(N[Si](C)(C)C)=C1N(C=O)[Si](C)(C)C1940.3Semi standard non polar33892256
FAPy-adenine,3TMS,isomer #2C[Si](C)(C)NC1=NC=NC(N[Si](C)(C)C)=C1N(C=O)[Si](C)(C)C1918.3Standard non polar33892256
FAPy-adenine,3TMS,isomer #2C[Si](C)(C)NC1=NC=NC(N[Si](C)(C)C)=C1N(C=O)[Si](C)(C)C2806.9Standard polar33892256
FAPy-adenine,3TMS,isomer #3C[Si](C)(C)N(C=O)C1=C(N)N=CN=C1N([Si](C)(C)C)[Si](C)(C)C1827.3Semi standard non polar33892256
FAPy-adenine,3TMS,isomer #3C[Si](C)(C)N(C=O)C1=C(N)N=CN=C1N([Si](C)(C)C)[Si](C)(C)C1966.3Standard non polar33892256
FAPy-adenine,3TMS,isomer #3C[Si](C)(C)N(C=O)C1=C(N)N=CN=C1N([Si](C)(C)C)[Si](C)(C)C2677.0Standard polar33892256
FAPy-adenine,4TMS,isomer #1C[Si](C)(C)N(C1=C(NC=O)C(N([Si](C)(C)C)[Si](C)(C)C)=NC=N1)[Si](C)(C)C2083.2Semi standard non polar33892256
FAPy-adenine,4TMS,isomer #1C[Si](C)(C)N(C1=C(NC=O)C(N([Si](C)(C)C)[Si](C)(C)C)=NC=N1)[Si](C)(C)C1973.8Standard non polar33892256
FAPy-adenine,4TMS,isomer #1C[Si](C)(C)N(C1=C(NC=O)C(N([Si](C)(C)C)[Si](C)(C)C)=NC=N1)[Si](C)(C)C2700.9Standard polar33892256
FAPy-adenine,4TMS,isomer #2C[Si](C)(C)NC1=NC=NC(N([Si](C)(C)C)[Si](C)(C)C)=C1N(C=O)[Si](C)(C)C1981.3Semi standard non polar33892256
FAPy-adenine,4TMS,isomer #2C[Si](C)(C)NC1=NC=NC(N([Si](C)(C)C)[Si](C)(C)C)=C1N(C=O)[Si](C)(C)C1980.2Standard non polar33892256
FAPy-adenine,4TMS,isomer #2C[Si](C)(C)NC1=NC=NC(N([Si](C)(C)C)[Si](C)(C)C)=C1N(C=O)[Si](C)(C)C2509.5Standard polar33892256
FAPy-adenine,5TMS,isomer #1C[Si](C)(C)N(C=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C1N([Si](C)(C)C)[Si](C)(C)C2004.6Semi standard non polar33892256
FAPy-adenine,5TMS,isomer #1C[Si](C)(C)N(C=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C1N([Si](C)(C)C)[Si](C)(C)C2077.9Standard non polar33892256
FAPy-adenine,5TMS,isomer #1C[Si](C)(C)N(C=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C1N([Si](C)(C)C)[Si](C)(C)C2250.0Standard polar33892256
FAPy-adenine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC=NC(N)=C1NC=O2195.6Semi standard non polar33892256
FAPy-adenine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC=NC(N)=C1NC=O1927.3Standard non polar33892256
FAPy-adenine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC=NC(N)=C1NC=O3519.3Standard polar33892256
FAPy-adenine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C=O)C1=C(N)N=CN=C1N2087.8Semi standard non polar33892256
FAPy-adenine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C=O)C1=C(N)N=CN=C1N1922.0Standard non polar33892256
FAPy-adenine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C=O)C1=C(N)N=CN=C1N3154.5Standard polar33892256
FAPy-adenine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC=NC(N[Si](C)(C)C(C)(C)C)=C1NC=O2417.8Semi standard non polar33892256
FAPy-adenine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC=NC(N[Si](C)(C)C(C)(C)C)=C1NC=O2233.0Standard non polar33892256
FAPy-adenine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC=NC(N[Si](C)(C)C(C)(C)C)=C1NC=O3340.5Standard polar33892256
FAPy-adenine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C1=NC=NC(N)=C1NC=O)[Si](C)(C)C(C)(C)C2383.2Semi standard non polar33892256
FAPy-adenine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C1=NC=NC(N)=C1NC=O)[Si](C)(C)C(C)(C)C2221.1Standard non polar33892256
FAPy-adenine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C1=NC=NC(N)=C1NC=O)[Si](C)(C)C(C)(C)C3282.3Standard polar33892256
FAPy-adenine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC=NC(N)=C1N(C=O)[Si](C)(C)C(C)(C)C2293.4Semi standard non polar33892256
FAPy-adenine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC=NC(N)=C1N(C=O)[Si](C)(C)C(C)(C)C2194.7Standard non polar33892256
FAPy-adenine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC=NC(N)=C1N(C=O)[Si](C)(C)C(C)(C)C2980.9Standard polar33892256
FAPy-adenine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1NC=O2603.0Semi standard non polar33892256
FAPy-adenine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1NC=O2496.8Standard non polar33892256
FAPy-adenine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1NC=O3145.7Standard polar33892256
FAPy-adenine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC=NC(N[Si](C)(C)C(C)(C)C)=C1N(C=O)[Si](C)(C)C(C)(C)C2525.7Semi standard non polar33892256
FAPy-adenine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC=NC(N[Si](C)(C)C(C)(C)C)=C1N(C=O)[Si](C)(C)C(C)(C)C2436.0Standard non polar33892256
FAPy-adenine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC=NC(N[Si](C)(C)C(C)(C)C)=C1N(C=O)[Si](C)(C)C(C)(C)C2951.3Standard polar33892256
FAPy-adenine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C=O)C1=C(N)N=CN=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2435.2Semi standard non polar33892256
FAPy-adenine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C=O)C1=C(N)N=CN=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2539.7Standard non polar33892256
FAPy-adenine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C=O)C1=C(N)N=CN=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2859.0Standard polar33892256
FAPy-adenine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=C(NC=O)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC=N1)[Si](C)(C)C(C)(C)C2774.6Semi standard non polar33892256
FAPy-adenine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=C(NC=O)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC=N1)[Si](C)(C)C(C)(C)C2797.7Standard non polar33892256
FAPy-adenine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=C(NC=O)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC=N1)[Si](C)(C)C(C)(C)C2927.1Standard polar33892256
FAPy-adenine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1N(C=O)[Si](C)(C)C(C)(C)C2696.7Semi standard non polar33892256
FAPy-adenine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1N(C=O)[Si](C)(C)C(C)(C)C2740.5Standard non polar33892256
FAPy-adenine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1N(C=O)[Si](C)(C)C(C)(C)C2819.5Standard polar33892256
FAPy-adenine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2862.3Semi standard non polar33892256
FAPy-adenine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3015.5Standard non polar33892256
FAPy-adenine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2697.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - FAPy-adenine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ufr-1900000000-45bbdffd7c63dc2ad0582017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAPy-adenine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAPy-adenine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - FAPy-adenine Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0udi-0900000000-4a0fc6b79756178bf1452012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAPy-adenine Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-003r-7900000000-5f7889690f5f7e2e158d2012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAPy-adenine Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-01c0-9200000000-6b9e38b9344f72ce9a622012-07-25HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAPy-adenine 10V, Positive-QTOFsplash10-0fb9-0900000000-f723c3b9131de03820182017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAPy-adenine 20V, Positive-QTOFsplash10-0fb9-0900000000-dfe529e454eefc110bb52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAPy-adenine 40V, Positive-QTOFsplash10-0a7i-9200000000-e3877564447431d51b022017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAPy-adenine 10V, Negative-QTOFsplash10-0uk9-0900000000-bfbcfbf97f3ee4f1b9462017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAPy-adenine 20V, Negative-QTOFsplash10-00di-5900000000-ea9395e164592cd53db72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAPy-adenine 40V, Negative-QTOFsplash10-001i-9200000000-917c8ef3e8355522c9be2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAPy-adenine 10V, Negative-QTOFsplash10-0udi-0900000000-579f8cfa98157e86579b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAPy-adenine 20V, Negative-QTOFsplash10-00di-8900000000-5fc19051eb7a15eae6042021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAPy-adenine 40V, Negative-QTOFsplash10-014l-9100000000-6b7dbdc22a69be6045772021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAPy-adenine 10V, Positive-QTOFsplash10-0ufr-0900000000-54c72405f715c3a46de32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAPy-adenine 20V, Positive-QTOFsplash10-004i-0900000000-5f8d22cdeb6a826c72932021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAPy-adenine 40V, Positive-QTOFsplash10-0a4i-9100000000-730118722927c47c11bc2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2021-10-10Wishart LabView Spectrum
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2021-10-10Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
 details
UrineDetected and Quantified0.31 (0.22-0.4) umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023426
KNApSAcK IDNot Available
Chemspider ID102870
KEGG Compound IDC06502
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID7080
PubChem Compound114926
PDB IDNot Available
ChEBI ID27983
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceHaley, C. A. C.; Maitland, P. Organic reactions in aqueous solution at room temperature. I. The influence of pH on condensations involving the linking of carbon to nitrogen and of carbon to carbon. Journal of the Chemical Society (1951), 3155-74.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Lee SH, Jung BH, Kim SY, Chung BC: A rapid and sensitive method for quantitation of nucleosides in human urine using liquid chromatography/mass spectrometry with direct urine injection. Rapid Commun Mass Spectrom. 2004;18(9):973-7. [PubMed:15116424 ]
  2. Lyras L, Cairns NJ, Jenner A, Jenner P, Halliwell B: An assessment of oxidative damage to proteins, lipids, and DNA in brain from patients with Alzheimer's disease. J Neurochem. 1997 May;68(5):2061-9. [PubMed:9109533 ]