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Showing metabocard for Isoguvacine (HMDB0253644)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 12:26:43 UTC
Update Date2021-09-26 23:07:00 UTC
HMDB IDHMDB0253644
Secondary Accession NumbersNone
Metabolite Identification
Common NameIsoguvacine
Descriptionisoguvacine belongs to the class of organic compounds known as hydropyridines. Hydropyridines are compounds containing a hydrogenated pyridine ring (i.e. containing less than the maximum number of double bonds.). Based on a literature review a significant number of articles have been published on isoguvacine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Isoguvacine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Isoguvacine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0253644 (Isoguvacine)


  Mrv1652309112114272D          

  9  9  0  0  0  0            999 V2000
    1.4289    0.8250    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
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   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    2.0625    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
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
M  END
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3D MOL for HMDB0253644 (Isoguvacine)

HMDB0253644
     RDKit          3D
Isoguvacine
 18 18  0  0  0  0  0  0  0  0999 V2000
    2.8422    1.0922   -0.2824 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1770    0.0303   -0.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8795   -1.1538   -0.1318 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7107    0.0421   -0.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0711   -1.1104    0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4043   -1.2140    0.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9416    0.0287   -0.4853 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4022    1.0985    0.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151    1.3548   -0.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3244   -1.4403    0.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6428   -2.0283    0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8064   -2.0550   -0.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7323   -1.2326    1.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5626    0.1051   -1.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2605    0.7202    1.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0229    1.9995    0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4954    2.1270    0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0254    1.6361   -1.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  4  1  0
  3 10  1  0
  5 11  1  0
  6 12  1  0
  6 13  1  0
  7 14  1  0
  8 15  1  0
  8 16  1  0
  9 17  1  0
  9 18  1  0
M  END
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3D SDF for HMDB0253644 (Isoguvacine)


  Mrv1652309112114272D          

  9  9  0  0  0  0            999 V2000
    1.4289    0.8250    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
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   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    2.0625    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
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253644

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CCNCC1

> <INCHI_IDENTIFIER>
InChI=1S/C6H9NO2/c8-6(9)5-1-3-7-4-2-5/h1,7H,2-4H2,(H,8,9)

> <INCHI_KEY>
KRVDMABBKYMBHG-UHFFFAOYSA-N

> <FORMULA>
C6H9NO2

> <MOLECULAR_WEIGHT>
127.143

> <EXACT_MASS>
127.063328534

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
12.737365384796195

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2,3,6-tetrahydropyridine-4-carboxylic acid

> <ALOGPS_LOGP>
-2.32

> <JCHEM_LOGP>
-2.5858214659296457

> <ALOGPS_LOGS>
-0.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.343846336809001

> <JCHEM_PKA_STRONGEST_BASIC>
9.97833591357645

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
33.797200000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.53e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isoguvacine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0253644 (Isoguvacine)

HMDB0253644
     RDKit          3D
Isoguvacine
 18 18  0  0  0  0  0  0  0  0999 V2000
    2.8422    1.0922   -0.2824 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1770    0.0303   -0.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8795   -1.1538   -0.1318 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7107    0.0421   -0.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0711   -1.1104    0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4043   -1.2140    0.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9416    0.0287   -0.4853 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4022    1.0985    0.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151    1.3548   -0.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3244   -1.4403    0.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6428   -2.0283    0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8064   -2.0550   -0.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7323   -1.2326    1.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5626    0.1051   -1.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2605    0.7202    1.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0229    1.9995    0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4954    2.1270    0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0254    1.6361   -1.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  4  1  0
  3 10  1  0
  5 11  1  0
  6 12  1  0
  6 13  1  0
  7 14  1  0
  8 15  1  0
  8 16  1  0
  9 17  1  0
  9 18  1  0
M  END
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PDB for HMDB0253644 (Isoguvacine)

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.000   4.620   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for HMDB0253644 (Isoguvacine)

COMPND    HMDB0253644
HETATM    1  O1  UNL     1       2.842   1.092  -0.282  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.177   0.030  -0.178  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.880  -1.154  -0.132  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.711   0.042  -0.107  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.071  -1.110   0.003  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.404  -1.214   0.082  1.00  0.00           C  
HETATM    7  N1  UNL     1      -1.942   0.029  -0.485  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.402   1.098   0.367  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.015   1.355  -0.162  1.00  0.00           C  
HETATM   10  H1  UNL     1       3.324  -1.440   0.732  1.00  0.00           H  
HETATM   11  H2  UNL     1       0.643  -2.028   0.037  1.00  0.00           H  
HETATM   12  H3  UNL     1      -1.806  -2.055  -0.506  1.00  0.00           H  
HETATM   13  H4  UNL     1      -1.732  -1.233   1.146  1.00  0.00           H  
HETATM   14  H5  UNL     1      -1.563   0.105  -1.456  1.00  0.00           H  
HETATM   15  H6  UNL     1      -1.260   0.720   1.403  1.00  0.00           H  
HETATM   16  H7  UNL     1      -2.023   2.000   0.329  1.00  0.00           H  
HETATM   17  H8  UNL     1       0.495   2.127   0.458  1.00  0.00           H  
HETATM   18  H9  UNL     1      -0.025   1.636  -1.249  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   10
CONECT    4    5    5    9
CONECT    5    6   11
CONECT    6    7   12   13
CONECT    7    8   14
CONECT    8    9   15   16
CONECT    9   17   18
END
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SMILES for HMDB0253644 (Isoguvacine)

OC(=O)C1=CCNCC1
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INCHI for HMDB0253644 (Isoguvacine)

InChI=1S/C6H9NO2/c8-6(9)5-1-3-7-4-2-5/h1,7H,2-4H2,(H,8,9)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
Isoguvacine hydrobromideMeSH
Isoguvacine hydrochlorideMeSH
Chemical FormulaC6H9NO2
Average Molecular Weight127.143
Monoisotopic Molecular Weight127.063328534
IUPAC Name1,2,3,6-tetrahydropyridine-4-carboxylic acid
Traditional Nameisoguvacine
CAS Registry NumberNot Available
SMILES
OC(=O)C1=CCNCC1
InChI Identifier
InChI=1S/C6H9NO2/c8-6(9)5-1-3-7-4-2-5/h1,7H,2-4H2,(H,8,9)
InChI KeyKRVDMABBKYMBHG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydropyridines. Hydropyridines are compounds containing a hydrogenated pyridine ring (i.E. Containing less than the maximum number of double bonds.).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassHydropyridines
Direct ParentHydropyridines
Alternative Parents
Substituents
  • Hydropyridine
  • Amino acid or derivatives
  • Amino acid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Secondary aliphatic amine
  • Azacycle
  • Secondary amine
  • Monocarboxylic acid or derivatives
  • Amine
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP-2.3ALOGPS
logP-2.6ChemAxon
logS-0.56ALOGPS
pKa (Strongest Acidic)4.34ChemAxon
pKa (Strongest Basic)9.98ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.33 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity33.8 m³·mol⁻¹ChemAxon
Polarizability12.74 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
DeepCCS[M+H]+129.02430932474
DeepCCS[M-H]-126.66330932474
DeepCCS[M-2H]-162.49530932474
DeepCCS[M+Na]+137.45130932474
AllCCS[M+H]+126.832859911
AllCCS[M+H-H2O]+122.032859911
AllCCS[M+NH4]+131.232859911
AllCCS[M+Na]+132.532859911
AllCCS[M-H]-125.132859911
AllCCS[M+Na-2H]-127.232859911
AllCCS[M+HCOO]-129.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
IsoguvacineOC(=O)C1=CCNCC12182.7Standard polar33892256
IsoguvacineOC(=O)C1=CCNCC11234.2Standard non polar33892256
IsoguvacineOC(=O)C1=CCNCC11311.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Isoguvacine,2TMS,isomer #1C[Si](C)(C)OC(=O)C1=CCN([Si](C)(C)C)CC11484.6Semi standard non polar33892256
Isoguvacine,2TMS,isomer #1C[Si](C)(C)OC(=O)C1=CCN([Si](C)(C)C)CC11488.4Standard non polar33892256
Isoguvacine,2TMS,isomer #1C[Si](C)(C)OC(=O)C1=CCN([Si](C)(C)C)CC11739.6Standard polar33892256
Isoguvacine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=CCN([Si](C)(C)C(C)(C)C)CC11970.6Semi standard non polar33892256
Isoguvacine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=CCN([Si](C)(C)C(C)(C)C)CC11899.5Standard non polar33892256
Isoguvacine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=CCN([Si](C)(C)C(C)(C)C)CC12010.2Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Isoguvacine GC-MS (Non-derivatized) - 70eV, Positivesplash10-003r-9200000000-b130835850565c1c1b602021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoguvacine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoguvacine GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoguvacine GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoguvacine GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoguvacine GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoguvacine 10V, Positive-QTOFsplash10-01t9-0900000000-2e6fcd59c666e6cf84a62021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoguvacine 20V, Positive-QTOFsplash10-03gi-9600000000-eeaaeb4783c82752ee892021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoguvacine 40V, Positive-QTOFsplash10-0f89-9000000000-efd21ce5d7b6900ebc442021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoguvacine 10V, Negative-QTOFsplash10-004i-0900000000-f5ad3a146c0d7eb97e472021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoguvacine 20V, Negative-QTOFsplash10-003r-8900000000-f0ae5053c62918c153672021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoguvacine 40V, Negative-QTOFsplash10-001l-9000000000-f88b98624cdfe92c53582021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID3633
KEGG Compound IDC13694
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkIsoguvacine
METLIN IDNot Available
PubChem Compound3765
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]