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Showing metabocard for 4-Hydroxynorephedrine (HMDB0060592)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-06-15 17:22:58 UTC
Update Date2023-02-21 17:30:05 UTC
HMDB IDHMDB0060592
Secondary Accession Numbers
  • HMDB60592
Metabolite Identification
Common Name4-Hydroxynorephedrine
Description4-Hydroxynorephedrine is a metabolite of methamphetamine. Methamphetamine, also known as methamfetamine, meth, N-methylamphetamine, methylamphetamine, and desoxyephedrine, is a psychostimulant of the phenethylamine and amphetamine class of psychoactive drugs. Methamphetamine increases alertness, concentration, energy, and in high doses, can induce euphoria, enhance self-esteem and increase libido. (Wikipedia )
Structure
Data?1677000605
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0060592 (4-Hydroxynorephedrine)


  Mrv0541 06151310182D          

 12 12  0  0  1  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  1  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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  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
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 12  1  0  0  0  0
M  END
Download

3D MOL for HMDB0060592 (4-Hydroxynorephedrine)

HMDB0060592
     RDKit          3D
4-Hydroxynorephedrine
 25 25  0  0  0  0  0  0  0  0999 V2000
   -3.3534   -0.0924   -0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9250    0.4522   -0.2022 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8895    1.6226    0.5871 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0025   -0.6485    0.1500 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2322   -1.7283   -0.7226 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4388   -0.3552    0.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773   -1.4495    0.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6398   -1.2768    0.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739   -0.0261    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5632    0.1483    0.0027 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3522    1.0392   -0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    0.8697   -0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9882    0.3251   -0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3585   -1.1977   -0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8400    0.2289    0.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7981    0.7457   -1.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741    1.6843    1.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8772    2.4708    0.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2320   -1.0386    1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0547   -1.3934   -1.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8829   -2.4389    0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3536   -2.0770    0.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0997    0.3832    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7309    2.0225   -0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3331    1.7298   -0.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12  6  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  6
  3 17  1  0
  3 18  1  0
  4 19  1  1
  5 20  1  0
  7 21  1  0
  8 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
M  END
Download

3D SDF for HMDB0060592 (4-Hydroxynorephedrine)


  Mrv0541 06151310182D          

 12 12  0  0  1  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  1  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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  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
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060592

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H](N)[C@@H](O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H13NO2/c1-6(10)9(12)7-2-4-8(11)5-3-7/h2-6,9,11-12H,10H2,1H3/t6-,9-/m1/s1

> <INCHI_KEY>
JAYBQRKXEFDRER-HZGVNTEJSA-N

> <FORMULA>
C9H13NO2

> <MOLECULAR_WEIGHT>
167.205

> <EXACT_MASS>
167.094628665

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
17.980333325926626

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(1S,2R)-2-amino-1-hydroxypropyl]phenol

> <ALOGPS_LOGP>
-0.47

> <JCHEM_LOGP>
-0.049673735937363094

> <ALOGPS_LOGS>
-1.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.037369065521734

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.739209556572863

> <JCHEM_PKA_STRONGEST_BASIC>
9.129803254054599

> <JCHEM_POLAR_SURFACE_AREA>
66.48

> <JCHEM_REFRACTIVITY>
46.893600000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1S,2R)-2-amino-1-hydroxypropyl]phenol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0060592 (4-Hydroxynorephedrine)

HMDB0060592
     RDKit          3D
4-Hydroxynorephedrine
 25 25  0  0  0  0  0  0  0  0999 V2000
   -3.3534   -0.0924   -0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9250    0.4522   -0.2022 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8895    1.6226    0.5871 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0025   -0.6485    0.1500 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2322   -1.7283   -0.7226 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4388   -0.3552    0.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773   -1.4495    0.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6398   -1.2768    0.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739   -0.0261    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5632    0.1483    0.0027 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3522    1.0392   -0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    0.8697   -0.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9882    0.3251   -0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3585   -1.1977   -0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8400    0.2289    0.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7981    0.7457   -1.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741    1.6843    1.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8772    2.4708    0.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2320   -1.0386    1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0547   -1.3934   -1.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8829   -2.4389    0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3536   -2.0770    0.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0997    0.3832    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7309    2.0225   -0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3331    1.7298   -0.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12  6  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  6
  3 17  1  0
  3 18  1  0
  4 19  1  1
  5 20  1  0
  7 21  1  0
  8 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
M  END
Download

PDB for HMDB0060592 (4-Hydroxynorephedrine)

HEADER    PROTEIN                                 15-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUN-13         0                                  
HETATM    1  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -1.334   3.850   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    6                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for HMDB0060592 (4-Hydroxynorephedrine)

COMPND    HMDB0060592
HETATM    1  C1  UNL     1      -3.353  -0.092  -0.140  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.925   0.452  -0.202  1.00  0.00           C  
HETATM    3  N1  UNL     1      -1.889   1.623   0.587  1.00  0.00           N  
HETATM    4  C3  UNL     1      -1.003  -0.648   0.150  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.232  -1.728  -0.723  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.439  -0.355   0.105  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.277  -1.450   0.328  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.640  -1.277   0.292  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.174  -0.026   0.038  1.00  0.00           C  
HETATM   10  O2  UNL     1       4.563   0.148   0.003  1.00  0.00           O  
HETATM   11  C8  UNL     1       2.352   1.039  -0.179  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.980   0.870  -0.145  1.00  0.00           C  
HETATM   13  H1  UNL     1      -3.988   0.325  -0.941  1.00  0.00           H  
HETATM   14  H2  UNL     1      -3.358  -1.198  -0.135  1.00  0.00           H  
HETATM   15  H3  UNL     1      -3.840   0.229   0.825  1.00  0.00           H  
HETATM   16  H4  UNL     1      -1.798   0.746  -1.272  1.00  0.00           H  
HETATM   17  H5  UNL     1      -1.274   1.684   1.383  1.00  0.00           H  
HETATM   18  H6  UNL     1      -1.877   2.471   0.010  1.00  0.00           H  
HETATM   19  H7  UNL     1      -1.232  -1.039   1.166  1.00  0.00           H  
HETATM   20  H8  UNL     1      -1.055  -1.393  -1.638  1.00  0.00           H  
HETATM   21  H9  UNL     1       0.883  -2.439   0.529  1.00  0.00           H  
HETATM   22  H10 UNL     1       3.354  -2.077   0.455  1.00  0.00           H  
HETATM   23  H11 UNL     1       5.100   0.383   0.812  1.00  0.00           H  
HETATM   24  H12 UNL     1       2.731   2.022  -0.379  1.00  0.00           H  
HETATM   25  H13 UNL     1       0.333   1.730  -0.330  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    4   16
CONECT    3   17   18
CONECT    4    5    6   19
CONECT    5   20
CONECT    6    7    7   12
CONECT    7    8   21
CONECT    8    9    9   22
CONECT    9   10   11
CONECT   10   23
CONECT   11   12   12   24
CONECT   12   25
END
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SMILES for HMDB0060592 (4-Hydroxynorephedrine)

C[C@@H](N)[C@@H](O)C1=CC=C(O)C=C1
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INCHI for HMDB0060592 (4-Hydroxynorephedrine)

InChI=1S/C9H13NO2/c1-6(10)9(12)7-2-4-8(11)5-3-7/h2-6,9,11-12H,10H2,1H3/t6-,9-/m1/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
SynonymsNot Available
Chemical FormulaC9H13NO2
Average Molecular Weight167.205
Monoisotopic Molecular Weight167.094628665
IUPAC Name4-[(1S,2R)-2-amino-1-hydroxypropyl]phenol
Traditional Name4-[(1S,2R)-2-amino-1-hydroxypropyl]phenol
CAS Registry NumberNot Available
SMILES
C[C@@H](N)[C@@H](O)C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C9H13NO2/c1-6(10)9(12)7-2-4-8(11)5-3-7/h2-6,9,11-12H,10H2,1H3/t6-,9-/m1/s1
InChI KeyJAYBQRKXEFDRER-HZGVNTEJSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylpropanes
Direct ParentPhenylpropanes
Alternative Parents
Substituents
  • Phenylpropane
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Organic nitrogen compound
  • Aromatic alcohol
  • Hydrocarbon derivative
  • Primary amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
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
Water Solubility11.9 g/LALOGPS
logP-0.47ALOGPS
logP-0.05ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)9.74ChemAxon
pKa (Strongest Basic)9.13ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area66.48 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity46.89 m³·mol⁻¹ChemAxon
Polarizability17.98 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+139.08431661259
DarkChem[M-H]-135.7731661259
DeepCCS[M+H]+146.21230932474
DeepCCS[M-H]-143.81730932474
DeepCCS[M-2H]-176.99530932474
DeepCCS[M+Na]+152.12530932474
AllCCS[M+H]+138.632859911
AllCCS[M+H-H2O]+134.232859911
AllCCS[M+NH4]+142.632859911
AllCCS[M+Na]+143.832859911
AllCCS[M-H]-137.032859911
AllCCS[M+Na-2H]-138.232859911
AllCCS[M+HCOO]-139.632859911

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, 2022.1.48 minutes32390414
Predicted by Siyang on May 30, 20228.7711 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20225.07 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid487.3 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid259.3 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid87.0 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid159.9 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid50.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid256.9 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 Acid247.4 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)682.3 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid591.3 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid50.1 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid608.0 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid155.4 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid191.5 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate571.6 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA478.0 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water175.8 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-HydroxynorephedrineC[C@@H](N)[C@@H](O)C1=CC=C(O)C=C13054.8Standard polar33892256
4-HydroxynorephedrineC[C@@H](N)[C@@H](O)C1=CC=C(O)C=C11689.3Standard non polar33892256
4-HydroxynorephedrineC[C@@H](N)[C@@H](O)C1=CC=C(O)C=C11776.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Hydroxynorephedrine,1TMS,isomer #1C[C@@H](N)[C@@H](O[Si](C)(C)C)C1=CC=C(O)C=C11796.2Semi standard non polar33892256
4-Hydroxynorephedrine,1TMS,isomer #2C[C@@H](N)[C@@H](O)C1=CC=C(O[Si](C)(C)C)C=C11726.2Semi standard non polar33892256
4-Hydroxynorephedrine,1TMS,isomer #3C[C@@H](N[Si](C)(C)C)[C@@H](O)C1=CC=C(O)C=C11867.0Semi standard non polar33892256
4-Hydroxynorephedrine,2TMS,isomer #1C[C@@H](N)[C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C11733.9Semi standard non polar33892256
4-Hydroxynorephedrine,2TMS,isomer #2C[C@@H](N[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1=CC=C(O)C=C11862.5Semi standard non polar33892256
4-Hydroxynorephedrine,2TMS,isomer #3C[C@@H](N[Si](C)(C)C)[C@@H](O)C1=CC=C(O[Si](C)(C)C)C=C11817.4Semi standard non polar33892256
4-Hydroxynorephedrine,2TMS,isomer #4C[C@H]([C@@H](O)C1=CC=C(O)C=C1)N([Si](C)(C)C)[Si](C)(C)C1986.3Semi standard non polar33892256
4-Hydroxynorephedrine,3TMS,isomer #1C[C@@H](N[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C11808.2Semi standard non polar33892256
4-Hydroxynorephedrine,3TMS,isomer #1C[C@@H](N[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C11817.4Standard non polar33892256
4-Hydroxynorephedrine,3TMS,isomer #1C[C@@H](N[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C11869.1Standard polar33892256
4-Hydroxynorephedrine,3TMS,isomer #2C[C@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O)C=C1)N([Si](C)(C)C)[Si](C)(C)C1998.7Semi standard non polar33892256
4-Hydroxynorephedrine,3TMS,isomer #2C[C@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O)C=C1)N([Si](C)(C)C)[Si](C)(C)C1979.7Standard non polar33892256
4-Hydroxynorephedrine,3TMS,isomer #2C[C@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O)C=C1)N([Si](C)(C)C)[Si](C)(C)C1978.4Standard polar33892256
4-Hydroxynorephedrine,3TMS,isomer #3C[C@H]([C@@H](O)C1=CC=C(O[Si](C)(C)C)C=C1)N([Si](C)(C)C)[Si](C)(C)C1978.7Semi standard non polar33892256
4-Hydroxynorephedrine,3TMS,isomer #3C[C@H]([C@@H](O)C1=CC=C(O[Si](C)(C)C)C=C1)N([Si](C)(C)C)[Si](C)(C)C1924.1Standard non polar33892256
4-Hydroxynorephedrine,3TMS,isomer #3C[C@H]([C@@H](O)C1=CC=C(O[Si](C)(C)C)C=C1)N([Si](C)(C)C)[Si](C)(C)C2086.6Standard polar33892256
4-Hydroxynorephedrine,4TMS,isomer #1C[C@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1)N([Si](C)(C)C)[Si](C)(C)C2055.6Semi standard non polar33892256
4-Hydroxynorephedrine,4TMS,isomer #1C[C@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1)N([Si](C)(C)C)[Si](C)(C)C1945.7Standard non polar33892256
4-Hydroxynorephedrine,4TMS,isomer #1C[C@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1)N([Si](C)(C)C)[Si](C)(C)C1870.6Standard polar33892256
4-Hydroxynorephedrine,1TBDMS,isomer #1C[C@@H](N)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C12031.1Semi standard non polar33892256
4-Hydroxynorephedrine,1TBDMS,isomer #2C[C@@H](N)[C@@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C11987.2Semi standard non polar33892256
4-Hydroxynorephedrine,1TBDMS,isomer #3C[C@@H](N[Si](C)(C)C(C)(C)C)[C@@H](O)C1=CC=C(O)C=C12079.8Semi standard non polar33892256
4-Hydroxynorephedrine,2TBDMS,isomer #1C[C@@H](N)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C12245.6Semi standard non polar33892256
4-Hydroxynorephedrine,2TBDMS,isomer #2C[C@@H](N[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C12311.3Semi standard non polar33892256
4-Hydroxynorephedrine,2TBDMS,isomer #3C[C@@H](N[Si](C)(C)C(C)(C)C)[C@@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C12346.9Semi standard non polar33892256
4-Hydroxynorephedrine,2TBDMS,isomer #4C[C@H]([C@@H](O)C1=CC=C(O)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2400.1Semi standard non polar33892256
4-Hydroxynorephedrine,3TBDMS,isomer #1C[C@@H](N[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C12481.9Semi standard non polar33892256
4-Hydroxynorephedrine,3TBDMS,isomer #1C[C@@H](N[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C12428.1Standard non polar33892256
4-Hydroxynorephedrine,3TBDMS,isomer #1C[C@@H](N[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C12276.9Standard polar33892256
4-Hydroxynorephedrine,3TBDMS,isomer #2C[C@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2649.4Semi standard non polar33892256
4-Hydroxynorephedrine,3TBDMS,isomer #2C[C@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2600.5Standard non polar33892256
4-Hydroxynorephedrine,3TBDMS,isomer #2C[C@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2299.8Standard polar33892256
4-Hydroxynorephedrine,3TBDMS,isomer #3C[C@H]([C@@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2722.2Semi standard non polar33892256
4-Hydroxynorephedrine,3TBDMS,isomer #3C[C@H]([C@@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2558.8Standard non polar33892256
4-Hydroxynorephedrine,3TBDMS,isomer #3C[C@H]([C@@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2398.8Standard polar33892256
4-Hydroxynorephedrine,4TBDMS,isomer #1C[C@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2925.9Semi standard non polar33892256
4-Hydroxynorephedrine,4TBDMS,isomer #1C[C@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2701.3Standard non polar33892256
4-Hydroxynorephedrine,4TBDMS,isomer #1C[C@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2321.2Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-Hydroxynorephedrine GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9600000000-634228d4f2ed23800fac2017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Hydroxynorephedrine GC-MS (2 TMS) - 70eV, Positivesplash10-014i-5090000000-d810475fff45f5e2d5cd2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Hydroxynorephedrine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxynorephedrine 10V, Positive-QTOFsplash10-0uxr-0900000000-af3ed12220148ba05fb22017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxynorephedrine 20V, Positive-QTOFsplash10-0ue9-0900000000-33593060b97ec226cccb2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxynorephedrine 40V, Positive-QTOFsplash10-001i-4900000000-8f69c73a2720919700402017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxynorephedrine 10V, Negative-QTOFsplash10-014i-0900000000-f064560603bc71d548752017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxynorephedrine 20V, Negative-QTOFsplash10-00kb-0900000000-656c57f7278a7802b7052017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxynorephedrine 40V, Negative-QTOFsplash10-0006-8900000000-62d50103c4a4727e49492017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxynorephedrine 10V, Positive-QTOFsplash10-0udi-0900000000-f5cc2beac88c4e1a47c82021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxynorephedrine 20V, Positive-QTOFsplash10-0ue9-1900000000-27965713a48b64d8705d2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxynorephedrine 40V, Positive-QTOFsplash10-0aor-9800000000-fc7822f4d0c4399788e22021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxynorephedrine 10V, Negative-QTOFsplash10-052b-0900000000-5ace5e3087cd3415706c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxynorephedrine 20V, Negative-QTOFsplash10-0a4j-1900000000-ca4962b0b7550a972dc92021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxynorephedrine 40V, Negative-QTOFsplash10-0006-9400000000-54934149f78111f42d3e2021-10-12Wishart 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

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
 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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkP-Hydroxynorephedrine
METLIN IDNot Available
PubChem Compound6931150
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 ReferencesNot Available