Np mrd loader

Showing NP-Card for Normetanephrine (NP0001050)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2005-11-16 15:48:42 UTC
Updated at2021-10-07 20:39:58 UTC
NP-MRD IDNP0001050
Secondary Accession NumbersNone
Natural Product Identification
Common NameNormetanephrine
DescriptionNormetanephrine, also known as normetadrenaline or N111, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Normetanephrine is a solid that is soluble in water. Normetanephrine is a metabolite of norepinephrine created by action of catechol-O-methyl transferase on norepinephrine. Within humans, normetanephrine participates in a number of enzymatic reactions. In particular, normetanephrine can be converted into 3-methoxy-4-hydroxyphenylglycolaldehyde through its interaction with the enzyme amine oxidase [flavin-containing] A. It is also involved in the metabolic disorder called transient tyrosinemia of the newborn. This compound is excreted in the urine and is found in certain tissues. It is a marker for catecholamine-secreting tumors such as pheochromocytoma (PMID: 30538672 ).
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001050 (Normetanephrine)

Normetanephrine.mol
  Mrv1652305271900242D          

 13 13  0  0  0  0            999 V2000
   -0.7145    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  7  8  1  0  0  0  0
  1  7  1  0  0  0  0
  9 10  1  0  0  0  0
  3  9  1  0  0  0  0
  4 11  1  0  0  0  0
 12 13  1  0  0  0  0
  7 12  1  0  0  0  0
M  END
Download

3D MOL for NP0001050 (Normetanephrine)

HMDB0000819
     RDKit          3D
Normetanephrine
 26 26  0  0  0  0  0  0  0  0999 V2000
    2.9860   -2.0621    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1095   -0.7203    0.0826 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9740    0.0746   -0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7230   -0.3852    0.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4151    0.3998    0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7146   -0.1530    0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4726    0.6866    1.4550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5081   -0.5975   -0.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6861   -1.2943   -0.0684 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2861    1.6930   -0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9523    2.1662   -0.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0931    1.3714   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3259    1.8900   -0.8310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4338   -2.6379   -0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4370   -2.1182    1.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726   -2.5176    0.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6374   -1.4160    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5480   -1.0923    1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1799    1.6254    1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7749    0.3107   -1.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463   -1.2534   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2151   -0.6257    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2805   -1.6221   -0.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1927    2.2795   -0.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577    3.1782   -0.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4177    2.8205   -1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12  3  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  6 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 13 26  1  0
M  END
Download

3D SDF for NP0001050 (Normetanephrine)

Normetanephrine.mol
  Mrv1652305271900242D          

 13 13  0  0  0  0            999 V2000
   -0.7145    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  7  8  1  0  0  0  0
  1  7  1  0  0  0  0
  9 10  1  0  0  0  0
  3  9  1  0  0  0  0
  4 11  1  0  0  0  0
 12 13  1  0  0  0  0
  7 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001050

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC=C1O)C(O)CN

> <INCHI_IDENTIFIER>
InChI=1S/C9H13NO3/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,11-12H,5,10H2,1H3

> <INCHI_KEY>
YNYAYWLBAHXHLL-UHFFFAOYSA-N

> <FORMULA>
C9H13NO3

> <MOLECULAR_WEIGHT>
183.2044

> <EXACT_MASS>
183.089543287

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
19.06670902494791

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(2-amino-1-hydroxyethyl)-2-methoxyphenol

> <ALOGPS_LOGP>
-0.71

> <JCHEM_LOGP>
-0.38745268118411125

> <ALOGPS_LOGS>
-1.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.218297680349547

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.98729307048354

> <JCHEM_PKA_STRONGEST_BASIC>
9.059036828497016

> <JCHEM_POLAR_SURFACE_AREA>
75.71

> <JCHEM_REFRACTIVITY>
48.937999999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.44e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+/-)-normetanephrine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0001050 (Normetanephrine)

HMDB0000819
     RDKit          3D
Normetanephrine
 26 26  0  0  0  0  0  0  0  0999 V2000
    2.9860   -2.0621    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1095   -0.7203    0.0826 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9740    0.0746   -0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7230   -0.3852    0.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4151    0.3998    0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7146   -0.1530    0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4726    0.6866    1.4550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5081   -0.5975   -0.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6861   -1.2943   -0.0684 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2861    1.6930   -0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9523    2.1662   -0.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0931    1.3714   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3259    1.8900   -0.8310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4338   -2.6379   -0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4370   -2.1182    1.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726   -2.5176    0.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6374   -1.4160    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5480   -1.0923    1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1799    1.6254    1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7749    0.3107   -1.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463   -1.2534   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2151   -0.6257    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2805   -1.6221   -0.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1927    2.2795   -0.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577    3.1782   -0.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4177    2.8205   -1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12  3  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  6 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 13 26  1  0
M  END
Download

PDB for NP0001050 (Normetanephrine)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Normetanephrine.mol                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -1.334   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.667   2.310   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.667   0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001   0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667  -2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.001   0.000   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -4.001  -1.540   0.000  0.00  0.00           N+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    8    1   12                                                  
CONECT    8    7                                                            
CONECT    9   10    3                                                       
CONECT   10    9                                                            
CONECT   11    4                                                            
CONECT   12   13    7                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
Download

3D PDB for NP0001050 (Normetanephrine)

COMPND    HMDB0000819
HETATM    1  C1  UNL     1       2.986  -2.062   0.554  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.109  -0.720   0.083  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.974   0.075  -0.002  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.723  -0.385   0.354  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.415   0.400   0.273  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.715  -0.153   0.668  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.473   0.687   1.455  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.508  -0.597  -0.553  1.00  0.00           C  
HETATM    9  N1  UNL     1      -3.686  -1.294  -0.068  1.00  0.00           N  
HETATM   10  C7  UNL     1      -0.286   1.693  -0.183  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.952   2.166  -0.542  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.093   1.371  -0.458  1.00  0.00           C  
HETATM   13  O3  UNL     1       3.326   1.890  -0.831  1.00  0.00           O  
HETATM   14  H1  UNL     1       2.434  -2.638  -0.221  1.00  0.00           H  
HETATM   15  H2  UNL     1       2.437  -2.118   1.497  1.00  0.00           H  
HETATM   16  H3  UNL     1       3.973  -2.518   0.692  1.00  0.00           H  
HETATM   17  H4  UNL     1       0.637  -1.416   0.715  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.548  -1.092   1.272  1.00  0.00           H  
HETATM   19  H6  UNL     1      -2.180   1.625   1.455  1.00  0.00           H  
HETATM   20  H7  UNL     1      -2.775   0.311  -1.113  1.00  0.00           H  
HETATM   21  H8  UNL     1      -1.846  -1.253  -1.139  1.00  0.00           H  
HETATM   22  H9  UNL     1      -4.215  -0.626   0.539  1.00  0.00           H  
HETATM   23  H10 UNL     1      -4.280  -1.622  -0.851  1.00  0.00           H  
HETATM   24  H11 UNL     1      -1.193   2.279  -0.235  1.00  0.00           H  
HETATM   25  H12 UNL     1       1.058   3.178  -0.900  1.00  0.00           H  
HETATM   26  H13 UNL     1       3.418   2.821  -1.159  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3
CONECT    3    4    4   12
CONECT    4    5   17
CONECT    5    6   10   10
CONECT    6    7    8   18
CONECT    7   19
CONECT    8    9   20   21
CONECT    9   22   23
CONECT   10   11   24
CONECT   11   12   12   25
CONECT   12   13
CONECT   13   26
END
Download

SMILES for NP0001050 (Normetanephrine)

COC1=CC(=CC=C1O)C(O)CN
Download

INCHI for NP0001050 (Normetanephrine)

InChI=1S/C9H13NO3/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,11-12H,5,10H2,1H3
Download
View in JSmol
Synonyms
ValueSource
(+/-)-normetanephrineHMDB
(+/-)-alpha-(aminomethyl)-4-hydroxy-3-methoxy-benzenemethanolHMDB
3-Methoxy-noradrenalineHMDB
3-O-Methyl-noradrenalineHMDB
4-(2-Amino-1-hydroxyethyl)-2-methoxyphenolHMDB
alpha-(Aminomethyl)-4-hydroxy-3-methoxy-benzenemethanolHMDB
DL-N-NormetanephrineHMDB
DL-NormetanephrineHMDB
L-NormetanephrineHMDB
m-O-MethylnorepinephrineHMDB
N111HMDB
NormetadrenalineHMDB
O-MethylnoradrenalineHMDB
3 MethoxynoradrenalineHMDB
3-MethoxynoradrenalineHMDB
Chemical FormulaC9H13NO3
Average Mass183.2044 Da
Monoisotopic Mass183.08954 Da
IUPAC Name4-(2-amino-1-hydroxyethyl)-2-methoxyphenol
Traditional Name(+/-)-normetanephrine
CAS Registry Number97-31-4
SMILES
COC1=CC(=CC=C1O)C(O)CN
InChI Identifier
InChI=1S/C9H13NO3/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,11-12H,5,10H2,1H3
InChI KeyYNYAYWLBAHXHLL-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, simulated)v.dorna83@yahoo.comNot AvailableNot Available2021-08-06View Spectrum
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Solanum tuberosumPlant
Solanum tuberosum L.KNApSAcK Database
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Monocyclic benzene moiety
  • Secondary alcohol
  • 1,2-aminoalcohol
  • Ether
  • Primary amine
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Organic nitrogen compound
  • Alcohol
  • Aromatic alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point204 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-1.05Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility8.44 g/LALOGPS
logP-0.71ALOGPS
logP-0.39ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)9.99ChemAxon
pKa (Strongest Basic)9.06ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area75.71 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity48.94 m³·mol⁻¹ChemAxon
Polarizability19.07 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000819
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022265
KNApSAcK IDC00037562
Chemspider ID1200
KEGG Compound IDC05589
BioCyc IDNot Available
BiGG ID46080
Wikipedia LinkNormetanephrine
METLIN ID66
PubChem Compound1237
PDB IDNot Available
ChEBI ID144308
Good Scents IDNot Available
References
General References
  1. Goldstein DS, Eisenhofer G, Kopin IJ: Sources and significance of plasma levels of catechols and their metabolites in humans. J Pharmacol Exp Ther. 2003 Jun;305(3):800-11. Epub 2003 Mar 20. [PubMed:12649306 ]
  2. Wester P, Bergstrom U, Eriksson A, Gezelius C, Hardy J, Winblad B: Ventricular cerebrospinal fluid monoamine transmitter and metabolite concentrations reflect human brain neurochemistry in autopsy cases. J Neurochem. 1990 Apr;54(4):1148-56. [PubMed:1968956 ]
  3. Schmidt J, Mohr VD, Metzger P, Zirngibl H: Posttraumatic hypertension secondary to adrenal hemorrhage mimicking pheochromocytoma: case report. J Trauma. 1999 May;46(5):973-5. [PubMed:10338428 ]
  4. Eisenhofer G, Huysmans F, Pacak K, Walther MM, Sweep FC, Lenders JW: Plasma metanephrines in renal failure. Kidney Int. 2005 Feb;67(2):668-77. [PubMed:15673315 ]
  5. Orsulak PJ, Kizuka P, Grab E, Schildkraut JJ: Determination of urinary normetanephrine and metanephrine by radial-compression liquid chromatography and electrochemical detection. Clin Chem. 1983 Feb;29(2):305-9. [PubMed:6821934 ]
  6. Linos DA: Management approaches to adrenal incidentalomas (adrenalomas). A view from Athens, Greece. Endocrinol Metab Clin North Am. 2000 Mar;29(1):141-57. [PubMed:10732269 ]
  7. Oishi S, Sasaki M, Sato T, Isogai M: Coexistence of MEN 2A and papillary thyroid carcinoma and a recurrent pheochromocytoma 23 years after surgery: report of a case and a review of the Japanese literature. Jpn J Clin Oncol. 1995 Aug;25(4):153-8. [PubMed:7666591 ]
  8. Filaire E, Legrand B, Bret K, Sagnol M, Cottet-Emard JM, Pequignot JM: Psychobiologic responses to 4 days of increased training and recovery in cyclists. Int J Sports Med. 2002 Nov;23(8):588-94. [PubMed:12439775 ]
  9. Filaire E, Legrand B, Lac G, Pequignot JM: Training of elite cyclists: effects on mood state and selected hormonal responses. J Sports Sci. 2004 Nov-Dec;22(11-12):1025-33. [PubMed:15801496 ]
  10. Higa S, Suzuki T, Sakoda S, Kishimoto S, Takaba Y, Nakajima A, Markey SP: Disturbed function of the pineal gland in familial amyloid polyneuropathy. J Neural Transm. 1987;69(1-2):97-103. [PubMed:3035087 ]
  11. Eisenhofer G, Goldstein DS, Sullivan P, Csako G, Brouwers FM, Lai EW, Adams KT, Pacak K: Biochemical and clinical manifestations of dopamine-producing paragangliomas: utility of plasma methoxytyramine. J Clin Endocrinol Metab. 2005 Apr;90(4):2068-75. Epub 2005 Jan 11. [PubMed:15644397 ]
  12. Pacak K, Ilias I, Adams KT, Eisenhofer G: Biochemical diagnosis, localization and management of pheochromocytoma: focus on multiple endocrine neoplasia type 2 in relation to other hereditary syndromes and sporadic forms of the tumour. J Intern Med. 2005 Jan;257(1):60-8. [PubMed:15606377 ]
  13. Guller U, Turek J, Eubanks S, Delong ER, Oertli D, Feldman JM: Detecting pheochromocytoma: defining the most sensitive test. Ann Surg. 2006 Jan;243(1):102-7. [PubMed:16371743 ]
  14. Eisenhofer G, Lenders JW, Goldstein DS, Mannelli M, Csako G, Walther MM, Brouwers FM, Pacak K: Pheochromocytoma catecholamine phenotypes and prediction of tumor size and location by use of plasma free metanephrines. Clin Chem. 2005 Apr;51(4):735-44. Epub 2005 Feb 17. [PubMed:15718487 ]