Showing metabocard for Carbamic acid (MMDBc0029723)

Plant
Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:39:02 UTC
Update Date2022-08-31 17:13:31 UTC
Metabolite IDMMDBc0029723
Metabolite Identification
Common NameCarbamic acid
DescriptionCarbamic acid products of several amines, such as beta-N-methylamino-L-alanine (BMAA), ethylenediamine, and L-cysteine have been implicated in toxicity. Studies suggested that a significant portion of amino-compounds in biological samples (that naturally contain CO2/bicarbonate) can be present as a carbamic acid. There has been no obvious species specificity for their formation and no preference for 1 or 2 degree amines. Many biological reactions have also been described in the literature that involve the reaction of CO2 with amino groups of biomolecules. For example, CO2 generated from cellular respiration is expired in part through the reversible formation of a carbamate between CO2 and the -amino groups of the alpha and beta-chains of hemoglobin. The carbamic acid is also a substrate for glucuronidation and results in a stable carbamate glucuronide metabolite. The detection and characterization of these products has been facilitated greatly by the advent of soft ionization mass spectrometry techniques and high field NMR instrumentation. (PMID: 16268118 , 17168688 , 12929145 )
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560be221a978>


  Mrv1652309102018452D          

  4  3  0  0  0  0            999 V2000
    0.7145   -0.6187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6187    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
  2  4  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000560be221a978>

HMDB0003551
     RDKit          3D
Carbamic acid
  7  6  0  0  0  0  0  0  0  0999 V2000
    0.9349   -0.3274    0.0300 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2089    0.5206   -0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0752    1.7195   -0.4168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4737    0.1032    0.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8228   -0.0282   -0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106   -1.2349    0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9104   -0.7528    0.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  1  5  1  0
  1  6  1  0
  4  7  1  0
M  END
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3D SDF for #<Metabolite:0x0000560be221a978>


  Mrv1652309102018452D          

  4  3  0  0  0  0            999 V2000
    0.7145   -0.6187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6187    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
  2  4  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029723

> <DATABASE_NAME>
MIME

> <SMILES>
NC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/CH3NO2/c2-1(3)4/h2H2,(H,3,4)

> <INCHI_KEY>
KXDHJXZQYSOELW-UHFFFAOYSA-N

> <FORMULA>
CH3NO2

> <MOLECULAR_WEIGHT>
61.04

> <EXACT_MASS>
61.016378345

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
4.678537514102712

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
carbamic acid

> <ALOGPS_LOGP>
-1.10

> <JCHEM_LOGP>
-0.5568912479999999

> <ALOGPS_LOGS>
0.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9193795751141347

> <JCHEM_POLAR_SURFACE_AREA>
63.32

> <JCHEM_REFRACTIVITY>
11.3204

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.79e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
carbamic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x0000560be221a978>

HMDB0003551
     RDKit          3D
Carbamic acid
  7  6  0  0  0  0  0  0  0  0999 V2000
    0.9349   -0.3274    0.0300 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2089    0.5206   -0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0752    1.7195   -0.4168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4737    0.1032    0.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8228   -0.0282   -0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106   -1.2349    0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9104   -0.7528    0.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  1  5  1  0
  1  6  1  0
  4  7  1  0
M  END
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PDB for #<Metabolite:0x0000560be221a978>

HEADER    PROTEIN                                 10-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-20         0                                  
HETATM    1  N   UNK     0       1.334  -1.155   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.000  -0.385   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.334  -1.155   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.000   1.155   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
MASTER        0    0    0    0    0    0    0    0    4    0    6    0
END
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3D PDB for #<Metabolite:0x0000560be221a978>

COMPND    HMDB0003551
HETATM    1  N1  UNL     1       0.935  -0.327   0.030  1.00  0.00           N  
HETATM    2  C1  UNL     1      -0.209   0.521  -0.038  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.075   1.720  -0.417  1.00  0.00           O  
HETATM    4  O2  UNL     1      -1.474   0.103   0.289  1.00  0.00           O  
HETATM    5  H1  UNL     1       1.823  -0.028  -0.425  1.00  0.00           H  
HETATM    6  H2  UNL     1       0.911  -1.235   0.520  1.00  0.00           H  
HETATM    7  H3  UNL     1      -1.910  -0.753   0.041  1.00  0.00           H  
CONECT    1    2    5    6
CONECT    2    3    3    4
CONECT    4    7
END
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SMILES for #<Metabolite:0x0000560be221a978>

NC(O)=O
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INCHI for #<Metabolite:0x0000560be221a978>

InChI=1S/CH3NO2/c2-1(3)4/h2H2,(H,3,4)
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Synonyms
ValueSource
AminoameisensaeureChEBI
Aminoformic acidChEBI
CarbamateChEBI
CarbamidsaeureChEBI
AminoformateGenerator
Carbamate ionHMDB
Chlorphenesin carbamateHMDB
MaolateHMDB
Calcium carbamateMeSH, HMDB
Carbamic acid, potassium saltMeSH, HMDB
Carbamic acid, sodium saltMeSH, HMDB
Sodium carbamateMeSH, HMDB
Ammonium carbamateMeSH, HMDB
Carbamic acid, ammonia saltMeSH, HMDB
Carbamic acid, calcium saltMeSH, HMDB
Potassium carbamateMeSH, HMDB
Molecular FormulaCH3NO2
Average Mass61.04
Monoisotopic Mass61.016378345
IUPAC Namecarbamic acid
Traditional Namecarbamic acid
CAS Registry Number463-77-4
SMILES
NC(O)=O
InChI Identifier
InChI=1S/CH3NO2/c2-1(3)4/h2H2,(H,3,4)
InChI KeyKXDHJXZQYSOELW-UHFFFAOYSA-N