Showing metabocard for Methylcysteine (MMDBc0000407)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:37:03 UTC
Update Date2022-08-31 06:06:50 UTC
Metabolite IDMMDBc0000407
Metabolite Identification
Common NameMethylcysteine
DescriptionMethylcysteine is one of the identified number of bioactive substances in garlic that are water soluble (PMID 16484549 ). It has been suggested that the use of these organosulfur agents derived from garlic could protect partially oxidized and glycated LDL or plasma against further oxidative and glycative deterioration, which might benefit patients with diabetic-related vascular diseases (PMID 15161248 ). It may also exert some chemopreventive effects on chemical carcinogenesis. However, it should be borne in mind that may also demonstrate promotion potential, depending on the organ examined (PMID 9591199 ). Methylcystein is a biomarker for the consumption of dried and cooked beans.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560be2002aa0>


  Mrv1652303062020142D          

  8  7  0  0  1  0            999 V2000
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2374    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2374   -0.1105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1913    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  3  5  1  1  0  0  0
  6  4  2  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  4  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000560be2002aa0>

HMDB0002108
     RDKit          3D
Methylcysteine
 17 16  0  0  0  0  0  0  0  0999 V2000
    3.1081    0.2326   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4704   -0.4835   -1.0813 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2330    0.2615    0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1153   -0.3568   -0.3039 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0987   -1.7709   -0.0864 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1899    0.3403    0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9920   -0.2586    1.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2979    1.7042    0.3239 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0727    1.3489   -0.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8036   -0.2213   -1.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4651   -0.0645    0.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1602    1.3457   -0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4876    0.2170    1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359   -0.1839   -1.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0124   -2.1882   -0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6687   -2.0602    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900    2.1376   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  6
  5 15  1  0
  5 16  1  0
  8 17  1  0
M  END
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3D SDF for #<Metabolite:0x0000560be2002aa0>


  Mrv1652303062020142D          

  8  7  0  0  1  0            999 V2000
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2374    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2374   -0.1105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1913    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  3  5  1  1  0  0  0
  6  4  2  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  4  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000407

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H9NO2S/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1

> <INCHI_KEY>
IDIDJDIHTAOVLG-GSVOUGTGSA-N

> <FORMULA>
C4H9NO2S

> <MOLECULAR_WEIGHT>
135.18

> <EXACT_MASS>
135.035399708

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
13.556713240518585

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-3-(methylsulfanyl)propanoic acid

> <ALOGPS_LOGP>
-2.21

> <JCHEM_LOGP>
-2.404744262255893

> <ALOGPS_LOGS>
-0.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.4449295067998698

> <JCHEM_PKA_STRONGEST_BASIC>
9.146384026498897

> <JCHEM_POLAR_SURFACE_AREA>
63.32000000000001

> <JCHEM_REFRACTIVITY>
32.8746

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.58e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-3-(methylsulfanyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x0000560be2002aa0>

HMDB0002108
     RDKit          3D
Methylcysteine
 17 16  0  0  0  0  0  0  0  0999 V2000
    3.1081    0.2326   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4704   -0.4835   -1.0813 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2330    0.2615    0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1153   -0.3568   -0.3039 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0987   -1.7709   -0.0864 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1899    0.3403    0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9920   -0.2586    1.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2979    1.7042    0.3239 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0727    1.3489   -0.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8036   -0.2213   -1.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4651   -0.0645    0.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1602    1.3457   -0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4876    0.2170    1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359   -0.1839   -1.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0124   -2.1882   -0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6687   -2.0602    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900    2.1376   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  6
  5 15  1  0
  5 16  1  0
  8 17  1  0
M  END
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PDB for #<Metabolite:0x0000560be2002aa0>

HEADER    PROTEIN                                 06-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-20         0                                  
HETATM    1  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.310  -0.206   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0       0.976   3.644   0.000  0.00  0.00           O+0
HETATM    7  S   UNK     0       4.977   1.334   0.000  0.00  0.00           S+0
HETATM    8  O   UNK     0      -0.357   1.334   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    3    7                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3    6    8                                                  
CONECT    5    3                                                            
CONECT    6    4                                                            
CONECT    7    1    2                                                       
CONECT    8    4                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for #<Metabolite:0x0000560be2002aa0>

COMPND    HMDB0002108
HETATM    1  C1  UNL     1       3.108   0.233  -0.747  1.00  0.00           C  
HETATM    2  S1  UNL     1       1.470  -0.484  -1.081  1.00  0.00           S  
HETATM    3  C2  UNL     1       0.233   0.261   0.001  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.115  -0.357  -0.304  1.00  0.00           C  
HETATM    5  N1  UNL     1      -1.099  -1.771  -0.086  1.00  0.00           N  
HETATM    6  C4  UNL     1      -2.190   0.340   0.459  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.992  -0.259   1.211  1.00  0.00           O  
HETATM    8  O2  UNL     1      -2.298   1.704   0.324  1.00  0.00           O  
HETATM    9  H1  UNL     1       3.073   1.349  -0.855  1.00  0.00           H  
HETATM   10  H2  UNL     1       3.804  -0.221  -1.491  1.00  0.00           H  
HETATM   11  H3  UNL     1       3.465  -0.064   0.271  1.00  0.00           H  
HETATM   12  H4  UNL     1       0.160   1.346  -0.269  1.00  0.00           H  
HETATM   13  H5  UNL     1       0.488   0.217   1.064  1.00  0.00           H  
HETATM   14  H6  UNL     1      -1.336  -0.184  -1.380  1.00  0.00           H  
HETATM   15  H7  UNL     1      -2.012  -2.188  -0.280  1.00  0.00           H  
HETATM   16  H8  UNL     1      -0.669  -2.060   0.815  1.00  0.00           H  
HETATM   17  H9  UNL     1      -2.090   2.138  -0.588  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3
CONECT    3    4   12   13
CONECT    4    5    6   14
CONECT    5   15   16
CONECT    6    7    7    8
CONECT    8   17
END
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SMILES for #<Metabolite:0x0000560be2002aa0>

CSC[C@@H](N)C(O)=O
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INCHI for #<Metabolite:0x0000560be2002aa0>

InChI=1S/C4H9NO2S/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1
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Synonyms
ValueSource
(2R)-2-Amino-3-(methylsulfanyl)propanoic acidHMDB
(R)-2-Amino-3-(methylthio)propanoic acidHMDB
3-(Methylthio)-L-alanineHMDB
L-MethylcysteineHMDB
S-Methyl-L-cysteineHMDB
(2R)-2-Amino-3-(methylsulfanyl)propanoateHMDB
(2R)-2-Amino-3-(methylsulphanyl)propanoateHMDB
(2R)-2-Amino-3-(methylsulphanyl)propanoic acidHMDB
(R)-2-Amino-3-(methylthio)propanoateHMDB
3-(Methylthio)-L-(8ci)alanineHMDB
Acm-thiopropionateHMDB
Acm-thiopropionic acidHMDB
L-Aspartic acid dimethyl esterHMDB
S-Acetamidomethyl-deamino-cysteineHMDB
S-Methyl-(9ci)-L-cysteineHMDB
S-Methyl-cysteineHMDB
S-Methyl-DL-cysteineHMDB
S-MethylcysteineHMDB
S-11C-Methyl-L-cysteineHMDB
S-Methylcysteine, (DL-cys)-isomerHMDB
S-Methylcysteine, hydrochloride, (L-cys)-isomerHMDB
S-Methylcysteine, (L-cys)-isomerHMDB
Molecular FormulaC4H9NO2S
Average Mass135.18
Monoisotopic Mass135.035399708
IUPAC Name(2S)-2-amino-3-(methylsulfanyl)propanoic acid
Traditional Name(2S)-2-amino-3-(methylsulfanyl)propanoic acid
CAS Registry NumberNot Available
SMILES
CSC[C@@H](N)C(O)=O
InChI Identifier
InChI=1S/C4H9NO2S/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1
InChI KeyIDIDJDIHTAOVLG-GSVOUGTGSA-N