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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2019-10-11 15:43:24 UTC

Update Date

2022-03-07 03:18:18 UTC

HMDB ID

HMDB0240535

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Iberin-N-acetyl-cysteine

Description

Iberin-N-acetyl-cysteine belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Based on a literature review very few articles have been published on Iberin-N-acetyl-cysteine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0240535
     RDKit          3D
Iberin-N-acetyl-cysteine
 37 36  0  0  0  0  0  0  0  0999 V2000
    3.1285   -0.0539   -1.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992   -0.8084   -0.3383 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986   -1.5708   -0.0131 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0903   -0.7703    0.4613 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1369   -1.5271    1.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8937   -1.4333    2.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563    0.2085    3.0603 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009    1.1947    1.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140    2.8632    1.9720 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1118    0.7145    0.5327 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5026    1.2850   -0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9939    1.6158   -0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7346    0.3007   -0.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5055    0.6764   -0.6134 S   0  0  0  0  0  4  0  0  0  0  0  0
   -4.9189    1.3648   -2.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7100    1.8222    0.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120   -2.9707    1.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2690   -3.3046    0.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180   -3.9407    2.2816 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2029    0.1596   -1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7330   -0.6413   -2.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6579    0.9373   -1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1280   -1.1917    0.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0497   -1.2416    2.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0237   -1.8913    1.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0076   -2.1006    3.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0383    3.8008    1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2170    0.6920   -1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246    2.2768   -0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2298    2.0459   -1.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1917    2.3363    0.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4426   -0.4216   -1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5052   -0.0677    0.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7808    0.8026   -2.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670    1.2484   -2.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2050    2.4234   -2.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8632   -4.8330    2.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  5 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 19 37  1  0
M  END


  Mrv1652310111917432D          

 19 18  0  0  0  0            999 V2000
   -8.1908    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3316   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0474   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4763   -0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7618   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7618   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6184   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9039   -1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4763   -1.0164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7618    0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0474   -2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4763   -2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6184   -0.1914    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3329   -1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461   -1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  7  1  1  0  0  0  0
  8  6  1  0  0  0  0
  9  8  1  0  0  0  0
 11  4  1  4  0  0  0
 11 10  2  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  4  0  0  0
 13  7  1  0  0  0  0
 14  9  2  0  0  0  0
 15  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18  6  1  0  0  0  0
 18 10  1  0  0  0  0
 19  2  1  0  0  0  0
 19  5  1  0  0  0  0
 19 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240535

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)=NC(CSC(S)=NCCCS(C)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H18N2O4S3/c1-7(13)12-8(9(14)15)6-18-10(17)11-4-3-5-19(2)16/h8H,3-6H2,1-2H3,(H,11,17)(H,12,13)(H,14,15)

> <INCHI_KEY>
RBVJIAJZFANPKT-UHFFFAOYSA-N

> <FORMULA>
C10H18N2O4S3

> <MOLECULAR_WEIGHT>
326.44

> <EXACT_MASS>
326.04287059

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
33.12686413947751

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1-hydroxyethylidene)amino]-3-{[(3-methanesulfinylpropyl)thio(carbonoimidyl)]sulfanyl}propanoic acid

> <ALOGPS_LOGP>
0.76

> <JCHEM_LOGP>
-1.3361402576951487

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.708388412311514

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.37428915033789

> <JCHEM_PKA_STRONGEST_BASIC>
4.426644345652329

> <JCHEM_POLAR_SURFACE_AREA>
99.32

> <JCHEM_REFRACTIVITY>
81.47300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1-hydroxyethylidene)amino]-3-{[(3-methanesulfinylpropyl)thio(carbonoimidyl)]sulfanyl}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240535
     RDKit          3D
Iberin-N-acetyl-cysteine
 37 36  0  0  0  0  0  0  0  0999 V2000
    3.1285   -0.0539   -1.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992   -0.8084   -0.3383 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986   -1.5708   -0.0131 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0903   -0.7703    0.4613 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1369   -1.5271    1.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8937   -1.4333    2.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563    0.2085    3.0603 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009    1.1947    1.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140    2.8632    1.9720 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1118    0.7145    0.5327 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5026    1.2850   -0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9939    1.6158   -0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7346    0.3007   -0.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5055    0.6764   -0.6134 S   0  0  0  0  0  4  0  0  0  0  0  0
   -4.9189    1.3648   -2.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7100    1.8222    0.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120   -2.9707    1.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2690   -3.3046    0.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180   -3.9407    2.2816 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2029    0.1596   -1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7330   -0.6413   -2.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6579    0.9373   -1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1280   -1.1917    0.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0497   -1.2416    2.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0237   -1.8913    1.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0076   -2.1006    3.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0383    3.8008    1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2170    0.6920   -1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246    2.2768   -0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2298    2.0459   -1.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1917    2.3363    0.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4426   -0.4216   -1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5052   -0.0677    0.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7808    0.8026   -2.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670    1.2484   -2.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2050    2.4234   -2.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8632   -4.8330    2.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  5 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 19 37  1  0
M  END

HEADER    PROTEIN                                 11-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-OCT-19         0                                  
HETATM    1  C   UNK     0     -15.289   0.413   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.619  -1.897   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.620  -2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.954  -1.897   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.286  -1.897   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -11.288  -1.897   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -13.956  -0.357   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -12.622  -2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -12.622  -4.207   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.621  -1.897   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -7.287  -2.667   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0     -13.956  -1.897   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0     -12.622   0.413   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0     -11.288  -4.977   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0     -13.956  -4.977   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.953  -4.207   0.000  0.00  0.00           O+0
HETATM   17  S   UNK     0      -8.621  -0.357   0.000  0.00  0.00           S+0
HETATM   18  S   UNK     0      -9.955  -2.667   0.000  0.00  0.00           S+0
HETATM   19  S   UNK     0      -1.953  -2.667   0.000  0.00  0.00           S+0
CONECT    1    7                                                            
CONECT    2   19                                                            
CONECT    3    4    5                                                       
CONECT    4    3   11                                                       
CONECT    5    3   19                                                       
CONECT    6    8   18                                                       
CONECT    7    1   12   13                                                  
CONECT    8    6    9   12                                                  
CONECT    9    8   14   15                                                  
CONECT   10   11   17   18                                                  
CONECT   11    4   10                                                       
CONECT   12    7    8                                                       
CONECT   13    7                                                            
CONECT   14    9                                                            
CONECT   15    9                                                            
CONECT   16   19                                                            
CONECT   17   10                                                            
CONECT   18    6   10                                                       
CONECT   19    2    5   16                                                  
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0240535
HETATM    1  C1  UNL     1       3.128  -0.054  -1.617  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.099  -0.808  -0.338  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.199  -1.571  -0.013  1.00  0.00           O  
HETATM    4  N1  UNL     1       2.090  -0.770   0.461  1.00  0.00           N  
HETATM    5  C3  UNL     1       2.137  -1.527   1.678  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.894  -1.433   2.523  1.00  0.00           C  
HETATM    7  S1  UNL     1       0.456   0.208   3.060  1.00  0.00           S  
HETATM    8  C5  UNL     1      -0.101   1.195   1.685  1.00  0.00           C  
HETATM    9  S2  UNL     1      -0.614   2.863   1.972  1.00  0.00           S  
HETATM   10  N2  UNL     1      -0.112   0.715   0.533  1.00  0.00           N  
HETATM   11  C6  UNL     1      -0.503   1.285  -0.691  1.00  0.00           C  
HETATM   12  C7  UNL     1      -1.994   1.616  -0.753  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.735   0.301  -0.534  1.00  0.00           C  
HETATM   14  S3  UNL     1      -4.506   0.676  -0.613  1.00  0.00           S  
HETATM   15  C9  UNL     1      -4.919   1.365  -2.217  1.00  0.00           C  
HETATM   16  O2  UNL     1      -4.710   1.822   0.406  1.00  0.00           O  
HETATM   17  C10 UNL     1       2.312  -2.971   1.319  1.00  0.00           C  
HETATM   18  O3  UNL     1       2.269  -3.305   0.118  1.00  0.00           O  
HETATM   19  O4  UNL     1       2.518  -3.941   2.282  1.00  0.00           O  
HETATM   20  H1  UNL     1       4.203   0.160  -1.851  1.00  0.00           H  
HETATM   21  H2  UNL     1       2.733  -0.641  -2.458  1.00  0.00           H  
HETATM   22  H3  UNL     1       2.658   0.937  -1.538  1.00  0.00           H  
HETATM   23  H4  UNL     1       5.128  -1.192   0.028  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.050  -1.242   2.250  1.00  0.00           H  
HETATM   25  H6  UNL     1       0.024  -1.891   1.957  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.008  -2.101   3.414  1.00  0.00           H  
HETATM   27  H8  UNL     1       0.038   3.801   1.123  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.217   0.692  -1.576  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.025   2.277  -0.769  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.230   2.046  -1.751  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.192   2.336   0.044  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.443  -0.422  -1.320  1.00  0.00           H  
HETATM   33  H14 UNL     1      -2.505  -0.068   0.484  1.00  0.00           H  
HETATM   34  H15 UNL     1      -5.781   0.803  -2.669  1.00  0.00           H  
HETATM   35  H16 UNL     1      -4.067   1.248  -2.924  1.00  0.00           H  
HETATM   36  H17 UNL     1      -5.205   2.423  -2.182  1.00  0.00           H  
HETATM   37  H18 UNL     1       2.863  -4.833   2.041  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4    4
CONECT    3   23
CONECT    4    5
CONECT    5    6   17   24
CONECT    6    7   25   26
CONECT    7    8
CONECT    8    9   10   10
CONECT    9   27
CONECT   10   11
CONECT   11   12   28   29
CONECT   12   13   30   31
CONECT   13   14   32   33
CONECT   14   15   16   16
CONECT   15   34   35   36
CONECT   17   18   18   19
CONECT   19   37
END

HMDB0240535
     RDKit          3D
Iberin-N-acetyl-cysteine
 37 36  0  0  0  0  0  0  0  0999 V2000
    3.1285   -0.0539   -1.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992   -0.8084   -0.3383 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986   -1.5708   -0.0131 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0903   -0.7703    0.4613 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1369   -1.5271    1.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8937   -1.4333    2.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563    0.2085    3.0603 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009    1.1947    1.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140    2.8632    1.9720 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1118    0.7145    0.5327 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5026    1.2850   -0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9939    1.6158   -0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7346    0.3007   -0.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5055    0.6764   -0.6134 S   0  0  0  0  0  4  0  0  0  0  0  0
   -4.9189    1.3648   -2.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7100    1.8222    0.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120   -2.9707    1.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2690   -3.3046    0.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180   -3.9407    2.2816 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2029    0.1596   -1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7330   -0.6413   -2.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6579    0.9373   -1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1280   -1.1917    0.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0497   -1.2416    2.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0237   -1.8913    1.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0076   -2.1006    3.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0383    3.8008    1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2170    0.6920   -1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246    2.2768   -0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2298    2.0459   -1.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1917    2.3363    0.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4426   -0.4216   -1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5052   -0.0677    0.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7808    0.8026   -2.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670    1.2484   -2.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2050    2.4234   -2.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8632   -4.8330    2.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  5 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 19 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-[(1-Hydroxyethylidene)amino]-3-{[(3-methanesulfinylpropyl)thio(carbonoimidyl)]sulfanyl}propanoate	HMDB
2-[(1-Hydroxyethylidene)amino]-3-{[(3-methanesulphinylpropyl)thio(carbonoimidyl)]sulphanyl}propanoate	HMDB
2-[(1-Hydroxyethylidene)amino]-3-{[(3-methanesulphinylpropyl)thio(carbonoimidyl)]sulphanyl}propanoic acid	HMDB

Chemical Formula

C₁₀H₁₈N₂O₄S₃

Average Molecular Weight

326.44

Monoisotopic Molecular Weight

326.04287059

IUPAC Name

2-[(1-hydroxyethylidene)amino]-3-{[(3-methanesulfinylpropyl)thio(carbonoimidyl)]sulfanyl}propanoic acid

Traditional Name

2-[(1-hydroxyethylidene)amino]-3-{[(3-methanesulfinylpropyl)thio(carbonoimidyl)]sulfanyl}propanoic acid

CAS Registry Number

Not Available

SMILES

CC(O)=NC(CSC(S)=NCCCS(C)=O)C(O)=O

InChI Identifier

InChI=1S/C10H18N2O4S3/c1-7(13)12-8(9(14)15)6-18-10(17)11-4-3-5-19(2)16/h8H,3-6H2,1-2H3,(H,11,17)(H,12,13)(H,14,15)

InChI Key

RBVJIAJZFANPKT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Cysteine or derivatives
Fatty acid
Acetamide
Dithiocarbamic acid ester
Sulfoxide
Secondary carboxylic acid amide
Carboxamide group
Sulfenyl compound
Sulfinyl compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carbonyl group
Organic oxygen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Cruciferous (HMDB: HMDB0240535)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.76	ALOGPS
logP	-1.3	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.37	ChemAxon
pKa (Strongest Basic)	4.43	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	99.32 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	81.47 m³·mol⁻¹	ChemAxon
Polarizability	33.13 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	164.529	30932474
DeepCCS	[M-H]-	162.171	30932474
DeepCCS	[M-2H]-	196.327	30932474
DeepCCS	[M+Na]+	172.29	30932474
AllCCS	[M+H]+	168.9	32859911
AllCCS	[M+H-H2O]+	166.4	32859911
AllCCS	[M+NH4]+	171.2	32859911
AllCCS	[M+Na]+	171.8	32859911
AllCCS	[M-H]-	166.5	32859911
AllCCS	[M+Na-2H]-	167.5	32859911
AllCCS	[M+HCOO]-	168.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Iberin-N-acetyl-cysteine	CC(O)=NC(CSC(S)=NCCCS(C)=O)C(O)=O	4171.1	Standard polar	33892256
Iberin-N-acetyl-cysteine	CC(O)=NC(CSC(S)=NCCCS(C)=O)C(O)=O	2694.6	Standard non polar	33892256
Iberin-N-acetyl-cysteine	CC(O)=NC(CSC(S)=NCCCS(C)=O)C(O)=O	2801.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Iberin-N-acetyl-cysteine,1TMS,isomer #1	CC(=NC(CSC(S)=NCCCS(C)=O)C(=O)O)O[Si](C)(C)C	2663.9	Semi standard non polar	33892256
Iberin-N-acetyl-cysteine,1TMS,isomer #2	CC(O)=NC(CSC(S)=NCCCS(C)=O)C(=O)O[Si](C)(C)C	2641.5	Semi standard non polar	33892256
Iberin-N-acetyl-cysteine,1TMS,isomer #3	CC(O)=NC(CSC(=NCCCS(C)=O)S[Si](C)(C)C)C(=O)O	2718.8	Semi standard non polar	33892256
Iberin-N-acetyl-cysteine,2TMS,isomer #1	CC(=NC(CSC(S)=NCCCS(C)=O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2699.6	Semi standard non polar	33892256
Iberin-N-acetyl-cysteine,2TMS,isomer #2	CC(=NC(CSC(=NCCCS(C)=O)S[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	2740.3	Semi standard non polar	33892256
Iberin-N-acetyl-cysteine,2TMS,isomer #3	CC(O)=NC(CSC(=NCCCS(C)=O)S[Si](C)(C)C)C(=O)O[Si](C)(C)C	2698.4	Semi standard non polar	33892256
Iberin-N-acetyl-cysteine,3TMS,isomer #1	CC(=NC(CSC(=NCCCS(C)=O)S[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2758.3	Semi standard non polar	33892256
Iberin-N-acetyl-cysteine,3TMS,isomer #1	CC(=NC(CSC(=NCCCS(C)=O)S[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	3118.9	Standard non polar	33892256
Iberin-N-acetyl-cysteine,3TMS,isomer #1	CC(=NC(CSC(=NCCCS(C)=O)S[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	3477.3	Standard polar	33892256
Iberin-N-acetyl-cysteine,1TBDMS,isomer #1	CC(=NC(CSC(S)=NCCCS(C)=O)C(=O)O)O[Si](C)(C)C(C)(C)C	2882.5	Semi standard non polar	33892256
Iberin-N-acetyl-cysteine,1TBDMS,isomer #2	CC(O)=NC(CSC(S)=NCCCS(C)=O)C(=O)O[Si](C)(C)C(C)(C)C	2836.8	Semi standard non polar	33892256
Iberin-N-acetyl-cysteine,1TBDMS,isomer #3	CC(O)=NC(CSC(=NCCCS(C)=O)S[Si](C)(C)C(C)(C)C)C(=O)O	2917.9	Semi standard non polar	33892256
Iberin-N-acetyl-cysteine,2TBDMS,isomer #1	CC(=NC(CSC(S)=NCCCS(C)=O)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3090.6	Semi standard non polar	33892256
Iberin-N-acetyl-cysteine,2TBDMS,isomer #2	CC(=NC(CSC(=NCCCS(C)=O)S[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C	3178.1	Semi standard non polar	33892256
Iberin-N-acetyl-cysteine,2TBDMS,isomer #3	CC(O)=NC(CSC(=NCCCS(C)=O)S[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3142.1	Semi standard non polar	33892256
Iberin-N-acetyl-cysteine,3TBDMS,isomer #1	CC(=NC(CSC(=NCCCS(C)=O)S[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3364.0	Semi standard non polar	33892256
Iberin-N-acetyl-cysteine,3TBDMS,isomer #1	CC(=NC(CSC(=NCCCS(C)=O)S[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3770.5	Standard non polar	33892256
Iberin-N-acetyl-cysteine,3TBDMS,isomer #1	CC(=NC(CSC(=NCCCS(C)=O)S[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3553.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Iberin-N-acetyl-cysteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iberin-N-acetyl-cysteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iberin-N-acetyl-cysteine 10V, Negative-QTOF	splash10-004i-1495000000-bb47eafda190fc396f3a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iberin-N-acetyl-cysteine 20V, Negative-QTOF	splash10-057l-9800000000-d062bacf32937d497d64	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iberin-N-acetyl-cysteine 40V, Negative-QTOF	splash10-052f-9300000000-f6ddacba30d449b27239	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iberin-N-acetyl-cysteine 10V, Positive-QTOF	splash10-004i-0329000000-0ddff18f38b6284c145e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iberin-N-acetyl-cysteine 20V, Positive-QTOF	splash10-03di-0920000000-45e47b35f6c4bee3aa16	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iberin-N-acetyl-cysteine 40V, Positive-QTOF	splash10-075i-8920000000-345c27c14444984f9832	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093729

KNApSAcK ID

Not Available

Chemspider ID

28557610

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78068908

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Iberin-N-acetyl-cysteine (HMDB0240535)

MOL for HMDB0240535 (Iberin-N-acetyl-cysteine)

3D MOL for HMDB0240535 (Iberin-N-acetyl-cysteine)

3D SDF for HMDB0240535 (Iberin-N-acetyl-cysteine)

3D-SDF for HMDB0240535 (Iberin-N-acetyl-cysteine)

PDB for HMDB0240535 (Iberin-N-acetyl-cysteine)

3D PDB for HMDB0240535 (Iberin-N-acetyl-cysteine)

SMILES for HMDB0240535 (Iberin-N-acetyl-cysteine)

INCHI for HMDB0240535 (Iberin-N-acetyl-cysteine)

Structure for HMDB0240535 (Iberin-N-acetyl-cysteine)

3D Structure for HMDB0240535 (Iberin-N-acetyl-cysteine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra