MiMeDB: Showing metabocard for Cadystin A (MMDBc0003821)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 22:06:19 UTC

Update Date

2022-08-31 06:21:28 UTC

Metabolite ID

MMDBc0003821

Metabolite Identification

Common Name

Cadystin A

Description

phytochelatin 3, also known as (g-glu-cys)3-gly, belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review a significant number of articles have been published on phytochelatin 3.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152100062D          

 56 55  0  0  1  0            999 V2000
   -1.6204   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.3480    0.0000 C   0  0  0  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
   -7.3362    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349   -3.6020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0493    0.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520   -1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1927    2.9980    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2375   -3.1895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9059    0.5230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1914   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349   -4.4270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    2.9980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    2.5855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -3.6020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.1105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    0.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7651    2.5855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506    3.8230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    1.7605    0.0000 O   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
   -1.6204   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638   -3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493   -2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    4.2355    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -4.4270    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    1.7605    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349   -2.7770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    3.4105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -2.7770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.9355    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
 11  1  1  0  0  0  0
 12  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17  4  1  0  0  0  0
 18  5  1  0  0  0  0
 19  6  1  0  0  0  0
 20  7  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 24 11  1  0  0  0  0
 25 12  1  0  0  0  0
 26 13  1  0  0  0  0
 11 27  1  1  0  0  0
 28  7  1  4  0  0  0
 28 21  2  0  0  0  0
 14 29  1  1  0  0  0
 29 18  2  0  0  0  0
 15 30  1  1  0  0  0
 30 17  2  0  0  0  0
 16 31  1  1  0  0  0
 31 19  2  0  0  0  0
 13 32  1  6  0  0  0
 32 22  2  0  0  0  0
 12 33  1  1  0  0  0
 33 23  2  0  0  0  0
 17 34  1  4  0  0  0
 18 35  1  4  0  0  0
 19 36  1  4  0  0  0
 37 20  2  0  0  0  0
 38 20  1  0  0  0  0
 39 21  1  0  0  0  0
 22 40  1  4  0  0  0
 23 41  1  4  0  0  0
 42 24  2  0  0  0  0
 43 24  1  0  0  0  0
 44 25  2  0  0  0  0
 45 25  1  0  0  0  0
 46 26  2  0  0  0  0
 47 26  1  0  0  0  0
 48  8  1  0  0  0  0
 49  9  1  0  0  0  0
 50 10  1  0  0  0  0
 11 51  1  1  0  0  0
 12 52  1  1  0  0  0
 13 53  1  6  0  0  0
 14 54  1  1  0  0  0
 15 55  1  1  0  0  0
 16 56  1  1  0  0  0
M  END


  Mrv1652305152100062D          

 56 55  0  0  1  0            999 V2000
   -1.6204   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.3480    0.0000 C   0  0  0  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
   -7.3362    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349   -3.6020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0493    0.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520   -1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1927    2.9980    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2375   -3.1895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9059    0.5230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1914   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349   -4.4270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    2.9980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    2.5855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -3.6020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.1105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    0.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7651    2.5855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506    3.8230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    1.7605    0.0000 O   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
   -1.6204   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638   -3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493   -2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    4.2355    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -4.4270    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    1.7605    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349   -2.7770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    3.4105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -2.7770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.9355    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
 11  1  1  0  0  0  0
 12  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17  4  1  0  0  0  0
 18  5  1  0  0  0  0
 19  6  1  0  0  0  0
 20  7  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 24 11  1  0  0  0  0
 25 12  1  0  0  0  0
 26 13  1  0  0  0  0
 11 27  1  1  0  0  0
 28  7  1  4  0  0  0
 28 21  2  0  0  0  0
 14 29  1  1  0  0  0
 29 18  2  0  0  0  0
 15 30  1  1  0  0  0
 30 17  2  0  0  0  0
 16 31  1  1  0  0  0
 31 19  2  0  0  0  0
 13 32  1  6  0  0  0
 32 22  2  0  0  0  0
 12 33  1  1  0  0  0
 33 23  2  0  0  0  0
 17 34  1  4  0  0  0
 18 35  1  4  0  0  0
 19 36  1  4  0  0  0
 37 20  2  0  0  0  0
 38 20  1  0  0  0  0
 39 21  1  0  0  0  0
 22 40  1  4  0  0  0
 23 41  1  4  0  0  0
 42 24  2  0  0  0  0
 43 24  1  0  0  0  0
 44 25  2  0  0  0  0
 45 25  1  0  0  0  0
 46 26  2  0  0  0  0
 47 26  1  0  0  0  0
 48  8  1  0  0  0  0
 49  9  1  0  0  0  0
 50 10  1  0  0  0  0
 11 51  1  1  0  0  0
 12 52  1  1  0  0  0
 13 53  1  6  0  0  0
 14 54  1  1  0  0  0
 15 55  1  1  0  0  0
 16 56  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0003821

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](N)(CCC(O)=N[C@@]([H])(CS)C(O)=N[C@@]([H])(CCC(O)=N[C@@]([H])(CS)C(O)=N[C@@]([H])(CCC(O)=N[C@@]([H])(CS)C(O)=NCC(O)=O)C(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H41N7O14S3/c27-11(24(42)43)1-4-17(34)30-15(9-49)22(40)32-13(26(46)47)3-6-19(36)31-16(10-50)23(41)33-12(25(44)45)2-5-18(35)29-14(8-48)21(39)28-7-20(37)38/h11-16,48-50H,1-10,27H2,(H,28,39)(H,29,35)(H,30,34)(H,31,36)(H,32,40)(H,33,41)(H,37,38)(H,42,43)(H,44,45)(H,46,47)/t11-,12-,13-,14-,15-,16-/m0/s1

> <INCHI_KEY>
PCOMFCPXXQONPD-QNILMXGZSA-N

> <FORMULA>
C26H41N7O14S3

> <MOLECULAR_WEIGHT>
771.83

> <EXACT_MASS>
771.18736255

> <JCHEM_ACCEPTOR_COUNT>
21

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
74.08969371556317

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
14

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(2R)-2-{[(4S)-4-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-sulfanylethyl]-C-hydroxycarbonimidoyl}butanoic acid

> <ALOGPS_LOGP>
-0.84

> <JCHEM_LOGP>
-0.36276098599999995

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.1269314352640567

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.685681266761382

> <JCHEM_POLAR_SURFACE_AREA>
370.76

> <JCHEM_REFRACTIVITY>
178.46810000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(2R)-2-{[(4S)-4-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1R)-1-(carboxymethyl-C-hydroxycarbonimidoyl)-2-sulfanylethyl]-C-hydroxycarbonimidoyl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      -3.025  -5.954   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.026   0.976   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      -1.691  -6.724   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.026   2.516   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.976  -2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -13.694   4.826   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.693   7.136   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.644  -6.724   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.691   2.516   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.358  -6.724   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.692   0.206   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.644  -2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.693   5.596   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.310  -5.954   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.691   0.976   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.357  -5.954   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.359   3.286   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.357  -1.334   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -15.028   5.596   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -11.027   4.826   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.310  -4.414   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.025   0.206   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.692  -5.954   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.692  -1.334   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.977  -1.334   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      -4.358  -8.264   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0     -12.360   5.596   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      -8.359   4.826   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       0.976  -6.724   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      -0.357   0.206   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0       3.644  -3.644   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      -4.358   0.976   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0      -0.357  -4.414   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -9.693   2.516   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -1.691  -2.104   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0     -16.362   4.826   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0     -15.028   7.136   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0     -11.027   3.286   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       0.976  -3.644   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -3.025  -1.334   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -7.026  -6.724   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -5.692  -4.414   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -4.358  -2.104   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -7.026  -2.104   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       4.977   0.206   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       6.311  -2.104   0.000  0.00  0.00           O+0
HETATM   48  S   UNK     0      -8.359   7.906   0.000  0.00  0.00           S+0
HETATM   49  S   UNK     0       3.644  -8.264   0.000  0.00  0.00           S+0
HETATM   50  S   UNK     0      -0.357   3.286   0.000  0.00  0.00           S+0
HETATM   51  H   UNK     0      -4.358  -5.184   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      -7.026  -0.564   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.644  -0.564   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0     -11.027   6.366   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.644  -5.184   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.025   1.746   0.000  0.00  0.00           H+0
CONECT    1    4   11                                                       
CONECT    2    5   12                                                       
CONECT    3    6   13                                                       
CONECT    4    1   17                                                       
CONECT    5    2   18                                                       
CONECT    6    3   19                                                       
CONECT    7   20   28                                                       
CONECT    8   14   48                                                       
CONECT    9   15   49                                                       
CONECT   10   16   50                                                       
CONECT   11    1   24   27   51                                             
CONECT   12    2   25   33   52                                             
CONECT   13    3   26   32   53                                             
CONECT   14    8   21   29   54                                             
CONECT   15    9   22   30   55                                             
CONECT   16   10   23   31   56                                             
CONECT   17    4   30   34                                                  
CONECT   18    5   29   35                                                  
CONECT   19    6   31   36                                                  
CONECT   20    7   37   38                                                  
CONECT   21   14   28   39                                                  
CONECT   22   15   32   40                                                  
CONECT   23   16   33   41                                                  
CONECT   24   11   42   43                                                  
CONECT   25   12   44   45                                                  
CONECT   26   13   46   47                                                  
CONECT   27   11                                                            
CONECT   28    7   21                                                       
CONECT   29   14   18                                                       
CONECT   30   15   17                                                       
CONECT   31   16   19                                                       
CONECT   32   13   22                                                       
CONECT   33   12   23                                                       
CONECT   34   17                                                            
CONECT   35   18                                                            
CONECT   36   19                                                            
CONECT   37   20                                                            
CONECT   38   20                                                            
CONECT   39   21                                                            
CONECT   40   22                                                            
CONECT   41   23                                                            
CONECT   42   24                                                            
CONECT   43   24                                                            
CONECT   44   25                                                            
CONECT   45   25                                                            
CONECT   46   26                                                            
CONECT   47   26                                                            
CONECT   48    8                                                            
CONECT   49    9                                                            
CONECT   50   10                                                            
CONECT   51   11                                                            
CONECT   52   12                                                            
CONECT   53   13                                                            
CONECT   54   14                                                            
CONECT   55   15                                                            
CONECT   56   16                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  110    0
END

Synonyms

Value	Source
(gamma-Glu-cys)3-gly	ChEBI
GammaGlu-cys-gammaglu-cys-gammaglu-cys-gly	ChEBI
H-(gamma-Glu-cys)3-gly-OH	ChEBI
H-gamma-L-Glu-L-cys-gamma-L-glu-L-cys-gamma-L-glu-L-cys-gly-OH	ChEBI
(g-Glu-cys)3-gly	Generator
(Γ-glu-cys)3-gly	Generator
H-(g-Glu-cys)3-gly-OH	Generator
H-(Γ-glu-cys)3-gly-OH	Generator
H-g-L-Glu-L-cys-g-L-glu-L-cys-g-L-glu-L-cys-gly-OH	Generator
H-Γ-L-glu-L-cys-γ-L-glu-L-cys-γ-L-glu-L-cys-gly-OH	Generator
Cadystin protein, S pombe	MeSH
Cadmium-gamma-glutamyl peptide complex, S pombe	MeSH

Molecular Formula

C₂₆H₄₁N₇O₁₄S₃

Average Mass

771.83

Monoisotopic Mass

771.18736255

IUPAC Name

(2S)-2-{[(2R)-2-{[(4S)-4-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-sulfanylethyl]-C-hydroxycarbonimidoyl}butanoic acid

Traditional Name

(2S)-2-{[(2R)-2-{[(4S)-4-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1R)-1-(carboxymethyl-C-hydroxycarbonimidoyl)-2-sulfanylethyl]-C-hydroxycarbonimidoyl}butanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@](N)(CCC(O)=N[C@@]([H])(CS)C(O)=N[C@@]([H])(CCC(O)=N[C@@]([H])(CS)C(O)=N[C@@]([H])(CCC(O)=N[C@@]([H])(CS)C(O)=NCC(O)=O)C(O)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C26H41N7O14S3/c27-11(24(42)43)1-4-17(34)30-15(9-49)22(40)32-13(26(46)47)3-6-19(36)31-16(10-50)23(41)33-12(25(44)45)2-5-18(35)29-14(8-48)21(39)28-7-20(37)38/h11-16,48-50H,1-10,27H2,(H,28,39)(H,29,35)(H,30,34)(H,31,36)(H,32,40)(H,33,41)(H,37,38)(H,42,43)(H,44,45)(H,46,47)/t11-,12-,13-,14-,15-,16-/m0/s1

InChI Key

PCOMFCPXXQONPD-QNILMXGZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Gamma-glutamyl alpha peptide
N-acylglutathione
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Tetracarboxylic acid or derivatives
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
N-acyl-amine
Fatty acyl
Fatty amide
Amino acid
Carboxamide group
Amino acid or derivatives
Secondary carboxylic acid amide
Carboxylic acid
Alkylthiol
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Carbonyl group
Primary amine
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

oligopeptide (CHEBI:64745 )
phytochelatin (CHEBI:64745 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.038 g/L	ALOGPS
logP	-0.84	ALOGPS
logP	-0.36	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	2.69	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	21	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	370.76 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	178.47 m³·mol⁻¹	ChemAxon
Polarizability	74.09 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

152219

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

174541

PDB ID

Not Available

ChEBI ID

64745

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Cadystin A (MMDBc0003821)

MOL for #<Metabolite:0x00007fece2c9d5e8>

3D MOL for #<Metabolite:0x00007fece2c9d5e8>

3D SDF for #<Metabolite:0x00007fece2c9d5e8>

3D-SDF for #<Metabolite:0x00007fece2c9d5e8>

PDB for #<Metabolite:0x00007fece2c9d5e8>

3D PDB for #<Metabolite:0x00007fece2c9d5e8>

SMILES for #<Metabolite:0x00007fece2c9d5e8>

INCHI for #<Metabolite:0x00007fece2c9d5e8>

Structure for #<Metabolite:0x00007fece2c9d5e8>

3D Structure for #<Metabolite:0x00007fece2c9d5e8>