MiMeDB: Showing metabocard for Glutathionylspermidine I (MMDBc0009417)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 01:56:06 UTC

Update Date

2022-08-31 06:30:03 UTC

Metabolite ID

MMDBc0009417

Metabolite Identification

Common Name

Glutathionylspermidine I

Description

Glutathionylspermidine I 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 Glutathionylspermidine I.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152103562D          

 29 28  0  0  0  0            999 V2000
    4.8099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    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
   -1.6204    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    6.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    6.0770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    3.1895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    6.9020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    5.6645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    2.3645    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  3  1  0  0  0  0
 12  4  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
 15 10  1  0  0  0  0
 16 13  1  0  0  0  0
 17 12  1  0  0  0  0
 18  6  1  0  0  0  0
 19 12  1  0  0  0  0
 20  7  1  0  0  0  0
 20  8  1  0  0  0  0
 21  9  1  4  0  0  0
 21 15  2  0  0  0  0
 22 10  1  4  0  0  0
 22 16  2  0  0  0  0
 23 13  1  4  0  0  0
 23 14  2  0  0  0  0
 24 14  1  0  0  0  0
 25 15  1  0  0  0  0
 26 16  1  0  0  0  0
 27 17  2  0  0  0  0
 28 17  1  0  0  0  0
 29 11  1  0  0  0  0
M  END


  Mrv1652305152103562D          

 29 28  0  0  0  0            999 V2000
    4.8099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    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
   -1.6204    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    6.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    6.0770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    3.1895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    6.9020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    5.6645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    2.3645    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  3  1  0  0  0  0
 12  4  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
 15 10  1  0  0  0  0
 16 13  1  0  0  0  0
 17 12  1  0  0  0  0
 18  6  1  0  0  0  0
 19 12  1  0  0  0  0
 20  7  1  0  0  0  0
 20  8  1  0  0  0  0
 21  9  1  4  0  0  0
 21 15  2  0  0  0  0
 22 10  1  4  0  0  0
 22 16  2  0  0  0  0
 23 13  1  4  0  0  0
 23 14  2  0  0  0  0
 24 14  1  0  0  0  0
 25 15  1  0  0  0  0
 26 16  1  0  0  0  0
 27 17  2  0  0  0  0
 28 17  1  0  0  0  0
 29 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0009417

> <DATABASE_NAME>
MIME

> <SMILES>
NCCCCNCCCN=C(O)CN=C(O)C(CS)N=C(O)CCC(N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H34N6O5S/c18-6-1-2-7-20-8-3-9-21-15(25)10-22-16(26)13(11-29)23-14(24)5-4-12(19)17(27)28/h12-13,20,29H,1-11,18-19H2,(H,21,25)(H,22,26)(H,23,24)(H,27,28)

> <INCHI_KEY>
NEDQLXHBVHSKNV-UHFFFAOYSA-N

> <FORMULA>
C17H34N6O5S

> <MOLECULAR_WEIGHT>
434.56

> <EXACT_MASS>
434.231139393

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
47.5639335275052

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-[(1-{[({3-[(4-aminobutyl)amino]propyl}-C-hydroxycarbonimidoyl)methyl]-C-hydroxycarbonimidoyl}-2-sulfanylethyl)-C-hydroxycarbonimidoyl]butanoic acid

> <ALOGPS_LOGP>
-1.59

> <JCHEM_LOGP>
-8.34680231701661

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
3.6557669101935533

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8714963699842757

> <JCHEM_PKA_STRONGEST_BASIC>
10.885149910465575

> <JCHEM_POLAR_SURFACE_AREA>
199.13999999999996

> <JCHEM_REFRACTIVITY>
112.4485

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-[(1-{[({3-[(4-aminobutyl)amino]propyl}-C-hydroxycarbonimidoyl)methyl]-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       8.978   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.645   1.334   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      -3.025   9.034   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.358   8.264   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.312   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.025   1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.026   3.644   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.025  10.574   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.692   4.414   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.358   6.724   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.691   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.358   3.644   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.691  11.344   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      11.646   2.104   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0      -4.358  11.344   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       4.977   1.334   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      -0.357   1.334   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      -4.358   2.104   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      -5.692   5.954   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0      -3.025   5.954   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.691   3.644   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -3.025   4.414   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.691  12.884   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.357  10.574   0.000  0.00  0.00           O+0
HETATM   29  S   UNK     0      -8.359   4.414   0.000  0.00  0.00           S+0
CONECT    1    2    6                                                       
CONECT    2    1    7                                                       
CONECT    3    8    9                                                       
CONECT    4    5   12                                                       
CONECT    5    4   14                                                       
CONECT    6    1   18                                                       
CONECT    7    2   20                                                       
CONECT    8    3   20                                                       
CONECT    9    3   21                                                       
CONECT   10   15   22                                                       
CONECT   11   13   29                                                       
CONECT   12    4   17   19                                                  
CONECT   13   11   16   23                                                  
CONECT   14    5   23   24                                                  
CONECT   15   10   21   25                                                  
CONECT   16   13   22   26                                                  
CONECT   17   12   27   28                                                  
CONECT   18    6                                                            
CONECT   19   12                                                            
CONECT   20    7    8                                                       
CONECT   21    9   15                                                       
CONECT   22   10   16                                                       
CONECT   23   13   14                                                       
CONECT   24   14                                                            
CONECT   25   15                                                            
CONECT   26   16                                                            
CONECT   27   17                                                            
CONECT   28   17                                                            
CONECT   29   11                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

Synonyms

Not Available

Molecular Formula

C₁₇H₃₄N₆O₅S

Average Mass

434.56

Monoisotopic Mass

434.231139393

IUPAC Name

2-amino-4-[(1-{[({3-[(4-aminobutyl)amino]propyl}-C-hydroxycarbonimidoyl)methyl]-C-hydroxycarbonimidoyl}-2-sulfanylethyl)-C-hydroxycarbonimidoyl]butanoic acid

Traditional Name

2-amino-4-[(1-{[({3-[(4-aminobutyl)amino]propyl}-C-hydroxycarbonimidoyl)methyl]-C-hydroxycarbonimidoyl}-2-sulfanylethyl)-C-hydroxycarbonimidoyl]butanoic acid

CAS Registry Number

Not Available

SMILES

NCCCCNCCCN=C(O)CN=C(O)C(CS)N=C(O)CCC(N)C(O)=O

InChI Identifier

InChI=1S/C17H34N6O5S/c18-6-1-2-7-20-8-3-9-21-15(25)10-22-16(26)13(11-29)23-14(24)5-4-12(19)17(27)28/h12-13,20,29H,1-11,18-19H2,(H,21,25)(H,22,26)(H,23,24)(H,27,28)

InChI Key

NEDQLXHBVHSKNV-UHFFFAOYSA-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
Glutamine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Fatty amide
N-acyl-amine
Fatty acid
Fatty acyl
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Amino acid
Secondary amine
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
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

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-8.3	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10.89	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	199.14 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	112.45 m³·mol⁻¹	ChemAxon
Polarizability	47.56 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

Not Available

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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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
Bacteria/Eubacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	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

729

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

749

PDB ID

Not Available

ChEBI ID

Not Available

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 Glutathionylspermidine I (MMDBc0009417)

MOL for #<Metabolite:0x00007f92505bdc38>

3D MOL for #<Metabolite:0x00007f92505bdc38>

3D SDF for #<Metabolite:0x00007f92505bdc38>

3D-SDF for #<Metabolite:0x00007f92505bdc38>

PDB for #<Metabolite:0x00007f92505bdc38>

3D PDB for #<Metabolite:0x00007f92505bdc38>

SMILES for #<Metabolite:0x00007f92505bdc38>

INCHI for #<Metabolite:0x00007f92505bdc38>

Structure for #<Metabolite:0x00007f92505bdc38>

3D Structure for #<Metabolite:0x00007f92505bdc38>