MiMeDB: Showing metabocard for Isosulfazecin (MMDBc0028146)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 17:47:02 UTC

Update Date

2022-08-31 06:53:38 UTC

Metabolite ID

MMDBc0028146

Metabolite Identification

Common Name

Isosulfazecin

Description

Isosulfazecin 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 very few articles have been published on Isosulfazecin.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152119472D          

 28 28  0  0  1  0            999 V2000
   -0.2789   -5.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0591   -1.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5790   -4.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8645   -3.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2757   -3.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2789   -4.2453    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2935   -3.8328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1500   -4.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9934   -3.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0079   -4.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3063   -2.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7078   -2.5953    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2935   -3.0078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4356   -3.8328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9934   -3.0078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8742   -2.6259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500   -5.0703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7078   -4.2453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7224   -3.8328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0079   -5.0703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3279   -1.2027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5236   -2.6691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7205   -1.8228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6773   -3.4722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0159   -2.1460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6989   -2.6475    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9934   -4.6578    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2935   -4.6578    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  1  1  1  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 12  5  1  0  0  0  0
 12 11  1  0  0  0  0
  7 13  1  6  0  0  0
 14  6  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  2  0  0  0  0
 12 15  1  1  0  0  0
 16  5  1  0  0  0  0
 16 11  1  0  0  0  0
  8 17  1  4  0  0  0
  9 18  1  4  0  0  0
 19 10  2  0  0  0  0
 20 10  1  0  0  0  0
 21 11  2  0  0  0  0
 25  2  1  0  0  0  0
 12 25  1  6  0  0  0
 26 16  1  0  0  0  0
 26 22  1  0  0  0  0
 26 23  2  0  0  0  0
 26 24  2  0  0  0  0
  6 27  1  6  0  0  0
  7 28  1  6  0  0  0
M  END


  Mrv1652305152119472D          

 28 28  0  0  1  0            999 V2000
   -0.2789   -5.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0591   -1.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5790   -4.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8645   -3.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2757   -3.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2789   -4.2453    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2935   -3.8328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1500   -4.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9934   -3.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0079   -4.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3063   -2.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7078   -2.5953    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2935   -3.0078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4356   -3.8328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9934   -3.0078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8742   -2.6259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500   -5.0703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7078   -4.2453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7224   -3.8328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0079   -5.0703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3279   -1.2027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5236   -2.6691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7205   -1.8228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6773   -3.4722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0159   -2.1460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6989   -2.6475    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9934   -4.6578    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2935   -4.6578    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  1  1  1  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 12  5  1  0  0  0  0
 12 11  1  0  0  0  0
  7 13  1  6  0  0  0
 14  6  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  2  0  0  0  0
 12 15  1  1  0  0  0
 16  5  1  0  0  0  0
 16 11  1  0  0  0  0
  8 17  1  4  0  0  0
  9 18  1  4  0  0  0
 19 10  2  0  0  0  0
 20 10  1  0  0  0  0
 21 11  2  0  0  0  0
 25  2  1  0  0  0  0
 12 25  1  6  0  0  0
 26 16  1  0  0  0  0
 26 22  1  0  0  0  0
 26 23  2  0  0  0  0
 26 24  2  0  0  0  0
  6 27  1  6  0  0  0
  7 28  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0028146

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](N)(CCC(O)=N[C@@]([H])(C)C(O)=N[C@]1(CN(C1=O)S(O)(=O)=O)OC)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H20N4O9S/c1-6(14-8(17)4-3-7(13)10(19)20)9(18)15-12(25-2)5-16(11(12)21)26(22,23)24/h6-7H,3-5,13H2,1-2H3,(H,14,17)(H,15,18)(H,19,20)(H,22,23,24)/t6-,7+,12+/m0/s1

> <INCHI_KEY>
MOBOUQJWGBVNCR-QRPMWFLTSA-N

> <FORMULA>
C12H20N4O9S

> <MOLECULAR_WEIGHT>
396.37

> <EXACT_MASS>
396.095099414

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
36.30028003529205

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-amino-4-{[(1S)-1-{[(3R)-3-methoxy-2-oxo-1-sulfoazetidin-3-yl]-C-hydroxycarbonimidoyl}ethyl]-C-hydroxycarbonimidoyl}butanoic acid

> <ALOGPS_LOGP>
-1.51

> <JCHEM_LOGP>
-2.7805684272050777

> <ALOGPS_LOGS>
-2.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.0232240906319143

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.5483493172783955

> <JCHEM_PKA_STRONGEST_BASIC>
9.536102596010851

> <JCHEM_POLAR_SURFACE_AREA>
212.40999999999994

> <JCHEM_REFRACTIVITY>
83.627

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.64e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-amino-4-{[(1S)-1-{[(3R)-3-methoxy-2-oxo-1-sulfoazetidin-3-yl]-C-hydroxycarbonimidoyl}ethyl]-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      -0.521  -9.465   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.977  -2.468   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.814  -7.925   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.480  -7.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.248  -5.962   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.521  -7.925   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.148  -7.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.147  -7.925   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.854  -7.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.481  -7.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.305  -3.785   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.188  -4.845   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       6.148  -5.615   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       0.813  -7.155   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      -1.854  -5.615   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      -5.365  -4.902   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       2.147  -9.465   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -3.188  -7.925   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.815  -7.155   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.481  -9.465   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.345  -2.245   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -8.444  -4.982   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -6.945  -3.402   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -6.864  -6.481   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.896  -4.006   0.000  0.00  0.00           O+0
HETATM   26  S   UNK     0      -6.905  -4.942   0.000  0.00  0.00           S+0
HETATM   27  H   UNK     0      -1.854  -8.695   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       6.148  -8.695   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2   25                                                            
CONECT    3    4    7                                                       
CONECT    4    3    8                                                       
CONECT    5   12   16                                                       
CONECT    6    1    9   14   27                                             
CONECT    7    3   10   13   28                                             
CONECT    8    4   14   17                                                  
CONECT    9    6   15   18                                                  
CONECT   10    7   19   20                                                  
CONECT   11   12   16   21                                                  
CONECT   12    5   11   15   25                                             
CONECT   13    7                                                            
CONECT   14    6    8                                                       
CONECT   15    9   12                                                       
CONECT   16    5   11   26                                                  
CONECT   17    8                                                            
CONECT   18    9                                                            
CONECT   19   10                                                            
CONECT   20   10                                                            
CONECT   21   11                                                            
CONECT   22   26                                                            
CONECT   23   26                                                            
CONECT   24   26                                                            
CONECT   25    2   12                                                       
CONECT   26   16   22   23   24                                             
CONECT   27    6                                                            
CONECT   28    7                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

Synonyms

Value	Source
Isosulphazecin	Generator
Sulfazecin, (L-ala)-(R)-isomer	MeSH
Sulfazecin	MeSH

Molecular Formula

C₁₂H₂₀N₄O₉S

Average Mass

396.37

Monoisotopic Mass

396.095099414

IUPAC Name

(2R)-2-amino-4-{[(1S)-1-{[(3R)-3-methoxy-2-oxo-1-sulfoazetidin-3-yl]-C-hydroxycarbonimidoyl}ethyl]-C-hydroxycarbonimidoyl}butanoic acid

Traditional Name

(2R)-2-amino-4-{[(1S)-1-{[(3R)-3-methoxy-2-oxo-1-sulfoazetidin-3-yl]-C-hydroxycarbonimidoyl}ethyl]-C-hydroxycarbonimidoyl}butanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](N)(CCC(O)=N[C@@]([H])(C)C(O)=N[C@]1(CN(C1=O)S(O)(=O)=O)OC)C(O)=O

InChI Identifier

InChI=1S/C12H20N4O9S/c1-6(14-8(17)4-3-7(13)10(19)20)9(18)15-12(25-2)5-16(11(12)21)26(22,23)24/h6-7H,3-5,13H2,1-2H3,(H,14,17)(H,15,18)(H,19,20)(H,22,23,24)/t6-,7+,12+/m0/s1

InChI Key

MOBOUQJWGBVNCR-QRPMWFLTSA-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
Monobactam
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alanine or derivatives
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
D-alpha-amino acid
Heterocyclic fatty acid
Fatty acyl
Fatty acid
Fatty amide
N-acyl-amine
Beta-lactam
Organic sulfuric acid or derivatives
Secondary carboxylic acid amide
Carboxamide group
Amino acid
Amino acid or derivatives
Lactam
Azetidine
Azacycle
Organoheterocyclic compound
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Primary amine
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Primary aliphatic amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.86 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-2.8	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	-1.5	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	212.41 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	83.63 m³·mol⁻¹	ChemAxon
Polarizability	36.3 Å³	ChemAxon
Number of Rings	1	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	Proteobacteria	1	Human feces; Human	Metabolic reconstruction

Exposure Sources

Source Type	Activity	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

C00018363

Chemspider ID

34988084

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71300422

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 Isosulfazecin (MMDBc0028146)

MOL for #<Metabolite:0x00007f3e1cc4ab60>

3D MOL for #<Metabolite:0x00007f3e1cc4ab60>

3D SDF for #<Metabolite:0x00007f3e1cc4ab60>

3D-SDF for #<Metabolite:0x00007f3e1cc4ab60>

PDB for #<Metabolite:0x00007f3e1cc4ab60>

3D PDB for #<Metabolite:0x00007f3e1cc4ab60>

SMILES for #<Metabolite:0x00007f3e1cc4ab60>

INCHI for #<Metabolite:0x00007f3e1cc4ab60>

Structure for #<Metabolite:0x00007f3e1cc4ab60>

3D Structure for #<Metabolite:0x00007f3e1cc4ab60>