MiMeDB: Showing metabocard for Kojistatin A (MMDBc0012263)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 03:50:39 UTC

Update Date

2022-08-31 06:34:23 UTC

Metabolite ID

MMDBc0012263

Metabolite Identification

Common Name

Kojistatin A

Description

Kojistatin A belongs to the class of organic compounds known as oxirane carboxylic acids. Oxirane carboxylic acids are compounds containing an oxirane ring bearing a carboxylic acid group. Based on a literature review very few articles have been published on Kojistatin A.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152105502D          

 26 26  0  0  0  0            999 V2000
   -5.9368   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368   -2.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3493   -1.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3493   -1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -3.8743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -3.8743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -4.2868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -3.8743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -3.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -2.6368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0638   -0.6849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6349   -0.6849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7618   -2.6368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
 10  5  1  0  0  0  0
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 12 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18  7  1  0  0  0  0
 19  8  1  0  0  0  0
 19  9  1  0  0  0  0
 20 10  1  4  0  0  0
 20 15  2  0  0  0  0
 21 12  1  4  0  0  0
 21 16  2  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  2  0  0  0  0
 25 17  1  0  0  0  0
 26 13  1  0  0  0  0
 26 14  1  0  0  0  0
M  END


  Mrv1652305152105502D          

 26 26  0  0  0  0            999 V2000
   -5.9368   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368   -2.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3493   -1.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3493   -1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -3.8743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -3.8743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -4.2868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -3.8743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -3.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -2.6368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0638   -0.6849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6349   -0.6849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7618   -2.6368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
 10  5  1  0  0  0  0
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 12 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18  7  1  0  0  0  0
 19  8  1  0  0  0  0
 19  9  1  0  0  0  0
 20 10  1  4  0  0  0
 20 15  2  0  0  0  0
 21 12  1  4  0  0  0
 21 16  2  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  2  0  0  0  0
 25 17  1  0  0  0  0
 26 13  1  0  0  0  0
 26 14  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0012263

> <DATABASE_NAME>
MIME

> <SMILES>
CCC(C)C(N=C(O)C1OC1C(O)=O)C(O)=NCCCCNCCCN

> <INCHI_IDENTIFIER>
InChI=1S/C17H32N4O5/c1-3-11(2)12(21-16(23)13-14(26-13)17(24)25)15(22)20-10-5-4-8-19-9-6-7-18/h11-14,19H,3-10,18H2,1-2H3,(H,20,22)(H,21,23)(H,24,25)

> <INCHI_KEY>
HUAJESHKPMHHPE-UHFFFAOYSA-N

> <FORMULA>
C17H32N4O5

> <MOLECULAR_WEIGHT>
372.466

> <EXACT_MASS>
372.237270146

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
41.42306618316582

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[1-({4-[(3-aminopropyl)amino]butyl}-C-hydroxycarbonimidoyl)-2-methylbutyl]-C-hydroxycarbonimidoyl}oxirane-2-carboxylic acid

> <ALOGPS_LOGP>
-1.32

> <JCHEM_LOGP>
-6.720358512657343

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
2.9706801483084044

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.473027713568805

> <JCHEM_PKA_STRONGEST_BASIC>
12.561345506091348

> <JCHEM_POLAR_SURFACE_AREA>
153.06

> <JCHEM_REFRACTIVITY>
96.4092

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[1-({4-[(3-aminopropyl)amino]butyl}-C-hydroxycarbonimidoyl)-2-methylbutyl]-C-hydroxycarbonimidoyl}oxirane-2-carboxylic 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     -11.082  -9.542   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.081 -10.312   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.748 -10.312   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.746  -7.232   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.080  -8.002   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.588  -7.232   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.922  -8.002   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.413  -8.002   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.255  -8.002   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.414  -7.232   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.415  -9.542   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.415  -8.002   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -11.082  -4.922   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -11.852  -3.588   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.081  -7.232   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -9.748  -5.692   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -11.852  -2.048   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       6.256  -7.232   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       0.921  -7.232   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      -5.747  -8.002   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      -9.748  -7.232   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0      -7.081  -5.692   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -8.415  -4.922   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0     -13.186  -1.278   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0     -10.518  -1.278   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0     -12.622  -4.922   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   11                                                            
CONECT    3    1   11                                                       
CONECT    4    5    8                                                       
CONECT    5    4   10                                                       
CONECT    6    7    9                                                       
CONECT    7    6   18                                                       
CONECT    8    4   19                                                       
CONECT    9    6   19                                                       
CONECT   10    5   20                                                       
CONECT   11    2    3   12                                                  
CONECT   12   11   15   21                                                  
CONECT   13   14   16   26                                                  
CONECT   14   13   17   26                                                  
CONECT   15   12   20   22                                                  
CONECT   16   13   21   23                                                  
CONECT   17   14   24   25                                                  
CONECT   18    7                                                            
CONECT   19    8    9                                                       
CONECT   20   10   15                                                       
CONECT   21   12   16                                                       
CONECT   22   15                                                            
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25   17                                                            
CONECT   26   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

Synonyms

Not Available

Molecular Formula

C₁₇H₃₂N₄O₅

Average Mass

372.466

Monoisotopic Mass

372.237270146

IUPAC Name

3-{[1-({4-[(3-aminopropyl)amino]butyl}-C-hydroxycarbonimidoyl)-2-methylbutyl]-C-hydroxycarbonimidoyl}oxirane-2-carboxylic acid

Traditional Name

3-{[1-({4-[(3-aminopropyl)amino]butyl}-C-hydroxycarbonimidoyl)-2-methylbutyl]-C-hydroxycarbonimidoyl}oxirane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCC(C)C(N=C(O)C1OC1C(O)=O)C(O)=NCCCCNCCCN

InChI Identifier

InChI=1S/C17H32N4O5/c1-3-11(2)12(21-16(23)13-14(26-13)17(24)25)15(22)20-10-5-4-8-19-9-6-7-18/h11-14,19H,3-10,18H2,1-2H3,(H,20,22)(H,21,23)(H,24,25)

InChI Key

HUAJESHKPMHHPE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxirane carboxylic acids. Oxirane carboxylic acids are compounds containing an oxirane ring bearing a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Epoxides

Sub Class

Oxirane carboxylic acids and derivatives

Direct Parent

Oxirane carboxylic acids

Alternative Parents

Substituents

Oxirane carboxylic acid
Amino acid or derivatives
Amino acid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Secondary aliphatic amine
Ether
Monocarboxylic acid or derivatives
Secondary amine
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Oxacycle
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Primary amine
Amine
Organic nitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
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	0.19 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-6.7	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	-4.5	ChemAxon
pKa (Strongest Basic)	12.56	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.06 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	96.41 m³·mol⁻¹	ChemAxon
Polarizability	41.42 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	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

78444217

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85153105

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 Kojistatin A (MMDBc0012263)

MOL for #<Metabolite:0x00007fecd1cd0d78>

3D MOL for #<Metabolite:0x00007fecd1cd0d78>

3D SDF for #<Metabolite:0x00007fecd1cd0d78>

3D-SDF for #<Metabolite:0x00007fecd1cd0d78>

PDB for #<Metabolite:0x00007fecd1cd0d78>

3D PDB for #<Metabolite:0x00007fecd1cd0d78>

SMILES for #<Metabolite:0x00007fecd1cd0d78>

INCHI for #<Metabolite:0x00007fecd1cd0d78>

Structure for #<Metabolite:0x00007fecd1cd0d78>

3D Structure for #<Metabolite:0x00007fecd1cd0d78>