MiMeDB: Showing metabocard for N-<9,10-dihydro-7-iso-jasmonoyl>-(S)-isoleucine (MMDBc0001142)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 18:44:39 UTC

Update Date

2022-08-31 06:17:39 UTC

Metabolite ID

MMDBc0001142

Metabolite Identification

Common Name

N-<9,10-dihydro-7-iso-jasmonoyl>-(S)-isoleucine

Description

N-<9,10-dihydro-7-iso-jasmonoyl>-(S)-isoleucine, also known as N--(S)-isoleucine, belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on N-<9,10-dihydro-7-iso-jasmonoyl>-(S)-isoleucine.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142120442D          

 27 27  0  0  1  0            999 V2000
   -2.2329   -6.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429    1.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429   -0.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460   -6.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285    1.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6745   -5.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2876   -4.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1161   -3.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3966   -2.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9486   -2.8618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285   -2.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285    0.3032    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6429   -2.5843    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7292   -3.4047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5361   -3.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285   -1.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2140   -0.1093    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4995    0.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2140   -0.9343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8717   -4.3299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429   -0.9343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995    1.1282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851   -0.1093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429    0.7157    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9510   -3.0336    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9427   -4.2016    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2140    0.7157    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  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 12  3  1  6  0  0  0
 12  5  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  6  0  0  0
 14  8  1  6  0  0  0
 14 13  1  0  0  0  0
 15 10  1  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18 17  1  0  0  0  0
 19 16  2  0  0  0  0
 17 19  1  6  0  0  0
 20 15  2  0  0  0  0
 16 21  1  4  0  0  0
 22 18  2  0  0  0  0
 23 18  1  0  0  0  0
 12 24  1  1  0  0  0
 13 25  1  1  0  0  0
 14 26  1  1  0  0  0
 17 27  1  6  0  0  0
M  END


  Mrv1652305142120442D          

 27 27  0  0  1  0            999 V2000
   -2.2329   -6.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429    1.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429   -0.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460   -6.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285    1.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6745   -5.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2876   -4.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1161   -3.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3966   -2.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9486   -2.8618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285   -2.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285    0.3032    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6429   -2.5843    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7292   -3.4047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5361   -3.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285   -1.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2140   -0.1093    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4995    0.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2140   -0.9343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8717   -4.3299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429   -0.9343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995    1.1282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851   -0.1093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429    0.7157    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9510   -3.0336    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9427   -4.2016    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2140    0.7157    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  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 12  3  1  6  0  0  0
 12  5  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  6  0  0  0
 14  8  1  6  0  0  0
 14 13  1  0  0  0  0
 15 10  1  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18 17  1  0  0  0  0
 19 16  2  0  0  0  0
 17 19  1  6  0  0  0
 20 15  2  0  0  0  0
 16 21  1  4  0  0  0
 22 18  2  0  0  0  0
 23 18  1  0  0  0  0
 12 24  1  1  0  0  0
 13 25  1  1  0  0  0
 14 26  1  1  0  0  0
 17 27  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0001142

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](C)(CC)[C@]([H])(N=C(O)C[C@@]1([H])CCC(=O)[C@@]1([H])CCCCC)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H31NO4/c1-4-6-7-8-14-13(9-10-15(14)20)11-16(21)19-17(18(22)23)12(3)5-2/h12-14,17H,4-11H2,1-3H3,(H,19,21)(H,22,23)/t12-,13-,14+,17+/m1/s1

> <INCHI_KEY>
CEONHUOPPCKWAP-WVZRYYJFSA-N

> <FORMULA>
C18H31NO4

> <MOLECULAR_WEIGHT>
325.449

> <EXACT_MASS>
325.225308482

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.2830980773428

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R)-2-({1-hydroxy-2-[(1R,2S)-3-oxo-2-pentylcyclopentyl]ethylidene}amino)-3-methylpentanoic acid

> <ALOGPS_LOGP>
3.60

> <JCHEM_LOGP>
4.391381550333334

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.112749733364507

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.0988226833411705

> <JCHEM_PKA_STRONGEST_BASIC>
1.6463588765005077

> <JCHEM_POLAR_SURFACE_AREA>
86.96

> <JCHEM_REFRACTIVITY>
88.85559999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R)-2-({1-hydroxy-2-[(1R,2S)-3-oxo-2-pentylcyclopentyl]ethylidene}amino)-3-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-21         0                                  
HETATM    1  C   UNK     0      -4.168 -12.460   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.800   2.876   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.800  -0.204   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.313 -11.429   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.466   2.106   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.992  -9.923   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.137  -8.892   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.817  -7.386   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.207  -4.198   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.237  -5.342   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.466  -4.054   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.466   0.566   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.800  -4.824   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.961  -6.355   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.467  -6.676   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.466  -2.514   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.133  -0.204   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.799   0.566   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -4.133  -1.744   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0      -9.094  -8.083   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -6.800  -1.744   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.799   2.106   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.465  -0.204   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0      -6.800   1.336   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      -5.509  -5.663   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      -7.360  -7.843   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.133   1.336   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3   12                                                            
CONECT    4    1    6                                                       
CONECT    5    2   12                                                       
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   14                                                       
CONECT    9   10   13                                                       
CONECT   10    9   15                                                       
CONECT   11   13   16                                                       
CONECT   12    3    5   17   24                                             
CONECT   13    9   11   14   25                                             
CONECT   14    8   13   15   26                                             
CONECT   15   10   14   20                                                  
CONECT   16   11   19   21                                                  
CONECT   17   12   18   19   27                                             
CONECT   18   17   22   23                                                  
CONECT   19   16   17                                                       
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22   18                                                            
CONECT   23   18                                                            
CONECT   24   12                                                            
CONECT   25   13                                                            
CONECT   26   14                                                            
CONECT   27   17                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

Synonyms

Value	Source
N--(S)-Isoleucine	Generator

Molecular Formula

C₁₈H₃₁NO₄

Average Mass

325.449

Monoisotopic Mass

325.225308482

IUPAC Name

(2S,3R)-2-({1-hydroxy-2-[(1R,2S)-3-oxo-2-pentylcyclopentyl]ethylidene}amino)-3-methylpentanoic acid

Traditional Name

(2S,3R)-2-({1-hydroxy-2-[(1R,2S)-3-oxo-2-pentylcyclopentyl]ethylidene}amino)-3-methylpentanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](C)(CC)[C@]([H])(N=C(O)C[C@@]1([H])CCC(=O)[C@@]1([H])CCCCC)C(O)=O

InChI Identifier

InChI=1S/C18H31NO4/c1-4-6-7-8-14-13(9-10-15(14)20)11-16(21)19-17(18(22)23)12(3)5-2/h12-14,17H,4-11H2,1-3H3,(H,19,21)(H,22,23)/t12-,13-,14+,17+/m1/s1

InChI Key

CEONHUOPPCKWAP-WVZRYYJFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Isoleucine and derivatives

Alternative Parents

Substituents

Isoleucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Branched fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Carboxamide group
Ketone
Secondary carboxylic acid amide
Cyclic ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Organonitrogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.051 g/L	ALOGPS
logP	3.6	ALOGPS
logP	4.39	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.1	ChemAxon
pKa (Strongest Basic)	1.65	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	86.96 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	88.86 m³·mol⁻¹	ChemAxon
Polarizability	37.28 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
Eukaryota/Fungi	Ascomycota	1	Human feces	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

78436278

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

98860404

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 N-<9,10-dihydro-7-iso-jasmonoyl>-(S)-isoleucine (MMDBc0001142)

MOL for #<Metabolite:0x00007f91f16a91d8>

3D MOL for #<Metabolite:0x00007f91f16a91d8>

3D SDF for #<Metabolite:0x00007f91f16a91d8>

3D-SDF for #<Metabolite:0x00007f91f16a91d8>

PDB for #<Metabolite:0x00007f91f16a91d8>

3D PDB for #<Metabolite:0x00007f91f16a91d8>

SMILES for #<Metabolite:0x00007f91f16a91d8>

INCHI for #<Metabolite:0x00007f91f16a91d8>

Structure for #<Metabolite:0x00007f91f16a91d8>

3D Structure for #<Metabolite:0x00007f91f16a91d8>