MiMeDB: Showing metabocard for (R)-N1-((S)-5-oxohexan-2-yl)-2-tetradecanamidosuccinamide (MMDBc0024727)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 14:31:31 UTC

Update Date

2022-08-31 06:49:58 UTC

Metabolite ID

MMDBc0024727

Metabolite Identification

Common Name

(R)-N1-((S)-5-oxohexan-2-yl)-2-tetradecanamidosuccinamide

Description

(R)-N1-((S)-5-oxohexan-2-yl)-2-tetradecanamidosuccinamide belongs to the class of organic compounds known as asparagine and derivatives. Asparagine and derivatives are compounds containing asparagine or a derivative thereof resulting from reaction of asparagine 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 (R)-N1-((S)-5-oxohexan-2-yl)-2-tetradecanamidosuccinamide.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152116312D          

 33 32  0  0  1  0            999 V2000
    4.7586    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190    8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    7.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    6.0474    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.6190    7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    3.9849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.9046    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    4.8099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    5.2224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335    7.2849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    5.2224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    6.8724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    4.3974    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 17 16  1  0  0  0  0
 19  2  1  1  0  0  0
 19 16  1  0  0  0  0
 20  3  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 18  1  0  0  0  0
 23 15  1  0  0  0  0
 24 21  1  0  0  0  0
 25 22  2  0  0  0  0
 26 19  1  0  0  0  0
 26 24  2  0  0  0  0
 21 27  1  6  0  0  0
 27 23  2  0  0  0  0
 28 20  2  0  0  0  0
 29 22  1  0  0  0  0
 23 30  1  4  0  0  0
 24 31  1  4  0  0  0
 19 32  1  6  0  0  0
 21 33  1  6  0  0  0
M  END


  Mrv1652305152116312D          

 33 32  0  0  1  0            999 V2000
    4.7586    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190    8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    7.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    6.0474    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.6190    7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    3.9849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.9046    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    4.8099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    5.2224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335    7.2849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    5.2224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    6.8724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    4.3974    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 17 16  1  0  0  0  0
 19  2  1  1  0  0  0
 19 16  1  0  0  0  0
 20  3  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 18  1  0  0  0  0
 23 15  1  0  0  0  0
 24 21  1  0  0  0  0
 25 22  2  0  0  0  0
 26 19  1  0  0  0  0
 26 24  2  0  0  0  0
 21 27  1  6  0  0  0
 27 23  2  0  0  0  0
 28 20  2  0  0  0  0
 29 22  1  0  0  0  0
 23 30  1  4  0  0  0
 24 31  1  4  0  0  0
 19 32  1  6  0  0  0
 21 33  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0024727

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H45N3O4/c1-4-5-6-7-8-9-10-11-12-13-14-15-23(30)27-21(18-22(25)29)24(31)26-19(2)16-17-20(3)28/h19,21H,4-18H2,1-3H3,(H2,25,29)(H,26,31)(H,27,30)/t19-,21+/m0/s1

> <INCHI_KEY>
OESNGSQKCCZCKI-PZJWPPBQSA-N

> <FORMULA>
C24H45N3O4

> <MOLECULAR_WEIGHT>
439.641

> <EXACT_MASS>
439.341006941

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
52.90513271023134

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(1-hydroxytetradecylidene)amino]-N-[(2S)-5-oxohexan-2-yl]butanediimidic acid

> <ALOGPS_LOGP>
4.63

> <JCHEM_LOGP>
2.0058222925800333

> <ALOGPS_LOGS>
-4.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
2.678942337690609

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.345746970804635

> <JCHEM_PKA_STRONGEST_BASIC>
12.945445425871684

> <JCHEM_POLAR_SURFACE_AREA>
126.33000000000001

> <JCHEM_REFRACTIVITY>
135.2444

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.55e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(1-hydroxytetradecylidene)amino]-N-[(2S)-5-oxohexan-2-yl]butanediimidic 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       8.883   6.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.888  12.058   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.889  15.908   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.216   7.438   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.884   7.438   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.217   6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.551   7.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.885   6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.218   7.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.552   6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.886   7.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.219   6.668   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.553   7.438   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.887   6.668   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.555  12.058   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      31.555  13.598   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.222   6.668   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.222  11.288   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      32.889  14.368   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.888   7.438   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      31.555   7.438   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      26.220   7.438   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      28.888   8.978   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      31.555   8.978   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      30.222   9.748   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      27.554   6.668   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0      34.223  13.598   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      32.889   6.668   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      26.220   8.978   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      27.554   9.748   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0      30.222  12.828   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      30.222   8.208   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   23                                                       
CONECT   16   17   19                                                       
CONECT   17   16   20                                                       
CONECT   18   21   22                                                       
CONECT   19    2   16   26   32                                             
CONECT   20    3   17   28                                                  
CONECT   21   18   24   27   33                                             
CONECT   22   18   25   29                                                  
CONECT   23   15   27   30                                                  
CONECT   24   21   26   31                                                  
CONECT   25   22                                                            
CONECT   26   19   24                                                       
CONECT   27   21   23                                                       
CONECT   28   20                                                            
CONECT   29   22                                                            
CONECT   30   23                                                            
CONECT   31   24                                                            
CONECT   32   19                                                            
CONECT   33   21                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   64    0
END

Synonyms

Not Available

Molecular Formula

C₂₄H₄₅N₃O₄

Average Mass

439.641

Monoisotopic Mass

439.341006941

IUPAC Name

(2R)-2-[(1-hydroxytetradecylidene)amino]-N-[(2S)-5-oxohexan-2-yl]butanediimidic acid

Traditional Name

(2R)-2-[(1-hydroxytetradecylidene)amino]-N-[(2S)-5-oxohexan-2-yl]butanediimidic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C24H45N3O4/c1-4-5-6-7-8-9-10-11-12-13-14-15-23(30)27-21(18-22(25)29)24(31)26-19(2)16-17-20(3)28/h19,21H,4-18H2,1-3H3,(H2,25,29)(H,26,31)(H,27,30)/t19-,21+/m0/s1

InChI Key

OESNGSQKCCZCKI-PZJWPPBQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as asparagine and derivatives. Asparagine and derivatives are compounds containing asparagine or a derivative thereof resulting from reaction of asparagine 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

Asparagine and derivatives

Alternative Parents

Substituents

Asparagine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Fatty amide
N-acyl-amine
Fatty acyl
Carboxamide group
Ketone
Secondary carboxylic acid amide
Primary carboxylic acid amide
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
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	0.0046 g/L	ALOGPS
logP	4.63	ALOGPS
logP	2.01	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	-1.3	ChemAxon
pKa (Strongest Basic)	12.95	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	126.33 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	135.24 m³·mol⁻¹	ChemAxon
Polarizability	52.91 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

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
Bacteria	Proteobacteria	1		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

58178397

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

121232603

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 (R)-N1-((S)-5-oxohexan-2-yl)-2-tetradecanamidosuccinamide (MMDBc0024727)

MOL for #<Metabolite:0x00007fec90e90ca8>

3D MOL for #<Metabolite:0x00007fec90e90ca8>

3D SDF for #<Metabolite:0x00007fec90e90ca8>

3D-SDF for #<Metabolite:0x00007fec90e90ca8>

PDB for #<Metabolite:0x00007fec90e90ca8>

3D PDB for #<Metabolite:0x00007fec90e90ca8>

SMILES for #<Metabolite:0x00007fec90e90ca8>

INCHI for #<Metabolite:0x00007fec90e90ca8>

Structure for #<Metabolite:0x00007fec90e90ca8>

3D Structure for #<Metabolite:0x00007fec90e90ca8>