MiMeDB: Showing metabocard for N-Propionylmethionine (MMDBc0000712)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:53:19 UTC

Update Date

2022-08-31 06:11:29 UTC

Metabolite ID

MMDBc0000712

Metabolite Identification

Common Name

N-Propionylmethionine

Description

N-Propionylmethionine belongs to the class of organic compounds known as methionine and derivatives. Methionine and derivatives are compounds containing methionine or a derivative thereof resulting from reaction of methionine 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-Propionylmethionine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652308011704202D          

 14 13  0  0  1  0            999 V2000
    4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    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
    0.8250   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 H   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
  6  4  1  0  0  0  0
  7  3  1  0  0  0  0
  8  6  1  0  0  0  0
  6  9  1  1  0  0  0
  9  7  2  0  0  0  0
  7 10  1  4  0  0  0
 11  8  2  0  0  0  0
 12  8  1  0  0  0  0
 13  2  1  0  0  0  0
 13  5  1  0  0  0  0
  6 14  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000712

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H15NO3S/c1-3-7(10)9-6(8(11)12)4-5-13-2/h6H,3-5H2,1-2H3,(H,9,10)(H,11,12)/t6-/m0/s1

> <INCHI_KEY>
RBAAEQRITQHPJM-LURJTMIESA-N

> <FORMULA>
C8H15NO3S

> <MOLECULAR_WEIGHT>
205.27

> <EXACT_MASS>
205.077264521

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
21.638456821958968

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-[(1-hydroxypropylidene)amino]-4-(methylsulfanyl)butanoic acid

> <ALOGPS_LOGP>
0.55

> <JCHEM_LOGP>
1.4117036406666668

> <ALOGPS_LOGS>
-1.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.102426862723905

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.145573363492275

> <JCHEM_PKA_STRONGEST_BASIC>
1.5187387100616287

> <JCHEM_POLAR_SURFACE_AREA>
69.89

> <JCHEM_REFRACTIVITY>
52.1784

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.67e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(1-hydroxypropylidene)amino]-4-(methylsulfanyl)butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-AUG-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-AUG-17         0                                  
HETATM    1  C   UNK     0       8.470   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.540  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.620   0.000   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.620   2.667   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       6.930   1.334   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       6.160   0.000   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.850  -1.334   0.000  0.00  0.00           O+0
HETATM   13  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   14  H   UNK     0       3.080  -0.000   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2   13                                                            
CONECT    3    1    7                                                       
CONECT    4    5    6                                                       
CONECT    5    4   13                                                       
CONECT    6    4    8    9   14                                             
CONECT    7    3    9   10                                                  
CONECT    8    6   11   12                                                  
CONECT    9    6    7                                                       
CONECT   10    7                                                            
CONECT   11    8                                                            
CONECT   12    8                                                            
CONECT   13    2    5                                                       
CONECT   14    6                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0094704
HETATM    1  C1  UNL     1       3.540   0.940   0.442  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.760  -0.236  -0.145  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.060   0.164  -1.371  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.825   0.641  -2.432  1.00  0.00           O  
HETATM    5  N1  UNL     1       0.809   0.094  -1.498  1.00  0.00           N  
HETATM    6  C4  UNL     1      -0.012  -0.403  -0.400  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.474  -0.092  -0.684  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.299  -0.598   0.440  1.00  0.00           C  
HETATM    9  S1  UNL     1      -4.065  -0.234   0.241  1.00  0.00           S  
HETATM   10  C7  UNL     1      -4.430   1.515   0.312  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.195  -1.837  -0.183  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.792  -2.545  -1.063  1.00  0.00           O  
HETATM   13  O3  UNL     1      -0.221  -2.498   0.948  1.00  0.00           O  
HETATM   14  H1  UNL     1       2.887   1.567   1.105  1.00  0.00           H  
HETATM   15  H2  UNL     1       3.994   1.566  -0.361  1.00  0.00           H  
HETATM   16  H3  UNL     1       4.298   0.498   1.123  1.00  0.00           H  
HETATM   17  H4  UNL     1       2.078  -0.558   0.655  1.00  0.00           H  
HETATM   18  H5  UNL     1       3.522  -1.026  -0.341  1.00  0.00           H  
HETATM   19  H6  UNL     1       3.102   1.625  -2.501  1.00  0.00           H  
HETATM   20  H7  UNL     1       0.241   0.191   0.498  1.00  0.00           H  
HETATM   21  H8  UNL     1      -1.626   0.973  -0.922  1.00  0.00           H  
HETATM   22  H9  UNL     1      -1.728  -0.653  -1.619  1.00  0.00           H  
HETATM   23  H10 UNL     1      -2.221  -1.710   0.490  1.00  0.00           H  
HETATM   24  H11 UNL     1      -1.965  -0.127   1.381  1.00  0.00           H  
HETATM   25  H12 UNL     1      -4.404   1.929  -0.723  1.00  0.00           H  
HETATM   26  H13 UNL     1      -3.675   2.005   0.979  1.00  0.00           H  
HETATM   27  H14 UNL     1      -5.471   1.630   0.733  1.00  0.00           H  
HETATM   28  H15 UNL     1       0.487  -2.820   1.619  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4    5    5
CONECT    4   19
CONECT    5    6
CONECT    6    7   11   20
CONECT    7    8   21   22
CONECT    8    9   23   24
CONECT    9   10
CONECT   10   25   26   27
CONECT   11   12   12   13
CONECT   13   28
END

Synonyms

Value	Source
N-Propanoylmethionine	ChEBI
N-Propionyl-L-methionine	ChEBI
N-Propionylmethionine	ChEBI

Molecular Formula

C₈H₁₅NO₃S

Average Mass

205.27

Monoisotopic Mass

205.077264521

IUPAC Name

(2S)-2-[(1-hydroxypropylidene)amino]-4-(methylsulfanyl)butanoic acid

Traditional Name

(2S)-2-[(1-hydroxypropylidene)amino]-4-(methylsulfanyl)butanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](CCSC)(N=C(O)CC)C(O)=O

InChI Identifier

InChI=1S/C8H15NO3S/c1-3-7(10)9-6(8(11)12)4-5-13-2/h6H,3-5H2,1-2H3,(H,9,10)(H,11,12)/t6-/m0/s1

InChI Key

RBAAEQRITQHPJM-LURJTMIESA-N

Chemical Taxonomy

Description

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

Methionine and derivatives

Alternative Parents

Substituents

Methionine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Thia fatty acid
Fatty acyl
Fatty acid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Dialkylthioether
Thioether
Sulfenyl compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organosulfur compound
Organic oxide
Hydrocarbon derivative
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	3.67 g/L	ALOGPS
logP	0.55	ALOGPS
logP	1.41	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	4.15	ChemAxon
pKa (Strongest Basic)	1.52	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.89 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	52.18 m³·mol⁻¹	ChemAxon
Polarizability	21.64 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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 (Non-derivatized) - 70eV, Positive	splash10-056v-9200000000-0a71297e79aef6d5997d	2017-09-14	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00ai-9242000000-9bb430017b0d34593547	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udj-9680000000-1120467c27750cd8e082	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9200000000-1fbedd9223f3611675b9	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9000000000-91d8308dc72476ac9760	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4s-0920000000-0870ea7ac56b1b9e788a	2017-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-3900000000-749a1c0a9dd0f0a7c9b8	2017-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ufr-9700000000-8bc224955b8ddd191e71	2017-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0pb9-0930000000-ccb9f3eabe2f090d9855	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-2900000000-1b9e8f2fb249dc06eb63	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9100000000-ea6fe2da6eb31ef9a5cb	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udj-2790000000-5be4bf0ebce1735fb0fb	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9000000000-5b16791ee548ad420ebe	2021-09-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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	Verrucomicrobia	1	Human feces; Human stool; Human ; Human urine	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Bacteroidetes	1	Human appendix biopsy; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Firmicutes	2	Human feces; Human urine; Human sputum	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0094704

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

19975750

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21117855

PDB ID

Not Available

ChEBI ID

137541

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Showing metabocard for N-Propionylmethionine (MMDBc0000712)

MOL for #<Metabolite:0x00007fdb5070d0e0>

3D MOL for #<Metabolite:0x00007fdb5070d0e0>

3D SDF for #<Metabolite:0x00007fdb5070d0e0>

3D-SDF for #<Metabolite:0x00007fdb5070d0e0>

PDB for #<Metabolite:0x00007fdb5070d0e0>

3D PDB for #<Metabolite:0x00007fdb5070d0e0>

SMILES for #<Metabolite:0x00007fdb5070d0e0>

INCHI for #<Metabolite:0x00007fdb5070d0e0>

Structure for #<Metabolite:0x00007fdb5070d0e0>

3D Structure for #<Metabolite:0x00007fdb5070d0e0>