MiMeDB: Showing metabocard for Valylglycine (MMDBc0000473)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:38:34 UTC

Update Date

2024-04-30 19:32:33 UTC

Metabolite ID

MMDBc0000473

Metabolite Identification

Common Name

Valylglycine

Description

Valylglycine is a dipeptide composed of valine and glycine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

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

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    8718.9178719.241   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8720.2568720.010   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8721.5908719.241   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8722.9248720.010   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8724.2598719.241   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8722.9248721.550   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8717.5858720.010   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8716.2498719.241   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8714.9178720.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8716.2498717.700   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0    8717.5858721.550   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0    8718.9178717.700   0.000  0.00  0.00           O+0
CONECT    1    2    7   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7                                                            
CONECT   12    1                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

Synonyms

Value	Source
L-Val-gly	ChEBI
V-G	ChEBI
VG	ChEBI
L-Valylglycine	HMDB
N-L-Valylglycine	HMDB
N-Valylglycine	HMDB
V-g Dipeptide	HMDB
VG Dipeptide	HMDB
Val-gly	HMDB
Valine glycine dipeptide	HMDB
Valine-glycine dipeptide	HMDB
Valyl-glycine	HMDB
Valylglycine	ChEBI

Molecular Formula

C₇H₁₄N₂O₃

Average Mass

174.2

Monoisotopic Mass

174.100442319

IUPAC Name

2-[(2S)-2-amino-3-methylbutanamido]acetic acid

Traditional Name

[(2S)-2-amino-3-methylbutanamido]acetic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C7H14N2O3/c1-4(2)6(8)7(12)9-3-5(10)11/h4,6H,3,8H2,1-2H3,(H,9,12)(H,10,11)/t6-/m0/s1

InChI Key

IOUPEELXVYPCPG-LURJTMIESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Valine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Fatty acyl
Fatty amide
N-acyl-amine
Amino acid or derivatives
Carboxamide group
Amino acid
Carboxylic acid salt
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Primary aliphatic amine
Organic zwitterion
Organic salt
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73699 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	26.3 g/L	ALOGPS
logP	-2.5	ALOGPS
logP	-3.1	ChemAxon
logS	-0.82	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	8.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	42.3 m³·mol⁻¹	ChemAxon
Polarizability	17.71 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

Spectrum Type	Description	Splash Key	Deposition Date	View
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, Positive	splash10-00fr-9200000000-a6c7caec6c9a00cdc6b4	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9100000000-fe9666d9209ad9133003	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-d0fc2368d54e037988a3	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ab9-2900000000-9417d89cead07518edbc	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9300000000-2aea4b1cfcd549b2ad8b	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9000000000-2a1b8e07056df342f838	2021-09-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H 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	Firmicutes	3	Human stool; Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0029127

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112129

KNApSAcK ID

Not Available

Chemspider ID

5361214

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6993110

PDB ID

Not Available

ChEBI ID

73699

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Kizer JS, Bateman RC Jr, Miller CR, Humm J, Busby WH Jr, Youngblood WW: Purification and characterization of a peptidyl glycine monooxygenase from porcine pituitary. Endocrinology. 1986 Jun;118(6):2262-7. doi: 10.1210/endo-118-6-2262. [PubMed:3698913 ]
Gordon-Smith EC, Dacie JV, Blecher TE, French EA, Wiltshirre BG, Lehmann H: Haemoglobin Nottingham, beta FG 5 (98) valgly: a new unstable haemoglobin producing severe haemolysis. Proc R Soc Med. 1973 Jun;66(6):507-8. [PubMed:4781799 ]
D'Alagni M, Pispisa B: Effect of urea on the optical rotatory dispersion of diketopiperazines of L-serine, L-alanine, L-lysine, L-valine, and L-valylglycine. J Biol Chem. 1969 Nov 10;244(21):5843-8. [PubMed:5350939 ]

Showing metabocard for Valylglycine (MMDBc0000473)

MOL for #<Metabolite:0x00007fdb4c09ff90>

3D MOL for #<Metabolite:0x00007fdb4c09ff90>

3D SDF for #<Metabolite:0x00007fdb4c09ff90>

3D-SDF for #<Metabolite:0x00007fdb4c09ff90>

PDB for #<Metabolite:0x00007fdb4c09ff90>

3D PDB for #<Metabolite:0x00007fdb4c09ff90>

SMILES for #<Metabolite:0x00007fdb4c09ff90>

INCHI for #<Metabolite:0x00007fdb4c09ff90>

Structure for #<Metabolite:0x00007fdb4c09ff90>

3D Structure for #<Metabolite:0x00007fdb4c09ff90>