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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:21 UTC

Update Date

2022-09-22 18:34:23 UTC

HMDB ID

HMDB0029010

Secondary Accession Numbers

HMDB29010

Metabolite Identification

Common Name

Prolyl-Alanine

Description

Prolyl-Alanine is a dipeptide composed of proline and alanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.

Structure

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


  Mrv1652304062014072D          

 13 13  0  0  0  0            999 V2000
    1.2020   -0.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2020   -1.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875   -1.6527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269   -1.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269   -0.4152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277   -2.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346   -2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2471   -1.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951   -1.3171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6309   -1.2402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165   -2.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029010

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(NC(=O)C1CCCN1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H14N2O3/c1-5(8(12)13)10-7(11)6-3-2-4-9-6/h5-6,9H,2-4H2,1H3,(H,10,11)(H,12,13)

> <INCHI_KEY>
FELJDCNGZFDUNR-UHFFFAOYSA-N

> <FORMULA>
C8H14N2O3

> <MOLECULAR_WEIGHT>
186.2084

> <EXACT_MASS>
186.100442324

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
18.773770412107567

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(pyrrolidin-2-yl)formamido]propanoic acid

> <ALOGPS_LOGP>
-2.62

> <JCHEM_LOGP>
-3.1058508031654233

> <ALOGPS_LOGS>
-1.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.79000476249098

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7132769499383547

> <JCHEM_PKA_STRONGEST_BASIC>
9.805921368043993

> <JCHEM_POLAR_SURFACE_AREA>
78.43

> <JCHEM_REFRACTIVITY>
45.361700000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.08e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(pyrrolidin-2-ylformamido)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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       2.244  -0.775   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.244  -2.315   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.910  -3.085   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -0.424  -2.315   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.424  -0.775   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.757  -3.085   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.918  -4.616   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.425  -4.937   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.195  -3.603   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -3.164  -2.459   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       3.577  -3.085   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.911  -2.315   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       3.577  -4.625   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6                                                       
CONECT   11    2   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0029010
HETATM    1  C1  UNL     1      -2.681  -1.504   0.206  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.385  -0.001   0.104  1.00  0.00           C  
HETATM    3  N1  UNL     1      -1.046   0.229   0.577  1.00  0.00           N  
HETATM    4  C3  UNL     1       0.034   0.647  -0.222  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.178   0.839  -1.463  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.395   0.884   0.242  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.025  -0.257   0.977  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.092  -0.755  -0.006  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.457   0.489  -0.756  1.00  0.00           C  
HETATM   10  N2  UNL     1       2.281   1.302  -0.797  1.00  0.00           N  
HETATM   11  C8  UNL     1      -3.415   0.751   0.822  1.00  0.00           C  
HETATM   12  O2  UNL     1      -3.124   1.520   1.762  1.00  0.00           O  
HETATM   13  O3  UNL     1      -4.750   0.645   0.494  1.00  0.00           O  
HETATM   14  H1  UNL     1      -3.228  -1.660   1.160  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.335  -1.844  -0.613  1.00  0.00           H  
HETATM   16  H3  UNL     1      -1.728  -2.087   0.228  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.381   0.215  -0.990  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.856   0.076   1.590  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.343   1.740   0.979  1.00  0.00           H  
HETATM   20  H7  UNL     1       2.591   0.078   1.874  1.00  0.00           H  
HETATM   21  H8  UNL     1       1.345  -1.044   1.287  1.00  0.00           H  
HETATM   22  H9  UNL     1       2.668  -1.555  -0.637  1.00  0.00           H  
HETATM   23  H10 UNL     1       3.991  -1.114   0.525  1.00  0.00           H  
HETATM   24  H11 UNL     1       3.788   0.216  -1.793  1.00  0.00           H  
HETATM   25  H12 UNL     1       4.273   1.035  -0.233  1.00  0.00           H  
HETATM   26  H13 UNL     1       1.872   1.379  -1.733  1.00  0.00           H  
HETATM   27  H14 UNL     1      -5.051  -0.224   0.050  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   11   17
CONECT    3    4   18
CONECT    4    5    5    6
CONECT    6    7   10   19
CONECT    7    8   20   21
CONECT    8    9   22   23
CONECT    9   10   24   25
CONECT   10   26
CONECT   11   12   12   13
CONECT   13   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Prolyl-L-alanine	HMDB
p-a Dipeptide	HMDB
PA dipeptide	HMDB
Pro-ala	HMDB
Proline alanine dipeptide	HMDB
Proline-alanine dipeptide	HMDB
Prolylalanine	HMDB
2-{[hydroxy(pyrrolidin-2-yl)methylidene]amino}propanoate	HMDB

Chemical Formula

C₈H₁₄N₂O₃

Average Molecular Weight

186.2084

Monoisotopic Molecular Weight

186.100442324

IUPAC Name

2-[(pyrrolidin-2-yl)formamido]propanoic acid

Traditional Name

2-(pyrrolidin-2-ylformamido)propanoic acid

CAS Registry Number

Not Available

SMILES

CC(NC(=O)C1CCCN1)C(O)=O

InChI Identifier

InChI=1S/C8H14N2O3/c1-5(8(12)13)10-7(11)6-3-2-4-9-6/h5-6,9H,2-4H2,1H3,(H,10,11)(H,12,13)

InChI Key

FELJDCNGZFDUNR-UHFFFAOYSA-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
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Proline or derivatives
Alpha-amino acid amide
Alanine or derivatives
Alpha-amino acid or derivatives
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Carboxylic acid
Azacycle
Secondary amine
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Feces (PMID: 25037050)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-3.11	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	8.08 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-3.1	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	3.71	ChemAxon
pKa (Strongest Basic)	9.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	78.43 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	45.36 m³·mol⁻¹	ChemAxon
Polarizability	18.77 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	142.192	31661259
DarkChem	[M-H]-	134.244	31661259
DeepCCS	[M+H]+	134.762	30932474
DeepCCS	[M-H]-	130.934	30932474
DeepCCS	[M-2H]-	168.142	30932474
DeepCCS	[M+Na]+	143.681	30932474
AllCCS	[M+H]+	141.3	32859911
AllCCS	[M+H-H2O]+	137.3	32859911
AllCCS	[M+NH4]+	145.0	32859911
AllCCS	[M+Na]+	146.1	32859911
AllCCS	[M-H]-	139.9	32859911
AllCCS	[M+Na-2H]-	140.8	32859911
AllCCS	[M+HCOO]-	141.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prolyl-Alanine	CC(NC(=O)C1CCCN1)C(O)=O	2801.4	Standard polar	33892256
Prolyl-Alanine	CC(NC(=O)C1CCCN1)C(O)=O	1584.7	Standard non polar	33892256
Prolyl-Alanine	CC(NC(=O)C1CCCN1)C(O)=O	1748.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prolyl-Alanine,1TMS,isomer #1	CC(NC(=O)C1CCCN1)C(=O)O[Si](C)(C)C	1728.8	Semi standard non polar	33892256
Prolyl-Alanine,1TMS,isomer #2	CC(C(=O)O)N(C(=O)C1CCCN1)[Si](C)(C)C	1736.4	Semi standard non polar	33892256
Prolyl-Alanine,1TMS,isomer #3	CC(NC(=O)C1CCCN1[Si](C)(C)C)C(=O)O	1757.1	Semi standard non polar	33892256
Prolyl-Alanine,2TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)N(C(=O)C1CCCN1)[Si](C)(C)C	1724.8	Semi standard non polar	33892256
Prolyl-Alanine,2TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)N(C(=O)C1CCCN1)[Si](C)(C)C	1770.7	Standard non polar	33892256
Prolyl-Alanine,2TMS,isomer #2	CC(NC(=O)C1CCCN1[Si](C)(C)C)C(=O)O[Si](C)(C)C	1763.2	Semi standard non polar	33892256
Prolyl-Alanine,2TMS,isomer #2	CC(NC(=O)C1CCCN1[Si](C)(C)C)C(=O)O[Si](C)(C)C	1781.5	Standard non polar	33892256
Prolyl-Alanine,2TMS,isomer #3	CC(C(=O)O)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	1765.4	Semi standard non polar	33892256
Prolyl-Alanine,2TMS,isomer #3	CC(C(=O)O)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	1788.7	Standard non polar	33892256
Prolyl-Alanine,3TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	1823.9	Semi standard non polar	33892256
Prolyl-Alanine,3TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	1872.3	Standard non polar	33892256
Prolyl-Alanine,1TBDMS,isomer #1	CC(NC(=O)C1CCCN1)C(=O)O[Si](C)(C)C(C)(C)C	1995.9	Semi standard non polar	33892256
Prolyl-Alanine,1TBDMS,isomer #2	CC(C(=O)O)N(C(=O)C1CCCN1)[Si](C)(C)C(C)(C)C	1988.7	Semi standard non polar	33892256
Prolyl-Alanine,1TBDMS,isomer #3	CC(NC(=O)C1CCCN1[Si](C)(C)C(C)(C)C)C(=O)O	2024.6	Semi standard non polar	33892256
Prolyl-Alanine,2TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1CCCN1)[Si](C)(C)C(C)(C)C	2183.6	Semi standard non polar	33892256
Prolyl-Alanine,2TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1CCCN1)[Si](C)(C)C(C)(C)C	2208.2	Standard non polar	33892256
Prolyl-Alanine,2TBDMS,isomer #2	CC(NC(=O)C1CCCN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2262.8	Semi standard non polar	33892256
Prolyl-Alanine,2TBDMS,isomer #2	CC(NC(=O)C1CCCN1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2210.5	Standard non polar	33892256
Prolyl-Alanine,2TBDMS,isomer #3	CC(C(=O)O)N(C(=O)C1CCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2261.1	Semi standard non polar	33892256
Prolyl-Alanine,2TBDMS,isomer #3	CC(C(=O)O)N(C(=O)C1CCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2209.7	Standard non polar	33892256
Prolyl-Alanine,3TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1CCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2484.0	Semi standard non polar	33892256
Prolyl-Alanine,3TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1CCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2484.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Prolyl-Alanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9100000000-2dabf43f5411261dc774	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prolyl-Alanine GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9200000000-7a446c4d2bbb6b9aa65c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prolyl-Alanine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Alanine 10V, Positive-QTOF	splash10-00rl-4900000000-c08092304c77ead611b2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Alanine 20V, Positive-QTOF	splash10-00dl-9100000000-086611fabf6f26a9710e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Alanine 40V, Positive-QTOF	splash10-00dl-9000000000-2f55a7d35cd700f354c9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Alanine 10V, Negative-QTOF	splash10-000i-1900000000-c19a9cba8d0d742c415d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Alanine 20V, Negative-QTOF	splash10-000i-7900000000-e268156909ea3c8f91aa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Alanine 40V, Negative-QTOF	splash10-00du-9000000000-439d69e651a70fb1d47e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Alanine 10V, Positive-QTOF	splash10-006t-9000000000-0347a79984a7f69170c0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Alanine 20V, Positive-QTOF	splash10-00di-9000000000-20c7bc1e62e7cb4f9d77	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Alanine 40V, Positive-QTOF	splash10-00di-9000000000-053363e7e9997b5b65a4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Alanine 10V, Negative-QTOF	splash10-000i-3900000000-38daf50e121342685358	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Alanine 20V, Negative-QTOF	splash10-00kv-9100000000-2baf791d1e0b3688ebdd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Alanine 40V, Negative-QTOF	splash10-0006-9000000000-5b6bbd790ccdc751985f	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	25037050	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112026

KNApSAcK ID

Not Available

Chemspider ID

370069

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

418041

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Pierpoint WS: o-Quinones formed in plant extracts. Their reactions with amino acids and peptides. Biochem J. 1969 May;112(5):609-16. [PubMed:4980678 ]
Paynter RA, Hankinson SE, Colditz GA, Hunter DJ, De Vivo I: No evidence of a role for PPARgamma Pro12Ala polymorphism in endometrial cancer susceptibility. Pharmacogenetics. 2004 Dec;14(12):851-6. [PubMed:15608564 ]
Unnithan AG, Myer MJ, Veale CJ, Danell AS: MS/MS of protonated polyproline peptides: the influence of N-terminal protonation on dissociation. J Am Soc Mass Spectrom. 2007 Dec;18(12):2198-203. Epub 2007 Oct 2. [PubMed:17964801 ]
Patamia M, Messana I, Petruzzelli R, Vitali A, Inzitari R, Cabras T, Fanali C, Scarano E, Contucci A, Galtieri A, Castagnola M: Two proline-rich peptides from pig (Sus scrofa) salivary glands generated by pre-secretory pathway underlying the action of a proteinase cleaving ProAla bonds. Peptides. 2005 Sep;26(9):1550-9. Epub 2005 Apr 18. [PubMed:16112392 ]

Showing metabocard for Prolyl-Alanine (HMDB0029010)

MOL for HMDB0029010 (Prolyl-Alanine)

3D MOL for HMDB0029010 (Prolyl-Alanine)

3D SDF for HMDB0029010 (Prolyl-Alanine)

3D-SDF for HMDB0029010 (Prolyl-Alanine)

PDB for HMDB0029010 (Prolyl-Alanine)

3D PDB for HMDB0029010 (Prolyl-Alanine)

SMILES for HMDB0029010 (Prolyl-Alanine)

INCHI for HMDB0029010 (Prolyl-Alanine)

Structure for HMDB0029010 (Prolyl-Alanine)

3D Structure for HMDB0029010 (Prolyl-Alanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra