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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:29 UTC

Update Date

2021-09-14 15:36:53 UTC

HMDB ID

HMDB0029047

Secondary Accession Numbers

HMDB29047

Metabolite Identification

Common Name

Serylproline

Description

Serylproline, also known as SP or L-ser-L-pro, 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. Serylproline has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make serylproline a potential biomarker for the consumption of these foods. Serylproline is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Serylproline.

Structure

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


  Mrv1652304062014122D          

 14 14  0  0  0  0            999 V2000
 2500.0338 2500.4331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.3189 2500.8449    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2498.5978 2500.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8829 2500.8573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.3189 2501.6704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7487 2500.8449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4021 2499.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1170 2499.1018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4021 2500.3411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.0162 2499.5959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.3488 2499.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.6037 2498.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.4287 2498.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.6836 2499.1109    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  1  0  0  0  0
  2  5  1  6  0  0  0
  3  4  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 14  7  1  6  0  0  0
  1 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029047

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CO)C(=O)N1CCC[C@H]1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H14N2O4/c9-5(4-11)7(12)10-3-1-2-6(10)8(13)14/h5-6,11H,1-4,9H2,(H,13,14)/t5-,6-/m0/s1

> <INCHI_KEY>
WBAXJMCUFIXCNI-WDSKDSINSA-N

> <FORMULA>
C8H14N2O4

> <MOLECULAR_WEIGHT>
202.21

> <EXACT_MASS>
202.095356939

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
19.626530111066835

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-[(2S)-2-amino-3-hydroxypropanoyl]pyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
-2.94

> <JCHEM_LOGP>
-4.155309731937008

> <ALOGPS_LOGS>
-0.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.917705206416738

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5254771335151474

> <JCHEM_PKA_STRONGEST_BASIC>
7.842197461334492

> <JCHEM_POLAR_SURFACE_AREA>
103.86

> <JCHEM_REFRACTIVITY>
47.02750000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.80e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-1-[(2S)-2-amino-3-hydroxypropanoyl]pyrrolidine-2-carboxylic 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    4666.7304667.475   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    4665.3954668.244   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    4664.0494667.498   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    4662.7154668.267   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0    4665.3954669.785   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0    4668.0644668.244   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    4669.2844665.762   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    4670.6184664.990   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    4669.2844667.303   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0    4666.6974665.912   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0    4665.4514665.007   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    4665.9274663.542   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    4667.4674663.542   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    4667.9434665.007   0.000  0.00  0.00           C+0
CONECT    1    2    6   10                                                  
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2                                                            
CONECT    6    1                                                            
CONECT    7    8    9   14                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10   11   14    1                                                  
CONECT   11   12   10                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   10    7                                                  
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0029047
HETATM    1  N1  UNL     1       2.864   1.181   0.913  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.833   0.674  -0.002  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.556  -0.278  -0.955  1.00  0.00           C  
HETATM    4  O1  UNL     1       3.550   0.392  -1.661  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.834  -0.091   0.764  1.00  0.00           C  
HETATM    6  O2  UNL     1       1.177  -0.427   1.953  1.00  0.00           O  
HETATM    7  N2  UNL     1      -0.453  -0.466   0.275  1.00  0.00           N  
HETATM    8  C4  UNL     1      -1.395  -1.255   1.086  1.00  0.00           C  
HETATM    9  C5  UNL     1      -2.700  -1.002   0.366  1.00  0.00           C  
HETATM   10  C6  UNL     1      -2.200  -1.150  -1.079  1.00  0.00           C  
HETATM   11  C7  UNL     1      -1.032  -0.148  -0.991  1.00  0.00           C  
HETATM   12  C8  UNL     1      -1.726   1.195  -0.951  1.00  0.00           C  
HETATM   13  O3  UNL     1      -2.293   1.622  -1.988  1.00  0.00           O  
HETATM   14  O4  UNL     1      -1.770   1.985   0.174  1.00  0.00           O  
HETATM   15  H1  UNL     1       3.109   0.467   1.616  1.00  0.00           H  
HETATM   16  H2  UNL     1       2.525   2.076   1.327  1.00  0.00           H  
HETATM   17  H3  UNL     1       1.455   1.525  -0.563  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.055  -1.097  -0.356  1.00  0.00           H  
HETATM   19  H5  UNL     1       1.860  -0.806  -1.622  1.00  0.00           H  
HETATM   20  H6  UNL     1       3.879   1.193  -1.170  1.00  0.00           H  
HETATM   21  H7  UNL     1      -1.399  -0.946   2.132  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.071  -2.326   0.941  1.00  0.00           H  
HETATM   23  H9  UNL     1      -3.003   0.032   0.527  1.00  0.00           H  
HETATM   24  H10 UNL     1      -3.476  -1.747   0.604  1.00  0.00           H  
HETATM   25  H11 UNL     1      -1.832  -2.165  -1.269  1.00  0.00           H  
HETATM   26  H12 UNL     1      -2.971  -0.814  -1.776  1.00  0.00           H  
HETATM   27  H13 UNL     1      -0.389  -0.231  -1.864  1.00  0.00           H  
HETATM   28  H14 UNL     1      -0.985   2.605   0.336  1.00  0.00           H  
CONECT    1    2   15   16
CONECT    2    3    5   17
CONECT    3    4   18   19
CONECT    4   20
CONECT    5    6    6    7
CONECT    7    8   11
CONECT    8    9   21   22
CONECT    9   10   23   24
CONECT   10   11   25   26
CONECT   11   12   27
CONECT   12   13   13   14
CONECT   14   28
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Ser-L-pro	ChEBI
SP	ChEBI
Ser-pro	HMDB
Seryl-proline	HMDB
1-L-Seryl-L-proline	HMDB
L-Seryl-L-proline	HMDB
S-p Dipeptide	HMDB
SP Dipeptide	HMDB
Serine proline dipeptide	HMDB
Serine-proline dipeptide	HMDB
Serinyl-proline	HMDB
Serinylproline	HMDB
Serylproline	ChEBI

Chemical Formula

C₈H₁₄N₂O₄

Average Molecular Weight

202.21

Monoisotopic Molecular Weight

202.095356939

IUPAC Name

(2S)-1-[(2S)-2-amino-3-hydroxypropanoyl]pyrrolidine-2-carboxylic acid

Traditional Name

(2S)-1-[(2S)-2-amino-3-hydroxypropanoyl]pyrrolidine-2-carboxylic acid

CAS Registry Number

23827-93-2

SMILES

N[C@@H](CO)C(=O)N1CCC[C@H]1C(O)=O

InChI Identifier

InChI=1S/C8H14N2O4/c9-5(4-11)7(12)10-3-1-2-6(10)8(13)14/h5-6,11H,1-4,9H2,(H,13,14)/t5-,6-/m0/s1

InChI Key

WBAXJMCUFIXCNI-WDSKDSINSA-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
Proline or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine carboxylic acid
Tertiary carboxylic acid amide
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Alcohol
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Organonitrogen compound
Organooxygen compound
Primary alcohol
Primary amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

dipeptide (CHEBI:74820 )

Ontology

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	-4.15	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	180 g/L	ALOGPS
logP	-2.9	ALOGPS
logP	-4.2	ChemAxon
logS	-0.05	ALOGPS
pKa (Strongest Acidic)	3.53	ChemAxon
pKa (Strongest Basic)	7.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	103.86 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	47.03 m³·mol⁻¹	ChemAxon
Polarizability	19.63 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
DeepCCS	[M+H]+	142.245	30932474
DeepCCS	[M-H]-	139.849	30932474
DeepCCS	[M-2H]-	173.825	30932474
DeepCCS	[M+Na]+	148.462	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.37 minutes	32390414
Predicted by Siyang on May 30, 2022	9.3631 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.74 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	386.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	461.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	255.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	56.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	46.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	272.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	242.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	859.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	564.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	41.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	725.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	177.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	204.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	730.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	517.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	356.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Serylproline	N[C@@H](CO)C(=O)N1CCC[C@H]1C(O)=O	2677.7	Standard polar	33892256
Serylproline	N[C@@H](CO)C(=O)N1CCC[C@H]1C(O)=O	2029.2	Standard non polar	33892256
Serylproline	N[C@@H](CO)C(=O)N1CCC[C@H]1C(O)=O	2044.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Serylproline,1TMS,isomer #1	C[Si](C)(C)OC[C@H](N)C(=O)N1CCC[C@H]1C(=O)O	1923.7	Semi standard non polar	33892256
Serylproline,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H]1CCCN1C(=O)[C@@H](N)CO	1934.0	Semi standard non polar	33892256
Serylproline,1TMS,isomer #3	C[Si](C)(C)N[C@@H](CO)C(=O)N1CCC[C@H]1C(=O)O	1981.8	Semi standard non polar	33892256
Serylproline,2TMS,isomer #1	C[Si](C)(C)OC[C@H](N)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C	1952.3	Semi standard non polar	33892256
Serylproline,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CO[Si](C)(C)C)C(=O)N1CCC[C@H]1C(=O)O	1957.2	Semi standard non polar	33892256
Serylproline,2TMS,isomer #3	C[Si](C)(C)N[C@@H](CO)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C	1990.6	Semi standard non polar	33892256
Serylproline,2TMS,isomer #4	C[Si](C)(C)N([C@@H](CO)C(=O)N1CCC[C@H]1C(=O)O)[Si](C)(C)C	2070.9	Semi standard non polar	33892256
Serylproline,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CO[Si](C)(C)C)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C	1960.6	Semi standard non polar	33892256
Serylproline,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CO[Si](C)(C)C)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C	2066.6	Standard non polar	33892256
Serylproline,3TMS,isomer #2	C[Si](C)(C)OC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2102.5	Semi standard non polar	33892256
Serylproline,3TMS,isomer #2	C[Si](C)(C)OC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2121.9	Standard non polar	33892256
Serylproline,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H]1CCCN1C(=O)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C	2095.8	Semi standard non polar	33892256
Serylproline,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H]1CCCN1C(=O)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C	2094.5	Standard non polar	33892256
Serylproline,4TMS,isomer #1	C[Si](C)(C)OC[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2154.0	Semi standard non polar	33892256
Serylproline,4TMS,isomer #1	C[Si](C)(C)OC[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2166.0	Standard non polar	33892256
Serylproline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H](N)C(=O)N1CCC[C@H]1C(=O)O	2160.0	Semi standard non polar	33892256
Serylproline,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1CCCN1C(=O)[C@@H](N)CO	2173.7	Semi standard non polar	33892256
Serylproline,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CO)C(=O)N1CCC[C@H]1C(=O)O	2234.0	Semi standard non polar	33892256
Serylproline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H](N)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2415.9	Semi standard non polar	33892256
Serylproline,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CO[Si](C)(C)C(C)(C)C)C(=O)N1CCC[C@H]1C(=O)O	2421.2	Semi standard non polar	33892256
Serylproline,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CO)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2457.4	Semi standard non polar	33892256
Serylproline,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N([C@@H](CO)C(=O)N1CCC[C@H]1C(=O)O)[Si](C)(C)C(C)(C)C	2542.1	Semi standard non polar	33892256
Serylproline,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CO[Si](C)(C)C(C)(C)C)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2663.9	Semi standard non polar	33892256
Serylproline,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CO[Si](C)(C)C(C)(C)C)C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2652.2	Standard non polar	33892256
Serylproline,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2768.3	Semi standard non polar	33892256
Serylproline,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2748.7	Standard non polar	33892256
Serylproline,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1CCCN1C(=O)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2768.8	Semi standard non polar	33892256
Serylproline,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1CCCN1C(=O)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2691.6	Standard non polar	33892256
Serylproline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3012.3	Semi standard non polar	33892256
Serylproline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)N1CCC[C@H]1C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2915.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Serylproline 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 - Serylproline 10V, Positive-QTOF	splash10-0f79-2940000000-afb7985a525fc84650a4	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylproline 20V, Positive-QTOF	splash10-03y0-8900000000-bf25f01010542c6eb80b	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylproline 40V, Positive-QTOF	splash10-014l-9100000000-63a2065259fdc64dfd76	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylproline 10V, Negative-QTOF	splash10-0zfr-0940000000-25150f846320d5c0d4ba	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylproline 20V, Negative-QTOF	splash10-0bwi-3900000000-58b499ee65622677ac37	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylproline 40V, Negative-QTOF	splash10-0bt9-9300000000-c027b581e87d10d4a894	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylproline 10V, Negative-QTOF	splash10-0w29-4790000000-ec2284a538e9b9fdf6f8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylproline 20V, Negative-QTOF	splash10-03di-7900000000-82aab256121fb91d2391	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylproline 40V, Negative-QTOF	splash10-03dj-9400000000-fc3b87ed5b488d0d7143	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylproline 10V, Positive-QTOF	splash10-0udi-0590000000-d37aaeb72f615a8cdfb3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylproline 20V, Positive-QTOF	splash10-03xs-9610000000-ddb2723f47a6fe599473	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylproline 40V, Positive-QTOF	splash10-00di-9000000000-ea6531f243ac56c7e3b9	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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
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

Associated Disorders and Diseases

Disease References

Colorectal cancer

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 ]
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 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112054

KNApSAcK ID

Not Available

Chemspider ID

3571782

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4369021

PDB ID

Not Available

ChEBI ID

74820

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

Oguri S, Amano K, Nakashita H, Nagata Y, Momonoki YS: Molecular structure and properties of lectin from tomato fruit. Biosci Biotechnol Biochem. 2008 Oct;72(10):2640-50. Epub 2008 Oct 7. [PubMed:18838808 ]
Woessner JP, Molendijk AJ, van Egmond P, Klis FM, Goodenough UW, Haring MA: Domain conservation in several volvocalean cell wall proteins. Plant Mol Biol. 1994 Nov;26(3):947-60. [PubMed:8000007 ]
Gal M, Edmonds KA, Milbradt AG, Takeuchi K, Wagner G: Speeding up direct (15)N detection: hCaN 2D NMR experiment. J Biomol NMR. 2011 Dec;51(4):497-504. doi: 10.1007/s10858-011-9580-7. Epub 2011 Oct 30. [PubMed:22038648 ]

Showing metabocard for Serylproline (HMDB0029047)

MOL for HMDB0029047 (Serylproline)

3D MOL for HMDB0029047 (Serylproline)

3D SDF for HMDB0029047 (Serylproline)

3D-SDF for HMDB0029047 (Serylproline)

PDB for HMDB0029047 (Serylproline)

3D PDB for HMDB0029047 (Serylproline)

SMILES for HMDB0029047 (Serylproline)

INCHI for HMDB0029047 (Serylproline)

Structure for HMDB0029047 (Serylproline)

3D Structure for HMDB0029047 (Serylproline)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra