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Showing metabocard for cis-4-Hydroxyproline (HMDB0240251)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-11-30 20:56:21 UTC
Update Date2022-03-07 03:18:14 UTC
HMDB IDHMDB0240251
Secondary Accession NumbersNone
Metabolite Identification
Common Namecis-4-Hydroxyproline
Descriptioncis 4-Hydroxyproline, also known as L-allo-hydroxyproline, belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. cis 4-Hydroxyproline is found, on average, in the highest concentration within a few different foods, such as oats (Avena sativa), ryes (Secale cereale), and wheats (Triticum) and in a lower concentration in white cabbages (Brassica oleracea L. var. capitata L. f. alba DC.), red bell peppers (Capsicum annuum), and garden onions (Allium cepa). cis 4-Hydroxyproline has also been detected, but not quantified in, green bell peppers (Capsicum annuum). This could make cis 4-hydroxyproline a potential biomarker for the consumption of these foods. cis 4-Hydroxyproline 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 cis 4-Hydroxyproline.
Structure
Data?1563892737
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0240251 (cis-4-Hydroxyproline)


  Mrv1652304171922392D          

 11 11  0  0  1  0            999 V2000
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673    1.4888    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6057   -0.8903    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  4  5  1  1  0  0  0
  6  2  1  0  0  0  0
  6  4  1  0  0  0  0
  3  7  1  1  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
  3 10  1  6  0  0  0
  4 11  1  6  0  0  0
M  END
Download

3D MOL for HMDB0240251 (cis-4-Hydroxyproline)

HMDB0240251
     RDKit          3D
cis-4-Hydroxyproline
 18 18  0  0  0  0  0  0  0  0999 V2000
   -2.6444    1.3053    0.4250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1939    0.2537   -0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0489   -0.8022   -0.2848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7950    0.1544   -0.4102 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0182   -0.8456    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3770   -0.5462   -0.1080 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3543   -0.9171    0.7884 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3119    0.9517   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0451    1.3581   -0.1171 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2265   -1.4551    0.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5880   -0.0964   -1.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3262   -1.8743    0.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0888   -0.5952    1.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4510   -1.0894   -1.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2203   -0.6023    0.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9906    1.4808    0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6372    1.1822   -1.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3673    2.1376   -0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9  4  1  0
  3 10  1  0
  4 11  1  6
  5 12  1  0
  5 13  1  0
  6 14  1  6
  7 15  1  0
  8 16  1  0
  8 17  1  0
  9 18  1  0
M  END
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3D SDF for HMDB0240251 (cis-4-Hydroxyproline)


  Mrv1652304171922392D          

 11 11  0  0  1  0            999 V2000
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673    1.4888    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6057   -0.8903    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  4  5  1  1  0  0  0
  6  2  1  0  0  0  0
  6  4  1  0  0  0  0
  3  7  1  1  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
  3 10  1  6  0  0  0
  4 11  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0240251

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(O)CN[C@@]([H])(C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1

> <INCHI_KEY>
PMMYEEVYMWASQN-IMJSIDKUSA-N

> <FORMULA>
C5H9NO3

> <MOLECULAR_WEIGHT>
131.1299

> <EXACT_MASS>
131.058243159

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
12.22031859891446

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
-3.31

> <JCHEM_LOGP>
-3.7163188466782064

> <ALOGPS_LOGS>
0.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.856641323999913

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.641381950764853

> <JCHEM_PKA_STRONGEST_BASIC>
10.617096890348787

> <JCHEM_POLAR_SURFACE_AREA>
69.56

> <JCHEM_REFRACTIVITY>
29.3822

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.92e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-hydroxyproline

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0240251 (cis-4-Hydroxyproline)

HMDB0240251
     RDKit          3D
cis-4-Hydroxyproline
 18 18  0  0  0  0  0  0  0  0999 V2000
   -2.6444    1.3053    0.4250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1939    0.2537   -0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0489   -0.8022   -0.2848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7950    0.1544   -0.4102 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0182   -0.8456    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3770   -0.5462   -0.1080 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3543   -0.9171    0.7884 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3119    0.9517   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0451    1.3581   -0.1171 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2265   -1.4551    0.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5880   -0.0964   -1.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3262   -1.8743    0.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0888   -0.5952    1.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4510   -1.0894   -1.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2203   -0.6023    0.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9906    1.4808    0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6372    1.1822   -1.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3673    2.1376   -0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9  4  1  0
  3 10  1  0
  4 11  1  6
  5 12  1  0
  5 13  1  0
  6 14  1  6
  7 15  1  0
  8 16  1  0
  8 17  1  0
  9 18  1  0
M  END
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PDB for HMDB0240251 (cis-4-Hydroxyproline)

HEADER    PROTEIN                                 17-APR-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-19         0                                  
HETATM    1  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.735  -1.536   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.290  -0.290   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0       1.060   3.620   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.267  -1.375   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.109  -2.943   0.000  0.00  0.00           O+0
HETATM   10  H   UNK     0      -0.312   2.779   0.000  0.00  0.00           H+0
HETATM   11  H   UNK     0       1.131  -1.662   0.000  0.00  0.00           H+0
CONECT    1    3    4                                                       
CONECT    2    3    6                                                       
CONECT    3    1    2    7   10                                             
CONECT    4    1    5    6   11                                             
CONECT    5    4    8    9                                                  
CONECT    6    2    4                                                       
CONECT    7    3                                                            
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    3                                                            
CONECT   11    4                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0240251 (cis-4-Hydroxyproline)

COMPND    HMDB0240251
HETATM    1  O1  UNL     1      -2.644   1.305   0.425  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.194   0.254  -0.070  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.049  -0.802  -0.285  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.795   0.154  -0.410  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.018  -0.846   0.438  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.377  -0.546  -0.108  1.00  0.00           C  
HETATM    7  O3  UNL     1       2.354  -0.917   0.788  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.312   0.952  -0.333  1.00  0.00           C  
HETATM    9  N1  UNL     1      -0.045   1.358  -0.117  1.00  0.00           N  
HETATM   10  H1  UNL     1      -3.226  -1.455   0.473  1.00  0.00           H  
HETATM   11  H2  UNL     1      -0.588  -0.096  -1.472  1.00  0.00           H  
HETATM   12  H3  UNL     1      -0.326  -1.874   0.282  1.00  0.00           H  
HETATM   13  H4  UNL     1      -0.089  -0.595   1.510  1.00  0.00           H  
HETATM   14  H5  UNL     1       1.451  -1.089  -1.089  1.00  0.00           H  
HETATM   15  H6  UNL     1       3.220  -0.602   0.429  1.00  0.00           H  
HETATM   16  H7  UNL     1       1.991   1.481   0.390  1.00  0.00           H  
HETATM   17  H8  UNL     1       1.637   1.182  -1.354  1.00  0.00           H  
HETATM   18  H9  UNL     1      -0.367   2.138  -0.695  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   10
CONECT    4    5    9   11
CONECT    5    6   12   13
CONECT    6    7    8   14
CONECT    7   15
CONECT    8    9   16   17
CONECT    9   18
END
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SMILES for HMDB0240251 (cis-4-Hydroxyproline)

[H][C@@]1(O)CN[C@@]([H])(C1)C(O)=O
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INCHI for HMDB0240251 (cis-4-Hydroxyproline)

InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(2S,4S)-4-Hydroxy-2-pyrrolidinecarboxylic acidChEBI
4-cis-L-HydroxyprolineChEBI
Allo-4-hydroxy-L-prolineChEBI
L-Allo-hydroxyprolineChEBI
L-cis-4-HydroxyprolineChEBI
L-AllohydroxyprolineKegg
(2S,4S)-4-Hydroxy-2-pyrrolidinecarboxylateGenerator
cis-4-Hydroxy-L-prolineHMDB
cis-HydroxyprolineHMDB
(4S)-4-Hydroxy-L-prolineHMDB
(2S,4S)-4-HydroxyprolineHMDB
(2S,4S)-4-Hydroxypyrrolidine-2-carboxylic acidHMDB
(S)-allo-HydroxyprolineHMDB
4(S)-Hydroxy-2(S)-pyrrolidinecarboxylic acidHMDB
4-cis-Hydroxy-L-prolineHMDB
4-allo-HydroxyprolineHMDB
L-allo-4-HydroxyprolineHMDB
allo-4-HydroxyprolineHMDB
allo-Hydroxy-L-prolineHMDB
allo-L-HydroxyprolineHMDB
H-cis-Hyp-OHHMDB
NSC 206274HMDB
cis-4-HydroxyprolineHMDB, MeSH
HydroxyprolineMeSH, HMDB
4 HydroxyprolineMeSH, HMDB
4-HydroxyprolineMeSH, HMDB
OxyprolineMeSH, HMDB
cis 4 HydroxyprolineMeSH, HMDB
Chemical FormulaC5H9NO3
Average Molecular Weight131.1299
Monoisotopic Molecular Weight131.058243159
IUPAC Name(2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid
Traditional NameL-hydroxyproline
CAS Registry Number618-27-9
SMILES
O[C@@H]1CN[C@@H](C1)C(O)=O
InChI Identifier
InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1
InChI KeyPMMYEEVYMWASQN-IMJSIDKUSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentProline and derivatives
Alternative Parents
Substituents
  • Proline or derivatives
  • Alpha-amino acid
  • L-alpha-amino acid
  • Pyrrolidine carboxylic acid
  • Pyrrolidine carboxylic acid or derivatives
  • Pyrrolidine
  • 1,2-aminoalcohol
  • Amino acid
  • Secondary alcohol
  • Carboxylic acid
  • Secondary aliphatic amine
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Secondary amine
  • Organoheterocyclic compound
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Amine
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Source
ProcessNot Available
Role
Biological role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available126.6http://allccs.zhulab.cn/database/detail?ID=AllCCS00001744
[M+H]+Not Available128.5http://allccs.zhulab.cn/database/detail?ID=AllCCS00001744
Predicted Molecular Properties
PropertyValueSource
logP-3.3ALOGPS
logP-3.7ChemAxon
logS0.57ALOGPS
pKa (Strongest Acidic)1.64ChemAxon
pKa (Strongest Basic)10.62ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area69.56 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity29.38 m³·mol⁻¹ChemAxon
Polarizability12.22 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+127.1431661259
DarkChem[M-H]-124.66331661259
DeepCCS[M+H]+126.13530932474
DeepCCS[M-H]-123.26730932474
DeepCCS[M-2H]-160.01830932474
DeepCCS[M+Na]+135.41630932474
AllCCS[M+H]+129.332859911
AllCCS[M+H-H2O]+124.732859911
AllCCS[M+NH4]+133.532859911
AllCCS[M+Na]+134.732859911
AllCCS[M-H]-123.032859911
AllCCS[M+Na-2H]-125.132859911
AllCCS[M+HCOO]-127.432859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.0.72 minutes32390414
Predicted by Siyang on May 30, 20228.8936 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20228.04 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid433.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid320.7 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid39.8 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid206.0 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid80.5 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid291.3 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid221.3 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)861.7 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid564.4 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid39.8 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid664.3 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid209.5 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid307.6 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate756.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA508.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water367.4 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
cis-4-HydroxyprolineO[C@@H]1CN[C@@H](C1)C(O)=O2552.8Standard polar33892256
cis-4-HydroxyprolineO[C@@H]1CN[C@@H](C1)C(O)=O1284.4Standard non polar33892256
cis-4-HydroxyprolineO[C@@H]1CN[C@@H](C1)C(O)=O1552.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
cis-4-Hydroxyproline,1TMS,isomer #1C[Si](C)(C)O[C@@H]1CN[C@H](C(=O)O)C11449.4Semi standard non polar33892256
cis-4-Hydroxyproline,1TMS,isomer #2C[Si](C)(C)OC(=O)[C@@H]1C[C@H](O)CN11354.4Semi standard non polar33892256
cis-4-Hydroxyproline,1TMS,isomer #3C[Si](C)(C)N1C[C@@H](O)C[C@H]1C(=O)O1432.0Semi standard non polar33892256
cis-4-Hydroxyproline,2TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H]1C[C@H](O[Si](C)(C)C)CN11442.1Semi standard non polar33892256
cis-4-Hydroxyproline,2TMS,isomer #2C[Si](C)(C)O[C@H]1C[C@@H](C(=O)O)N([Si](C)(C)C)C11471.9Semi standard non polar33892256
cis-4-Hydroxyproline,2TMS,isomer #3C[Si](C)(C)OC(=O)[C@@H]1C[C@H](O)CN1[Si](C)(C)C1442.8Semi standard non polar33892256
cis-4-Hydroxyproline,3TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H]1C[C@H](O[Si](C)(C)C)CN1[Si](C)(C)C1500.8Semi standard non polar33892256
cis-4-Hydroxyproline,3TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H]1C[C@H](O[Si](C)(C)C)CN1[Si](C)(C)C1594.0Standard non polar33892256
cis-4-Hydroxyproline,3TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H]1C[C@H](O[Si](C)(C)C)CN1[Si](C)(C)C1683.5Standard polar33892256
cis-4-Hydroxyproline,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1CN[C@H](C(=O)O)C11682.0Semi standard non polar33892256
cis-4-Hydroxyproline,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@H](O)CN11602.4Semi standard non polar33892256
cis-4-Hydroxyproline,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C[C@@H](O)C[C@H]1C(=O)O1698.2Semi standard non polar33892256
cis-4-Hydroxyproline,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@H](O[Si](C)(C)C(C)(C)C)CN11905.5Semi standard non polar33892256
cis-4-Hydroxyproline,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@H]1C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)C11989.8Semi standard non polar33892256
cis-4-Hydroxyproline,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@H](O)CN1[Si](C)(C)C(C)(C)C1919.3Semi standard non polar33892256
cis-4-Hydroxyproline,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@H](O[Si](C)(C)C(C)(C)C)CN1[Si](C)(C)C(C)(C)C2197.5Semi standard non polar33892256
cis-4-Hydroxyproline,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@H](O[Si](C)(C)C(C)(C)C)CN1[Si](C)(C)C(C)(C)C2189.9Standard non polar33892256
cis-4-Hydroxyproline,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1C[C@H](O[Si](C)(C)C(C)(C)C)CN1[Si](C)(C)C(C)(C)C2100.8Standard polar33892256
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB030011
KNApSAcK IDC00050777
Chemspider ID389029
KEGG Compound IDC01015
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID28397
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available