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Showing NP-Card for L-Pipecolic acid (NP0000746)

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Record Information
Version2.0
Created at2005-11-16 15:48:42 UTC
Updated at2024-09-03 04:16:34 UTC
NP-MRD IDNP0000746
Natural Product DOIhttps://doi.org/10.57994/0718
Secondary Accession NumbersNone
Natural Product Identification
Common NameL-Pipecolic acid
DescriptionL-pipecolic acid is a normal human metabolite present in human blood, where is present as the primary enantiomer of pipecolic acid. L-pipecolic acid is a cyclic imino acid (contains both imino (>C=NH) and carboxyl (-C(=O)-OH) functional groups) produced during the degradation of lysine, accumulates in body fluids of infants with generalized genetic peroxisomal disorders, including Zellweger syndrome (OMIM 214100 ), neonatal adrenoleukodystrophy (OMIM 202370 ), and infantile Refsum disease (OMIM 266510 ). L-pipecolic acid levels are also elevated in patients with chronic liver diseases. L-pipecolic acid is the substrate of delta1-piperideine-2-carboxylate reductase (EC 1.5.1.21) In the pathway of lysine degradation (PMID: 2717271 , 8305590 , 1050990 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000746 (L-Pipecolic acid)


  Mrv1652309272007402D          

  9  9  0  0  1  0            999 V2000
   -3.3031    0.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0176    0.4580    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3031    1.6955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5887    0.4580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7321   -0.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4466   -0.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4466    0.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7321    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0176   -0.3670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  2  1  0  0  0  0
  5  9  1  0  0  0  0
  2  9  1  0  0  0  0
  2  1  1  1  0  0  0
M  END
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3D MOL for NP0000746 (L-Pipecolic acid)

HMDB0000716
     RDKit          3D
L-Pipecolic acid
 20 20  0  0  0  0  0  0  0  0999 V2000
    3.1462   -0.3823   -0.7555 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0368   -0.1032   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1157    0.4107    1.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7324   -0.2771   -0.9225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0593    0.9988   -0.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7848    1.2694    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1962    0.0291    1.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2746   -1.1200    0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0190   -1.4163   -0.4309 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717   -0.1628    1.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9969   -0.4884   -1.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6733    1.8302   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7185    1.0178   -1.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1380    1.8619    1.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6936    1.8695    0.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1451    0.1425    1.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4317   -0.2523    1.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712   -2.0156    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0617   -0.9893   -0.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0174   -2.2225   -1.0732 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
  7  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  0
  6 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
  8 19  1  0
  9 20  1  0
M  END
Download

3D SDF for NP0000746 (L-Pipecolic acid)


  Mrv1652309272007402D          

  9  9  0  0  1  0            999 V2000
   -3.3031    0.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0176    0.4580    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3031    1.6955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5887    0.4580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7321   -0.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4466   -0.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4466    0.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7321    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0176   -0.3670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  2  1  0  0  0  0
  5  9  1  0  0  0  0
  2  9  1  0  0  0  0
  2  1  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0000746

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)[C@@H]1CCCCN1

> <INCHI_IDENTIFIER>
InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m0/s1

> <INCHI_KEY>
HXEACLLIILLPRG-YFKPBYRVSA-N

> <FORMULA>
C6H11NO2

> <MOLECULAR_WEIGHT>
129.157

> <EXACT_MASS>
129.078978601

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
13.489921399346262

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-piperidine-2-carboxylic acid

> <ALOGPS_LOGP>
-2.17

> <JCHEM_LOGP>
-2.1239620485400845

> <ALOGPS_LOGS>
0.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.063103444066459

> <JCHEM_PKA_STRONGEST_BASIC>
10.388033490366288

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
32.6653

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-pipecolic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0000746 (L-Pipecolic acid)

HMDB0000716
     RDKit          3D
L-Pipecolic acid
 20 20  0  0  0  0  0  0  0  0999 V2000
    3.1462   -0.3823   -0.7555 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0368   -0.1032   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1157    0.4107    1.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7324   -0.2771   -0.9225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0593    0.9988   -0.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7848    1.2694    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1962    0.0291    1.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2746   -1.1200    0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0190   -1.4163   -0.4309 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717   -0.1628    1.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9969   -0.4884   -1.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6733    1.8302   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7185    1.0178   -1.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1380    1.8619    1.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6936    1.8695    0.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1451    0.1425    1.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4317   -0.2523    1.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712   -2.0156    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0617   -0.9893   -0.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0174   -2.2225   -1.0732 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
  7  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  0
  6 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
  8 19  1  0
  9 20  1  0
M  END
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PDB for NP0000746 (L-Pipecolic acid)

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      -6.166   1.625   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.500   0.855   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.166   3.165   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -4.832   0.855   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -8.833  -1.455   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.167  -0.685   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -10.167   0.855   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.833   1.625   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -7.500  -0.685   0.000  0.00  0.00           N+0
CONECT    1    3    4    2                                                  
CONECT    2    8    9    1                                                  
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    6    9                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    2                                                       
CONECT    9    5    2                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for NP0000746 (L-Pipecolic acid)

COMPND    HMDB0000716
HETATM    1  O1  UNL     1       3.146  -0.382  -0.756  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.037  -0.103  -0.216  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.116   0.411   1.080  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.732  -0.277  -0.922  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.059   0.999  -0.930  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.785   1.269   0.353  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.196   0.029   1.090  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.275  -1.120   0.119  1.00  0.00           C  
HETATM    9  N1  UNL     1       0.019  -1.416  -0.431  1.00  0.00           N  
HETATM   10  H1  UNL     1       2.372  -0.163   1.885  1.00  0.00           H  
HETATM   11  H2  UNL     1       0.997  -0.488  -1.991  1.00  0.00           H  
HETATM   12  H3  UNL     1       0.673   1.830  -1.090  1.00  0.00           H  
HETATM   13  H4  UNL     1      -0.719   1.018  -1.827  1.00  0.00           H  
HETATM   14  H5  UNL     1      -0.138   1.862   1.018  1.00  0.00           H  
HETATM   15  H6  UNL     1      -1.694   1.869   0.104  1.00  0.00           H  
HETATM   16  H7  UNL     1      -2.145   0.142   1.651  1.00  0.00           H  
HETATM   17  H8  UNL     1      -0.432  -0.252   1.854  1.00  0.00           H  
HETATM   18  H9  UNL     1      -1.571  -2.016   0.722  1.00  0.00           H  
HETATM   19  H10 UNL     1      -2.062  -0.989  -0.640  1.00  0.00           H  
HETATM   20  H11 UNL     1      -0.017  -2.222  -1.073  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   14   15
CONECT    7    8   16   17
CONECT    8    9   18   19
CONECT    9   20
END
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SMILES for NP0000746 (L-Pipecolic acid)

OC(=O)[C@@H]1CCCCN1
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INCHI for NP0000746 (L-Pipecolic acid)

InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m0/s1
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View in JSmol
Synonyms
ValueSource
(S)-(-)-Pipecolic acidChEBI
(S)-Pipecolic acidChEBI
(S)-Piperidine-2-carboxylic acidChEBI
2-Piperidinecarboxylic acidChEBI
L-(-)-Pipecolic acidChEBI
Pipecolic acidChEBI
Pipecolinic acidChEBI
(S)-(-)-PipecolateGenerator
(S)-PipecolateGenerator
(S)-Piperidine-2-carboxylateGenerator
2-PiperidinecarboxylateGenerator
L-(-)-PipecolateGenerator
PipecolateGenerator
PipecolinateGenerator
L-PipecolateGenerator
(-)-PipecolateHMDB
(-)-Pipecolic acidHMDB
(S)-(-)-2-PiperidinecarboxylateHMDB
(S)-(-)-2-Piperidinecarboxylic acidHMDB
(S)-2-PiperidinecarboxylateHMDB
(S)-2-Piperidinecarboxylic acidHMDB
(S)-PipecolinateHMDB
(S)-Pipecolinic acidHMDB
L-HomoprolineHMDB
L-PipecolinateHMDB
L-Pipecolinic acidHMDB
L-Piperidine-2-carboxylateHMDB
L-Piperidine-2-carboxylic acidHMDB
Pipecolic acid, (+,-)-isomerHMDB
Pipecolic acid, 14C-labeled CPD, (+,-)-isomerHMDB
Homopipecolic acidHMDB
Pipecolic acid, ion(1-), (+,-)-isomerHMDB
Pipecolic acid, ion(1-), (S)-isomerHMDB
Pipecolic acid hydrochloride, (+-)-isomerHMDB
Pipecolic acid, (S)-isomerHMDB
Pipecolic acid, (R)-isomerHMDB
Pipecolic acid, ion (1-)HMDB
Pipecolic acid, monopotassium saltHMDB
(2S)-2-Piperidinecarboxylic acidHMDB
(-)-Pipecolinic acidHMDB
(2S)-Piperidine-2-carboxylic acidHMDB
(RS)-2-Piperidinecarboxylic acidHMDB
(±)-2-piperidinecarboxylic acidHMDB
(±)-pipecolic acidHMDB
(±)-pipecolinic acidHMDB
2-CarboxypiperidineHMDB
2-Pipecolinic acidHMDB
2-Piperidinylcarboxylic acidHMDB
DL-2-Piperidinecarboxylic acidHMDB
DL-Pipecolic acidHMDB
DL-Pipecolinic acidHMDB
DihydrobaikianeHMDB
Hexahydro-2-picolinic acidHMDB
HomoprolineHMDB
Piperidine-6-carboxylic acidHMDB
Piperolinic acidHMDB
alpha-Pipecolinic acidHMDB
Α-pipecolinic acidHMDB
L-Pipecolic acidPhytoBank
Chemical FormulaC6H11NO2
Average Mass129.1570 Da
Monoisotopic Mass129.07898 Da
IUPAC Name(2S)-piperidine-2-carboxylic acid
Traditional NameL-pipecolic acid
CAS Registry Number3105-95-1
SMILES
OC(=O)[C@@H]1CCCCN1
InChI Identifier
InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m0/s1
InChI KeyHXEACLLIILLPRG-YFKPBYRVSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduNot AvailableNot Available2023-06-29View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduNot AvailableNot Available2023-06-29View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Agaricus bisporusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Alternaria oxytropis-
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Astragalux oxyphysus-
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
Castanea sativaKNApSAcK Database
Castanosperma australe-
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Homo sapiensLOTUS Database
Lagopus mutaFooDB
Lemna aequinoctialisPlant
Lemna gibbaKNApSAcK Database
Lemna paucicostataKNApSAcK Database
LeporidaeFooDB
Lepus timidusFooDB
Lotus corniculatusLOTUS Database
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Nicotiana glaucaLOTUS Database
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
Paraburkholderia phymatum-
Phaseolus vulgarisKNApSAcK Database
PhasianidaeFooDB
Phasianus colchicusFooDB
Pleurotus ostreatusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Pseudo-nitzschia multistriataLOTUS Database
Pseudogymnoascus sp. VKM F-4515-
Russula subnigricansLOTUS Database
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Trypanosoma bruceiLOTUS Database
Species Where Detected
Species NameSourceReference
Alternaria oxytropis Raft RiverKNApSAcK Database
Arthroderma otae CBS113480KNApSAcK Database
Phoma medicaginisKNApSAcK Database
Trichophyton equinum CBS127.97KNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Piperidinecarboxylic acid
  • Piperidine
  • Amino acid
  • Carboxylic acid
  • Secondary aliphatic amine
  • Monocarboxylic acid or derivatives
  • Secondary amine
  • Organoheterocyclic compound
  • Azacycle
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Carbonyl group
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point272 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility74060 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility158 g/LALOGPS
logP-2.2ALOGPS
logP-2.1ChemAxon
logS0.09ALOGPS
pKa (Strongest Acidic)2.06ChemAxon
pKa (Strongest Basic)10.39ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.33 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity32.67 m³·mol⁻¹ChemAxon
Polarizability13.49 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000716
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB030970
KNApSAcK IDC00001387
Chemspider ID388365
KEGG Compound IDC00408
BioCyc IDL-PIPECOLATE
BiGG ID34890
Wikipedia LinkPipecolic acid
METLIN ID5684
PubChem Compound439227
PDB IDNot Available
ChEBI ID30913
Good Scents IDrw1253961
References
General References
  1. Mihalik SJ, Moser HW, Watkins PA, Danks DM, Poulos A, Rhead WJ: Peroxisomal L-pipecolic acid oxidation is deficient in liver from Zellweger syndrome patients. Pediatr Res. 1989 May;25(5):548-52. [PubMed:2717271 ]
  2. Baumgartner MR, Jansen GA, Verhoeven NM, Mooyer PA, Jakobs C, Roels F, Espeel M, Fourmaintraux A, Bellet H, Wanders RJ, Saudubray JM: Atypical refsum disease with pipecolic acidemia and abnormal catalase distribution. Ann Neurol. 2000 Jan;47(1):109-13. [PubMed:10632109 ]
  3. Lam S: Stereoselective analysis of D and L dansyl amino acids as the mixed chelate copper(II) complexes by HPLC. J Chromatogr Sci. 1984 Sep;22(9):416-23. [PubMed:6490790 ]
  4. Armstrong DW, Zukowski J, Ercal N, Gasper M: Stereochemistry of pipecolic acid found in the urine and plasma of subjects with peroxisomal deficiencies. J Pharm Biomed Anal. 1993 Oct;11(10):881-6. [PubMed:8305590 ]