NP-MRD: Showing NP-Card for (R)-4'-Phosphopantothenoyl-L-cysteine (NP0062916)

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Record Information

Version

2.0

Created at

2022-04-28 07:26:44 UTC

Updated at

2022-04-28 07:26:44 UTC

NP-MRD ID

NP0062916

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(R)-4'-Phosphopantothenoyl-L-cysteine

Description

4'-Phosphopantothenoylcysteine, also known as pantothenoylcysteine 4'-phosphate, belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond. 4'-Phosphopantothenoylcysteine is an extremely weak basic (essentially neutral) compound (based on its pKa). 4'-Phosphopantothenoylcysteine exists in all living species, ranging from bacteria to humans. Within humans, 4'-phosphopantothenoylcysteine participates in a number of enzymatic reactions. In particular, cytidine monophosphate and 4'-phosphopantothenoylcysteine can be biosynthesized from cytidine triphosphate, D-4'-phosphopantothenate, and L-cysteine; which is mediated by the enzyme phosphopantothenate--cysteine ligase. In addition, 4'-phosphopantothenoylcysteine can be converted into pantetheine 4'-phosphate through its interaction with the enzyme phosphopantothenoylcysteine decarboxylase. In humans, 4'-phosphopantothenoylcysteine is involved in pantothenate and coa biosynthesis. (R)-4'-Phosphopantothenoyl-L-cysteine is found in Escherichia coli. (R)-4'-Phosphopantothenoyl-L-cysteine was first documented in 2006 (PMID: 16371361). The N- derivative of L-cysteine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 48 47  0  0  0  0  0  0  0  0999 V2000
   -3.3111    1.4467   -0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3097    0.1351   -0.1164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5732    0.2442    1.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7819   -0.1970    0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2420    0.8368    0.9920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8448    0.6596    1.4404 P   0  0  1  0  0  5  0  0  0  0  0  0
   -7.6143    1.8526    0.8835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5563   -0.7271    0.8519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0240    0.7009    3.1123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7172   -0.9956   -0.9315 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4754   -1.1623   -2.1111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3461   -0.6936   -1.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1427   -0.4386   -2.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1989   -0.6483   -0.5194 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0816   -0.3279   -1.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1834   -0.3308   -0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942   -0.0025   -0.6285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5952    0.2371   -1.8476 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6425    0.0439    0.1844 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9657    0.3669   -0.3560 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4907    1.6326    0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1217    1.9979   -0.3596 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8661   -0.7629   -0.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4703   -1.7906    0.5381 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1966   -0.7392   -0.4708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0769    2.1130   -0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3488    1.9875   -0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5941    1.3569   -1.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3416   -0.7553    1.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2972    0.7361    1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6904    0.9027    1.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8775   -1.1933    0.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3534   -0.1741   -0.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0637   -1.5502    1.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1375    0.6291    3.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8307   -1.9221   -0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6088   -2.1156   -2.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2568   -0.8535    0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3968   -1.0418   -1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9942    0.6867   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9724    0.4172    0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1878   -1.3451    0.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5424   -0.1588    1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9284    0.5561   -1.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8140    2.4716    0.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6315    1.3908    1.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1572    1.6708    0.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8824   -1.0430    0.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  2  4  1  0
  4  5  1  0
  6  5  1  1
  6  8  1  0
  6  9  1  0
  6  7  2  0
  2 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 25  1  0
 23 24  2  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  1
 11 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 19 43  1  0
 20 44  1  6
 21 45  1  0
 21 46  1  0
 22 47  1  0
 25 48  1  0
M  END


  Mrv1652305072018462D          

 25 24  0  0  0  0            999 V2000
 9988.8308 9987.7878    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9989.5442 9987.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.1133 9987.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.8308 9988.6126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9990.2596 9987.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.9565 9986.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.1318 9986.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.3989 9987.7878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9988.1133 9986.5512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9990.9750 9987.3755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9986.6843 9987.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.6884 9987.7878    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9985.9697 9987.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.2760 9988.5053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.4038 9987.3755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.1007 9988.5053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.2549 9987.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.5403 9987.7878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9985.2549 9986.5512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9983.8257 9987.3755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9983.1111 9987.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9983.8257 9986.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.3963 9987.3755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9983.1111 9988.6126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9983.1111 9986.1376    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  2  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  1  0  0  0
 21 23  1  0  0  0  0
 21 24  2  0  0  0  0
 22 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0062916

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(COP(O)(O)=O)[C@@H](O)C(=O)NCCC(=O)N[C@@H](CS)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H23N2O9PS/c1-12(2,6-23-24(20,21)22)9(16)10(17)13-4-3-8(15)14-7(5-25)11(18)19/h7,9,16,25H,3-6H2,1-2H3,(H,13,17)(H,14,15)(H,18,19)(H2,20,21,22)/t7-,9-/m0/s1

> <INCHI_KEY>
XQYALQVLCNHCFT-CBAPKCEASA-N

> <FORMULA>
C12H23N2O9PS

> <MOLECULAR_WEIGHT>
402.358

> <EXACT_MASS>
402.086187546

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
36.250626263676736

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-{3-[(2R)-2-hydroxy-3-methyl-3-[(phosphonooxy)methyl]butanamido]propanamido}-3-sulfanylpropanoic acid

> <ALOGPS_LOGP>
-0.88

> <JCHEM_LOGP>
-1.966908166

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.492691096684799

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7848516255104219

> <JCHEM_PKA_STRONGEST_BASIC>
-3.810580264485595

> <JCHEM_POLAR_SURFACE_AREA>
182.48999999999998

> <JCHEM_REFRACTIVITY>
87.40769999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.36e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-{3-[(2R)-2-hydroxy-3-methyl-3-[(phosphonooxy)methyl]butanamido]propanamido}-3-sulfanylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-MAY-20         0                                  
HETATM    1  C   UNK     0    8645.8178643.871   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8647.1498643.101   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8644.4788643.101   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8645.8178645.410   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8648.4858643.871   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8647.9198641.769   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8646.3798641.769   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0    8643.1458643.871   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0    8644.4788641.562   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8649.8208643.101   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8641.8118643.101   0.000  0.00  0.00           C+0
HETATM   12  P   UNK     0    8651.1528643.871   0.000  0.00  0.00           P+0
HETATM   13  C   UNK     0    8640.4778643.871   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8650.3828645.210   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8652.4878643.101   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8651.9218645.210   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8639.1438643.101   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0    8637.8098643.871   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0    8639.1438641.562   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8636.4758643.101   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8635.1418643.871   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8636.4758641.562   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8633.8068643.101   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0    8635.1418645.410   0.000  0.00  0.00           O+0
HETATM   25  S   UNK     0    8635.1418640.790   0.000  0.00  0.00           S+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6    7                                             
CONECT    3    1    8    9                                                  
CONECT    4    1                                                            
CONECT    5    2   10                                                       
CONECT    6    2                                                            
CONECT    7    2                                                            
CONECT    8    3   11                                                       
CONECT    9    3                                                            
CONECT   10    5   12                                                       
CONECT   11    8   13                                                       
CONECT   12   10   14   15   16                                             
CONECT   13   11   17                                                       
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16   12                                                            
CONECT   17   13   18   19                                                  
CONECT   18   17   20                                                       
CONECT   19   17                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20   23   24                                                  
CONECT   22   20   25                                                       
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   22                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   48    0
END

View in JSmol

Synonyms

Value	Source
(R)-4'-Phosphopantothenoyl-L-cysteine	ChEBI
N-((R)-4'-Phosphopantothenoyl)-L-cysteine	ChEBI
N-[(R)-4'-Phosphopantothenoyl]-L-cysteine	ChEBI
(R)-4'-Phospho-N-pantothenoyl-L-cysteine	HMDB
(R)-N-[N-[2-Hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl]-b-alanyl]-L-cysteine	HMDB
(R)-N-[N-[2-Hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl]-beta-alanyl]-L-cysteine	HMDB
4'-p-N-Pantothenoylcysteine	HMDB
4'-Phospho-N-pantothenoylcysteine	HMDB
4'-Phosphopantothenoyl-L-cysteine	HMDB
4-p-N-Pantothenoylcysteine	HMDB
N-((R)-4-Phosphopantothenoyl)-L-cysteine	HMDB
Pantothenoylcysteine 4'-phosphate	HMDB
Pantothenylcysteine 4'-phosphate	HMDB
4'-Phosphopantothenoylcysteine	HMDB
4’-Phosphopantothenoyl-L-cysteine	HMDB
4’-Phosphopantothenoylcysteine	HMDB
N-[(2R)-2-Hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl]-beta-alanyl-L-cysteine	HMDB
N-[(2R)-2-Hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl]-β-alanyl-L-cysteine	HMDB
Pantothenoylcysteine 4’-phosphate	HMDB

Chemical Formula

C₁₂H₂₃N₂O₉PS

Average Mass

402.3580 Da

Monoisotopic Mass

402.08619 Da

IUPAC Name

(2R)-2-{3-[(2R)-2-hydroxy-3-methyl-3-[(phosphonooxy)methyl]butanamido]propanamido}-3-sulfanylpropanoic acid

Traditional Name

(2R)-2-{3-[(2R)-2-hydroxy-3-methyl-3-[(phosphonooxy)methyl]butanamido]propanamido}-3-sulfanylpropanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)(COP(O)(O)=O)[C@@H](O)C(=O)NCCC(=O)N[C@@H](CS)C(O)=O

InChI Identifier

InChI=1S/C12H23N2O9PS/c1-12(2,6-23-24(20,21)22)9(16)10(17)13-4-3-8(15)14-7(5-25)11(18)19/h7,9,16,25H,3-6H2,1-2H3,(H,13,17)(H,14,15)(H,18,19)(H2,20,21,22)/t7-,9-/m0/s1

InChI Key

XQYALQVLCNHCFT-CBAPKCEASA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Escherichia coli	Bacteria	KNApSAcK
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents

Substituents

Hybrid peptide
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Cysteine or derivatives
Beta amino acid or derivatives
Alpha-amino acid or derivatives
Monoalkyl phosphate
Fatty amide
Monosaccharide
N-acyl-amine
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Carboxylic acid derivative
Alkylthiol
Carboxylic acid
Monocarboxylic acid or derivatives
Organonitrogen compound
Organopnictogen compound
Alcohol
Organic oxide
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

L-cysteine derivative (CHEBI:15769 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.88	ALOGPS
logP	-2	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	1.78	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	182.49 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	87.41 m³·mol⁻¹	ChemAxon
Polarizability	36.25 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0001117

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

R-4-PHOSPHOPANTOTHENOYL-L-CYSTEINE

BiGG ID

43650

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440304

PDB ID

Not Available

ChEBI ID

15769

Good Scents ID

Not Available

References

General References

Kupke T, Schwarz W: 4'-phosphopantetheine biosynthesis in Archaea. J Biol Chem. 2006 Mar 3;281(9):5435-44. doi: 10.1074/jbc.M510056200. Epub 2005 Dec 21. [PubMed:16371361 ]

Showing NP-Card for (R)-4'-Phosphopantothenoyl-L-cysteine (NP0062916)

MOL for NP0062916 ((R)-4'-Phosphopantothenoyl-L-cysteine)

3D MOL for NP0062916 ((R)-4'-Phosphopantothenoyl-L-cysteine)

3D SDF for NP0062916 ((R)-4'-Phosphopantothenoyl-L-cysteine)

3D-SDF for NP0062916 ((R)-4'-Phosphopantothenoyl-L-cysteine)

PDB for NP0062916 ((R)-4'-Phosphopantothenoyl-L-cysteine)

3D PDB for NP0062916 ((R)-4'-Phosphopantothenoyl-L-cysteine)

SMILES for NP0062916 ((R)-4'-Phosphopantothenoyl-L-cysteine)

INCHI for NP0062916 ((R)-4'-Phosphopantothenoyl-L-cysteine)

Structure for NP0062916 ((R)-4'-Phosphopantothenoyl-L-cysteine)

3D Structure for NP0062916 ((R)-4'-Phosphopantothenoyl-L-cysteine)