NP-MRD: Showing NP-Card for (5s,6r,7e,9e,11z,14z)-6-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid (NP0145011)

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Record Information

Version

2.0

Created at

2022-09-02 00:06:51 UTC

Updated at

2022-09-02 00:06:52 UTC

NP-MRD ID

NP0145011

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5s,6r,7e,9e,11z,14z)-6-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid

Description

Leukotriene F4, also known as LTF4, belongs to the class of organic compounds known as leukotrienes. These are eicosanoids containing a hydroxyl group attached to the aliphatic chain of an arachidonic acid. Leukotrienes have four double bonds, three (and only three) of which are conjugated. Thus, leukotriene F4 is considered to be an eicosanoid lipid molecule. Leukotriene F4 is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (5s,6r,7e,9e,11z,14z)-6-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid is found in Arabidopsis thaliana. (5s,6r,7e,9e,11z,14z)-6-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid was first documented in 1991 (PMID: 1675639). A leukotriene composed of (7E,9E,11Z,14Z)-icosa-7,9,11,14-tetraenoic acid having (5S)-hydroxy and (6R)-(L-gamma-glutamyl-L-cystein-S-yl) substituents (PMID: 12729612) (PMID: 1609121) (PMID: 1850146) (PMID: 20201353).

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv0541 02231220392D          

 39 38  0  0  1  0            999 V2000
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   17.5444   -6.4859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2576   -3.1858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2576  -10.6109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1 13  1  0  0  0  0
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 35 38  1  0  0  0  0
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 37 39  1  0  0  0  0
 38 39  2  0  0  0  0
M  END

     RDKit          3D

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M  END

  Mrv0541 02231220392D          

 39 38  0  0  1  0            999 V2000
   16.8299   -5.2484    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.1155   -3.1858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.6865   -8.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6865   -8.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4010   -7.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2589   -4.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8299   -6.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2576   -4.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9720   -9.3734    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.1168   -7.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8314   -8.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1168   -6.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8314   -8.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9734   -4.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9720  -10.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8314   -6.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5458   -9.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6879   -4.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8314   -5.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1168   -5.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4024   -4.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1168   -4.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 16  1  0  0  0  0
 12  2  1  6  0  0  0
  3 24  1  0  0  0  0
  4 25  1  0  0  0  0
  5 22  2  0  0  0  0
  6 24  2  0  0  0  0
  7 25  2  0  0  0  0
  8 32  1  0  0  0  0
  9 32  2  0  0  0  0
 17 10  1  1  0  0  0
 10 22  1  0  0  0  0
 26 11  1  1  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 19  1  1  0  0  0
 14 15  1  0  0  0  0
 15 18  1  0  0  0  0
 16 17  1  0  0  0  0
 17 24  1  0  0  0  0
 18 25  1  0  0  0  0
 19 23  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 26  1  0  0  0  0
 23 31  1  0  0  0  0
 26 32  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 30  1  0  0  0  0
 29 33  1  0  0  0  0
 30 34  1  0  0  0  0
 31 35  2  0  0  0  0
 33 36  2  0  0  0  0
 35 38  1  0  0  0  0
 36 37  1  0  0  0  0
 37 39  1  0  0  0  0
 38 39  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0145011

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C/C\C=C/C=C/C=C/[C@@H](SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O)[C@@H](O)CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H44N2O8S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-24(23(31)15-14-17-26(33)34)39-20-22(28(37)38)30-25(32)19-18-21(29)27(35)36/h6-7,9-13,16,21-24,31H,2-5,8,14-15,17-20,29H2,1H3,(H,30,32)(H,33,34)(H,35,36)(H,37,38)/b7-6-,10-9-,12-11+,16-13+/t21-,22-,23-,24+/m0/s1

> <INCHI_KEY>
PYSODLWHFWCFLV-VJBFNVCUSA-N

> <FORMULA>
C28H44N2O8S

> <MOLECULAR_WEIGHT>
568.723

> <EXACT_MASS>
568.281837084

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
62.919551999771414

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5S,6R,7E,9E,11Z,14Z)-6-{[(2R)-2-[(4S)-4-amino-4-carboxybutanamido]-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid

> <ALOGPS_LOGP>
0.69

> <JCHEM_LOGP>
1.1398587782249832

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.8250885227652764

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7728934985652813

> <JCHEM_PKA_STRONGEST_BASIC>
9.31206477255663

> <JCHEM_POLAR_SURFACE_AREA>
187.24999999999997

> <JCHEM_REFRACTIVITY>
155.7075

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.95e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
leukotriene F4

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      31.416  -9.797   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      30.082  -5.947   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      31.416 -14.417   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      23.414  -8.257   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      30.082 -15.187   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      32.750 -12.107   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      24.748  -5.947   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      24.748 -19.807   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      27.415 -19.807   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      28.749 -12.877   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      24.748 -16.727   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      30.082  -7.487   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.416  -8.257   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      28.749  -8.257   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.415  -7.487   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      30.082 -10.567   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.082 -12.107   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.081  -8.257   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      32.750  -7.487   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      27.415 -15.187   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.415 -16.727   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      28.749 -14.417   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      34.083  -8.257   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      31.416 -12.877   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      24.748  -7.487   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      26.081 -17.497   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      39.418 -14.417   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      40.752 -15.187   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      39.418 -12.877   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      40.752 -16.727   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      35.417  -7.487   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      26.081 -19.037   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      40.752 -12.107   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      42.085 -17.497   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      36.751  -8.257   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      40.752 -10.567   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      39.418  -9.797   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      38.084  -7.487   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      39.418  -8.257   0.000  0.00  0.00           C+0
CONECT    1   13   16                                                       
CONECT    2   12                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   22                                                            
CONECT    6   24                                                            
CONECT    7   25                                                            
CONECT    8   32                                                            
CONECT    9   32                                                            
CONECT   10   17   22                                                       
CONECT   11   26                                                            
CONECT   12    2   13   14                                                  
CONECT   13    1   12   19                                                  
CONECT   14   12   15                                                       
CONECT   15   14   18                                                       
CONECT   16    1   17                                                       
CONECT   17   10   16   24                                                  
CONECT   18   15   25                                                       
CONECT   19   13   23                                                       
CONECT   20   21   22                                                       
CONECT   21   20   26                                                       
CONECT   22    5   10   20                                                  
CONECT   23   19   31                                                       
CONECT   24    3    6   17                                                  
CONECT   25    4    7   18                                                  
CONECT   26   11   21   32                                                  
CONECT   27   28   29                                                       
CONECT   28   27   30                                                       
CONECT   29   27   33                                                       
CONECT   30   28   34                                                       
CONECT   31   23   35                                                       
CONECT   32    8    9   26                                                  
CONECT   33   29   36                                                       
CONECT   34   30                                                            
CONECT   35   31   38                                                       
CONECT   36   33   37                                                       
CONECT   37   36   39                                                       
CONECT   38   35   39                                                       
CONECT   39   37   38                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   76    0
END

View in JSmol

Synonyms

Value	Source
5(S)-Hydroxy-6(R)-S-gamma-glutamylcysteine-7,9-trans-11,14-cis-eicosatetraenoic acid	ChEBI
L-gamma-Glutamyl-S-{(1R,2E,4E,6Z,9Z)-1-[(1S)-4-carboxy-1-hydroxybutyl]pentadeca-2,4,6,9-tetraen-1-yl}-L-cysteine	ChEBI
Leukotriene F-4	ChEBI
LTF4	ChEBI
5(S)-Hydroxy-6(R)-S-g-glutamylcysteine-7,9-trans-11,14-cis-eicosatetraenoate	Generator
5(S)-Hydroxy-6(R)-S-g-glutamylcysteine-7,9-trans-11,14-cis-eicosatetraenoic acid	Generator
5(S)-Hydroxy-6(R)-S-gamma-glutamylcysteine-7,9-trans-11,14-cis-eicosatetraenoate	Generator
5(S)-Hydroxy-6(R)-S-γ-glutamylcysteine-7,9-trans-11,14-cis-eicosatetraenoate	Generator
5(S)-Hydroxy-6(R)-S-γ-glutamylcysteine-7,9-trans-11,14-cis-eicosatetraenoic acid	Generator
L-g-Glutamyl-S-{(1R,2E,4E,6Z,9Z)-1-[(1S)-4-carboxy-1-hydroxybutyl]pentadeca-2,4,6,9-tetraen-1-yl}-L-cysteine	Generator
L-Γ-glutamyl-S-{(1R,2E,4E,6Z,9Z)-1-[(1S)-4-carboxy-1-hydroxybutyl]pentadeca-2,4,6,9-tetraen-1-yl}-L-cysteine	Generator
5S-Hydroxy-6R-(S-glutamylcysteinyl)-7E,9E,11Z,14Z-eicosatetraenoate	HMDB
5S-Hydroxy-6R-(S-glutamylcysteinyl)-7E,9E,11Z,14Z-eicosatetraenoic acid	HMDB

Chemical Formula

C₂₈H₄₄N₂O₈S

Average Mass

568.7230 Da

Monoisotopic Mass

568.28184 Da

IUPAC Name

(5S,6R,7E,9E,11Z,14Z)-6-{[(2R)-2-[(4S)-4-amino-4-carboxybutanamido]-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid

Traditional Name

leukotriene F4

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C\C=C/C=C/C=C/[C@@H](SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O)[C@@H](O)CCCC(O)=O

InChI Identifier

InChI=1S/C28H44N2O8S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-24(23(31)15-14-17-26(33)34)39-20-22(28(37)38)30-25(32)19-18-21(29)27(35)36/h6-7,9-13,16,21-24,31H,2-5,8,14-15,17-20,29H2,1H3,(H,30,32)(H,33,34)(H,35,36)(H,37,38)/b7-6-,10-9-,12-11+,16-13+/t21-,22-,23-,24+/m0/s1

InChI Key

PYSODLWHFWCFLV-VJBFNVCUSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Arabidopsis thaliana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as leukotrienes. These are eicosanoids containing a hydroxyl group attached to the aliphatic chain of an arachidonic acid. Leukotrienes have four double bonds, three (and only three) of which are conjugated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Leukotrienes

Alternative Parents

Substituents

Leukotriene
Hydroxyeicosatetraenoic acid
Alpha-dipeptide
Gamma-glutamyl alpha-amino acid
Glutamine or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Cysteine or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Tricarboxylic acid or derivatives
Hydroxy fatty acid
Thia fatty acid
Fatty amide
N-acyl-amine
Secondary alcohol
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Thioether
Sulfenyl compound
Dialkylthioether
Carboxylic acid derivative
Carboxylic acid
Primary amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Alcohol
Primary aliphatic amine
Organonitrogen compound
Carbonyl group
Organooxygen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Organosulfur compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

leukotriene (CHEBI:27491 )
Leukotrienes (C06462 )
Leukotrienes (LMFA03020009 )

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	0.69	ALOGPS
logP	1.14	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	1.77	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	187.25 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	155.71 m³·mol⁻¹	ChemAxon
Polarizability	62.92 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

HMDB0006465

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023925

KNApSAcK ID

Not Available

Chemspider ID

4444440

KEGG Compound ID

C06462

BioCyc ID

Not Available

BiGG ID

2705818

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280938

PDB ID

Not Available

ChEBI ID

27491

Good Scents ID

Not Available

References

General References

Reddanna P, Prabhu KS, Whelan J, Reddy CC: Carboxypeptidase A-catalyzed direct conversion of leukotriene C4 to leukotriene F4. Arch Biochem Biophys. 2003 May 15;413(2):158-63. doi: 10.1016/s0003-9861(03)00080-8. [PubMed:12729612 ]
Martin LD, Barnes SD, Wetzel RC: Acute hypoxia alters eicosanoid production of perfused pulmonary artery endothelial cells in culture. Prostaglandins. 1992 Apr;43(4):371-82. doi: 10.1016/0090-6980(92)90037-t. [PubMed:1609121 ]
Baba T, Black KL, Ikezaki K, Chen KN, Becker DP: Intracarotid infusion of leukotriene C4 selectively increases blood-brain barrier permeability after focal ischemia in rats. J Cereb Blood Flow Metab. 1991 Jul;11(4):638-43. doi: 10.1038/jcbfm.1991.115. [PubMed:1675639 ]
Eberhardt I, Kiesel L, Rosenberg K, Klinga K, Runnebaum B: Characterization of leukotriene C4 binding in anterior pituitary membrane preparations. Prostaglandins. 1991 Feb;41(2):185-99. doi: 10.1016/0090-6980(91)90030-j. [PubMed:1850146 ]
Wodz-Naskiewicz K, Pawliczak R: [Cysteinyl leukotrienes and their receptors]. Postepy Biochem. 2009;55(4):395-405. [PubMed:20201353 ]
LOTUS database [Link]

Showing NP-Card for (5s,6r,7e,9e,11z,14z)-6-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid (NP0145011)

MOL for NP0145011 ((5s,6r,7e,9e,11z,14z)-6-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid)

3D MOL for NP0145011 ((5s,6r,7e,9e,11z,14z)-6-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid)

3D SDF for NP0145011 ((5s,6r,7e,9e,11z,14z)-6-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid)

3D-SDF for NP0145011 ((5s,6r,7e,9e,11z,14z)-6-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid)

PDB for NP0145011 ((5s,6r,7e,9e,11z,14z)-6-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid)

3D PDB for NP0145011 ((5s,6r,7e,9e,11z,14z)-6-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid)

SMILES for NP0145011 ((5s,6r,7e,9e,11z,14z)-6-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid)

INCHI for NP0145011 ((5s,6r,7e,9e,11z,14z)-6-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid)

Structure for NP0145011 ((5s,6r,7e,9e,11z,14z)-6-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid)

3D Structure for NP0145011 ((5s,6r,7e,9e,11z,14z)-6-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-carboxyethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid)