MiMeDB: Showing metabocard for (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoic acid (MMDBc0054965)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:38:44 UTC

Update Date

2022-08-12 20:09:10 UTC

Metabolite ID

MMDBc0054965

Metabolite Identification

Common Name

(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoic acid

Description

(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate, also known as (4Z,7Z,10Z,13Z,16Z,19Z)-dha(1-) or C22:6(omega-3) (1-), belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Based on a literature review very few articles have been published on (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221382D          

 36 35  0  0  0  0            999 V2000
   -0.0000   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.8579    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.8250   -5.7158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.6993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  2  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  2  0  0  0  0
 24 22  1  0  0  0  0
 25  3  1  0  0  0  0
 26  4  1  0  0  0  0
 27  6  1  0  0  0  0
 28  7  1  0  0  0  0
 29  9  1  0  0  0  0
 30 10  1  0  0  0  0
 31 12  1  0  0  0  0
 32 13  1  0  0  0  0
 33 15  1  0  0  0  0
 34 16  1  0  0  0  0
 35 18  1  0  0  0  0
 36 19  1  0  0  0  0
M  CHG  1  24  -1
M  END


  Mrv1652306172221382D          

 36 35  0  0  0  0            999 V2000
   -0.0000   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.8579    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.8250   -5.7158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.6993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  2  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  2  0  0  0  0
 24 22  1  0  0  0  0
 25  3  1  0  0  0  0
 26  4  1  0  0  0  0
 27  6  1  0  0  0  0
 28  7  1  0  0  0  0
 29  9  1  0  0  0  0
 30 10  1  0  0  0  0
 31 12  1  0  0  0  0
 32 13  1  0  0  0  0
 33 15  1  0  0  0  0
 34 16  1  0  0  0  0
 35 18  1  0  0  0  0
 36 19  1  0  0  0  0
M  CHG  1  24  -1
M  END
> <DATABASE_ID>
MMDBc0054965

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(CC)=C([H])C\C([H])=C(\[H])C\C([H])=C(\[H])C\C([H])=C(\[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/p-1/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-

> <INCHI_KEY>
MBMBGCFOFBJSGT-KUBAVDMBSA-M

> <FORMULA>
C22H31O2

> <MOLECULAR_WEIGHT>
327.489

> <EXACT_MASS>
327.232953818

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.35240697221968

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate

> <JCHEM_LOGP>
6.752464827666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.8854984143453795

> <JCHEM_POLAR_SURFACE_AREA>
40.129999999999995

> <JCHEM_REFRACTIVITY>
122.22630000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -0.000 -13.337   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770 -12.003   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.000 -10.669   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770  -9.336   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.310  -9.336   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.080  -8.002   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.310  -6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.770  -6.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.000  -8.002   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.540  -8.002   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.310  -6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.850  -6.668   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.620  -5.335   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.850  -4.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.770  -4.001   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.310  -4.001   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000  -5.335   0.000  0.00  0.00           O-1
HETATM   25  H   UNK     0       1.540 -10.669   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.540  -8.002   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.620  -8.002   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.080  -5.335   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.770  -9.336   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.874  -8.772   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.620  -8.002   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.160  -5.335   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       6.160  -2.667   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.620  -0.000   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.310   1.334   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.770   1.334   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5   26                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   27                                                  
CONECT    7    6    8   28                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   29                                                  
CONECT   10    9   11   30                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   31                                                  
CONECT   13   12   14   32                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   33                                                  
CONECT   16   15   17   34                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   35                                                  
CONECT   19   18   20   36                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    6                                                            
CONECT   28    7                                                            
CONECT   29    9                                                            
CONECT   30   10                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   15                                                            
CONECT   34   16                                                            
CONECT   35   18                                                            
CONECT   36   19                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   70    0
END

Synonyms

Value	Source
(4Z,7Z,10Z,13Z,16Z,19Z)-DHA(1-)	ChEBI
C22:6(Omega-3) (1-)	ChEBI
(4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoic acid	Generator

Molecular Formula

C₂₂H₃₁O₂

Average Mass

327.489

Monoisotopic Mass

327.232953818

IUPAC Name

(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate

Traditional Name

(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate

CAS Registry Number

Not Available

SMILES

[H]C(CC)=C([H])C\C([H])=C(\[H])C\C([H])=C(\[H])C\C([H])=C(\[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCC([O-])=O

InChI Identifier

InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/p-1/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-

InChI Key

MBMBGCFOFBJSGT-KUBAVDMBSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Very long-chain fatty acids

Alternative Parents

Substituents

Very long-chain fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

docosahexaenoate (CHEBI:77016 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	6.75	ChemAxon
pKa (Strongest Acidic)	4.89	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.13 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	122.23 m³·mol⁻¹	ChemAxon
Polarizability	38.35 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

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30786127

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

40486925

PDB ID

Not Available

ChEBI ID

77016

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoic acid (MMDBc0054965)

MOL for #<Metabolite:0x00007fdb459d0530>

3D MOL for #<Metabolite:0x00007fdb459d0530>

3D SDF for #<Metabolite:0x00007fdb459d0530>

3D-SDF for #<Metabolite:0x00007fdb459d0530>

PDB for #<Metabolite:0x00007fdb459d0530>

3D PDB for #<Metabolite:0x00007fdb459d0530>

SMILES for #<Metabolite:0x00007fdb459d0530>

INCHI for #<Metabolite:0x00007fdb459d0530>

Structure for #<Metabolite:0x00007fdb459d0530>

3D Structure for #<Metabolite:0x00007fdb459d0530>