Showing metabocard for N-Hexanal (MMDBc0033692)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:59:13 UTC
Update Date2024-09-28 04:39:07 UTC
Metabolite IDMMDBc0033692
Metabolite Identification
Common NameN-Hexanal
DescriptionHexanal is an alkyl aldehyde found in human biofluids. Human milk samples collected from women contains hexanal. Among mediators of oxidative stress, highly reactive secondary aldehydic lipid peroxidation products can initiate the processes of spontaneous mutagenesis and carcinogenesis and can also act as a growth-regulating factors and signaling molecules. In specimens obtained from adult patients with brain astrocytomas, lower levels of n-hexanal are associated with poorer patient prognosis. Hexanal has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID:22626821 ). Hexanal is a volatile compound that has been associated with the development of undesirable flavours. The content of hexanal, which is a major breakdown product of linoleic acid (LA, n - 6 PUFA) oxidation, has been used to follow the course of lipid oxidation and off-flavour development in foods, and have been proposed as one potential marker of milk quality. A "cardboard-like" off-flavour is frequently associated with dehydrated milk products. This effect is highly correlated with the headspace concentration of hexanal. (Food Chemistry. Volume 107, Issue 1, 1 March 2008, Pages 558-569, PMID:17934948 , 17487452 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00005645c9f42f08>


  Mrv1652309272007462D          

  7  6  0  0  0  0            999 V2000
   -0.5845   -0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3022   -0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8428   -0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0159   -0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7297   -0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7297    0.3038    0.0000 O   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
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00005645c9f42f08>

HMDB0005994
     RDKit          3D
Hexanal
 19 18  0  0  0  0  0  0  0  0999 V2000
   -2.5362    0.0479    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3984    0.4468    1.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0983    0.6200    0.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3550   -0.6137   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6460   -0.3653   -1.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7742    0.0565   -0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    1.0152    0.4887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4797    0.2167    0.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5749    0.6485   -0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5302   -1.0308   -0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6362    1.4147    1.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -0.3272    1.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0759    1.5192   -0.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6499    0.8384    1.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4034   -1.0862   -1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5933   -1.4358    0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9513   -1.2896   -1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4955    0.4284   -1.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7046   -0.5391   -0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
M  END
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3D SDF for #<Metabolite:0x00005645c9f42f08>


  Mrv1652309272007462D          

  7  6  0  0  0  0            999 V2000
   -0.5845   -0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3022   -0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8428   -0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0159   -0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7297   -0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7297    0.3038    0.0000 O   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
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033692

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCC=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O/c1-2-3-4-5-6-7/h6H,2-5H2,1H3

> <INCHI_KEY>
JARKCYVAAOWBJS-UHFFFAOYSA-N

> <FORMULA>
C6H12O

> <MOLECULAR_WEIGHT>
100.1589

> <EXACT_MASS>
100.088815006

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
12.32467328566576

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hexanal

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
1.6522798753333334

> <ALOGPS_LOGS>
-1.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.788839028560098

> <JCHEM_PKA_STRONGEST_BASIC>
-6.944305972130752

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
30.148199999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.49e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hexanal

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00005645c9f42f08>

HMDB0005994
     RDKit          3D
Hexanal
 19 18  0  0  0  0  0  0  0  0999 V2000
   -2.5362    0.0479    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3984    0.4468    1.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0983    0.6200    0.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3550   -0.6137   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6460   -0.3653   -1.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7742    0.0565   -0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    1.0152    0.4887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4797    0.2167    0.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5749    0.6485   -0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5302   -1.0308   -0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6362    1.4147    1.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -0.3272    1.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0759    1.5192   -0.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6499    0.8384    1.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4034   -1.0862   -1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5933   -1.4358    0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9513   -1.2896   -1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4955    0.4284   -1.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7046   -0.5391   -0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
M  END
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PDB for #<Metabolite:0x00005645c9f42f08>

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      -1.091  -1.743   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.241  -0.970   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.431  -0.970   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.573  -1.743   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.763  -1.743   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.095  -0.970   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.095   0.567   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for #<Metabolite:0x00005645c9f42f08>

COMPND    HMDB0005994
HETATM    1  C1  UNL     1      -2.536   0.048   0.184  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.398   0.447   1.077  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.098   0.620   0.331  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.355  -0.614  -0.359  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.646  -0.365  -1.099  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.774   0.056  -0.265  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.806   1.015   0.489  1.00  0.00           O  
HETATM    8  H1  UNL     1      -3.480   0.217   0.750  1.00  0.00           H  
HETATM    9  H2  UNL     1      -2.575   0.648  -0.750  1.00  0.00           H  
HETATM   10  H3  UNL     1      -2.530  -1.031  -0.095  1.00  0.00           H  
HETATM   11  H4  UNL     1      -1.636   1.415   1.553  1.00  0.00           H  
HETATM   12  H5  UNL     1      -1.243  -0.327   1.848  1.00  0.00           H  
HETATM   13  H6  UNL     1      -0.076   1.519  -0.318  1.00  0.00           H  
HETATM   14  H7  UNL     1       0.650   0.838   1.155  1.00  0.00           H  
HETATM   15  H8  UNL     1      -0.403  -1.086  -1.015  1.00  0.00           H  
HETATM   16  H9  UNL     1       0.593  -1.436   0.389  1.00  0.00           H  
HETATM   17  H10 UNL     1       1.951  -1.290  -1.674  1.00  0.00           H  
HETATM   18  H11 UNL     1       1.495   0.428  -1.902  1.00  0.00           H  
HETATM   19  H12 UNL     1       3.705  -0.539  -0.301  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3   11   12
CONECT    3    4   13   14
CONECT    4    5   15   16
CONECT    5    6   17   18
CONECT    6    7    7   19
END
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SMILES for #<Metabolite:0x00005645c9f42f08>

CCCCCC=O
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INCHI for #<Metabolite:0x00005645c9f42f08>

InChI=1S/C6H12O/c1-2-3-4-5-6-7/h6H,2-5H2,1H3
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Synonyms
ValueSource
1-HexanalChEBI
Aldehyde C-6ChEBI
C6 AldehydeChEBI
CaproaldehydeChEBI
Caproic aldehydeChEBI
HexaldehydeChEBI
Hexan-1-alChEBI
HexanaldehydeChEBI
Hexoic aldehydeChEBI
HexylaldehydeChEBI
N-C5H11CHOChEBI
N-CaproaldehydeChEBI
N-Caproic aldehydeChEBI
N-HexanalChEBI
N-HexylaldehydeChEBI
CapronaldehydeHMDB
HexanalMeSH
n-CapronaldehydeHMDB
Molecular FormulaC6H12O
Average Mass100.1589
Monoisotopic Mass100.088815006
IUPAC Namehexanal
Traditional Namehexanal
CAS Registry Number66-25-1
SMILES
CCCCCC=O
InChI Identifier
InChI=1S/C6H12O/c1-2-3-4-5-6-7/h6H,2-5H2,1H3
InChI KeyJARKCYVAAOWBJS-UHFFFAOYSA-N