MiMeDB: Showing metabocard for Aldehyde (MMDBc0031725)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:45:56 UTC

Update Date

2024-04-30 19:51:44 UTC

Metabolite ID

MMDBc0031725

Metabolite Identification

Common Name

Aldehyde

Description

A dialdehyde is an organic chemical compound with two aldehyde groups. The nomenclature of dialdehydes have the ending -dial or sometimes -dialdehyde. Short aliphatic dialdehydes are sometimes named after the diacid from which they can de derived. An example is butanedial, which is also called succinaldehyde (from succinic acid).; Aldehydes are readily identified by spectroscopic methods. Using IR spectroscopy, they display a strong ŒΩCO band near 1700 cm‚àí1. In their 1H NMR spectra, the formyl hydrogen center absorbs near Œ¥9, which is a distinctive part of the spectrum. This signal shows the characteristic coupling to any protons on the alpha carbon.; An aldehyde ( /Àà√¶ld…®ha…™d/) is an organic compound containing a formyl group. This functional group, with the structure R-CHO, consists of a carbonyl center (a carbon double bonded to oxygen) bonded to hydrogen and an R group, which is any generic alkyl or side chain. The group without R is called the aldehyde group or formyl group. Aldehydes differ from ketones in that the carbonyl is placed at the end of a carbon skeleton rather than between two carbon atoms. Aldehydes are common in organic chemistry. Many fragrances are aldehydes.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0012641
     RDKit          3D
20-oxo-leukotriene B4
 55 54  0  0  0  0  0  0  0  0999 V2000
    5.0544    1.2672    2.9207 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0391    1.6783    2.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2793    1.4009    0.9225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7793   -0.0207    0.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0411   -0.3784   -0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8222   -0.3599   -1.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8822   -1.3349   -0.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6605   -1.0916   -0.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0074    0.2147   -0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7584    0.1492   -1.5744 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2068   -0.2513   -2.8336 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8281   -0.9056   -1.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4075   -0.7043   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3135   -1.7514   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5695   -1.4964    0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697   -2.5332    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6985   -2.2272    0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1767   -0.8507    0.8427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4687    0.0885    1.5534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5778   -0.4099   -0.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0421    1.0091   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2330    1.2234    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6072    2.6702    0.3821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5961    3.0331    1.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9320    3.6131   -0.3646 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7578    2.2565    2.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1222    2.0427    0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3773    1.5866    0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0069   -0.7392    1.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7373   -0.1463    1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7727    0.3132   -1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4902   -1.3960   -0.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2695   -0.7028   -2.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4637    0.6422   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2638   -2.3906   -0.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0611   -1.9496   -0.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917    0.6053    0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6894    0.9678   -1.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3242    1.1473   -1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705    0.4829   -3.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2056   -1.9183   -1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7789    0.3079   -0.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0170   -2.7886   -0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8614   -0.4663    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1421   -3.5881    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3371   -3.0669    1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1841   -0.8662    1.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5810    0.0689    2.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8149   -0.5171   -1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4164   -1.1086   -0.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1962    1.6477   -0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3587    1.2938   -1.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1111    0.6581    0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8926    1.0355    1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7790    4.5562   -0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  6
 11 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  1
 19 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 25 55  1  0
M  END


  Mrv0541 02251208092D          

 25 24  0  0  1  0            999 V2000
    9.1385  -19.0840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8530  -19.4965    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.5675  -19.0840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2819  -19.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9964  -19.0840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7109  -19.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7109  -20.3215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4254  -19.0840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8530  -20.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1385  -20.7340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4241  -20.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7096  -20.7340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9951  -20.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2806  -20.7340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5661  -20.3215    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8517  -20.7340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5661  -19.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8517  -19.0840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8517  -18.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5661  -17.8465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5661  -17.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2806  -16.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2806  -15.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9951  -15.3714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9951  -14.5464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031725

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O5/c21-17-10-6-2-1-3-7-12-18(22)13-8-4-5-9-14-19(23)15-11-16-20(24)25/h3-5,7-9,13-14,17-19,22-23H,1-2,6,10-12,15-16H2,(H,24,25)/b5-4+,7-3-,13-8+,14-9-/t18-,19-/m1/s1

> <INCHI_KEY>
LVLQYGYNBVIONY-PSPARDEHSA-N

> <FORMULA>
C20H30O5

> <MOLECULAR_WEIGHT>
350.4492

> <EXACT_MASS>
350.20932407

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
39.599232303081564

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,6Z,8E,10E,12R,14Z)-5,12-dihydroxy-20-oxoicosa-6,8,10,14-tetraenoic acid

> <ALOGPS_LOGP>
3.53

> <JCHEM_LOGP>
2.6466906596666666

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.509166952408247

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.646344972587978

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2749364051123648

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
103.725

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
20-aldehyde leukotriene B4

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012641
     RDKit          3D
20-oxo-leukotriene B4
 55 54  0  0  0  0  0  0  0  0999 V2000
    5.0544    1.2672    2.9207 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0391    1.6783    2.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2793    1.4009    0.9225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7793   -0.0207    0.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0411   -0.3784   -0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8222   -0.3599   -1.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8822   -1.3349   -0.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6605   -1.0916   -0.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0074    0.2147   -0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7584    0.1492   -1.5744 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2068   -0.2513   -2.8336 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8281   -0.9056   -1.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4075   -0.7043   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3135   -1.7514   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5695   -1.4964    0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697   -2.5332    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6985   -2.2272    0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1767   -0.8507    0.8427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4687    0.0885    1.5534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5778   -0.4099   -0.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0421    1.0091   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2330    1.2234    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6072    2.6702    0.3821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5961    3.0331    1.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9320    3.6131   -0.3646 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7578    2.2565    2.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1222    2.0427    0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3773    1.5866    0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0069   -0.7392    1.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7373   -0.1463    1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7727    0.3132   -1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4902   -1.3960   -0.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2695   -0.7028   -2.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4637    0.6422   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2638   -2.3906   -0.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0611   -1.9496   -0.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917    0.6053    0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6894    0.9678   -1.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3242    1.1473   -1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705    0.4829   -3.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2056   -1.9183   -1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7789    0.3079   -0.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0170   -2.7886   -0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8614   -0.4663    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1421   -3.5881    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3371   -3.0669    1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1841   -0.8662    1.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5810    0.0689    2.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8149   -0.5171   -1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4164   -1.1086   -0.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1962    1.6477   -0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3587    1.2938   -1.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1111    0.6581    0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8926    1.0355    1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7790    4.5562   -0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  6
 11 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  1
 19 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 25 55  1  0
M  END

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  O   UNK     0      17.059 -35.623   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      18.392 -36.393   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.726 -35.623   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.060 -36.393   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.393 -35.623   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.727 -36.393   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      23.727 -37.933   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      25.061 -35.623   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      18.392 -37.933   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.059 -38.703   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.725 -37.933   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.391 -38.703   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.058 -37.933   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.724 -38.703   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.390 -37.933   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.057 -38.703   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.390 -36.393   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.057 -35.623   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.057 -34.083   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.390 -33.313   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.390 -31.773   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.724 -31.003   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.724 -29.463   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.058 -28.693   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      13.058 -27.153   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    2   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   48    0
END

COMPND    HMDB0012641
HETATM    1  O1  UNL     1       5.054   1.267   2.921  1.00  0.00           O  
HETATM    2  C1  UNL     1       6.039   1.678   2.359  1.00  0.00           C  
HETATM    3  C2  UNL     1       6.279   1.401   0.923  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.779  -0.021   0.830  1.00  0.00           C  
HETATM    5  C4  UNL     1       7.041  -0.378  -0.577  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.822  -0.360  -1.497  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.882  -1.335  -0.966  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.660  -1.092  -0.611  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.007   0.215  -0.687  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.758   0.149  -1.574  1.00  0.00           C  
HETATM   11  O2  UNL     1       2.207  -0.251  -2.834  1.00  0.00           O  
HETATM   12  C10 UNL     1       0.828  -0.906  -1.096  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.407  -0.704  -0.728  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.314  -1.751  -0.258  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.569  -1.496   0.106  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.470  -2.533   0.573  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.698  -2.227   0.920  1.00  0.00           C  
HETATM   18  C16 UNL     1      -5.177  -0.851   0.843  1.00  0.00           C  
HETATM   19  O3  UNL     1      -4.469   0.088   1.553  1.00  0.00           O  
HETATM   20  C17 UNL     1      -5.578  -0.410  -0.549  1.00  0.00           C  
HETATM   21  C18 UNL     1      -6.042   1.009  -0.496  1.00  0.00           C  
HETATM   22  C19 UNL     1      -7.233   1.223   0.411  1.00  0.00           C  
HETATM   23  C20 UNL     1      -7.607   2.670   0.382  1.00  0.00           C  
HETATM   24  O4  UNL     1      -8.596   3.033   1.084  1.00  0.00           O  
HETATM   25  O5  UNL     1      -6.932   3.613  -0.365  1.00  0.00           O  
HETATM   26  H1  UNL     1       6.758   2.256   2.908  1.00  0.00           H  
HETATM   27  H2  UNL     1       7.122   2.043   0.569  1.00  0.00           H  
HETATM   28  H3  UNL     1       5.377   1.587   0.321  1.00  0.00           H  
HETATM   29  H4  UNL     1       6.007  -0.739   1.232  1.00  0.00           H  
HETATM   30  H5  UNL     1       7.737  -0.146   1.397  1.00  0.00           H  
HETATM   31  H6  UNL     1       7.773   0.313  -1.078  1.00  0.00           H  
HETATM   32  H7  UNL     1       7.490  -1.396  -0.709  1.00  0.00           H  
HETATM   33  H8  UNL     1       6.270  -0.703  -2.493  1.00  0.00           H  
HETATM   34  H9  UNL     1       5.464   0.642  -1.679  1.00  0.00           H  
HETATM   35  H10 UNL     1       5.264  -2.391  -0.861  1.00  0.00           H  
HETATM   36  H11 UNL     1       3.061  -1.950  -0.214  1.00  0.00           H  
HETATM   37  H12 UNL     1       2.692   0.605   0.317  1.00  0.00           H  
HETATM   38  H13 UNL     1       3.689   0.968  -1.097  1.00  0.00           H  
HETATM   39  H14 UNL     1       1.324   1.147  -1.574  1.00  0.00           H  
HETATM   40  H15 UNL     1       1.971   0.483  -3.464  1.00  0.00           H  
HETATM   41  H16 UNL     1       1.206  -1.918  -1.049  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.779   0.308  -0.777  1.00  0.00           H  
HETATM   43  H18 UNL     1      -1.017  -2.789  -0.181  1.00  0.00           H  
HETATM   44  H19 UNL     1      -2.861  -0.466   0.028  1.00  0.00           H  
HETATM   45  H20 UNL     1      -3.142  -3.588   0.644  1.00  0.00           H  
HETATM   46  H21 UNL     1      -5.337  -3.067   1.268  1.00  0.00           H  
HETATM   47  H22 UNL     1      -6.184  -0.866   1.385  1.00  0.00           H  
HETATM   48  H23 UNL     1      -4.581   0.069   2.510  1.00  0.00           H  
HETATM   49  H24 UNL     1      -4.815  -0.517  -1.311  1.00  0.00           H  
HETATM   50  H25 UNL     1      -6.416  -1.109  -0.843  1.00  0.00           H  
HETATM   51  H26 UNL     1      -5.196   1.648  -0.238  1.00  0.00           H  
HETATM   52  H27 UNL     1      -6.359   1.294  -1.537  1.00  0.00           H  
HETATM   53  H28 UNL     1      -8.111   0.658   0.108  1.00  0.00           H  
HETATM   54  H29 UNL     1      -6.893   1.036   1.455  1.00  0.00           H  
HETATM   55  H30 UNL     1      -6.779   4.556  -0.066  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7    8    8   35
CONECT    8    9   36
CONECT    9   10   37   38
CONECT   10   11   12   39
CONECT   11   40
CONECT   12   13   13   41
CONECT   13   14   42
CONECT   14   15   15   43
CONECT   15   16   44
CONECT   16   17   17   45
CONECT   17   18   46
CONECT   18   19   20   47
CONECT   19   48
CONECT   20   21   49   50
CONECT   21   22   51   52
CONECT   22   23   53   54
CONECT   23   24   24   25
CONECT   25   55
END

HMDB0012641
     RDKit          3D
20-oxo-leukotriene B4
 55 54  0  0  0  0  0  0  0  0999 V2000
    5.0544    1.2672    2.9207 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0391    1.6783    2.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2793    1.4009    0.9225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7793   -0.0207    0.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0411   -0.3784   -0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8222   -0.3599   -1.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8822   -1.3349   -0.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6605   -1.0916   -0.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0074    0.2147   -0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7584    0.1492   -1.5744 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2068   -0.2513   -2.8336 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8281   -0.9056   -1.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4075   -0.7043   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3135   -1.7514   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5695   -1.4964    0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697   -2.5332    0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6985   -2.2272    0.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1767   -0.8507    0.8427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4687    0.0885    1.5534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5778   -0.4099   -0.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0421    1.0091   -0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2330    1.2234    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6072    2.6702    0.3821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5961    3.0331    1.0840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9320    3.6131   -0.3646 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7578    2.2565    2.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1222    2.0427    0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3773    1.5866    0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0069   -0.7392    1.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7373   -0.1463    1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7727    0.3132   -1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4902   -1.3960   -0.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2695   -0.7028   -2.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4637    0.6422   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2638   -2.3906   -0.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0611   -1.9496   -0.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917    0.6053    0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6894    0.9678   -1.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3242    1.1473   -1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705    0.4829   -3.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2056   -1.9183   -1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7789    0.3079   -0.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0170   -2.7886   -0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8614   -0.4663    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1421   -3.5881    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3371   -3.0669    1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1841   -0.8662    1.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5810    0.0689    2.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8149   -0.5171   -1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4164   -1.1086   -0.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1962    1.6477   -0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3587    1.2938   -1.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1111    0.6581    0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8926    1.0355    1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7790    4.5562   -0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  6
 11 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  1
 19 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 25 55  1  0
M  END

Synonyms

Value	Source
20-Aldehyde leukotriene b4	ChEBI
20-oxo-LTB4	ChEBI
20Cho-LTB4	ChEBI
Leukotriene b4-20-aldehyde	ChEBI
LTB4-20-Aldehyde	ChEBI
20-Carboxyleukotriene b4	HMDB
20-Oxoleukotriene b4	MeSH, HMDB

Molecular Formula

C₂₀H₃₀O₅

Average Mass

350.4492

Monoisotopic Mass

350.20932407

IUPAC Name

(5S,6Z,8E,10E,12R,14Z)-5,12-dihydroxy-20-oxoicosa-6,8,10,14-tetraenoic acid

Traditional Name

20-aldehyde leukotriene B4

CAS Registry Number

72379-22-7

SMILES

O[C@@H](CCCC(O)=O)\C=C/C=C/C=C/[C@H](O)C\C=C/CCCCC=O

InChI Identifier

InChI=1S/C20H30O5/c21-17-10-6-2-1-3-7-12-18(22)13-8-4-5-9-14-19(23)15-11-16-20(24)25/h3-5,7-9,13-14,17-19,22-23H,1-2,6,10-12,15-16H2,(H,24,25)/b5-4+,7-3-,13-8+,14-9-/t18-,19-/m1/s1

InChI Key

LVLQYGYNBVIONY-PSPARDEHSA-N

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
Long-chain fatty acid
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Alpha-hydrogen aldehyde
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:63979 )
leukotriene (CHEBI:63979 )
dihydroxy monocarboxylic acid (CHEBI:63979 )
hydroxyaldehyde (CHEBI:63979 )
polyunsaturated fatty acid (CHEBI:63979 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.026 g/L	ALOGPS
logP	3.53	ALOGPS
logP	2.65	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	4.65	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	103.72 m³·mol⁻¹	ChemAxon
Polarizability	39.6 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces

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/Eubacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0012641

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029163

KNApSAcK ID

Not Available

Chemspider ID

4952515

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6449839

PDB ID

Not Available

ChEBI ID

63979

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Mita H, Yui Y, Yasueda H, Shida T: Isocratic determination of arachidonic acid 5-lipoxygenase products in human neutrophils by high-performance liquid chromatography. J Chromatogr. 1988 Sep 9;430(2):299-308. doi: 10.1016/s0378-4347(00)83165-5. [PubMed:2853166 ]
Shak S, Goldstein IM: Omega-oxidation is the major pathway for the catabolism of leukotriene B4 in human polymorphonuclear leukocytes. J Biol Chem. 1984 Aug 25;259(16):10181-7. [PubMed:6088485 ]
Wheelan P, Murphy RC: Metabolism of 6-trans-isomers of leukotriene B4 in cultured hepatoma cells and in human polymorphonuclear leukocytes. Identification of a delta 6-reductase metabolic pathway. J Biol Chem. 1995 Aug 25;270(34):19845-52. doi: 10.1074/jbc.270.34.19845. [PubMed:7649996 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Murphy RC, Gijon MA: Biosynthesis and metabolism of leukotrienes. Biochem J. 2007 Aug 1;405(3):379-95. doi: 10.1042/BJ20070289. [PubMed:17623009 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Aldehyde (MMDBc0031725)

MOL for #<Metabolite:0x00007f920b19da58>

3D MOL for #<Metabolite:0x00007f920b19da58>

3D SDF for #<Metabolite:0x00007f920b19da58>

3D-SDF for #<Metabolite:0x00007f920b19da58>

PDB for #<Metabolite:0x00007f920b19da58>

3D PDB for #<Metabolite:0x00007f920b19da58>

SMILES for #<Metabolite:0x00007f920b19da58>

INCHI for #<Metabolite:0x00007f920b19da58>

Structure for #<Metabolite:0x00007f920b19da58>

3D Structure for #<Metabolite:0x00007f920b19da58>