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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-25 00:08:02 UTC

Update Date

2022-03-07 02:51:27 UTC

HMDB ID

HMDB0012824

Secondary Accession Numbers

HMDB0012825
HMDB12824
HMDB12825

Metabolite Identification

Common Name

5-Oxo-6-trans-leukotriene B4

Description

5-oxo-6-trans-leukotriene B4 is the metabolite of lipid omega-oxidation of leukotriene B4 (LTB4). LTB4 is the major metabolite in neutrophil polymorphonuclear leukocytes. Omega-oxidation is the major pathway for the catabolism of leukotriene B4 in human polymorphonuclear leukocytes. Leukotrienes are metabolites of arachidonic acid derived from the action of 5-LO (5-lipoxygenase). The immediate product of 5-LO is LTA4 (leukotriene A4), which is enzymatically converted into either LTB4 (leukotriene B4) by LTA4 hydrolase or LTC4 (leukotriene C4) by LTC4 synthase. The regulation of leukotriene production occurs at various levels, including expression of 5-LO, translocation of 5-LO to the perinuclear region, and phosphorylation to either enhance or inhibit the activity of 5-LO. Biologically active LTB4 is metabolized by omega-oxidation carried out by specific cytochrome P450s (CYP4F) followed by beta-oxidation from the omega-carboxy position and after CoA ester formation (PMID: 7649996 , 17623009 , 2853166 , 6088485 ). Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.

Structure

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

HMDB0012824
     RDKit          3D
5-Oxo-6-trans-leukotriene B4
 54 53  0  0  0  0  0  0  0  0999 V2000
    8.2593    2.4553   -0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6491    1.0164   -0.7736 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6402    0.0438   -0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3149    0.1394   -0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3236   -0.8751   -0.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0468   -0.6804    1.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8436   -0.4249    1.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6762   -0.3097    0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6647   -1.3799    1.0291 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3353   -1.1449    2.3537 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5336   -1.3820    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6764   -0.9467    0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7369   -0.9904   -0.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9310   -0.6247   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2332   -0.2258   -0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5879    0.2372    1.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9111    0.6514    1.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1871    1.0704    2.4735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0046    0.6613    0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7245   -0.6571    0.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8526   -0.4147   -0.8766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7199    0.6179   -0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5247    0.2602    0.6346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6472    1.9441   -0.6313 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2788    2.6979   -1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9993    3.0430   -1.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3218    2.7665    0.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7578    0.7952   -1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6029    0.8472   -0.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0365   -0.9730   -0.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4382    0.2020    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4336   -0.1024   -2.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9547    1.1734   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9108   -1.8625   -0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4775   -1.0323   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8831   -0.7516    1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407   -0.3000    2.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7915   -0.4029   -0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1670    0.6626    0.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1291   -2.3903    0.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2907   -0.1659    2.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6597   -1.7370   -0.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7532   -0.6050    1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5011   -1.3551   -1.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1869   -1.0163   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0693   -0.2253   -0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8253    0.2729    1.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6457    1.0112   -0.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7558    1.4481    0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1691   -0.9507    1.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0377   -1.4224   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3881   -1.3577   -1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3375   -0.0224   -1.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7539    2.7114    0.0353 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  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
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  1
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END


  Mrv0541 02251208102D          

 24 23  0  0  1  0            999 V2000
   19.1888  -14.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6013  -15.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1888  -16.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6013  -16.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1888  -17.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6013  -18.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1888  -19.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3638  -19.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9513  -19.7601    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.3638  -20.4746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1263  -19.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7138  -19.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8888  -19.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4763  -18.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6513  -18.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2388  -17.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4138  -17.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0012  -16.9022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0012  -18.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4138  -19.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0012  -19.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4138  -20.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0012  -21.1890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2388  -20.4746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 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  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  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
 22 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012824

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18,21H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11+/t18-/m1/s1

> <INCHI_KEY>
MLZJFLKEKVDNAZ-BEWISGCMSA-N

> <FORMULA>
C20H30O4

> <MOLECULAR_WEIGHT>
334.4498

> <EXACT_MASS>
334.214409448

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
39.48253619412943

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.72

> <JCHEM_LOGP>
4.5368871649999996

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.720820347489212

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.48809220655667

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6083245023281365

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
102.08759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.66e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6E,8E,10E,12R,14Z)-12-hydroxy-5-oxoicosa-6,8,10,14-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012824
     RDKit          3D
5-Oxo-6-trans-leukotriene B4
 54 53  0  0  0  0  0  0  0  0999 V2000
    8.2593    2.4553   -0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6491    1.0164   -0.7736 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6402    0.0438   -0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3149    0.1394   -0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3236   -0.8751   -0.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0468   -0.6804    1.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8436   -0.4249    1.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6762   -0.3097    0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6647   -1.3799    1.0291 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3353   -1.1449    2.3537 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5336   -1.3820    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6764   -0.9467    0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7369   -0.9904   -0.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9310   -0.6247   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2332   -0.2258   -0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5879    0.2372    1.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9111    0.6514    1.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1871    1.0704    2.4735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0046    0.6613    0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7245   -0.6571    0.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8526   -0.4147   -0.8766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7199    0.6179   -0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5247    0.2602    0.6346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6472    1.9441   -0.6313 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2788    2.6979   -1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9993    3.0430   -1.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3218    2.7665    0.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7578    0.7952   -1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6029    0.8472   -0.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0365   -0.9730   -0.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4382    0.2020    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4336   -0.1024   -2.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9547    1.1734   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9108   -1.8625   -0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4775   -1.0323   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8831   -0.7516    1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407   -0.3000    2.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7915   -0.4029   -0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1670    0.6626    0.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1291   -2.3903    0.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2907   -0.1659    2.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6597   -1.7370   -0.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7532   -0.6050    1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5011   -1.3551   -1.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1869   -1.0163   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0693   -0.2253   -0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8253    0.2729    1.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6457    1.0112   -0.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7558    1.4481    0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1691   -0.9507    1.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0377   -1.4224   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3881   -1.3577   -1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3375   -0.0224   -1.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7539    2.7114    0.0353 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  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
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  1
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  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  C   UNK     0      35.819 -27.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      36.589 -28.883   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      35.819 -30.217   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      36.589 -31.551   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      35.819 -32.885   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      36.589 -34.218   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      35.819 -35.552   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.279 -35.552   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      33.509 -36.886   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      34.279 -38.219   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      31.969 -36.886   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.199 -35.552   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.659 -35.552   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      28.889 -34.218   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.349 -34.218   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.579 -32.885   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.039 -32.885   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      24.269 -31.551   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      24.269 -34.218   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.039 -35.552   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.269 -36.886   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      25.039 -38.219   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      24.269 -39.553   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      26.579 -38.219   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    HMDB0012824
HETATM    1  C1  UNL     1       8.259   2.455  -0.664  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.649   1.016  -0.774  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.640   0.044  -0.247  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.315   0.139  -0.965  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.324  -0.875  -0.409  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.047  -0.680   1.026  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.844  -0.425   1.475  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.676  -0.310   0.618  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.665  -1.380   1.029  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.335  -1.145   2.354  1.00  0.00           O  
HETATM   11  C10 UNL     1       0.534  -1.382   0.106  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.676  -0.947   0.474  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.737  -0.990  -0.528  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.931  -0.625  -0.356  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.233  -0.226  -0.170  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.588   0.237   1.049  1.00  0.00           C  
HETATM   17  C16 UNL     1      -5.911   0.651   1.273  1.00  0.00           C  
HETATM   18  O2  UNL     1      -6.187   1.070   2.474  1.00  0.00           O  
HETATM   19  C17 UNL     1      -7.005   0.661   0.304  1.00  0.00           C  
HETATM   20  C18 UNL     1      -7.724  -0.657   0.144  1.00  0.00           C  
HETATM   21  C19 UNL     1      -8.853  -0.415  -0.877  1.00  0.00           C  
HETATM   22  C20 UNL     1      -9.720   0.618  -0.250  1.00  0.00           C  
HETATM   23  O3  UNL     1     -10.525   0.260   0.635  1.00  0.00           O  
HETATM   24  O4  UNL     1      -9.647   1.944  -0.631  1.00  0.00           O  
HETATM   25  H1  UNL     1       7.279   2.698  -1.099  1.00  0.00           H  
HETATM   26  H2  UNL     1       8.999   3.043  -1.288  1.00  0.00           H  
HETATM   27  H3  UNL     1       8.322   2.767   0.392  1.00  0.00           H  
HETATM   28  H4  UNL     1       8.758   0.795  -1.873  1.00  0.00           H  
HETATM   29  H5  UNL     1       9.603   0.847  -0.241  1.00  0.00           H  
HETATM   30  H6  UNL     1       8.036  -0.973  -0.407  1.00  0.00           H  
HETATM   31  H7  UNL     1       7.438   0.202   0.836  1.00  0.00           H  
HETATM   32  H8  UNL     1       6.434  -0.102  -2.057  1.00  0.00           H  
HETATM   33  H9  UNL     1       5.955   1.173  -0.864  1.00  0.00           H  
HETATM   34  H10 UNL     1       5.911  -1.862  -0.489  1.00  0.00           H  
HETATM   35  H11 UNL     1       4.478  -1.032  -1.065  1.00  0.00           H  
HETATM   36  H12 UNL     1       5.883  -0.752   1.764  1.00  0.00           H  
HETATM   37  H13 UNL     1       3.741  -0.300   2.583  1.00  0.00           H  
HETATM   38  H14 UNL     1       2.791  -0.403  -0.444  1.00  0.00           H  
HETATM   39  H15 UNL     1       2.167   0.663   0.909  1.00  0.00           H  
HETATM   40  H16 UNL     1       2.129  -2.390   0.983  1.00  0.00           H  
HETATM   41  H17 UNL     1       1.291  -0.166   2.482  1.00  0.00           H  
HETATM   42  H18 UNL     1       0.660  -1.737  -0.901  1.00  0.00           H  
HETATM   43  H19 UNL     1      -0.753  -0.605   1.475  1.00  0.00           H  
HETATM   44  H20 UNL     1      -1.501  -1.355  -1.506  1.00  0.00           H  
HETATM   45  H21 UNL     1      -3.187  -1.016  -1.630  1.00  0.00           H  
HETATM   46  H22 UNL     1      -5.069  -0.225  -0.866  1.00  0.00           H  
HETATM   47  H23 UNL     1      -3.825   0.273   1.824  1.00  0.00           H  
HETATM   48  H24 UNL     1      -6.646   1.011  -0.692  1.00  0.00           H  
HETATM   49  H25 UNL     1      -7.756   1.448   0.625  1.00  0.00           H  
HETATM   50  H26 UNL     1      -8.169  -0.951   1.116  1.00  0.00           H  
HETATM   51  H27 UNL     1      -7.038  -1.422  -0.238  1.00  0.00           H  
HETATM   52  H28 UNL     1      -9.388  -1.358  -1.103  1.00  0.00           H  
HETATM   53  H29 UNL     1      -8.338  -0.022  -1.791  1.00  0.00           H  
HETATM   54  H30 UNL     1      -9.754   2.711   0.035  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7    7   36
CONECT    7    8   37
CONECT    8    9   38   39
CONECT    9   10   11   40
CONECT   10   41
CONECT   11   12   12   42
CONECT   12   13   43
CONECT   13   14   14   44
CONECT   14   15   45
CONECT   15   16   16   46
CONECT   16   17   47
CONECT   17   18   18   19
CONECT   19   20   48   49
CONECT   20   21   50   51
CONECT   21   22   52   53
CONECT   22   23   23   24
CONECT   24   54
END

HMDB0012824
     RDKit          3D
5-Oxo-6-trans-leukotriene B4
 54 53  0  0  0  0  0  0  0  0999 V2000
    8.2593    2.4553   -0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6491    1.0164   -0.7736 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6402    0.0438   -0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3149    0.1394   -0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3236   -0.8751   -0.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0468   -0.6804    1.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8436   -0.4249    1.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6762   -0.3097    0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6647   -1.3799    1.0291 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3353   -1.1449    2.3537 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5336   -1.3820    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6764   -0.9467    0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7369   -0.9904   -0.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9310   -0.6247   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2332   -0.2258   -0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5879    0.2372    1.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9111    0.6514    1.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1871    1.0704    2.4735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0046    0.6613    0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7245   -0.6571    0.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8526   -0.4147   -0.8766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7199    0.6179   -0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5247    0.2602    0.6346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6472    1.9441   -0.6313 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2788    2.6979   -1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9993    3.0430   -1.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3218    2.7665    0.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7578    0.7952   -1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6029    0.8472   -0.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0365   -0.9730   -0.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4382    0.2020    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4336   -0.1024   -2.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9547    1.1734   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9108   -1.8625   -0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4775   -1.0323   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8831   -0.7516    1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407   -0.3000    2.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7915   -0.4029   -0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1670    0.6626    0.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1291   -2.3903    0.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2907   -0.1659    2.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6597   -1.7370   -0.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7532   -0.6050    1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5011   -1.3551   -1.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1869   -1.0163   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0693   -0.2253   -0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8253    0.2729    1.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6457    1.0112   -0.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7558    1.4481    0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1691   -0.9507    1.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0377   -1.4224   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3881   -1.3577   -1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3375   -0.0224   -1.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7539    2.7114    0.0353 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  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
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  1
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(12R)-Hydroxy-5-oxo-(6E,8E,10E,14Z)-eicosatetraenoate	HMDB
(12R)-Hydroxy-5-oxo-(6E,8E,10E,14Z)-eicosatetraenoic acid	HMDB
5-oxo-6E-LTB(,4)	HMDB

Chemical Formula

C₂₀H₃₀O₄

Average Molecular Weight

334.4498

Monoisotopic Molecular Weight

334.214409448

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H30O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18,21H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11+/t18-/m1/s1

InChI Key

MLZJFLKEKVDNAZ-BEWISGCMSA-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
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Secondary alcohol
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0012824)
Cell membrane (HMDB: HMDB0012824)

Biofluid or Excreta

Urine (HMDB: HMDB0012824)

Cellular substructure

Extracellular (HMDB: HMDB0012824)
Membrane (HMDB: HMDB0012824)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0012824)

Source

Endogenous

Endogenous (HMDB: HMDB0012824)

Animal

Animal (HMDB: HMDB0012824)

Exogenous

Food

Food (HMDB: HMDB0012824)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0012824)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0012824)

Cellular process

Cell signaling (HMDB: HMDB0012824)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0012824)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0012824)

Nutrient

Nutrient (HMDB: HMDB0012824)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0012824)

Emulsifier (HMDB: HMDB0012824)

Physical Properties

State

Solid

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0067 g/L	ALOGPS
logP	4.72	ALOGPS
logP	4.54	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	4.49	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	102.09 m³·mol⁻¹	ChemAxon
Polarizability	39.48 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	193.653	30932474
DeepCCS	[M-H]-	191.295	30932474
DeepCCS	[M-2H]-	224.929	30932474
DeepCCS	[M+Na]+	200.156	30932474
AllCCS	[M+H]+	189.1	32859911
AllCCS	[M+H-H2O]+	186.2	32859911
AllCCS	[M+NH4]+	191.7	32859911
AllCCS	[M+Na]+	192.5	32859911
AllCCS	[M-H]-	187.2	32859911
AllCCS	[M+Na-2H]-	189.0	32859911
AllCCS	[M+HCOO]-	191.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Oxo-6-trans-leukotriene B4	CCCCC\C=C/C[C@@H](O)\C=C\C=C\C=C\C(=O)CCCC(O)=O	4636.0	Standard polar	33892256
5-Oxo-6-trans-leukotriene B4	CCCCC\C=C/C[C@@H](O)\C=C\C=C\C=C\C(=O)CCCC(O)=O	2599.8	Standard non polar	33892256
5-Oxo-6-trans-leukotriene B4	CCCCC\C=C/C[C@@H](O)\C=C\C=C\C=C\C(=O)CCCC(O)=O	2909.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Oxo-6-trans-leukotriene B4,1TMS,isomer #1	CCCCC/C=C\C[C@H](/C=C/C=C/C=C/C(=O)CCCC(=O)O)O[Si](C)(C)C	3022.2	Semi standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,1TMS,isomer #2	CCCCC/C=C\C[C@@H](O)/C=C/C=C/C=C/C(=O)CCCC(=O)O[Si](C)(C)C	2944.1	Semi standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,1TMS,isomer #3	CCCCC/C=C\C[C@@H](O)/C=C/C=C/C=C/C(=CCCC(=O)O)O[Si](C)(C)C	3116.2	Semi standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,2TMS,isomer #1	CCCCC/C=C\C[C@H](/C=C/C=C/C=C/C(=O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2983.3	Semi standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,2TMS,isomer #2	CCCCC/C=C\C[C@H](/C=C/C=C/C=C/C(=CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3141.0	Semi standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,2TMS,isomer #3	CCCCC/C=C\C[C@@H](O)/C=C/C=C/C=C/C(=CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3046.9	Semi standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,3TMS,isomer #1	CCCCC/C=C\C[C@H](/C=C/C=C/C=C/C(=CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3079.4	Semi standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,3TMS,isomer #1	CCCCC/C=C\C[C@H](/C=C/C=C/C=C/C(=CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2843.8	Standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,3TMS,isomer #1	CCCCC/C=C\C[C@H](/C=C/C=C/C=C/C(=CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2944.2	Standard polar	33892256
5-Oxo-6-trans-leukotriene B4,1TBDMS,isomer #1	CCCCC/C=C\C[C@H](/C=C/C=C/C=C/C(=O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3263.4	Semi standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,1TBDMS,isomer #2	CCCCC/C=C\C[C@@H](O)/C=C/C=C/C=C/C(=O)CCCC(=O)O[Si](C)(C)C(C)(C)C	3188.3	Semi standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,1TBDMS,isomer #3	CCCCC/C=C\C[C@@H](O)/C=C/C=C/C=C/C(=CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3344.1	Semi standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,2TBDMS,isomer #1	CCCCC/C=C\C[C@H](/C=C/C=C/C=C/C(=O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3470.1	Semi standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,2TBDMS,isomer #2	CCCCC/C=C\C[C@H](/C=C/C=C/C=C/C(=CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3600.7	Semi standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,2TBDMS,isomer #3	CCCCC/C=C\C[C@@H](O)/C=C/C=C/C=C/C(=CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3520.0	Semi standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,3TBDMS,isomer #1	CCCCC/C=C\C[C@H](/C=C/C=C/C=C/C(=CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3796.1	Semi standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,3TBDMS,isomer #1	CCCCC/C=C\C[C@H](/C=C/C=C/C=C/C(=CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3405.9	Standard non polar	33892256
5-Oxo-6-trans-leukotriene B4,3TBDMS,isomer #1	CCCCC/C=C\C[C@H](/C=C/C=C/C=C/C(=CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3116.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Oxo-6-trans-leukotriene B4 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0690-5973000000-24c81eac561deb067309	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Oxo-6-trans-leukotriene B4 GC-MS (2 TMS) - 70eV, Positive	splash10-02ii-9215300000-f57c29ca1b47de42b33c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Oxo-6-trans-leukotriene B4 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Oxo-6-trans-leukotriene B4 10V, Positive-QTOF	splash10-014j-0059000000-04e4df8560dacda1a8ac	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Oxo-6-trans-leukotriene B4 20V, Positive-QTOF	splash10-00rb-5392000000-3f1e6fca9c2d8f440f0f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Oxo-6-trans-leukotriene B4 40V, Positive-QTOF	splash10-0006-9530000000-79d5e3c7af1ef5390a40	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Oxo-6-trans-leukotriene B4 10V, Negative-QTOF	splash10-001i-0019000000-fe54cf18ec09f954e89d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Oxo-6-trans-leukotriene B4 20V, Negative-QTOF	splash10-0159-2398000000-ef3d68d1c794bb02d165	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Oxo-6-trans-leukotriene B4 40V, Negative-QTOF	splash10-0a4i-9670000000-2f6ec43731cc25ad599f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Oxo-6-trans-leukotriene B4 10V, Positive-QTOF	splash10-014j-0169000000-c9d07f17c9712cac826f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Oxo-6-trans-leukotriene B4 20V, Positive-QTOF	splash10-00kb-1393000000-051e8d745b0aecc3e830	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Oxo-6-trans-leukotriene B4 40V, Positive-QTOF	splash10-0690-9420000000-df32141036a3933732ea	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Oxo-6-trans-leukotriene B4 10V, Negative-QTOF	splash10-001i-0009000000-42640cf04eb3610e960d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Oxo-6-trans-leukotriene B4 20V, Negative-QTOF	splash10-00lr-3579000000-909e19a2c35fe61c8bd3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Oxo-6-trans-leukotriene B4 40V, Negative-QTOF	splash10-05tu-4290000000-1f4717e525a381449f11	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029181

KNApSAcK ID

Not Available

Chemspider ID

30776646

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481526

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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. [PubMed:7649996 ]
Murphy RC, Gijon MA: Biosynthesis and metabolism of leukotrienes. Biochem J. 2007 Aug 1;405(3):379-95. [PubMed:17623009 ]
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. [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 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [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. 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. Epub 2007 Mar 20. [PubMed:17374880 ]
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 5-Oxo-6-trans-leukotriene B4 (HMDB0012824)

MOL for HMDB0012824 (5-Oxo-6-trans-leukotriene B4)

3D MOL for HMDB0012824 (5-Oxo-6-trans-leukotriene B4)

3D SDF for HMDB0012824 (5-Oxo-6-trans-leukotriene B4)

3D-SDF for HMDB0012824 (5-Oxo-6-trans-leukotriene B4)

PDB for HMDB0012824 (5-Oxo-6-trans-leukotriene B4)

3D PDB for HMDB0012824 (5-Oxo-6-trans-leukotriene B4)

SMILES for HMDB0012824 (5-Oxo-6-trans-leukotriene B4)

INCHI for HMDB0012824 (5-Oxo-6-trans-leukotriene B4)

Structure for HMDB0012824 (5-Oxo-6-trans-leukotriene B4)

3D Structure for HMDB0012824 (5-Oxo-6-trans-leukotriene B4)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra