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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-25 00:01:44 UTC

Update Date

2022-03-07 02:51:26 UTC

HMDB ID

HMDB0012498

Secondary Accession Numbers

HMDB12498

Metabolite Identification

Common Name

10,11-dihydro-12-oxo-LTB4

Description

10,11-dihydro-12-oxo-LTB4 is formed when leukotriene B4 (LTB4) is metabolized by beta-oxidation.LTB4 is the major metabolite in neutrophil 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 w-oxidation carried out by specific cytochrome P450s (CYP4F) followed by beta-oxidation from the w-carboxy position and after CoA ester formation. (PMID: 8632343 , 9667737 ). 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

HMDB0012498
     RDKit          3D
10,11-dihydro-12-oxo-LTB4
 56 55  0  0  0  0  0  0  0  0999 V2000
    8.4704    1.3910    0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9201    1.1043   -0.7225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5114    0.5393   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6443    1.5675   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1933    1.1053    0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0547   -0.1345    0.8584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558   -1.2063    0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0881   -1.3188   -1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6234   -1.6850   -1.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0782   -1.8176   -2.1735 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8964   -1.8713    0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5361   -2.2245   -0.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861   -1.1971   -0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3561   -0.6241   -0.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1064    0.3833   -0.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1445    0.9395   -0.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6860    0.6679    0.9371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7154    0.6302    1.9429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5183   -0.5738    0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7015   -0.5389    0.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6159    0.5893    0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8022    0.6118   -0.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8902   -0.2568   -1.4025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7996    1.5587   -0.3906 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5216    0.9943    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6008    2.5084    0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8991    0.9626    1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5912    0.3340   -1.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9594    1.9792   -1.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1772    0.4786   -1.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4727   -0.4159   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6411    2.5199   -0.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0420    1.7353    1.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7355    1.9057    0.7623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6329    1.1932   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3724   -0.1900    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -2.1179    0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3511   -0.5447   -1.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5853   -2.2556   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0093   -0.9040    0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3539   -2.6387    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0436   -2.5252    0.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5278   -3.1412   -0.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0238   -0.8771   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6160   -0.9537    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614    0.6441   -1.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6696    1.6953   -0.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3781    1.5061    1.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1131    0.1628    2.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9207   -0.7233    2.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9114   -1.5079    0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2745   -1.4862    0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3514   -0.4852   -0.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9418    0.4446    1.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1374    1.5897    0.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6246    2.4735   -0.0282 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  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  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
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  1
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 24 56  1  0
M  END

  Mrv0541 02251208062D          

 24 23  0  0  1  0            999 V2000
   14.5527  -10.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5527  -10.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8382  -11.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8382  -12.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1238  -12.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1238  -13.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4093  -13.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6948  -13.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9804  -13.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2659  -13.4605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9804  -14.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6948  -15.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6948  -15.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4093  -16.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4093  -17.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1238  -17.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8382  -17.1731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8382  -16.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5527  -17.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5527  -18.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2672  -18.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2672  -19.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5527  -20.0606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9817  -20.0606    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  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  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  1  6  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>
HMDB0012498

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-9,11,15,19,22H,2-5,10,12-14,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,15-11-/t19-/m0/s1

> <INCHI_KEY>
AHHXLFNPCWCNQF-SOOJVSLFSA-N

> <FORMULA>
C20H32O4

> <MOLECULAR_WEIGHT>
336.4657

> <EXACT_MASS>
336.230059512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
38.81931127096303

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.57

> <JCHEM_LOGP>
4.539063675333334

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.448224032492426

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.58410162972704

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5455147157558118

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
100.9943

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012498
     RDKit          3D
10,11-dihydro-12-oxo-LTB4
 56 55  0  0  0  0  0  0  0  0999 V2000
    8.4704    1.3910    0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9201    1.1043   -0.7225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5114    0.5393   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6443    1.5675   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1933    1.1053    0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0547   -0.1345    0.8584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558   -1.2063    0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0881   -1.3188   -1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6234   -1.6850   -1.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0782   -1.8176   -2.1735 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8964   -1.8713    0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5361   -2.2245   -0.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861   -1.1971   -0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3561   -0.6241   -0.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1064    0.3833   -0.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1445    0.9395   -0.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6860    0.6679    0.9371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7154    0.6302    1.9429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5183   -0.5738    0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7015   -0.5389    0.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6159    0.5893    0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8022    0.6118   -0.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8902   -0.2568   -1.4025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7996    1.5587   -0.3906 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5216    0.9943    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6008    2.5084    0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8991    0.9626    1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5912    0.3340   -1.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9594    1.9792   -1.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1772    0.4786   -1.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4727   -0.4159   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6411    2.5199   -0.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0420    1.7353    1.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7355    1.9057    0.7623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6329    1.1932   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3724   -0.1900    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -2.1179    0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3511   -0.5447   -1.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5853   -2.2556   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0093   -0.9040    0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3539   -2.6387    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0436   -2.5252    0.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5278   -3.1412   -0.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0238   -0.8771   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6160   -0.9537    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614    0.6441   -1.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6696    1.6953   -0.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3781    1.5061    1.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1131    0.1628    2.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9207   -0.7233    2.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9114   -1.5079    0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2745   -1.4862    0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3514   -0.4852   -0.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9418    0.4446    1.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1374    1.5897    0.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6246    2.4735   -0.0282 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  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  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
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  1
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 24 56  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      27.165 -18.966   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      27.165 -20.506   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.831 -21.276   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.831 -22.816   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.498 -23.586   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.498 -25.126   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.164 -25.896   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.830 -25.126   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.497 -25.896   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      19.163 -25.126   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      20.497 -27.436   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.830 -28.206   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.830 -29.746   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.164 -30.516   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.164 -32.056   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.498 -32.826   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.831 -32.056   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      25.831 -30.516   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      27.165 -32.826   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      27.165 -34.366   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.499 -35.136   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      28.499 -36.676   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      27.165 -37.446   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      29.833 -37.446   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    HMDB0012498
HETATM    1  C1  UNL     1       8.470   1.391   0.641  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.920   1.104  -0.723  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.511   0.539  -0.682  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.644   1.567  -0.007  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.193   1.105   0.092  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.055  -0.135   0.858  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.556  -1.206   0.321  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.088  -1.319  -1.052  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.623  -1.685  -1.094  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.078  -1.818  -2.174  1.00  0.00           O  
HETATM   11  C10 UNL     1       0.896  -1.871   0.188  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.536  -2.224  -0.050  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.286  -1.197  -0.806  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.356  -0.624  -0.233  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.106   0.383  -0.951  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.144   0.940  -0.394  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.686   0.668   0.937  1.00  0.00           C  
HETATM   18  O2  UNL     1      -3.715   0.630   1.943  1.00  0.00           O  
HETATM   19  C17 UNL     1      -5.518  -0.574   0.974  1.00  0.00           C  
HETATM   20  C18 UNL     1      -6.702  -0.539   0.055  1.00  0.00           C  
HETATM   21  C19 UNL     1      -7.616   0.589   0.409  1.00  0.00           C  
HETATM   22  C20 UNL     1      -8.802   0.612  -0.506  1.00  0.00           C  
HETATM   23  O3  UNL     1      -8.890  -0.257  -1.402  1.00  0.00           O  
HETATM   24  O4  UNL     1      -9.800   1.559  -0.391  1.00  0.00           O  
HETATM   25  H1  UNL     1       9.522   0.994   0.755  1.00  0.00           H  
HETATM   26  H2  UNL     1       8.601   2.508   0.736  1.00  0.00           H  
HETATM   27  H3  UNL     1       7.899   0.963   1.467  1.00  0.00           H  
HETATM   28  H4  UNL     1       8.591   0.334  -1.189  1.00  0.00           H  
HETATM   29  H5  UNL     1       7.959   1.979  -1.398  1.00  0.00           H  
HETATM   30  H6  UNL     1       6.177   0.479  -1.745  1.00  0.00           H  
HETATM   31  H7  UNL     1       6.473  -0.416  -0.161  1.00  0.00           H  
HETATM   32  H8  UNL     1       5.641   2.520  -0.539  1.00  0.00           H  
HETATM   33  H9  UNL     1       6.042   1.735   1.015  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.735   1.906   0.762  1.00  0.00           H  
HETATM   35  H11 UNL     1       3.633   1.193  -0.829  1.00  0.00           H  
HETATM   36  H12 UNL     1       4.372  -0.190   1.921  1.00  0.00           H  
HETATM   37  H13 UNL     1       3.472  -2.118   0.944  1.00  0.00           H  
HETATM   38  H14 UNL     1       3.351  -0.545  -1.758  1.00  0.00           H  
HETATM   39  H15 UNL     1       3.585  -2.256  -1.467  1.00  0.00           H  
HETATM   40  H16 UNL     1       1.009  -0.904   0.749  1.00  0.00           H  
HETATM   41  H17 UNL     1       1.354  -2.639   0.826  1.00  0.00           H  
HETATM   42  H18 UNL     1      -1.044  -2.525   0.870  1.00  0.00           H  
HETATM   43  H19 UNL     1      -0.528  -3.141  -0.710  1.00  0.00           H  
HETATM   44  H20 UNL     1      -1.024  -0.877  -1.799  1.00  0.00           H  
HETATM   45  H21 UNL     1      -2.616  -0.954   0.770  1.00  0.00           H  
HETATM   46  H22 UNL     1      -2.761   0.644  -1.962  1.00  0.00           H  
HETATM   47  H23 UNL     1      -4.670   1.695  -0.994  1.00  0.00           H  
HETATM   48  H24 UNL     1      -5.378   1.506   1.259  1.00  0.00           H  
HETATM   49  H25 UNL     1      -4.113   0.163   2.721  1.00  0.00           H  
HETATM   50  H26 UNL     1      -5.921  -0.723   2.014  1.00  0.00           H  
HETATM   51  H27 UNL     1      -4.911  -1.508   0.802  1.00  0.00           H  
HETATM   52  H28 UNL     1      -7.275  -1.486   0.233  1.00  0.00           H  
HETATM   53  H29 UNL     1      -6.351  -0.485  -0.997  1.00  0.00           H  
HETATM   54  H30 UNL     1      -7.942   0.445   1.460  1.00  0.00           H  
HETATM   55  H31 UNL     1      -7.137   1.590   0.318  1.00  0.00           H  
HETATM   56  H32 UNL     1      -9.625   2.474  -0.028  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   10   11
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   14   44
CONECT   14   15   45
CONECT   15   16   16   46
CONECT   16   17   47
CONECT   17   18   19   48
CONECT   18   49
CONECT   19   20   50   51
CONECT   20   21   52   53
CONECT   21   22   54   55
CONECT   22   23   23   24
CONECT   24   56
END

HMDB0012498
     RDKit          3D
10,11-dihydro-12-oxo-LTB4
 56 55  0  0  0  0  0  0  0  0999 V2000
    8.4704    1.3910    0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9201    1.1043   -0.7225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5114    0.5393   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6443    1.5675   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1933    1.1053    0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0547   -0.1345    0.8584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558   -1.2063    0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0881   -1.3188   -1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6234   -1.6850   -1.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0782   -1.8176   -2.1735 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8964   -1.8713    0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5361   -2.2245   -0.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2861   -1.1971   -0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3561   -0.6241   -0.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1064    0.3833   -0.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1445    0.9395   -0.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6860    0.6679    0.9371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7154    0.6302    1.9429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5183   -0.5738    0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7015   -0.5389    0.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6159    0.5893    0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8022    0.6118   -0.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8902   -0.2568   -1.4025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7996    1.5587   -0.3906 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5216    0.9943    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6008    2.5084    0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8991    0.9626    1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5912    0.3340   -1.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9594    1.9792   -1.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1772    0.4786   -1.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4727   -0.4159   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6411    2.5199   -0.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0420    1.7353    1.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7355    1.9057    0.7623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6329    1.1932   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3724   -0.1900    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -2.1179    0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3511   -0.5447   -1.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5853   -2.2556   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0093   -0.9040    0.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3539   -2.6387    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0436   -2.5252    0.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5278   -3.1412   -0.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0238   -0.8771   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6160   -0.9537    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614    0.6441   -1.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6696    1.6953   -0.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3781    1.5061    1.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1131    0.1628    2.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9207   -0.7233    2.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9114   -1.5079    0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2745   -1.4862    0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3514   -0.4852   -0.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9418    0.4446    1.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1374    1.5897    0.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6246    2.4735   -0.0282 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  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  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
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  1
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 24 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
12-oxo-(5S)-Hydroxy-(6Z,8E,14Z)-eicosatrienoate	HMDB
12-oxo-(5S)-Hydroxy-(6Z,8E,14Z)-eicosatrienoic acid	HMDB
12-oxo-(5S)-Hydroxy-(6Z,8E,14Z)-eicosatrienoic acid anion	HMDB
12-oxo-10,11-dihydro-LTB(,4)	HMDB

Chemical Formula

C₂₀H₃₂O₄

Average Molecular Weight

336.4657

Monoisotopic Molecular Weight

336.230059512

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-9,11,15,19,22H,2-5,10,12-14,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,15-11-/t19-/m0/s1

InChI Key

AHHXLFNPCWCNQF-SOOJVSLFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosatrienoic acids

Alternative Parents

Substituents

Hydroxyeicosatrienoic acid
Long-chain fatty acid
Hydroxy fatty acid
Keto fatty acid
Fatty acid
Unsaturated fatty acid
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0012498)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0012498)

Source

Endogenous

Endogenous (HMDB: HMDB0012498)

Animal

Animal (HMDB: HMDB0012498)

Exogenous

Food

Food (HMDB: HMDB0012498)

Exogenous (HMDB: HMDB0012498)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0012498)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0012498)

Lipid metabolism pathway (HMDB: HMDB0012498)

Cellular process

Cell signaling (HMDB: HMDB0012498)

Biochemical process

Lipid transport (HMDB: HMDB0012498)

Role

Biological role

Energy source (HMDB: HMDB0012498)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0012498)

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	0.01 g/L	ALOGPS
logP	4.57	ALOGPS
logP	4.54	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	4.58	ChemAxon
pKa (Strongest Basic)	-1.5	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	15	ChemAxon
Refractivity	100.99 m³·mol⁻¹	ChemAxon
Polarizability	38.82 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
DarkChem	[M+H]+	191.13	31661259
DarkChem	[M-H]-	186.18	31661259
DeepCCS	[M+H]+	194.832	30932474
DeepCCS	[M-H]-	192.474	30932474
DeepCCS	[M-2H]-	225.36	30932474
DeepCCS	[M+Na]+	200.925	30932474
AllCCS	[M+H]+	190.5	32859911
AllCCS	[M+H-H2O]+	187.7	32859911
AllCCS	[M+NH4]+	193.1	32859911
AllCCS	[M+Na]+	193.8	32859911
AllCCS	[M-H]-	188.7	32859911
AllCCS	[M+Na-2H]-	190.6	32859911
AllCCS	[M+HCOO]-	192.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
10,11-dihydro-12-oxo-LTB4	CCCCC\C=C/CC(=O)CC\C=C\C=C/[C@H](O)CCCC(O)=O	4408.6	Standard polar	33892256
10,11-dihydro-12-oxo-LTB4	CCCCC\C=C/CC(=O)CC\C=C\C=C/[C@H](O)CCCC(O)=O	2559.6	Standard non polar	33892256
10,11-dihydro-12-oxo-LTB4	CCCCC\C=C/CC(=O)CC\C=C\C=C/[C@H](O)CCCC(O)=O	2756.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
10,11-dihydro-12-oxo-LTB4,1TMS,isomer #1	CCCCC/C=C\CC(=O)CC/C=C/C=C\[C@@H](CCCC(=O)O)O[Si](C)(C)C	2889.9	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,1TMS,isomer #2	CCCCC/C=C\CC(=O)CC/C=C/C=C\[C@H](O)CCCC(=O)O[Si](C)(C)C	2817.1	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,1TMS,isomer #3	CCCCC/C=C\CC(=CC/C=C/C=C\[C@H](O)CCCC(=O)O)O[Si](C)(C)C	2988.0	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,1TMS,isomer #4	CCCCC/C=C\C=C(CC/C=C/C=C\[C@H](O)CCCC(=O)O)O[Si](C)(C)C	2996.5	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,2TMS,isomer #1	CCCCC/C=C\CC(=O)CC/C=C/C=C\[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2872.2	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,2TMS,isomer #2	CCCCC/C=C\CC(=CC/C=C/C=C\[C@@H](CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3006.6	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,2TMS,isomer #3	CCCCC/C=C\C=C(CC/C=C/C=C\[C@@H](CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3027.2	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,2TMS,isomer #4	CCCCC/C=C\CC(=CC/C=C/C=C\[C@H](O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2930.7	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,2TMS,isomer #5	CCCCC/C=C\C=C(CC/C=C/C=C\[C@H](O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2949.7	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,3TMS,isomer #1	CCCCC/C=C\CC(=CC/C=C/C=C\[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2947.6	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,3TMS,isomer #1	CCCCC/C=C\CC(=CC/C=C/C=C\[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2778.8	Standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,3TMS,isomer #1	CCCCC/C=C\CC(=CC/C=C/C=C\[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2913.8	Standard polar	33892256
10,11-dihydro-12-oxo-LTB4,3TMS,isomer #2	CCCCC/C=C\C=C(CC/C=C/C=C\[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2953.9	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,3TMS,isomer #2	CCCCC/C=C\C=C(CC/C=C/C=C\[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2822.7	Standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,3TMS,isomer #2	CCCCC/C=C\C=C(CC/C=C/C=C\[C@@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2919.9	Standard polar	33892256
10,11-dihydro-12-oxo-LTB4,1TBDMS,isomer #1	CCCCC/C=C\CC(=O)CC/C=C/C=C\[C@@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3139.0	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,1TBDMS,isomer #2	CCCCC/C=C\CC(=O)CC/C=C/C=C\[C@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C	3065.9	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,1TBDMS,isomer #3	CCCCC/C=C\CC(=CC/C=C/C=C\[C@H](O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3230.2	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,1TBDMS,isomer #4	CCCCC/C=C\C=C(CC/C=C/C=C\[C@H](O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3242.4	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,2TBDMS,isomer #1	CCCCC/C=C\CC(=O)CC/C=C/C=C\[C@@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3359.4	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,2TBDMS,isomer #2	CCCCC/C=C\CC(=CC/C=C/C=C\[C@@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3484.3	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,2TBDMS,isomer #3	CCCCC/C=C\C=C(CC/C=C/C=C\[C@@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3500.8	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,2TBDMS,isomer #4	CCCCC/C=C\CC(=CC/C=C/C=C\[C@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3412.6	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,2TBDMS,isomer #5	CCCCC/C=C\C=C(CC/C=C/C=C\[C@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3425.4	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,3TBDMS,isomer #1	CCCCC/C=C\CC(=CC/C=C/C=C\[C@@H](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	3695.2	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,3TBDMS,isomer #1	CCCCC/C=C\CC(=CC/C=C/C=C\[C@@H](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	3311.8	Standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,3TBDMS,isomer #1	CCCCC/C=C\CC(=CC/C=C/C=C\[C@@H](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	3054.2	Standard polar	33892256
10,11-dihydro-12-oxo-LTB4,3TBDMS,isomer #2	CCCCC/C=C\C=C(CC/C=C/C=C\[C@@H](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	3701.3	Semi standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,3TBDMS,isomer #2	CCCCC/C=C\C=C(CC/C=C/C=C\[C@@H](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	3368.0	Standard non polar	33892256
10,11-dihydro-12-oxo-LTB4,3TBDMS,isomer #2	CCCCC/C=C\C=C(CC/C=C/C=C\[C@@H](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	3046.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 10,11-dihydro-12-oxo-LTB4 GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kb-7692000000-10ea71b26e8680c1d65f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10,11-dihydro-12-oxo-LTB4 GC-MS (2 TMS) - 70eV, Positive	splash10-00g0-9207300000-a534e151f28487fcb474	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10,11-dihydro-12-oxo-LTB4 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 - 10,11-dihydro-12-oxo-LTB4 10V, Positive-QTOF	splash10-0gb9-0019000000-adc39b87faed6e68de9e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10,11-dihydro-12-oxo-LTB4 20V, Positive-QTOF	splash10-0ldi-5595000000-2287572e1a1735092bc6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10,11-dihydro-12-oxo-LTB4 40V, Positive-QTOF	splash10-052f-9650000000-4cde4dd91d176074ab27	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10,11-dihydro-12-oxo-LTB4 10V, Negative-QTOF	splash10-000i-0019000000-e740ac6db3e5ca05682f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10,11-dihydro-12-oxo-LTB4 20V, Negative-QTOF	splash10-014r-2579000000-ec2ab4cbf3ab7374b771	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10,11-dihydro-12-oxo-LTB4 40V, Negative-QTOF	splash10-0a4l-9520000000-5f2b4398879ae70a95fa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10,11-dihydro-12-oxo-LTB4 10V, Positive-QTOF	splash10-0uxr-0119000000-99cc2483ec2bb5de55c9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10,11-dihydro-12-oxo-LTB4 20V, Positive-QTOF	splash10-0udi-3339000000-dcac5314c8ca36d7da2f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10,11-dihydro-12-oxo-LTB4 40V, Positive-QTOF	splash10-0api-9310000000-cab8fe11940068d8941c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10,11-dihydro-12-oxo-LTB4 10V, Negative-QTOF	splash10-000i-0009000000-ea60c626c1def2f0d46c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10,11-dihydro-12-oxo-LTB4 20V, Negative-QTOF	splash10-00kr-3549000000-f85e5d4dca6cc2e485ad	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10,11-dihydro-12-oxo-LTB4 40V, Negative-QTOF	splash10-05mo-8291000000-74b528c0affbed3ccd99	2021-09-24	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

FDB029102

KNApSAcK ID

Not Available

Chemspider ID

30776617

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481445

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

Powell WS, Rokach J, Khanapure SP, Manna S, Hashefi M, Gravel S, Macleod RJ, Falck JR, Bhatt RK: Effects of metabolites of leukotriene B4 on human neutrophil migration and cytosolic calcium levels. J Pharmacol Exp Ther. 1996 Feb;276(2):728-36. [PubMed:8632343 ]
Primiano T, Li Y, Kensler TW, Trush MA, Sutter TR: Identification of dithiolethione-inducible gene-1 as a leukotriene B4 12-hydroxydehydrogenase: implications for chemoprevention. Carcinogenesis. 1998 Jun;19(6):999-1005. [PubMed:9667737 ]
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 10,11-dihydro-12-oxo-LTB4 (HMDB0012498)

MOL for HMDB0012498 (10,11-dihydro-12-oxo-LTB4)

3D MOL for HMDB0012498 (10,11-dihydro-12-oxo-LTB4)

3D SDF for HMDB0012498 (10,11-dihydro-12-oxo-LTB4)

3D-SDF for HMDB0012498 (10,11-dihydro-12-oxo-LTB4)

PDB for HMDB0012498 (10,11-dihydro-12-oxo-LTB4)

3D PDB for HMDB0012498 (10,11-dihydro-12-oxo-LTB4)

SMILES for HMDB0012498 (10,11-dihydro-12-oxo-LTB4)

INCHI for HMDB0012498 (10,11-dihydro-12-oxo-LTB4)

Structure for HMDB0012498 (10,11-dihydro-12-oxo-LTB4)

3D Structure for HMDB0012498 (10,11-dihydro-12-oxo-LTB4)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra