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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-10-25 14:42:57 UTC

Update Date

2022-03-07 02:49:25 UTC

HMDB ID

HMDB0005099

Secondary Accession Numbers

HMDB05099

Metabolite Identification

Common Name

Thromboxane B3

Description

Thromboxane B3 (TXB3) is a prostanoid that is formed by the hydrolysis of TXA3, a product of dietary eicosapentaenoic acid transformed in humans. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). The reaction product of COX is the unstable endoperoxide prostaglandin H (PGH) that is further transformed into the individual prostanoids by a series of specific prostanoid synthases. Prostanoids are local-acting mediators formed and inactivated within the same or neighbouring cells prior to their release into circulation as inactive metabolites (15-keto- and 13,14-dihydroketo metabolites). Non-enzymatic peroxidation of arachidonic acid and other fatty acids in vivo can result in prostaglandin-like substances isomeric to the COX-derived prostaglandins that are termed isoprostanes. Prostanoids take part in many physiological and pathophysiological processes in practically every organ, tissue and cell, including the vascular, renal, gastrointestinal and reproductive systems. Their activities are mediated through prostanoid-specific receptors and intracellular signalling pathways, whilst their biosynthesis and action are blocked by nonsteroidal antiinflammatory drugs (NSAID). Isoprostanes are considered to be reliable markers of oxidant stress status and have been linked to inflammation, ischaemia-reperfusion, diabetes, cardiovascular disease, reproductive disorders and diabetes. (PMID: 16986207 , 2996649 )Thromboxanes 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


  Mrv0541 02231220212D          

 26 26  0  0  0  0            999 V2000
   23.1586  -11.3163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0151  -12.5538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8731  -12.5538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4441   -8.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0137  -11.3163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7282  -10.0788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7296  -11.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7296  -12.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4441  -10.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4441  -12.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0151  -10.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1586  -12.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4441  -10.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3006  -11.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1586   -9.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5862  -10.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1586   -8.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8716  -11.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8731   -8.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1572  -10.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4427  -11.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8731   -7.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5875   -7.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7282  -10.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5875   -6.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3021   -5.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 12  1  0  0  0  0
  2  8  1  0  0  0  0
  3 12  1  0  0  0  0
  4 17  1  0  0  0  0
  5 24  1  0  0  0  0
  6 24  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 11  1  0  0  0  0
  8 10  1  0  0  0  0
  9 13  1  0  0  0  0
 10 12  1  0  0  0  0
 11 14  1  0  0  0  0
 13 15  2  0  0  0  0
 14 16  2  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 22  1  0  0  0  0
 20 21  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0005099
     RDKit          3D
Thromboxane B3
 58 58  0  0  0  0  0  0  0  0999 V2000
    3.6865    3.4841    1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5408    2.0335    1.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7006    1.1317    0.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6551    0.2172    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8823   -0.7081   -0.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9308   -0.5491   -2.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664    0.7253   -2.6490 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5172   -0.8613   -1.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1695   -2.0116   -1.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8173   -2.4084   -0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7501   -2.9259    0.5133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3767   -3.6358    0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1287   -4.9701    0.3817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6342   -3.1717    0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5727   -2.0817   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751   -2.6154   -2.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2278   -1.3530   -0.8762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1839   -0.4945    0.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1971    0.5701    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    0.6828    1.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1434    1.8216    1.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5253    1.2584    0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5357    2.3694    0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2527    3.2074   -0.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3937    4.1096   -0.3777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9214    3.0262   -1.6444 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7689    3.8065    1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1256    4.1510    1.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3479    3.6682   -0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3407    1.8477    2.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5580    1.8943    1.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0193    1.2427   -0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3124    0.1518    1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8186   -1.7621   -0.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9215   -0.5828   -1.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2774   -1.2282   -2.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0694    1.0184   -2.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904   -0.1879   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9809   -2.7025   -0.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4989   -3.2533   -1.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4484   -3.7132    1.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4941   -5.0378   -0.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2052   -4.0481   -0.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3137   -2.8238    1.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3823   -1.3258   -0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6099   -1.9489   -2.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2474   -0.7632   -1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180   -0.0552    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3864   -1.1750    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1225    1.2954   -0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2558   -0.0175    2.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8967    2.4193    0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1217    2.4174    2.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7343    0.6363    1.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5731    0.5568    0.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5383    2.9619    1.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5452    1.9078    0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2491    3.7988   -2.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 17 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 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
  9 39  1  0
 10 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 26 58  1  0
M  END


  Mrv0541 02231220212D          

 26 26  0  0  0  0            999 V2000
   23.1586  -11.3163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0151  -12.5538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8731  -12.5538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4441   -8.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0137  -11.3163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7282  -10.0788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7296  -11.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7296  -12.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4441  -10.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4441  -12.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0151  -10.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1586  -12.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4441  -10.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3006  -11.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1586   -9.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5862  -10.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1586   -8.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8716  -11.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8731   -8.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1572  -10.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4427  -11.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8731   -7.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5875   -7.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7282  -10.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5875   -6.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3021   -5.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 12  1  0  0  0  0
  2  8  1  0  0  0  0
  3 12  1  0  0  0  0
  4 17  1  0  0  0  0
  5 24  1  0  0  0  0
  6 24  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 11  1  0  0  0  0
  8 10  1  0  0  0  0
  9 13  1  0  0  0  0
 10 12  1  0  0  0  0
 11 14  1  0  0  0  0
 13 15  2  0  0  0  0
 14 16  2  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 22  1  0  0  0  0
 20 21  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0005099

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C=C\CC(O)\C=C\C1OC(O)CC(O)C1C\C=C\CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O6/c1-2-3-6-9-15(21)12-13-18-16(17(22)14-20(25)26-18)10-7-4-5-8-11-19(23)24/h3-4,6-7,12-13,15-18,20-22,25H,2,5,8-11,14H2,1H3,(H,23,24)/b6-3+,7-4+,13-12+

> <INCHI_KEY>
OYPPJMLKAYYWHH-OHVJZDGFSA-N

> <FORMULA>
C20H32O6

> <MOLECULAR_WEIGHT>
368.4645

> <EXACT_MASS>
368.219888756

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
41.94223568388804

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5E)-7-{4,6-dihydroxy-2-[(1E,5E)-3-hydroxyocta-1,5-dien-1-yl]oxan-3-yl}hept-5-enoic acid

> <ALOGPS_LOGP>
3.11

> <JCHEM_LOGP>
2.5610630849999994

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.37123862910908

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.2730030081079535

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8709181849364587

> <JCHEM_POLAR_SURFACE_AREA>
107.22

> <JCHEM_REFRACTIVITY>
102.301

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.72e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thromboxane B3

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005099
     RDKit          3D
Thromboxane B3
 58 58  0  0  0  0  0  0  0  0999 V2000
    3.6865    3.4841    1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5408    2.0335    1.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7006    1.1317    0.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6551    0.2172    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8823   -0.7081   -0.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9308   -0.5491   -2.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664    0.7253   -2.6490 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5172   -0.8613   -1.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1695   -2.0116   -1.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8173   -2.4084   -0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7501   -2.9259    0.5133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3767   -3.6358    0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1287   -4.9701    0.3817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6342   -3.1717    0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5727   -2.0817   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751   -2.6154   -2.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2278   -1.3530   -0.8762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1839   -0.4945    0.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1971    0.5701    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    0.6828    1.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1434    1.8216    1.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5253    1.2584    0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5357    2.3694    0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2527    3.2074   -0.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3937    4.1096   -0.3777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9214    3.0262   -1.6444 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7689    3.8065    1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1256    4.1510    1.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3479    3.6682   -0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3407    1.8477    2.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5580    1.8943    1.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0193    1.2427   -0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3124    0.1518    1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8186   -1.7621   -0.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9215   -0.5828   -1.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2774   -1.2282   -2.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0694    1.0184   -2.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904   -0.1879   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9809   -2.7025   -0.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4989   -3.2533   -1.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4484   -3.7132    1.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4941   -5.0378   -0.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2052   -4.0481   -0.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3137   -2.8238    1.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3823   -1.3258   -0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6099   -1.9489   -2.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2474   -0.7632   -1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180   -0.0552    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3864   -1.1750    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1225    1.2954   -0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2558   -0.0175    2.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8967    2.4193    0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1217    2.4174    2.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7343    0.6363    1.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5731    0.5568    0.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5383    2.9619    1.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5452    1.9078    0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2491    3.7988   -2.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 17 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 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
  9 39  1  0
 10 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 26 58  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      43.229 -21.124   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      39.228 -23.434   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      44.563 -23.434   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      41.896 -15.734   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      29.892 -21.124   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      31.226 -18.814   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      40.562 -21.124   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      40.562 -22.664   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      41.896 -20.354   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      41.896 -23.434   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      39.228 -20.354   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      43.229 -22.664   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      41.896 -18.814   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      37.894 -21.124   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      43.229 -18.044   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      36.561 -20.354   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      43.229 -16.504   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      35.227 -21.124   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      44.563 -15.734   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.893 -20.354   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      32.560 -21.124   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      44.563 -14.194   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      45.897 -13.424   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      31.226 -20.354   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      45.897 -11.884   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      47.231 -11.114   0.000  0.00  0.00           C+0
CONECT    1    9   12                                                       
CONECT    2    8                                                            
CONECT    3   12                                                            
CONECT    4   17                                                            
CONECT    5   24                                                            
CONECT    6   24                                                            
CONECT    7    8    9   11                                                  
CONECT    8    2    7   10                                                  
CONECT    9    1    7   13                                                  
CONECT   10    8   12                                                       
CONECT   11    7   14                                                       
CONECT   12    1    3   10                                                  
CONECT   13    9   15                                                       
CONECT   14   11   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   18                                                       
CONECT   17    4   15   19                                                  
CONECT   18   16   20                                                       
CONECT   19   17   22                                                       
CONECT   20   18   21                                                       
CONECT   21   20   24                                                       
CONECT   22   19   23                                                       
CONECT   23   22   25                                                       
CONECT   24    5    6   21                                                  
CONECT   25   23   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

COMPND    HMDB0005099
HETATM    1  C1  UNL     1       3.687   3.484   1.025  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.541   2.034   1.437  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.701   1.132   0.242  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.655   0.217   0.191  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.882  -0.708  -0.943  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.931  -0.549  -2.082  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.966   0.725  -2.649  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.517  -0.861  -1.744  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.169  -2.012  -1.149  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.817  -2.408  -0.778  1.00  0.00           C  
HETATM   11  O2  UNL     1       0.750  -2.926   0.513  1.00  0.00           O  
HETATM   12  C10 UNL     1      -0.377  -3.636   0.787  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.129  -4.970   0.382  1.00  0.00           O  
HETATM   14  C11 UNL     1      -1.634  -3.172   0.181  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.573  -2.082  -0.815  1.00  0.00           C  
HETATM   16  O4  UNL     1      -1.775  -2.615  -2.107  1.00  0.00           O  
HETATM   17  C13 UNL     1      -0.228  -1.353  -0.876  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.184  -0.494   0.388  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.197   0.570   0.342  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.172   0.683   1.245  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.143   1.822   1.079  1.00  0.00           C  
HETATM   22  C18 UNL     1      -4.525   1.258   0.916  1.00  0.00           C  
HETATM   23  C19 UNL     1      -5.536   2.369   0.749  1.00  0.00           C  
HETATM   24  C20 UNL     1      -5.253   3.207  -0.437  1.00  0.00           C  
HETATM   25  O5  UNL     1      -4.394   4.110  -0.378  1.00  0.00           O  
HETATM   26  O6  UNL     1      -5.921   3.026  -1.644  1.00  0.00           O  
HETATM   27  H1  UNL     1       4.769   3.807   1.053  1.00  0.00           H  
HETATM   28  H2  UNL     1       3.126   4.151   1.708  1.00  0.00           H  
HETATM   29  H3  UNL     1       3.348   3.668  -0.012  1.00  0.00           H  
HETATM   30  H4  UNL     1       4.341   1.848   2.179  1.00  0.00           H  
HETATM   31  H5  UNL     1       2.558   1.894   1.884  1.00  0.00           H  
HETATM   32  H6  UNL     1       3.019   1.243  -0.586  1.00  0.00           H  
HETATM   33  H7  UNL     1       5.312   0.152   1.050  1.00  0.00           H  
HETATM   34  H8  UNL     1       4.819  -1.762  -0.596  1.00  0.00           H  
HETATM   35  H9  UNL     1       5.921  -0.583  -1.312  1.00  0.00           H  
HETATM   36  H10 UNL     1       4.277  -1.228  -2.923  1.00  0.00           H  
HETATM   37  H11 UNL     1       3.069   1.018  -2.984  1.00  0.00           H  
HETATM   38  H12 UNL     1       1.690  -0.188  -1.955  1.00  0.00           H  
HETATM   39  H13 UNL     1       2.981  -2.702  -0.929  1.00  0.00           H  
HETATM   40  H14 UNL     1       0.499  -3.253  -1.456  1.00  0.00           H  
HETATM   41  H15 UNL     1      -0.448  -3.713   1.913  1.00  0.00           H  
HETATM   42  H16 UNL     1      -0.494  -5.038  -0.546  1.00  0.00           H  
HETATM   43  H17 UNL     1      -2.205  -4.048  -0.251  1.00  0.00           H  
HETATM   44  H18 UNL     1      -2.314  -2.824   1.017  1.00  0.00           H  
HETATM   45  H19 UNL     1      -2.382  -1.326  -0.681  1.00  0.00           H  
HETATM   46  H20 UNL     1      -1.610  -1.949  -2.806  1.00  0.00           H  
HETATM   47  H21 UNL     1      -0.247  -0.763  -1.789  1.00  0.00           H  
HETATM   48  H22 UNL     1       0.818  -0.055   0.530  1.00  0.00           H  
HETATM   49  H23 UNL     1      -0.386  -1.175   1.256  1.00  0.00           H  
HETATM   50  H24 UNL     1      -1.122   1.295  -0.489  1.00  0.00           H  
HETATM   51  H25 UNL     1      -2.256  -0.017   2.059  1.00  0.00           H  
HETATM   52  H26 UNL     1      -2.897   2.419   0.194  1.00  0.00           H  
HETATM   53  H27 UNL     1      -3.122   2.417   2.019  1.00  0.00           H  
HETATM   54  H28 UNL     1      -4.734   0.636   1.804  1.00  0.00           H  
HETATM   55  H29 UNL     1      -4.573   0.557   0.045  1.00  0.00           H  
HETATM   56  H30 UNL     1      -5.538   2.962   1.690  1.00  0.00           H  
HETATM   57  H31 UNL     1      -6.545   1.908   0.587  1.00  0.00           H  
HETATM   58  H32 UNL     1      -6.249   3.799  -2.222  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4    4   32
CONECT    4    5   33
CONECT    5    6   34   35
CONECT    6    7    8   36
CONECT    7   37
CONECT    8    9    9   38
CONECT    9   10   39
CONECT   10   11   17   40
CONECT   11   12
CONECT   12   13   14   41
CONECT   13   42
CONECT   14   15   43   44
CONECT   15   16   17   45
CONECT   16   46
CONECT   17   18   47
CONECT   18   19   48   49
CONECT   19   20   20   50
CONECT   20   21   51
CONECT   21   22   52   53
CONECT   22   23   54   55
CONECT   23   24   56   57
CONECT   24   25   25   26
CONECT   26   58
END

HMDB0005099
     RDKit          3D
Thromboxane B3
 58 58  0  0  0  0  0  0  0  0999 V2000
    3.6865    3.4841    1.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5408    2.0335    1.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7006    1.1317    0.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6551    0.2172    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8823   -0.7081   -0.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9308   -0.5491   -2.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664    0.7253   -2.6490 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5172   -0.8613   -1.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1695   -2.0116   -1.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8173   -2.4084   -0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7501   -2.9259    0.5133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3767   -3.6358    0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1287   -4.9701    0.3817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6342   -3.1717    0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5727   -2.0817   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751   -2.6154   -2.1065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2278   -1.3530   -0.8762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1839   -0.4945    0.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1971    0.5701    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    0.6828    1.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1434    1.8216    1.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5253    1.2584    0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5357    2.3694    0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2527    3.2074   -0.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3937    4.1096   -0.3777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9214    3.0262   -1.6444 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7689    3.8065    1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1256    4.1510    1.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3479    3.6682   -0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3407    1.8477    2.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5580    1.8943    1.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0193    1.2427   -0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3124    0.1518    1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8186   -1.7621   -0.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9215   -0.5828   -1.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2774   -1.2282   -2.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0694    1.0184   -2.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904   -0.1879   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9809   -2.7025   -0.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4989   -3.2533   -1.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4484   -3.7132    1.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4941   -5.0378   -0.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2052   -4.0481   -0.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3137   -2.8238    1.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3823   -1.3258   -0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6099   -1.9489   -2.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2474   -0.7632   -1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180   -0.0552    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3864   -1.1750    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1225    1.2954   -0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2558   -0.0175    2.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8967    2.4193    0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1217    2.4174    2.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7343    0.6363    1.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5731    0.5568    0.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5383    2.9619    1.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5452    1.9078    0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2491    3.7988   -2.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 17 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 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
  9 39  1  0
 10 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 26 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5Z,9a,13E,15S,17Z)-9,11,15-Trihydroxy-thromboxa-5,13,17-trien-1-Oate	HMDB
(5Z,9a,13E,15S,17Z)-9,11,15-Trihydroxy-thromboxa-5,13,17-trien-1-Oic acid	HMDB
9S,11,15S-Trihydroxy-thromboxa-5Z,13E,17Z-trien-1-Oate	HMDB
9S,11,15S-Trihydroxy-thromboxa-5Z,13E,17Z-trien-1-Oic acid	HMDB
TXB3	HMDB, MeSH
[2R(1E,3S,5Z),3S(Z),4S]-[Partial]-7-[tetrahydro-4,6-dihydroxy-2-(3-hydroxy-1,5-octadienyl)-2H-pyran-3-yl]-5-heptenoate	HMDB
[2R(1E,3S,5Z),3S(Z),4S]-[Partial]-7-[tetrahydro-4,6-dihydroxy-2-(3-hydroxy-1,5-octadienyl)-2H-pyran-3-yl]-5-heptenoic acid	HMDB

Chemical Formula

C₂₀H₃₂O₆

Average Molecular Weight

368.4645

Monoisotopic Molecular Weight

368.219888756

IUPAC Name

(5E)-7-{4,6-dihydroxy-2-[(1E,5E)-3-hydroxyocta-1,5-dien-1-yl]oxan-3-yl}hept-5-enoic acid

Traditional Name

thromboxane B3

CAS Registry Number

71953-80-5

SMILES

CC\C=C\CC(O)\C=C\C1OC(O)CC(O)C1C\C=C\CCCC(O)=O

InChI Identifier

InChI=1S/C20H32O6/c1-2-3-6-9-15(21)12-13-18-16(17(22)14-20(25)26-18)10-7-4-5-8-11-19(23)24/h3-4,6-7,12-13,15-18,20-22,25H,2,5,8-11,14H2,1H3,(H,23,24)/b6-3+,7-4+,13-12+

InChI Key

OYPPJMLKAYYWHH-OHVJZDGFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thromboxanes. These are eicosanoids structurally characterized by the presence of a 6-member ether containing ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Thromboxanes

Alternative Parents

Substituents

Thromboxane
Long-chain fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Fatty acid
Oxane
Unsaturated fatty acid
Hemiacetal
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 20671299)

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0005099)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0005099)

Source

Endogenous

Endogenous (HMDB: HMDB0005099)

Animal

Animal (HMDB: HMDB0005099)

Exogenous

Food

Food (HMDB: HMDB0005099)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0005099)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0005099)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0005099)

Lipid metabolism pathway (HMDB: HMDB0005099)

Cellular process

Cell signaling (HMDB: HMDB0005099)

Biochemical process

Lipid transport (HMDB: HMDB0005099)

Role

Biological role

Energy source (HMDB: HMDB0005099)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0005099)

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	1.23	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.27 g/L	ALOGPS
logP	3.11	ALOGPS
logP	2.56	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	4.27	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	102.3 m³·mol⁻¹	ChemAxon
Polarizability	41.94 Å³	ChemAxon
Number of Rings	1	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]+	191.1	31661259
DarkChem	[M-H]-	190.214	31661259
DeepCCS	[M+H]+	188.458	30932474
DeepCCS	[M-H]-	186.1	30932474
DeepCCS	[M-2H]-	219.401	30932474
DeepCCS	[M+Na]+	194.628	30932474
AllCCS	[M+H]+	196.4	32859911
AllCCS	[M+H-H2O]+	193.7	32859911
AllCCS	[M+NH4]+	198.8	32859911
AllCCS	[M+Na]+	199.5	32859911
AllCCS	[M-H]-	192.9	32859911
AllCCS	[M+Na-2H]-	194.3	32859911
AllCCS	[M+HCOO]-	196.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.18 minutes	32390414
Predicted by Siyang on May 30, 2022	13.0447 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.96 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	59.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2559.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	202.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	158.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	154.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	487.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	388.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	226.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1156.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	489.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1218.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	349.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	341.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	381.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	180.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thromboxane B3	CC\C=C\CC(O)\C=C\C1OC(O)CC(O)C1C\C=C\CCCC(O)=O	4374.5	Standard polar	33892256
Thromboxane B3	CC\C=C\CC(O)\C=C\C1OC(O)CC(O)C1C\C=C\CCCC(O)=O	2467.2	Standard non polar	33892256
Thromboxane B3	CC\C=C\CC(O)\C=C\C1OC(O)CC(O)C1C\C=C\CCCC(O)=O	2903.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Thromboxane B3,1TMS,isomer #1	CC/C=C/CC(/C=C/C1OC(O)CC(O)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C	3170.9	Semi standard non polar	33892256
Thromboxane B3,1TMS,isomer #2	CC/C=C/CC(O)/C=C/C1OC(O[Si](C)(C)C)CC(O)C1C/C=C/CCCC(=O)O	3069.4	Semi standard non polar	33892256
Thromboxane B3,1TMS,isomer #3	CC/C=C/CC(O)/C=C/C1OC(O)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O	3122.6	Semi standard non polar	33892256
Thromboxane B3,1TMS,isomer #4	CC/C=C/CC(O)/C=C/C1OC(O)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C	3058.8	Semi standard non polar	33892256
Thromboxane B3,2TMS,isomer #1	CC/C=C/CC(/C=C/C1OC(O[Si](C)(C)C)CC(O)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C	3069.9	Semi standard non polar	33892256
Thromboxane B3,2TMS,isomer #2	CC/C=C/CC(/C=C/C1OC(O)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C	3079.1	Semi standard non polar	33892256
Thromboxane B3,2TMS,isomer #3	CC/C=C/CC(/C=C/C1OC(O)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3029.7	Semi standard non polar	33892256
Thromboxane B3,2TMS,isomer #4	CC/C=C/CC(O)/C=C/C1OC(O[Si](C)(C)C)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O	3036.4	Semi standard non polar	33892256
Thromboxane B3,2TMS,isomer #5	CC/C=C/CC(O)/C=C/C1OC(O[Si](C)(C)C)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C	2957.8	Semi standard non polar	33892256
Thromboxane B3,2TMS,isomer #6	CC/C=C/CC(O)/C=C/C1OC(O)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C	2971.3	Semi standard non polar	33892256
Thromboxane B3,3TMS,isomer #1	CC/C=C/CC(/C=C/C1OC(O[Si](C)(C)C)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C	2981.3	Semi standard non polar	33892256
Thromboxane B3,3TMS,isomer #2	CC/C=C/CC(/C=C/C1OC(O[Si](C)(C)C)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2929.6	Semi standard non polar	33892256
Thromboxane B3,3TMS,isomer #3	CC/C=C/CC(/C=C/C1OC(O)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2926.3	Semi standard non polar	33892256
Thromboxane B3,3TMS,isomer #4	CC/C=C/CC(O)/C=C/C1OC(O[Si](C)(C)C)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C	2916.0	Semi standard non polar	33892256
Thromboxane B3,4TMS,isomer #1	CC/C=C/CC(/C=C/C1OC(O[Si](C)(C)C)CC(O[Si](C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2835.1	Semi standard non polar	33892256
Thromboxane B3,1TBDMS,isomer #1	CC/C=C/CC(/C=C/C1OC(O)CC(O)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3413.8	Semi standard non polar	33892256
Thromboxane B3,1TBDMS,isomer #2	CC/C=C/CC(O)/C=C/C1OC(O[Si](C)(C)C(C)(C)C)CC(O)C1C/C=C/CCCC(=O)O	3290.6	Semi standard non polar	33892256
Thromboxane B3,1TBDMS,isomer #3	CC/C=C/CC(O)/C=C/C1OC(O)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O	3348.0	Semi standard non polar	33892256
Thromboxane B3,1TBDMS,isomer #4	CC/C=C/CC(O)/C=C/C1OC(O)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C	3311.3	Semi standard non polar	33892256
Thromboxane B3,2TBDMS,isomer #1	CC/C=C/CC(/C=C/C1OC(O[Si](C)(C)C(C)(C)C)CC(O)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3487.3	Semi standard non polar	33892256
Thromboxane B3,2TBDMS,isomer #2	CC/C=C/CC(/C=C/C1OC(O)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3523.6	Semi standard non polar	33892256
Thromboxane B3,2TBDMS,isomer #3	CC/C=C/CC(/C=C/C1OC(O)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3525.8	Semi standard non polar	33892256
Thromboxane B3,2TBDMS,isomer #4	CC/C=C/CC(O)/C=C/C1OC(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O	3461.1	Semi standard non polar	33892256
Thromboxane B3,2TBDMS,isomer #5	CC/C=C/CC(O)/C=C/C1OC(O[Si](C)(C)C(C)(C)C)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C	3421.3	Semi standard non polar	33892256
Thromboxane B3,2TBDMS,isomer #6	CC/C=C/CC(O)/C=C/C1OC(O)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C	3450.4	Semi standard non polar	33892256
Thromboxane B3,3TBDMS,isomer #1	CC/C=C/CC(/C=C/C1OC(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3621.5	Semi standard non polar	33892256
Thromboxane B3,3TBDMS,isomer #2	CC/C=C/CC(/C=C/C1OC(O[Si](C)(C)C(C)(C)C)CC(O)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3620.1	Semi standard non polar	33892256
Thromboxane B3,3TBDMS,isomer #3	CC/C=C/CC(/C=C/C1OC(O)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3626.4	Semi standard non polar	33892256
Thromboxane B3,3TBDMS,isomer #4	CC/C=C/CC(O)/C=C/C1OC(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C	3596.5	Semi standard non polar	33892256
Thromboxane B3,4TBDMS,isomer #1	CC/C=C/CC(/C=C/C1OC(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C1C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3753.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Thromboxane B3 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6x-9667000000-f4ce2aa3c5ab9901d9ba	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thromboxane B3 GC-MS (4 TMS) - 70eV, Positive	splash10-0006-4300089000-51bd4164d954c93c28e4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thromboxane B3 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thromboxane B3 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 - Thromboxane B3 10V, Positive-QTOF	splash10-0uei-0239000000-d3055e5b46f3ead5d5ea	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thromboxane B3 20V, Positive-QTOF	splash10-0pc0-2149000000-3a365f4768659805dca5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thromboxane B3 40V, Positive-QTOF	splash10-014r-9210000000-6b4c19a67971e21744af	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thromboxane B3 10V, Negative-QTOF	splash10-016v-0059000000-f381f931b44061fd5515	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thromboxane B3 20V, Negative-QTOF	splash10-0002-2579000000-1c860ae580e6e8ed5349	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thromboxane B3 40V, Negative-QTOF	splash10-0a4m-9551000000-d08a5187728b44f9f928	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thromboxane B3 10V, Negative-QTOF	splash10-014i-0009000000-5a2cdf7255286b655e61	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thromboxane B3 20V, Negative-QTOF	splash10-066s-1069000000-69f11b87e1bf34bbe824	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thromboxane B3 40V, Negative-QTOF	splash10-0007-7390000000-b258f7d4798fa158b519	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thromboxane B3 10V, Positive-QTOF	splash10-0ue9-0019000000-9a935972b1a88c20ecaa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thromboxane B3 20V, Positive-QTOF	splash10-053u-9313000000-663c96f23d66b2d8a26d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thromboxane B3 40V, Positive-QTOF	splash10-0api-9410000000-464dcb232bc3855b4826	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.000017 +/- 0.000003 uM	Adult (>18 years old)	Both	Normal	20671299	details

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

FDB023630

KNApSAcK ID

Not Available

Chemspider ID

4943166

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6438711

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

Fischer S, Weber PC: Thromboxane (TX)A3 and prostaglandin (PG)I3 are formed in man after dietary eicosapentaenoic acid: identification and quantification by capillary gas chromatography-electron impact mass spectrometry. Biomed Mass Spectrom. 1985 Sep;12(9):470-6. [PubMed:2996649 ]
Masoodi M, Nicolaou A: Lipidomic analysis of twenty-seven prostanoids and isoprostanes by liquid chromatography/electrospray tandem mass spectrometry. Rapid Commun Mass Spectrom. 2006;20(20):3023-9. [PubMed:16986207 ]
Lipid Maps (LMFA03030006) [Link]

Showing metabocard for Thromboxane B3 (HMDB0005099)

MOL for HMDB0005099 (Thromboxane B3)

3D MOL for HMDB0005099 (Thromboxane B3)

3D SDF for HMDB0005099 (Thromboxane B3)

3D-SDF for HMDB0005099 (Thromboxane B3)

PDB for HMDB0005099 (Thromboxane B3)

3D PDB for HMDB0005099 (Thromboxane B3)

SMILES for HMDB0005099 (Thromboxane B3)

INCHI for HMDB0005099 (Thromboxane B3)

Structure for HMDB0005099 (Thromboxane B3)

3D Structure for HMDB0005099 (Thromboxane B3)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra