Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:18 UTC

Update Date

2022-03-07 02:49:17 UTC

HMDB ID

HMDB0002904

Secondary Accession Numbers

HMDB02904

Metabolite Identification

Common Name

2,3-Dinor-TXB2

Description

Fatty Acyl-Eicosanoid - metabolite of thromboxane. Found to be excreted via urinary tract at a higher level in diabetic rats. A study demonstrates that thromboxane as well as prostacyclin biosynthesis is increased in 2 murine models of atherogenesis and is secondary to increased in vivo platelet activation. Assessment of their generation in these models may afford the basis for future studies on the functional role of these eicosanoids in the evolution and progression of atherosclerosisThromboxanes 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

HMDB0002904
     RDKit          3D
2,3-Dinor-TXB2
 54 54  0  0  0  0  0  0  0  0999 V2000
   -5.4830    2.5921    0.8458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6767    2.0091   -0.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4892    0.5000   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6779   -0.0074   -1.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4092   -1.4633   -1.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617   -2.0041   -0.1202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2676   -1.8384    1.1151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076   -1.3520   -0.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -1.8063    0.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9693   -1.1727    0.9736 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8086   -2.1486    1.5727 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9465   -3.2032    0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4884   -4.2773    1.3841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9389   -2.7794   -0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8852   -1.2874   -0.6319 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8871   -0.6786    0.1099 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256   -0.7147   -0.3305 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6256    0.7885   -0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5109    1.2965    0.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6122    2.0085    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1186    2.4026   -0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1594    3.9013   -0.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7923    4.5526    0.1247 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5946    4.5686   -2.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1415    3.6530    1.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5442    2.6198    0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3883    2.0670    1.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2131    2.1562   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6907    2.5237   -0.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876    0.0504   -0.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9505    0.3142    0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7086    0.5447   -1.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1817    0.2386   -2.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7863   -1.6794   -2.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3629   -2.0200   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083   -3.1019   -0.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6622   -1.5232    1.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0990   -0.5014   -0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6720   -2.6660    1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8901   -0.3654    1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0212   -3.4864    0.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3819   -4.1547    2.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7424   -3.3776   -1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9542   -3.0522   -0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1058   -1.1234   -1.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7409   -0.6049   -0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101   -0.9959   -1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8536    1.1419   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5666    1.1460   -0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2817    1.0955    1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2235    2.3529    1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598    2.0337   -1.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1950    2.0329   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5719    4.7953   -2.0587 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  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  2  0
 22 24  1  0
 17 10  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  6
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  1
 12 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  6
 16 46  1  0
 17 47  1  6
 18 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END

  Mrv0541 02231219362D          

 24 24  0  0  1  0            999 V2000
   14.3056   -7.4262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7344  -11.5512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8765  -11.5512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7331   -7.8387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0200  -10.3137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0187   -9.0762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0200   -7.8387    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7344   -7.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7344   -6.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4488   -6.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4488   -5.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8765   -9.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4477   -9.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1634   -4.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0200  -11.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5910  -11.1387    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5910  -10.3137    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.3056   -9.9012    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.3056  -11.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7331   -8.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1621  -10.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4477   -9.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0200   -8.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3056   -9.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  1  0  0  0
  2 15  1  0  0  0  0
 16  3  1  6  0  0  0
  4 20  1  0  0  0  0
  5 15  1  0  0  0  0
  5 18  1  0  0  0  0
  6 20  2  0  0  0  0
  7  8  1  0  0  0  0
  7 23  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 14  1  0  0  0  0
 17 12  1  6  0  0  0
 12 21  1  0  0  0  0
 13 20  1  0  0  0  0
 13 22  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
 18 24  1  1  0  0  0
 21 22  2  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002904

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)\C=C\[C@H]1OC(O)C[C@H](O)[C@@H]1C\C=C/CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O6/c1-2-3-4-7-13(19)10-11-16-14(8-5-6-9-17(21)22)15(20)12-18(23)24-16/h5-6,10-11,13-16,18-20,23H,2-4,7-9,12H2,1H3,(H,21,22)/b6-5-,11-10+/t13-,14-,15-,16+,18?/m0/s1

> <INCHI_KEY>
RJHNVFKNIJQTQF-LMIBIYGPSA-N

> <FORMULA>
C18H30O6

> <MOLECULAR_WEIGHT>
342.4272

> <EXACT_MASS>
342.204238692

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
37.569380640131335

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z)-5-[(2R,3S,4S)-4,6-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]oxan-3-yl]pent-3-enoic acid

> <ALOGPS_LOGP>
2.34

> <JCHEM_LOGP>
2.0338474116666654

> <ALOGPS_LOGS>
-2.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.371416097209188

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.203837655199558

> <JCHEM_PKA_STRONGEST_BASIC>
-2.846875496999737

> <JCHEM_POLAR_SURFACE_AREA>
107.22

> <JCHEM_REFRACTIVITY>
91.9824

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dinor-thromboxane

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002904
     RDKit          3D
2,3-Dinor-TXB2
 54 54  0  0  0  0  0  0  0  0999 V2000
   -5.4830    2.5921    0.8458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6767    2.0091   -0.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4892    0.5000   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6779   -0.0074   -1.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4092   -1.4633   -1.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617   -2.0041   -0.1202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2676   -1.8384    1.1151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076   -1.3520   -0.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -1.8063    0.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9693   -1.1727    0.9736 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8086   -2.1486    1.5727 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9465   -3.2032    0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4884   -4.2773    1.3841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9389   -2.7794   -0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8852   -1.2874   -0.6319 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8871   -0.6786    0.1099 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256   -0.7147   -0.3305 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6256    0.7885   -0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5109    1.2965    0.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6122    2.0085    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1186    2.4026   -0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1594    3.9013   -0.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7923    4.5526    0.1247 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5946    4.5686   -2.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1415    3.6530    1.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5442    2.6198    0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3883    2.0670    1.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2131    2.1562   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6907    2.5237   -0.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876    0.0504   -0.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9505    0.3142    0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7086    0.5447   -1.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1817    0.2386   -2.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7863   -1.6794   -2.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3629   -2.0200   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083   -3.1019   -0.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6622   -1.5232    1.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0990   -0.5014   -0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6720   -2.6660    1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8901   -0.3654    1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0212   -3.4864    0.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3819   -4.1547    2.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7424   -3.3776   -1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9542   -3.0522   -0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1058   -1.1234   -1.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7409   -0.6049   -0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101   -0.9959   -1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8536    1.1419   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5666    1.1460   -0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2817    1.0955    1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2235    2.3529    1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598    2.0337   -1.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1950    2.0329   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5719    4.7953   -2.0587 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  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  2  0
 22 24  1  0
 17 10  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  6
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  1
 12 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  6
 16 46  1  0
 17 47  1  6
 18 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  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      26.704 -13.862   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      29.371 -21.562   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      24.036 -21.562   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      20.035 -14.632   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      28.037 -19.252   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      18.702 -16.942   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      28.037 -14.632   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      29.371 -13.862   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      29.371 -12.322   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      30.704 -11.552   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.704 -10.012   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.036 -18.482   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.369 -16.942   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      32.038  -9.242   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.037 -20.792   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      25.370 -20.792   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.370 -19.252   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.704 -18.482   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      26.704 -21.562   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.035 -16.172   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.703 -19.252   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.369 -18.482   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      28.037 -16.172   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      26.704 -16.942   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   20                                                            
CONECT    5   15   18                                                       
CONECT    6   20                                                            
CONECT    7    1    8   23                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   14                                                       
CONECT   12   17   21                                                       
CONECT   13   20   22                                                       
CONECT   14   11                                                            
CONECT   15    2    5   19                                                  
CONECT   16    3   17   19                                                  
CONECT   17   12   16   18                                                  
CONECT   18    5   17   24                                                  
CONECT   19   15   16                                                       
CONECT   20    4    6   13                                                  
CONECT   21   12   22                                                       
CONECT   22   13   21                                                       
CONECT   23    7   24                                                       
CONECT   24   18   23                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

COMPND    HMDB0002904
HETATM    1  C1  UNL     1      -5.483   2.592   0.846  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.677   2.009  -0.275  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.489   0.500  -0.112  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.678  -0.007  -1.263  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.409  -1.463  -1.282  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.662  -2.004  -0.120  1.00  0.00           C  
HETATM    7  O1  UNL     1      -3.268  -1.838   1.115  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.308  -1.352  -0.006  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.392  -1.806   0.840  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.969  -1.173   0.974  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.809  -2.149   1.573  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.946  -3.203   0.678  1.00  0.00           C  
HETATM   13  O3  UNL     1       2.488  -4.277   1.384  1.00  0.00           O  
HETATM   14  C11 UNL     1       2.939  -2.779  -0.381  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.885  -1.287  -0.632  1.00  0.00           C  
HETATM   16  O4  UNL     1       3.887  -0.679   0.110  1.00  0.00           O  
HETATM   17  C13 UNL     1       1.526  -0.715  -0.330  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.626   0.788  -0.378  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.511   1.296   0.688  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.612   2.009   0.510  1.00  0.00           C  
HETATM   21  C17 UNL     1       4.119   2.403  -0.819  1.00  0.00           C  
HETATM   22  C18 UNL     1       4.159   3.901  -0.872  1.00  0.00           C  
HETATM   23  O5  UNL     1       3.792   4.553   0.125  1.00  0.00           O  
HETATM   24  O6  UNL     1       4.595   4.569  -2.001  1.00  0.00           O  
HETATM   25  H1  UNL     1      -5.142   3.653   1.022  1.00  0.00           H  
HETATM   26  H2  UNL     1      -6.544   2.620   0.535  1.00  0.00           H  
HETATM   27  H3  UNL     1      -5.388   2.067   1.802  1.00  0.00           H  
HETATM   28  H4  UNL     1      -5.213   2.156  -1.237  1.00  0.00           H  
HETATM   29  H5  UNL     1      -3.691   2.524  -0.286  1.00  0.00           H  
HETATM   30  H6  UNL     1      -5.488   0.050  -0.051  1.00  0.00           H  
HETATM   31  H7  UNL     1      -3.951   0.314   0.850  1.00  0.00           H  
HETATM   32  H8  UNL     1      -2.709   0.545  -1.308  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.182   0.239  -2.247  1.00  0.00           H  
HETATM   34  H10 UNL     1      -2.786  -1.679  -2.193  1.00  0.00           H  
HETATM   35  H11 UNL     1      -4.363  -2.020  -1.419  1.00  0.00           H  
HETATM   36  H12 UNL     1      -2.508  -3.102  -0.236  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.662  -1.523   1.819  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.099  -0.501  -0.634  1.00  0.00           H  
HETATM   39  H15 UNL     1      -0.672  -2.666   1.440  1.00  0.00           H  
HETATM   40  H16 UNL     1       0.890  -0.365   1.725  1.00  0.00           H  
HETATM   41  H17 UNL     1       1.021  -3.486   0.178  1.00  0.00           H  
HETATM   42  H18 UNL     1       2.382  -4.155   2.366  1.00  0.00           H  
HETATM   43  H19 UNL     1       2.742  -3.378  -1.292  1.00  0.00           H  
HETATM   44  H20 UNL     1       3.954  -3.052  -0.028  1.00  0.00           H  
HETATM   45  H21 UNL     1       3.106  -1.123  -1.702  1.00  0.00           H  
HETATM   46  H22 UNL     1       4.741  -0.605  -0.386  1.00  0.00           H  
HETATM   47  H23 UNL     1       0.810  -0.996  -1.145  1.00  0.00           H  
HETATM   48  H24 UNL     1       1.854   1.142  -1.387  1.00  0.00           H  
HETATM   49  H25 UNL     1       0.567   1.146  -0.136  1.00  0.00           H  
HETATM   50  H26 UNL     1       2.282   1.096   1.754  1.00  0.00           H  
HETATM   51  H27 UNL     1       4.223   2.353   1.364  1.00  0.00           H  
HETATM   52  H28 UNL     1       3.560   2.034  -1.678  1.00  0.00           H  
HETATM   53  H29 UNL     1       5.195   2.033  -0.844  1.00  0.00           H  
HETATM   54  H30 UNL     1       5.572   4.795  -2.059  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    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   23   24
CONECT   24   54
END

HMDB0002904
     RDKit          3D
2,3-Dinor-TXB2
 54 54  0  0  0  0  0  0  0  0999 V2000
   -5.4830    2.5921    0.8458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6767    2.0091   -0.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4892    0.5000   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6779   -0.0074   -1.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4092   -1.4633   -1.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617   -2.0041   -0.1202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2676   -1.8384    1.1151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076   -1.3520   -0.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -1.8063    0.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9693   -1.1727    0.9736 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8086   -2.1486    1.5727 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9465   -3.2032    0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4884   -4.2773    1.3841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9389   -2.7794   -0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8852   -1.2874   -0.6319 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8871   -0.6786    0.1099 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256   -0.7147   -0.3305 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6256    0.7885   -0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5109    1.2965    0.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6122    2.0085    0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1186    2.4026   -0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1594    3.9013   -0.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7923    4.5526    0.1247 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5946    4.5686   -2.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1415    3.6530    1.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5442    2.6198    0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3883    2.0670    1.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2131    2.1562   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6907    2.5237   -0.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876    0.0504   -0.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9505    0.3142    0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7086    0.5447   -1.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1817    0.2386   -2.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7863   -1.6794   -2.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3629   -2.0200   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083   -3.1019   -0.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6622   -1.5232    1.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0990   -0.5014   -0.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6720   -2.6660    1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8901   -0.3654    1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0212   -3.4864    0.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3819   -4.1547    2.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7424   -3.3776   -1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9542   -3.0522   -0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1058   -1.1234   -1.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7409   -0.6049   -0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101   -0.9959   -1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8536    1.1419   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5666    1.1460   -0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2817    1.0955    1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2235    2.3529    1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598    2.0337   -1.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1950    2.0329   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5719    4.7953   -2.0587 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  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  2  0
 22 24  1  0
 17 10  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  6
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  1
 12 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  6
 16 46  1  0
 17 47  1  6
 18 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3-Dinor-thromboxane	HMDB
2,3-Dinorthromboxane	HMDB
2,3-Dinor TXB2	HMDB
2,3-Dinor-thromboxane b2	HMDB

Chemical Formula

C₁₈H₃₀O₆

Average Molecular Weight

342.4272

Monoisotopic Molecular Weight

342.204238692

IUPAC Name

(3Z)-5-[(2R,3S,4S)-4,6-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]oxan-3-yl]pent-3-enoic acid

Traditional Name

2,3-dinor-thromboxane

CAS Registry Number

63250-09-9

SMILES

CCCCC[C@H](O)\C=C\[C@H]1OC(O)C[C@H](O)[C@@H]1C\C=C/CC(O)=O

InChI Identifier

InChI=1S/C18H30O6/c1-2-3-4-7-13(19)10-11-16-14(8-5-6-9-17(21)22)15(20)12-18(23)24-16/h5-6,10-11,13-16,18-20,23H,2-4,7-9,12H2,1H3,(H,21,22)/b6-5-,11-10+/t13-,14-,15-,16+,18?/m0/s1

InChI Key

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

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Thromboxanes (LMFA03030003 )

Ontology

Not Available

Urine (PMID: 9373880)

Cellular substructure

Extracellular (HMDB: HMDB0002904)
Membrane (HMDB: HMDB0002904)

Source

Exogenous

Exogenous (HMDB: HMDB0002904)

Food

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)

Endogenous

Endogenous (HMDB: HMDB0002904)

Process

Not Available

Role

Not Available

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	0.62 g/L	ALOGPS
logP	2.34	ALOGPS
logP	2.03	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	4.2	ChemAxon
pKa (Strongest Basic)	-2.8	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	10	ChemAxon
Refractivity	91.98 m³·mol⁻¹	ChemAxon
Polarizability	37.57 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]+	185.085	31661259
DarkChem	[M-H]-	189.55	31661259
DeepCCS	[M+H]+	191.351	30932474
DeepCCS	[M-H]-	188.993	30932474
DeepCCS	[M-2H]-	223.066	30932474
DeepCCS	[M+Na]+	198.276	30932474
AllCCS	[M+H]+	188.2	32859911
AllCCS	[M+H-H2O]+	185.4	32859911
AllCCS	[M+NH4]+	190.8	32859911
AllCCS	[M+Na]+	191.6	32859911
AllCCS	[M-H]-	186.3	32859911
AllCCS	[M+Na-2H]-	187.3	32859911
AllCCS	[M+HCOO]-	188.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dinor-TXB2	CCCCC[C@H](O)\C=C\[C@H]1OC(O)C[C@H](O)[C@@H]1C\C=C/CC(O)=O	4364.9	Standard polar	33892256
2,3-Dinor-TXB2	CCCCC[C@H](O)\C=C\[C@H]1OC(O)C[C@H](O)[C@@H]1C\C=C/CC(O)=O	2601.6	Standard non polar	33892256
2,3-Dinor-TXB2	CCCCC[C@H](O)\C=C\[C@H]1OC(O)C[C@H](O)[C@@H]1C\C=C/CC(O)=O	2799.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dinor-TXB2,1TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1OC(O)C[C@H](O)[C@@H]1C/C=C\CC(=O)O)O[Si](C)(C)C	2789.9	Semi standard non polar	33892256
2,3-Dinor-TXB2,1TMS,isomer #2	CCCCC[C@H](O)/C=C/[C@H]1OC(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CC(=O)O	2732.6	Semi standard non polar	33892256
2,3-Dinor-TXB2,1TMS,isomer #3	CCCCC[C@H](O)/C=C/[C@H]1OC(O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CC(=O)O	2688.1	Semi standard non polar	33892256
2,3-Dinor-TXB2,1TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1OC(O)C[C@H](O)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C	2733.8	Semi standard non polar	33892256
2,3-Dinor-TXB2,2TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1OC(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CC(=O)O)O[Si](C)(C)C	2747.7	Semi standard non polar	33892256
2,3-Dinor-TXB2,2TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1OC(O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CC(=O)O)O[Si](C)(C)C	2688.6	Semi standard non polar	33892256
2,3-Dinor-TXB2,2TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1OC(O)C[C@H](O)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2749.3	Semi standard non polar	33892256
2,3-Dinor-TXB2,2TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1OC(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CC(=O)O	2713.8	Semi standard non polar	33892256
2,3-Dinor-TXB2,2TMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1OC(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C	2713.3	Semi standard non polar	33892256
2,3-Dinor-TXB2,2TMS,isomer #6	CCCCC[C@H](O)/C=C/[C@H]1OC(O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C	2679.0	Semi standard non polar	33892256
2,3-Dinor-TXB2,3TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1OC(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CC(=O)O)O[Si](C)(C)C	2679.8	Semi standard non polar	33892256
2,3-Dinor-TXB2,3TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1OC(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2699.0	Semi standard non polar	33892256
2,3-Dinor-TXB2,3TMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1OC(O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2657.9	Semi standard non polar	33892256
2,3-Dinor-TXB2,3TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1OC(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C	2665.2	Semi standard non polar	33892256
2,3-Dinor-TXB2,4TMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1OC(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2671.4	Semi standard non polar	33892256
2,3-Dinor-TXB2,1TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1OC(O)C[C@H](O)[C@@H]1C/C=C\CC(=O)O)O[Si](C)(C)C(C)(C)C	3024.1	Semi standard non polar	33892256
2,3-Dinor-TXB2,1TBDMS,isomer #2	CCCCC[C@H](O)/C=C/[C@H]1OC(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CC(=O)O	2943.6	Semi standard non polar	33892256
2,3-Dinor-TXB2,1TBDMS,isomer #3	CCCCC[C@H](O)/C=C/[C@H]1OC(O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CC(=O)O	2905.9	Semi standard non polar	33892256
2,3-Dinor-TXB2,1TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1OC(O)C[C@H](O)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C(C)(C)C	2981.0	Semi standard non polar	33892256
2,3-Dinor-TXB2,2TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1OC(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CC(=O)O)O[Si](C)(C)C(C)(C)C	3188.9	Semi standard non polar	33892256
2,3-Dinor-TXB2,2TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1OC(O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CC(=O)O)O[Si](C)(C)C(C)(C)C	3149.5	Semi standard non polar	33892256
2,3-Dinor-TXB2,2TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1OC(O)C[C@H](O)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3252.0	Semi standard non polar	33892256
2,3-Dinor-TXB2,2TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1OC(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CC(=O)O	3130.9	Semi standard non polar	33892256
2,3-Dinor-TXB2,2TBDMS,isomer #5	CCCCC[C@H](O)/C=C/[C@H]1OC(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C(C)(C)C	3165.6	Semi standard non polar	33892256
2,3-Dinor-TXB2,2TBDMS,isomer #6	CCCCC[C@H](O)/C=C/[C@H]1OC(O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C(C)(C)C	3135.5	Semi standard non polar	33892256
2,3-Dinor-TXB2,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1OC(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CC(=O)O)O[Si](C)(C)C(C)(C)C	3361.1	Semi standard non polar	33892256
2,3-Dinor-TXB2,3TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1OC(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3395.9	Semi standard non polar	33892256
2,3-Dinor-TXB2,3TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@H]1OC(O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3365.9	Semi standard non polar	33892256
2,3-Dinor-TXB2,3TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[C@H]1OC(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C(C)(C)C	3339.0	Semi standard non polar	33892256
2,3-Dinor-TXB2,4TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@H]1OC(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3516.6	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 - 2,3-Dinor-TXB2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-8983000000-6670f464141af0be2e50	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dinor-TXB2 GC-MS (4 TMS) - 70eV, Positive	splash10-014i-4400179000-20a281a734fc918affa0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dinor-TXB2 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 - 2,3-Dinor-TXB2 10V, Positive-QTOF	splash10-056r-0359000000-5f9e6cceab7c3f7a9cbd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-TXB2 20V, Positive-QTOF	splash10-056r-4196000000-fdbaed01f5494e2612fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-TXB2 40V, Positive-QTOF	splash10-0lkc-9200000000-e8fea20e7b1476c8517d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-TXB2 10V, Negative-QTOF	splash10-00kf-0096000000-fe2510f0641448d03e95	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-TXB2 20V, Negative-QTOF	splash10-010c-2895000000-da0962ceb32a19fafd35	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-TXB2 40V, Negative-QTOF	splash10-0a4l-9550000000-a56f9116ee1c3deadd2f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-TXB2 10V, Negative-QTOF	splash10-0006-0009000000-f06a87e4cd9775888635	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-TXB2 20V, Negative-QTOF	splash10-0006-3069000000-a9c4ca81a902cb920d57	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-TXB2 40V, Negative-QTOF	splash10-00ku-9680000000-072c422c4b7e434204e2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-TXB2 10V, Positive-QTOF	splash10-004i-0029000000-86f656cdda4b71fa4cdd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-TXB2 20V, Positive-QTOF	splash10-0a4i-9314000000-c05525088475e906eac5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dinor-TXB2 40V, Positive-QTOF	splash10-0a4l-9500000000-360bebc4fdec8cafc418	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	0.011 +/- 0.0012 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9373880	details
Urine	Detected and Quantified	0.013 +/- 0.002 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9373880	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

FDB023080

KNApSAcK ID

Not Available

Chemspider ID

4446262

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

3829

PubChem Compound

5283138

PDB ID

Not Available

ChEBI ID

89991

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

Tsikas D, Gutzki FM, Bohme M, Fuchs I, Frolich JC: Solid- and liquid-phase extraction for the gas chromatographic-tandem mass spectrometric quantification of 2,3-dinor-thromboxane B2 and 2,3-dinor-6-oxo-prostaglandin F1 alpha in human urine. J Chromatogr A. 2000 Jul 14;885(1-2):351-9. [PubMed:10941682 ]
Okumura M, Imanishi M, Okamura M, Hosoi M, Okada N, Konishi Y, Morikawa T, Miura K, Nakatani T, Fujii S: Role for thromboxane A2 from glomerular thrombi in nephropathy with type 2 diabetic rats. Life Sci. 2003 May 2;72(24):2695-705. [PubMed:12679187 ]
Pratico D, Cyrus T, Li H, FitzGerald GA: Endogenous biosynthesis of thromboxane and prostacyclin in 2 distinct murine models of atherosclerosis. Blood. 2000 Dec 1;96(12):3823-6. [PubMed:11090066 ]
Djurup R, Chiabrando C, Jorres A, Fanelli R, Foegh M, Soerensen HU, Joergensen PN: Rapid, direct enzyme immunoassay of 11-keto-thromboxane B2 in urine, validated by immunoaffinity/gas chromatography-mass spectrometry. Clin Chem. 1993 Dec;39(12):2470-7. [PubMed:8252718 ]
Block HU, Sziegoleit W, Mest HJ: Estimation of thromboxane B2 in the clotting human whole blood by gas chromatography. Biomed Biochim Acta. 1984;43(8-9):S385-8. [PubMed:6517904 ]
Aitokallio-Tallberg AM, Jung JK, Kim SJ, Viinikka LU, Ylikorkala RO: Urinary excretion of degradation products of prostacyclin and thromboxane is increased in patients with gestational choriocarcinoma. Cancer Res. 1991 Aug 15;51(16):4146-8. [PubMed:1868436 ]
Foegh ML, Zhao Y, Madren L, Rolnick M, Stair TO, Huang KS, Ramwell PW: Urinary thromboxane A2 metabolites in patients presenting in the emergency room with acute chest pain. J Intern Med. 1994 Feb;235(2):153-61. [PubMed:8308478 ]

Showing metabocard for 2,3-Dinor-TXB2 (HMDB0002904)

MOL for HMDB0002904 (2,3-Dinor-TXB2)

3D MOL for HMDB0002904 (2,3-Dinor-TXB2)

3D SDF for HMDB0002904 (2,3-Dinor-TXB2)

3D-SDF for HMDB0002904 (2,3-Dinor-TXB2)

PDB for HMDB0002904 (2,3-Dinor-TXB2)

3D PDB for HMDB0002904 (2,3-Dinor-TXB2)

SMILES for HMDB0002904 (2,3-Dinor-TXB2)

INCHI for HMDB0002904 (2,3-Dinor-TXB2)

Structure for HMDB0002904 (2,3-Dinor-TXB2)

3D Structure for HMDB0002904 (2,3-Dinor-TXB2)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra