11-Dehydrothromboxane B2

11-Dehydrothromboxane B2

Names
IUPAC name (Z)-7-[(2R,3S,4S)-4-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-6-oxo-tetrahydropyran-3-yl]hept-5-enoic acid
Other names 11-Dehydro-thromboxane B2
Identifiers
CAS Number	67910-12-7
3D model (Jmol)	Interactive image
ChEBI	CHEBI:28667
ChemSpider	4444414
IUPHAR/BPS	4484
KEGG	C05964
PubChem	5280891
InChI 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/h4,7,12-13,15-18,21-22H,2-3,5-6,8-11,14H2,1H3,(H,23,24)/b7-4-,13-12+/t15-,16-,17-,18+/m0/s1 Key: KJYIVXDPWBUJBQ-UHHGALCXSA-N InChI=1/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/h4,7,12-13,15-18,21-22H,2-3,5-6,8-11,14H2,1H3,(H,23,24)/b7-4-,13-12+/t15-,16-,17-,18+/m0/s1 Key: KJYIVXDPWBUJBQ-UHHGALCXBE
SMILES O=C1O[C@H](/C=C/[C@@H](O)CCCCC)[C@H]([C@@H](O)C1)C\C=C/CCCC(=O)O
Properties
Chemical formula	C20H32O6
Molar mass	368.46
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

11-Dehydrothromboxane B2 (or 11-dehydro-TXB2) is produced from the breakdown of thromboxane A2. It is released by activated platelets and urine levels of 11-dehydro-TXB2 can be used to monitor the response to aspirin therapy when used to prevent heart disease^[1] and in diseases where platelet activation is prominent.^[2]

References

1. Lordkipanidzé M, Pharand C, Schampaert E, Turgeon J, Palisaitis DA, Diodati JG (2007). "A comparison of six major platelet function tests to determine the prevalence of aspirin resistance in patients with stable coronary artery disease". Eur Heart J. 28 (14): 1702–1708. doi:10.1093/eurheartj/ehm226. PMID 17569678.
2. Catella F, Healy D, Lawson JA, FitzGerald GA (1986). "11-Dehydrothromboxane B2: a quantitative index of thromboxane A2 formation in the human circulation". PNAS. 83 (16): 5861–5865. doi:10.1073/pnas.83.16.5861. PMC 386396. PMID 3461463.