LIPID MAPS

Structure Database (LMSD)

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Common Name

PGB2-d4

Systematic Name

9-oxo-15S-hydroxy-prosta-5Z,8(12),13E-trien-1-oic-3,3,4,4-d4 acid

Synonyms

Prostaglandin B2-d4

LM ID

LMFA03010251

Formula

C₂₀H₂₆D₄O₄

Exact Mass

Calculate m/z

338.239517

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

View spectra on LIPID MAPS Standard Spectra DB

Classification

Biological Context

Prostaglandin B2 (PGB2-d4) contains four deuterium atoms at the 3, 3', 4, and 4' positions. It is intended for use as an internal standard for the quantification of PGB2 by GC- or LC-mass spectrometry. PGB2 is a non-enzymatic dehydration product resulting from the treatment of PGE2 or PGA2 with strong base. It has weak agonist activity on TP receptors and can increase pulmonary blood pressure in the rabbit at relatively high doses (5 mg/kg).¹

This information has been provided by Cayman Chemical

References

1. Liu, F., Orr, J.A., and Wu, J.Y. Prostaglandin B2-induced pulmonary hypertension is mediated by TXA2/PGH2 receptor stimulation. Am. J. Physiol. 1040, L602-L607 (1994).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

synthetic construct (#32630)

Synthetic deuterated standard

String Representations

InChiKey (Click to copy)

PRFXRIUZNKLRHM-GKNRUGNGSA-N

InChi (Click to copy)

InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12,14,17,21H,2-3,5-6,8-11,13,15H2,1H3,(H,23,24)/b7-4-,14-12+/t17-/m0/s1/i5D2,8D2

SMILES (Click to copy)

C1(/C=C/[C@@H](O)CCCCC)CCC(=O)C=1C/C=C\C([2H])([2H])C([2H])([2H])CC(=O)O