Structure Database (LMSD)

Common Name
LTE4-d5
Systematic Name
5S-hydroxy-6R-(S-cysteinyl)-7E,9E,11Z,14Z-eicosatetraenoic-19,19,20,20,20-d5 acid
Synonyms
  • Leukotriene E4-d5
LM ID
LMFA03020090
Formula
Exact Mass
Calculate m/z
457.302262
Status
Curated

Classification

Biological Context

Leukotriene E4-d5 (LTE4-d5) is intended for use as an internal standard for the quantification of LTE4 by GC- or LC-MS. LTE4 is produced by the action of dipeptidase on LTD4, leaving only the cysteinyl group still attached to the fatty acid backbone.1 It is one of the constituents of slow-reacting substance of anaphylaxis (SRS-A).2 LTE4 is considerably less active (8 to 12-fold) than LTC4 in the biological activities characteristic of cysteinyl leukotrienes.1,3 Unlike LTC4 and LTD4, LTE4 accumulates in both plasma and urine. Therefore, urinary excretion of LTE4 is most often used as an indicator of asthma.4,5,6 In humans, basal levels of LTE4 range from 1-100 pg/mg creatinine. In asthmatic patients, urinary LTE4 levels increase to 80-1,000 pg/mg creatinine.5

This information has been provided by Cayman Chemical

References

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Synthetic deuterated standard

String Representations

InChiKey (Click to copy)
FLKLPOLAXDSHQP-WKDHBOITSA-N
InChi (Click to copy)
InChI=1S/C24H40N2O4S/c1-3-4-5-6-7-8-9-10-11-12-13-14-17-22(21(27)16-15-18-23(28)29)31-19-20(25)24(30)26-2/h7-8,10-14,17,20-22,27H,3-6,9,15-16,18-19,25H2,1-2H3,(H,26,30)(H,28,29)/b8-7-,11-10-,13-12+,17-14+/t20-,21-,22+/m0/s1/i1D3,3D2
SMILES (Click to copy)
C(=O)(NC)[C@@H](N)CS[C@@H]([C@@H](O)CCCC(O)=O)/C=C/C=C/C=C\C/C=C\CCCC([2H])([2H])C([2H])([2H])[2H]

Other Databases

PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 31
Rings
Aromatic Rings
Rotatable Bonds 18
Van der Waals Molecular Volume 483.59
Topological Polar Surface Area 112.65
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 5.12
Molar Refractivity 133.13

Admin

Created at
4th Dec 2024
Updated at
5th Dec 2024