Leukotriene D4

Leukotriene D4
Names
Systematic IUPAC name
(5S,6R,7E,9E,11Z,14Z)-6-({(2R)-2-Amino-3-[(carboxymethyl)amino]-3-oxopropyl}sulfanyl)-5-hydroxyicosa-7,9,11,14-tetraenoic acid
Identifiers
CAS Number
  • 73836-78-9 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:28666 ☒N
ChEMBL
  • ChEMBL288943 ☒N
ChemSpider
  • 4444401 ☒N
MeSH Leukotriene+D4
PubChem CID
  • 5280878
UNII
  • 5FNY4416UE checkY
CompTox Dashboard (EPA)
  • DTXSID6040533 Edit this at Wikidata
InChI
  • InChI=1S/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b7-6-,10-9-,12-11+,16-13+/t20-,21-,22+/m0/s1 ☒N
    Key: YEESKJGWJFYOOK-IJHYULJSSA-N ☒N
  • InChI=1/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b7-6-,10-9-,12-11+,16-13+/t20-,21-,22+/m0/s1
    Key: YEESKJGWJFYOOK-IJHYULJSBX
  • CCCCC\C=C/C\C=C/C=C/C=C/[C@@H](SC[C@H](N)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O
Properties
Chemical formula
C25H40N2O6S
Molar mass 496.66 g·mol−1
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
Chemical compound

Leukotriene D4 (LTD4) is one of the leukotrienes. Its main function in the body is to induce the contraction of smooth muscle, resulting in bronchoconstriction and vasoconstriction. It also increases vascular permeability. LTD4 is released by basophils. Other leukotrienes that function in a similar manner are leukotrienes C4 and E4. Pharmacological agents that inhibit the function of these leukotrienes are leukotriene receptor antagonists (e.g., zafirlukast, montelukast) and are useful for asthmatic individuals.[1]

Eicosanoid synthesis. (Leukotrienes at right.)

References

  1. ^ "Montelukast (Monograph)". drugs.com.
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PrecursorProstanoids
Prostaglandins (PG)
Precursor
  • H2
Active
D/J
  • D2
E/F
  • E2 (Dinoprostone)
  • E1 (Alprostadil)
  • F (Dinoprost):
I
  • I2 (Prostacyclin/Epoprostenol):
Thromboxanes (TX)
  • A2
  • B2
Leukotrienes (LT)
Precursor
Initial
  • A4
  • B4
SRS-A
  • C4
  • D4
  • E4
Eoxins (EX)
Precursor
  • Arachidonic acid 15-hydroperoxide
Eoxins
  • A4
  • C4
  • D4
  • E4
Nonclassic
By function
  • labor stimulation:
    • PGE2 (Dinoprostone)
    • PGF (Dinoprost)
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Receptor
(ligands)
BLTTooltip Leukotriene B4 receptor
BLT1Tooltip Leukotriene B4 receptor 1
  • Agonists: 12-HETE
  • 20-Hydroxy-LTB4
  • Leukotriene B4
  • LY-255283
  • Antagonists: 20-Carboxy-LTB4
  • Amelubant
  • CGS-23131 (LY-223982)
  • CGS-25019C
  • CP-105696
  • CP-195543
  • Etalocib
  • LY-293111
  • Moxilubant
  • ONO-4057
  • RG-14893
  • RP-69698
  • SB-209247
  • SC-53228
  • Ticolubant
  • U-75302
  • ZK-158252
BLT2Tooltip Leukotriene B4 receptor 2
  • Antagonists: CP-195543
  • LY-255283
  • ZK-158252
CysLTTooltip Cysteinyl leukotriene receptor
CysLT1Tooltip Cysteinyl leukotriene receptor 1
  • Agonists: Leukotriene C4
  • Leukotriene D4
  • Leukotriene E4
  • Antagonists: Ablukast
  • BAYu9773
  • BAYu9916
  • BAYx7195
  • Cinalukast
  • FPL-55712
  • ICI-198615
  • Iralukast
  • LY-170680
  • Masilukast
  • MK-571
  • Montelukast
  • ONO-1078
  • Pobilukast
  • Pranlukast
  • Ritolukast
  • SKF-104353
  • SR-2640
  • Sulukast
  • Tipelukast
  • Tomelukast
  • Verlukast
  • Zafirlukast
  • ZD-3523
CysLT2Tooltip Cysteinyl leukotriene receptor 2
  • Agonists: Leukotriene C4
  • Leukotriene D4
  • Leukotriene E4
  • Antagonists: BAYu9773
  • BAYu9916
CysLTETooltip Cysteinyl leukotriene receptor E
  • Agonists: Leukotriene E4
Enzyme
(inhibitors)
5-LOXTooltip Arachidonate 5-lipoxygenase
  • FLAPTooltip Arachidonate 5-lipoxygenase-activating protein inhibitors: AM-103
  • AM-679
  • BAYx1005
  • MK-591
  • MK-886
12-LOXTooltip Arachidonate 12-lipoxygenase
15-LOXTooltip Arachidonate 15-lipoxygenase
LTA4HTooltip Leukotriene A4 hydrolase
LTB4HTooltip Leukotriene B4 ω-hydroxylase
  • 17-Octadecynoic acid
LTC4STooltip Leukotriene C4 synthase
LTC4HTooltip Leukotriene C4 hydrolase
LTD4Tooltip Leukotriene D4 hydrolase
Others
See also
Receptor/signaling modulators
Prostanoid signaling modulators


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