Leukotriene A4

Leukotriene A4
Names

IUPAC name 4-{(2S,3S)-3-[(1E,3E,5Z,8Z)-1,3,5,8-Tetradecatetraen-1-yl]-2-oxiranyl}butanoic acid
Systematic IUPAC name 4-{(2S,3S)-3-[(1E,3E,5Z,8Z)-1,3,5,8-Tetradecatetraen-1-yl]-2-oxiranyl}butanoic acid
Identifiers
CAS Number	72059-45-1^Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:15651^N
ChemSpider	4444074^N
IUPHAR/BPS	5214
KEGG	C00909^N
MeSH	D017572
PubChem	5280383
InChI InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-19(23-18)16-14-17-20(21)22/h6-7,9-13,15,18-19H,2-5,8,14,16-17H2,1H3,(H,21,22)/b7-6-,10-9-,12-11+,15-13+/t18-,19-/m0/s1^N Key: UFPQIRYSPUYQHK-WAQVJNLQSA-N^N InChI=1/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-19(23-18)16-14-17-20(21)22/h6-7,9-13,15,18-19H,2-5,8,14,16-17H2,1H3,(H,21,22)/b7-6-,10-9-,12-11+,15-13+/t18-,19-/m0/s1 Key: UFPQIRYSPUYQHK-WAQVJNLQBZ
SMILES CCCCC/C=C\C/C=C\C=C\C=C\[C@H]1[C@@H](O1)CCCC(=O)O
Properties
Chemical formula	C₂₀H₃₀O₃
Molar mass	318.450
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Leukotriene A4 is a leukotriene. Leukotriene A4 hydrolase converts it to leukotriene B4. Leukotriene C4 synthase converts it to leukotriene C4.

Eicosanoid synthesis. (Leukotrienes at right.)

References

Precursor

Precursor

Active

D/J	D₂

E/F	E₂ (Dinoprostone) E₁ (Alprostadil) F_2α (Dinoprost):

I	I₂ (Prostacyclin/Epoprostenol):

Precursor	Arachidonic acid 5-hydroperoxide

Initial	A₄ B₄

SRS-A	C₄ D₄ E₄

Precursor	Arachidonic acid 15-hydroperoxide

Eoxins	A₄ C₄ D₄ E₄

By function

BLT₁	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

BLT₂	Agonists: 12-HETE 12-HHT 12-HpETE 15-HETE 15-HpETE 20-Hydroxy-LTB₄ Leukotriene B₄ Antagonists: CP-195543 LY-255283 ZK-158252

CysLT₁	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

CysLT₂	Agonists: Leukotriene C₄ Leukotriene D₄ Leukotriene E₄ Antagonists: BAYu9773 BAYu9916

CysLT_E	Agonists: Leukotriene E₄

5-Lipoxygenase	2-TEDC Baicalein BW-A4C BW-B70C Caffeic acid CDC CJ-13610 Curcumin Fenleuton Hyperforin Hypericum perforatum (St. John's Wort) Meclofenamic acid (meclofenamate) Minocycline N-Stearoyldopamine Timegadine Zileuton FLAP inhibitors: AM-103 AM-679 BAYx1005 MK-591 MK-886

12-Lipoxygenase	2-TEDC 3-Methoxytropolone Baicalein CDC

15-Lipoxygenase	2-TEDC CDC Luteolin PD-146176

LTA₄ hydrolase	Acebilustat Captopril DG-051 Fosinoprilat JNJ-26993135 SA-6541 SC-57461A Ubenimex (bestatin)

LTB₄ ω-hydroxylase	17-Octadecynoic acid

LTC₄ synthase	Azelastine MK-886

LTC₄ hydrolase	Acivicin Serine-borate complex

LTD₄ hydrolase	Cilastatin Ubenimex (bestatin)

Others

See also: Prostanoids

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