LBF20406LT14

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Fatty acid (脂肪酸)

Glycerolipid (グリセロ脂質)

Sphingolipid (スフィンゴ脂質)

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Upper classes: LB LBF

IDs and Links
LipidBank	XPR3201
LipidMaps	LMFA03020003
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20406LT14

Leukotriene C4
Structural Information
Systematic Name	5S-Hydroxy-6R-S-γ-glutamylcysteinylglycinyl- (trans-7,trans-9,cis-11,cis-14) -eicosatetraenoic acid
Common Name	Leukotriene C4 5S-Hydroxy-6R-S-γ-glutamylcysteinylglycinyl- (7E,9E,11Z,14Z) -eicosatetraenoic acid 5 (S) -Hydoxy-6 (R) -S-γ-glutamylcysteinylglycinyleicosa-7 (E) ,9 (E) ,11 (Z) ,14 (Z) -tetraenoic acid
Symbol	LTC4
Formula	C30H47N3O9S
Exact Mass	625.303300807
Average Mass	625.7750000000001
SMILES	C(O)(=O)[C@H](CCC(=O)N[C@@H](C(=O)NCC(O)=O)CS[C@H](C=CC=CC=CCC=CCCCCC)[C@H](O)CCCC(O)=O)N
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility	METHANOL Corey_EJ et al.
Source	Leukotriene C4 is produced by polymorphonuclear leukocytes, mast cells and macrophages of various animal species upon various stimulations on the cells Samuelsson_B et al. Hammarstrom_S .
Chemical Synthesis	Corey_EJ et al.
Metabolism	Arachidonic acid is metabolized to leukotrienen A4 with 5,6-epoxide by 5-lipoxygenases, and the product is further transformed to leukotrienee C4 incorporating glutathione by the catalysis of leukotriene C synthase Samuelsson_B et al..
Biological Activity	Leukotriene C4 is a potent stimulator of airway smooth muscles and causes bronchoconstriction as demonstrated in vitro and in vivo experiments, and gastrointestinal smooth muscles are also contracted. Vascular permeability is enhanced by leukotriene C4 at concentrations lower by 3-4 orders of magnitude than histamine Hammarstrom_S . Gasstrointestinal smooth muscles are contracted Samuelsson_B et al. Hammarstrom_S . Leukotriene C4 binds to a receptor with 7 transmembrane domains coupled to Gi α /o protein (CysLT1) with an affinity lower by two orders of magnitude than that of leukotriene D4 Lynch_KR et al..
Genetic Information	cDNA and genomic DNA of 5-lipoxygenase Funk_CD and those for leukotriene C synthase Lam_BK et al. Penrose_JF et al. were cloned. cDNA for CysLT1 was cloned Lynch_KR et al..
Note
Spectral Information
Mass Spectra	the Chart Pace-Asciak_CR
UV Spectra	λ MeOH max     = 270( ε 32,000), 280( ε 40,000), 290( ε 31,000)nm Corey_EJ et al.
IR Spectra
NMR Spectra
Other Spectra
Chromatograms

Reported Metabolites, References

Biospecies ID Compound Name Reference Comment n.a. LBF20406LT14 See above. Corey_EJ et al. 1980 n.a. LBF20406LT14 See above. Funk_CD 1993 n.a. LBF20406LT14 See above. Hammarstrom_S 1983 n.a. LBF20406LT14 See above. Lam_BK et al. 1994 n.a. LBF20406LT14 See above. Lynch_KR et al. 1999 n.a. LBF20406LT14 See above. Pace-Asciak_CR 1989 n.a. LBF20406LT14 See above. Penrose_JF et al. 1996 n.a. LBF20406LT14 See above. Samuelsson_B et al. 1982

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  UT000307

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  UT000308

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  UT000309

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  UT000310

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  UT000311

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  UT000312

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  UT000313

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  UT000314

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  UT000315