Leukotriene C4

HCID 5280493

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Grundinformationen

CAS: 72025-60-6
Standard-SMILES: CCCCC/C=C\C\C=C/C=C/C=C/[C@@H](SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O
InChIKey: GWNVDXQDILPJIG-NXOLIXFESA-N
Summenformel: C30H47N3O9S
Durchschnittliche Molmasse: 625,8 g/mol
Monoisotopische Masse: 625,30330126

Namen und Bezeichner

Bevorzugter Name: Leukotriene C4
IUPAC: (5S,6R,7E,9E,11Z,14Z)-6-[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]sulfanyl-5-hydroxyicosa-7,9,11,14-tetraenoic acid
Englischer Name: Leukotriene C4
Summenformel: C30H47N3O9S
Molmasse: 625.77

Namen und Synonyme

leukotriene C4LTC472025-60-6Leukotriene CLTC (sub 4)5S,6R-Ltc(sub 4)CHEBI:169782CU6TT9V48DTXSID009039465S-hydroxy,6R-(S-glutathionyl),7E,9E,11Z,14Z-eicosatetraenoic acid(R-(R*,S*-(E,E,Z,Z)))-N-(S-(1-(4-Carboxy-1-hydroxybutyl)-2,4,6,9-pentadecatetraenyl)-N-L-gamma-glutamyl-L-cysteinyl)glycineGlycine, N-(S-(1-(4-carboxy-1-hydroxybutyl)-2,4,6,9-pentadecatetraenyl)-N-L-gamma-glutamyl-L-cysteinyl)-, (R-(R*,S*-(E,E,Z,Z)))-

Weitere Namen anzeigen

leukotrienec5s,6r-ltc(sub4)leukotrienec(sub4)leukotrienec(sub1)LTC4 (Leukotriene C4)Leukotriene C4 (LTC4)Glutathione Impurity 21GWNVDXQDILPJIG-SWOVEEFNSA-N

Leukotriene C 1Leukotriene C 4Leukotriene C-1Leukotriene C-4(5S,6R,7E,9E,11Z,14Z)-6-[(2R)-2-[[(4S)-4-amino-5-hydroxy-5-oxopentanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]sulfanyl-5-hydroxyicosa-7,9,11,14-tetraenoic acidL-gamma-glutamyl-S-[(1R,2E,4E,6Z,9Z)-1-[(1S)-4-carboxy-1-hydroxybutyl]pentadeca-2,4,6,9-tetraen-1-yl]-L-cysteinylglycine(5S,6R,7E,9E,11Z,14Z)-6-((2R)-2-(((4S)-4-amino-5-hydroxy-5-oxopentanoyl)amino)-3-(carboxymethylamino)-3-oxopropyl)sulfanyl-5-hydroxyicosa-7,9,11,14-tetraenoic acidL-gamma-glutamyl-S-((1R,2E,4E,6Z,9Z)-1-((1S)-4-carboxy-1-hydroxybutyl)pentadeca-2,4,6,9-tetraen-1-yl)-L-cysteinylglycine

Datenbank-Bezeichner

CAS: 72025-60-6
PubChem CID: 5280493
DTXSID: DTXSID00903946
ChEMBL: CHEMBL451509
ChEBI: CHEBI:16978
UNII: 2CU6TT9V48
EC Number: 686-872-9
Nikkaji: J263.860F

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,7
Polarare Oberfläche (TPSA): 242 Å²
H-Brücken-Donoren: 7
H-Brücken-Akzeptoren: 11
Frei drehbare Bindungen: 25
Schwere Atome: 43
Formalladung: 0
Komplexität: 982

Experimentelle und physikochemische Eigenschaften

Physical DescriptionSolid

Collision Cross Section · 3 Einträge

243.2 Å² [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Calculation: Single Field; Dataset: Oxylipins]

260.57 Å² [M+Na]+ [CCS Type: DT; Method: stepped-field]；257.4 Å² [M+H]+ [CCS Type: DT; Method: stepped-field]

255.6 Å² [M+H]+；245.2 Å² [M-H]-；258.9 Å² [M+Na]+

Physikochemische Eigenschaften

Siedepunkt: 974.3 · 974.3±65.0 °C(Predicted)
Dichte: 1.225 · 1.225±0.06 g/cm3(Predicted)
Flammpunkt: 11 °C · 11 °C
storage temp.: 20 °C · −20°C
Löslichkeit: 50 mg/mL · 50mg/mL in DMSO, or in DMF
Aggregatzustand: Liquid
pka: 2.21 · 2.21±0.10(Predicted)
Farbe: Colorless to light yellow
InChIKey: GWNVDXQDILPJIG-NXOLIXFESA-N
SMILES: OC(CCC[C@H](O)[C@H](SC[C@@H](C(NCC(O)=O)=O)NC(CC[C@H](N)C(O)=O)=O)/C=C/C=C/C=C\C/C=C\CCCCC)=O

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

Danger

H350 (100%): May cause cancer [Danger Carcinogenicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesCarc. 1B (100%)

Sicherheitsdaten

wgk: 1
ridadr: UN 1230 3/PG 2
RTECS-Nr.: MB9143500
risk_code: 11-23/24/25-39/23/24/25
hazard_code: F,T
safety_code: 36/37-45-16-7
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Eye Irrit. 2Flam. Liq. 2

Chemie und Industrie

Pharmakologische Informationen

Tissue LocationsEpidermis；Eye Lens；Intestine；Leukocyte；Platelet；Smooth Muscle

Cellular LocationsEndoplasmic reticulum；Extracellular

Metabolite Pathways · 1 Eintrag

Acetaminophen Action Pathway；Acetylsalicylic Acid Action Pathway；Antipyrine Action Pathway；Antrafenine Action Pathway；Arachidonic Acid Metabolism；Bromfenac Action Pathway；Carprofen Action Pathway；Celecoxib Action Pathway；Diclofenac Action Pathway；Diflunisal Action Pathway；Total 42 pathways, visit the HMDB page for details

Anwendungen · 2 Einträge

BeschreibungLeukotriene C4 (LTC4) is the parent cysteinyl leukotriene produced by the LTC4 synthase catalyzed conjugation of glutathione to LTA4. LTC4 is produced by neutrophils, macrophages, mast cells, and by transcellular metabolism in platelets. It is one of the constituents of slow-reacting substance of anaphylaxis (SRS-A) and exhibits potent smooth muscle contracting activity. LTC4-induced bronchoconstriction and enhanced vascular permeability contribute to the pathogenesis of asthma and acute allergic hypersensitivity. The concentration of LTC4 required to produce marked contractions of lung parenchymal strips and isolated tracheal rings is about 1 nM.

VerwendenLTC4 (Leukotriene C4) is a potent agonist for contraction of smooth muscle, wtih many important immunomodulatory functions.