Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2009-07-25 00:04:23 UTC
Update Date2022-03-07 02:51:27 UTC
HMDB IDHMDB0012634
Secondary Accession Numbers
  • HMDB12634
Metabolite Identification
Common Name20-COOH-leukotriene E4
Description20-COOH-leukotriene E4 is a metabolite through lipid oxidation of Leukotriene E4 (LTE4).Leukotriene E4 (LTE4) is a cysteinyl leukotriene. Cysteinyl leukotrienes (CysLTs) are a family of potent inflammatory mediators that appear to contribute to the pathophysiologic features of allergic rhinitis. Nasal blockage induced by CysLTs is mainly due to dilatation of nasal blood vessels, which can be induced by the nitric oxide produced through CysLT1 receptor activation. LTE4, activate contractile and inflammatory processes via specific interaction with putative seven transmembrane-spanning receptors that couple to G proteins and subsequent intracellular signaling pathways. LTE4 is metabolized from leukotriene C4 in a reaction catalyzed by gamma-glutamyl transpeptidase and a particulate dipeptidase from kidney. (PMID: 12607939 , 12432945 , 6311078 ). Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.
Structure
Data?1582753070
Synonyms
ValueSource
20-COOH-LTE4HMDB
6-(S-Cysteinyl)-(5S)-hydroxy-(7E,9E,11Z,14Z)-eicosatetraenedioateHMDB
6-(S-Cysteinyl)-(5S)-hydroxy-(7E,9E,11Z,14Z)-eicosatetraenedioic acidHMDB
Chemical FormulaC23H35NO7S
Average Molecular Weight469.592
Monoisotopic Molecular Weight469.213423169
IUPAC Name(6Z,9Z,11E,13E,15R,16S)-15-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-16-hydroxyicosa-6,9,11,13-tetraenedioic acid
Traditional Name(6Z,9Z,11E,13E,15R,16S)-15-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-16-hydroxyicosa-6,9,11,13-tetraenedioic acid
CAS Registry NumberNot Available
SMILES
N[C@H](CS[C@H](\C=C\C=C\C=C/C\C=C/CCCCC(O)=O)[C@@H](O)CCCC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C23H35NO7S/c24-18(23(30)31)17-32-20(19(25)13-12-16-22(28)29)14-10-8-6-4-2-1-3-5-7-9-11-15-21(26)27/h2-6,8,10,14,18-20,25H,1,7,9,11-13,15-17,24H2,(H,26,27)(H,28,29)(H,30,31)/b4-2-,5-3-,8-6+,14-10+/t18-,19+,20-/m1/s1
InChI KeyHVLRBLGTGJGVCX-RHSCJZQUSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentCysteine and derivatives
Alternative Parents
Substituents
  • Cysteine or derivatives
  • S-alkyl-l-cysteine
  • Alpha-amino acid
  • D-alpha-amino acid
  • Tricarboxylic acid or derivatives
  • Hydroxy fatty acid
  • Thia fatty acid
  • Fatty acyl
  • Secondary alcohol
  • Amino acid
  • Carboxylic acid
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0068 g/LALOGPS
logP0.18ALOGPS
logP0.7ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)2.38ChemAxon
pKa (Strongest Basic)9.13ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area158.15 ŲChemAxon
Rotatable Bond Count19ChemAxon
Refractivity129.29 m³·mol⁻¹ChemAxon
Polarizability51.75 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+214.83831661259
DarkChem[M-H]-212.5831661259
DeepCCS[M+H]+209.19630932474
DeepCCS[M-H]-206.83830932474
DeepCCS[M-2H]-239.72330932474
DeepCCS[M+Na]+215.43530932474
AllCCS[M+H]+218.432859911
AllCCS[M+H-H2O]+216.532859911
AllCCS[M+NH4]+220.132859911
AllCCS[M+Na]+220.632859911
AllCCS[M-H]-215.032859911
AllCCS[M+Na-2H]-217.832859911
AllCCS[M+HCOO]-221.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
20-COOH-leukotriene E4N[C@H](CS[C@H](\C=C\C=C\C=C/C\C=C/CCCCC(O)=O)[C@@H](O)CCCC(O)=O)C(O)=O6493.9Standard polar33892256
20-COOH-leukotriene E4N[C@H](CS[C@H](\C=C\C=C\C=C/C\C=C/CCCCC(O)=O)[C@@H](O)CCCC(O)=O)C(O)=O3389.8Standard non polar33892256
20-COOH-leukotriene E4N[C@H](CS[C@H](\C=C\C=C\C=C/C\C=C/CCCCC(O)=O)[C@@H](O)CCCC(O)=O)C(O)=O4093.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
20-COOH-leukotriene E4,1TMS,isomer #1C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](N)C(=O)O)[C@@H](O)CCCC(=O)O4133.8Semi standard non polar33892256
20-COOH-leukotriene E4,1TMS,isomer #2C[Si](C)(C)O[C@@H](CCCC(=O)O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@@H](N)C(=O)O4158.9Semi standard non polar33892256
20-COOH-leukotriene E4,1TMS,isomer #3C[Si](C)(C)OC(=O)CCC[C@H](O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@@H](N)C(=O)O4131.5Semi standard non polar33892256
20-COOH-leukotriene E4,1TMS,isomer #4C[Si](C)(C)OC(=O)[C@H](N)CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@@H](O)CCCC(=O)O4070.1Semi standard non polar33892256
20-COOH-leukotriene E4,1TMS,isomer #5C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@@H](O)CCCC(=O)O)C(=O)O4213.7Semi standard non polar33892256
20-COOH-leukotriene E4,2TMS,isomer #1C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](N)C(=O)O[Si](C)(C)C)[C@@H](O)CCCC(=O)O4048.9Semi standard non polar33892256
20-COOH-leukotriene E4,2TMS,isomer #10C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@@H](O)CCCC(=O)O)C(=O)O[Si](C)(C)C4150.3Semi standard non polar33892256
20-COOH-leukotriene E4,2TMS,isomer #11C[Si](C)(C)N([C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@@H](O)CCCC(=O)O)C(=O)O)[Si](C)(C)C4334.7Semi standard non polar33892256
20-COOH-leukotriene E4,2TMS,isomer #2C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](N)C(=O)O)[C@H](CCCC(=O)O)O[Si](C)(C)C4121.5Semi standard non polar33892256
20-COOH-leukotriene E4,2TMS,isomer #3C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](N)C(=O)O)[C@@H](O)CCCC(=O)O[Si](C)(C)C4092.8Semi standard non polar33892256
20-COOH-leukotriene E4,2TMS,isomer #4C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O[Si](C)(C)C)[C@@H](O)CCCC(=O)O)C(=O)O4190.2Semi standard non polar33892256
20-COOH-leukotriene E4,2TMS,isomer #5C[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@@H](N)C(=O)O4121.2Semi standard non polar33892256
20-COOH-leukotriene E4,2TMS,isomer #6C[Si](C)(C)OC(=O)[C@H](N)CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@H](CCCC(=O)O)O[Si](C)(C)C4077.0Semi standard non polar33892256
20-COOH-leukotriene E4,2TMS,isomer #7C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@H](CCCC(=O)O)O[Si](C)(C)C)C(=O)O4215.8Semi standard non polar33892256
20-COOH-leukotriene E4,2TMS,isomer #8C[Si](C)(C)OC(=O)CCC[C@H](O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@@H](N)C(=O)O[Si](C)(C)C4049.2Semi standard non polar33892256
20-COOH-leukotriene E4,2TMS,isomer #9C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@@H](O)CCCC(=O)O[Si](C)(C)C)C(=O)O4191.8Semi standard non polar33892256
20-COOH-leukotriene E4,3TMS,isomer #1C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](N)C(=O)O[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C4048.2Semi standard non polar33892256
20-COOH-leukotriene E4,3TMS,isomer #10C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@H](CCCC(=O)O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C4147.0Semi standard non polar33892256
20-COOH-leukotriene E4,3TMS,isomer #11C[Si](C)(C)O[C@@H](CCCC(=O)O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C4329.7Semi standard non polar33892256
20-COOH-leukotriene E4,3TMS,isomer #12C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@@H](O)CCCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C4101.8Semi standard non polar33892256
20-COOH-leukotriene E4,3TMS,isomer #13C[Si](C)(C)OC(=O)CCC[C@H](O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C4287.6Semi standard non polar33892256
20-COOH-leukotriene E4,3TMS,isomer #14C[Si](C)(C)OC(=O)[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@@H](O)CCCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C4275.5Semi standard non polar33892256
20-COOH-leukotriene E4,3TMS,isomer #2C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](N)C(=O)O[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C4020.3Semi standard non polar33892256
20-COOH-leukotriene E4,3TMS,isomer #3C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O[Si](C)(C)C)[C@@H](O)CCCC(=O)O)C(=O)O[Si](C)(C)C4099.9Semi standard non polar33892256
20-COOH-leukotriene E4,3TMS,isomer #4C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](N)C(=O)O)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C4093.9Semi standard non polar33892256
20-COOH-leukotriene E4,3TMS,isomer #5C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C)C(=O)O4189.4Semi standard non polar33892256
20-COOH-leukotriene E4,3TMS,isomer #6C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C)C(=O)O4141.7Semi standard non polar33892256
20-COOH-leukotriene E4,3TMS,isomer #7C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)CCCC(=O)O4286.9Semi standard non polar33892256
20-COOH-leukotriene E4,3TMS,isomer #8C[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@@H](N)C(=O)O[Si](C)(C)C4046.8Semi standard non polar33892256
20-COOH-leukotriene E4,3TMS,isomer #9C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O4189.6Semi standard non polar33892256
20-COOH-leukotriene E4,4TMS,isomer #1C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](N)C(=O)O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3997.8Semi standard non polar33892256
20-COOH-leukotriene E4,4TMS,isomer #10C[Si](C)(C)OC(=O)[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@H](CCCC(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C4255.9Semi standard non polar33892256
20-COOH-leukotriene E4,4TMS,isomer #11C[Si](C)(C)OC(=O)CCC[C@H](O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C4201.1Semi standard non polar33892256
20-COOH-leukotriene E4,4TMS,isomer #2C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C4083.9Semi standard non polar33892256
20-COOH-leukotriene E4,4TMS,isomer #3C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C4031.8Semi standard non polar33892256
20-COOH-leukotriene E4,4TMS,isomer #4C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)CCCC(=O)O4199.5Semi standard non polar33892256
20-COOH-leukotriene E4,4TMS,isomer #5C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O4124.5Semi standard non polar33892256
20-COOH-leukotriene E4,4TMS,isomer #6C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C4262.4Semi standard non polar33892256
20-COOH-leukotriene E4,4TMS,isomer #7C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C4202.9Semi standard non polar33892256
20-COOH-leukotriene E4,4TMS,isomer #8C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C4085.9Semi standard non polar33892256
20-COOH-leukotriene E4,4TMS,isomer #9C[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C4264.6Semi standard non polar33892256
20-COOH-leukotriene E4,5TMS,isomer #1C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C4005.2Semi standard non polar33892256
20-COOH-leukotriene E4,5TMS,isomer #1C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C3672.2Standard non polar33892256
20-COOH-leukotriene E4,5TMS,isomer #1C[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C4381.1Standard polar33892256
20-COOH-leukotriene E4,5TMS,isomer #2C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C4163.0Semi standard non polar33892256
20-COOH-leukotriene E4,5TMS,isomer #2C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C3769.0Standard non polar33892256
20-COOH-leukotriene E4,5TMS,isomer #2C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C4519.5Standard polar33892256
20-COOH-leukotriene E4,5TMS,isomer #3C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C4107.6Semi standard non polar33892256
20-COOH-leukotriene E4,5TMS,isomer #3C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C3807.2Standard non polar33892256
20-COOH-leukotriene E4,5TMS,isomer #3C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C4575.8Standard polar33892256
20-COOH-leukotriene E4,5TMS,isomer #4C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C4164.1Semi standard non polar33892256
20-COOH-leukotriene E4,5TMS,isomer #4C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3786.3Standard non polar33892256
20-COOH-leukotriene E4,5TMS,isomer #4C[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C4534.7Standard polar33892256
20-COOH-leukotriene E4,5TMS,isomer #5C[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C4165.0Semi standard non polar33892256
20-COOH-leukotriene E4,5TMS,isomer #5C[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C3771.0Standard non polar33892256
20-COOH-leukotriene E4,5TMS,isomer #5C[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C4512.6Standard polar33892256
20-COOH-leukotriene E4,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](N)C(=O)O)[C@@H](O)CCCC(=O)O4395.6Semi standard non polar33892256
20-COOH-leukotriene E4,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H](CCCC(=O)O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@@H](N)C(=O)O4410.3Semi standard non polar33892256
20-COOH-leukotriene E4,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CCC[C@H](O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@@H](N)C(=O)O4392.8Semi standard non polar33892256
20-COOH-leukotriene E4,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@@H](O)CCCC(=O)O4333.2Semi standard non polar33892256
20-COOH-leukotriene E4,1TBDMS,isomer #5CC(C)(C)[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@@H](O)CCCC(=O)O)C(=O)O4434.2Semi standard non polar33892256
20-COOH-leukotriene E4,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O4566.2Semi standard non polar33892256
20-COOH-leukotriene E4,2TBDMS,isomer #10CC(C)(C)[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@@H](O)CCCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C4614.0Semi standard non polar33892256
20-COOH-leukotriene E4,2TBDMS,isomer #11CC(C)(C)[Si](C)(C)N([C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@@H](O)CCCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C4769.4Semi standard non polar33892256
20-COOH-leukotriene E4,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](N)C(=O)O)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C4644.4Semi standard non polar33892256
20-COOH-leukotriene E4,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](N)C(=O)O)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C4612.4Semi standard non polar33892256
20-COOH-leukotriene E4,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O)C(=O)O4651.0Semi standard non polar33892256
20-COOH-leukotriene E4,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@@H](N)C(=O)O4645.2Semi standard non polar33892256
20-COOH-leukotriene E4,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C4598.8Semi standard non polar33892256
20-COOH-leukotriene E4,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O4673.3Semi standard non polar33892256
20-COOH-leukotriene E4,2TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(=O)CCC[C@H](O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@@H](N)C(=O)O[Si](C)(C)C(C)(C)C4566.9Semi standard non polar33892256
20-COOH-leukotriene E4,2TBDMS,isomer #9CC(C)(C)[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O4651.4Semi standard non polar33892256
20-COOH-leukotriene E4,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C4831.2Semi standard non polar33892256
20-COOH-leukotriene E4,3TBDMS,isomer #10CC(C)(C)[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C4858.0Semi standard non polar33892256
20-COOH-leukotriene E4,3TBDMS,isomer #11CC(C)(C)[Si](C)(C)O[C@@H](CCCC(=O)O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C4996.3Semi standard non polar33892256
20-COOH-leukotriene E4,3TBDMS,isomer #12CC(C)(C)[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C4810.1Semi standard non polar33892256
20-COOH-leukotriene E4,3TBDMS,isomer #13CC(C)(C)[Si](C)(C)OC(=O)CCC[C@H](O)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C4963.4Semi standard non polar33892256
20-COOH-leukotriene E4,3TBDMS,isomer #14CC(C)(C)[Si](C)(C)OC(=O)[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@@H](O)CCCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C4946.5Semi standard non polar33892256
20-COOH-leukotriene E4,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C4786.2Semi standard non polar33892256
20-COOH-leukotriene E4,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C4808.3Semi standard non polar33892256
20-COOH-leukotriene E4,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](N)C(=O)O)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C4860.3Semi standard non polar33892256
20-COOH-leukotriene E4,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O4884.6Semi standard non polar33892256
20-COOH-leukotriene E4,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O4837.5Semi standard non polar33892256
20-COOH-leukotriene E4,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=O)CCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O4967.5Semi standard non polar33892256
20-COOH-leukotriene E4,3TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(=O)CCC[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)SC[C@@H](N)C(=O)O[Si](C)(C)C(C)(C)C4830.0Semi standard non polar33892256
20-COOH-leukotriene E4,3TBDMS,isomer #9CC(C)(C)[Si](C)(C)N[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCC(=O)O)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O4884.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 20-COOH-leukotriene E4 GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ukc-3219600000-afc81424c577c7c738302017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 20-COOH-leukotriene E4 GC-MS (3 TMS) - 70eV, Positivesplash10-00dl-8400918000-987eca40d2a4c9ab31e82017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 20-COOH-leukotriene E4 GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-COOH-leukotriene E4 10V, Positive-QTOFsplash10-0ue9-0001900000-a9aa6251a352d0e8e2a62017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-COOH-leukotriene E4 20V, Positive-QTOFsplash10-0lk9-1249700000-127f1da4ed2b24fdf00f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-COOH-leukotriene E4 40V, Positive-QTOFsplash10-0cmv-4019200000-c4f5f9fd8da1131bd7f42017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-COOH-leukotriene E4 10V, Negative-QTOFsplash10-0gir-0103900000-46c830f394a499c0440d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-COOH-leukotriene E4 20V, Negative-QTOFsplash10-03l9-1219200000-0336064a6d9bcaf9f0c92017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-COOH-leukotriene E4 40V, Negative-QTOFsplash10-000i-9302000000-10f31ff39e1d782b7a272017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-COOH-leukotriene E4 10V, Positive-QTOFsplash10-0ul0-0029500000-a97dae5c18a6435b78892021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-COOH-leukotriene E4 20V, Positive-QTOFsplash10-0kur-0039500000-4b7053be1be20c2859462021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-COOH-leukotriene E4 40V, Positive-QTOFsplash10-01e9-4910000000-2ad4c146132a94fd05872021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-COOH-leukotriene E4 10V, Negative-QTOFsplash10-01x0-2309400000-bcb027d5a55752e9a4302021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-COOH-leukotriene E4 20V, Negative-QTOFsplash10-03di-1219000000-43c90b9b27b55393b8662021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-COOH-leukotriene E4 40V, Negative-QTOFsplash10-03xr-5559000000-5e7c46a6b1b8554d75a62021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB029159
KNApSAcK IDNot Available
Chemspider ID30776643
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53481508
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Mizutani N: [Studies on the experimental allergic rhinitis induced by Japanese cedar pollen--role of cysteinyl leukotrienes in nasal allergic symptoms]. Yakugaku Zasshi. 2003 Jan;123(1):1-8. [PubMed:12607939 ]
  2. Evans JF: Cysteinyl leukotriene receptors. Prostaglandins Other Lipid Mediat. 2002 Aug;68-69:587-97. [PubMed:12432945 ]
  3. Hammarstrom S: Leukotrienes. Annu Rev Biochem. 1983;52:355-77. [PubMed:6311078 ]
  4. Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]