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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2009-07-25 00:04:28 UTC
Update Date2022-03-07 02:51:27 UTC
HMDB IDHMDB0012639
Secondary Accession Numbers
  • HMDB12639
Metabolite Identification
Common Name20-Hydroxy-leukotriene E4
Description20-Hydroxy-leukotriene E4 is a metabolite that can originate from the lipid oxidation of leukotriene E4 (LTE4). 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 activates contractile and inflammatory processes via specific interactions 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 and are 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 signaling pathways.
Structure
Data?1582753071
Synonyms
ValueSource
20-OH-Leukotriene e4ChEBI
20-OH-LTE4ChEBI
20-Hydroxy-lte4HMDB
Ω-hydroxy-lte4HMDB
Omega-hydroxy-lte4HMDB
Ω-hydroxyleukotriene e4HMDB
Omega-hydroxyleukotriene e4HMDB
20-Hydroxy-leukotriene E4HMDB
Chemical FormulaC23H37NO6S
Average Molecular Weight455.61
Monoisotopic Molecular Weight455.234159089
IUPAC Name(5S,6R,7E,9E,11Z,14Z)-6-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-5,20-dihydroxyicosa-7,9,11,14-tetraenoic acid
Traditional Name20-hydroxy-LTE4
CAS Registry Number111844-33-8
SMILES
N[C@@H](CS[C@H](\C=C\C=C\C=C/C\C=C/CCCCCO)[C@@H](O)CCCC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C23H37NO6S/c24-19(23(29)30)18-31-21(20(26)14-13-16-22(27)28)15-11-9-7-5-3-1-2-4-6-8-10-12-17-25/h2-5,7,9,11,15,19-21,25-26H,1,6,8,10,12-14,16-18,24H2,(H,27,28)(H,29,30)/b4-2-,5-3-,9-7+,15-11+/t19-,20-,21+/m0/s1
InChI KeyBJRMBXPQAMDCMG-CMJQBAFXSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as leukotrienes. These are eicosanoids containing a hydroxyl group attached to the aliphatic chain of an arachidonic acid. Leukotrienes have four double bonds, three (and only three) of which are conjugated.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassEicosanoids
Direct ParentLeukotrienes
Alternative Parents
Substituents
  • Leukotriene
  • Hydroxyeicosatetraenoic acid
  • Long-chain fatty acid
  • L-cysteine-s-conjugate
  • Cysteine or derivatives
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • L-alpha-amino acid
  • Hydroxy fatty acid
  • Thia fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Unsaturated fatty acid
  • Secondary alcohol
  • Amino acid or derivatives
  • Amino acid
  • Thioether
  • Dialkylthioether
  • Sulfenyl compound
  • Carboxylic acid derivative
  • Carboxylic acid
  • Primary amine
  • Primary aliphatic amine
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Alcohol
  • Organooxygen compound
  • Organosulfur compound
  • Carbonyl group
  • Primary alcohol
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

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 Solubility0.0063 g/LALOGPS
logP0.3ALOGPS
logP0.58ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)2.39ChemAxon
pKa (Strongest Basic)9.13ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area141.08 ŲChemAxon
Rotatable Bond Count19ChemAxon
Refractivity129.55 m³·mol⁻¹ChemAxon
Polarizability51.91 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
DeepCCS[M+H]+209.82430932474
DeepCCS[M-H]-207.46630932474
DeepCCS[M-2H]-240.88330932474
DeepCCS[M+Na]+216.1130932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
20-Hydroxy-leukotriene E4N[C@@H](CS[C@H](\C=C\C=C\C=C/C\C=C/CCCCCO)[C@@H](O)CCCC(O)=O)C(O)=O6242.8Standard polar33892256
20-Hydroxy-leukotriene E4N[C@@H](CS[C@H](\C=C\C=C\C=C/C\C=C/CCCCCO)[C@@H](O)CCCC(O)=O)C(O)=O3338.6Standard non polar33892256
20-Hydroxy-leukotriene E4N[C@@H](CS[C@H](\C=C\C=C\C=C/C\C=C/CCCCCO)[C@@H](O)CCCC(O)=O)C(O)=O3976.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
20-Hydroxy-leukotriene E4,1TMS,isomer #1C[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O)[C@@H](O)CCCC(=O)O4072.3Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@H](N)C(=O)O4014.8Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@H](N)C(=O)O3984.0Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)[C@@H](O)CCCC(=O)O3921.2Semi standard non polar33892256
20-Hydroxy-leukotriene E4,1TMS,isomer #5C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O)C(=O)O4072.0Semi standard non polar33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #1C[Si](C)(C)OCCCCC/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)O3964.1Semi standard non polar33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #10C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O)C(=O)O[Si](C)(C)C4002.9Semi standard non polar33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #11C[Si](C)(C)N([C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O)C(=O)O)[Si](C)(C)C4205.5Semi standard non polar33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #2C[Si](C)(C)OCCCCC/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)C4057.8Semi standard non polar33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #3C[Si](C)(C)OCCCCC/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)C4015.5Semi standard non polar33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #4C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@@H](O)CCCC(=O)O)C(=O)O4113.0Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@H](N)C(=O)O3983.6Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)[C@H](CCCC(=O)O)O[Si](C)(C)C3932.4Semi standard non polar33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #7C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@H](CCCC(=O)O)O[Si](C)(C)C)C(=O)O4081.2Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@H](N)C(=O)O[Si](C)(C)C3905.0Semi standard non polar33892256
20-Hydroxy-leukotriene E4,2TMS,isomer #9C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O[Si](C)(C)C)C(=O)O4050.9Semi standard non polar33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #1C[Si](C)(C)OCCCCC/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)C3952.1Semi standard non polar33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #10C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@H](CCCC(=O)O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C4001.2Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C4197.4Semi standard non polar33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #12C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C3956.5Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C4140.1Semi standard non polar33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #14C[Si](C)(C)OC(=O)[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C4130.2Semi standard non polar33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #2C[Si](C)(C)OCCCCC/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)C3915.1Semi standard non polar33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #3C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@@H](O)CCCC(=O)O)C(=O)O[Si](C)(C)C4004.9Semi standard non polar33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #4C[Si](C)(C)OCCCCC/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)C4002.2Semi standard non polar33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #5C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C)C(=O)O4109.5Semi standard non polar33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #6C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C)C(=O)O4055.6Semi standard non polar33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #7C[Si](C)(C)OCCCCC/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)O4217.5Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@H](N)C(=O)O[Si](C)(C)C3918.7Semi standard non polar33892256
20-Hydroxy-leukotriene E4,3TMS,isomer #9C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O4050.8Semi standard non polar33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #1C[Si](C)(C)OCCCCC/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)C3896.8Semi standard non polar33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #10C[Si](C)(C)OC(=O)[C@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@H](CCCC(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C4122.2Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C4058.6Semi standard non polar33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #2C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C3983.8Semi standard non polar33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #3C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C3930.3Semi standard non polar33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #4C[Si](C)(C)OCCCCC/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)O4119.0Semi standard non polar33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #5C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O4027.5Semi standard non polar33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #6C[Si](C)(C)OCCCCC/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)C4188.6Semi standard non polar33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #7C[Si](C)(C)OCCCCC/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)C4122.2Semi standard non polar33892256
20-Hydroxy-leukotriene E4,4TMS,isomer #8C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C3952.8Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C4128.2Semi standard non polar33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #1C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C3911.3Semi standard non polar33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #1C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C3624.5Standard non polar33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #1C[Si](C)(C)N[C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C4218.8Standard polar33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #2C[Si](C)(C)OCCCCC/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)C4080.6Semi standard non polar33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #2C[Si](C)(C)OCCCCC/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)C3724.9Standard non polar33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #2C[Si](C)(C)OCCCCC/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)C4352.1Standard polar33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #3C[Si](C)(C)OCCCCC/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)C4006.5Semi standard non polar33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #3C[Si](C)(C)OCCCCC/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)C3766.4Standard non polar33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #3C[Si](C)(C)OCCCCC/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)C4406.1Standard polar33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #4C[Si](C)(C)OCCCCC/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)C4079.5Semi standard non polar33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #4C[Si](C)(C)OCCCCC/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)C3738.6Standard non polar33892256
20-Hydroxy-leukotriene E4,5TMS,isomer #4C[Si](C)(C)OCCCCC/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)C4365.7Standard polar33892256
20-Hydroxy-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\CCCCCO)SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C4028.4Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C3731.2Standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C4311.4Standard polar33892256
20-Hydroxy-leukotriene E4,6TMS,isomer #1C[Si](C)(C)OCCCCC/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[Si](C)(C)C)O[Si](C)(C)C3985.8Semi standard non polar33892256
20-Hydroxy-leukotriene E4,6TMS,isomer #1C[Si](C)(C)OCCCCC/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[Si](C)(C)C)O[Si](C)(C)C3712.5Standard non polar33892256
20-Hydroxy-leukotriene E4,6TMS,isomer #1C[Si](C)(C)OCCCCC/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[Si](C)(C)C)O[Si](C)(C)C4051.6Standard polar33892256
20-Hydroxy-leukotriene E4,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O)[C@@H](O)CCCC(=O)O4311.6Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@H](N)C(=O)O4257.5Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@H](N)C(=O)O4237.9Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)[C@@H](O)CCCC(=O)O4170.9Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)[C@@H](O)CCCC(=O)O)C(=O)O4289.7Semi standard non polar33892256
20-Hydroxy-leukotriene E4,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCCCC/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)O4466.6Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)[C@@H](O)CCCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C4461.8Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)[C@@H](O)CCCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C4626.2Semi standard non polar33892256
20-Hydroxy-leukotriene E4,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCCCCC/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)C4556.9Semi standard non polar33892256
20-Hydroxy-leukotriene E4,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OCCCCC/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)C4521.4Semi standard non polar33892256
20-Hydroxy-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\CCCCCO[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O)C(=O)O4552.1Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@H](N)C(=O)O4496.6Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C4442.0Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O4531.7Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C4413.0Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O4502.7Semi standard non polar33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCCCC/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)C4741.1Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C4708.2Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C4861.2Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C4658.7Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C4818.7Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)[C@@H](O)CCCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C4805.9Semi standard non polar33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCCCCC/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)C4699.7Semi standard non polar33892256
20-Hydroxy-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\CCCCCO[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C4709.5Semi standard non polar33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCCCCC/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)C4782.5Semi standard non polar33892256
20-Hydroxy-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\CCCCCO[Si](C)(C)C(C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)C(=O)O4792.8Semi standard non polar33892256
20-Hydroxy-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\CCCCCO[Si](C)(C)C(C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O4744.5Semi standard non polar33892256
20-Hydroxy-leukotriene E4,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OCCCCC/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)O4874.7Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)SC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C4691.0Semi standard non polar33892256
20-Hydroxy-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\CCCCCO)[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O4742.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 20-Hydroxy-leukotriene E4 GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 20-Hydroxy-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-Hydroxy-leukotriene E4 10V, Positive-QTOFsplash10-0079-1003900000-493268a38f604066df7e2019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 20V, Positive-QTOFsplash10-0kgc-1349500000-521c5e33aa901138ca342019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 40V, Positive-QTOFsplash10-006x-6029000000-ec8690fcfdb723a0324a2019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 10V, Negative-QTOFsplash10-0v4r-0104900000-34ec95a0fc67699e84832019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 20V, Negative-QTOFsplash10-00rb-1219100000-83e18e503081a44552572019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 40V, Negative-QTOFsplash10-000i-9301000000-a23fd3dec462fedf26702019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 10V, Positive-QTOFsplash10-00kr-0029400000-f42e0dad005a2507e84a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 20V, Positive-QTOFsplash10-100a-1039100000-64bb9d07c7eb72d0c4bb2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 40V, Positive-QTOFsplash10-0ayi-8930000000-ec85fd87d13ac90b109d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 10V, Negative-QTOFsplash10-0gis-1409300000-75551760487cce8472982021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 20V, Negative-QTOFsplash10-0002-0319000000-4838366758fb0ae7d76a2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20-Hydroxy-leukotriene E4 40V, Negative-QTOFsplash10-0f7k-5897000000-eb1e35f76a401e9b67352021-09-25Wishart 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 IDNot Available
KNApSAcK IDNot Available
Chemspider ID4444215
KEGG Compound IDC03577
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5280606
PDB IDNot Available
ChEBI ID28700
Food Biomarker OntologyNot Available
VMH IDC03577
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. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  5. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  6. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  7. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  8. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.