NAV

Leukotriene B4

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Leukotriene B4
DrugBank Accession Number
DB12961
Background

Leukotriene B4 has been used in trials studying the treatment of HIV Infections.

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 336.4657
Monoisotopic: 336.230059512
Chemical Formula
C20H32O4
Synonyms
  • LTB4
Poor quality drug data slowing you down?
Unlock 38% more drug discovery time and eliminate decision-making doubts with this one-stop guide to quality drug data.
Download eBook
Poor quality drug data slowing you down?
Download eBook

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
ULeukotriene B4 receptor 1Not AvailableHumans
ULeukotriene B4 receptor 2Not AvailableHumans
UPeroxisome proliferator-activated receptor alpha
activator
Humans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound 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.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Fatty Acyls
Sub Class
Eicosanoids
Direct Parent
Leukotrienes
Alternative Parents
Hydroxyeicosatetraenoic acids / Long-chain fatty acids / Hydroxy fatty acids / Unsaturated fatty acids / Secondary alcohols / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Alcohol / Aliphatic acyclic compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Fatty acid / Hydrocarbon derivative / Hydroxy fatty acid / Hydroxyeicosatetraenoic acid / Leukotriene
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
long-chain fatty acid, leukotriene, dihydroxy monocarboxylic acid, polyunsaturated fatty acid, hydroxy fatty acid (CHEBI:15647) / Leukotrienes (C02165) / Leukotrienes (LMFA03020001)
Affected organisms
Not Available

Chemical Identifiers

UNII
1HGW4DR56D
CAS number
71160-24-2
InChI Key
VNYSSYRCGWBHLG-AMOLWHMGSA-N
InChI
InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11-/t18-,19-/m1/s1
IUPAC Name
(5S,6Z,8E,10E,12R,14Z)-5,12-dihydroxyicosa-6,8,10,14-tetraenoic acid
SMILES
CCCCC\C=C/C[C@@H](O)\C=C\C=C\C=C/[C@@H](O)CCCC(O)=O

References

General References
Not Available
Human Metabolome Database
HMDB0001085
KEGG Compound
C02165
PubChem Compound
5280492
PubChem Substance
347829101
ChemSpider
4444132
BindingDB
50013889
ChEBI
15647
ChEMBL
CHEMBL65061
ZINC
ZINC000004623738
PDBe Ligand
LTB
Wikipedia
Leukotriene_B4
PDB Entries
3zuo / 7vkt

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount
2CompletedTreatmentHuman Immunodeficiency Virus (HIV) Infections1
Not AvailableCompletedDiagnosticDermatitis1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0152 mg/mLALOGPS
logP5.46ALOGPS
logP4.13Chemaxon
logS-4.3ALOGPS
pKa (Strongest Acidic)4.65Chemaxon
pKa (Strongest Basic)-1.3Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area77.76 Å2Chemaxon
Rotatable Bond Count14Chemaxon
Refractivity102.98 m3·mol-1Chemaxon
Polarizability39.51 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-066r-7896000000-60973fb1d8ff05c73e4e
LC-MS/MS Spectrum - LC-ESI-QIT , negativeLC-MS/MSsplash10-000i-0419000000-061132d646cd5dd85a1b
LC-MS/MS Spectrum - LC-ESI-QIT , negativeLC-MS/MSsplash10-00ks-0829000000-7da7ab59ee0d4812767b
LC-MS/MS Spectrum - LC-ESI-QIT , negativeLC-MS/MSsplash10-0002-0933000000-3fb381ce0f3609a90222
LC-MS/MS Spectrum - LC-ESI-QIT , negativeLC-MS/MSsplash10-0udj-0931000000-ccfdaa3226146fe9edc3
LC-MS/MS Spectrum - LC-ESI-QIT , negativeLC-MS/MSsplash10-0udj-1940000000-ef988be204f5c54f4b21
LC-MS/MS Spectrum - LC-ESI-QIT , negativeLC-MS/MSsplash10-0r00-1910000000-e16cc958487f06dc4287
LC-MS/MS Spectrum - LC-ESI-QIT , negativeLC-MS/MSsplash10-0006-6900000000-a356f0334bf220eb54cc
LC-MS/MS Spectrum - LC-ESI-QIT , negativeLC-MS/MSsplash10-052f-9700000000-66a6a217eba63b4874d1
LC-MS/MS Spectrum - LC-ESI-QIT , negativeLC-MS/MSsplash10-0a4l-7900000000-aeb350579ea4a84117d0
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-000i-0619000000-dc49d3f4ab097db18f18
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0uxr-0249000000-6c3565c67ecc14d09c29
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014j-0059000000-88f50a01f854a525ceb0
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-9686000000-45f10a61355f0a4c9541
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-1597000000-cf3db694c97a0b21765d
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a6s-2190000000-b3b5b67c791444188600
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fba-6940000000-87f25de09f8c244fdff4
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-223.0020511
predicted
DarkChem Lite v0.1.0
[M-H]-224.6303511
predicted
DarkChem Lite v0.1.0
[M-H]-220.1399511
predicted
DarkChem Lite v0.1.0
[M-H]-198.36327
predicted
DeepCCS 1.0 (2019)
[M+H]+224.4627511
predicted
DarkChem Lite v0.1.0
[M+H]+224.2987511
predicted
DarkChem Lite v0.1.0
[M+H]+222.6949511
predicted
DarkChem Lite v0.1.0
[M+H]+200.7487
predicted
DeepCCS 1.0 (2019)
[M+Na]+221.8975511
predicted
DarkChem Lite v0.1.0
[M+Na]+195.0982574
predicted
DarkChem Standard v0.1.0
[M+Na]+220.2369511
predicted
DarkChem Lite v0.1.0
[M+Na]+207.94307
predicted
DeepCCS 1.0 (2019)

Targets

Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.
Learn more
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Learn more
Details1. Leukotriene B4 receptor 1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Nucleotide binding
Specific Function
Receptor for extracellular ATP > UTP and ADP. The activity of this receptor is mediated by G proteins which activate a phosphatidylinositol-calcium second messenger system. May be the cardiac P2Y r...
Gene Name
LTB4R
Uniprot ID
Q15722
Uniprot Name
Leukotriene B4 receptor 1
Molecular Weight
37556.925 Da
References
  1. Wang S, Gustafson E, Pang L, Qiao X, Behan J, Maguire M, Bayne M, Laz T: A novel hepatointestinal leukotriene B4 receptor. Cloning and functional characterization. J Biol Chem. 2000 Dec 29;275(52):40686-94. [Article]
  2. Sawyer JS, Bach NJ, Baker SR, Baldwin RF, Borromeo PS, Cockerham SL, Fleisch JH, Floreancig P, Froelich LL, Jackson WT, et al.: Synthetic and structure/activity studies on acid-substituted 2-arylphenols: discovery of 2-[2-propyl-3-[3-[2-ethyl-4-(4-fluorophenyl)-5- hydroxyphenoxy]-propoxy]phenoxy]benzoic acid, a high-affinity leukotriene B4 receptor antagonist. J Med Chem. 1995 Oct 27;38(22):4411-32. [Article]
Details2. Leukotriene B4 receptor 2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Leukotriene receptor activity
Specific Function
Low-affinity receptor for leukotrienes including leukotriene B4. Mediates chemotaxis of granulocytes and macrophages. The response is mediated via G-proteins that activate a phosphatidylinositol-ca...
Gene Name
LTB4R2
Uniprot ID
Q9NPC1
Uniprot Name
Leukotriene B4 receptor 2
Molecular Weight
41524.35 Da
References
  1. Wang S, Gustafson E, Pang L, Qiao X, Behan J, Maguire M, Bayne M, Laz T: A novel hepatointestinal leukotriene B4 receptor. Cloning and functional characterization. J Biol Chem. 2000 Dec 29;275(52):40686-94. [Article]
Details3. Peroxisome proliferator-activated receptor alpha
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Activator
General Function
Zinc ion binding
Specific Function
Ligand-activated transcription factor. Key regulator of lipid metabolism. Activated by the endogenous ligand 1-palmitoyl-2-oleoyl-sn-glycerol-3-phosphocholine (16:0/18:1-GPC). Activated by oleyleth...
Gene Name
PPARA
Uniprot ID
Q07869
Uniprot Name
Peroxisome proliferator-activated receptor alpha
Molecular Weight
52224.595 Da
References
  1. Downie MM, Sanders DA, Maier LM, Stock DM, Kealey T: Peroxisome proliferator-activated receptor and farnesoid X receptor ligands differentially regulate sebaceous differentiation in human sebaceous gland organ cultures in vitro. Br J Dermatol. 2004 Oct;151(4):766-75. [Article]

Drug created at October 21, 2016 01:36 / Updated at June 12, 2020 16:53