ChemFOnt: Showing chemical card for Leukotriene D5 (CFc000008148)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:54:48 UTC

Chemfont ID

CFc000008148

Molecule Identification

Common Name

Leukotriene D5

Definition

leukotriene D5 is coverted from 5-hydroxy-6-S-glutathionyl-7,9,11,14,17-eicosapentaenoic acid (leukotriene C5) by gamma-glutamyl transpeptidase. 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

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
LTD(,5)	HMDB

Chemical Formula

C₂₅H₃₈N₂O₆S

Average Molecular Weight

494.644

Monoisotopic Molecular Weight

494.245057648

IUPAC Name

(5R,6S,7E,9E,11Z,14Z,17Z)-6-{[(2R)-2-amino-2-[(carboxymethyl)carbamoyl]ethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14,17-pentaenoic acid

Traditional Name

(5R,6S,7E,9E,11Z,14Z,17Z)-6-{[(2R)-2-amino-2-(carboxymethylcarbamoyl)ethyl]sulfanyl}-5-hydroxyicosa-7,9,11,14,17-pentaenoic acid

CAS Registry Number

None

SMILES

CC\C=C/C\C=C/C\C=C/C=C/C=C/[C@H](SC[C@H](N)C(=O)NCC(O)=O)[C@H](O)CCCC(O)=O

InChI Identifier

InChI=1S/C25H38N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h3-4,6-7,9-13,16,20-22,28H,2,5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b4-3-,7-6-,10-9-,12-11+,16-13+/t20-,21+,22-/m0/s1

InChI Key

RWLDHKGRPLNPBN-DSJHTHEWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyeicosapentaenoic acids. These are eicosanoic acids with an attached hydroxyl group and five CC double bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosapentaenoic acids

Alternative Parents

Substituents

Hydroxyeicosapentaenoic acid
Alpha-dipeptide
Alpha peptide
Long-chain fatty acid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid or derivatives
Thia fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Dicarboxylic acid or derivatives
Fatty acid
Amino acid or derivatives
Secondary carboxylic acid amide
Secondary alcohol
Amino acid
Carboxamide group
Carboxylic acid derivative
Carboxylic acid
Dialkylthioether
Sulfenyl compound
Thioether
Amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Alcohol
Organic oxide
Carbonyl group
Organopnictogen compound
Primary aliphatic amine
Primary amine
Organosulfur compound
Organonitrogen compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0012994)
Cell membrane (HMDB: HMDB0012994)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0012994)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0012994)

Source

Endogenous

Endogenous (HMDB: HMDB0012994)

Animal

Animal (HMDB: HMDB0012994)

Exogenous

Food

Food (HMDB: HMDB0012994)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0012994)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0012994)

Lipid metabolism pathway (HMDB: HMDB0012994)

Cellular process

Cell signaling (HMDB: HMDB0012994)

Biochemical process

Lipid transport (HMDB: HMDB0012994)

Role

Biological role

Energy source (HMDB: HMDB0012994)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0028 g/L	ALOGPS
logP	0.9	ALOGPS
logP	0.4	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	3.29	ChemAxon
pKa (Strongest Basic)	8.05	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	149.95 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	141.54 m³·mol⁻¹	ChemAxon
Polarizability	54.95 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0012994

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029238

KNApSAcK ID

Not Available

Chemspider ID

30776673

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481571

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Leukotriene D5 (CFc000008148)

MOL for CFc000008148 (Leukotriene D5)

3D MOL for CFc000008148 (Leukotriene D5)

3D SDF for CFc000008148 (Leukotriene D5)

3D-SDF for CFc000008148 (Leukotriene D5)

PDB for CFc000008148 (Leukotriene D5)

3D PDB for CFc000008148 (Leukotriene D5)

SMILES for CFc000008148 (Leukotriene D5)

INCHI for CFc000008148 (Leukotriene D5)

Structure for CFc000008148 (Leukotriene D5)

3D Structure for CFc000008148 (Leukotriene D5)