ChemFOnt: Showing chemical card for 5Z,8Z,11Z,14Z-Eicosatetraenonyl-CoA (CFc000336969)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:30:25 UTC

Chemfont ID

CFc000336969

Molecule Identification

Common Name

5Z,8Z,11Z,14Z-Eicosatetraenonyl-CoA

Definition

5Z,8Z,11Z,14Z-eicosatetraenonyl-CoA participates in the biosynthesis of unsaturated fatty acids. 5Z,8Z,11Z,14Z-eicosatetraenonyl-CoA is converted from (5Z,8Z,11Z,14Z)-Icosatetraenoic acid via palmitoyl-CoA hydrolase [EC:3.1.2.2].

Unsaturated fatty acids are of a similar form, except that one or more alkenyl functional groups exist along the chain, with each alkene substituting a single-bonded "-CH2-CH2-" part of the chain with a double-bonded "-CH=CH-" portion (that is, a carbon double-bonded to another carbon). The differences in geometry between the various types of unsaturated fatty acids, as well as between saturated and unsaturated fatty acids, play an important role in biological processes, and in the construction of biological structures (such as cell membranes).

[HMDB]

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₄₁H₆₆N₇O₁₇P₃S

Average Molecular Weight

1053.986

Monoisotopic Molecular Weight

1053.344873947

IUPAC Name

(2R)-4-({[({[(2R,3R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-(2-{[2-(icosa-5,8,11,14-tetraenoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-3,3-dimethylbutanimidic acid

Traditional Name

(2R)-4-[({[(2R,3R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-(2-{[2-(icosa-5,8,11,14-tetraenoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-3,3-dimethylbutanimidic acid

CAS Registry Number

17046-56-9

SMILES

[H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CCCC=CCC=CCC=CCC=CCCCCC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)C([H])(O)[C@@]1([H])OP(O)(O)=O

InChI Identifier

InChI=1S/C41H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h8-9,11-12,14-15,17-18,28-30,34-36,40,51-52H,4-7,10,13,16,19-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/t30-,34?,35+,36+,40-/m1/s1

InChI Key

JDEPVTUUCBFJIW-OPBWFHODSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Long-chain fatty acyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside diphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside 3',5'-bisphosphate
Ribonucleoside 3'-phosphate
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Beta amino acid or derivatives
Pentose monosaccharide
Organic pyrophosphate
Monosaccharide phosphate
6-aminopurine
Purine
Imidazopyrimidine
Monoalkyl phosphate
Aminopyrimidine
Imidolactam
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
N-acyl-amine
Monosaccharide
Fatty amide
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Carbothioic s-ester
Thiocarboxylic acid ester
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Sulfenyl compound
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB06523)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Plasmalogen Synthesis (HMDB: HMDB06523)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.13 g/L	ALOGPS
logP	3.64	ALOGPS
logP	1.19	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	6.42	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	370.61 Å²	ChemAxon
Rotatable Bond Count	34	ChemAxon
Refractivity	260.56 m³·mol⁻¹	ChemAxon
Polarizability	103.54 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023270

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5Z,8Z,11Z,14Z-Eicosatetraenonyl-CoA (CFc000336969)

MOL for CFc000336969 (5Z,8Z,11Z,14Z-Eicosatetraenonyl-CoA)

3D MOL for CFc000336969 (5Z,8Z,11Z,14Z-Eicosatetraenonyl-CoA)

3D SDF for CFc000336969 (5Z,8Z,11Z,14Z-Eicosatetraenonyl-CoA)

3D-SDF for CFc000336969 (5Z,8Z,11Z,14Z-Eicosatetraenonyl-CoA)

PDB for CFc000336969 (5Z,8Z,11Z,14Z-Eicosatetraenonyl-CoA)

3D PDB for CFc000336969 (5Z,8Z,11Z,14Z-Eicosatetraenonyl-CoA)

SMILES for CFc000336969 (5Z,8Z,11Z,14Z-Eicosatetraenonyl-CoA)

INCHI for CFc000336969 (5Z,8Z,11Z,14Z-Eicosatetraenonyl-CoA)

Structure for CFc000336969 (5Z,8Z,11Z,14Z-Eicosatetraenonyl-CoA)

3D Structure for CFc000336969 (5Z,8Z,11Z,14Z-Eicosatetraenonyl-CoA)