ChemFOnt: Showing chemical card for 11Z,14Z-eicosadienoyl-CoA (CFc000042627)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:14 UTC

Chemfont ID

CFc000042627

Molecule Identification

Common Name

11Z,14Z-eicosadienoyl-CoA

Definition

11Z,14Z-eicosadienoyl-CoA is classified as a member of the Long-chain fatty acyl CoAs. Long-chain fatty acyl CoAs are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. 11Z,14Z-eicosadienoyl-CoA is considered to be practically insoluble (in water) and acidic. 11Z,14Z-eicosadienoyl-CoA is a fatty ester lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₄₁H₇₀N₇O₁₇P₃S

Average Molecular Weight

1058.02

Monoisotopic Molecular Weight

1057.37617599

IUPAC Name

(2R)-4-({[({[(2R,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-[(11Z,14Z)-icosa-11,14-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanimidic acid

Traditional Name

(2R)-4-[({[(2R,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-[(11Z,14Z)-icosa-11,14-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanimidic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCCCC(=O)SCCN=C(O)CCN=C(O)[C@]([H])(O)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)C1([H])OP(O)(O)=O

InChI Identifier

InChI=1S/C41H70N7O17P3S/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/h8-9,11-12,28-30,34-36,40,51-52H,4-7,10,13-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b9-8-,12-11-/t30-,34?,35?,36+,40-/m1/s1

InChI Key

YCKYOUVXZZJCIU-DKSPDXACSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Cyclic depsipeptides

Alternative Parents

Substituents

Cyclic depsipeptide
Pentacarboxylic acid or derivatives
Alpha-amino acid ester
Alkyl-phenylketone
Macrolide
Macrolactam
Alpha-amino acid or derivatives
3-alkylindole
Phenylketone
Indole
Indole or derivatives
Aniline or substituted anilines
Aryl alkyl ketone
Aryl ketone
Benzoyl
Substituted pyrrole
Monocyclic benzene moiety
Benzenoid
Vinylogous amide
Cyclic carboximidic acid
Pyrrole
Heteroaromatic compound
Amino acid or derivatives
Carboxylic acid ester
Amino acid
Ketone
Lactone
Propargyl-type 1,3-dipolar organic compound
Polyol
Organic 1,3-dipolar compound
Organoheterocyclic compound
Azacycle
Carboximidic acid
Carboximidic acid derivative
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Organooxygen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Amine
Alcohol
Carbonyl group
Organic oxide
Organopnictogen compound
Primary aliphatic amine
Organonitrogen compound
Primary alcohol
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

lipopeptide (CHEBI:600103 )
heterodetic cyclic peptide (CHEBI:600103 )
macrolide (CHEBI:600103 )
macrocycle (CHEBI:600103 )
lipopeptide antibiotic (CHEBI:600103 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062215)

Process

Naturally occurring process

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	3.64	ALOGPS
logP	1.92	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	6.43	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	36	ChemAxon
Refractivity	258.33 m³·mol⁻¹	ChemAxon
Polarizability	106.55 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

HMDB0062215

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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

52922024

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 11Z,14Z-eicosadienoyl-CoA (CFc000042627)

MOL for CFc000042627 (11Z,14Z-eicosadienoyl-CoA)

3D MOL for CFc000042627 (11Z,14Z-eicosadienoyl-CoA)

3D SDF for CFc000042627 (11Z,14Z-eicosadienoyl-CoA)

3D-SDF for CFc000042627 (11Z,14Z-eicosadienoyl-CoA)

PDB for CFc000042627 (11Z,14Z-eicosadienoyl-CoA)

3D PDB for CFc000042627 (11Z,14Z-eicosadienoyl-CoA)

SMILES for CFc000042627 (11Z,14Z-eicosadienoyl-CoA)

INCHI for CFc000042627 (11Z,14Z-eicosadienoyl-CoA)

Structure for CFc000042627 (11Z,14Z-eicosadienoyl-CoA)

3D Structure for CFc000042627 (11Z,14Z-eicosadienoyl-CoA)