ChemFOnt: Showing chemical card for (2-trans,6-cis)-dodeca-2,6-dienoyl-CoA (CFc000043042)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:53 UTC

Chemfont ID

CFc000043042

Molecule Identification

Common Name

(2-trans,6-cis)-dodeca-2,6-dienoyl-CoA

Definition

(2-trans,6-cis)-dodeca-2,6-dienoyl-CoA is also known as (2t,6C)-Dodecadienoyl-coenzyme A or trans,cis-2,6-Laurodienoyl-coenzyme A. (2-trans,6-cis)-dodeca-2,6-dienoyl-CoA is considered to be slightly soluble (in water) and acidic. (2-trans,6-cis)-dodeca-2,6-dienoyl-CoA is a fatty ester lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2-trans,6-cis)-Dodeca-2,6-dienoyl-coenzyme A	ChEBI
(2t,6C)-Dodecadienoyl-coenzyme A	ChEBI
(2t,6C)-Lauro-2,6-dienoyl-coenzyme A	ChEBI
trans,cis-2,6-Laurodienoyl-coenzyme A	ChEBI
trans,cis-Lauro-2,6-dienoyl-CoA	ChEBI
trans,cis-Lauro-2,6-dienoyl-coenzyme A	ChEBI

Chemical Formula

C₃₃H₅₄N₇O₁₇P₃S

Average Molecular Weight

945.81

Monoisotopic Molecular Weight

945.250975475

IUPAC Name

(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-[2-({2-[(2E,6Z)-dodeca-2,6-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanimidic acid

Traditional Name

(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-N-[2-({2-[(2E,6Z)-dodeca-2,6-dienoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanimidic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCC)=C(/[H])CC\C([H])=C(/[H])C(=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)[C@]1([H])OP(O)(O)=O

InChI Identifier

InChI=1S/C33H54N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h8-9,12-13,20-22,26-28,32,43-44H,4-7,10-11,14-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/b9-8-,13-12+/t22-,26-,27-,28+,32-/m1/s1

InChI Key

BNPQDIKRZDRREL-GQUYLXGASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a medium-chain 2-enoyl chain of 5 to 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Medium-chain 2-enoyl CoAs

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

unsaturated fatty acyl-CoA (CHEBI:28387 )
medium-chain fatty acyl-CoA (CHEBI:28387 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062630)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.56 g/L	ALOGPS
logP	1.74	ALOGPS
logP	-1	ChemAxon
logS	-2.3	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	28	ChemAxon
Refractivity	221.5 m³·mol⁻¹	ChemAxon
Polarizability	89.87 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

HMDB0062630

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

C05279

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11966194

PDB ID

Not Available

ChEBI ID

28387

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (2-trans,6-cis)-dodeca-2,6-dienoyl-CoA (CFc000043042)

MOL for CFc000043042 ((2-trans,6-cis)-dodeca-2,6-dienoyl-CoA)

3D MOL for CFc000043042 ((2-trans,6-cis)-dodeca-2,6-dienoyl-CoA)

3D SDF for CFc000043042 ((2-trans,6-cis)-dodeca-2,6-dienoyl-CoA)

3D-SDF for CFc000043042 ((2-trans,6-cis)-dodeca-2,6-dienoyl-CoA)

PDB for CFc000043042 ((2-trans,6-cis)-dodeca-2,6-dienoyl-CoA)

3D PDB for CFc000043042 ((2-trans,6-cis)-dodeca-2,6-dienoyl-CoA)

SMILES for CFc000043042 ((2-trans,6-cis)-dodeca-2,6-dienoyl-CoA)

INCHI for CFc000043042 ((2-trans,6-cis)-dodeca-2,6-dienoyl-CoA)

Structure for CFc000043042 ((2-trans,6-cis)-dodeca-2,6-dienoyl-CoA)

3D Structure for CFc000043042 ((2-trans,6-cis)-dodeca-2,6-dienoyl-CoA)