ChemFOnt: Showing chemical card for 3-Hydroxyhexdecanedioyl-CoA (CFc000008235)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:54:55 UTC

Chemfont ID

CFc000008235

Molecule Identification

Common Name

3-Hydroxyhexdecanedioyl-CoA

Definition

3-Hydroxyhexdecanedioyl-CoA is a human metabolite involved in the fatty acid elongation in mitochondria pathway. The enzyme long-chain-3-hydroxyacyl-CoA dehydrogenase catalyzes the conversion of 3-Oxododecanoyl-CoA to (S)-3-Hydroxydodecanoyl-CoA.3-Hydroxyhexdecanedioyl-CoA is an intermediate in fatty acid metabolism, being the substrate of the enzymes beta-hydroxyacyl-CoA dehydrogenase and 3-hydroxyacyl-CoA dehydrogenase [EC 1.1.1.211-1.1.1.35]; 3-Hydroxyhexdecanedioyl-CoA is an intermediate in fatty acid elongation in mitochondria, the substrate of the enzymes enoyl-CoA hydratase and long-chain-enoyl-CoA hydratase [EC 4.2.1.17-4.2.1.74]. (KEGG).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₃₇H₆₄N₇O₂₀P₃S

Average Molecular Weight

1051.925

Monoisotopic Molecular Weight

1051.313967749

IUPAC Name

16-{[2-(3-{3-[({[({[(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)methyl]-2-hydroxy-3-methylbutanamido}propanamido)ethyl]sulfanyl}-14-hydroxy-16-oxohexadecanoic acid

Traditional Name

16-({2-[3-(3-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido)propanamido]ethyl}sulfanyl)-14-hydroxy-16-oxohexadecanoic acid

CAS Registry Number

None

SMILES

CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)CCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C37H64N7O20P3S/c1-37(2,32(51)35(52)40-16-15-26(46)39-17-18-68-28(49)19-24(45)13-11-9-7-5-3-4-6-8-10-12-14-27(47)48)21-61-67(58,59)64-66(56,57)60-20-25-31(63-65(53,54)55)30(50)36(62-25)44-23-43-29-33(38)41-22-42-34(29)44/h22-25,30-32,36,45,50-51H,3-21H2,1-2H3,(H,39,46)(H,40,52)(H,47,48)(H,56,57)(H,58,59)(H2,38,41,42)(H2,53,54,55)/t24?,25-,30-,31-,32?,36-/m1/s1

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0013187)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0013187)

Source

Endogenous

Endogenous (HMDB: HMDB0013187)

Animal

Animal (HMDB: HMDB0013187)

Exogenous

Food

Food (HMDB: HMDB0013187)

Exogenous (HMDB: HMDB0013187)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0013187)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0013187)

Lipid metabolism pathway (HMDB: HMDB0013187)

Cellular process

Cell signaling (HMDB: HMDB0013187)

Biochemical process

Lipid transport (HMDB: HMDB0013187)

Role

Biological role

Energy source (HMDB: HMDB0013187)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0013187)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.03 g/L	ALOGPS
logP	0.88	ALOGPS
logP	-3	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	5.21	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	421.16 Å²	ChemAxon
Rotatable Bond Count	35	ChemAxon
Refractivity	239.83 m³·mol⁻¹	ChemAxon
Polarizability	102.06 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

HMDB0013187

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029322

KNApSAcK ID

Not Available

Chemspider ID

35032587

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481644

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Hydroxyhexdecanedioyl-CoA (CFc000008235)

MOL for CFc000008235 (3-Hydroxyhexdecanedioyl-CoA)

3D MOL for CFc000008235 (3-Hydroxyhexdecanedioyl-CoA)

3D SDF for CFc000008235 (3-Hydroxyhexdecanedioyl-CoA)

3D-SDF for CFc000008235 (3-Hydroxyhexdecanedioyl-CoA)

PDB for CFc000008235 (3-Hydroxyhexdecanedioyl-CoA)

3D PDB for CFc000008235 (3-Hydroxyhexdecanedioyl-CoA)

SMILES for CFc000008235 (3-Hydroxyhexdecanedioyl-CoA)

INCHI for CFc000008235 (3-Hydroxyhexdecanedioyl-CoA)

Structure for CFc000008235 (3-Hydroxyhexdecanedioyl-CoA)

3D Structure for CFc000008235 (3-Hydroxyhexdecanedioyl-CoA)