Showing Compound Palmityl-CoA (FDB022562)

Record Information

Version

1.0

Creation date

2011-09-21 00:15:54 UTC

Update date

2015-07-21 06:57:15 UTC

Primary ID

FDB022562

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Palmityl-CoA

Description

Palmityl-CoA, also known as palmitoyl CoA or CoA, palmitoyl, 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. Palmityl-CoA is a strong basic compound (based on its pKa).

CAS Number

1763-10-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Hexadecanoyl CoA	HMDB
Hexadecanoyl coenzyme A	HMDB
Palmitoyl CoA	HMDB
Palmitoyl coenzyme A	HMDB
Palmitoyl-CoA	HMDB
Palmitoyl-coenzyme A	HMDB
Palmityl-coenzyme A	HMDB
S-Hexadecanoate	HMDB
S-Hexadecanoate CoA	HMDB
S-Hexadecanoate coenzyme A	HMDB
S-Hexadecanoic acid	HMDB
S-Palmitoylcoenzyme A	HMDB
CoA, Palmitoyl	HMDB
CoA, Hexadecanoyl	HMDB
coenzyme A, Palmitoyl	HMDB
Palmityl CoA	HMDB
CoA, Palmityl	HMDB
hexadecanoyl CoA	hmdb
hexadecanoyl Coenzyme A	hmdb
palmitoyl CoA	hmdb
palmitoyl coenzyme a	hmdb
palmitoyl-CoA	hmdb
palmitoyl-Coenzyme A	hmdb
Palmityl-CoA	hmdb
Palmityl-Coenzyme A	hmdb
s-hexadecanoate	hmdb
s-hexadecanoate CoA	hmdb
s-hexadecanoate Coenzyme A	hmdb
s-hexadecanoic acid	hmdb
s-palmitoylcoenzyme a	hmdb

Predicted Properties

Property	Value	Source
Water Solubility	1.74 g/L	ALOGPS
logP	2.35	ALOGPS
logP	-0.5	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	363.63 Å²	ChemAxon
Rotatable Bond Count	34	ChemAxon
Refractivity	236.65 m³·mol⁻¹	ChemAxon
Polarizability	100.19 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

Chemical Formula

C37H66N7O17P3S

IUPAC name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-[({[({3-[(2-{[2-(hexadecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

InChI Identifier

InChI=1S/C37H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h24-26,30-32,36,47-48H,4-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/t26-,30-,31-,32?,36-/m1/s1

InChI Key

MNBKLUUYKPBKDU-TZIIWEFPSA-N

Isomeric SMILES

CCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(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

Average Molecular Weight

1005.943

Monoisotopic Molecular Weight

1005.344873947

Classification

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
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

Fatty acyl CoAs (C00154 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Biological location:

Process

Naturally occurring process:

Biological process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Biochemical process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-2902100202-8995491c4408cb9cd2dd	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0923300000-25204cd16c15043e7553	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-1900100100-10cdb45f6d139ab32fe0	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0fa9-9882342503-dc9f6ae4b03147f90b41	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0040-3921201001-8e28a440bd4fa5cf4e70	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-6900000000-e25d7582c34ed6bb66cf	2015-09-15	View Spectrum

NMR

Type	Description	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Spectrum

External Links

ChemSpider ID

14902

ChEMBL ID

Not Available

KEGG Compound ID

C00154

Pubchem Compound ID

15667

Pubchem Substance ID

Not Available

ChEBI ID

15525

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB01338

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

34063

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

palmitoyl CoA

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Name	Gene Name	UniProt ID
Glycine N-acyltransferase	GLYAT	Q6IB77
Glycine N-acyltransferase-like protein 1	GLYATL1	Q969I3
Glycine N-acyltransferase-like protein 2	GLYATL2	Q8WU03
Bile acid-CoA:amino acid N-acyltransferase	BAAT	Q14032
Serine palmitoyltransferase 1	SPTLC1	O15269
Carnitine O-palmitoyltransferase 1, muscle isoform	CPT1B	Q92523
Carnitine O-palmitoyltransferase 1, liver isoform	CPT1A	P50416
Carnitine O-palmitoyltransferase 2, mitochondrial	CPT2	P23786
Carnitine O-palmitoyltransferase 1, brain isoform	CPT1C	Q8TCG5
Hepatic triacylglycerol lipase	LIPC	P11150
Diacylglycerol O-acyltransferase 1	DGAT1	O75907
2-acylglycerol O-acyltransferase 2	MOGAT2	Q3SYC2
Diacylglycerol O-acyltransferase 2	DGAT2	Q96PD7
2-acylglycerol O-acyltransferase 1	MOGAT1	Q96PD6
2-acylglycerol O-acyltransferase 3	MOGAT3	Q86VF5
Glycerol-3-phosphate acyltransferase 3	AGPAT9	Q53EU6
Fatty acyl-CoA reductase 2	FAR2	Q96K12
Acyl-CoA wax alcohol acyltransferase 2	AWAT2	Q6E213
Sterol O-acyltransferase 1	SOAT1	P35610
Lysosomal thioesterase PPT2	PPT2	Q9UMR5
Peroxisome proliferator-activated receptor gamma	PPARG	P37231
Long-chain fatty acid transport protein 3	SLC27A3	Q5K4L6
Long-chain fatty acid transport protein 4	SLC27A4	Q6P1M0
Fatty acyl-CoA reductase 1	FAR1	Q8WVX9
Acyl-CoA wax alcohol acyltransferase 1	AWAT1	Q58HT5
Cytosolic acyl coenzyme A thioester hydrolase	ACOT7	O00154
Acyl-coenzyme A thioesterase 2, mitochondrial	ACOT2	P49753
Acyl-coenzyme A thioesterase 4	ACOT4	Q8N9L9
Acyl-coenzyme A thioesterase 8	ACOT8	O14734
Acyl-coenzyme A thioesterase 1	ACOT1	Q86TX2
Diacylglycerol O-acyltransferase 2-like protein 6	DGAT2L6	Q6ZPD8
Putative diacylglycerol O-acyltransferase 2-like protein 7	DGAT2L7	Q6IED9
Acyl-CoA-binding protein	DBI	P07108
Peroxisome proliferator-activated receptor delta	PPARD	Q03181
2-oxoisovalerate dehydrogenase subunit beta, mitochondrial	BCKDHB	P21953
Palmitoyl-protein thioesterase 1	PPT1	P50897
Cytosolic acyl coenzyme A thioester hydrolase-like	ACOT7L	Q6ZUV0
Long-chain-fatty-acid--CoA ligase ACSBG2	ACSBG2	Q5FVE4
Long-chain-fatty-acid--CoA ligase ACSBG1	ACSBG1	Q96GR2
3-ketoacyl-CoA thiolase, mitochondrial	ACAA2	P42765
Peroxisomal trans-2-enoyl-CoA reductase	PECR	Q9BY49
Serine palmitoyltransferase 2	SPTLC2	O15270
Bile acyl-CoA synthetase	SLC27A5	Q9Y2P5
Sterol O-acyltransferase 2	SOAT2	O75908
Acyl-CoA synthetase family member 4	AASDH	Q4L235
Glycerol-3-phosphate acyltransferase 1, mitochondrial	GPAM	Q9HCL2
Glycerol-3-phosphate acyltransferase 4	AGPAT6	Q86UL3
Glycerol-3-phosphate acyltransferase 2, mitochondrial	GPAT2	Q6NUI2
Very long-chain acyl-CoA synthetase	SLC27A2	O14975
Lysophospholipid acyltransferase 5	LPCAT3	Q6P1A2
1-acyl-sn-glycerol-3-phosphate acyltransferase gamma	AGPAT3	Q9NRZ7
1-acyl-sn-glycerol-3-phosphate acyltransferase beta	AGPAT2	O15120
1-acyl-sn-glycerol-3-phosphate acyltransferase alpha	AGPAT1	Q99943
1-acyl-sn-glycerol-3-phosphate acyltransferase epsilon	AGPAT5	Q9NUQ2
1-acyl-sn-glycerol-3-phosphate acyltransferase delta	AGPAT4	Q9NRZ5
Lysocardiolipin acyltransferase 1	LCLAT1	Q6UWP7
Lipoamide acyltransferase component of branched-chain alpha-keto acid dehydrogenase complex, mitochondrial	DBT	P11182
3-ketoacyl-CoA thiolase, peroxisomal	ACAA1	P09110
Trifunctional enzyme subunit beta, mitochondrial	HADHB	P55084
Dihydroxyacetone phosphate acyltransferase	GNPAT	O15228
Peroxisome proliferator-activated receptor alpha	PPARA	Q07869
Fatty acid-binding protein, heart	FABP3	P05413
Acyl-CoA dehydrogenase family member 10	ACAD10	Q6JQN1
Acyl-CoA dehydrogenase family member 11	ACAD11	Q709F0
Lysophospholipid acyltransferase LPCAT4	LPCAT4	Q643R3
Enoyl-CoA delta isomerase 2, mitochondrial	ECI2	O75521
Nef-associated protein 1	C9orf156	Q9BU70
Acyl-coenzyme A thioesterase 9, mitochondrial	ACOT9	Q9Y305
Acyl-CoA synthetase family member 3, mitochondrial	ACSF3	Q4G176
Acyl-CoA synthetase family member 2, mitochondrial	ACSF2	Q96CM8
Acyl-coenzyme A thioesterase 11	ACOT11	Q8WXI4

Pathways

Name	SMPDB Link	KEGG Link
Fatty Acid Elongation In Mitochondria	SMP00054	map00062
Fatty acid Metabolism	SMP00051	map00071
Glycerolipid Metabolism	SMP00039	map00561
Mitochondrial Beta-Oxidation of Long Chain Saturated Fatty Acids	SMP00482	Not Available
Phospholipid Biosynthesis	SMP00025	map00564
Sphingolipid Metabolism	SMP00034	map00500