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Record Information
Version	2.0
Creation Date	2015-06-17 11:15:04 -0600
Update Date	2015-08-05 16:22:05 -0600
Secondary Accession Numbers	ECMDB23901
Identification
Name:	4-Trimethylammoniobutanoyl-CoA
Description	An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 4-trimethylammoniobutanoic acid
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0x8ab8d0f0> Close
Synonyms:	g-Butyrobetainyl-CoA gamma-Butyrobetainyl-CoA γ-Butyrobetainyl-CoA
Chemical Formula:	C28H50N8O17P3S
Weight:	Average: 895.73 Monoisotopic: 895.22220077
InChI Key:	QAMRRBGWSPTAEJ-SVHODSNWSA-O
InChI:	InChI=1S/C28H49N8O17P3S/c1-28(2,23(40)26(41)31-9-8-18(37)30-10-12-57-19(38)7-6-11-36(3,4)5)14-50-56(47,48)53-55(45,46)49-13-17-22(52-54(42,43)44)21(39)27(51-17)35-16-34-20-24(29)32-15-33-25(20)35/h15-17,21-23,27,39-40H,6-14H2,1-5H3,(H7-,29,30,31,32,33,37,41,42,43,44,45,46,47,48)/p+1/t17-,21-,22-,23+,27-/m1/s1
CAS number:	Not Available
IUPAC Name:	{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-{[4-(trimethylazaniumyl)butanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
Traditional IUPAC Name:	gamma-butyrobetainyl-coa
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@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCC[N+](C)(C)C
Chemical Taxonomy
Description	belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain.
Kingdom	Organic compounds
Super Class	Lipids and lipid-like molecules
Class	Fatty Acyls
Sub Class	Fatty acyl thioesters
Direct Parent	Acyl CoAs
Alternative Parents	Coenzyme A and derivatives Purine ribonucleoside diphosphates Ribonucleoside 3'-phosphates Pentose phosphates Glycosylamines Beta amino acids and derivatives Monosaccharide phosphates Organic pyrophosphates 6-aminopurines Monoalkyl phosphates Aminopyrimidines and derivatives Imidolactams N-acyl amines N-substituted imidazoles Tetrahydrofurans Heteroaromatic compounds Tetraalkylammonium salts Secondary carboxylic acid amides Carbothioic S-esters Thioesters Secondary alcohols Sulfenyl compounds Azacyclic compounds Oxacyclic compounds Primary amines Hydrocarbon derivatives Carbonyl compounds Organic oxides Organic salts Organopnictogen compounds Organic cations
Substituents	Coenzyme a or derivatives Purine ribonucleoside diphosphate Purine ribonucleoside bisphosphate Purine ribonucleoside 3',5'-bisphosphate Ribonucleoside 3'-phosphate Pentose-5-phosphate Pentose phosphate Beta amino acid or derivatives Glycosyl compound N-glycosyl compound Organic pyrophosphate Pentose monosaccharide Monosaccharide phosphate 6-aminopurine Imidazopyrimidine Purine Aminopyrimidine Monoalkyl phosphate Monosaccharide N-acyl-amine N-substituted imidazole Organic phosphoric acid derivative Fatty amide Imidolactam Phosphoric acid ester Alkyl phosphate Pyrimidine Tetrahydrofuran Quaternary ammonium salt Heteroaromatic compound Imidazole Azole Tetraalkylammonium salt Thiocarboxylic acid ester Secondary carboxylic acid amide Secondary alcohol Carboxamide group Carbothioic s-ester Amino acid or derivatives Carboxylic acid derivative Sulfenyl compound Organoheterocyclic compound Oxacycle Thiocarboxylic acid or derivatives Azacycle Organic nitrogen compound Alcohol Organonitrogen compound Organooxygen compound Organosulfur compound Primary amine Organic salt Carbonyl group Hydrocarbon derivative Organic oxide Organopnictogen compound Organic oxygen compound Amine Organic cation Aromatic heteropolycyclic compound
Molecular Framework	Aromatic heteropolycyclic compounds
External Descriptors	quaternary ammonium ion (CHEBI:61517 ) acyl-CoA (CHEBI:61517 )
Physical Properties
State:	Not Available
Charge:	-3
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 2.84 g/L ALOGPS logP -1.5 ALOGPS logP -9.3 ChemAxon logS -2.5 ALOGPS pKa (Strongest Acidic) 0.82 ChemAxon pKa (Strongest Basic) 4.95 ChemAxon Physiological Charge -3 ChemAxon Hydrogen Acceptor Count 17 ChemAxon Hydrogen Donor Count 9 ChemAxon Polar Surface Area 363.63 Ų ChemAxon Rotatable Bond Count 24 ChemAxon Refractivity 211 m³·mol⁻¹ ChemAxon Polarizability 81.56 ų ChemAxon Number of Rings 3 ChemAxon Bioavailability 0 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	(E)-4-(Trimethylammonio)but-2-enoyl-CoA + L-Carnitine + 4-Trimethylammoniobutanoyl-CoA <> Crotonobetaine + L-Carnitinyl-CoA + gamma-Butyrobetaine
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0550-1791000020-c95d440522ef73ceb8fc View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-052r-0981000000-082428e9a44d9c7b49b2 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0550-2960000000-b1e4c9eb9309d72ae474 View in MoNA
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 61517 HMDB ID Not Available Pubchem Compound ID 50909836 Kegg ID C20749 ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available

Enzymes