4-hydroxybenzoyl-CoA (PAMDB120169)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB120169
Identification
Name: 4-hydroxybenzoyl-CoA
Description:A hydroxybenzoyl-CoA that is the S-(4-hydroxybenzoyl) derivative of coenzyme A.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 4-Hydroxybenzoyl-CoA
  • 4-Hydroxybenzoyl-coa
  • 4-Hydroxybenzoyl-coenzyme A
  • Coenzyme A, S-(4-hydroxybenzoate)
  • p-hydroxybenzoyl-CoA
  • p-hydroxybenzoyl-coenzyme A
  • S-(4-hydroxybenzoyl)-CoA
Chemical Formula: C28H36N7O18P3S
Average Molecular Weight: 883.61
Monoisotopic Molecular Weight: 887.13635
InChI Key: LTVXPVBFJBTNIJ-TYHXJLICSA-J
InChI:InChI=1S/C28H40N7O18P3S/c1-28(2,22(39)25(40)31-8-7-18(37)30-9-10-57-27(41)15-3-5-16(36)6-4-15)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)35-14-34-19-23(29)32-13-33-24(19)35/h3-6,13-14,17,20-22,26,36,38-39H,7-12H2,1-2H3,(H,30,37)(H,31,40)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/p-4/t17-,20-,21-,22+,26-/m1/s1
CAS number: Not Available
IUPAC Name:3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-{[3-({2-[(4-hydroxybenzoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
Traditional IUPAC Name: [(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[({hydroxy[hydroxy(3R)-3-hydroxy-3-[(2-{[2-(4-hydroxybenzoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-2,2-dimethylpropoxyphosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid
SMILES:CC(C)(C(O)C(=O)NCCC(=O)NCCSC(C1(=CC=C(O)C=C1))=O)COP(=O)(OP(=O)(OCC2(C(OP([O-])(=O)[O-])C(O)C(O2)N4(C3(=C(C(N)=NC=N3)N=C4))))[O-])[O-]
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of chemical entities known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain.
Kingdom Chemical entities
Super ClassOrganic compounds
Class Lipids and lipid-like molecules
Sub ClassFatty Acyls
Direct Parent 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
  • Benzoic acid or derivatives
  • Thiobenzoic acid or derivatives
  • Purine
  • Benzoyl
  • Monoalkyl phosphate
  • Phenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aminopyrimidine
  • Benzenoid
  • Imidolactam
  • Alkyl phosphate
  • N-substituted imidazole
  • Primary aromatic amine
  • N-acyl-amine
  • Phosphoric acid ester
  • Monosaccharide
  • Pyrimidine
  • Monocyclic benzene moiety
  • Organic phosphoric acid derivative
  • Fatty amide
  • Oxolane
  • Imidazole
  • Heteroaromatic compound
  • Azole
  • Carbothioic s-ester
  • Thiocarboxylic acid ester
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Carboxamide group
  • Amino acid or derivatives
  • Organoheterocyclic compound
  • Sulfenyl compound
  • Azacycle
  • Oxacycle
  • Thiocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Alcohol
  • Carbonyl group
  • Organic nitrogen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Organic oxide
  • Primary amine
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular Framework Aromatic heteropolycyclic compounds
External Descriptors Not Available
Physical Properties
State: Solid
Charge:0
Melting point: Not Available
Experimental Properties:
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.28 mg/mLALOGPS
logP0.01ALOGPS
logP-5.2ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)0.83ChemAxon
pKa (Strongest Basic)4.95ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area383.86 Å2ChemAxon
Rotatable Bond Count21ChemAxon
Refractivity194.86 m3·mol-1ChemAxon
Polarizability79.1 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
4-hydroxybenzoyl-CoA + acetyl-CoA → 4-hydroxybenzoyl-acetyl-CoA + coenzyme A
Pathways:
    Spectra
    Spectra: Not Available
    References
    References:
    • Loscher R, Heide L (1994)Biosynthesis of p-Hydroxybenzoate from p-Coumarate and p-Coumaroyl-Coenzyme A in Cell-Free Extracts of Lithospermum erythrorhizon Cell Cultures. Plant physiology 106, Pubmed: 12232327
    • Wu WJ, Anderson VE, Raleigh DP, Tonge PJ (1997)Structure of hexadienoyl-CoA bound to enoyl-CoA hydratase determined by transferred nuclear Overhauser effect measurements: mechanistic predictions based on the X-ray structure of 4-(chlorobenzoyl)-CoA dehalogenase. Biochemistry 36, Pubmed: 9047322
    • Wöhlbrand L, Wilkes H, Halder T, Rabus R (2008)Anaerobic degradation of p-ethylphenol by "Aromatoleum aromaticum" strain EbN1: pathway, regulation, and involved proteins. Journal of bacteriology 190, Pubmed: 18539747
    • Peters F, Heintz D, Johannes J, van Dorsselaer A, Boll M (2007)Genes, enzymes, and regulation of para-cresol metabolism in Geobacter metallireducens. Journal of bacteriology 189, Pubmed: 17449613
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    HMDBHMDB06467
    CHEBI1859
    PUBCHEM25244604
    LIGAND-CPDC02949