4-Hydroxyphenacyl Coenzyme A

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as s-alkyl-coas. These are alkyl sulfides consisting of coenzyme A that carries an S-alkyl substituent.

S-alkyl-CoAs

Organic compounds

Lipids and lipid-like molecules

S-alkyl-CoAs

Calculated Property

kind Value Source
logP -0.06 ALOGPS
logS -2.4 ALOGPS
Water Solubility 3.26e+00 g/l ALOGPS
logP -5.8 ChemAxon
IUPAC Name {[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-3-({2-[(2-{[2-(4-hydroxyphenyl)-2-oxoethyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid ChemAxon
Traditional IUPAC Name 4-hydroxyphenacyl coenzyme A ChemAxon
Molecular Weight 901.666 ChemAxon
Monoisotopic Weight 901.151987801 ChemAxon
SMILES CC(C)(CO[P@](O)(=O)O[P@@](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)NCCSCC(=O)C1=CC=C(O)C=C1 ChemAxon
Molecular Formula C29H42N7O18P3S ChemAxon
InChI InChI=1S/C29H42N7O18P3S/c1-29(2,24(41)27(42)32-8-7-20(39)31-9-10-58-12-18(38)16-3-5-17(37)6-4-16)13-51-57(48,49)54-56(46,47)50-11-19-23(53-55(43,44)45)22(40)28(52-19)36-15-35-21-25(30)33-14-34-26(21)36/h3-6,14-15,19,22-24,28,37,40-41H,7-13H2,1-2H3,(H,31,39)(H,32,42)(H,46,47)(H,48,49)(H2,30,33,34)(H2,43,44,45)/t19-,22+,23-,24-,28+/m0/s1 ChemAxon
InChIKey InChIKey=ZQLMPRRTUJBILA-LDPGJOAVSA-N ChemAxon
Polar Surface Area (PSA) 383.86 ChemAxon
Refractivity 199.42 ChemAxon
Polarizability 81.49 ChemAxon
Rotatable Bond Count 22 ChemAxon
H Bond Acceptor Count 18 ChemAxon
H Bond Donor Count 10 ChemAxon
pKa (strongest acidic) 0.83 ChemAxon
pKa (strongest basic) 4.95 ChemAxon
Physiological Charge -4 ChemAxon
Number of Rings 4 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 1 ChemAxon

Target within organism

  • 4-hydroxybenzoyl-CoA thioesterase : in Arthrobacter sp.
  • 4-hydroxybenzoyl-CoA thioesterase : in Pseudomonas sp. (strain CBS-3)