4-hydroxybenzoyl-CoA
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Identification
- Generic Name
- 4-hydroxybenzoyl-CoA
- DrugBank Accession Number
- DB01652
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 887.64
Monoisotopic: 887.136337737 - Chemical Formula
- C28H40N7O18P3S
- Synonyms
- 4-hydroxybenzoyl coenzyme A
- 4-hydroxybenzoyl-CoA
- 4-hydroxybenzoyl-coenzyme A
- p-hydroxybenzoyl-CoA
- p-hydroxybenzoyl-coenzyme A
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism U4-chlorobenzoyl CoA dehalogenase Not Available Pseudomonas sp. DJ-12 U4-hydroxybenzoyl-CoA thioesterase Not Available Pseudomonas sp. (strain CBS-3) - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound 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 / Beta amino acids and derivatives / Glycosylamines / 6-aminopurines / Organic pyrophosphates / Monosaccharide phosphates / Thiobenzoic acids and derivatives show 22 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 6-aminopurine / Alcohol / Alkyl phosphate / Amine / Amino acid or derivatives / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole show 53 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- hydroxybenzoyl-CoA (CHEBI:15500)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- 27718-41-8
- InChI Key
- LTVXPVBFJBTNIJ-TYHXJLICSA-N
- 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)/t17-,20-,21-,22+,26-/m1/s1
- IUPAC Name
- {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-3-[(2-{[2-(4-hydroxybenzoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
- 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)C1=CC=C(O)C=C1
References
- Synthesis Reference
Robert Christopher Brown, Rekha Seshadri, Carlos Chavez-Torres, Weidong Xu, Toby Richardson, "GENETICALLY ENGINEERED MICROORGANISMS COMPRISING 4-HYDROXYBENZOYL-COA THIOESTERASES AND METHODS OF USING THE SAME FOR PRODUCING FREE FATTY ACIDS AND FATTY ACID DERIVATIVES." U.S. Patent US20120164713, issued June 28, 2012.
US20120164713- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0060140
- KEGG Compound
- C02949
- PubChem Compound
- 168718
- PubChem Substance
- 46505693
- ChemSpider
- 147584
- ChEBI
- 15500
- ZINC
- ZINC000096006026
- PDBe Ligand
- BCA
- Wikipedia
- 4-hydroxybenzoyl-CoA_reductase
- PDB Entries
- 1jxz / 1lo9 / 1nzy
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 3.28 mg/mL ALOGPS logP 0.01 ALOGPS logP -4.3 Chemaxon logS -2.4 ALOGPS pKa (Strongest Acidic) 0.83 Chemaxon pKa (Strongest Basic) 4.89 Chemaxon Physiological Charge -4 Chemaxon Hydrogen Acceptor Count 18 Chemaxon Hydrogen Donor Count 10 Chemaxon Polar Surface Area 383.86 Å2 Chemaxon Rotatable Bond Count 21 Chemaxon Refractivity 194.86 m3·mol-1 Chemaxon Polarizability 79.91 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.777 Blood Brain Barrier - 0.8259 Caco-2 permeable - 0.7147 P-glycoprotein substrate Substrate 0.8044 P-glycoprotein inhibitor I Non-inhibitor 0.6914 P-glycoprotein inhibitor II Non-inhibitor 0.9838 Renal organic cation transporter Non-inhibitor 0.9383 CYP450 2C9 substrate Non-substrate 0.7383 CYP450 2D6 substrate Non-substrate 0.7856 CYP450 3A4 substrate Substrate 0.6248 CYP450 1A2 substrate Non-inhibitor 0.8289 CYP450 2C9 inhibitor Non-inhibitor 0.7719 CYP450 2D6 inhibitor Non-inhibitor 0.8212 CYP450 2C19 inhibitor Non-inhibitor 0.7822 CYP450 3A4 inhibitor Inhibitor 0.5 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8481 Ames test Non AMES toxic 0.6526 Carcinogenicity Non-carcinogens 0.7919 Biodegradation Not ready biodegradable 0.9974 Rat acute toxicity 2.6138 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9473 hERG inhibition (predictor II) Inhibitor 0.5788
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 284.429175 predictedDarkChem Lite v0.1.0 [M-H]- 257.45224 predictedDeepCCS 1.0 (2019) [M+H]+ 284.583375 predictedDarkChem Lite v0.1.0 [M+H]+ 259.1782 predictedDeepCCS 1.0 (2019) [M+Na]+ 284.524375 predictedDarkChem Lite v0.1.0 [M+Na]+ 265.50494 predictedDeepCCS 1.0 (2019)
Targets
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1. Details4-chlorobenzoyl CoA dehalogenase
- Kind
- Protein
- Organism
- Pseudomonas sp. DJ-12
- Pharmacological action
- Unknown
- General Function
- Catalytic activity
- Specific Function
- Not Available
- Gene Name
- fcbB
- Uniprot ID
- O68600
- Uniprot Name
- 4-chlorobenzoyl CoA dehalogenase
- Molecular Weight
- 29805.98 Da
2. Details4-hydroxybenzoyl-CoA thioesterase
- Kind
- Protein
- Organism
- Pseudomonas sp. (strain CBS-3)
- Pharmacological action
- Unknown
- General Function
- 4-hydroxybenzoyl-coa thioesterase activity
- Specific Function
- Hydrolyzes 4-hydroxybenzoate-CoA, and to a lesser extent benzoyl-CoA and 4-chlorobenzoate-CoA. Not active against aliphatic acyl-CoA thioesters, including palmitoyl-CoA, hexanoyl-CoA and acetyl-CoA.
- Gene Name
- Not Available
- Uniprot ID
- P56653
- Uniprot Name
- 4-hydroxybenzoyl-CoA thioesterase
- Molecular Weight
- 16105.3 Da
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:51