3'-phospho-5'-adenylyl sulfate
Star0
Identification
- Generic Name
- 3'-phospho-5'-adenylyl sulfate
- DrugBank Accession Number
- DB02902
- Background
3'-phospho-5'-adenylyl sulfate is a key intermediate in the formation by living cells of sulfate esters of phenols, alcohols, steroids, sulfated polysaccharides, and simple esters, such as choline sulfate. It is formed from sulfate ion and ATP in a two-step process. This compound also is an important step in the process of sulfur fixation in plants and microorganisms.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 507.264
Monoisotopic: 506.986229305 - Chemical Formula
- C10H15N5O13P2S
- Synonyms
- 3'-phosphoadenosine 5'-phosphosulfate
- 3'-phosphoadenylyl sulfate
- PAPS
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
- Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API
- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UEstrogen sulfotransferase Not Available Humans - 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
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as purine ribonucleoside 3',5'-bisphosphates. These are purine ribobucleotides with one phosphate group attached to 3' and 5' hydroxyl groups of the ribose moiety.
- Kingdom
- Organic compounds
- Super Class
- Nucleosides, nucleotides, and analogues
- Class
- Purine nucleotides
- Sub Class
- Purine ribonucleotides
- Direct Parent
- Purine ribonucleoside 3',5'-bisphosphates
- Alternative Parents
- Purine ribonucleoside monophosphates / Ribonucleoside 3'-phosphates / Pentose phosphates / Glycosylamines / 6-aminopurines / Monosaccharide phosphates / Aminopyrimidines and derivatives / Monoalkyl phosphates / N-substituted imidazoles / Imidolactams show 10 more
- Substituents
- 6-aminopurine / Alcohol / Alkyl phosphate / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole / Glycosyl compound / Heteroaromatic compound show 31 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- acyl sulfate, adenosine bisphosphate, purine ribonucleoside bisphosphate (CHEBI:17980) / Coenzymes (C00053)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 5TH3ERG159
- CAS number
- 482-67-7
- InChI Key
- GACDQMDRPRGCTN-KQYNXXCUSA-N
- InChI
- InChI=1S/C10H15N5O13P2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(27-29(17,18)19)4(26-10)1-25-30(20,21)28-31(22,23)24/h2-4,6-7,10,16H,1H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)(H,22,23,24)/t4-,6-,7-,10-/m1/s1
- IUPAC Name
- [({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]sulfonic acid
- SMILES
- NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](OP(O)(O)=O)[C@H]1O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0001134
- KEGG Compound
- C00053
- PubChem Compound
- 10214
- PubChem Substance
- 46508242
- ChemSpider
- 9799
- ChEBI
- 17980
- ZINC
- ZINC000004228233
- PDBe Ligand
- PPS
- Wikipedia
- 3%27-Phosphoadenosine-5%27-phosphosulfate
- PDB Entries
- 1bux / 1hy3 / 1m8p / 2ofx / 2zyt / 2zyu / 2zyv / 3cr7 / 3f3m / 4ifb … show 2 more
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 5.05 mg/mL ALOGPS logP -0.65 ALOGPS logP -6 Chemaxon logS -2 ALOGPS pKa (Strongest Acidic) -2.1 Chemaxon pKa (Strongest Basic) 4.88 Chemaxon Physiological Charge -4 Chemaxon Hydrogen Acceptor Count 14 Chemaxon Hydrogen Donor Count 6 Chemaxon Polar Surface Area 275.97 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 94.93 m3·mol-1 Chemaxon Polarizability 39.26 Å3 Chemaxon Number of Rings 3 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 + 0.5522 Blood Brain Barrier + 0.8264 Caco-2 permeable - 0.6488 P-glycoprotein substrate Non-substrate 0.784 P-glycoprotein inhibitor I Non-inhibitor 0.8107 P-glycoprotein inhibitor II Non-inhibitor 0.9341 Renal organic cation transporter Non-inhibitor 0.9405 CYP450 2C9 substrate Non-substrate 0.8365 CYP450 2D6 substrate Non-substrate 0.8154 CYP450 3A4 substrate Non-substrate 0.5865 CYP450 1A2 substrate Non-inhibitor 0.7933 CYP450 2C9 inhibitor Non-inhibitor 0.8363 CYP450 2D6 inhibitor Non-inhibitor 0.8632 CYP450 2C19 inhibitor Non-inhibitor 0.8337 CYP450 3A4 inhibitor Non-inhibitor 0.9186 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9638 Ames test Non AMES toxic 0.6924 Carcinogenicity Non-carcinogens 0.633 Biodegradation Not ready biodegradable 0.886 Rat acute toxicity 2.5116 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9623 hERG inhibition (predictor II) Non-inhibitor 0.7247
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 221.9937175 predictedDarkChem Lite v0.1.0 [M-H]- 221.6003175 predictedDarkChem Lite v0.1.0 [M-H]- 181.62938 predictedDeepCCS 1.0 (2019) [M+H]+ 222.8994175 predictedDarkChem Lite v0.1.0 [M+H]+ 222.1665175 predictedDarkChem Lite v0.1.0 [M+H]+ 183.73494 predictedDeepCCS 1.0 (2019) [M+Na]+ 223.5289175 predictedDarkChem Lite v0.1.0 [M+Na]+ 223.1561175 predictedDarkChem Lite v0.1.0 [M+Na]+ 190.83214 predictedDeepCCS 1.0 (2019)
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
1. DetailsEstrogen sulfotransferase
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Sulfotransferase activity
- Specific Function
- Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of estradiol and estrone. May play a role in the regulation of estrogen r...
- Gene Name
- SULT1E1
- Uniprot ID
- P49888
- Uniprot Name
- Estrogen sulfotransferase
- Molecular Weight
- 35126.185 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52