Identification
- Generic Name
- N-acetylserotonin
- DrugBank Accession Number
- DB04275
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for N-acetylserotonin (DB04275)
- Weight
- Average: 218.2518
Monoisotopic: 218.105527702 - Chemical Formula
- C12H14N2O2
- Synonyms
- N-(2-(5-Hydroxy-1H-indol-3-yl)ethyl)acetamide
- N-acetyl serotonin
- N-Acetyl-5-hydroxytryptamine
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 USepiapterin reductase 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
Pathway Category Tryptophan Metabolism Metabolic - Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- 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 hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Indoles and derivatives
- Sub Class
- Hydroxyindoles
- Direct Parent
- Hydroxyindoles
- Alternative Parents
- 3-alkylindoles / 1-hydroxy-2-unsubstituted benzenoids / Substituted pyrroles / Heteroaromatic compounds / Propargyl-type 1,3-dipolar organic compounds / Carboximidic acids / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds show 1 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 3-alkylindole / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carboximidic acid / Carboximidic acid derivative / Heteroaromatic compound / Hydrocarbon derivative / Hydroxyindole show 10 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- acetamides, hydroxyindoles (CHEBI:17697) / a small molecule (N-ACETYL-SEROTONIN)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- P4TO3C82WV
- CAS number
- 1210-83-9
- InChI Key
- MVAWJSIDNICKHF-UHFFFAOYSA-N
- InChI
- InChI=1S/C12H14N2O2/c1-8(15)13-5-4-9-7-14-12-3-2-10(16)6-11(9)12/h2-3,6-7,14,16H,4-5H2,1H3,(H,13,15)
- IUPAC Name
- N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide
- SMILES
- CC(=O)NCCC1=CNC2=C1C=C(O)C=C2
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0001238
- KEGG Compound
- C00978
- PubChem Compound
- 903
- PubChem Substance
- 46507511
- ChemSpider
- 879
- BindingDB
- 29612
- ChEBI
- 17697
- ChEMBL
- CHEMBL33103
- ZINC
- ZINC000000066104
- PharmGKB
- PA140222717
- PDBe Ligand
- ASE
- Wikipedia
- N-Acetylserotonin
- PDB Entries
- 1nas / 4a6e / 6tr6
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count
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 0.569 mg/mL ALOGPS logP 0.98 ALOGPS logP 1 Chemaxon logS -2.6 ALOGPS pKa (Strongest Acidic) 9.56 Chemaxon pKa (Strongest Basic) -1.6 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 65.12 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 61.8 m3·mol-1 Chemaxon Polarizability 23.59 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 1.0 Blood Brain Barrier + 0.9861 Caco-2 permeable - 0.5836 P-glycoprotein substrate Substrate 0.6014 P-glycoprotein inhibitor I Non-inhibitor 0.9881 P-glycoprotein inhibitor II Non-inhibitor 0.7464 Renal organic cation transporter Non-inhibitor 0.6181 CYP450 2C9 substrate Non-substrate 0.7433 CYP450 2D6 substrate Non-substrate 0.542 CYP450 3A4 substrate Substrate 0.5187 CYP450 1A2 substrate Inhibitor 0.9107 CYP450 2C9 inhibitor Non-inhibitor 0.907 CYP450 2D6 inhibitor Non-inhibitor 0.5849 CYP450 2C19 inhibitor Non-inhibitor 0.9025 CYP450 3A4 inhibitor Non-inhibitor 0.7286 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.5678 Ames test Non AMES toxic 0.9165 Carcinogenicity Non-carcinogens 0.9437 Biodegradation Not ready biodegradable 0.7943 Rat acute toxicity 1.8664 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9582 hERG inhibition (predictor II) Non-inhibitor 0.7027
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 152.2993268 predictedDarkChem Lite v0.1.0 [M-H]- 154.8469268 predictedDarkChem Lite v0.1.0 [M-H]- 144.96516 predictedDeepCCS 1.0 (2019) [M-H]- 152.2993268 predictedDarkChem Lite v0.1.0 [M-H]- 154.8469268 predictedDarkChem Lite v0.1.0 [M-H]- 144.96516 predictedDeepCCS 1.0 (2019) [M+H]+ 152.8001268 predictedDarkChem Lite v0.1.0 [M+H]+ 155.2822268 predictedDarkChem Lite v0.1.0 [M+H]+ 147.32318 predictedDeepCCS 1.0 (2019) [M+H]+ 152.8001268 predictedDarkChem Lite v0.1.0 [M+H]+ 155.2822268 predictedDarkChem Lite v0.1.0 [M+H]+ 147.32318 predictedDeepCCS 1.0 (2019) [M+Na]+ 152.3803268 predictedDarkChem Lite v0.1.0 [M+Na]+ 155.0459268 predictedDarkChem Lite v0.1.0 [M+Na]+ 154.72545 predictedDeepCCS 1.0 (2019) [M+Na]+ 152.3803268 predictedDarkChem Lite v0.1.0 [M+Na]+ 155.0459268 predictedDarkChem Lite v0.1.0 [M+Na]+ 154.72545 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Sepiapterin reductase activity
- Specific Function
- Catalyzes the final one or two reductions in tetra-hydrobiopterin biosynthesis to form 5,6,7,8-tetrahydrobiopterin.
- Gene Name
- SPR
- Uniprot ID
- P35270
- Uniprot Name
- Sepiapterin reductase
- Molecular Weight
- 28048.13 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52