N-Acetyl Serotonin

Identification

Name
N-Acetyl Serotonin
Accession Number
DB04275  (EXPT00570)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
P4TO3C82WV
CAS number
Not Available
Weight
Average: 218.2518
Monoisotopic: 218.105527702
Chemical Formula
C12H14N2O2
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

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
USepiapterin reductaseNot AvailableHuman
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
PathwayCategory
Tryptophan MetabolismMetabolic
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB01238
KEGG Compound
C00978
PubChem Compound
903
PubChem Substance
46507511
ChemSpider
879
BindingDB
29612
ChEBI
17697
ChEMBL
CHEMBL33103
PharmGKB
PA140222717
HET
ASE
PDB Entries
1nas / 4a6e

Clinical Trials

Clinical Trials
Not Available

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
PropertyValueSource
Water Solubility0.569 mg/mLALOGPS
logP0.98ALOGPS
logP1ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)9.56ChemAxon
pKa (Strongest Basic)-0.94ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area65.12 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity61.8 m3·mol-1ChemAxon
Polarizability23.59 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9861
Caco-2 permeable-0.5836
P-glycoprotein substrateSubstrate0.6014
P-glycoprotein inhibitor INon-inhibitor0.9881
P-glycoprotein inhibitor IINon-inhibitor0.7464
Renal organic cation transporterNon-inhibitor0.6181
CYP450 2C9 substrateNon-substrate0.7433
CYP450 2D6 substrateNon-substrate0.542
CYP450 3A4 substrateSubstrate0.5187
CYP450 1A2 substrateInhibitor0.9107
CYP450 2C9 inhibitorNon-inhibitor0.907
CYP450 2D6 inhibitorNon-inhibitor0.5849
CYP450 2C19 inhibitorNon-inhibitor0.9025
CYP450 3A4 inhibitorNon-inhibitor0.7286
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5678
Ames testNon AMES toxic0.9165
CarcinogenicityNon-carcinogens0.9437
BiodegradationNot ready biodegradable0.7943
Rat acute toxicity1.8664 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9582
hERG inhibition (predictor II)Non-inhibitor0.7027
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-0f6x-0692000000-96e09fa6d98b96bcf1e4
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-0fsm-0950000000-1bfd0dec31c3cbabefdd
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-0udl-0495000000-4408ea40213cdc89bf39
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-0159-0690000000-15c09141663fccc3546f
GC-MS Spectrum - GC-MS (3 TMS)GC-MSsplash10-0f6x-1592000000-742cca756ead51503626
GC-MS Spectrum - GC-MS (2 TMS)GC-MSsplash10-0f6x-2695000000-c377bb4d833e7c3880da
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - GC-MSGC-MSsplash10-0f6x-1592000000-742cca756ead51503626
GC-MS Spectrum - GC-MSGC-MSsplash10-0f6x-2695000000-c377bb4d833e7c3880da
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0f6x-0692000000-60b556c70b30588d69f4
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0f6x-0595000000-687eb11cf30796ac9321
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0159-0590000000-3fa8283c51c6d0bcbb54
MS/MS Spectrum - Quattro_QQQ 10V, PositiveLC-MS/MSsplash10-03di-0920000000-9c0d187c13aabfa510d9
MS/MS Spectrum - Quattro_QQQ 25V, PositiveLC-MS/MSsplash10-03di-0900000000-025ebd6d665bfe7141d3
MS/MS Spectrum - Quattro_QQQ 40V, PositiveLC-MS/MSsplash10-014i-1900000000-cdac2a24252af2ce8c65
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
MS/MS Spectrum - , negativeLC-MS/MSsplash10-0aor-3890000000-f3ae8731ba8f76a62c23
MS/MS Spectrum - , positiveLC-MS/MSsplash10-03yi-2900000000-4fc1ad68abd1d2588527
MS/MS Spectrum - , positiveLC-MS/MSsplash10-03di-0900000000-73493993faa05c0e2d48
1H NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

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
Hydroxyindole / 3-alkylindole / Indole / 1-hydroxy-2-unsubstituted benzenoid / Substituted pyrrole / Benzenoid / Pyrrole / Heteroaromatic compound / Carboximidic acid / Carboximidic acid derivative
show 10 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
acetamides, hydroxyindoles (CHEBI:17697) / a small molecule (N-ACETYL-SEROTONIN)

Targets

Kind
Protein
Organism
Human
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
  1. 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. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on November 09, 2017 03:39