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Showing Compound N-acetyl-serotonin (FDB031021)

Record Information
Version1.0
Creation date2015-05-07 20:49:24 UTC
Update date2019-11-26 03:22:04 UTC
Primary IDFDB031021
Secondary Accession Numbers
  • FDB022505
Chemical Information
FooDB NameN-acetyl-serotonin
DescriptionN-acetyl serotonin, also known as N-acetyl-5-hydroxytryptamine or N-(2-(5-hydroxy-1h-indol-3-yl)ethyl)acetamide, is a member of the class of compounds known as hydroxyindoles. Hydroxyindoles are organic compounds containing an indole moiety that carries a hydroxyl group. N-acetyl serotonin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). N-acetyl serotonin can be found in a number of food items such as tronchuda cabbage, winter savory, rambutan, and poppy, which makes N-acetyl serotonin a potential biomarker for the consumption of these food products. N-acetyl serotonin can be found primarily in blood and urine, as well as in human kidney and liver tissues. In humans, N-acetyl serotonin is involved in the tryptophan metabolism. Moreover, N-acetyl serotonin is found to be associated with schizophrenia.
CAS Number1210-83-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
N-(2-(5-Hydroxy-1H-indol-3-yl)ethyl)acetamideChEBI
N-Acetyl-5-hydroxytryptamineChEBI
5-Hydroxy-N-acetyltryptamineHMDB
5-HydroxymelatoninHMDB
ASEHMDB
DesmethylmelatoninHMDB
O-DemethylmelatoninHMDB
N-AcetylhydroxytryptamineHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.57 g/LALOGPS
logP0.98ALOGPS
logP1ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)9.56ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area65.12 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity61.8 m³·mol⁻¹ChemAxon
Polarizability23.59 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC12H14N2O2
IUPAC nameN-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide
InChI IdentifierInChI=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)
InChI KeyMVAWJSIDNICKHF-UHFFFAOYSA-N
Isomeric SMILESCC(=O)NCCC1=CNC2=C1C=C(O)C=C2
Average Molecular Weight218.2518
Monoisotopic Molecular Weight218.105527702
Classification
Description Belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassHydroxyindoles
Direct ParentHydroxyindoles
Alternative Parents
Substituents
  • Hydroxyindole
  • 3-alkylindole
  • Indole
  • 1-hydroxy-2-unsubstituted benzenoid
  • Substituted pyrrole
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Carboximidic acid
  • Carboximidic acid derivative
  • Azacycle
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSN-Acetylserotonin, non-derivatized, GC-MS Spectrumsplash10-0f6x-0692000000-96e09fa6d98b96bcf1e4Spectrum
GC-MSN-Acetylserotonin, non-derivatized, GC-MS Spectrumsplash10-0fsm-0950000000-1bfd0dec31c3cbabefddSpectrum
GC-MSN-Acetylserotonin, non-derivatized, GC-MS Spectrumsplash10-0udl-0495000000-4408ea40213cdc89bf39Spectrum
GC-MSN-Acetylserotonin, non-derivatized, GC-MS Spectrumsplash10-0159-0690000000-15c09141663fccc3546fSpectrum
GC-MSN-Acetylserotonin, 3 TMS, GC-MS Spectrumsplash10-0f6x-1592000000-742cca756ead51503626Spectrum
GC-MSN-Acetylserotonin, 2 TMS, GC-MS Spectrumsplash10-0f6x-2695000000-c377bb4d833e7c3880daSpectrum
GC-MSN-Acetylserotonin, non-derivatized, GC-MS Spectrumsplash10-0f6x-1592000000-742cca756ead51503626Spectrum
GC-MSN-Acetylserotonin, non-derivatized, GC-MS Spectrumsplash10-0f6x-2695000000-c377bb4d833e7c3880daSpectrum
GC-MSN-Acetylserotonin, non-derivatized, GC-MS Spectrumsplash10-0f6x-0692000000-60b556c70b30588d69f4Spectrum
GC-MSN-Acetylserotonin, non-derivatized, GC-MS Spectrumsplash10-0f6x-0595000000-687eb11cf30796ac9321Spectrum
GC-MSN-Acetylserotonin, non-derivatized, GC-MS Spectrumsplash10-0159-0590000000-3fa8283c51c6d0bcbb54Spectrum
Predicted GC-MSN-Acetylserotonin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0097-5910000000-ceaf51e6bbefe5537258Spectrum
Predicted GC-MSN-Acetylserotonin, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-9280000000-17099861a602d813f195Spectrum
Predicted GC-MSN-Acetylserotonin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-03di-0920000000-9c0d187c13aabfa510d92012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-03di-0900000000-025ebd6d665bfe7141d32012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-014i-1900000000-cdac2a24252af2ce8c652012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-03yi-2900000000-4fc1ad68abd1d25885272017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - , negativesplash10-0aor-3890000000-f3ae8731ba8f76a62c232017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-03yi-2900000000-4fc1ad68abd1d25885272017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-03di-0900000000-73493993faa05c0e2d482017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-03di-0900000000-84ee5e07619ce235bd1d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-03di-0900000000-d1d9419199ca000ac22a2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-df6a45ff48d98beeb1fe2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-014i-1900000000-66437c0f9179582202ff2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-4692c1200a9a8c1fa3892021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9300000000-67746f3e50ff13880bea2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-014i-1900000000-7e71156411b390274e262021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-014i-1900000000-cfd5be5385f370d516f62021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-03di-0900000000-a458938615e76563186f2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-03di-0900000000-84b4aba2486e6b07fb072021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-03di-0900000000-d7a223841dec55cf4d512021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-014i-1900000000-e6590ce23a6fddb5be972021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00or-0950000000-524beb3c0eb569b36af42017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0900000000-a01ac35d32e9651b0b182017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01qd-1900000000-23a4306d4e9b966e41412017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-1590000000-6be0bcac0c1150048e432017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00os-3920000000-16b240b30f4e9fb80a102017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9300000000-60ab04a4c74a12a09ddd2017-07-26View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Spectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference