Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:24:36 UTC
Update Date2022-03-07 02:56:45 UTC
HMDB IDHMDB0040821
Secondary Accession Numbers
  • HMDB40821
Metabolite Identification
Common NameNb-Hexacosanoyltryptamine
DescriptionNb-Hexacosanoyltryptamine belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Nb-Hexacosanoyltryptamine has been detected, but not quantified in, alcoholic beverages and fruits. This could make NB-hexacosanoyltryptamine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Nb-Hexacosanoyltryptamine.
Structure
Data?1563863591
Synonyms
ValueSource
N-CerotoyltryptamineChEMBL, HMDB
NB-CerotoyltryptamineHMDB
N-[2-(1H-indol-3-yl)Ethyl]hexacosanimidateGenerator
Chemical FormulaC36H62N2O
Average Molecular Weight538.8903
Monoisotopic Molecular Weight538.486214616
IUPAC NameN-[2-(1H-indol-3-yl)ethyl]hexacosanamide
Traditional NameN-[2-(1H-indol-3-yl)ethyl]hexacosanamide
CAS Registry Number152766-96-6
SMILES
CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)NCCC1=CNC2=C1C=CC=C2
InChI Identifier
InChI=1S/C36H62N2O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-29-36(39)37-31-30-33-32-38-35-28-26-25-27-34(33)35/h25-28,32,38H,2-24,29-31H2,1H3,(H,37,39)
InChI KeyRBGZJJPNEDSXQH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndoles
Direct Parent3-alkylindoles
Alternative Parents
Substituents
  • 3-alkylindole
  • Fatty amide
  • N-acyl-amine
  • Substituted pyrrole
  • Benzenoid
  • Fatty acyl
  • Pyrrole
  • Heteroaromatic compound
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Azacycle
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.1e-05 g/LALOGPS
logP9.81ALOGPS
logP12.23ChemAxon
logS-7.7ALOGPS
pKa (Strongest Acidic)15.9ChemAxon
pKa (Strongest Basic)-0.25ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area44.89 ŲChemAxon
Rotatable Bond Count27ChemAxon
Refractivity170.27 m³·mol⁻¹ChemAxon
Polarizability73.77 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+239.9931661259
DarkChem[M-H]-238.19231661259
DeepCCS[M+H]+240.87730932474
DeepCCS[M-H]-236.85730932474
DeepCCS[M-2H]-273.40130932474
DeepCCS[M+Na]+249.69230932474
AllCCS[M+H]+250.332859911
AllCCS[M+H-H2O]+249.232859911
AllCCS[M+NH4]+251.432859911
AllCCS[M+Na]+251.632859911
AllCCS[M-H]-233.032859911
AllCCS[M+Na-2H]-237.832859911
AllCCS[M+HCOO]-243.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Nb-HexacosanoyltryptamineCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)NCCC1=CNC2=C1C=CC=C24796.9Standard polar33892256
Nb-HexacosanoyltryptamineCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)NCCC1=CNC2=C1C=CC=C24224.2Standard non polar33892256
Nb-HexacosanoyltryptamineCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)NCCC1=CNC2=C1C=CC=C24787.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Nb-Hexacosanoyltryptamine,1TMS,isomer #1CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N(CCC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C4566.7Semi standard non polar33892256
Nb-Hexacosanoyltryptamine,1TMS,isomer #1CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N(CCC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C4389.2Standard non polar33892256
Nb-Hexacosanoyltryptamine,1TMS,isomer #2CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)NCCC1=CN([Si](C)(C)C)C2=CC=CC=C124595.9Semi standard non polar33892256
Nb-Hexacosanoyltryptamine,1TMS,isomer #2CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)NCCC1=CN([Si](C)(C)C)C2=CC=CC=C124242.7Standard non polar33892256
Nb-Hexacosanoyltryptamine,2TMS,isomer #1CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N(CCC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C4601.6Semi standard non polar33892256
Nb-Hexacosanoyltryptamine,2TMS,isomer #1CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N(CCC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C4308.9Standard non polar33892256
Nb-Hexacosanoyltryptamine,1TBDMS,isomer #1CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N(CCC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C4791.1Semi standard non polar33892256
Nb-Hexacosanoyltryptamine,1TBDMS,isomer #1CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N(CCC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C4551.7Standard non polar33892256
Nb-Hexacosanoyltryptamine,1TBDMS,isomer #2CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)NCCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C124822.0Semi standard non polar33892256
Nb-Hexacosanoyltryptamine,1TBDMS,isomer #2CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)NCCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C124404.1Standard non polar33892256
Nb-Hexacosanoyltryptamine,2TBDMS,isomer #1CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N(CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C5024.0Semi standard non polar33892256
Nb-Hexacosanoyltryptamine,2TBDMS,isomer #1CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N(CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C4560.5Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Nb-Hexacosanoyltryptamine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4u-4962100000-d08cc87633791cb16d772017-09-01Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nb-Hexacosanoyltryptamine 10V, Positive-QTOFsplash10-01p9-0805090000-e792402b1d965c642f112017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nb-Hexacosanoyltryptamine 20V, Positive-QTOFsplash10-03dl-0903000000-0032a8b74351f624cc622017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nb-Hexacosanoyltryptamine 40V, Positive-QTOFsplash10-01ox-1903000000-89b1b6c1eb19d0c7edca2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nb-Hexacosanoyltryptamine 10V, Negative-QTOFsplash10-000i-0101090000-c728e2ebff23475224592017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nb-Hexacosanoyltryptamine 20V, Negative-QTOFsplash10-052u-1906050000-47d71d91b9ac038adec52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nb-Hexacosanoyltryptamine 40V, Negative-QTOFsplash10-0006-9703000000-9139880a5be80f8f5ba02017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nb-Hexacosanoyltryptamine 10V, Positive-QTOFsplash10-000i-0600090000-f571678118d0c03d18482021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nb-Hexacosanoyltryptamine 20V, Positive-QTOFsplash10-0006-0900000000-e49f9d6550d37da1a4db2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nb-Hexacosanoyltryptamine 40V, Positive-QTOFsplash10-0006-2900000000-bbbc985bab0306b19b842021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nb-Hexacosanoyltryptamine 10V, Negative-QTOFsplash10-000i-0000090000-c28067bfd01c9a16b7c32021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nb-Hexacosanoyltryptamine 20V, Negative-QTOFsplash10-000i-0411090000-41673167332cc7b18f0f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nb-Hexacosanoyltryptamine 40V, Negative-QTOFsplash10-014l-5910110000-3876dc2dcf2960e20b1a2021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB020637
KNApSAcK IDC00026916
Chemspider ID8705860
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10530465
PDB IDNot Available
ChEBI ID166546
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .