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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:37:15 UTC
Update Date2019-07-23 06:28:58 UTC
HMDB IDHMDB0039238
Secondary Accession Numbers
  • HMDB39238
Metabolite Identification
Common NameCytokinin B
DescriptionCytokinin B, also known as N6-benzyladenine or 6-BAP, belongs to the class of organic compounds known as 6-alkylaminopurines. 6-alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. Cytokinin B is a very strong basic compound (based on its pKa). Outside of the human body, Cytokinin B has been detected, but not quantified in, garden tomato (var.) and wild celeries. This could make cytokinin b a potential biomarker for the consumption of these foods.
Structure
Data?1563863337
Synonyms
ValueSource
6-(Benzylamino)purineChEBI
6-[(Phenylmethyl)amino]-9H-purineChEBI
6-BAPChEBI
6-BenzylaminopurineChEBI
BAPChEBI
BenzyladenineChEBI
N-BENZYL-9H-purin-6-amineChEBI
N(6)-(Benzylamino)purineChEBI
N6-BenzyladenineChEBI
N-BenzyladenineKegg
6-(N-Benzylamino)purineHMDB
6-Benzyl adenineHMDB
6-BenzyladenineHMDB
Aminopurine, 6-benzylHMDB
Benzyl(purin-6-yl)amineHMDB
BenzylaminopurineHMDB
N(6)-BenzylaminopurineHMDB
N-(Phenylmethyl)-1H-purin-6-amineHMDB
N-(Phenylmethyl)-9H-purin-6-amineHMDB
N-6-BenzyladenineHMDB
N-Benzyl-1H-purin-6-amineHMDB
N-Benzyl-adenineHMDB
N-Benzyladenine, 8ciHMDB
N(6)-BenzyladenineHMDB
N-Benzyladenine, monosodium saltHMDB
6-BA CPDHMDB
N-Benzyladenine, monopotassium saltHMDB
Cytokinin bChEBI
6-BenzylaminopurinMeSH
Chemical FormulaC12H11N5
Average Molecular Weight225.2492
Monoisotopic Molecular Weight225.101445377
IUPAC NameN-benzyl-9H-purin-6-amine
Traditional Namebenzyladenine
CAS Registry Number1214-39-7
SMILES
C(NC1=C2N=CNC2=NC=N1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C12H11N5/c1-2-4-9(5-3-1)6-13-11-10-12(15-7-14-10)17-8-16-11/h1-5,7-8H,6H2,(H2,13,14,15,16,17)
InChI KeyNWBJYWHLCVSVIJ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 6-alkylaminopurines. 6-alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrimidines
Sub ClassPurines and purine derivatives
Direct Parent6-alkylaminopurines
Alternative Parents
Substituents
  • 6-alkylaminopurine
  • Benzylamine
  • Aminopyrimidine
  • Secondary aliphatic/aromatic amine
  • Monocyclic benzene moiety
  • Pyrimidine
  • Benzenoid
  • Imidolactam
  • Imidazole
  • Heteroaromatic compound
  • Azole
  • Secondary amine
  • Azacycle
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point229 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.06 mg/mL at 20 °CNot Available
LogP1.57Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.052 g/LALOGPS
logP1.79ALOGPS
logP1.5ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)9.87ChemAxon
pKa (Strongest Basic)5.06ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.49 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity66.71 m³·mol⁻¹ChemAxon
Polarizability23.62 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-00kg-8897000000-b735bd69f4d3c66c6866Spectrum
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-052g-5950000000-3a3ea3a0f6612856b943Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-00kg-8897000000-b735bd69f4d3c66c6866Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-052g-5950000000-3a3ea3a0f6612856b943Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0005-6950000000-ee50c643ac085461c8d4Spectrum
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Positivesplash10-0002-0900000000-6df717266d1bfff2a278Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0006-9321100001-76476c391804e93ba174Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-00di-0090000000-187dcd7d2b7e6ad10113Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-00di-0290000000-db56ee844739463558d6Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-0900000000-25690980dd53487d74c8Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-0900000000-8a68b4bbc9e5d341c542Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-1900000000-3cd72cd7d4abfc7f4c2cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-004i-0090000000-0fd45fd2505a135cfdc9Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-004i-2090000000-820b2c69e4f3d818f46fSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9000000000-f523baaa0e67f3b2d3ceSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9000000000-56177b73949cf0e41d53Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9000000000-abe81a4ac3253400d818Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT , positivesplash10-0006-9100000000-d1e59ff4c955cf6f217fSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0006-9321100001-76476c391804e93ba174Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-3290000000-520ea084b21e6473325cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9530000000-60cd2a57975649d890d4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9300000000-f295aa371b019646c4a5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0490000000-d90701b935a56d70f2fdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05gi-1940000000-3e59c6e16e278e5e7a9dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0api-4900000000-511da7d1749324bac7e5Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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
FoodDB IDFDB018775
KNApSAcK IDC00000092
Chemspider ID56177
KEGG Compound IDC11263
BioCyc IDCPD-4604
BiGG IDNot Available
Wikipedia Link6-Benzylaminopurine
METLIN IDNot Available
PubChem Compound62389
PDB IDEMU
ChEBI ID29022
Food Biomarker OntologyNot Available
VMH 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.. .