Record Information
Version1.0
Creation date2011-09-21 00:25:43 UTC
Update date2020-09-17 15:39:13 UTC
Primary IDFDB023173
Secondary Accession Numbers
  • FDB030906
Chemical Information
FooDB NameL-Histidinol
DescriptionL-Histidinol, also known as HSO or histidol, belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. L-Histidinol is a very strong basic compound (based on its pKa). L-Histidinol exists in all living species, ranging from bacteria to humans. Outside of the human body, L-Histidinol has been detected, but not quantified in, several different foods, such as salmonberries, spinachs, yautia, nopals, and corn salad. This could make L-histidinol a potential biomarker for the consumption of these foods. An amino alcohol that is propanol substituted by 1H-imidazol-4-yl group at position 3 and an amino group at position 2 (the 2S stereoisomer).
CAS Number4836-52-6
Structure
Thumb
Synonyms
SynonymSource
4-[(S)-2-Amino-3-hydroxypropyl]imidazoleChEBI
(S)-beta-Amino-1H-imidazole-4-propanolHMDB
HistidinolHMDB
HSOHMDB
Imidazole C-4(5) deriv. 4HMDB
HistidolHMDB
(2S)-2-Amino-3-(1H-imidazol-4-yl)propan-1-olHMDB
(S)-HistidinolHMDB
(BetaS)-beta-amino-1H-imidazole-5-propanolHMDB
(ΒS)-β-amino-1H-imidazole-5-propanolHMDB
beta-Amino-1H-imidazole-5-propanolHMDB
Β-amino-1H-imidazole-5-propanolHMDB
L-HistidinolHMDB
4-[(S)-2-amino-3-Hydroxypropyl]imidazoleChEBI
Predicted Properties
PropertyValueSource
Water Solubility140 g/LALOGPS
logP-1.1ALOGPS
logP-1.7ChemAxon
logS0ALOGPS
pKa (Strongest Acidic)13.45ChemAxon
pKa (Strongest Basic)9.41ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area74.93 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity38.19 m³·mol⁻¹ChemAxon
Polarizability14.74 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H11N3O
IUPAC name(2S)-2-amino-3-(1H-imidazol-5-yl)propan-1-ol
InChI IdentifierInChI=1S/C6H11N3O/c7-5(3-10)1-6-2-8-4-9-6/h2,4-5,10H,1,3,7H2,(H,8,9)/t5-/m0/s1
InChI KeyZQISRDCJNBUVMM-YFKPBYRVSA-N
Isomeric SMILESN[C@H](CO)CC1=CN=CN1
Average Molecular Weight141.171
Monoisotopic Molecular Weight141.090211989
Classification
Description Belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentAralkylamines
Alternative Parents
Substituents
  • Aralkylamine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • 1,2-aminoalcohol
  • Azacycle
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Primary amine
  • Primary alcohol
  • Organooxygen compound
  • Primary aliphatic amine
  • Alcohol
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
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-MSL-Histidinol, 3 TMS, GC-MS Spectrumsplash10-0udi-1970000000-5f8fce52ae008e9577d3Spectrum
GC-MSL-Histidinol, 3 TMS, GC-MS Spectrumsplash10-0udi-1960000000-2bd5915e1e2204265b30Spectrum
GC-MSL-Histidinol, non-derivatized, GC-MS Spectrumsplash10-0udi-0960000000-04ea4478dfe81318bf5cSpectrum
GC-MSL-Histidinol, 3 TMS, GC-MS Spectrumsplash10-0fk9-9540000000-9d5008be3cb2086af6f4Spectrum
GC-MSL-Histidinol, non-derivatized, GC-MS Spectrumsplash10-0udi-1970000000-5f8fce52ae008e9577d3Spectrum
GC-MSL-Histidinol, non-derivatized, GC-MS Spectrumsplash10-0udi-1960000000-2bd5915e1e2204265b30Spectrum
GC-MSL-Histidinol, non-derivatized, GC-MS Spectrumsplash10-0udi-0960000000-04ea4478dfe81318bf5cSpectrum
GC-MSL-Histidinol, non-derivatized, GC-MS Spectrumsplash10-0fk9-9540000000-9d5008be3cb2086af6f4Spectrum
Predicted GC-MSL-Histidinol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03di-5900000000-b7271e5101b1cf971b24Spectrum
Predicted GC-MSL-Histidinol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03e9-9800000000-eb7ec98ac413a4a5067dSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-006x-1900000000-c360dc1772243d0c7ccaSpectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-001i-9000000000-eba5a77ea4a62d8375f8Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-001i-9000000000-009922321d7904037f80Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-0006-0900000000-3a563827d1023d4dadd7Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-00e9-7900000000-4baa9781af4596ef1a49Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positivesplash10-001i-9000000000-98f4a65357b52f544e0cSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positivesplash10-001i-9000000000-5921f5ed9c6159fbe48eSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positivesplash10-001i-9000000000-a7a82388a3feef766362Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-0089-8900000000-b7fa72e4e20dbc5d79d2Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-0900000000-3a563827d1023d4dadd7Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00e9-7900000000-4baa9781af4596ef1a49Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-001i-9000000000-98f4a65357b52f544e0cSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-001i-9000000000-5921f5ed9c6159fbe48eSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-001i-9000000000-128590ab44ecade57be8Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0089-8900000000-b7fa72e4e20dbc5d79d2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006x-0900000000-e19200b81166dd2ceb6cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0abc-3900000000-8073bbe0237addc54c81Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a5a-9300000000-a833e6da71592c915e87Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-1900000000-f2eb428fd58c551e9f84Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0596-9800000000-7dcca6b55761d69a3dc2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000x-9100000000-4649be9a2b45a85f4de1Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID144886
ChEMBL IDCHEMBL278081
KEGG Compound IDC00860
Pubchem Compound ID165271
Pubchem Substance IDNot Available
ChEBI ID16255
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB03431
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
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference