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Showing metabocard for L-Histidinol (HMDB0003431)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-12 20:38:19 UTC
Update Date2023-02-21 17:16:39 UTC
HMDB IDHMDB0003431
Secondary Accession Numbers
  • HMDB03431
Metabolite Identification
Common NameL-Histidinol
DescriptionL-Histidinol 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 exists in all living species, ranging from bacteria to plants to humans. L-Histidinol has been detected, but not quantified in, several different foods, such as white mulberries (Morus alba), radish (var.), guaranas (Paullinia cupana), yardlong beans (Vigna unguiculata ssp. sesquipedalis), and dates (Phoenix dactylifera). This could make L-histidinol a potential biomarker for the consumption of these foods. L-Histidinol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on L-Histidinol.
Structure
Data?1676999799
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0003431 (L-Histidinol)


  Mrv1652309042000292D          

 10 10  0  0  0  0            999 V2000
 9999.978410000.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.692810000.1462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.408710000.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.124610000.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.6928 9999.3204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.591210000.6397    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.923810000.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1787 9999.3701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0037 9999.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.258610000.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  5  1  1  0  0  0
  3  4  1  0  0  0  0
  9 10  2  0  0  0  0
  6  7  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  1 10  1  0  0  0  0
M  END
Download

3D MOL for HMDB0003431 (L-Histidinol)

HMDB0003431
     RDKit          3D
L-Histidinol
 21 21  0  0  0  0  0  0  0  0999 V2000
   -0.9127    0.5764   -1.2280 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0093   -0.6141   -0.4124 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4626   -0.8081   -0.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8676    0.3123    0.6679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1793   -0.3721    0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2373   -0.1123    0.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7672    1.1437    0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0595    0.9464   -0.0500 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3549   -0.3569    0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2311   -1.0124    0.3539 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7452    0.6163   -1.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9880    1.3922   -0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6198   -1.4574   -0.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0266   -0.9476   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5386   -1.7443    0.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8116    0.2633    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5690    0.4939    1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2512   -1.2527    1.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2625    2.0954    0.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7738    1.6878   -0.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2953   -0.8496   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  6
  3 14  1  0
  3 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  7 19  1  0
  8 20  1  0
  9 21  1  0
M  END
Download

3D SDF for HMDB0003431 (L-Histidinol)


  Mrv1652309042000292D          

 10 10  0  0  0  0            999 V2000
 9999.978410000.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.692810000.1462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.408710000.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.124610000.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.6928 9999.3204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.591210000.6397    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.923810000.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1787 9999.3701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0037 9999.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.258610000.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  5  1  1  0  0  0
  3  4  1  0  0  0  0
  9 10  2  0  0  0  0
  6  7  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  1 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003431

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@H](CO)CC1=CNC=N1

> <INCHI_IDENTIFIER>
InChI=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_KEY>
ZQISRDCJNBUVMM-YFKPBYRVSA-N

> <FORMULA>
C6H11N3O

> <MOLECULAR_WEIGHT>
141.171

> <EXACT_MASS>
141.090211989

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
14.739769318197347

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-3-(1H-imidazol-5-yl)propan-1-ol

> <ALOGPS_LOGP>
-1.10

> <JCHEM_LOGP>
-1.6698298503333333

> <ALOGPS_LOGS>
-0.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
15.128179925243142

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.445305409985384

> <JCHEM_PKA_STRONGEST_BASIC>
9.405190517544417

> <JCHEM_POLAR_SURFACE_AREA>
74.93

> <JCHEM_REFRACTIVITY>
38.1916

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
HSO

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0003431 (L-Histidinol)

HMDB0003431
     RDKit          3D
L-Histidinol
 21 21  0  0  0  0  0  0  0  0999 V2000
   -0.9127    0.5764   -1.2280 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0093   -0.6141   -0.4124 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4626   -0.8081   -0.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8676    0.3123    0.6679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1793   -0.3721    0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2373   -0.1123    0.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7672    1.1437    0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0595    0.9464   -0.0500 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3549   -0.3569    0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2311   -1.0124    0.3539 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7452    0.6163   -1.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9880    1.3922   -0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6198   -1.4574   -0.9835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0266   -0.9476   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5386   -1.7443    0.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8116    0.2633    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5690    0.4939    1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2512   -1.2527    1.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2625    2.0954    0.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7738    1.6878   -0.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2953   -0.8496   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  6
  3 14  1  0
  3 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  7 19  1  0
  8 20  1  0
  9 21  1  0
M  END
Download

PDB for HMDB0003431 (L-Histidinol)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8666.6268667.710   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8667.9608666.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8669.2968667.710   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8670.6338666.940   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0    8667.9608665.398   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0    8664.0378667.861   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0    8662.7918666.955   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0    8663.2678665.491   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0    8664.8078665.491   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8665.2838666.955   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2                                                            
CONECT    6    7   10                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9   10    8                                                       
CONECT   10    9    6    1                                                  
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0003431 (L-Histidinol)

COMPND    HMDB0003431
HETATM    1  N1  UNL     1      -0.913   0.576  -1.228  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.009  -0.614  -0.412  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.463  -0.808  -0.037  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.868   0.312   0.668  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.179  -0.372   0.848  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.237  -0.112   0.489  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.767   1.144   0.230  1.00  0.00           C  
HETATM    8  N2  UNL     1       3.060   0.946  -0.050  1.00  0.00           N  
HETATM    9  C6  UNL     1       3.355  -0.357   0.021  1.00  0.00           C  
HETATM   10  N3  UNL     1       2.231  -1.012   0.354  1.00  0.00           N  
HETATM   11  H1  UNL     1      -1.745   0.616  -1.857  1.00  0.00           H  
HETATM   12  H2  UNL     1      -0.988   1.392  -0.581  1.00  0.00           H  
HETATM   13  H3  UNL     1      -0.620  -1.457  -0.983  1.00  0.00           H  
HETATM   14  H4  UNL     1      -3.027  -0.948  -0.991  1.00  0.00           H  
HETATM   15  H5  UNL     1      -2.539  -1.744   0.580  1.00  0.00           H  
HETATM   16  H6  UNL     1      -3.812   0.263   0.961  1.00  0.00           H  
HETATM   17  H7  UNL     1      -0.569   0.494   1.416  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.251  -1.253   1.508  1.00  0.00           H  
HETATM   19  H9  UNL     1       1.262   2.095   0.246  1.00  0.00           H  
HETATM   20  H10 UNL     1       3.774   1.688  -0.296  1.00  0.00           H  
HETATM   21  H11 UNL     1       4.295  -0.850  -0.145  1.00  0.00           H  
CONECT    1    2   11   12
CONECT    2    3    5   13
CONECT    3    4   14   15
CONECT    4   16
CONECT    5    6   17   18
CONECT    6    7    7   10
CONECT    7    8   19
CONECT    8    9   20
CONECT    9   10   10   21
END
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SMILES for HMDB0003431 (L-Histidinol)

N[C@H](CO)CC1=CNC=N1
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INCHI for HMDB0003431 (L-Histidinol)

InChI=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
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
4-[(S)-2-Amino-3-hydroxypropyl]imidazoleChEBI
(S)-beta-amino-1H-Imidazole-4-propanolHMDB
HistidinolHMDB, MeSH
HSOHMDB
Imidazole C-4(5) deriv. 4HMDB
HistidolMeSH, HMDB
(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
L-HistidinolHMDB
beta-Amino-1H-imidazole-5-propanolHMDB
β-Amino-1H-imidazole-5-propanolHMDB
Chemical FormulaC6H11N3O
Average Molecular Weight141.171
Monoisotopic Molecular Weight141.090211989
IUPAC Name(2S)-2-amino-3-(1H-imidazol-5-yl)propan-1-ol
Traditional NameHSO
CAS Registry Number4836-52-6
SMILES
N[C@H](CO)CC1=CNC=N1
InChI Identifier
InChI=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
Chemical Taxonomy
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
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-MetCCS_train_neg126.11230932474
[M+H]+Baker130.930932474
[M+H]+MetCCS_train_pos128.27930932474
[M-H]-Not Available126.112http://allccs.zhulab.cn/database/detail?ID=AllCCS00000424
[M+H]+Not Available129.2http://allccs.zhulab.cn/database/detail?ID=AllCCS00000424
Predicted Molecular Properties
PropertyValueSource
Water Solubility129 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+129.65231661259
DarkChem[M-H]-126.30431661259
DeepCCS[M+H]+127.87330932474
DeepCCS[M-H]-124.51830932474
DeepCCS[M-2H]-161.76830932474
DeepCCS[M+Na]+137.0130932474
AllCCS[M+H]+131.832859911
AllCCS[M+H-H2O]+127.432859911
AllCCS[M+NH4]+135.932859911
AllCCS[M+Na]+137.132859911
AllCCS[M-H]-128.432859911
AllCCS[M+Na-2H]-130.132859911
AllCCS[M+HCOO]-132.132859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.1.54 minutes32390414
Predicted by Siyang on May 30, 20228.5808 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20227.81 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid430.2 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid379.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid294.5 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid39.2 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid189.5 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid95.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid287.5 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid219.3 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)996.7 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid536.1 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid37.6 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid577.1 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid191.2 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid350.5 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate802.2 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA706.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water366.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
L-HistidinolN[C@H](CO)CC1=CNC=N12780.7Standard polar33892256
L-HistidinolN[C@H](CO)CC1=CNC=N11707.3Standard non polar33892256
L-HistidinolN[C@H](CO)CC1=CNC=N11758.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
L-Histidinol,1TMS,isomer #1C[Si](C)(C)OC[C@@H](N)CC1=C[NH]C=N11604.9Semi standard non polar33892256
L-Histidinol,1TMS,isomer #2C[Si](C)(C)N[C@H](CO)CC1=C[NH]C=N11696.1Semi standard non polar33892256
L-Histidinol,1TMS,isomer #3C[Si](C)(C)N1C=NC(C[C@H](N)CO)=C11779.2Semi standard non polar33892256
L-Histidinol,2TMS,isomer #1C[Si](C)(C)N[C@H](CO[Si](C)(C)C)CC1=C[NH]C=N11720.5Semi standard non polar33892256
L-Histidinol,2TMS,isomer #1C[Si](C)(C)N[C@H](CO[Si](C)(C)C)CC1=C[NH]C=N11855.2Standard non polar33892256
L-Histidinol,2TMS,isomer #1C[Si](C)(C)N[C@H](CO[Si](C)(C)C)CC1=C[NH]C=N12209.7Standard polar33892256
L-Histidinol,2TMS,isomer #2C[Si](C)(C)OC[C@@H](N)CC1=CN([Si](C)(C)C)C=N11815.7Semi standard non polar33892256
L-Histidinol,2TMS,isomer #2C[Si](C)(C)OC[C@@H](N)CC1=CN([Si](C)(C)C)C=N11797.2Standard non polar33892256
L-Histidinol,2TMS,isomer #2C[Si](C)(C)OC[C@@H](N)CC1=CN([Si](C)(C)C)C=N12295.4Standard polar33892256
L-Histidinol,2TMS,isomer #3C[Si](C)(C)N([C@H](CO)CC1=C[NH]C=N1)[Si](C)(C)C1809.5Semi standard non polar33892256
L-Histidinol,2TMS,isomer #3C[Si](C)(C)N([C@H](CO)CC1=C[NH]C=N1)[Si](C)(C)C1918.4Standard non polar33892256
L-Histidinol,2TMS,isomer #3C[Si](C)(C)N([C@H](CO)CC1=C[NH]C=N1)[Si](C)(C)C2366.2Standard polar33892256
L-Histidinol,2TMS,isomer #4C[Si](C)(C)N[C@H](CO)CC1=CN([Si](C)(C)C)C=N11877.3Semi standard non polar33892256
L-Histidinol,2TMS,isomer #4C[Si](C)(C)N[C@H](CO)CC1=CN([Si](C)(C)C)C=N11738.6Standard non polar33892256
L-Histidinol,2TMS,isomer #4C[Si](C)(C)N[C@H](CO)CC1=CN([Si](C)(C)C)C=N12330.0Standard polar33892256
L-Histidinol,3TMS,isomer #1C[Si](C)(C)OC[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C)[Si](C)(C)C1904.2Semi standard non polar33892256
L-Histidinol,3TMS,isomer #1C[Si](C)(C)OC[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C)[Si](C)(C)C1971.4Standard non polar33892256
L-Histidinol,3TMS,isomer #1C[Si](C)(C)OC[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C)[Si](C)(C)C2107.1Standard polar33892256
L-Histidinol,3TMS,isomer #2C[Si](C)(C)N[C@H](CO[Si](C)(C)C)CC1=CN([Si](C)(C)C)C=N11856.0Semi standard non polar33892256
L-Histidinol,3TMS,isomer #2C[Si](C)(C)N[C@H](CO[Si](C)(C)C)CC1=CN([Si](C)(C)C)C=N11867.0Standard non polar33892256
L-Histidinol,3TMS,isomer #2C[Si](C)(C)N[C@H](CO[Si](C)(C)C)CC1=CN([Si](C)(C)C)C=N12094.9Standard polar33892256
L-Histidinol,3TMS,isomer #3C[Si](C)(C)N([C@H](CO)CC1=CN([Si](C)(C)C)C=N1)[Si](C)(C)C1991.9Semi standard non polar33892256
L-Histidinol,3TMS,isomer #3C[Si](C)(C)N([C@H](CO)CC1=CN([Si](C)(C)C)C=N1)[Si](C)(C)C1950.0Standard non polar33892256
L-Histidinol,3TMS,isomer #3C[Si](C)(C)N([C@H](CO)CC1=CN([Si](C)(C)C)C=N1)[Si](C)(C)C2204.7Standard polar33892256
L-Histidinol,4TMS,isomer #1C[Si](C)(C)OC[C@H](CC1=CN([Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C2085.9Semi standard non polar33892256
L-Histidinol,4TMS,isomer #1C[Si](C)(C)OC[C@H](CC1=CN([Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C2007.1Standard non polar33892256
L-Histidinol,4TMS,isomer #1C[Si](C)(C)OC[C@H](CC1=CN([Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C2070.0Standard polar33892256
L-Histidinol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@@H](N)CC1=C[NH]C=N11828.4Semi standard non polar33892256
L-Histidinol,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@H](CO)CC1=C[NH]C=N11911.2Semi standard non polar33892256
L-Histidinol,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C=NC(C[C@H](N)CO)=C12021.9Semi standard non polar33892256
L-Histidinol,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@H](CO[Si](C)(C)C(C)(C)C)CC1=C[NH]C=N12147.6Semi standard non polar33892256
L-Histidinol,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@H](CO[Si](C)(C)C(C)(C)C)CC1=C[NH]C=N12308.4Standard non polar33892256
L-Histidinol,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@H](CO[Si](C)(C)C(C)(C)C)CC1=C[NH]C=N12374.5Standard polar33892256
L-Histidinol,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@@H](N)CC1=CN([Si](C)(C)C(C)(C)C)C=N12268.4Semi standard non polar33892256
L-Histidinol,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@@H](N)CC1=CN([Si](C)(C)C(C)(C)C)C=N12165.9Standard non polar33892256
L-Histidinol,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@@H](N)CC1=CN([Si](C)(C)C(C)(C)C)C=N12415.0Standard polar33892256
L-Histidinol,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N([C@H](CO)CC1=C[NH]C=N1)[Si](C)(C)C(C)(C)C2222.9Semi standard non polar33892256
L-Histidinol,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N([C@H](CO)CC1=C[NH]C=N1)[Si](C)(C)C(C)(C)C2366.7Standard non polar33892256
L-Histidinol,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N([C@H](CO)CC1=C[NH]C=N1)[Si](C)(C)C(C)(C)C2444.3Standard polar33892256
L-Histidinol,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@H](CO)CC1=CN([Si](C)(C)C(C)(C)C)C=N12341.9Semi standard non polar33892256
L-Histidinol,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@H](CO)CC1=CN([Si](C)(C)C(C)(C)C)C=N12175.1Standard non polar33892256
L-Histidinol,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@H](CO)CC1=CN([Si](C)(C)C(C)(C)C)C=N12431.8Standard polar33892256
L-Histidinol,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2526.5Semi standard non polar33892256
L-Histidinol,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2596.2Standard non polar33892256
L-Histidinol,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2369.1Standard polar33892256
L-Histidinol,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@H](CO[Si](C)(C)C(C)(C)C)CC1=CN([Si](C)(C)C(C)(C)C)C=N12515.7Semi standard non polar33892256
L-Histidinol,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@H](CO[Si](C)(C)C(C)(C)C)CC1=CN([Si](C)(C)C(C)(C)C)C=N12477.0Standard non polar33892256
L-Histidinol,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@H](CO[Si](C)(C)C(C)(C)C)CC1=CN([Si](C)(C)C(C)(C)C)C=N12370.2Standard polar33892256
L-Histidinol,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N([C@H](CO)CC1=CN([Si](C)(C)C(C)(C)C)C=N1)[Si](C)(C)C(C)(C)C2637.5Semi standard non polar33892256
L-Histidinol,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N([C@H](CO)CC1=CN([Si](C)(C)C(C)(C)C)C=N1)[Si](C)(C)C(C)(C)C2541.0Standard non polar33892256
L-Histidinol,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N([C@H](CO)CC1=CN([Si](C)(C)C(C)(C)C)C=N1)[Si](C)(C)C(C)(C)C2431.1Standard polar33892256
L-Histidinol,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2898.1Semi standard non polar33892256
L-Histidinol,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2775.1Standard non polar33892256
L-Histidinol,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2429.2Standard polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Prostate Tissue
Tissue Locations
  • Fibroblasts
  • Prostate
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Prostate TissueDetected and Quantified0.5 (0.0-1.0) umol/g tissueAdult (>18 years old)Both
Prostate Cancer		 details
Associated Disorders and Diseases
Disease References
Prostate cancer
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023173
KNApSAcK IDC00007479
Chemspider ID144886
KEGG Compound IDC00860
BioCyc IDHISTIDINOL
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID3267
PubChem Compound165271
PDB IDNot Available
ChEBI ID16255
Food Biomarker OntologyNot Available
VMH IDHISTD
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceBeltra, A. P.; Bonete, P.; Gonzalez-Garcia, J.; Garcia-Garcia, V.; Montiel, V. Electrochemical synthesis of L-histidinol using solvated electrons. Journal of the Electrochemical Society (2005), 152(4), D65-D68.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  2. Raju RV, Datla RS, Warrington RC, Sharma RK: Effects of L-histidine and its structural analogues on human N-myristoyltransferase activity and importance of EEVEH amino acid sequence for enzyme activity. Biochemistry. 1998 Oct 20;37(42):14928-36. [PubMed:9778369 ]
  3. Warrington RC, Cheng I, Zhang L, Fang WD: L-histidinol increases the vulnerability of cultured human leukemia and lymphoma cells to anticancer drugs. Anticancer Res. 1993 Nov-Dec;13(6A):2107-12. [PubMed:8297120 ]
  4. Warrington RC, Norum JN, Hilchey JL, Watt C, Fang WD: A simple, informative, and quantitative flow cytometric method for assessing apoptosis in cultured cells. Prog Neuropsychopharmacol Biol Psychiatry. 2003 Apr;27(2):231-43. [PubMed:12657362 ]