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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
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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
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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
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
RoleNot 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
Predicted Chromatographic Properties
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)Not Available
General References
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