ChemSpider 2D Image | L-Histidine | C6H9N3O2

L-Histidine

  • Molecular FormulaC6H9N3O2
  • Average mass155.155 Da
  • Monoisotopic mass155.069473 Da
  • ChemSpider ID6038
  • defined stereocentres - 1 of 1 defined stereocentres


More details:



Featured data source



Validated by Experts, Validated by Users, Non-Validated, Removed by Users

L-Histidine [ACD/Index Name] [ACD/IUPAC Name]
(S)-1H-Imidazole-4-alanine
(S)-2-Amino-3-(4-imidazolyl)propionic acid
(S)-a-Amino-1H-imidazole-4-propanoic Acid
(S)-histidine
1H-Imidazole-4-propanoic acid, α-amino-, (S)-
211-438-9 [EINECS]
3-(1H-imidazol-4-yl)-L-Alanine
6163
71-00-1 [RN]
More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

4QD397987E [DBID]
MFCD00064315 [DBID]
NSC 137773 [DBID]
53319_FLUKA [DBID]
78019_FLUKA [DBID]
AI3-26558 [DBID]
AIDS020253 [DBID]
AIDS-020253 [DBID]
bmse000039 [DBID]
C00079 [DBID]
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  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      white crystals OU Chemical Safety Data (No longer updated) More details
      White crystals or crystalline powder; odourless Food and Agriculture Organization of the United Nations L-Histidine
    • Stability:

      Stable. Incompatible with strong oxidizing agents. OU Chemical Safety Data (No longer updated) More details
    • Toxicity:

      Organic Compound; Amine; Drug; Food Toxin; Dietary Supplement; Micronutrient; Metabolite; Nutraceutical; Household Toxin; Animal Toxin; Natural Compound; Supplement; Conditionally Essential Amino Acid Toxin, Toxin-Target Database T3D4363
      ORL-RAT LD50 > 15000 mg kg-1, IPR-RAT LD50 > 8000 mg kg-1, ORL-MUS LD50 > 15000 mg kg-1, IVN-MUS LD50 > 2000 mg kg-1 OU Chemical Safety Data (No longer updated) More details
    • Safety:

      CAUTION: May irritate skin and eyes Alfa Aesar A10413
      Irritant SynQuest 4H57-1-S0
      Safety glasses. OU Chemical Safety Data (No longer updated) More details
    • Chemical Class:

      The <stereo>L</stereo>-enantiomer of the amino acid histidine. ChEBI CHEBI:15971, CHEBI:57595
      Zwitterionic form of <stereo>L</stereo>-histidine having an anionic carboxy group and a protonated <locant>alpha</locant>-amino group. ChEBI CHEBI:15971, CHEBI:57595
    • Compound Source:

      3 S-adenosyl-L-methionine + L-histidine -> hercynine + 3 S-adenosyl-L-homocysteine + 3 H+ PlantCyc HIS
      Aegilops tauschii PlantCyc HIS
      Amaranthus hypochondriacus PlantCyc HIS
      Amborella trichopoda PlantCyc HIS
      Anacardium occidentale PlantCyc HIS
      Ananas comosus PlantCyc HIS
      Aquilegia coerulea PlantCyc HIS
      Arabidopsis halleri PlantCyc HIS
      Arabidopsis lyrata PlantCyc HIS
      Arabidopsis thaliana col PlantCyc HIS
      Asparagus officinalis PlantCyc HIS
      Beta vulgaris subsp. vulgaris PlantCyc HIS
      Boechera stricta PlantCyc HIS
      Brachypodium distachyon PlantCyc HIS
      Brassica napus PlantCyc HIS
      Brassica oleracea var. capitata PlantCyc HIS
      Brassica oleracea var. oleracea PlantCyc HIS
      Brassica rapa FPsc PlantCyc HIS
      Brassica rapa subsp. pekinensis PlantCyc HIS
      Calotropis gigantea PlantCyc HIS
      Camptotheca acuminata PlantCyc HIS
      Cannabis sativa PlantCyc HIS
      Capsella grandiflora PlantCyc HIS
      Capsella rubella PlantCyc HIS
      Capsicum annuum PlantCyc HIS
      Carica papaya PlantCyc HIS
      carnosine biosynthesis PlantCyc HIS
      Catharanthus roseus PlantCyc HIS
      Chenopodium quinoa PlantCyc HIS
      Chlamydomonas reinhardtii PlantCyc HIS
      Chromochloris zofingiensis PlantCyc HIS
      Cicer arietinum PlantCyc HIS
      Citrus clementina PlantCyc HIS
      Citrus sinensis PlantCyc HIS
      Coccomyxa subellipsoidea C-169 PlantCyc HIS
      Corchorus capsularis PlantCyc HIS
      Cucumis sativus PlantCyc HIS
      Daucus carota subsp. sativus PlantCyc HIS
      Dianthus caryophyllus PlantCyc HIS
      Dioscorea rotundata PlantCyc HIS
      Eucalyptus grandis PlantCyc HIS
      Eutrema salsugineum PlantCyc HIS
      Fragaria vesca subsp. vesca PlantCyc HIS
      Glycine max PlantCyc HIS
      Gossypium raimondii PlantCyc HIS
      Helianthus annuus PlantCyc HIS
      histidinol + 2 NAD+ + H2O -> L-histidine + 2 NADH + 3 H+ PlantCyc HIS
      homocarnosine biosynthesis PlantCyc HIS
      Hordeum vulgare subsp. vulgare PlantCyc HIS
      Humulus lupulus var. lupulus PlantCyc HIS
      Kalanchoe fedtschenkoi PlantCyc HIS
      Kalanchoe laxiflora PlantCyc HIS
      Leersia perrieri PlantCyc HIS
      L-histidine biosynthesis PlantCyc HIS
      Linum usitatissimum PlantCyc HIS
      Lotus japonicus PlantCyc HIS
      Malus domestica PlantCyc HIS
      Manihot esculenta PlantCyc HIS
      Marchantia polymorpha PlantCyc HIS
      Medicago truncatula PlantCyc HIS
      Micromonas commoda RCC299 PlantCyc HIS
      Micromonas pusilla CCMP1545 PlantCyc HIS
      Mimulus guttatus PlantCyc HIS
      Miscanthus sinensis PlantCyc HIS
      Musa acuminata PlantCyc HIS
      Nicotiana tabacum PlantCyc HIS
      Olea europaea var. sylvestris PlantCyc HIS
      Oropetium thomaeum PlantCyc HIS
      Oryza brachyantha PlantCyc HIS
      Oryza glaberrima PlantCyc HIS
      Oryza punctata PlantCyc HIS
      Oryza rufipogon PlantCyc HIS
      Oryza sativa Japonica Group PlantCyc HIS
      Ostreococcus lucimarinus PlantCyc HIS
      Panicum hallii PlantCyc HIS
      Panicum virgatum PlantCyc HIS
      Petunia axillaris PlantCyc HIS
      Phaseolus vulgaris PlantCyc HIS
      Physcomitrella patens PlantCyc HIS
      Populus trichocarpa PlantCyc HIS
      Prunus persica PlantCyc HIS
      Ricinus communis PlantCyc HIS
      Rosa chinensis PlantCyc HIS
      Rosa multiflora PlantCyc HIS
      Salvia miltiorrhiza PlantCyc HIS
      Selaginella moellendorffii PlantCyc HIS
      Setaria italica PlantCyc HIS
      Setaria viridis PlantCyc HIS
      Solanum lycopersicum PlantCyc HIS
      Solanum melongena PlantCyc HIS
      Solanum pennellii PlantCyc HIS
      Solanum tuberosum PlantCyc HIS
      Sorghum bicolor PlantCyc HIS
      Sphagnum fallax PlantCyc HIS
      Spinacia oleracea PlantCyc HIS
      Spirodela polyrhiza PlantCyc HIS
      Thellungiella parvula PlantCyc HIS
      Theobroma cacao PlantCyc HIS
      Trifolium pratense PlantCyc HIS
      Triticum aestivum PlantCyc HIS
      Triticum urartu PlantCyc HIS
      Vitis vinifera PlantCyc HIS
      Volvox carteri PlantCyc HIS
      Zea mays subsp. mays PlantCyc HIS
      Zostera marina PlantCyc HIS
    • Bio Activity:

      4-aminobutanoate + L-histidine + ATP -> homocarnosine + ADP + phosphate + H+ PlantCyc HIS
      beta-alanine + L-histidine + ATP -> carnosine + ADP + phosphate + H+ PlantCyc HIS
      histidinal + NAD+ + H2O -> L-histidine + NADH + 2 H+ PlantCyc HIS
      S-adenosyl-L-methionine + L-histidine -> Nalpha-methyl-L-histidine + S-adenosyl-L-homocysteine + H+ PlantCyc HIS

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.4±0.1 g/cm3
Boiling Point: 458.9±35.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.2 mmHg at 25°C
Enthalpy of Vaporization: 75.8±3.0 kJ/mol
Flash Point: 231.3±25.9 °C
Index of Refraction: 1.615
Molar Refractivity: 38.0±0.3 cm3
#H bond acceptors: 5
#H bond donors: 4
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 0
ACD/LogP: -1.26
ACD/LogD (pH 5.5): -3.77
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -3.08
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 92 Å2
Polarizability: 15.1±0.5 10-24cm3
Surface Tension: 79.7±3.0 dyne/cm
Molar Volume: 109.0±3.0 cm3

Predicted data is generated using the US Environmental Protection Agency’s EPISuite™

                        
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  -3.22
    Log Kow (Exper. database match) =  -3.32
       Exper. Ref:  Chmelik,J et al. (1991)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  425.71  (Adapted Stein & Brown method)
    Melting Pt (deg C):  255.52  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.43E-009  (Modified Grain method)
    MP  (exp database):  287 dec deg C
    Subcooled liquid VP: 1.96E-006 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  4.193e+005
       log Kow used: -3.32 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  4.56e+004 mg/L (25 deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  3.2685e+005 mg/L
    Wat Sol (Exper. database match) =  45600.00
       Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aliphatic Amines-acid
       Imidazoles-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   8.40E-014  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.183E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -3.32  (exp database)
  Log Kaw used:  -11.464  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  8.144
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9549
   Biowin2 (Non-Linear Model)     :   0.9583
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.1705  (weeks       )
   Biowin4 (Primary Survey Model) :   3.9842  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3751
   Biowin6 (MITI Non-Linear Model):   0.2521
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.7216
 Ready Biodegradability Prediction:   NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  0.000261 Pa (1.96E-006 mm Hg)
  Log Koa (Koawin est  ): 8.144
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.0115 
       Octanol/air (Koa) model:  3.42E-005 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.293 
       Mackay model           :  0.479 
       Octanol/air (Koa) model:  0.00273 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 128.7671 E-12 cm3/molecule-sec
      Half-Life =     0.083 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.997 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.386 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  10
      Log Koc:  1.000 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: -3.32 (expkow database)

 Volatilization from Water:
    Henry LC:  8.4E-014 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 8.682E+009  hours   (3.618E+008 days)
    Half-Life from Model Lake : 9.471E+010  hours   (3.946E+009 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.75  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       5.83e-006       1.99         1000       
   Water     39              360          1000       
   Soil      60.9            720          1000       
   Sediment  0.0713          3.24e+003    0          
     Persistence Time: 579 hr




                    

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