ChemSpider 2D Image | L-(-)-methionine | C5H11NO2S

L-(-)-methionine

  • Molecular FormulaC5H11NO2S
  • Average mass149.211 Da
  • Monoisotopic mass149.051056 Da
  • ChemSpider ID5907
  • defined stereocentres - 1 of 1 defined stereocentres


More details:



Featured data source



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

L-(-)-methionine
(2S)-2-amino-4-(methylsulfanyl)butanoic acid
(2S)-2-Amino-4-(methylsulfanyl)butansäure [German]
(2S)-2-Amino-4-methylsulfanylbutanoic acid
(L)-Methionine
(S)-(-)-Methionine
(S)-2-Amino-4-(methylmercapto)butyric acid
(S)-2-amino-4-(methylthio)-Butanoic acid
200-562-9 [EINECS]
2-Amino-4-(methylthio)butyric acid, (S)-
More...

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

AE28F7PNPL [DBID]
CHEBI:16643 [DBID]
64319_FLUKA [DBID]
78019_FLUKA [DBID]
bmse000044 [DBID]
C00073 [DBID]
C00079 [DBID]
CCRIS 5528 [DBID]
CCRIS 5536 [DBID]
CCRIS 6767 [DBID]
More...
  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      solid OU Chemical Safety Data (No longer updated) More details
    • Stability:

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 OU Chemical Safety Data (No longer updated) More details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

      ORL-RAT LD50 36000 mg kg-1, IPR-RAT LD50 4328 mg kg-1, IPR-MUS LD50 > 9500 mg kg-1 OU Chemical Safety Data (No longer updated) More details
    • Safety:

      IRRITANT Matrix Scientific 076155
      Minimize exposure. OU Chemical Safety Data (No longer updated) More details
      P261; P262 Biosynth M-3100
      V03AB26 Wikidata Q22124685
      WARNING: Not for human consumption, may irriate skin & eyes. Alfa Aesar A10318
      WARNING: Not sold for human treatment, trials or use Alfa Aesar A10318
    • Chemical Class:

      The <stereo>L</stereo>-enantiomer of methionine. ChEBI CHEBI:16643, CHEBI:57844
      The L-enantiomer of methionine. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:16643
      Zwitterionic form of L-methionine having a anionic carboxy group and a cationic amino group; major species at pH 7.3. ChEBI CHEBI:16643, CHEBI:57844, https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:57844
    • Compound Source:

      2 S-adenosyl-L-methionine + a sulfurated [sulfur carrier] + dethiobiotin + 2 a reduced [2Fe-2S] ferredoxin -> an unsulfurated [sulfur carrier] + biotin + 2 5'-deoxyadenosine + 2 L-methionine + 2 an oxidized [2Fe-2S] ferredoxin PlantCyc MET
      2'-deoxymugineic acid phytosiderophore biosynthesis PlantCyc MET
      4-amino-2-methyl-5-diphosphomethylpyrimidine biosynthesis PlantCyc MET
      Aegilops tauschii PlantCyc MET
      Amaranthus hypochondriacus PlantCyc MET
      Amborella trichopoda PlantCyc MET
      Anacardium occidentale PlantCyc MET
      Ananas comosus PlantCyc MET
      Aquilegia coerulea PlantCyc MET
      Arabidopsis halleri PlantCyc MET
      Arabidopsis lyrata PlantCyc MET
      Arabidopsis thaliana col PlantCyc MET
      Asparagus officinalis PlantCyc MET
      Beta vulgaris subsp. vulgaris PlantCyc MET
      biotin biosynthesis from 8-amino-7-oxononanoate I PlantCyc MET
      Boechera stricta PlantCyc MET
      Brachypodium distachyon PlantCyc MET
      Brassica napus PlantCyc MET
      Brassica oleracea var. capitata PlantCyc MET
      Brassica oleracea var. oleracea PlantCyc MET
      Brassica rapa FPsc PlantCyc MET
      Brassica rapa subsp. pekinensis PlantCyc MET
      Calotropis gigantea PlantCyc MET
      Camptotheca acuminata PlantCyc MET
      Cannabis sativa PlantCyc MET
      Capsella grandiflora PlantCyc MET
      Capsella rubella PlantCyc MET
      Capsicum annuum PlantCyc MET
      Carica papaya PlantCyc MET
      Catharanthus roseus PlantCyc MET
      Chenopodium quinoa PlantCyc MET
      Chlamydomonas reinhardtii PlantCyc MET
      Chromochloris zofingiensis PlantCyc MET
      Cicer arietinum PlantCyc MET
      Citrus clementina PlantCyc MET
      Citrus sinensis PlantCyc MET
      Coccomyxa subellipsoidea C-169 PlantCyc MET
      Corchorus capsularis PlantCyc MET
      Cucumis sativus PlantCyc MET
      Daucus carota subsp. sativus PlantCyc MET
      Dianthus caryophyllus PlantCyc MET
      dimethylsulfoniopropanoate biosynthesis I (Wollastonia) PlantCyc MET
      dimethylsulfoniopropanoate biosynthesis II (Spartina) PlantCyc MET
      dimethylsulfoniopropanoate biosynthesis III (algae) PlantCyc MET
      Dioscorea rotundata PlantCyc MET
      ethylene biosynthesis I (plants) PlantCyc MET
      Eucalyptus grandis PlantCyc MET
      Eutrema salsugineum PlantCyc MET
      folate transformations II PlantCyc MET
      Fragaria vesca subsp. vesca PlantCyc MET
      Glycine max PlantCyc MET
      Gossypium raimondii PlantCyc MET
      Helianthus annuus PlantCyc MET
      Hordeum vulgare subsp. vulgare PlantCyc MET
      Humulus lupulus var. lupulus PlantCyc MET
      Kalanchoe fedtschenkoi PlantCyc MET
      Kalanchoe laxiflora PlantCyc MET
      Leersia perrieri PlantCyc MET
      L-homomethionine biosynthesis PlantCyc MET
      Linum usitatissimum PlantCyc MET
      lipoate biosynthesis and incorporation I PlantCyc MET
      lipoate biosynthesis and incorporation II PlantCyc MET
      L-methionine + H2O -> methanethiol + 2-oxobutanoate + ammonium PlantCyc MET
      L-methionine + H2O -> methanethiol + ammonium + 2-oxobutanoate PlantCyc MET
      L-methionine biosynthesis II PlantCyc MET
      L-methionine degradation I (to L-homocysteine) PlantCyc MET
      L-methionine degradation II PlantCyc MET
      Lotus japonicus PlantCyc MET
      Malus domestica PlantCyc MET
      Manihot esculenta PlantCyc MET
      Marchantia polymorpha PlantCyc MET
      Medicago truncatula PlantCyc MET
      Micromonas commoda RCC299 PlantCyc MET
      Micromonas pusilla CCMP1545 PlantCyc MET
      Mimulus guttatus PlantCyc MET
      Miscanthus sinensis PlantCyc MET
      molybdenum cofactor biosynthesis PlantCyc MET
      Musa acuminata PlantCyc MET
      Nicotiana tabacum PlantCyc MET
      Olea europaea var. sylvestris PlantCyc MET
      Oropetium thomaeum PlantCyc MET
      Oryza brachyantha PlantCyc MET
      Oryza glaberrima PlantCyc MET
      Oryza punctata PlantCyc MET
      Oryza rufipogon PlantCyc MET
      Oryza sativa Japonica Group PlantCyc MET
      Ostreococcus lucimarinus PlantCyc MET
      Panicum hallii PlantCyc MET
      Panicum virgatum PlantCyc MET
      Petunia axillaris PlantCyc MET
      Phaseolus vulgaris PlantCyc MET
      Physcomitrella patens PlantCyc MET
      Populus trichocarpa PlantCyc MET
      Prunus persica PlantCyc MET
      Ricinus communis PlantCyc MET
      Rosa chinensis PlantCyc MET
      Rosa multiflora PlantCyc MET
      S-adenosyl-L-methionine biosynthesis PlantCyc MET
      S-adenosyl-L-methionine cycle II PlantCyc MET
      Salvia miltiorrhiza PlantCyc MET
      Selaginella moellendorffii PlantCyc MET
      Setaria italica PlantCyc MET
      Setaria viridis PlantCyc MET
      S-methyl-5-thio-alpha-D-ribose 1-phosphate degradation PlantCyc MET
      S-methyl-5-thio-alpha-D-ribose 1-phosphate degradation I PlantCyc MET
      S-methyl-5-thio-alpha-D-ribose 1-phosphate degradation II PlantCyc MET
      S-methyl-L-methionine cycle PlantCyc MET
      Solanum lycopersicum PlantCyc MET
      Solanum melongena PlantCyc MET
      Solanum pennellii PlantCyc MET
      Solanum tuberosum PlantCyc MET
      Sorghum bicolor PlantCyc MET
      Sphagnum fallax PlantCyc MET
      Spinacia oleracea PlantCyc MET
      Spirodela polyrhiza PlantCyc MET
      Thellungiella parvula PlantCyc MET
      Theobroma cacao PlantCyc MET
      Trifolium pratense PlantCyc MET
      Triticum aestivum PlantCyc MET
      Triticum urartu PlantCyc MET
      Vitis vinifera PlantCyc MET
      Volvox carteri PlantCyc MET
      Zea mays subsp. mays PlantCyc MET
      Zostera marina PlantCyc MET
    • Bio Activity:

      2 S-adenosyl-L-methionine + a [lipoyl-carrier protein] N6-octanoyl-L-lysine + 2 a sulfurated [sulfur carrier] + 2 a reduced [2Fe-2S] ferredoxin -> a [lipoyl-carrier protein]-N6-lipoyl-L-lysine + 2 5'-deoxyadenosine + 2 L-methionine + 2 an unsulfurated [sulfur carrier] + 2 an oxidized [2Fe-2S] ferredoxin PlantCyc MET
      2 S-adenosyl-L-methionine + a sulfurated [sulfur carrier] + dethiobiotin + 2 a reduced [2Fe-2S] ferredoxin -> an unsulfurated [sulfur carrier] + biotin + 2 5'-deoxyadenosine + 2 L-methionine + 2 an oxidized [2Fe-2S] ferredoxin PlantCyc MET
      ATP + L-methionine + H2O -> S-adenosyl-L-methionine + phosphate + diphosphate PlantCyc MET
      L-homocysteine + 5-methyltetrahydropteroyl tri-L-glutamate -> L-methionine + tetrahydropteroyl tri-L-glutamate PlantCyc MET
      L-homocysteine + a 5-methyltetrahydrofolate -> L-methionine + a tetrahydrofolate PlantCyc MET
      L-methionine -> methanethiol + (2Z)-2-aminobut-2-enoate + H+ PlantCyc MET
      L-methionine + 2-oxoglutaramate <--> 4-(methylsulfanyl)-2-oxobutanoate + L-glutamine PlantCyc MET
      L-methionine + a 2-oxo carboxylate -> 4-(methylsulfanyl)-2-oxobutanoate + a proteinogenic amino acid PlantCyc MET
      O-acetyl-L-homoserine + methanethiol -> L-methionine + acetate + H+ PlantCyc MET
      S-adenosyl-L-methionine + 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole -> 4-amino-2-methyl-5-(phosphooxymethyl)pyrimidine + 5'-deoxyadenosine + L-methionine + formate + carbon monoxide + 3 H+ PlantCyc MET
      S-adenosyl-L-methionine + 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole -> carbon monoxide + formate + L-methionine + 5'-deoxyadenosine + 4-amino-2-methyl-5-(phosphooxymethyl)pyrimidine + 4-amino-2-methyl-5-(phosphooxymethyl)pyrimidine + 5'-deoxyadenosine + L-methionine + formate + carbon monoxide + 3 H+ + 3 H+ PlantCyc MET
      S-adenosyl-L-methionine + 9-mercaptodethiobiotin -> biotin + 5'-deoxyadenosine + L-methionine + H+ PlantCyc MET
      S-adenosyl-L-methionine + a sulfurated [sulfur carrier] + dethiobiotin + 2 a reduced [2Fe-2S] ferredoxin + H+ -> an unsulfurated [sulfur carrier] + 9-mercaptodethiobiotin + 5'-deoxyadenosine + L-methionine + 2 an oxidized [2Fe-2S] ferredoxin PlantCyc MET
      S-adenosyl-L-methionine + GTP + a reduced electron acceptor -> (8S)-3',8-cyclo-7,8-dihydroguanosine 5'-triphosphate + L-methionine + 5'-deoxyadenosine + an oxidized electron acceptor + H+ PlantCyc MET
      S-adenosyl-L-methionine + L-homocysteine -> L-methionine + S-adenosyl-L-homocysteine + H+ PlantCyc MET
      S-adenosyl-L-methionine + L-homocysteine -> S-adenosyl-L-homocysteine + L-methionine + H+ PlantCyc MET
      S-adenosyl-L-methionine + L-methionine -> S-adenosyl-L-homocysteine + S-methyl-L-methionine PlantCyc MET
      S-methyl-L-methionine + L-homocysteine -> 2 L-methionine + H+ PlantCyc MET

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

Density: 1.2±0.1 g/cm3
Boiling Point: 306.9±37.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.4 mmHg at 25°C
Enthalpy of Vaporization: 60.2±6.0 kJ/mol
Flash Point: 139.4±26.5 °C
Index of Refraction: 1.531
Molar Refractivity: 38.3±0.3 cm3
#H bond acceptors: 3
#H bond donors: 3
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 0.37
ACD/LogD (pH 5.5): -1.92
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -1.93
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 89 Å2
Polarizability: 15.2±0.5 10-24cm3
Surface Tension: 50.6±3.0 dyne/cm
Molar Volume: 123.7±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) =  -2.41
    Log Kow (Exper. database match) =  -1.87
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  364.88  (Adapted Stein & Brown method)
    Melting Pt (deg C):  217.01  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.84E-007  (Modified Grain method)
    MP  (exp database):  213 dec deg C
    Subcooled liquid VP: 5.84E-005 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):  2.574e+004
       log Kow used: -1.87 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  3.27e+004 mg/L (25 deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)
     Water Sol (Exper. database match) =  5.66e+004 mg/L (25 deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  49947 mg/L
    Wat Sol (Exper. database match) =  32700.00
       Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)
    Wat Sol (Exper. database match) =  56600.00
       Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.11E-011  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.454E-012 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -1.87  (exp database)
  Log Kaw used:  -9.064  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  7.194
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9030
   Biowin2 (Non-Linear Model)     :   0.9336
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.2585  (days-weeks  )
   Biowin4 (Primary Survey Model) :   4.0613  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5313
   Biowin6 (MITI Non-Linear Model):   0.4618
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  1.0067
 Ready Biodegradability Prediction:   YES

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

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  0.00779 Pa (5.84E-005 mm Hg)
  Log Koa (Koawin est  ): 7.194
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000385 
       Octanol/air (Koa) model:  3.84E-006 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0137 
       Mackay model           :  0.0299 
       Octanol/air (Koa) model:  0.000307 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  51.2984 E-12 cm3/molecule-sec
      Half-Life =     0.209 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     2.502 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.0218 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  9.356
      Log Koc:  0.971 

 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: -1.87 (expkow database)

 Volatilization from Water:
    Henry LC:  2.11E-011 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.389E+007  hours   (1.412E+006 days)
    Half-Life from Model Lake : 3.698E+008  hours   (1.541E+007 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       0.000757        5            1000       
   Water     34.5            208          1000       
   Soil      65.5            416          1000       
   Sediment  0.0596          1.87e+003    0          
     Persistence Time: 387 hr




                    

Click to predict properties on the Chemicalize site






Advertisement