ChemSpider 2D Image | L-(+)-Cysteine | C3H7NO2S


  • Molecular FormulaC3H7NO2S
  • Average mass121.158 Da
  • Monoisotopic mass121.019745 Da
  • ChemSpider ID5653
  • defined stereocentres - 1 of 1 defined stereocentres

More details:

Featured data source

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

(+)-2-Amino-3-mercaptopropionic acid
(2R)-2-amino-3-mercaptopropanoic acid
(2R)-2-amino-3-sulfanylpropanoic acid
(2R)-2-Amino-3-sulfanylpropansäure [German]
(R)-2-amino-3-mercapto-Propanoic acid
(R)-2-Amino-3-mercaptopropionic acid

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

3263 [DBID]
6162 [DBID]
K848JZ4886 [DBID]
MFCD00064306 [DBID]
30089_FLUKA [DBID]
AI3-26559 [DBID]
AIDS002953 [DBID]
AIDS-002953 [DBID]
bmse000034 [DBID]
  • References
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      White crystals; Sulferous aroma Food and Agriculture Organization of the United Nations L-Cysteine
      white solid OU Chemical Safety Data (No longer updated) More details
    • Stability:

      Stable, but may be air sensitive. Incompatible with oxidizingagents, bases. OU Chemical Safety Data (No longer updated) More details
    • Toxicity:

      Organic Compound; Amine; Drug; Food Toxin; Dietary Supplement; Metabolite; Nutraceutical; Uremic Toxin; Household Toxin; Natural Compound; Nutritional Support; Supplement Toxin, Toxin-Target Database T3D4156
      ORL-RAT LD50 1890 mg kg-1, SCU-RAT LD50 1550 mg kg-1, ORL-MUS LD50 660 mg kg-1, IPR-MUS LD50 1400 mg kg-1 OU Chemical Safety Data (No longer updated) More details
    • Safety:

      22 Alfa Aesar A10435
      36/37 Alfa Aesar A10435
      36-60 Alfa Aesar A10435
      H302 Alfa Aesar A10435
      P264-P270-P301+P312-P330-P501a Alfa Aesar A10435
      Safety glasses. OU Chemical Safety Data (No longer updated) More details
      Warning Alfa Aesar A10435
      WARNING: Not for human consumption, may irriate skin & eyes. Alfa Aesar A10435
      WARNING: Not sold for human treatment, trials or use Alfa Aesar A10435
    • Chemical Class:

      A cysteinyl radical derived from <stereo>L</stereo>-cysteine. ChEBI CHEBI:17561, CHEBI:32736, CHEBI:35235
      A cysteinyl radical derived from L-cysteine. ChEBI, CHEBI:32736,, CHEBI:35235
      An optically active form of cysteine having <stereo>L</stereo>-configuration. ChEBI CHEBI:17561, CHEBI:32736, CHEBI:35235
      An optically active form of cysteine having L-configuration. ChEBI, CHEBI:17561
    • Compound Source:

      [2Fe-2S] iron-sulfur cluster biosynthesis PlantCyc CYS
      Aegilops tauschii PlantCyc CYS
      Amaranthus hypochondriacus PlantCyc CYS
      Amborella trichopoda PlantCyc CYS
      Anacardium occidentale PlantCyc CYS
      Ananas comosus PlantCyc CYS
      Aquilegia coerulea PlantCyc CYS
      Arabidopsis halleri PlantCyc CYS
      Arabidopsis lyrata PlantCyc CYS
      Arabidopsis thaliana col PlantCyc CYS
      Asparagus officinalis PlantCyc CYS
      Beta vulgaris subsp. vulgaris PlantCyc CYS
      Boechera stricta PlantCyc CYS
      Brachypodium distachyon PlantCyc CYS
      Brassica napus PlantCyc CYS
      Brassica oleracea var. capitata PlantCyc CYS
      Brassica oleracea var. oleracea PlantCyc CYS
      Brassica rapa FPsc PlantCyc CYS
      Brassica rapa subsp. pekinensis PlantCyc CYS
      Calotropis gigantea PlantCyc CYS
      Camptotheca acuminata PlantCyc CYS
      Cannabis sativa PlantCyc CYS
      Capsella grandiflora PlantCyc CYS
      Capsella rubella PlantCyc CYS
      Capsicum annuum PlantCyc CYS
      Carica papaya PlantCyc CYS
      Catharanthus roseus PlantCyc CYS
      Chenopodium quinoa PlantCyc CYS
      Chlamydomonas reinhardtii PlantCyc CYS
      Chromochloris zofingiensis PlantCyc CYS
      Cicer arietinum PlantCyc CYS
      Citrus clementina PlantCyc CYS
      Citrus sinensis PlantCyc CYS
      Coccomyxa subellipsoidea C-169 PlantCyc CYS
      coenzyme A biosynthesis I (prokaryotic) PlantCyc CYS
      coenzyme A biosynthesis II (eukaryotic) PlantCyc CYS
      Corchorus capsularis PlantCyc CYS
      Cucumis sativus PlantCyc CYS
      cyanide degradation PlantCyc CYS
      cyanide detoxification I PlantCyc CYS
      Daucus carota subsp. sativus PlantCyc CYS
      Dianthus caryophyllus PlantCyc CYS
      Dioscorea rotundata PlantCyc CYS
      Eucalyptus grandis PlantCyc CYS
      Eutrema salsugineum PlantCyc CYS
      farnesylcysteine salvage pathway PlantCyc CYS
      Fragaria vesca subsp. vesca PlantCyc CYS
      gamma-glutamyl cycle PlantCyc CYS
      gamma-glutamyl cycle (plant pathway) PlantCyc CYS
      glutathione biosynthesis PlantCyc CYS
      glutathione degradation PlantCyc CYS
      Glycine max PlantCyc CYS
      Gossypium raimondii PlantCyc CYS
      Helianthus annuus PlantCyc CYS
      homocysteine and cysteine interconversion PlantCyc CYS
      homoglutathione biosynthesis PlantCyc CYS
      Hordeum vulgare subsp. vulgare PlantCyc CYS
      Humulus lupulus var. lupulus PlantCyc CYS
      indole glucosinolate activation (herbivore attack) PlantCyc CYS
      Kalanchoe fedtschenkoi PlantCyc CYS
      Kalanchoe laxiflora PlantCyc CYS
      L-alanine biosynthesis III PlantCyc CYS
      L-cystathionine + H2O -> 2-oxobutanoate + L-cysteine + ammonium PlantCyc CYS
      L-cystathionine + H2O -> L-cysteine + 2-oxobutanoate + ammonium PlantCyc CYS
      L-cysteine + an unsulfurated [sulfur carrier] -> L-alanine + a sulfurated [sulfur carrier] PlantCyc CYS
      L-cysteine + H2O -> pyruvate + ammonium + hydrogen sulfide PlantCyc CYS
      L-cysteine + H2O -> pyruvate + hydrogen sulfide + ammonium PlantCyc CYS
      L-cysteine biosynthesis I PlantCyc CYS
      L-cysteine biosynthesis III (from L-homocysteine) PlantCyc CYS
      L-cysteine degradation II PlantCyc CYS
      Leersia perrieri PlantCyc CYS
      Linum usitatissimum PlantCyc CYS
      L-methionine biosynthesis II PlantCyc CYS
      Lotus japonicus PlantCyc CYS
      Malus domestica PlantCyc CYS
      Manihot esculenta PlantCyc CYS
      Marchantia polymorpha PlantCyc CYS
      Medicago truncatula PlantCyc CYS
      Micromonas commoda RCC299 PlantCyc CYS
      Micromonas pusilla CCMP1545 PlantCyc CYS
      Mimulus guttatus PlantCyc CYS
      Miscanthus sinensis PlantCyc CYS
      molybdenum cofactor biosynthesis PlantCyc CYS
      Musa acuminata PlantCyc CYS
      Nicotiana tabacum PlantCyc CYS
      Olea europaea var. sylvestris PlantCyc CYS
      Oropetium thomaeum PlantCyc CYS
      Oryza brachyantha PlantCyc CYS
      Oryza glaberrima PlantCyc CYS
      Oryza punctata PlantCyc CYS
      Oryza rufipogon PlantCyc CYS
      Oryza sativa Japonica Group PlantCyc CYS
      Ostreococcus lucimarinus PlantCyc CYS
      Panicum hallii PlantCyc CYS
      Panicum virgatum PlantCyc CYS
      Petunia axillaris PlantCyc CYS
      Phaseolus vulgaris PlantCyc CYS
      Physcomitrella patens PlantCyc CYS
      Populus trichocarpa PlantCyc CYS
      Prunus persica PlantCyc CYS
      Ricinus communis PlantCyc CYS
      Rosa chinensis PlantCyc CYS
      Rosa multiflora PlantCyc CYS
      Salvia miltiorrhiza PlantCyc CYS
      Selaginella moellendorffii PlantCyc CYS
      Setaria italica PlantCyc CYS
      Setaria viridis PlantCyc CYS
      Solanum lycopersicum PlantCyc CYS
      Solanum melongena PlantCyc CYS
      Solanum pennellii PlantCyc CYS
      Solanum tuberosum PlantCyc CYS
      Sorghum bicolor PlantCyc CYS
      Sphagnum fallax PlantCyc CYS
      Spinacia oleracea PlantCyc CYS
      Spirodela polyrhiza PlantCyc CYS
      Thellungiella parvula PlantCyc CYS
      Theobroma cacao PlantCyc CYS
      thio-molybdenum cofactor biosynthesis PlantCyc CYS
      Trifolium pratense PlantCyc CYS
      Triticum aestivum PlantCyc CYS
      Triticum urartu PlantCyc CYS
      Vitis vinifera PlantCyc CYS
      Volvox carteri PlantCyc CYS
      Zea mays subsp. mays PlantCyc CYS
      Zostera marina PlantCyc CYS
    • Bio Activity:

      (R)-4'-phosphopantothenate + L-cysteine + ATP -> (R)-4'-phosphopantothenoyl-L-cysteine + AMP + diphosphate + H+ PlantCyc CYS
      (R)-4'-phosphopantothenate + L-cysteine + CTP -> (R)-4'-phosphopantothenoyl-L-cysteine + CMP + diphosphate + H+ PlantCyc CYS
      a [cysteine desulfurase]-S-sulfanyl-[disordered-form scaffold protein] complex + L-cysteine -> an S-sulfanyl-[cysteine desulfurase]-S-sulfanyl-[disordered-form scaffold protein] complex + L-alanine PlantCyc CYS
      an [L-cysteine desulfurase]-L-cysteine + L-cysteine -> an [L-cysteine desulfurase]-S-sulfanyl-L-cysteine + L-alanine PlantCyc CYS
      indole-3-carbinol + L-cysteine -> indol-3-ylmethyl-cysteine + H2O PlantCyc CYS
      L-cystathionine -> (2Z)-2-aminobut-2-enoate + L-cysteine + H+ PlantCyc CYS
      L-cystathionine -> L-cysteine + (2Z)-2-aminobut-2-enoate + H+ PlantCyc CYS
      L-cystathionine + H2O -> 2-oxobutanoate + L-cysteine + ammonium PlantCyc CYS
      L-cystathionine + H2O -> L-cysteine + 2-oxobutanoate + ammonium PlantCyc CYS
      L-cysteine -> 2-aminoprop-2-enoate + hydrogen sulfide PlantCyc CYS
      L-cysteine + hydrogen cyanide -> hydrogen sulfide + 3-cyano-L-alanine + H+ PlantCyc CYS
      L-cysteine + L-glutamate + ATP -> gamma-L-glutamyl-L-cysteine + ADP + phosphate + H+ PlantCyc CYS
      L-cysteine + MoO2-molybdopterin cofactor + a reduced electron acceptor -> L-alanine + thio-molybdenum cofactor + an oxidized electron acceptor + H2O PlantCyc CYS
      L-cysteine + O-phospho-L-homoserine -> L-cystathionine + phosphate PlantCyc CYS
      L-cysteine + O-succinyl-L-homoserine <--> succinate + L-cystathionine + H+ PlantCyc CYS
      L-cysteine desulfurase + L-cysteine -> an S-sulfanyl-[L-cysteine desulfurase] + L-alanine PlantCyc CYS
      L-cysteinyl-glycine + H2O -> L-cysteine + glycine PlantCyc CYS
      L-glutamate + L-cysteine + ATP -> gamma-L-glutamyl-L-cysteine + ADP + phosphate + H+ PlantCyc CYS
      O-acetyl-L-serine + hydrogen sulfide -> L-cysteine + acetate + H+ PlantCyc CYS
      O-succinyl-L-homoserine + L-cysteine <--> L-cystathionine + succinate + H+ PlantCyc CYS
      S-(2E,6E)-farnesyl-L-cysteine + oxygen + H2O -> (2E,6E)-farnesal + L-cysteine + hydrogen peroxide PlantCyc CYS

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.3±0.1 g/cm3
Boiling Point: 293.9±35.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.3 mmHg at 25°C
Enthalpy of Vaporization: 58.7±6.0 kJ/mol
Flash Point: 131.5±25.9 °C
Index of Refraction: 1.550
Molar Refractivity: 28.9±0.3 cm3
#H bond acceptors: 3
#H bond donors: 3
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 0
ACD/LogP: 0.23
ACD/LogD (pH 5.5): -2.50
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -2.53
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 102 Å2
Polarizability: 11.5±0.5 10-24cm3
Surface Tension: 59.0±3.0 dyne/cm
Molar Volume: 90.8±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) =  -3.05
    Log Kow (Exper. database match) =  -2.49
       Exper. Ref:  Hansch,C et al. (1995)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  348.64  (Adapted Stein & Brown method)
    Melting Pt (deg C):  199.27  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  6.73E-007  (Modified Grain method)
    MP  (exp database):  240 dec deg C
    Subcooled liquid VP: 0.000142 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):  1.132e+005
       log Kow used: -2.49 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  2.77e+005 mg/L (25 deg C)
        Exper. Ref:  BEILSTEIN

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1.5081e+005 mg/L
    Wat Sol (Exper. database match) =  277000.00
       Exper. Ref:  BEILSTEIN

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   5.30E-011  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  9.477E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -2.49  (exp database)
  Log Kaw used:  -8.664  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  6.174
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9164
   Biowin2 (Non-Linear Model)     :   0.9544
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.3205  (days-weeks  )
   Biowin4 (Primary Survey Model) :   4.1018  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5649
   Biowin6 (MITI Non-Linear Model):   0.5518
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  1.0603
 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):  0.0189 Pa (0.000142 mm Hg)
  Log Koa (Koawin est  ): 6.174
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000158 
       Octanol/air (Koa) model:  3.66E-007 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.00569 
       Mackay model           :  0.0125 
       Octanol/air (Koa) model:  2.93E-005 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  79.6245 E-12 cm3/molecule-sec
      Half-Life =     0.134 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.612 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.0091 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  2.75
      Log Koc:  0.439 

 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: -2.49 (expkow database)

 Volatilization from Water:
    Henry LC:  5.3E-011 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.216E+007  hours   (5.066E+005 days)
    Half-Life from Model Lake : 1.326E+008  hours   (5.527E+006 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       0.00191         3.22         1000       
   Water     34.5            208          1000       
   Soil      65.4            416          1000       
   Sediment  0.0597          1.87e+003    0          
     Persistence Time: 386 hr


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