precursor

Showing entry for Gamma-glutamyl-S-allyl-L-cysteine

Identification

PhytoHub ID
PHUB001851
Name
Gamma-glutamyl-S-allyl-L-cysteine
Systematic Name
Not Available
Synonyms
  • GAC
  • L-γ-Glutamyl-S-allyl-L-cysteine
CAS Number
Not Available
Average Mass
290.33
Monoisotopic Mass
290.093642862
Chemical Formula
C11H18N2O5S
IUPAC Name
(2S)-2-amino-4-{[(1R)-1-carboxy-2-(prop-2-en-1-ylsulfanyl)ethyl]carbamoyl}butanoic acid
InChI Key
FUTHBNRZCFKVQZ-YUMQZZPRSA-N
InChI Identifier
InChI=1S/C11H18N2O5S/c1-2-5-19-6-8(11(17)18)13-9(14)4-3-7(12)10(15)16/h2,7-8H,1,3-6,12H2,(H,13,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1
SMILES
[H]N([H])[C@@H](CCC(=O)N([H])[C@@H](CSCC=C)C(O)=O)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
3.55e+00 g/l
LogS (ALOGPS)
-1.91
LogP (ALOGPS)
-2.67
Hydrogen Acceptors
6
Hydrogen Donors
4
Rotatable Bond Count
10
Polar Surface Area
129.72
Refractivity
70.1743
Polarizability
29.078919028633976
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
9.312056198069042
pKa (strongest acidic)
1.7778738380774473
Number of Rings
0
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Miscellaneous phytochemicals
Class
Not Available
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Carboxylic acids and derivatives
Super-class
Organic acids and derivatives
Sub-class
Amino acids, peptides, and analogues
Direct Parent Name
Dipeptides
Alternative Parent Names
["Allyl sulfur compounds", "Amino acids", "Carbonyl compounds", "Carboxylic acids", "Cysteine and derivatives", "Dialkylthioethers", "Dicarboxylic acids and derivatives", "Gamma-glutamyl amino acids", "Glutamine and derivatives", "Hydrocarbon derivatives", "L-alpha-amino acids", "Monoalkylamines", "N-acyl amines", "N-acyl-L-alpha-amino acids", "Organic oxides", "Secondary carboxylic acid amides", "Sulfenyl compounds"]
External Descriptor Annotations
Not Available
Substituent Names
["Aliphatic acyclic compound", "Allyl sulfur compound", "Alpha-amino acid", "Alpha-amino acid or derivatives", "Alpha-dipeptide", "Amine", "Amino acid", "Amino acid or derivatives", "Carbonyl group", "Carboxamide group", "Carboxylic acid", "Cysteine or derivatives", "Dialkylthioether", "Dicarboxylic acid or derivatives", "Fatty acyl", "Fatty amide", "Gamma-glutamyl alpha-amino acid", "Glutamine or derivatives", "Hydrocarbon derivative", "L-alpha-amino acid", "N-acyl-alpha amino acid or derivatives", "N-acyl-alpha-amino acid", "N-acyl-amine", "N-acyl-l-alpha-amino acid", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Organosulfur compound", "Primary aliphatic amine", "Primary amine", "Secondary carboxylic acid amide", "Sulfenyl compound", "Thioether"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(41.03857658,7.950019329);(73.01064758,1.165112684);(74.02365479,0.8219779);(75.02629764,0.9780202477);(84.04439023,1.069400538);(87.02629764,1.975865157);(88.03930485,1.09551009);(102.0549549,1.115790806);(120.0113759,1.001583942);(130.0498695,2.770321703);(144.0477614,1.290676976);(145.0317769,1.194669007);(162.058326,4.012214139);(171.0764186,2.354335356);(199.0713333,0.8200772051);(203.0484896,1.228032904);(205.0641397,1.737102803);(216.0688907,1.014252488);(217.0818979,3.932359585);(227.0848751,2.120215036);(228.0688907,1.473223349);(233.0590543,1.62196934);(243.0797898,0.8664922084);(245.0954398,10.9922692);(247.1110899,1.033695495);(249.0539689,1.280440909);(251.069619,1.374986547);(256.0638053,1.526351976);(273.0903544,9.048949626);(274.07437,2.992533745);(291.1009191,7.529649154)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(39.02292652,2.556239168);(41.03857658,10.33147609);(56.04947561,1.592894691);(70.99499752,1.100785814);(73.01064758,5.55714035);(74.02365479,0.894487901);(75.02629764,5.74805732);(84.04439023,2.239876858);(88.03930485,1.463168714);(102.0549549,1.449948806);(116.0528467,1.420543257);(120.0113759,4.994787189);(130.0498695,2.177388109);(144.0477614,0.9645540201);(145.0317769,1.109179599);(162.058326,2.888132851);(171.0764186,2.446457799);(173.0920687,1.00675816);(199.0899605,0.9842769118);(201.0328396,2.506352721);(203.0484896,4.407505955);(205.0641397,6.454126849);(217.0818979,0.9560422093);(227.0848751,1.077501903);(228.0688907,1.700049249);(233.0590543,2.420807042);(234.0430699,0.6555380624);(245.0954398,4.590754377);(249.0539689,1.182036997);(251.069619,1.227488772);(273.0903544,1.103441953)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(25.00727645,1.572067194);(27.02292652,1.859902855);(39.02292652,1.703819743);(41.03857658,9.61534345);(42.03382555,0.9980771101);(43.05422664,1.282790313);(56.04947561,9.334268767);(56.97934745,0.8610928099);(58.06512568,0.9793719348);(68.97934745,1.752173136);(70.99499752,0.9419791538);(73.01064758,3.122177582);(75.02629764,0.7499734348);(84.04439023,3.484961593);(87.02629764,1.343387654);(88.03930485,4.608619944);(89.04194771,0.6976909763);(102.0549549,3.753718875);(114.0371967,1.661141797);(116.0528467,1.611790268);(120.0113759,5.100827612);(130.0498695,1.377198246);(162.0219405,0.707966153);(162.058326,0.7059828468);(171.0764186,4.966807169);(176.0375906,1.641263551);(199.0899605,0.8220908939);(203.0484896,4.186692824);(205.0641397,2.249659405);(217.0818979,0.8262689559);(243.0797898,1.1267948)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(39.02402368,4.933122421);(73.01174474,14.53449715);(128.0353166,1.650840997);(145.0618657,1.37753577);(160.0437731,2.552571219);(205.0652369,1.336612983);(215.067345,3.808342139);(227.0859723,1.112786506);(231.0445014,3.986451056);(232.028517,2.056729289);(245.096537,4.738761774);(249.0550661,9.574438067);(271.0758015,9.049607496);(272.0598171,1.63052865);(289.0863662,18.71741054)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(32.98044461,1.460940849);(39.02402368,5.086532591);(46.99609468,0.7897112086);(70.99609468,1.260216091);(72.00910188,1.009922073);(73.01174474,24.90966235);(74.02475195,0.8138764707);(86.02475195,0.7240177806);(88.04040201,0.9859465736);(102.9859239,0.7965849535);(120.012473,0.9109146294);(128.0353166,2.239196579);(142.0332085,0.7402880462);(145.0618657,2.040835663);(160.0437731,2.112443154);(171.0775158,1.939022155);(199.0724304,1.335123752);(203.0495868,3.273929964);(205.0652369,2.279900762);(215.067345,2.832400264);(227.0859723,1.232171986);(228.0699879,0.7928963686);(231.0445014,5.780954493);(232.028517,1.442336079);(243.0808869,0.7440909854);(245.096537,1.927853766);(249.0550661,6.608352771);(271.0758015,2.213186015);(289.0863662,1.964366836)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(32.98044461,7.650196292);(39.02402368,9.451786224);(41.03967374,0.8803234941);(41.9985372,1.613698462);(44.98044461,1.03442328);(68.98044461,1.961685922);(70.99609468,1.78911175);(72.00910188,2.386485626);(73.01174474,8.573417518);(74.02475195,1.060894192);(84.04548739,0.7860612717);(86.02475195,4.389030827);(88.04040201,6.203133107);(102.0560521,1.141847432);(114.0196666,1.778622575);(117.9968229,4.431374162);(120.012473,5.682239257);(128.0353166,4.122428448);(145.0618657,3.781598589);(145.9917376,1.874968071);(160.0073876,1.094713953);(171.0775158,2.220780017);(203.0495868,1.847885056);(205.0652369,1.216236429);(215.067345,1.137571546);(231.0445014,2.136605496)

Food Sources

NameGroup
GarlicVegetables, Onion-familyShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Gamma-glutamyl-S-allyl-L-cysteine S-allylcysteinehumanNot Availablehost metabolismNot AvailableNot AvailableNot AvailableC6H11NO2S161.051049772 Publications
Gamma-glutamyl-S-allyl-L-cysteine S-Allylmercapturic acidhumanurinehost metabolismNot AvailableNot AvailableNot AvailableC8H13NO3S203.061614457 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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