precursor metabolite

Showing entry for S-Allylmercapturic acid

Identification

PhytoHub ID
PHUB001852
Name
S-Allylmercapturic acid
Systematic Name
Not Available
Synonyms
  • ALMA
  • N-Acetyl-S-allyl-L-cysteine
  • N-acetyl-S-allylcysteine
CAS Number
23127-41-5
Average Mass
203.26
Monoisotopic Mass
203.061614457
Chemical Formula
C8H13NO3S
IUPAC Name
(2R)-2-[(Z)-(1-hydroxyethylidene)amino]-3-(prop-2-en-1-ylsulfanyl)propanoic acid
InChI Key
LKRAEHUDIUJBSF-ZETCQYMHSA-N
InChI Identifier
InChI=1S/C8H13NO3S/c1-3-4-13-5-7(8(11)12)9-6(2)10/h3,7H,1,4-5H2,2H3,(H,9,10)(H,11,12)/t7-/m0/s1
SMILES
[H][C@@](CSCC=C)(\N=C(\C)O)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
9.46e-01 g/l
LogS (ALOGPS)
-2.33
LogP (ALOGPS)
0.45
Hydrogen Acceptors
4
Hydrogen Donors
2
Rotatable Bond Count
6
Polar Surface Area
69.89
Refractivity
52.05200000000001
Polarizability
20.866640545717818
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
1.2473001401123078
pKa (strongest acidic)
4.060608978324654
Number of Rings
0
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Miscellaneous phytochemicals
Class
Not Available
Sub-class
Not Available

Taxonomy as Metabolite

Metabolite Family
Miscellaneous phytochemical metabolites
Metabolite Class
Miscellaneous phytochemical metabolites
Metabolite Sub-class
Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
Gamma-glutamyl-S-allyl-L-cysteineMiscellaneous phytochemicalsNot AvailableNot AvailableShow Food Phytochemical
S-allylcysteineMiscellaneous phytochemicalsNot AvailableNot AvailableShow Food Phytochemical
Garlic sulphur-containing compoundsMiscellaneous phytochemicalsNot AvailableNot AvailableShow Food Phytochemical

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
N-acyl-L-alpha-amino acids
Alternative Parent Names
["Acetamides", "Allyl sulfur compounds", "Carbonyl compounds", "Carboxylic acids", "Cysteine and derivatives", "Dialkylthioethers", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Organonitrogen compounds", "Organopnictogen compounds", "Secondary carboxylic acid amides", "Sulfenyl compounds"]
External Descriptor Annotations
Not Available
Substituent Names
["Acetamide", "Aliphatic acyclic compound", "Allyl sulfur compound", "Carbonyl group", "Carboxamide group", "Carboxylic acid", "Cysteine or derivatives", "Dialkylthioether", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "N-acyl-l-alpha-amino acid", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Organosulfur compound", "Secondary carboxylic acid amide", "Sulfenyl compound", "Thioether"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(25.00727602,0.9425159599);(26.01510062,0.7976667845);(27.02292522,1.550406846);(39.02292522,4.63218363);(40.03074982,4.369825752);(41.00219012,2.248544099);(41.03857442,12.86714399);(42.01001472,0.8494246189);(42.04639902,1.704774098);(43.01783932,7.193673997);(43.05422362,1.029481798);(43.98927962,1.166299426);(44.02566392,1.472740292);(44.99710422,5.860520658);(45.03348852,1.757587283);(46.99499522,1.025272808);(58.02873712,1.91380829);(59.03656172,1.242263964);(72.00281982,0.8072323899);(73.01064442,0.9083581151);(74.01846902,1.037808494);(75.02629362,0.7382819493);(157.0555793,0.9450939457);(158.0634039,0.7284452436);(160.0062845,0.7187278197);(161.0141091,1.113363254);(161.0504934,0.8047433854);(163.0297583,1.178577066);(185.0504934,1.007406801);(186.058318,0.8517639945);(188.0375829,1.444915244)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(25.00727602,0.9425159599);(26.01510062,0.7976667845);(27.02292522,1.550406846);(39.02292522,4.63218363);(40.03074982,4.369825752);(41.00219012,2.248544099);(41.03857442,12.86714399);(42.01001472,0.8494246189);(42.04639902,1.704774098);(43.01783932,7.193673997);(43.05422362,1.029481798);(43.98927962,1.166299426);(44.02566392,1.472740292);(44.99710422,5.860520658);(45.03348852,1.757587283);(46.99499522,1.025272808);(58.02873712,1.91380829);(59.03656172,1.242263964);(72.00281982,0.8072323899);(73.01064442,0.9083581151);(74.01846902,1.037808494);(75.02629362,0.7382819493);(157.0555793,0.9450939457);(158.0634039,0.7284452436);(160.0062845,0.7187278197);(161.0141091,1.113363254);(161.0504934,0.8047433854);(163.0297583,1.178577066);(185.0504934,1.007406801);(186.058318,0.8517639945);(188.0375829,1.444915244)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(27.02292652,1.044120779);(41.03857658,10.47876403);(43.01784114,2.232919448);(73.01064758,1.568501645);(75.02629764,1.303889863);(84.04439023,1.105617797);(87.02629764,2.518830707);(88.03930485,1.472637204);(116.0528467,1.075024388);(120.0113759,1.490586402);(130.0498695,9.52713726);(144.0477614,1.98806238);(145.0317769,1.660178396);(146.0270259,1.869042586);(158.0634114,3.558796967);(162.0219405,3.116689142);(162.058326,5.628252888);(164.0375906,3.360135063);(186.058326,9.148759588);(204.0688907,16.2115561)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(39.02292652,3.934321459);(41.03857658,14.02489731);(43.01784114,1.572065178);(60.04439023,1.127932334);(70.99499752,1.546932407);(73.01064758,6.907177918);(75.02629764,7.257091492);(84.04439023,1.962608228);(88.03930485,1.960398533);(102.9848268,1.311770978);(116.0164612,1.547670527);(116.0528467,2.149767793);(118.0321113,1.77085259);(120.0113759,6.722330881);(130.0498695,3.453300319);(144.0477614,1.156597001);(146.0270259,4.234709301);(158.0634114,1.579508769);(160.0062905,2.3008416);(162.0219405,4.754843536);(162.058326,1.612095503);(164.0375906,4.237036544);(186.058326,1.403759397);(204.0688907,1.559545381)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(15.02292652,1.253065963);(25.00727645,3.650607596);(27.02292652,2.849437898);(39.02292652,2.674326282);(41.03857658,13.42210903);(43.01784114,4.597621254);(43.05422664,1.577634406);(44.97934745,1.172630019);(46.99499752,1.71203155);(56.97934745,1.378856652);(58.99499752,1.202446173);(60.04439023,1.658380583);(68.97934745,2.862125318);(70.99499752,1.293590902);(73.01064758,4.31544416);(84.04439023,9.506699896);(86.0600403,1.148373377);(88.03930485,5.839332804);(116.0164612,5.787111145);(116.0528467,1.531817226);(118.0321113,1.719097645);(120.0113759,5.63500383);(130.0498695,2.373672801);(146.0270259,1.504965248)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(39.02402368,5.317303923);(73.01174474,15.45700417);(128.0353166,5.241842184);(144.012473,3.420626577);(158.0645086,3.19811069);(160.0437731,7.436930469);(162.0230377,13.14781596);(184.0437731,5.466452287);(202.0543378,21.74267738)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(32.98044461,1.757835339);(39.02402368,5.760237609);(41.00328823,1.722665542);(58.02983733,3.989856941);(70.99609468,1.542081651);(73.01174474,26.52900711);(84.04548739,1.985333854);(86.02475195,1.231023767);(116.0175584,3.764382095);(118.0332085,1.42524463);(120.012473,3.301899722);(128.0353166,4.707326783);(144.012473,4.759066509);(158.0645086,1.660085585);(160.0437731,2.824245053);(162.0230377,9.563969077);(184.0437731,1.476644498);(202.0543378,2.516850373)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(32.98044461,10.97059407);(39.02402368,11.19707403);(41.00328823,4.134387197);(41.9985372,1.772104652);(58.02983733,12.13854897);(68.98044461,2.302946398);(70.99609468,2.100350731);(73.01174474,6.908864062);(84.04548739,3.367455961);(86.02475195,4.017971568);(88.04040201,2.087065475);(117.9968229,3.416588476);(120.012473,5.431108862);(128.0353166,3.513908113);(144.012473,2.892442284);(145.9917376,2.346581964);(162.0230377,1.781665463)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(41.03858,15.78);(73.01065,49.35);(75.0263,30.22);(87.0263,10.7);(99.0263,25.69);(102.98483,28.59);(105.00048,39.65);(114.98483,10.14);(117.00048,22.26);(120.01138,10.63);(130.04987,6.61);(145.03178,100.0);(158.06341,14.06);(160.04268,10.25);(164.03759,9.47);(204.06889,52.84)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(41.03858,9.64);(73.01065,18.65);(75.0263,6.93);(84.04439,100.0);(86.06004,5.02);(88.0393,35.49);(99.0263,6.71);(102.98483,6.13);(105.00048,16.18);(116.01646,5.49);(118.03211,5.05);(120.01138,32.5);(130.04987,20.88);(146.02703,9.21);(146.02703,9.21)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(39.02293,12.89);(41.03858,100.0);(42.03383,12.18);(44.97935,26.95);(46.995,15.89);(58.995,10.04);(70.995,12.61);(73.01065,45.02);(75.0263,7.13);(84.04439,31.27)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(43.01894,10.74);(73.01174,100.0);(117.99682,7.88);(128.03532,21.83);(144.01247,7.35);(144.01247,7.35);(162.02304,22.37);(202.05434,31.72)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(32.98044,26.37);(58.02984,30.12);(70.99609,43.09);(73.01174,23.54);(84.04549,100.0);(86.02475,53.53);(86.06114,37.9);(112.0404,61.85);(112.0404,61.85);(128.03532,82.09);(130.05097,45.62);(162.02304,20.88)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(32.98044,64.81);(58.02984,21.42);(68.98044,31.42);(70.99609,53.37);(73.01174,100.0)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
Gamma-glutamyl-S-allyl-L-cysteineGarlicVegetables, Onion-familyShow
S-allylcysteineGarlicVegetables, Onion-family PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Gamma-glutamyl-S-allyl-L-cysteine S-Allylmercapturic acidhumanurinehost metabolismNot AvailableNot AvailableNot AvailableC8H13NO3S203.061614457 Publications
S-allylcysteine S-Allylmercapturic acidhumanurinehost metabolismNot AvailableNot AvailableNot AvailableC8H13NO3S203.061614457 Publications
Garlic sulphur-containing compounds S-Allylmercapturic acidhumanurineNot AvailableNot AvailableNot AvailableNot AvailableC8H13NO3S203.061614457 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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