PhytoHub: Showing entry for 2-thiothiazolidine-4-carboxylic acid

2-thiothiazolidine-4-carboxylic acid

Identification

PhytoHub ID

PHUB002432

Name

2-thiothiazolidine-4-carboxylic acid

Systematic Name

(4R)-2-sulfanylidene-1,3-thiazolidine-4-carboxylic acid

Synonyms

(4R)-(-)-2-Thioxo-4-thiazolidinecarboxylic acid
(4R)-2-sulfanylidene-1,3-thiazolidine-4-carboxylic acid
(4R)-2-Thioxo-1,3-thiazolidine-4-carboxylic acid
Raphanusamic acid

CAS Number

98169-56-3

Average Mass

163.21

Monoisotopic Mass

162.976170753

Chemical Formula

C₄H₅NO₂S₂

IUPAC Name

(4R)-2-sulfanyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid

InChI Key

SQUOCHQOQMZGQP-REOHCLBHSA-N

InChI Identifier

InChI=1S/C4H5NO2S2/c6-3(7)2-1-9-4(8)5-2/h2H,1H2,(H,5,8)(H,6,7)/t2-/m0/s1

SMILES

[H][C@]1(CSC(S)=N1)C(O)=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.64e+00 g/l
LogS (ALOGPS): -1.79
LogP (ALOGPS): 0.94
Hydrogen Acceptors: 3
Hydrogen Donors: 2
Rotatable Bond Count: 1
Polar Surface Area: 49.66
Refractivity: 37.9947
Polarizability: 14.666887809268525
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): 0.4302857894759816
pKa (strongest acidic): 3.3899649321049816
Number of Rings: 1
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 3035791

Taxonomy as Metabolite

Family: N-containing compound metabolites
Class: Glucosinolate and isothiocyanate metabolites
Sub-class: Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Glucoraphanin	N-containing compounds	Glucosinolates	Not Available	Show Food Phytochemical
Sulforaphane	N-containing compounds	Isothiocyanates	Not Available	Show Food Phytochemical
Broccoli glucosinolates	N-containing compounds	Glucosinolates	Not Available	Show 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: Alpha amino acids and derivatives
Alternative Parent Names: ["Azacyclic compounds", "Carbonyl compounds", "Carboxylic acids", "Cyclic dithiocarbamic acid esters", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Organonitrogen compounds", "Organopnictogen compounds", "Organosulfur compounds", "Thiazolidinethiones"]
External Descriptor Annotations: Not Available
Substituent Names: ["Aliphatic heteromonocyclic compound", "Alpha-amino acid or derivatives", "Azacycle", "Carbonyl group", "Carboxylic acid", "Cyclic dithiocarbamic acid ester", "Dithiocarbamic acid ester", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Organosulfur compound", "Thiazolidine", "Thiazolidinethione"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(43.97152142,2.26811354);(43.98927962,2.460976363);(44.97934602,11.20428817);(44.99710422,6.892214483);(45.98717062,11.94503237);(46.00492882,1.017839557);(46.99499522,4.07912296);(48.00281982,1.016710761);(49.01064442,0.7364773025);(58.00492882,0.5747748404);(58.98241922,1.211045677);(58.99499522,2.103670412);(59.99024382,0.6755167457);(75.94359142,0.6541142464);(76.95141602,2.129676356);(89.95924062,0.7799311081);(90.96706522,2.636332973);(102.9848234,1.181169541);(103.992648,1.535832661);(115.980072,0.6609352004);(116.9701384,2.460447841);(116.9878966,0.6858110468);(117.977963,6.909056085);(117.9957212,0.8350431519);(118.9857876,1.667617475);(119.9738589,0.6203968118);(128.9878966,0.8159057794);(129.9957212,1.851682353);(144.9650525,1.975198469);(145.9728771,1.067446043);(162.9756158,4.865647789)
Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(44.97934602,3.720680843);(44.99710422,1.091659493);(45.98717062,3.509701866);(46.99499522,1.685924251);(57.01550142,1.6747076);(59.03115062,1.811727597);(71.03115062,1.384473406);(72.03897522,0.934144133);(73.01041552,1.119344399);(73.04679982,10.0236131);(74.04796012,0.857682848);(74.05462442,2.122349426);(75.02606472,3.254806482);(75.06244902,1.153023274);(89.04171392,2.955453032);(90.04953852,1.796303724);(90.96706522,0.8381077422);(91.05736312,1.638350628);(116.9701384,1.044507991);(117.036628,2.04396907);(117.977963,15.49051698);(118.9797499,0.8309803745);(118.9857876,1.059634467);(119.9738589,1.390966758);(145.9728771,3.362316448);(161.9677912,2.113543769);(162.9756158,1.565944635);(163.9834404,1.194583244);(202.035245,1.002486376);(219.9916658,2.398119339);(235.0151396,1.002113987)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(43.97152142,2.26811354);(43.98927962,2.460976363);(44.97934602,11.20428817);(44.99710422,6.892214483);(45.98717062,11.94503237);(46.00492882,1.017839557);(46.99499522,4.07912296);(48.00281982,1.016710761);(49.01064442,0.7364773025);(58.00492882,0.5747748404);(58.98241922,1.211045677);(58.99499522,2.103670412);(59.99024382,0.6755167457);(75.94359142,0.6541142464);(76.95141602,2.129676356);(89.95924062,0.7799311081);(90.96706522,2.636332973);(102.9848234,1.181169541);(103.992648,1.535832661);(115.980072,0.6609352004);(116.9701384,2.460447841);(116.9878966,0.6858110468);(117.977963,6.909056085);(117.9957212,0.8350431519);(118.9857876,1.667617475);(119.9738589,0.6203968118);(128.9878966,0.8159057794);(129.9957212,1.851682353);(144.9650525,1.975198469);(145.9728771,1.067446043);(162.9756158,4.865647789)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(43.97152142,2.26811354);(43.98927962,2.460976363);(44.97934602,11.20428817);(44.99710422,6.892214483);(45.98717062,11.94503237);(46.00492882,1.017839557);(46.99499522,4.07912296);(48.00281982,1.016710761);(49.01064442,0.7364773025);(58.00492882,0.5747748404);(58.98241922,1.211045677);(58.99499522,2.103670412);(59.99024382,0.6755167457);(75.94359142,0.6541142464);(76.95141602,2.129676356);(89.95924062,0.7799311081);(90.96706522,2.636332973);(102.9848234,1.181169541);(103.992648,1.535832661);(115.980072,0.6609352004);(116.9701384,2.460447841);(116.9878966,0.6858110468);(117.977963,6.909056085);(117.9957212,0.8350431519);(118.9857876,1.667617475);(119.9738589,0.6203968118);(128.9878966,0.8159057794);(129.9957212,1.851682353);(144.9650525,1.975198469);(145.9728771,1.067446043);(162.9756158,4.865647789)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(59.99024648,6.268052572);(62.00589655,2.241323335);(117.9779675,9.914016908);(120.0113759,4.961143884);(145.9728822,23.09622366);(163.9834469,38.20285052)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(70.02874017,2.393311394);(88.03930485,2.556750324);(117.9779675,30.93232238);(129.9957258,8.535911639);(145.9728822,18.54800443);(163.9834469,19.28562281)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(26.00252542,1.848309475);(27.02292652,1.845183015);(40.01817548,6.736952016);(44.97934745,3.288981107);(53.00219107,1.493372522);(56.97934745,2.121194755);(58.99499752,6.39729392);(59.99024648,8.02429648);(61.01064758,1.796676534);(62.00589655,1.521321608);(71.01275576,2.298004936);(71.99024648,23.57876414);(74.00589655,4.825131772);(76.95141845,3.864265476);(86.02365479,2.291841977);(86.98991214,1.845783546);(93.97796755,2.923876724);(102.0008112,2.525615474);(117.9779675,1.919289984)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(32.98044461,1.643362825);(83.99134364,2.371549879);(117.9790647,4.546322088);(127.9811729,20.80785781);(143.9583293,9.505219867);(161.9688939,46.42200832)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(57.97569358,40.28971495);(72.00910188,4.470187298);(83.99134364,5.026040134);(100.9702739,3.579364954);(115.9811729,3.572902983);(117.9968229,3.111873347);(127.9811729,12.17974317);(143.9583293,2.505863215);(144.9423449,2.654331755);(161.9688939,4.577576896)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(32.98044461,2.914052798);(57.97569358,32.78862847);(58.99609468,4.019246495);(68.99820285,3.980303043);(72.00910188,4.753820349);(84.97535923,8.959293678);(90.96816568,6.614201492);(91.96341464,7.364688122);(100.9702739,2.643732052);(102.9859239,6.52221432)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(117.97797,76.98);(117.97797,76.98);(117.97797,76.98);(117.97797,76.98);(117.97797,76.98);(163.98345,100.0);(163.98345,100.0);(163.98345,100.0);(163.98345,100.0);(163.98345,100.0);(163.98345,100.0)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(42.03383,5.44);(58.995,9.15);(59.99025,5.54);(71.01276,4.66);(76.95142,7.48);(90.96707,3.76);(105.00048,4.73);(117.97797,100.0);(117.97797,100.0);(117.97797,100.0);(117.97797,100.0);(117.97797,100.0);(120.01138,5.96);(120.01138,5.96);(129.99573,6.77);(129.99573,6.77);(129.99573,6.77);(145.97288,10.26);(145.97288,10.26);(145.97288,10.26);(145.97288,10.26);(163.98345,24.79);(163.98345,24.79);(163.98345,24.79);(163.98345,24.79);(163.98345,24.79);(163.98345,24.79)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(26.00253,10.52);(44.97935,37.49);(58.995,10.01);(59.99025,100.0);(62.0059,8.99);(71.99025,9.65);(71.99025,9.65);(74.0059,14.4);(74.0059,14.4);(76.95142,34.85);(86.0059,12.32);(86.0059,12.32);(117.97797,10.31);(117.97797,10.31);(117.97797,10.31);(117.97797,10.31);(117.97797,10.31)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(57.97569,100.0);(127.98117,14.67);(127.98117,14.67);(127.98117,14.67);(161.96889,32.54);(161.96889,32.54);(161.96889,32.54);(161.96889,32.54);(161.96889,32.54);(161.96889,32.54)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(57.97569,100.0)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(32.98044,31.22);(46.99609,8.34);(57.97569,100.0)

Food Sources

	Name	Group
	Broccoli	Vegetables, Cabbages	Publications	Show

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Glucoraphanin	Broccoli	Vegetables, Cabbages	Publications	Show
Glucoraphanin	Broccoli sprouts	Vegetables, Cabbages		Show
Sulforaphane	Broccoli sprouts	Vegetables, Cabbages		Show
Glucoraphanin	Brussel sprouts	Vegetables, Cabbages	Publications	Show
Glucoraphanin	Cabbage, red	Vegetables, Cabbages	Publications	Show
Glucoraphanin	Cauliflower	Vegetables, Cabbages	Publications	Show
Glucoraphanin	Rocket salad	Vegetables, Leaf vegetables	Publications	Show
Glucoraphanin	Swede (Rutabaga)	Vegetables, Root vegetables	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food Phytochemical	Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
Glucoraphanin	2-thiothiazolidine-4-carboxylic acid	human	plasma, urine	Not Available	Not Available	Not Available	Not Available	C₄H₅NO₂S₂	162.976170753	Detailed Intervention Studies
Sulforaphane	2-thiothiazolidine-4-carboxylic acid	human	urine	Not Available	Not Available	Not Available	Not Available	C₄H₅NO₂S₂	162.976170753
Broccoli glucosinolates	2-thiothiazolidine-4-carboxylic acid	human	urine	Not Available	Not Available	Not Available	Not Available	C₄H₅NO₂S₂	162.976170753

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for 2-thiothiazolidine-4-carboxylic acid