PhytoHub: Showing entry for Allyl isothiocyanate

Allyl isothiocyanate

Identification

PhytoHub ID

PHUB000822

Name

Allyl isothiocyanate

Systematic Name

Not Available

Synonyms

2-Propenyl isothiocyanate
AITC

CAS Number

57-06-7

Average Mass

99.15

Monoisotopic Mass

99.014270339

Chemical Formula

C₄H₅NS

IUPAC Name

3-isothiocyanatoprop-1-ene

InChI Key

ZOJBYZNEUISWFT-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C4H5NS/c1-2-3-5-4-6/h2H,1,3H2

SMILES

C=CCN=C=S

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 3.21e-01 g/l
LogS (ALOGPS): -2.49
LogP (ALOGPS): 1.90
Hydrogen Acceptors: 1
Hydrogen Donors: 0
Rotatable Bond Count: 2
Polar Surface Area: 12.36
Refractivity: 30.491799999999998
Polarizability: 10.514580270585387
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): 0.6482851564875798
pKa (strongest acidic): Not Available
Number of Rings: 0
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: No
Veber's Rule: Yes
MDDR-like Rule: No

External Links

ChEBI: 73224
PubChem: 5971
Chemistry Dashboard: DTXSID3020047
MetaboLights: MTBLC73224
FooDB (Compounds): FDB012440
PeakForestCompound: 000622

Taxonomy as Food Phytochemical

Family: N-containing compounds
Class: Isothiocyanates
Sub-class: Not Available

Taxonomy as Metabolite

Metabolite Family: Not Available
Metabolite Class: Not Available
Metabolite Sub-class: Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Sinigrin	N-containing compounds	Glucosinolates	Not Available	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Isothiocyanates
Super-class: Organosulfur compounds
Sub-class: Not Available
Direct Parent Name: Isothiocyanates
Alternative Parent Names: ["Hydrocarbon derivatives", "Organonitrogen compounds", "Organopnictogen compounds", "Propargyl-type 1,3-dipolar organic compounds"]
External Descriptor Annotations: ["isothiocyanate"]
Substituent Names: ["Aliphatic acyclic compound", "Hydrocarbon derivative", "Isothiocyanate", "Organic 1,3-dipolar compound", "Organic nitrogen compound", "Organonitrogen compound", "Organopnictogen compound", "Propargyl-type 1,3-dipolar organic compound"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

GC-MS	EI-B	positive	Not Available	View Spectrum	(32.0,4.01);(37.0,6.63);(38.0,12.07);(39.0,76.42);(40.0,8.02);(41.0,88.01);(42.0,2.76);(44.0,7.9);(45.0,12.31);(46.0,1.91);(51.0,1.24);(52.0,1.23);(54.0,1.14);(58.0,5.94);(59.0,5.73);(60.0,2.06);(67.0,1.18);(69.0,1.47);(70.0,7.97);(71.0,9.66);(72.0,31.94);(73.0,1.56);(74.0,1.09);(98.0,5.83);(99.0,99.99);(100.0,5.78);(101.0,4.48)
GC-MS	EI-B	positive	Not Available	View Spectrum	(32.0,4.01);(37.0,6.63);(38.0,12.07);(39.0,76.42);(40.0,8.02);(41.0,88.01);(42.0,2.76);(44.0,7.9);(45.0,12.31);(46.0,1.91);(51.0,1.24);(52.0,1.23);(54.0,1.14);(58.0,5.94);(59.0,5.73);(60.0,2.06);(67.0,1.18);(69.0,1.47);(70.0,7.97);(71.0,9.66);(72.0,31.94);(73.0,1.56);(74.0,1.09);(98.0,5.83);(99.0,99.99);(100.0,5.78);(101.0,4.48)
Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(23.99945142,0.8283571994);(25.00727602,6.843683503);(26.00252462,1.07884965);(26.01510062,2.65648627);(27.02292522,4.955415772);(28.03074982,2.637318221);(29.03857442,2.563800642);(38.01510062,0.6471259937);(39.02292522,6.248505653);(40.03074982,3.784139809);(41.03857442,26.03284932);(42.04199366,0.8937562031);(43.97152142,3.907572762);(44.97934602,4.776261173);(45.98717062,0.8593970718);(46.99499522,0.7490913215);(49.01064442,0.5969249283);(54.03382302,0.591547325);(55.04164762,0.9120781437);(58.98241922,5.841965515);(59.99024382,2.501096389);(65.02599842,0.8951390806);(66.03382302,0.9876896098);(70.98241922,0.6160991466);(71.99024382,3.690961371);(72.99806842,1.074867251);(74.00589302,0.6483815095);(82.98241922,0.4973385621);(83.99024382,2.27462682);(98.00589302,2.865099271);(99.01371762,6.543574513)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(25.00727602,6.403350312);(26.01510062,2.485563831);(27.02292522,4.636576651);(28.03074982,2.467629084);(29.03857442,2.39884174);(39.02292522,5.846467127);(40.03074982,3.540662396);(41.03857442,24.3578555);(43.97152142,3.656153481);(44.97934602,4.468949136);(58.98241922,5.46608441);(59.99024382,2.340171976);(71.99024382,3.453479203);(98.00589302,2.680754349);(99.01371762,6.1225508)
LC-MS/MS	Quattro_QQQ	Positive	low	View Spectrum	(41.24,89.408);(41.6,13.365);(59.15,27.906);(66.98,27.844);(72.47,16.319);(73.23,36.424);(83.07,12.052);(99.4,19.451);(99.69,100.0)
LC-MS/MS	Quattro_QQQ	Positive	med	View Spectrum	(39.28,32.89);(41.28,100.0);(41.54,48.385);(45.11,36.09);(58.74,33.814);(66.92,88.253);(72.8,50.288);(100.05,37.764)
LC-MS/MS	Quattro_QQQ	Positive	high	View Spectrum	(39.21,79.407);(39.5,87.69);(41.1,100.0)
LC-MS/MS	EI-B (HITACHI M-80B)	Positive	Not Available	View Spectrum	(32.0,0.04004004);(37.0,0.0660660661);(38.0,0.1211211211);(39.0,0.7647647648);(40.0,0.0800800801);(41.0,0.8808808809);(42.0,0.028028028);(44.0,0.0790790791);(45.0,0.1231231231);(46.0,0.019019019);(51.0,0.012012012);(52.0,0.012012012);(54.0,0.011011011);(58.0,0.0590590591);(59.0,0.0570570571);(60.0,0.021021021);(67.0,0.012012012);(69.0,0.015015015);(70.0,0.0800800801);(71.0,0.0970970971);(72.0,0.3193193193);(73.0,0.016016016);(74.0,0.011011011);(98.0,0.0580580581);(99.0,1.0);(100.0,0.0580580581);(101.0,0.045045045)
LC-MS/MS	LC-ESI-Q	Negative	high	View Spectrum	(52.496,0.015);(55.946,0.014);(56.124,0.014);(57.974,0.32);(64.188,0.015);(70.995,0.016);(72.782,0.023);(98.006,1.0);(98.022,0.018)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(27.0234751,0.862517188);(28.01872406,0.0006578245);(41.03912516,19.80287958);(46.9955461,0.342879369);(49.01119616,0.0576890188);(52.01872406,0.6269082376);(54.03437413,1.745289001);(59.99079506,4.596276689);(74.00644513,0.3467779285);(83.99079506,1.695492841);(100.0220952,69.92263233)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(27.0234751,1.502358927);(28.01872406,0.0354366367);(41.03912516,56.56440149);(46.9955461,0.3932181956);(49.01119616,0.094447778);(52.01872406,3.229136288);(54.03437413,2.081152678);(59.99079506,3.15276441);(74.00644513,3.188761649);(83.99079506,4.700189648);(100.0220952,25.0581323)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(27.0234751,1.675759518);(28.01872406,0.0289230645);(41.03912516,82.97233086);(46.9955461,0.336343192);(49.01119616,0.1074435559);(52.01872406,0.3878055864);(54.03437413,1.031998147);(59.99079506,8.359188066);(74.00644513,0.5207291019);(83.99079506,4.426209122);(100.0220952,0.1532697887)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(15.0234751,0.1141066448);(25.00782503,0.1677416559);(26.003074,0.0037631686);(39.0234751,0.4498603909);(44.97989603,4.438901479);(46.9955461,2.046857875);(50.003074,0.8782932909);(52.01872406,2.657778164);(57.975145,6.52131259);(71.99079506,0.4599011936);(81.975145,0.3848594113);(98.00644513,81.87662414)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(15.0234751,0.5636296356);(25.00782503,0.2066310387);(26.003074,0.0187356265);(39.0234751,2.877682735);(44.97989603,1.691834672);(46.9955461,1.167146014);(50.003074,1.94819344);(52.01872406,5.679377003);(57.975145,39.78494611);(71.99079506,0.8751923025);(81.975145,0.280664437);(98.00644513,44.90596699)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(15.0234751,0.2045992634);(25.00782503,0.1822699397);(26.003074,0.2267292361);(39.0234751,7.326835328);(44.97989603,1.743629458);(46.9955461,0.639203029);(50.003074,1.561189599);(52.01872406,3.961984046);(57.975145,80.69682202);(71.99079506,2.437159272);(81.975145,0.3924154787);(98.00644513,0.6271633342)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(41.03858,33.28);(59.99025,36.33);(100.02155,100.0)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(41.03858,50.14);(56.04948,100.0);(59.99025,61.43);(66.03383,69.41);(71.99025,72.33);(100.02155,41.18)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(39.02293,61.71);(40.01818,30.32);(54.03383,22.2);(56.04948,100.0);(71.99025,43.33)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(57.97569,100.0);(98.00699,30.96)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(57.97569,100.0)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(57.97569,100.0)

Food Sources

	Name	Group
	Horseradish	Herbs and Spices	Publications	Show
	Mustard	Condiments and seasonings	Publications	Show

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Sinigrin	Broccoli	Vegetables, Cabbages	Publications	Show
Sinigrin	Brussel sprouts	Vegetables, Cabbages	Publications	Show
Sinigrin	Cabbage, White	Vegetables, Cabbages	Publications	Show
Sinigrin	Cabbage, red	Vegetables, Cabbages	Publications	Show
Sinigrin	Capers	Herbs and Spices	Publications	Show
Sinigrin	Cauliflower	Vegetables, Cabbages	Publications	Show
Sinigrin	Common cabbage	Vegetables, Cabbages	Publications	Show
Sinigrin	Horseradish	Herbs and Spices	Publications	Show
Sinigrin	Kale	Vegetables, Cabbages	Publications	Show
Sinigrin	Mustard	Condiments and seasonings	Publications	Show
Sinigrin	Savoy cabbage	Vegetables, Cabbages	Publications	Show
Sinigrin	Wasabi	Herbs and Spices	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
Allyl isothiocyanate	Allyl isothiocyanate-N-acetyl-L-cysteine	human	plasma, urine	Not Available	Not Available	Not Available	Not Available			Detailed Intervention Studies
Allyl isothiocyanate	Allyl isothiocyanate-glutathione	human	plasma	Not Available	Not Available	Not Available	Not Available			Detailed Intervention Studies
Allyl isothiocyanate	Allyl isothiocyanate-cysteine	human	plasma	Not Available	Not Available	Not Available	Not Available			Detailed Intervention Studies
Allyl isothiocyanate	Allyl isothiocyanate-cysteine-glycine	human	plasma	Not Available	Not Available	Not Available	Not Available			Detailed Intervention Studies
Sinigrin	Allyl isothiocyanate	human	urine	Not Available	Not Available	Not Available	Not Available	C₄H₅NS	99.014270339		Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Allyl isothiocyanate