PhytoHub: Showing entry for Sulforaphane

Sulforaphane

Identification

PhytoHub ID

PHUB000821

Name

Sulforaphane

Systematic Name

1-isothiocyanato-4-(methylsulfinyl)butane

Synonyms

1-Isothiocyanato-4-(methanesulfinyl)butane
4-isothiocyanatobutyl methyl sulfoxide
4-Methylsulfinyl butyl isothiocyanate

CAS Number

4478-93-7

Average Mass

177.28

Monoisotopic Mass

177.028206326

Chemical Formula

C₆H₁₁NOS₂

IUPAC Name

1-isothiocyanato-4-methanesulfinylbutane

InChI Key

SUVMJBTUFCVSAD-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3

SMILES

CS(=O)CCCCN=C=S

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.55e+00 g/l
LogS (ALOGPS): -1.84
LogP (ALOGPS): 1.24
Hydrogen Acceptors: 2
Hydrogen Donors: 0
Rotatable Bond Count: 5
Polar Surface Area: 29.43
Refractivity: 49.567699999999995
Polarizability: 19.108731790879084
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): 0.8677939234443838
pKa (strongest acidic): Not Available
Number of Rings: 0
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: Yes
MDDR-like Rule: No

External Links

PubChem: 5350
ChEBI: 47807
Chemistry Dashboard: DTXSID8036732
MetaboLights: MTBLC47807
PeakForestCompound: 000621

Taxonomy as Food Phytochemical

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

Taxonomy as Metabolite

Metabolite Family: N-containing compound metabolites
Metabolite Class: Glucosinolate and isothiocyanate metabolites
Metabolite 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
Glucoraphenin	N-containing compounds	Glucosinolates	Not Available	Show Food Phytochemical
Broccoli and mustard glucosinolates	N-containing compounds	Glucosinolates	Not Available	Show Food Phytochemical
Sulforaphane	N-containing compounds	Isothiocyanates	Not Available	Show Food Phytochemical

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

LC-MS/MS	LC-ESI-QTOF	Positive	medium	View Spectrum	(55.049,0.023);(55.054,0.475);(65.005,0.015);(71.99,1.0);(114.038,0.752);(118.068,0.01);(119.048,0.085)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(66.036,0.50550551);(112.02155,1.0);(126.03436,0.24724725);(176.01743,0.35135135)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(71.991,0.35735736);(73.99055,0.14814815);(86.09687,0.2002002);(114.03602,1.0)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(55.00959,0.00800801);(55.04992,0.01401401);(55.05367,0.00700701);(71.99121,0.00900901);(81.06062,0.00500501);(84.08092,0.00500501);(96.95959,0.00600601);(98.05255,0.00500501);(98.06062,0.02002002);(110.67108,0.00700701);(114.00232,0.00700701);(114.03724,1.0);(115.03941,0.08008008);(115.0483,0.00600601);(116.02513,0.00700701);(116.03409,0.03403403);(116.05549,0.01201201);(117.60191,0.00500501);(118.07239,0.01601602);(119.05399,0.11011011);(119.23487,0.00500501);(120.05209,0.00600601);(120.06045,0.01101101);(130.02722,0.00500501);(137.95587,0.00600601);(139.98759,0.00900901);(144.04662,0.02002002);(158.96608,0.00600601);(161.11078,0.00500501);(178.01401,0.00500501);(178.03497,0.38638639)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(55.05726,0.00700701);(70.06824,0.00700701);(71.99166,0.01701702);(72.99577,0.00500501);(76.98635,0.00500501);(89.04183,0.01301301);(96.04321,0.01001001);(97.00255,0.00900901);(98.05623,0.02802803);(98.0621,0.04604605);(113.9851,0.00600601);(114.0211,0.00600601);(114.03703,1.0);(114.86036,0.00800801);(115.04044,0.0960961);(116.02642,0.01901902);(116.03693,0.05605606);(118.07074,0.01801802);(119.05315,0.13413413);(119.06449,0.01301301);(120.06262,0.01101101);(121.04658,0.01101101);(131.91743,0.00800801);(144.04271,0.02602603);(144.04994,0.02202202);(145.04724,0.00600601);(176.69771,0.00500501);(177.99008,0.00700701);(178.01701,0.01201201);(178.03555,0.4034034);(178.11742,0.00500501)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(69.03825,0.58058058);(115.04089,1.0);(147.06081,0.87087087)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(55.0577,0.09209209);(71.99273,1.0);(96.04657,0.14514515);(102.03329,0.18418418);(114.03903,0.07107107);(150.8933,0.08808809)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(100.02078,0.28228228);(112.02016,1.0);(112.02467,0.2952953);(113.03635,0.32132132);(114.0164,0.26926927)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(88.97005,0.37737738);(112.02003,1.0);(114.02113,0.3963964)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(112.02221,0.68268268);(113.02168,0.68268268);(113.02942,0.58458458);(116.03222,0.62162162);(176.01314,0.29329329);(176.02037,1.0)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(112.02186,1.0);(113.02318,0.18918919);(113.0301,0.40640641);(114.03526,0.27427427);(141.86824,0.14314314);(144.88022,0.12012012);(176.02052,0.27427427);(176.02814,0.15415415)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(112.02596,1.0);(113.02395,0.36636637);(113.03277,0.48248248);(176.02054,0.21421421)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(71.993,1.0);(72.93594,0.22222222);(114.03642,0.22222222);(118.07072,0.26226226)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(55.05577,0.02302302);(65.00771,0.00900901);(71.99184,0.08408408);(72.0902,0.00900901);(73.98474,0.01201201);(86.01418,0.01001001);(93.71494,0.01401401);(98.05696,0.01201201);(114.03734,1.0);(115.03915,0.08408408);(116.02586,0.01001001);(116.0336,0.02702703);(116.04606,0.01101101);(116.82008,0.00900901);(118.06019,0.00800801);(119.0517,0.12612613);(120.03451,0.01301301);(120.05505,0.05305305);(121.04401,0.00900901);(146.06575,0.01601602);(146.99347,0.02102102);(158.95291,0.01001001);(178.04085,0.07407407)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(70.99625,0.01901902);(71.92682,0.00800801);(71.97032,0.00800801);(71.98188,0.00900901);(71.99264,0.04704705);(79.54052,0.00700701);(81.06016,0.01801802);(91.0162,0.01001001);(96.04035,0.00800801);(98.05729,0.01001001);(101.04277,0.00800801);(114.02076,0.01101101);(114.03841,1.0);(114.1438,0.01101101);(114.78355,0.00800801);(115.03653,0.01401401);(115.04466,0.04604605);(116.03448,0.05005005);(118.06153,0.00700701);(118.07028,0.01001001);(118.07699,0.01501502);(119.0474,0.04304304);(119.05363,0.08808809);(120.05083,0.01801802);(120.06095,0.01001001);(145.06082,0.01001001);(178.02261,0.04604605);(178.03352,0.08808809);(178.04236,0.11011011)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(89.03602,0.00600601);(96.04662,0.00700701);(98.05793,0.01901902);(114.0102,0.00500501);(114.03714,1.0);(114.66268,0.00600601);(115.03847,0.0960961);(116.03152,0.04304304);(116.04056,0.00900901);(118.06216,0.01301301);(118.07156,0.01501502);(119.04788,0.05605606);(119.05377,0.07007007);(120.05338,0.00600601);(120.05968,0.00600601);(121.04878,0.00900901);(137.96828,0.00600601);(138.01685,0.00600601);(144.04272,0.00700701);(178.03459,0.45645646)
LC-MS/MS	LC-ESI-QTOF	Positive	high	View Spectrum	(71.9899,0.54954955);(114.0366,1.0);(119.0526,0.13913914)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(55.05449,0.00900901);(55.05812,0.00600601);(62.99279,0.01201201);(71.50105,0.00800801);(71.9851,0.02102102);(71.99263,0.05405405);(72.99308,0.01001001);(87.02782,0.01901902);(98.05833,0.02902903);(99.05555,0.00800801);(99.0603,0.01901902);(114.03657,1.0);(114.21858,0.00600601);(115.03757,0.01201201);(115.04544,0.02402402);(115.05061,0.01301301);(116.03709,0.01001001);(118.06667,0.03103103);(119.04318,0.00800801);(119.05391,0.11011011);(119.06454,0.01401401);(132.05051,0.01001001);(144.0504,0.02402402);(146.06424,0.00700701);(148.06396,0.00700701);(149.92751,0.00900901);(178.01495,0.01601602);(178.03412,0.14014014)
LC-MS/MS	LC-ESI-QTOF	Positive	high	View Spectrum	(71.99,0.549);(114.037,1.0);(119.053,0.14)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(112.026,1.0);(113.024,0.366);(113.033,0.482);(176.021,0.214)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(62.993,0.012);(71.985,0.021);(71.993,0.054);(72.993,0.01);(87.028,0.019);(98.058,0.029);(99.06,0.019);(114.037,1.0);(115.038,0.012);(115.045,0.024);(115.051,0.013);(116.037,0.01);(118.067,0.031);(119.054,0.11);(119.065,0.014);(132.051,0.01);(144.05,0.024);(178.015,0.016);(178.034,0.14)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(98.058,0.019);(114.037,1.0);(115.038,0.096);(116.032,0.043);(118.062,0.013);(118.072,0.015);(119.048,0.056);(119.054,0.07);(178.035,0.456)
LC-MS/MS	LC-ESI-QTOF	Positive	medium	View Spectrum	(71.991,0.357);(73.991,0.148);(86.097,0.2);(114.036,1.0)
LC-MS/MS	LC-ESI-QTOF	Positive	high	View Spectrum	(69.038,0.581);(115.041,1.0);(147.061,0.871)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(55.056,0.023);(71.992,0.084);(73.985,0.012);(86.014,0.01);(93.715,0.014);(98.057,0.012);(114.037,1.0);(115.039,0.084);(116.026,0.01);(116.034,0.027);(116.046,0.011);(119.052,0.126);(120.035,0.013);(120.055,0.053);(146.066,0.016);(146.993,0.021);(158.953,0.01);(178.041,0.074)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(55.05,0.014);(98.061,0.02);(114.037,1.0);(115.039,0.08);(116.034,0.034);(116.055,0.012);(118.072,0.016);(119.054,0.11);(120.06,0.011);(144.047,0.02);(178.035,0.386)
LC-MS/MS	LC-ESI-QTOF	Positive	medium	View Spectrum	(71.993,1.0);(72.936,0.222);(114.036,0.222);(118.071,0.262)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(70.996,0.019);(71.993,0.047);(81.06,0.018);(91.016,0.01);(98.057,0.01);(114.021,0.011);(114.038,1.0);(114.144,0.011);(115.037,0.014);(115.045,0.046);(116.034,0.05);(118.07,0.01);(118.077,0.015);(119.047,0.043);(119.054,0.088);(120.051,0.018);(120.061,0.01);(145.061,0.01);(178.023,0.046);(178.034,0.088);(178.042,0.11)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(71.992,0.017);(89.042,0.013);(96.043,0.01);(98.056,0.028);(98.062,0.046);(114.037,1.0);(115.04,0.096);(116.026,0.019);(116.037,0.056);(118.071,0.018);(119.053,0.134);(119.064,0.013);(120.063,0.011);(121.047,0.011);(144.043,0.026);(144.05,0.022);(178.017,0.012);(178.036,0.403)
LC-MS/MS	LC-ESI-QTOF	Positive	medium	View Spectrum	(55.058,0.092);(71.993,1.0);(96.047,0.145);(102.033,0.184);(114.039,0.071);(150.893,0.088)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(112.022,0.683);(113.022,0.683);(113.029,0.585);(116.032,0.622);(176.013,0.293);(176.02,1.0)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(88.97,0.377);(112.02,1.0);(114.021,0.396)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(66.036,0.506);(112.022,1.0);(126.034,0.247);(176.017,0.351)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(100.021,0.282);(112.02,1.0);(112.025,0.295);(113.036,0.321);(114.016,0.269)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(112.022,1.0);(113.023,0.189);(113.03,0.406);(114.035,0.274);(141.868,0.143);(144.88,0.12);(176.021,0.274);(176.028,0.154)
LC-MS/MS	ESI- LC-Q-TOF/MS	Positive	low	View Spectrum	(71.9899,0.548);(114.0366,0.999);(119.0526,0.139)

Food Sources

	Name	Group
	Broccoli sprouts	Vegetables, Cabbages		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
Glucoraphenin	Cabbage, red	Vegetables, Cabbages	Publications	Show
Glucoraphanin	Cauliflower	Vegetables, Cabbages	Publications	Show
Glucoraphenin	Daikon radish	Vegetables, Cabbages		Show
Glucoraphenin	Radish	Vegetables, Root vegetables	Publications	Show
Glucoraphenin	Radish sprouts	Vegetables, Cabbages		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
Sulforaphane	Sulforaphane	human	plasma, urine	unchanged	Not Available	Not Available	Not Available	C₆H₁₁NOS₂	177.028206326	Detailed Intervention Studies
Sulforaphane	Sulforaphane-N-acetyl-L-cysteine	human	plasma, urine	host metabolism	Not Available	Not Available	Not Available	C₁₁H₂₀N₂O₄S₃	340.058520654	Detailed Intervention Studies
Sulforaphane	2-thiothiazolidine-4-carboxylic acid	human	urine	Not Available	Not Available	Not Available	Not Available	C₄H₅NO₂S₂	162.976170753
Sulforaphane	Sulforaphane-cysteine	human	urine	host metabolism	Not Available	Not Available	Not Available	C₉H₁₈N₂O₃S₃	298.04795597	Detailed Intervention Studies
Sulforaphane	Sulforaphane-cysteine-glycine	human	plasma, urine	host metabolism	Not Available	Not Available	Not Available	C₁₁H₂₁N₃O₄S₃	355.06941969	Detailed Intervention Studies
Sulforaphane	Sulforaphane-glutathione	human	urine	host metabolism	Not Available	Not Available	Not Available	C₁₆H₂₈N₄O₇S₃	484.11201278	Detailed Intervention Studies
Sulforaphane	Erucin-glutathione	human	plasma, urine	Not Available	Not Available	Not Available	Not Available				Publications
Sulforaphane	Erucin-cysteine	human	plasma, urine	Not Available	Not Available	Not Available	Not Available				Publications
Sulforaphane	Erucin-cysteine-glycine	human	plasma, urine	Not Available	Not Available	Not Available	Not Available				Publications
Sulforaphane	Erucin-N-acetyl-cysteine	human	plasma, urine	Not Available	Not Available	Not Available	Not Available				Publications
Sulforaphane	Erucin	human	plasma, urine	Not Available	Not Available	Not Available	Not Available	C₆H₁₁NS₂	161.033291706		Publications
Glucoraphanin	Sulforaphane	human	urine	host metabolism	Not Available	Not Available	Not Available	C₆H₁₁NOS₂	177.028206326	Detailed Intervention Studies
Broccoli and mustard glucosinolates	Sulforaphane	Not Available	Not Available	Not Available	Not Available	Not Available	Not Available	C₆H₁₁NOS₂	177.028206326	Detailed Intervention Studies

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value
	Glucoraphanin		Sulforaphane	Bmi	Effect, continuous	Publications

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Showing entry for Sulforaphane