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 Online Resources

Record ID	Source	Description	View
JP009050	MassBank	EI-B Spectrum - -, [M]+*	View Spectra

Spectra from Phytohub

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000e-9000000000-74e6764518eaef9083ea	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000e-9000000000-74e6764518eaef9083ea	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-e5da626a3f0a9112da7f	2017-07-27	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0005-9000000000-52a42150ed565c57dd63	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-00kf-9000000000-f39db8b3315f05512c4e	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000l-9000000000-fd8f23ba9a99d3b95b60	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-000e-9000000000-c10457306477602160fd	2012-08-31	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-3900000000-6f00e6c8cbe246d39e05	2017-06-28	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9300000000-dc72ed6e7c7c177d9abf	2017-06-28	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-ccb9e34efa3fbf3caebb	2017-06-28	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9000000000-a31fab83b72890b37d9e	2017-06-28	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052b-9000000000-ac309b871ff92649f3d1	2017-06-28	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-6a8f7896b2956a540af4	2017-06-28	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-6900000000-c391badfd4188e78a822	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9100000000-87228e1d22765d017b75	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4r-9000000000-605088af905285399996	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9000000000-9aace16230ba7be259d5	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-286b63d3516de7d14a12	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-286b63d3516de7d14a12	2021-09-24	View Spectrum

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