Identification

PhytoHub ID
PHUB000820
Name
Sinigrin
Systematic Name
2-Propenyl-glucosinolate
Synonyms
  • 2-Propenyl glucosinolate
  • Allylglucosinolate
  • Prop-2-enylglucosinolate
CAS Number
Not Available
Average Mass
359.36
Monoisotopic Mass
359.034473479
Chemical Formula
C10H17NO9S2
IUPAC Name
{[(E)-(1-{[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}but-3-en-1-ylidene)amino]oxy}sulfonic acid
InChI Key
PHZOWSSBXJXFOR-IUSWXCLFSA-M
InChI Identifier
InChI=1S/C10H17NO9S2/c1-2-3-6(11-20-22(16,17)18)21-10-9(15)8(14)7(13)5(4-12)19-10/h2,5,7-10,12-15H,1,3-4H2,(H,16,17,18)/p-1/b11-6+/t5?,7-,8+,9?,10+/m1/s1
SMILES
OCC1O[C@@H](S\C(CC=C)=N\OS(O)(=O)=O)C(O)[C@@H](O)[C@@H]1O
Structure

Calculated Properties

Solubility (ALOGPS)
Not Available
LogS (ALOGPS)
Not Available
LogP (ALOGPS)
Not Available
Hydrogen Acceptors
9
Hydrogen Donors
5
Rotatable Bond Count
7
Polar Surface Area
166.10999999999999
Refractivity
74.6971
Polarizability
31.949357310703313
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-0.49160518860207597
pKa (strongest acidic)
-3.618347617962352
Number of Rings
1
Rule of Five
Yes
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
N-containing compounds
Class
Glucosinolates
Sub-class
Not Available

Spectra from Online Resources

No spectra information available

Food Sources

NameGroup
BroccoliVegetables, Cabbages PublicationsShow
Brussel sproutsVegetables, Cabbages PublicationsShow
Cabbage, redVegetables, Cabbages PublicationsShow
Cabbage, WhiteVegetables, Cabbages PublicationsShow
CapersHerbs and Spices PublicationsShow
CauliflowerVegetables, Cabbages PublicationsShow
Common cabbageVegetables, Cabbages PublicationsShow
HorseradishHerbs and Spices PublicationsShow
KaleVegetables, Cabbages PublicationsShow
MustardCondiments and seasonings PublicationsShow
Savoy cabbageVegetables, Cabbages PublicationsShow
WasabiHerbs and Spices PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Sinigrin Allyl isothiocyanate-N-acetyl-L-cysteineNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot Available Detailed Intervention Studies
Broccoli and mustard glucosinolates SinigrinNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC10H17NO9S2359.034473479 Detailed Intervention Studies

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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