precursor

Showing entry for Glucoiberin

Identification

PhytoHub ID
PHUB000807
Name
Glucoiberin
Systematic Name
3-Methylsulfinylpropyl-glucosinolate
Synonyms
  • 1-S-[4-(Methylsulfinyl)-N-(sulfooxy)butanimidoyl]-1-thio-beta-D-glucopyranose
  • 3-(Methylsulfinyl)propylglucosinolate
  • 3-Methylsulfinylpropyl glucosinolate
CAS Number
554-88-1
Average Mass
422.46
Monoisotopic Mass
422.02548295
Chemical Formula
C11H20NO10S3
IUPAC Name
(3S,4S,6S)-2-(hydroxymethyl)-6-{[(1E)-4-methanesulfinyl-1-[(sulfonatooxy)imino]butyl]sulfanyl}oxane-3,4,5-triol
InChI Key
PHYYADMVYQURSX-VKXZSDEGSA-M
InChI Identifier
InChI=1S/C11H21NO10S3/c1-24(17)4-2-3-7(12-22-25(18,19)20)23-11-10(16)9(15)8(14)6(5-13)21-11/h6,8-11,13-16H,2-5H2,1H3,(H,18,19,20)/p-1/b12-7+/t6?,8-,9+,10?,11+,24?/m1/s1
SMILES
CS(=O)CCC\C(S[C@@H]1OC(CO)[C@@H](O)[C@H](O)C1O)=N/OS([O-])(=O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
3.92e+01 g/l
LogS (ALOGPS)
-1.05
LogP (ALOGPS)
-1.18
Hydrogen Acceptors
10
Hydrogen Donors
4
Rotatable Bond Count
9
Polar Surface Area
186.00999999999996
Refractivity
87.8963
Polarizability
38.731064482391226
Formal Charge
-1
Physiological Charge
-1
pKa (strongest basic)
-0.5072423700546337
pKa (strongest acidic)
-3.679235365764975
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
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 Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
LC-MS/MS ESI- LC-Q-TOF/MSPositivelowView Spectrum(170.0009,0.143);(219.9893,0.258);(246.0134,0.173);(382.0433,0.999);(461.9964,0.235)

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
KaleVegetables, Cabbages PublicationsShow
KohlrabiVegetables, Root vegetables PublicationsShow
Savoy cabbageVegetables, Cabbages PublicationsShow
TurnipVegetables, Root vegetables PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Glucoiberin IberinhumanurineNot AvailableNot AvailableNot AvailableNot AvailableC5H9NOS2163.012556262 Detailed Intervention Studies
Broccoli and mustard glucosinolates GlucoiberinNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC11H20NO10S3422.02548295 Detailed Intervention Studies

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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