precursor

Showing entry for Glucoraphanin

Identification

PhytoHub ID
PHUB000814
Name
Glucoraphanin
Systematic Name
4-Methylsulfinylbutyl-glucosinolate
Synonyms
  • 1-isothiocyanato-4-(methylsulfinyl)butane
  • 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1E)-5-methylsulfinyl-N-sulfooxypentanimidothioate
  • 4-(Methylsulfinyl)butylglucosinolate
  • 4-Methylsulfinylbutyl glucosinolate
CAS Number
Not Available
Average Mass
436.49
Monoisotopic Mass
436.041133014
Chemical Formula
C12H22NO10S3
IUPAC Name
(3S,4S,6S)-2-(hydroxymethyl)-6-{[(1E)-5-methanesulfinyl-1-[(sulfonatooxy)imino]pentyl]sulfanyl}oxane-3,4,5-triol
InChI Key
GMMLNKINDDUDCF-HTTMVCNMSA-M
InChI Identifier
InChI=1S/C12H23NO10S3/c1-25(18)5-3-2-4-8(13-23-26(19,20)21)24-12-11(17)10(16)9(15)7(6-14)22-12/h7,9-12,14-17H,2-6H2,1H3,(H,19,20,21)/p-1/b13-8+/t7?,9-,10+,11?,12+,25?/m1/s1
SMILES
CS(=O)CCCC\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)
2.47e+01 g/l
LogS (ALOGPS)
-1.26
LogP (ALOGPS)
-0.98
Hydrogen Acceptors
10
Hydrogen Donors
4
Rotatable Bond Count
10
Polar Surface Area
186.00999999999996
Refractivity
92.4973
Polarizability
40.76342761559253
Formal Charge
-1
Physiological Charge
-1
pKa (strongest basic)
-0.44263264665621455
pKa (strongest acidic)
-3.7136513569538323
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 Online Resources

No spectra information available

Spectra from Phytohub

Spectrum TypeDescriptionSplash KeyDeposition DateView

Food Sources

NameGroup
BroccoliVegetables, Cabbages PublicationsShow
Broccoli sproutsVegetables, CabbagesShow
Brussel sproutsVegetables, Cabbages PublicationsShow
Cabbage, redVegetables, Cabbages PublicationsShow
CauliflowerVegetables, Cabbages PublicationsShow
Rocket saladVegetables, Leaf vegetables PublicationsShow
Swede (Rutabaga)Vegetables, Root vegetables PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Glucoraphanin Glucoraphaninhumanplasma, urineNot AvailableNot AvailableNot AvailableNot AvailableC12H22NO10S3436.041133014 Detailed Intervention Studies
Glucoraphanin Sulforaphanehumanurinehost metabolismNot AvailableNot AvailableNot AvailableC6H11NOS2177.028206326 Detailed Intervention Studies
Glucoraphanin Sulforaphane-N-acetyl-L-cysteinehumanplasma, urinehost metabolismNot AvailableNot AvailableNot AvailableC11H20N2O4S3340.058520654 Detailed Intervention Studies
Glucoraphanin 3,3′-DiindolylmethaneNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC17H14N2246.115698459 Detailed Intervention Studies
Glucoraphanin 2-thiothiazolidine-4-carboxylic acidNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC4H5NO2S2162.976170753 Detailed Intervention Studies
Glucoraphanin Sulforaphane-cysteineNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC9H18N2O3S3298.04795597 Detailed Intervention Studies
Glucoraphanin Sulforaphane-cysteine-glycineNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC11H21N3O4S3355.06941969 Detailed Intervention Studies
Glucoraphanin Sulforaphane-glutathioneNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC16H28N4O7S3484.11201278 Detailed Intervention Studies
Glucoraphanin Erucin-glutathioneNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot Available Detailed Intervention Studies
Broccoli glucosinolates GlucoraphaninNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC12H22NO10S3436.041133014 Detailed Intervention Studies
Broccoli and mustard glucosinolates GlucoraphaninNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC12H22NO10S3436.041133014 Detailed Intervention Studies

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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