Identification

PhytoHub ID
PHUB001899
Name
Glucoraphasatin
Systematic Name
4-Methylthio-3-butenyl-glucosinolate
Synonyms
  • 4-Methylsulfanyl-3-butenyl glucosinolate
  • 4-Methylthio-3-butenyl glucosinolate
  • 4-Methylthiobutenyl glucosinolate
  • Dehydroerucin
  • Glucodehydroerucin
  • MTBITC
CAS Number
28463-23-2
Average Mass
419.48
Monoisotopic Mass
419.037844782
Chemical Formula
C12H21NO9S3
IUPAC Name
{[(Z)-[(4E)-5-(methylsulfanyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxy}sulfonic acid
InChI Key
WKDRWPTXVNSBKA-FGZYSFEDSA-N
InChI Identifier
InChI=1S/C12H21NO9S3/c1-23-5-3-2-4-8(13-22-25(18,19)20)24-12-11(17)10(16)9(15)7(6-14)21-12/h3,5,7,9-12,14-17H,2,4,6H2,1H3,(H,18,19,20)/b5-3+,13-8-/t7-,9-,10+,11-,12+/m1/s1
SMILES
CS\C=C\CC\C(S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=N\OS(O)(=O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
3.50e+00 g/l
LogS (ALOGPS)
-2.08
LogP (ALOGPS)
-1.32
Hydrogen Acceptors
9
Hydrogen Donors
5
Rotatable Bond Count
9
Polar Surface Area
166.10999999999999
Refractivity
92.1472
Polarizability
39.305724888578744
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-0.26990316073686327
pKa (strongest acidic)
-3.581169310433021
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

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Organooxygen compounds
Super-class
Organic oxygen compounds
Sub-class
Carbohydrates and carbohydrate conjugates
Direct Parent Name
Alkylglucosinolates
Alternative Parent Names
["1,2-diols", "Hydrocarbon derivatives", "Monothioacetals", "Organic oxides", "Organic sulfuric acids and derivatives", "Organonitrogen compounds", "Oxacyclic compounds", "Oxanes", "Primary alcohols", "Secondary alcohols", "Sulfenyl compounds", "Thioenol ethers", "Thioglycosides"]
External Descriptor Annotations
Not Available
Substituent Names
["1,2-diol", "Alcohol", "Aliphatic heteromonocyclic compound", "Alkylglucosinolate", "Glycosyl compound", "Hydrocarbon derivative", "Monothioacetal", "Organic nitrogen compound", "Organic oxide", "Organic sulfuric acid or derivatives", "Organoheterocyclic compound", "Organonitrogen compound", "Organosulfur compound", "Oxacycle", "Oxane", "Polyol", "Primary alcohol", "S-glycosyl compound", "Secondary alcohol", "Sulfenyl compound", "Thioenolether"]

Spectra from Online Resources

No spectra information available

Food Sources

NameGroup
RadishVegetables, Root vegetables PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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