Sinigrin
precursor
Showing entry for Sinigrin
Identification
- PhytoHub ID
- PHUB000820
- Name
- Sinigrin
- Systematic Name
- 2-Propenyl-glucosinolate
- Synonyms
- [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1E)-N-sulfooxybut-3-enimidothioate
- 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
Structure for Sinigrin
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
External Links
No external links
Taxonomy as Food Phytochemical
- Family
- N-containing compounds
- Class
- Glucosinolates
- Sub-class
- Not Available
Spectra from Phytohub
Food Sources
Role as Biomarker of intake
No roles as Biomarker of intake found