Sinigrin Hydrate - Moligand™, ≥98% , CAS No.3952-98-5

CAS: 3952-98-5 Cat. No.: S121209 Molecular Weight: 397.46 (anhydrous basis) EC Number: 223-545-8 PubChem CID: 23682211

GRADE & PURITY Moligand™, ≥98%

Synonyms

SCHEMBL17239385 | CCG-268622 | Sinigrin potassium salt | FS-7028 | (-)-Sinigrin hydrate | AC-34287 | HY-N0404 | Sinigrin potassium | MFCD00006616 | Q423248 | Sinigrin | Allylglucosinolate | 2-Propenylglucosinolate

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

application：

Sinigrin, a glucosinolate, is used as a systrate to identify, differentiate and characterize myrosinase(s)/thioglucoside glucohydrolase(s)/thioglucosidase(s). Sinigrin is used as a reference material in procedures for the isolation and identification of glucosinolates.

Specifications

Synonyms

SCHEMBL17239385 | CCG-268622 | Sinigrin potassium salt | FS-7028 | (-)-Sinigrin hydrate | AC-34287 | HY-N0404 | Sinigrin potassium | MFCD00006616 | Q423248 | Sinigrin | Allylglucosinolate | 2-Propenylglucosinolate

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Black mustard seeds and horseradish contain β - D-thiopyranose glucoside. The substrate of thioglucosidase.

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504769649
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504769649
• Canonical Smiles: C=CCC(=NOS(=O)(=O)[O-])SC1C(C(C(C(O1)CO)O)O)O.[K+]
• IUPAC Name: potassium;[(E)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylbut-3-enylideneamino] sulfate
• InChIKey: QKFAFSGJTMHRRY-OCFLFPRFSA-M
• INCHI: 1S/C10H17NO9S2.K/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);/q;+1/p-1/b11-6+;/t5-,7-,8+,9-,10+;/m1./s1
• Isomeric SMILES: C=CC/C(=N\OS(=O)(=O)[O-])/S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O.[K+]
• WGK Germany: 3
• RTECS: LZ5778000
• PubChem CID: 23682211
• Molecular Weight: 397.46 (anhydrous basis)

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Monosaccharides
          • Level6 Hexoses
            • Level7 Glucosinolates
              • Level8 Alkylglucosinolates

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Monosaccharides - Hexoses - Glucosinolates
• Direct Parent: Alkylglucosinolates
• Alternative Parents: Thioglycosides Oxanes Organic sulfuric acids and derivatives Monothioacetals Secondary alcohols Sulfenyl compounds Polyols Oxacyclic compounds Primary alcohols Organopnictogen compounds Organonitrogen compounds Organic potassium salts Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Alkylglucosinolate - S-glycosyl compound - Glycosyl compound - Oxane - Organic sulfuric acid or derivatives - Monothioacetal - Secondary alcohol - Oxacycle - Organic alkali metal salt - Organoheterocyclic compound - Sulfenyl compound - Polyol - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic potassium salt - Organic salt - Primary alcohol - Organosulfur compound - Organonitrogen compound - Alcohol - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: DMSO (Slightly);Methanol (Slightly);Water (Slightly)
• Sensitivity: Hygroscopic；Light sensitive
• Specific Rotation[α]: -18°C
• Melt Point(°C): 127°C
• Molecular Weight: 397.500 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 7
• Exact Mass: 396.99 Da
• Monoisotopic Mass: 396.99 Da
• Topological Polar Surface Area: 203.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 509.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Chaoyi Xue, Chenxia Zhang, Ziyu Liu, Xiaotong Han, Hao Duan, Jun Sheng, Fawen Yin, Huanhuan Xu.  (2025)  Dual suppression of heterocyclic amines and advanced glycation end products via glucosinolate-myosin binding: Spectroscopic and computational elucidation.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2025.118546]