(+)-Alliin - analytical standard, ≥98% , CAS No.556-27-4

CAS: 556-27-4 Cat. No.: A110692 Formula: C₆H₁₁NO₃S Molecular Weight: 177.22 EC Number: 209-118-9

GRADE & PURITY Analytical standard, ≥98%

Synonyms

ACSO|Alliin|S-allyl-l-cysteine sulphoxide|4-(5-formyl-2-furanyl)benzoic acid ethyl ester|Ethyl 4-hydroxy-6,8-dimethyl-3-quinolinecarboxylate|4,4'-Ethylidenediphenol|(2R)-2-amino-3-(prop-2-ene-1-sulfinyl)propanoic acid|L-Alliin|( inverted exclamation markA)-Alliin|5-bromo-2-carboxypyridine|(2R)-2-amino-3-prop-2-enylsulfinylpropanoic acid|S-Allyl-L-cysteine sulfoxide|(R)-3-((S)-Allylsulfinyl)-2-aminopropanoic acid|3-(allylsulfinyl)-l-alanin|(2R)-3-(Allylsulfinyl)-2-aminopropanoic acid|(2R)-3-allylsulfinyl-2-amino-propanoic acid|(2R)-3-(Allylsulfinyl)-2-aminopropanoicacid|3-[(S)-2-propenylsulfinyl]-L-alanine|L(+)Alliin|(+/-)-L-Alliin|(2R)-2-amino-3-prop-2-enylsulinylpropanoic acid|2-amino-4-anilino-6-methylpyrimidine|3-(Allylsulphinyl)-L-alanine|L(+/-)-ALLIIN

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Alliin is a cysteine sulfoxide constituent of garlic that is converted by alliinase to allicin, which imparts its pungent aroma and flavor. Alliin exhibits anti-cancer, anti-microbial, anti-hypertensive, cardioprotective, and anti-oxidant activities. S-allyl-cysteine is oxidized stereospecifically to (+)-alliin by garlic tissue cultures.
A orally acyclic nucleoside

Specifications

Synonyms

ACSO | Alliin | S-allyl-l-cysteine sulphoxide | 4-(5-formyl-2-furanyl)benzoic acid ethyl ester | Ethyl 4-hydroxy-6,8-dimethyl-3-quinolinecarboxylate | 4,4'-Ethylidenediphenol | (2R)-2-amino-3-(prop-2-ene-1-sulfinyl)propanoic acid | L-Alliin | ( inverted exclamation markA)-Alliin | 5-bromo-2-carboxypyridine | (2R)-2-amino-3-prop-2-enylsulf Show more

Specifications & Purity

analytical standard, ≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Grade

Analytical standard

Purity

≥98%

Names and Identifiers

Pubchem Sid

528752699

Canonical Smiles

C=CCS(=O)CC(C(=O)O)N

IUPAC Name

(2R)-2-amino-3-prop-2-enylsulfinylpropanoic acid

InChIKey

XUHLIQGRKRUKPH-ITZCMCNPSA-N

INCHI

1S/C6H11NO3S/c1-2-3-11(10)4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-,11?/m0/s1

Isomeric SMILES

C=CCS(=O)C[C@@H](C(=O)O)N

Molecular Weight

177.22

Reaxy-Rn

3938807

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3938807&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acids
              • Level8 L-alpha-amino acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives - Alpha amino acids
• Direct Parent: L-alpha-amino acids
• Alternative Parents: Sulfoxides Amino acids Allyl sulfur compounds Sulfinyl compounds Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: L-alpha-amino acid - Sulfoxide - Amino acid - Allyl sulfur compound - Sulfinyl compound - Monocarboxylic acid or derivatives - Carboxylic acid - Carbonyl group - Amine - Hydrocarbon derivative - Organic nitrogen compound - Primary amine - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
• External Descriptors: non-proteinogenic alpha-amino acid

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

Associated Targets(non-human)

Penicillium oxalicum (133 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Micrococcus luteus (7463 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Escherichia coli (133304 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Bacillus subtilis (32866 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Aspergillus fumigatus (16427 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 177.220 g/mol
• XLogP3: -3.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 177.046 Da
• Monoisotopic Mass: 177.046 Da
• Topological Polar Surface Area: 99.600 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 181.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1