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3-(allylsulphinyl)-L-alanine

PubChem CID: 87310

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Compound Synonyms Alliin, 17795-26-5, 556-27-4, 3-(Allylsulphinyl)-L-alanine, 3-(allylsulfinyl)-l-alanin, (+/-)-Alliin, (2R)-2-amino-3-prop-2-enylsulfinylpropanoic acid, L(+/-)-ALLIIN, EINECS 241-773-6, ( inverted exclamation markA)-Alliin, S-Allyl-L-cysteine sulfoxide, L-Alanine, 3-[(S)-2-propenylsulfinyl]-, L-Alliin, (R)-3-((S)-Allylsulfinyl)-2-aminopropanoic acid, ACSO, (2R)-3-(Allylsulfinyl)-2-aminopropanoic acid, (+)-Alliin, 3-[(S)-2-propenylsulfinyl]-L-alanine, (2R)-2-amino-3-(prop-2-ene-1-sulfinyl)propanoic acid, Alanine, 3-(2-propen-1-ylsulfinyl)-, L(+)Alliin, L(+)-Alliin, (2R)-3-allylsulfinyl-2-amino-propanoic acid, S-allyl-l-cysteine sulphoxide, SCHEMBL118140, SPECTRUM1505190, CHEMBL464166, CHEBI:182413, DTXSID601309766, OO0, AKOS015854117, AKOS015897545, CCG-214373, FA30193, FA65484, HY-126085R, DA-50339, (+/-)-L-Alliin, >=90% (HPLC), DB-251930, HY-126085, CS-0090416, NS00044110, (2R)-3-(Allylsulfinyl)-2-aminopropanoicacid, C08265, G12416, ( inverted exclamation markA)-Alliin (Standard), (2R)-2-amino-3-prop-2-enylsulinylpropanoic acid, SR-05000002411, SR-05000002411-1, 241-773-6
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 99.6
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Np Classifier Class Aminoacids
Deep Smiles N[C@H]C=O)O))CS=O)CC=C
Heavy Atom Count 11.0
Classyfire Class Carboxylic acids and derivatives
Description Alliin, also known as (S)-S-allyl-L-cysteine sulfoxide or (S)-3-(allylsulphinyl)-L-alanine, is a member of the class of compounds known as L-alpha-amino acids. L-alpha-amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. Alliin is soluble (in water) and a moderately acidic compound (based on its pKa). Alliin can be found in a number of food items such as red rice, mandarin orange (clementine, tangerine), ceylon cinnamon, and olive, which makes alliin a potential biomarker for the consumption of these food products. Garlic has been used since antiquity as a therapeutic remedy for certain conditions now associated with oxygen toxicity, and, when this was investigated, garlic did indeed show strong antioxidant and hydroxyl radical-scavenging properties, it is presumed owing to the alliin contained within. Alliin has also been found to affect immune responses in blood .
Classyfire Subclass Amino acids, peptides, and analogues
Isotope Atom Count 0.0
Molecular Complexity 181.0
Database Name fooddb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 1.0
Iupac Name (2R)-2-amino-3-prop-2-enylsulfinylpropanoic acid
Veber Rule True
Classyfire Superclass Organic acids and derivatives
Xlogp -3.5
Gsk 4 400 Rule True
Molecular Formula C6H11NO3S
Inchi Key XUHLIQGRKRUKPH-ITZCMCNPSA-N
Silicos It Class Soluble
Rotatable Bond Count 5.0
Synonyms 3-(2-Propenylsulfinyl)alanine, 9CI, b-Allysulfenylalanine, S-Allylcysteine sulfoxide, (+)-s-allyl-l-cysteine sulphoxide (alliin), alliin
Esol Class Highly soluble
Functional Groups C=CC, CC(=O)O, CN, CS(C)=O
Compound Name 3-(allylsulphinyl)-L-alanine
Exact Mass 177.046
Formal Charge 0.0
Monoisotopic Mass 177.046
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 177.22
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi 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
Smiles C=CCS(=O)C[C@@H](C(=O)O)N
Np Classifier Biosynthetic Pathway Amino acids and Peptides
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Small peptides

  • 1. Outgoing r'ship FOUND_IN to/from Allium Ampeloprasum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Allium Cepa (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Allium Sativum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Bignonia Capreolata (Plant) Rel Props:Reference:ISBN:9788172360481