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Methionine sulfoxide, DL-

PubChem CID: 847

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Compound Synonyms DL-Methionine sulfoxide, 62697-73-8, methionine sulfoxide, 454-41-1, dl-methioninesulfoxide, 2-Amino-4-(methylsulfinyl)butanoic acid, 2-amino-4-methylsulfinylbutanoic acid, Butanoic acid, 2-amino-4-(methylsulfinyl)-, Uethionine, S-oxide, Methionine, S-oxide, 2-Amino-4-(methylsulphinyl)butyric acid, MFCD00002620, 2-Amino-4-(methylsulfinyl)butyric acid, NSC-3084, methionine sulfoxide, dl-, 4241-59-2, BUTYRIC ACID, 2-AMINO-4-(METHYLSULFINYL)-, SQ 2292, O74B4F6OYL, (1)-2-Amino-4-(methylsulphinyl)butyric acid, BUTYRIC ACID, .ALPHA.-AMINO-.GAMMA.-(METHYLSULFINYL)-, NSC 3084, EINECS 207-225-5, EINECS 263-700-7, 2-amino-4-methanesulfinylbutanoic acid, BRN 1723794, AI3-26385, UNII-O74B4F6OYL, CHEBI:49033, methioninsulfoxid, 2-amino-4-methylsulfinyl-butanoic acid, L-Methionine sulfoxide?, H-DL-Met(O)-OH, bmse000397, L-METHIONINE_SULFOXIDE, SCHEMBL995666, DTXSID60866947, NSC3084, HY-W010104A, AKOS002981911, AKOS003237046, AKOS022145012, NCGC00142606-01, 2-Amino-4-(methanesulfinyl)butanoic acid, BS-42288, DL-2-Amino-4(methylsulfinyl)butanoic acid, 2-Amino-4-(methylsulfinyl)butanoic acid #, DB-048189, DB-230288, DL-Methionine sulfoxide, >=99.0% (NT), CS-0059319, M0101, NS00015440, NS00080388, D91281, EN300-366718, M-3220, (2S)-2-amino-4-[(R)-methylsulfinyl]butanoate, Q6823656, F05E9FBE-3980-4BE7-99D1-D9A465F9ABBE, Butanoic acid, 2-amino-4-(methylsulfinyl)-, (+/-)-, Butanoic acid, 2-amino-4-(methylsulfinyl)-, (.+/-.)-, BUTYRIC ACID, ALPHA-AMINO-GAMMA-(METHYLSULFINYL)-, 207-225-5
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 CS=O)CCCC=O)O))N
Heavy Atom Count 10.0
Pathway Kegg Map Id map00270
Classyfire Class Carboxylic acids and derivatives
Description Methionine sulfoxide is an oxidation product of methionine with reactive oxygen species via 2-electron-dependent mechanism. Such oxidants can be generated from activated neutrophils, therefore, methionine sulfoxide can be regarded as a biomarker of oxidative stress in vivo. (PMID 12576054) [HMDB]. Methionine sulfoxide is found in many foods, some of which are romaine lettuce, white cabbage, dill, and yellow bell pepper.
Classyfire Subclass Amino acids, peptides, and analogues
Isotope Atom Count 0.0
Molecular Complexity 148.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Enzyme Uniprot Id Q9UJ68, Q9Y3D2, Q8IXL7
Iupac Name 2-amino-4-methylsulfinylbutanoic acid
Prediction Hob 1.0
Class Carboxylic acids and derivatives
Veber Rule True
Classyfire Superclass Organic acids and derivatives
Xlogp -4.1
Superclass Organic acids and derivatives
Subclass Amino acids, peptides, and analogues
Gsk 4 400 Rule True
Molecular Formula C5H11NO3S
Prediction Swissadme 0.0
Inchi Key QEFRNWWLZKMPFJ-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.8
Rotatable Bond Count 4.0
State Solid
Synonyms 2-amino-4-(methylsulfinyl)-Butanoate, 2-amino-4-(methylsulfinyl)-Butanoic acid, alpha-amino-gamma-(methylsulfinyl)-Butyric acid, DL-Methionine sulfoxide, L-methionine (S)-S-oxide, L-methionine R-oxide, L-Methionine sulfoxide, Met-so, Methionine sulphoxide, S-oxide-methionine, 2-amino-4-(Methylsulfinyl)-butanoate, 2-amino-4-(Methylsulfinyl)-butanoic acid, alpha-amino-gamma-(Methylsulfinyl)-butyric acid, L-Methionine (S)-S-oxide, L-Methionine R-oxide, S-Oxide-methionine, Methionine sulfoxide, (2S)-isomer, Methionine sulfoxide, (R-(r*,s*))-isomer, Methionine sulfoxide, (+-)-isomer, Methionine sulfoxide, (2R)-isomer, Methionine sulfoxide, (S-(r*,s*))-isomer, Methionine sulfoxide, 35S-labeled, (+-)-isomer, methionine sulphoxide
Substituent Name Alpha-amino acid, Thia fatty acid, Amino fatty acid, Fatty acyl, Fatty acid, Sulfoxide, Sulfinyl compound, Monocarboxylic acid or derivatives, Carboxylic acid, Hydrocarbon derivative, Primary amine, Organosulfur compound, Organooxygen compound, Organonitrogen compound, Primary aliphatic amine, Carbonyl group, Amine, Aliphatic acyclic compound
Esol Class Highly soluble
Functional Groups CC(=O)O, CN, CS(C)=O
Compound Name Methionine sulfoxide, DL-
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 165.046
Formal Charge 0.0
Monoisotopic Mass 165.046
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 165.21
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic acyclic compounds
Lipinski Rule Of 5 True
Esol 1.9763732
Inchi InChI=1S/C5H11NO3S/c1-10(9)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)
Smiles CS(=O)CCC(C(=O)O)N
Np Classifier Biosynthetic Pathway Amino acids and Peptides
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Alpha amino acids
Np Classifier Superclass Small peptides

  • 1. Outgoing r'ship FOUND_IN to/from Abutilon Graveolens (Plant) Rel Props:Reference:
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  • 60. Outgoing r'ship FOUND_IN to/from Bursera Graveolens (Plant) Rel Props:Reference:
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  • 62. Outgoing r'ship FOUND_IN to/from Cannabis Sativa (Plant) Rel Props:Reference:
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  • 65. Outgoing r'ship FOUND_IN to/from Capsicum Baccatum (Plant) Rel Props:Reference:
  • 66. Outgoing r'ship FOUND_IN to/from Capsicum Festigiatum (Plant) Rel Props:Reference:
  • 67. Outgoing r'ship FOUND_IN to/from Capsicum Frutescens (Plant) Rel Props:Reference:
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  • 71. Outgoing r'ship FOUND_IN to/from Castanea Sativa (Plant) Rel Props:Reference:
  • 72. Outgoing r'ship FOUND_IN to/from Cepa Alba (Plant) Rel Props:Reference:
  • 73. Outgoing r'ship FOUND_IN to/from Chlorophytum Tuberosum (Plant) Rel Props:Reference:
  • 74. Outgoing r'ship FOUND_IN to/from Citrullus Lanatus (Plant) Rel Props:Reference:
  • 75. Outgoing r'ship FOUND_IN to/from Citrullus Vulgaris (Plant) Rel Props:Reference:
  • 76. Outgoing r'ship FOUND_IN to/from Citrus Maxima (Plant) Rel Props:Reference:
  • 77. Outgoing r'ship FOUND_IN to/from Clinopodium Graveolens (Plant) Rel Props:Reference:
  • 78. Outgoing r'ship FOUND_IN to/from Clinopodium Vulgare (Plant) Rel Props:Reference:
  • 79. Outgoing r'ship FOUND_IN to/from Crocus Sativus (Plant) Rel Props:Reference:
  • 80. Outgoing r'ship FOUND_IN to/from Cucumis Angolensis (Plant) Rel Props:Reference:
  • 81. Outgoing r'ship FOUND_IN to/from Cucumis Hardwickii (Plant) Rel Props:Reference:
  • 82. Outgoing r'ship FOUND_IN to/from Cucumis Lagenarius (Plant) Rel Props:Reference:
  • 83. Outgoing r'ship FOUND_IN to/from Cucumis Madraspatanus (Plant) Rel Props:Reference:
  • 84. Outgoing r'ship FOUND_IN to/from Cucumis Melo (Plant) Rel Props:Reference:
  • 85. Outgoing r'ship FOUND_IN to/from Cucumis Myriocarpus (Plant) Rel Props:Reference:
  • 86. Outgoing r'ship FOUND_IN to/from Cucumis Prophetarum (Plant) Rel Props:Reference:
  • 87. Outgoing r'ship FOUND_IN to/from Cucumis Sativus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 88. Outgoing r'ship FOUND_IN to/from Cucurbita Citrullus (Plant) Rel Props:Reference:
  • 89. Outgoing r'ship FOUND_IN to/from Cucurbita Ficifolia (Plant) Rel Props:Reference:
  • 90. Outgoing r'ship FOUND_IN to/from Cucurbita Foetidissima (Plant) Rel Props:Reference:
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  • 104. Outgoing r'ship FOUND_IN to/from Ficus Maxima (Plant) Rel Props:Reference:
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  • 135. Outgoing r'ship FOUND_IN to/from Nasturtium Officinale (Plant) Rel Props:Reference:ISBN:9780387706375
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  • 164. Outgoing r'ship FOUND_IN to/from Rosa Centifolia (Plant) Rel Props:Reference:ISBN:9780387706375
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  • 177. Outgoing r'ship FOUND_IN to/from Solanum Asperolanatum (Plant) Rel Props:Reference:
  • 178. Outgoing r'ship FOUND_IN to/from Solanum Aviculare (Plant) Rel Props:Reference:
  • 179. Outgoing r'ship FOUND_IN to/from Solanum Bahamense (Plant) Rel Props:Reference:
  • 180. Outgoing r'ship FOUND_IN to/from Solanum Berthaultii (Plant) Rel Props:Reference:
  • 181. Outgoing r'ship FOUND_IN to/from Solanum Boerhaavii (Plant) Rel Props:Reference:
  • 182. Outgoing r'ship FOUND_IN to/from Solanum Capsicastrum (Plant) Rel Props:Reference:
  • 183. Outgoing r'ship FOUND_IN to/from Solanum Capsicoides (Plant) Rel Props:Reference:
  • 184. Outgoing r'ship FOUND_IN to/from Solanum Chacoense (Plant) Rel Props:Reference:
  • 185. Outgoing r'ship FOUND_IN to/from Solanum Chilense (Plant) Rel Props:Reference:
  • 186. Outgoing r'ship FOUND_IN to/from Solanum Ciliatum (Plant) Rel Props:Reference:
  • 187. Outgoing r'ship FOUND_IN to/from Solanum Coccineum (Plant) Rel Props:Reference:
  • 188. Outgoing r'ship FOUND_IN to/from Solanum Crinitum (Plant) Rel Props:Reference:
  • 189. Outgoing r'ship FOUND_IN to/from Solanum Demissum (Plant) Rel Props:Reference:
  • 190. Outgoing r'ship FOUND_IN to/from Solanum Diflorum (Plant) Rel Props:Reference:
  • 191. Outgoing r'ship FOUND_IN to/from Solanum Dubium (Plant) Rel Props:Reference:
  • 192. Outgoing r'ship FOUND_IN to/from Solanum Dulcamara (Plant) Rel Props:Reference:
  • 193. Outgoing r'ship FOUND_IN to/from Solanum Elaeagnifolium (Plant) Rel Props:Reference:
  • 194. Outgoing r'ship FOUND_IN to/from Solanum Erianthum (Plant) Rel Props:Reference:
  • 195. Outgoing r'ship FOUND_IN to/from Solanum Euacanthum (Plant) Rel Props:Reference:
  • 196. Outgoing r'ship FOUND_IN to/from Solanum Ferox (Plant) Rel Props:Reference:
  • 197. Outgoing r'ship FOUND_IN to/from Solanum Forskalii (Plant) Rel Props:Reference:
  • 198. Outgoing r'ship FOUND_IN to/from Solanum Giganteum (Plant) Rel Props:Reference:
  • 199. Outgoing r'ship FOUND_IN to/from Solanum Incanum (Plant) Rel Props:Reference:
  • 200. Outgoing r'ship FOUND_IN to/from Solanum Indicum (Plant) Rel Props:Reference:
  • 201. Outgoing r'ship FOUND_IN to/from Solanum Jacquini (Plant) Rel Props:Reference:
  • 202. Outgoing r'ship FOUND_IN to/from Solanum Jamaicense (Plant) Rel Props:Reference:
  • 203. Outgoing r'ship FOUND_IN to/from Solanum Jasminoides (Plant) Rel Props:Reference:
  • 204. Outgoing r'ship FOUND_IN to/from Solanum Khasianum (Plant) Rel Props:Reference:
  • 205. Outgoing r'ship FOUND_IN to/from Solanum Kurzii (Plant) Rel Props:Reference:
  • 206. Outgoing r'ship FOUND_IN to/from Solanum Laciniatum (Plant) Rel Props:Reference:
  • 207. Outgoing r'ship FOUND_IN to/from Solanum Lanceolatum (Plant) Rel Props:Reference:
  • 208. Outgoing r'ship FOUND_IN to/from Solanum Lasiocarpum (Plant) Rel Props:Reference:
  • 209. Outgoing r'ship FOUND_IN to/from Solanum Laxum (Plant) Rel Props:Reference:
  • 210. Outgoing r'ship FOUND_IN to/from Solanum Lycoicum (Plant) Rel Props:Reference:
  • 211. Outgoing r'ship FOUND_IN to/from Solanum Lycopersicum (Plant) Rel Props:Reference:
  • 212. Outgoing r'ship FOUND_IN to/from Solanum Mauritianum (Plant) Rel Props:Reference:
  • 213. Outgoing r'ship FOUND_IN to/from Solanum Melongena (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 214. Outgoing r'ship FOUND_IN to/from Solanum Myriacanthum (Plant) Rel Props:Reference:
  • 215. Outgoing r'ship FOUND_IN to/from Solanum Nigrum (Plant) Rel Props:Reference:
  • 216. Outgoing r'ship FOUND_IN to/from Solanum Olgae (Plant) Rel Props:Reference:
  • 217. Outgoing r'ship FOUND_IN to/from Solanum Platanifolium (Plant) Rel Props:Reference:
  • 218. Outgoing r'ship FOUND_IN to/from Solanum Pseudocapsicum (Plant) Rel Props:Reference:
  • 219. Outgoing r'ship FOUND_IN to/from Solanum Pseudopersicum (Plant) Rel Props:Reference:
  • 220. Outgoing r'ship FOUND_IN to/from Solanum Pseudoquina (Plant) Rel Props:Reference:
  • 221. Outgoing r'ship FOUND_IN to/from Solanum Pubescens (Plant) Rel Props:Reference:
  • 222. Outgoing r'ship FOUND_IN to/from Solanum Racemigerum (Plant) Rel Props:Reference:
  • 223. Outgoing r'ship FOUND_IN to/from Solanum Sarmentosum (Plant) Rel Props:Reference:
  • 224. Outgoing r'ship FOUND_IN to/from Solanum Sarrachoides (Plant) Rel Props:Reference:
  • 225. Outgoing r'ship FOUND_IN to/from Solanum Seaforthianum (Plant) Rel Props:Reference:
  • 226. Outgoing r'ship FOUND_IN to/from Solanum Sisymbrifolium (Plant) Rel Props:Reference:
  • 227. Outgoing r'ship FOUND_IN to/from Solanum Sisymbriifolium (Plant) Rel Props:Reference:
  • 228. Outgoing r'ship FOUND_IN to/from Solanum Sodomaeum (Plant) Rel Props:Reference:
  • 229. Outgoing r'ship FOUND_IN to/from Solanum Sodomeum (Plant) Rel Props:Reference:
  • 230. Outgoing r'ship FOUND_IN to/from Solanum Spirale (Plant) Rel Props:Reference:
  • 231. Outgoing r'ship FOUND_IN to/from Solanum Stramoniifolium (Plant) Rel Props:Reference:
  • 232. Outgoing r'ship FOUND_IN to/from Solanum Sublobatum (Plant) Rel Props:Reference:
  • 233. Outgoing r'ship FOUND_IN to/from Solanum Surattense (Plant) Rel Props:Reference:
  • 234. Outgoing r'ship FOUND_IN to/from Solanum Torvum (Plant) Rel Props:Reference:
  • 235. Outgoing r'ship FOUND_IN to/from Solanum Toxicarium (Plant) Rel Props:Reference:
  • 236. Outgoing r'ship FOUND_IN to/from Solanum Toxicarum (Plant) Rel Props:Reference:
  • 237. Outgoing r'ship FOUND_IN to/from Solanum Transcaucasicum (Plant) Rel Props:Reference:
  • 238. Outgoing r'ship FOUND_IN to/from Solanum Trilobatum (Plant) Rel Props:Reference:
  • 239. Outgoing r'ship FOUND_IN to/from Solanum Tripartitum (Plant) Rel Props:Reference:
  • 240. Outgoing r'ship FOUND_IN to/from Solanum Tuberosum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 241. Outgoing r'ship FOUND_IN to/from Solanum Verbascifolium (Plant) Rel Props:Reference:
  • 242. Outgoing r'ship FOUND_IN to/from Solanum Viarum (Plant) Rel Props:Reference:
  • 243. Outgoing r'ship FOUND_IN to/from Solanum Villosum (Plant) Rel Props:Reference:
  • 244. Outgoing r'ship FOUND_IN to/from Solanum Violaceum (Plant) Rel Props:Reference:
  • 245. Outgoing r'ship FOUND_IN to/from Solanum Virginianum (Plant) Rel Props:Reference:
  • 246. Outgoing r'ship FOUND_IN to/from Solanum Virginiatum (Plant) Rel Props:Reference:
  • 247. Outgoing r'ship FOUND_IN to/from Solanum Wrightii (Plant) Rel Props:Reference:
  • 248. Outgoing r'ship FOUND_IN to/from Solanum Xanthocarpum (Plant) Rel Props:Reference:
  • 249. Outgoing r'ship FOUND_IN to/from Sorghum Vulgare (Plant) Rel Props:Reference:
  • 250. Outgoing r'ship FOUND_IN to/from Spilanthes Oleracea (Plant) Rel Props:Reference:
  • 251. Outgoing r'ship FOUND_IN to/from Spinacia Oleracea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 252. Outgoing r'ship FOUND_IN to/from Symphytum Tuberosum (Plant) Rel Props:Reference:
  • 253. Outgoing r'ship FOUND_IN to/from Syringa Vulgaris (Plant) Rel Props:Reference:
  • 254. Outgoing r'ship FOUND_IN to/from Tagetes Maxima (Plant) Rel Props:Reference:
  • 255. Outgoing r'ship FOUND_IN to/from Tanacetum Vulgare (Plant) Rel Props:Reference:
  • 256. Outgoing r'ship FOUND_IN to/from Tephrosia Maxima (Plant) Rel Props:Reference:
  • 257. Outgoing r'ship FOUND_IN to/from Tetracera Alnifolia (Plant) Rel Props:Reference:
  • 258. Outgoing r'ship FOUND_IN to/from Thymus Vulgaris (Plant) Rel Props:Reference:
  • 259. Outgoing r'ship FOUND_IN to/from Tilia Vulgaris (Plant) Rel Props:Reference:
  • 260. Outgoing r'ship FOUND_IN to/from Tripolium Vulgare (Plant) Rel Props:Reference:
  • 261. Outgoing r'ship FOUND_IN to/from Triticum Vulgare (Plant) Rel Props:Reference:
  • 262. Outgoing r'ship FOUND_IN to/from Ulva Lactuca (Plant) Rel Props:Reference:
  • 263. Outgoing r'ship FOUND_IN to/from Utricularia Vulgaris (Plant) Rel Props:Reference:
  • 264. Outgoing r'ship FOUND_IN to/from Vicia Sativa (Plant) Rel Props:Reference:
  • 265. Outgoing r'ship FOUND_IN to/from Ziziphus Sativa (Plant) Rel Props:Reference:
  • 266. Outgoing r'ship FOUND_IN to/from Zizyphus Vulgaris (Plant) Rel Props:Reference:
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