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Ergothioneine

PubChem CID: 5351619

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Compound Synonyms ERGOTHIONEINE, L-(+)-Ergothioneine, 497-30-3, L-Ergothioneine, Sympectothion, Ergothionine, Thioneine, l-Thioneine, L(+)-Ergothioneine, Thiolhistidine-betaine, Thiasine, erythrothioneine, BDZ3DQM98W, thiolhistidinebetaine, (S)-3-(2-Thioxo-2,3-dihydro-1H-imidazol-4-yl)-2-(trimethylammonio)propanoate, NSC 7175, EINECS 207-843-5, MFCD00167474, ERGOTHIONEINE [MI], (2S)-3-(2-sulfanylidene-1,3-dihydroimidazol-4-yl)-2-(trimethylazaniumyl)propanoate, AI3-23492, CHEBI:4828, DTXSID901020082, 2-mercaptohistidine trimethylbetaine, (S)-(1-Carboxy-2-(2-mercaptoimidazol-4-yl)ethyl)trimethylammonium hydroxide, 1H-Imidazole-4-ethanaminium, .alpha.-carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-, inner salt, (.alpha.S)-, 1H-Imidazole-4-ethanaminium, alpha-carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-, inner salt, (S)-, (2S)-3-(2-mercapto-1H-imidazol-5-yl)-2-(trimethylammonio)propanoate, Nalpha,Nalpha,Nalpha-trimethyl-2-sulfanylidene-2,3-dihydro-L-histidine, 2 Thiol L histidine betaine, (2S)-3-(2-mercapto-1H-imidazol-5-yl)-2-(trimethylazaniumyl)propanoate, (S)-[1-carboxy-2-(2-mercaptoimidazol-4-yl)ethyl]trimethylammonium hydroxide, 3-(2-sulfanylidene-1,3-dihydroimidazol-4-yl)-2-trimethylammonio-propanoate, (2S)-3-(2-sulfanylidene-2,3-dihydro-1H-imidazol-4-yl)-2-(trimethylazaniumyl)propanoate, (.ALPHA.S)-.ALPHA.-CARBOXY-2,3-DIHYDRO-N,N,N-TRIMETHYL-2-THIOXO-1H-IMIDAZOLE-4-ETHANAMINIUM INNER SALT, (alphaS)-alpha-carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-1H-imidazole-4-ethanaminium inner salt, 1H-Imidazole-4-ethanaminium, alpha-carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-, hydroxide, inner salt, (S)-, 1H-Imidazole-4-ethanaminium, alpha-carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-, inner salt, (alphaS)-, 1H-Imidazole-4-ethaniminium, alpha-carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-, hydroxide, inner salt, (S)-, Ammonium, (1-carboxy-2-(2-mercaptoimidazol-4-yl)ethyl)trimethyl-, hydroxide, inner salt, L-(+)-, NSC-7175, UNII-BDZ3DQM98W, 2-Thiol-L-histidine-betaine, 5-((2S)-2-carboxy-2-(trimethylazaniumyl)ethyl)-1H-imidazole-2-thiolate, 5-[(2S)-2-carboxy-2-(trimethylazaniumyl)ethyl]-1H-imidazole-2-thiolate, ergothioneine thiol, ergothioneine thione, Ergothioneine L-(+), ergothioneine thione form, ergothioneine (thione form), ERGOTHIONEINE [INCI], SCHEMBL188140, SCHEMBL9985141, CHEMBL5209630, CHEBI:82707, DTXCID901477922, HMS2089D04, HY-N1914, AKOS027325505, CCG-207908, FE22785, (S)-alpha-Carboxy-N,N,N-trimethyl-2-mercapto-1H-imidazole-4-ethanaminium inner salt, DA-64818, CS-0018211, D83035, AB01275464-01, Ergothionine, L-(+)-Ergothioneine, Erythrothioneine, Q614788, (2S)-3-(2-thioxo-2,3-dihydro-1H-imidazol-4-yl)-2-(trimethylazaniumyl)propanoate, (a-S)-a-Carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-1H-imidazole-4-ethanaminium inner salt, 2-Mercaptohistidine betaine, NSC 7175, 1H-Imidazole-4-ethanaminium, alpha-carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-, hydroxide, inner salt, (S)-(9CI), Ammonium, (1-carboxy-2-(2-mercaptoimidazol-4-yl)ethyl)trimethyl-, hydroxide, inner salt, L-(+)-(8CI)
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 96.3
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCCC1
Np Classifier Class Imidazole alkaloids
Deep Smiles [O-]C=O)[C@@H][N+]C)C)C))Ccc[nH]c=S)[nH]5
Heavy Atom Count 15.0
Classyfire Class Carboxylic acids and derivatives
Scaffold Graph Node Level SC1NCCN1
Classyfire Subclass Amino acids, peptides, and analogues
Isotope Atom Count 0.0
Molecular Complexity 314.0
Database Name cmaup_ingredients;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Uniprot Id Q9H015
Iupac Name (2S)-3-(2-sulfanylidene-1,3-dihydroimidazol-4-yl)-2-(trimethylazaniumyl)propanoate
Prediction Hob 1.0
Class Carboxylic acids and derivatives
Veber Rule True
Classyfire Superclass Organic acids and derivatives
Xlogp 0.3
Superclass Organic acids and derivatives
Subclass Amino acids, peptides, and analogues
Gsk 4 400 Rule True
Molecular Formula C9H15N3O2S
Scaffold Graph Node Bond Level S=c1[nH]cc[nH]1
Prediction Swissadme 1.0
Inchi Key SSISHJJTAXXQAX-ZETCQYMHSA-N
Silicos It Class Soluble
Fcsp3 0.5555555555555556
Logs 0.152
Rotatable Bond Count 3.0
State Solid
Logd -1.587
Synonyms (2S)-3-(2-Mercapto-1H-imidazol-5-yl)-2-(trimethylammonio)propanoate, (AlphaS)-alpha-carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-1H-imidazole-4-ethanaminium inner salt, (S)-(1-Carboxy-2-(2-mercaptoimidazol-4-yl)ethyl)trimethylammonium hydroxide, 2-Mercaptohistidine trimethylbetaine, 3-(2-Sulfanylidene-1,3-dihydroimidazol-4-yl)-2-trimethylammonio-propanoate, Ergothioneine thiol, Ergothionine, Erythrothioneine, L-Ergothioneine, L-Thioneine, Sympectothion, Thiolhistidine-betaine, Thiolhistidinebetaine, (2S)-3-(2-Mercapto-1H-imidazol-5-yl)-2-(trimethylammonio)propanoic acid, (AlphaS)-a-carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-1H-imidazole-4-ethanaminium inner salt, (AlphaS)-α-carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-1H-imidazole-4-ethanaminium inner salt, 3-(2-Sulfanylidene-1,3-dihydroimidazol-4-yl)-2-trimethylammonio-propanoic acid, 3-(2-Sulphanylidene-1,3-dihydroimidazol-4-yl)-2-trimethylammonio-propanoate, 3-(2-Sulphanylidene-1,3-dihydroimidazol-4-yl)-2-trimethylammonio-propanoic acid, 2 Thiol L histidine betaine, 2-Thiol-L-histidine-betaine, Thioneine, ergothioneine, orgothionenine
Esol Class Very soluble
Functional Groups CC(=O)[O-], C[N+](C)(C)C, c=S, c[nH]c
Compound Name Ergothioneine
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 229.088
Formal Charge 0.0
Monoisotopic Mass 229.088
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 229.3
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteromonocyclic compounds
Lipinski Rule Of 5 True
Esol -1.5719576666666666
Inchi InChI=1S/C9H15N3O2S/c1-12(2,3)7(8(13)14)4-6-5-10-9(15)11-6/h5,7H,4H2,1-3H3,(H2-,10,11,13,14,15)/t7-/m0/s1
Smiles C[N+](C)(C)[C@@H](CC1=CNC(=S)N1)C(=O)[O-]
Nring 1.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Histidine and derivatives
Np Classifier Superclass Histidine alkaloids

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  • 2. Outgoing r'ship FOUND_IN to/from Elymus Repens (Plant) Rel Props:Reference:ISBN:9788172360481
  • 3. Outgoing r'ship FOUND_IN to/from Erythrina Suberosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Hevea Brasiliensis (Plant) Rel Props:Reference:ISBN:9788172360481; ISBN:9788185042053
  • 5. Outgoing r'ship FOUND_IN to/from Pinus Pinaster (Plant) Rel Props:Source_db:npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Rhodiola Rosea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all