(2S)-3-(2-sulfanylidene-2,3-dihydro-1H-imidazol-4-yl)-2-(trimethylazaniumyl)propanoate

• ChemBase ID: 127289
• Molecular Formular: C9H15N3O2S
• Molecular Mass: 229.2993
• Monoisotopic Mass: 229.08849774
• SMILES: S=c1[nH]c(c[nH]1)C[C@@H](C(=O)[O-])[N+](C)(C)C
• Canonical SMILES: [O-]C(=O)[C@@H]([N+](C)(C)C)Cc1c[nH]c(=S)[nH]1
• 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
• InChIKey: SSISHJJTAXXQAX-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(2-sulfanylidene-2,3-dihydro-1H-imidazol-4-yl)-2-(trimethylazaniumyl)propanoate
• IUPAC Traditional name: (2S)-3-(2-sulfanylidene-1,3-dihydroimidazol-4-yl)-2-(trimethylammonio)propanoate
• Synonyms: L-Ergothioneine; Ergothioneine

Database IDs

• CAS Number: 497-30-3
• PubChem SID: 162221610
• PubChem CID: 5351619
• CHEBI ID: 4828
• Chemspider ID: 4508619
• Unique Ingredient Identifier: BDZ3DQM98W
• Wikipedia Title: Ergothioneine

CALCULATED PROPERTIES

• Acid pKa: 2.489269
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -3.2563658
• LogD (pH = 7.4): -3.257042
• Log P: -4.0265336
• Molar Refractivity: 84.8711 cm^3
• Polarizability: 23.927666 Å^3
• Polar Surface Area: 64.19 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white solid
• Melting Point: 275 - 277°C