(2R)-N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-{[(2R,3R,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy}oxan-3-yl]-2-acetamido-3-sulfanylpropanamide

• ChemBase ID: 128482
• Molecular Formular: C17H30N2O12S
• Molecular Mass: 486.4913
• Monoisotopic Mass: 486.15194541
• SMILES: CC(=O)N[C@@H](CS)C(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1OC1[C@@H]([C@H](C([C@H]([C@H]1O)O)O)O)O)CO)O)O
• Canonical SMILES: SC[C@@H](C(=O)N[C@H]1[C@H](O[C@@H]([C@H]([C@@H]1O)O)CO)OC1[C@H](O)[C@H](O)C([C@@H]([C@H]1O)O)O)NC(=O)C
• InChI: InChI=1S/C17H30N2O12S/c1-4(21)18-5(3-32)16(29)19-7-9(23)8(22)6(2-20)30-17(7)31-15-13(27)11(25)10(24)12(26)14(15)28/h5-15,17,20,22-28,32H,2-3H2,1H3,(H,18,21)(H,19,29)/t5-,6+,7+,8+,9+,10?,11-,12+,13+,14+,15?,17+/m0/s1
• InChIKey: MQBCDKMPXVYCGO-MGQAWMCHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-{[(2R,3R,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy}oxan-3-yl]-2-acetamido-3-sulfanylpropanamide
• IUPAC Traditional name: mycothiol
• Synonyms: Mycothiol; Mycothiol

Database IDs

• CAS Number: 192126-76-4
• PubChem SID: 162222789
• PubChem CID: 441148
• Wikipedia Title: Mycothiol

CALCULATED PROPERTIES

• Acid pKa: 9.952869
• H Acceptors: 12
• H Donor: 11
• LogD (pH = 5.5): -6.3288617
• LogD (pH = 7.4): -6.3299737
• Log P: -6.3288474
• Molar Refractivity: 104.3133 cm^3
• Polarizability: 42.9566 Å^3
• Polar Surface Area: 238.5 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false