lithium(1+) ion 9-({4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-{[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl}oxan-2-yl]-3-methylbut-2-enoyl}oxy)nonanoate

• ChemBase ID: 154116
• Molecular Formular: C26H43LiO9
• Molecular Mass: 506.55522
• Monoisotopic Mass: 506.30671251
• SMILES: [Li+].C[C@H]([C@H]1[C@@H](O1)C[C@H]1CO[C@H]([C@@H]([C@@H]1O)O)C/C(=C/C(=O)OCCCCCCCCC(=O)[O-])/C)[C@H](C)O
• Canonical SMILES: [O-]C(=O)CCCCCCCCOC(=O)/C=C(/C[C@@H]1OC[C@@H]([C@H]([C@H]1O)O)C[C@@H]1O[C@H]1[C@H]([C@@H](O)C)C)\C.[Li+]
• InChI: InChI=1S/C26H44O9.Li/c1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27;/h13,17-21,24-27,31-32H,4-12,14-15H2,1-3H3,(H,28,29);/q;+1/p-1/t17-,18-,19-,20-,21-,24+,25-,26-;/m0./s1
• InChIKey: XFIKMPRBSORKQP-UGIXXPBNSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: lithium(1+) ion 9-({4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-{[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl}oxan-2-yl]-3-methylbut-2-enoyl}oxy)nonanoate
• IUPAC Traditional name: lithium(1+) ion 9-({4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-{[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl}oxan-2-yl]-3-methylbut-2-enoyl}oxy)nonanoate
• Synonyms: 9-((E)-4-{(2S,3R,4R,5S)-3,4-Dihydroxy-5-[(2S,3S)-3-((1S,2S)-2-hydroxy-1-methyl-propyl)oxiranylmethyl]tetrahydro-pyran-2-yl}-3-methyl-but-2-enoyloxy)nonanoic acid lithium salt; Pseudomonic acid A lithium salt; Lithium mupirocin; Li-MUP; Lithium mupirocin solution; Lithium mupirocin Supplement

Database IDs

• CAS Number: 73346-79-9
• EC Number: 231-791-2
• MDL Number: MFCD11977847
• PubChem SID: 162248255
• PubChem CID: 71311795

CALCULATED PROPERTIES

• Acid pKa: 4.8340716
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 1.7011259
• LogD (pH = 7.4): -0.07094509
• Log P: 2.4513257
• Molar Refractivity: 140.2312 cm^3
• Polarizability: 51.421883 Å^3
• Polar Surface Area: 148.88 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL, clear, colorless
• Optical Rotation: [α]/D -21.0±2.0°, c = 1 in H2O

Safety Information

• German water hazard class: 2; 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (TLC)
• Grade: for microbiology
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C26H43LiO9

DETAILS

Sigma Aldrich - 07188

Application
Lithium mupirocin as been used to study mupirocin resistance in staphylococcus aureus 1 and in mycoplasma susceptibility studies 2.

Sigma Aldrich - 69732

Components
Composition:(5ml, sufficient for 100 ml medium)Mupirocin 5 mgsterile distilled water 5.0 ml
Application
A selective supplement for the selective isolation of Bifidobacterium species by colony count technique from milk products.