sodium 2-[(1S,2S,5R,6S,7S,10S,11S,13S,14Z,15R,17R)-13-(acetyloxy)-5,17-dihydroxy-2,6,10,11-tetramethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-ylidene]-6-methylhept-5-enoate

• ChemBase ID: 105033
• Molecular Formular: C31H47NaO6
• Molecular Mass: 538.69105
• Monoisotopic Mass: 538.32703351
• SMILES: [Na+].[O-]C(=O)/C(=C\1/[C@@H]2C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]3([C@]2(C[C@@H]1OC(=O)C)C)C)/CCC=C(C)C
• Canonical SMILES: CC(=O)O[C@H]1C[C@]2([C@H](/C/1=C(/C(=O)[O-])\CCC=C(C)C)C[C@H]([C@@H]1[C@]2(C)CC[C@@H]2[C@]1(C)CC[C@H]([C@H]2C)O)O)C.[Na+]
• InChI: InChI=1S/C31H48O6.Na/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32;/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36);/q;+1/p-1/b26-20-;/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-;/m0./s1
• InChIKey: HJHVQCXHVMGZNC-JCJNLNMISA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-[(1S,2S,5R,6S,7S,10S,11S,13S,14Z,15R,17R)-13-(acetyloxy)-5,17-dihydroxy-2,6,10,11-tetramethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-ylidene]-6-methylhept-5-enoate; sodium 2-[(1S,2S,5R,6S,7S,10S,11S,13S,15R,17R)-13-(acetyloxy)-5,17-dihydroxy-2,6,10,11-tetramethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-ylidene]-6-methylhept-5-enoate; sodium 2-[(1S,2S,5R,6S,7S,10S,11S,13S,14Z,15R,17R)-13-(acetyloxy)-5,17-dihydroxy-2,6,10,11-tetramethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-ylidene]-6-methylhept-5-enoate
• IUPAC Traditional name: sodium 2-[(1S,2S,5R,6S,7S,10S,11S,13S,14Z,15R,17R)-13-(acetyloxy)-5,17-dihydroxy-2,6,10,11-tetramethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-ylidene]-6-methylhept-5-enoate; sodium 2-[(1S,2S,5R,6S,7S,10S,11S,13S,15R,17R)-13-(acetyloxy)-5,17-dihydroxy-2,6,10,11-tetramethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-ylidene]-6-methylhept-5-enoate; sodium 2-[(1S,2S,5R,6S,7S,10S,11S,13S,14Z,15R,17R)-13-(acetyloxy)-5,17-dihydroxy-2,6,10,11-tetramethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-ylidene]-6-methylhept-5-enoate
• Synonyms: Fucidin; FUSIDIC ACID SODIUM SALT; Fusidic acid sodium salt

Database IDs

• CAS Number: 751-94-0
• EC Number: 212-030-3
• MDL Number: MFCD09054714
• PubChem SID: 162093327; 24278430
• PubChem CID: 23672955

CALCULATED PROPERTIES

• Acid pKa: 4.664285
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.5278952
• LogD (pH = 7.4): 1.7501483
• Log P: 4.4219136
• Molar Refractivity: 154.9604 cm^3
• Polarizability: 56.83592 Å^3
• Polar Surface Area: 106.89 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble

Safety Information

• Storage Condition: 2-8°C
• RTECS: LV5775000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (TLC); 95+%
• Linear Formula: C31H47O6Na

DETAILS

MP Biomedicals - 02158218

Sodium Salt

Sigma Aldrich - F0881

Packaging
1, 5 g in poly bottle
Biochem/physiol Actions
Suppresses nitric oxide lysis of pancreatic islet cells. Inhibits protein synthesis in prokaryotes by inhibiting the ribosome-dependent activity of G factor and translocation of peptidyl-tRNA.