sodium (7S,11R,12R,13R,14R,15R,16R,17R,18R)-2,15,17,29-tetrahydroxy-11-methoxy-13-(methoxycarbonyl)-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1,3,5(28),9,19,21,25(29),26-octaen-27-olate

• ChemBase ID: 158789
• Molecular Formular: C37H46NNaO12
• Molecular Mass: 719.75041
• Monoisotopic Mass: 719.2917702
• SMILES: Cc1c(c2c3c(cc(c2O)NC(=O)/C(=C\C=C[C@H]([C@H]([C@H]([C@@H]([C@@H]([C@H]([C@H]([C@H](/C=C\O[C@@]2(C(=O)c3c1O2)C)OC)C)C(=O)OC)C)O)C)O)C)/C)[O-])O.[Na+]
• Canonical SMILES: CO[C@H]1/C=C\O[C@@]2(C)Oc3c(C2=O)c2c([O-])cc(c(c2c(c3C)O)O)NC(=O)/C(=C\C=C[C@H]([C@H]([C@H]([C@@H]([C@@H]([C@H]([C@H]1C)C(=O)OC)C)O)C)O)C)/C.[Na+]
• InChI: InChI=1S/C37H47NO12.Na/c1-16-11-10-12-17(2)35(45)38-22-15-23(39)26-27(32(22)43)31(42)21(6)33-28(26)34(44)37(7,50-33)49-14-13-24(47-8)18(3)25(36(46)48-9)19(4)30(41)20(5)29(16)40;/h10-16,18-20,24-25,29-30,39-43H,1-9H3,(H,38,45);/q;+1/p-1/t16-,18+,19-,20-,24+,25+,29-,30-,37+;/m1./s1
• InChIKey: LAJFQTBWGBXICV-NAJDNVEESA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (7S,11R,12R,13R,14R,15R,16R,17R,18R)-2,15,17,29-tetrahydroxy-11-methoxy-13-(methoxycarbonyl)-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1^4,^7.0^5,^2^8]triaconta-1,3,5(28),9,19,21,25(29),26-octaen-27-olate
• IUPAC Traditional name: sodium (7S,11R,12R,13R,14R,15R,16R,17R,18R)-2,15,17,29-tetrahydroxy-11-methoxy-13-(methoxycarbonyl)-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.1^4,^7.0^5,^2^8]triaconta-1,3,5(28),9,19,21,25(29),26-octaen-27-olate
• Synonyms: Rifamycin SV sodium salt hexahydrate; 利福霉素 SV 钠盐 六水合物

Database IDs

• EC Number: 238-965-7
• MDL Number: MFCD00167105
• PubChem SID: 162252924; 24870388
• PubChem CID: 71312686

CALCULATED PROPERTIES

• Acid pKa: 7.0917516
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): 4.394558
• LogD (pH = 7.4): 3.909168
• Log P: 4.405462
• Molar Refractivity: 198.7341 cm^3
• Polarizability: 72.22435 Å^3
• Polar Surface Area: 204.14 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C37H46NNaO12 · 6H2O

DETAILS

Sigma Aldrich - 46721

Legal Information
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