hexasodium (2R,3S,4R,5R,6S)-4-{[(1R,3R,4R,5S,8S)-4,8-dihydroxy-2,6-dioxabicyclo[3.2.1]octan-3-yl]oxy}-6-{[(1R,3R,4R,5R,8S)-3-{[(2S,3R,4R,5S,6R)-2-{[(1R,3R,4R,5R,8S)-3-{[(2S,3R,4R,5S,6R)-2-{[(1R,3R,4R,5R,8S)-3-{[(2S,3R,4R,5S,6R)-2-{[(1R,3R,4R,5R,8S)-3-{[(2S,3R,4R,5S,6R)-2-{[(1R,3R,4R,5R,8S)-3-{[(2R,3R,4R,5S,6R)-2,3-dihydroxy-6-(hydroxymethyl)-5-(sulfonatooxy)oxan-4-yl]oxy}-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy}-3-hydroxy-6-(hydroxymethyl)-5-(sulfonatooxy)oxan-4-yl]oxy}-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy}-3-hydroxy-6-(hydroxymethyl)-5-(sulfonatooxy)oxan-4-yl]oxy}-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy}-3-hydroxy-6-(hydroxymethyl)-5-(sulfonatooxy)oxan-4-yl]oxy}-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy}-3-hydroxy-6-(hydroxymethyl)-5-(sulfonatooxy)oxan-4-yl]oxy}-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl sulfate

• ChemBase ID: 134251
• Molecular Formular: C72H104Na6O73S6
• Molecular Mass: 2467.88098
• Monoisotopic Mass: 2466.21361227
• SMILES: C1[C@@H]2[C@@H]([C@H](O1)[C@H]([C@H](O2)O[C@@H]1[C@H]([C@@H](O[C@@H]([C@@H]1OS(=O)(=O)[O-])CO)O[C@H]1[C@H]2CO[C@@H]1[C@H]([C@H](O2)O[C@@H]1[C@H]([C@@H](O[C@@H]([C@@H]1OS(=O)(=O)[O-])CO)O[C@H]1[C@H]2CO[C@@H]1[C@H]([C@H](O2)O[C@@H]1[C@H]([C@@H](O[C@@H]([C@@H]1OS(=O)(=O)[O-])CO)O[C@H]1[C@H]2CO[C@@H]1[C@H]([C@H](O2)O[C@@H]1[C@H]([C@@H](O[C@@H]([C@@H]1OS(=O)(=O)[O-])CO)O[C@H]1[C@H]2CO[C@@H]1[C@H]([C@H](O2)O[C@@H]1[C@H]([C@@H](O[C@@H]([C@@H]1OS(=O)(=O)[O-])CO)O[C@H]1[C@H]2CO[C@@H]1[C@H]([C@H](O2)O[C@@H]1[C@H]([C@@H](O[C@@H]([C@@H]1OS(=O)(=O)[O-])CO)O)O)O)O)O)O)O)O)O)O)O)O)O)O.[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@H]2[C@H]3CO[C@@H]2[C@H]([C@H](O3)O[C@H]2[C@@H](OS(=O)(=O)[O-])[C@@H](CO)O[C@H]([C@@H]2O)O[C@H]2[C@H]3CO[C@@H]2[C@H]([C@H](O3)O[C@H]2[C@@H](OS(=O)(=O)[O-])[C@@H](CO)O[C@H]([C@@H]2O)O[C@H]2[C@H]3CO[C@@H]2[C@H]([C@H](O3)O[C@@H]2[C@@H](O)[C@H](O)O[C@@H]([C@@H]2OS(=O)(=O)[O-])CO)O)O)O)[C@@H]([C@H]([C@H]1OS(=O)(=O)[O-])O[C@H]1O[C@@H]2CO[C@H]([C@H]1O)[C@H]2O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O[C@H]1O[C@@H]2CO[C@H]([C@H]1O)[C@H]2O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O[C@H]1O[C@@H]2CO[C@H]([C@H]1O)[C@H]2O)OS(=O)(=O)[O-])OS(=O)(=O)[O-])O.[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C72H110O73S6.6Na/c73-1-13-43(140-146(93,94)95)55(26(80)61(92)117-13)134-63-28(82)50-38(20(124-63)8-112-50)129-69-34(88)57(45(15(3-75)119-69)142-148(99,100)101)136-65-30(84)52-40(22(126-65)10-114-52)131-71-36(90)59(47(17(5-77)121-71)144-150(105,106)107)138-67-32(86)54-42(24(128-67)12-116-54)133-72-37(91)60(48(18(6-78)122-72)145-151(108,109)110)139-66-31(85)53-41(23(127-66)11-115-53)132-70-35(89)58(46(16(4-76)120-70)143-149(102,103)104)137-64-29(83)51-39(21(125-64)9-113-51)130-68-33(87)56(44(14(2-74)118-68)141-147(96,97)98)135-62-27(81)49-25(79)19(123-62)7-111-49;;;;;;/h13-92H,1-12H2,(H,93,94,95)(H,96,97,98)(H,99,100,101)(H,102,103,104)(H,105,106,107)(H,108,109,110);;;;;;/q;6*+1/p-6/t13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25+,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38+,39+,40+,41+,42+,43+,44+,45+,46+,47+,48+,49+,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68+,69+,70+,71+,72+;;;;;;/m1....../s1
• InChIKey: YWSHUIVBCLNTEM-GGOYDXLKSA-H

NAMES AND DATABASE IDS

Names

• IUPAC name: hexasodium (2R,3S,4R,5R,6S)-4-{[(1R,3R,4R,5S,8S)-4,8-dihydroxy-2,6-dioxabicyclo[3.2.1]octan-3-yl]oxy}-6-{[(1R,3R,4R,5R,8S)-3-{[(2S,3R,4R,5S,6R)-2-{[(1R,3R,4R,5R,8S)-3-{[(2S,3R,4R,5S,6R)-2-{[(1R,3R,4R,5R,8S)-3-{[(2S,3R,4R,5S,6R)-2-{[(1R,3R,4R,5R,8S)-3-{[(2S,3R,4R,5S,6R)-2-{[(1R,3R,4R,5R,8S)-3-{[(2R,3R,4R,5S,6R)-2,3-dihydroxy-6-(hydroxymethyl)-5-(sulfonatooxy)oxan-4-yl]oxy}-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy}-3-hydroxy-6-(hydroxymethyl)-5-(sulfonatooxy)oxan-4-yl]oxy}-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy}-3-hydroxy-6-(hydroxymethyl)-5-(sulfonatooxy)oxan-4-yl]oxy}-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy}-3-hydroxy-6-(hydroxymethyl)-5-(sulfonatooxy)oxan-4-yl]oxy}-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy}-3-hydroxy-6-(hydroxymethyl)-5-(sulfonatooxy)oxan-4-yl]oxy}-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl sulfate
• IUPAC Traditional name: hexasodium (2R,3S,4R,5R,6S)-4-{[(1R,3R,4R,5S,8S)-4,8-dihydroxy-2,6-dioxabicyclo[3.2.1]octan-3-yl]oxy}-6-{[(1R,3R,4R,5R,8S)-3-{[(2S,3R,4R,5S,6R)-2-{[(1R,3R,4R,5R,8S)-3-{[(2S,3R,4R,5S,6R)-2-{[(1R,3R,4R,5R,8S)-3-{[(2S,3R,4R,5S,6R)-2-{[(1R,3R,4R,5R,8S)-3-{[(2S,3R,4R,5S,6R)-2-{[(1R,3R,4R,5R,8S)-3-{[(2R,3R,4R,5S,6R)-2,3-dihydroxy-6-(hydroxymethyl)-5-(sulfonatooxy)oxan-4-yl]oxy}-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy}-3-hydroxy-6-(hydroxymethyl)-5-(sulfonatooxy)oxan-4-yl]oxy}-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy}-3-hydroxy-6-(hydroxymethyl)-5-(sulfonatooxy)oxan-4-yl]oxy}-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy}-3-hydroxy-6-(hydroxymethyl)-5-(sulfonatooxy)oxan-4-yl]oxy}-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy}-3-hydroxy-6-(hydroxymethyl)-5-(sulfonatooxy)oxan-4-yl]oxy}-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl sulfate
• Synonyms: Neocarradodecaose 41,43,45,47,49,411-hexasulfate hexasodium salt

Database IDs

• CAS Number: 133628-77-0
• MDL Number: MFCD00133661
• PubChem SID: 162228528
• PubChem CID: 71308780

CALCULATED PROPERTIES

• Acid pKa: -2.7136123
• H Acceptors: 67
• H Donor: 20
• LogD (pH = 5.5): -29.369967
• LogD (pH = 7.4): -29.37004
• Log P: -25.94814
• Molar Refractivity: 424.6297 cm^3
• Polarizability: 188.37949 Å^3
• Polar Surface Area: 1070.85 Å^2
• Rotatable Bonds: 40
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥95%

DETAILS

Sigma Aldrich - N8143

Other Notes
Mixed anomers
Preparation Note
Prepared enzymatically from κ-carrageenan.