tetrasodium (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-{[(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}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl sulfate

• ChemBase ID: 133943
• Molecular Formular: C48H70Na4O49S4
• Molecular Mass: 1651.25908
• Monoisotopic Mass: 1650.14592974
• 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](OC([C@@H]1O)O)CO)OS(=O)(=O)[O-])O)O)O)O)O)O)O)O.[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](O)C(O)O[C@@H]([C@@H]2OS(=O)(=O)[O-])CO)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)OS(=O)(=O)[O-])O.[Na+].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C48H74O49S4.4Na/c49-1-9-29(94-98(63,64)65)37(18(54)41(62)79-9)90-43-20(56)34-26(14(84-43)6-76-34)87-47-24(60)39(31(11(3-51)81-47)96-100(69,70)71)92-45-22(58)36-28(16(86-45)8-78-36)89-48-25(61)40(32(12(4-52)82-48)97-101(72,73)74)93-44-21(57)35-27(15(85-44)7-77-35)88-46-23(59)38(30(10(2-50)80-46)95-99(66,67)68)91-42-19(55)33-17(53)13(83-42)5-75-33;;;;/h9-62H,1-8H2,(H,63,64,65)(H,66,67,68)(H,69,70,71)(H,72,73,74);;;;/q;4*+1/p-4/t9-,10-,11-,12-,13-,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+;;;;/m1..../s1
• InChIKey: QVAKGEVIXLNPPV-CQWLXSKTSA-J

NAMES AND DATABASE IDS

Names

• IUPAC name: tetrasodium (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-{[(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}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl sulfate
• IUPAC Traditional name: tetrasodium (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-{[(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}-5-hydroxy-2-(hydroxymethyl)oxan-3-yl sulfate
• Synonyms: Neocarraoctaose 41,43,45,47-tetrasulfate tetrasodium salt

Database IDs

• CAS Number: 133647-94-6
• MDL Number: MFCD00133664
• PubChem SID: 162228220
• PubChem CID: 71308741

CALCULATED PROPERTIES

• Acid pKa: -2.535264
• H Acceptors: 45
• H Donor: 14
• LogD (pH = 5.5): -19.967213
• LogD (pH = 7.4): -19.967289
• Log P: -17.679312
• Molar Refractivity: 284.2565 cm^3
• Polarizability: 126.03451 Å^3
• Polar Surface Area: 724.31 Å^2
• Rotatable Bonds: 26
• 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 - N8393

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