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D-Hexamannuronic acid

CAT: 0804-HY-N7699DSize: 1 EachDry Ice: NoHazardous: No
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Description
D-Hexamannuronic acid, an alginate oligomer, is produced by marine brown algae and by a limited range of Gram negative bacteria. D-Hexamannuronic acid can be used for the research of pain and vascular dementia[1][2][3][4].
CAS Number
183668-52-2
UNSPSC
12352005
Target
Bacterial
Type
Natural Products
Related Pathways
Anti-infection
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/d-hexamannuronic-acid.html
Solubility
10 mM in DMSO
Smiles
OC([C@@H](O[C@H]1O[C@@H]([C@@H]([C@@H]2O)O)[C@H](O[C@H]2O[C@@H]([C@@H]([C@@H]3O)O)[C@H](O[C@H]3O)C(O)=O)C(O)=O)[C@H]([C@@H]([C@@H]1O)O)O[C@@H]([C@H]([C@H]4O)O)O[C@@H]([C@H]4O[C@@H]([C@H]([C@H]5O)O)O[C@@H]([C@H]5O[C@@H]([C@H]([C@H]6O)O)O[C@@H]([C@H]6O)C(O)=O)C(O)=O)C(O)=O)=O
Molecular Formula
C36H50O37
Molecular Weight
1074.76
References & Citations
[2]Iwamoto M, et, al. Structure-activity relationship of alginate oligosaccharides in the induction of cytokine production from RAW264.7 cells. FEBS Lett. 2005 Aug 15; 579 (20) : 4423-9.|[3]Geng M, et, al. Application of sodium alginate oligose and derivative to treatment of pain. CN106344595A.|[4]Geng M, et, al. Application of sodium alginate oligose and derivative to treatment of vascular dementia. CN106344593A.|[1]Heyraud A, et, al. HPLC analysis of saturated or unsaturated oligoguluronates and oligomannuronates. Application to the determination of the action pattern of Haliotis tuberculata alginate lyase. Carbohydr Res. 1996 Sep 23; 291:115-26.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

GlyTouCan:G52261FN
CAS Number183668-52-2
PubChem CID162642254
IUPAC Name(2S,3S,4S,5S,6R)-6-[(2S,3S,4R,5S,6R)-2-carboxy-6-[(2S,3S,4R,5S,6R)-2-carboxy-6-[(2S,3S,4R,5S,6R)-2-carboxy-6-[(2S,3S,4R,5S,6R)-2-carboxy-6-[(2S,3S,4R,5S,6R)-2-carboxy-4,5,6-trihydroxyoxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
Molecular FormulaC36H50O37
Molecular Weight1074.8
XLogP-11.8
Topological Polar Surface Area609
Hydrogen Bond Donor Count20
Hydrogen Bond Acceptor Count37
Rotatable Bond Count16
Heavy Atom Count73
Formal Charge0
Complexity1990
SMILES
[C@@H]1([C@@H]([C@H](O[C@H]([C@H]1O)O[C@H]2[C@@H]([C@@H]([C@@H](O[C@@H]2C(=O)O)O[C@H]3[C@@H]([C@@H]([C@@H](O[C@@H]3C(=O)O)O[C@H]4[C@@H]([C@@H]([C@@H](O[C@@H]4C(=O)O)O[C@H]5[C@@H]([C@@H]([C@@H](O[C@@H]5C(=O)O)O[C@H]6[C@@H]([C@@H]([C@@H](O[C@@H]6C(=O)O)O)O)O)O)O)O)O)O)O)O)O)C(=O)O)O)O
InChI
InChI=1S/C36H50O37/c37-1-2(38)19(25(50)51)69-32(9(1)45)65-15-4(40)11(47)34(71-21(15)27(54)55)67-17-6(42)13(49)36(73-23(17)29(58)59)68-18-7(43)12(48)35(72-24(18)30(60)61)66-16-5(41)10(46)33(70-22(16)28(56)57)64-14-3(39)8(44)31(62)63-20(14)26(52)53/h1-24,31-49,62H,(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)/t1-,2-,3+,4+,5+,6+,7+,8-,9-,10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,31+,32+,33+,34+,35+,36+/m0/s1
InChIKey
SAJWPTZTWGBOFP-RZGQGPSHSA-N
Chemical Structure
2D Structure
2D structure of GlyTouCan:G52261FN
CAS: 183668-52-2
CID: 162642254
Formula: C36H50O37
MW: 1074.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1074.8
XLogP3-11.8
Hydrogen Bond Donor Count20
Hydrogen Bond Acceptor Count37
Rotatable Bond Count16
Exact Mass1074.2030925
Monoisotopic Mass1074.2030925
Topological Polar Surface Area609 Ų
Heavy Atom Count73
Formal Charge0
Complexity1990
Isotope Atom Count0
Defined Atom Stereocenter Count30
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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