Structure via PubChem · Public domain (PubChem)
acemannan
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Acemannan is a D-isomer mucopolysaccharide in aloe vera leaves. This compound has potential immunostimulant, antiviral, antineoplastic, and gastrointestinal properties.
In the Vinony graph
Within Vinony's link graph, acemannan is referenced by 2 other articles, and connects out to International Standard Book Number, HIV and chemical formula.
Vinony files it under Adjuvants, Aloe and Botanical drugs.
Its subject is documented across 7 Wikipedia language editions.
Chemical data
- Formula
- C66H100NO49-
- Molecular weight
- 1691.5 g/mol
- IUPAC name
- (2S,3S,4R,5S,6S)-6-[(2R,3R,4R,5S,6R)-6-[(2R,3S,4R,5S,6R)-5-acetamido-6-[(2R,3R,4R,5S,6R)-4-acetyloxy-6-[(2R,3R,4R,5S,6R)-4-acetyloxy-6-[(2R,3R,4R,5S,6S)-4-acetyloxy-5-hydroxy-2-(hydroxymethyl)-6-methoxyoxan-3-yl]oxy-5-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-acetyloxy-5-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-acetyloxy-3-[(2R,3S,4R,5R,6R)-4-acetyloxy-5-[(2R,3S,4R,5R,6R)-4-acetyloxy-3-hydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-3-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxyoxane-2-carboxylate
- SMILES
- CC(=O)N[C@H]1[C@H]([C@@H]([C@H](O[C@@H]1O[C@@H]2[C@H](O[C@@H]([C@H]([C@H]2OC(=O)C)O)O[C@@H]3[C@H](O[C@@H]([C@H]([C@H]3OC(=O)C)O)O[C@@H]4[C@H](O[C@@H]([C@H]([C@H]4OC(=O)C)O)OC)CO)CO)CO)CO)O[C@@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O[C@@H]6[C@H]([C@H]([C@@H]([C@H](O6)C(=O)[O-])O[C@@H]7[C@H]([C@H]([C@@H]([C@H](O7)CO)O[C@@H]8[C@H]([C@H]([C@@H]([C@H](O8)CO)OC)OC(=O)C)O)OC(=O)C)O)OC(=O)C)O)OC(=O)C)O)O
- InChIKey
- XOYXESIZZFUVRD-UVSAJTFZSA-M
- XLogP
- -12.2
- Polar surface area
- 714 Ų
- H-bond donors
- 16
- H-bond acceptors
- 49
- Formal charge
- -1
via PubChem
Research
152 papers- Extraction, Purification, Structural Characteristics, Biological Activities and Pharmacological Applications of Acemannan, a Polysaccharide from Aloe vera: A Review.Molecules (Basel, Switzerland) · 2019
- Acemannan, an extracted polysaccharide from Aloe vera: A literature review.Natural product communications · 2014
- Pharmacodynamics of Aloe vera and acemannan in therapeutic applications for skin, digestion, and immunomodulation.Phytotherapy research : PTR · 2021
- Acemannan-containing bioactive resin modified glass ionomer demonstrates satisfactory physical and biological properties.Journal of dental sciences · 2024
- Pharmacological Update Properties of Aloe Vera and its Major Active Constituents.Molecules (Basel, Switzerland) · 2020
via PubMed
Wikidata facts
- Subclass of
- polysaccharide
- Mass
- 1690.5369421599087
Show 3 more facts
- chemical formula
- C₆₆H₁₀₀NO₄₉⁻
- isomeric SMILES
- CC(=O)N[C@H]1[C@H]([C@@H]([C@H](O[C@@H]1O[C@@H]2[C@H](O[C@@H]([C@H]([C@H]2OC(=O)C)O)O[C@@H]3[C@H](O[C@@H]([C@H]([C@H]3OC(=O)C)O)O[C@@H]4[C@H](O[C@@H]([C@H]([C@H]4OC(=O)C)O)OC)CO)CO)CO)CO)O[C@@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O[C@@H]6[C@H]([C@H]([C@@H]([C@H](O6)C(=O)[O-])O[C@@H]7[C@H]([C@H]([C@@H]([C@H](O7)CO)O[C@@H]8[C@H]([C@H]([C@@H]([C@H](O8)CO)OC)OC(=O)C)O)OC(=O)C)O)OC(=O)C)O)OC(=O)C)O)O
- canonical SMILES
- COC1OC(CO)C(OC2OC(CO)C(OC3OC(CO)C(OC4OC(CO)C(OC5OC(CO)C(OC6OC(C(=O)[O-])C(OC7OC(CO)C(OC8OC(CO)C(OC)C(OC(C)=O)C8O)C(OC(C)=O)C7O)C(OC(C)=O)C6O)C(OC(C)=O)C5O)C(O)C4NC(C)=O)C(OC(C)=O)C3O)C(OC(C)=O)C2O)C(OC(C)=O)C1O
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Chemical structure and properties
- Immunostimulant properties
- References
Acemannan is a D-isomer mucopolysaccharide in aloe vera leaves. This compound has potential immunostimulant, antiviral, antineoplastic, and gastrointestinal properties.
== Chemical structure and properties == Acemannan's monomer is mannoacetate linked by β-1,4-glycosidic bonds. This polymer is hydrophilic.
Excerpted from Wikipedia’s “acemannan” article, available under the CC BY-SA 4.0 licence.