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Record Information
Version3.6
Creation Date2006-05-22 15:12:45 UTC
Update Date2016-02-11 01:06:08 UTC
HMDB IDHMDB03255
Secondary Accession NumbersNone
Metabolite Identification
Common NameAmylopectin
DescriptionAmylopectin (CAS# 9037-22-3) is a highly branched polymer of glucose found in plants. It is one of the two components of starch, the other being amylose. It is insoluble in water. Glucose units are linked in a linear way with α(1→4) bonds. Branching takes place with α(1→6) bonds occurring every 24 to 30 glucose units. Its counterpart in animals is glycogen which has the same composition and structure, but with more extensive branching that occurs every 8 to 12 glucose units. Starch is made of about 80% amylopectin. Amylopectin is highly branched, being formed of 2,000 to 200,000 glucose units. Its inner chains are formed of 20-24 glucose subunits. The glucose residues are linked through alpha-1,4 glycosidic linkages. -- Wikipedia.
Structure
Thumb
Synonyms
ValueSource
AmylopectineHMDB
Chemical FormulaC30H52O26
Average Molecular Weight828.7183
Monoisotopic Molecular Weight828.274681836
IUPAC Name(2R,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6S)-6-{[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-{[(2R,3S,4R,5R,6S)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methoxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Traditional Nameamylopectin
CAS Registry Number9037-22-3
SMILES
OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](OC[C@H]3O[C@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O)O[C@@H]4CO)[C@H](O)[C@@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C30H52O26/c31-1-6-11(35)13(37)19(43)28(50-6)55-24-9(4-34)52-27(21(45)16(24)40)48-5-10-25(56-29-20(44)14(38)12(36)7(2-32)51-29)17(41)22(46)30(53-10)54-23-8(3-33)49-26(47)18(42)15(23)39/h6-47H,1-5H2/t6-,7-,8-,9-,10-,11-,12-,13+,14+,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26+,27+,28-,29-,30-/m1/s1
InChI KeyInChIKey=WMGFVAGNIYUEEP-WUYNJSITSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.
KingdomOrganic compounds
Super ClassOrganooxygen compounds
ClassCarbohydrates and carbohydrate conjugates
Sub ClassOligosaccharides
Direct ParentOligosaccharides
Alternative Parents
Substituents
  • Oligosaccharide
  • O-glycosyl compound
  • Glycosyl compound
  • Oxane
  • Secondary alcohol
  • Polyol
  • Hemiacetal
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Plant
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility248.0 mg/mLALOGPS
logP-2.6ALOGPS
logP-10ChemAxon
logS-0.52ALOGPS
pKa (Strongest Acidic)11.17ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count26ChemAxon
Hydrogen Donor Count17ChemAxon
Polar Surface Area426.98 Å2ChemAxon
Rotatable Bond Count13ChemAxon
Refractivity165.58 m3·mol-1ChemAxon
Polarizability76.06 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue Location
  • Muscle
  • Myelin
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB023132
KNApSAcK IDNot Available
Chemspider ID388347
KEGG Compound IDC00317
BioCyc IDCPD-7043
BiGG IDNot Available
Wikipedia LinkAmylopectin
NuGOwiki LinkHMDB03255
Metagene LinkHMDB03255
METLIN ID3696
PubChem Compound439207
PDB IDNot Available
ChEBI ID28057
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Giuffre B, Parinii R, Rizzuti T, Morandi L, van Diggelen OP, Bruno C, Giuffre M, Corsello G, Mosca F: Severe neonatal onset of glycogenosis type IV: clinical and laboratory findings leading to diagnosis in two siblings. J Inherit Metab Dis. 2004;27(5):609-19. [15669676 ]
  2. Yoshikawa H, Dyck PJ, Poduslo JF, Giannini C: Polyglucosan body axonal enlargement increases myelin spiral length but not lamellar number. J Neurol Sci. 1990 Aug;98(1):107-17. [2230827 ]
  3. Mishler JM, Ricketts CR, Parkhouse EJ: The catabolism of low molecular weight-hydroxyethylated amylopectin in man. III. Further degradation of excreted polymer fragments. Int J Clin Pharmacol Ther Toxicol. 1980 Mar;18(3):120-1. [6155356 ]
  4. Mishler JM, Ricketts CR, Parkhouse EJ, Borberg H, Gross R: The catabolism of low molecular weight-hydroxyethylated amylopectin in man. II. Changes in the urinary molecular profiles. Int J Clin Pharmacol Ther Toxicol. 1980 Jan;18(1):5-9. [7364532 ]
  5. Miladi MI, Feki I, Choyakh F, Ben Hmida M, Zouari N, Mhiri C: Polysaccharide storage myopathy--case report and literature review. Clin Neuropathol. 2005 May-Jun;24(3):126-32. [15943164 ]