MiMeDB: Showing metabocard for Amylose (MMDBc0000299)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-28 17:47:07 UTC

Update Date

2022-08-31 00:17:23 UTC

Metabolite ID

MMDBc0000299

Metabolite Identification

Common Name

Amylose

Description

Amylose is defined as a linear molecule of (1→4) linked alpha-D-glucopyranosyl units, but it is today well established that some molecules are slightly branched by (1→6)-alpha-linkages. The oldest criteria for linearity consisted in the susceptibility of the molecule to complete hydrolysis by beta-amylase. This enzyme splits the (1→4) bonds from the non-reducing end of a chain releasing beta-maltosyl units, but cannot cleave the (1→6) bonds. When degraded by pure beta-amylase, linear macromolecules are completely converted into maltose, whereas branched chains give also one beta-limit dextrin consisting of the remaining inner core polysaccharide structure with its outer chains recessed. Starches of different botanical origins possess different granular sizes, morphology, polymorphism and enzyme digestibility. These characteristics are related to the chemical structures of the amylopectin and amylose and how they are arranged in the starch granule. (PMID 9730163 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(1,4-alpha-D-Glucosyl)N	HMDB
(1,4-alpha-D-Glucosyl)n+1	HMDB
(1,4-alpha-D-Glucosyl)N-1	HMDB
(1,4-alpha-delta-Glucosyl)N	HMDB
(1,4-alpha-delta-Glucosyl)n+1	HMDB
(1,4-alpha-delta-Glucosyl)N-1	HMDB
1,4-alpha-D-Glucan	HMDB
1,4-alpha-delta-Glucan	HMDB
4-{(1,4)-alpha-D-glucosyl}(N-1)-D-glucose	HMDB
4-{(1,4)-alpha-delta-glucosyl}(N-1)-delta-glucose	HMDB
Amylose chain	HMDB
a-D-Mannose	HMDB
Α-D-mannose	HMDB

Molecular Formula

(C₁₂H₂₀O₁₁)nC₂H₆

Average Mass

Not Available

Monoisotopic Mass

Not Available

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

9005-82-7

SMILES

Not Available

InChI Identifier

InChI=1S/C14H26O11/c1-21-11-5(3-15)24-14(10(20)7(11)17)25-12-6(4-16)23-13(22-2)9(19)8(12)18/h5-20H,3-4H2,1-2H3/t5-,6-,7-,8-,9-,10-,11-,12-,13+,14-/m1/s1

InChI Key

PTHCMJGKKRQCBF-OLYDTGNASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Disaccharide
Oxane
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192035	Glycogen debranching enzyme	Enzyme	P35573	Homo_sapiens
MMDBp0192037	Glycogen phosphorylase, liver form	Enzyme	P06737	Homo_sapiens
MMDBp0192040	Glycogen phosphorylase, muscle form	Enzyme	P11217	Homo_sapiens
MMDBp0192042	Glycogen phosphorylase, brain form	Enzyme	P11216	Homo_sapiens
MMDBp0192697	Glycogen [starch] synthase, liver	Enzyme	P54840	Homo_sapiens
MMDBp0192700	Glycogen [starch] synthase, muscle	Enzyme	P13807	Homo_sapiens
MMDBp0194190	Glucan , branching enzyme 1 variant	Enzyme	Q59ET0	Homo_sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Bacteroidetes	19	Human feces; Human	Microbial culture
Bacteria	Firmicutes	56	Human ; Human feces; Human vaginal fluid	Microbial culture
Bacteria	Actinobacteria	8	Human	Microbial culture
Bacteria	Deinococcus-Thermus	2		Microbial culture
Archaea	Crenarchaeota	1		Microbial culture
Bacteria	Chloroflexi	1		Microbial culture
Bacteria	Spirochaetes	1		Microbial culture
Eukaryota/Fungi	Ascomycota	2	Human feces	Microbial culture; Unknown
Bacteria	Proteobacteria	1		Microbial culture
Eukaryota	Parabasalia	1		Microbial culture

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0003403

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001130

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C00718

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Amylose

METLIN ID

6917

PubChem Compound

53477771

PDB ID

Not Available

ChEBI ID

28102

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Traub WH: Studies on neutralization of human serum bactericidal activity by sodium amylosulfate. J Clin Microbiol. 1977 Aug;6(2):128-31. doi: 10.1128/jcm.6.2.128-131.1977. [PubMed:330560 ]
Klein B, Foreman JA: Amylolysis of a chromogenic substrate, Cibachron Blue F3GA-amylose: kinetics and mechanism. Clin Chem. 1980 Feb;26(2):250-3. [PubMed:6153298 ]
Topping DL, Gooden JM, Brown IL, Biebrick DA, McGrath L, Trimble RP, Choct M, Illman RJ: A high amylose (amylomaize) starch raises proximal large bowel starch and increases colon length in pigs. J Nutr. 1997 Apr;127(4):615-22. doi: 10.1093/jn/127.4.615. [PubMed:9109613 ]
Buleon A, Colonna P, Planchot V, Ball S: Starch granules: structure and biosynthesis. Int J Biol Macromol. 1998 Aug;23(2):85-112. doi: 10.1016/s0141-8130(98)00040-3. [PubMed:9730163 ]
Langkilde AM, Ekwall H, Bjorck I, Asp NG, Andersson H: Retrograded high-amylose corn starch reduces cholic acid excretion from the small bowel in ileostomy subjects. Eur J Clin Nutr. 1998 Nov;52(11):790-5. doi: 10.1038/sj.ejcn.1600648. [PubMed:9846590 ]

Showing metabocard for Amylose (MMDBc0000299)

MOL for #<Metabolite:0x00007f121c00e260>

3D MOL for #<Metabolite:0x00007f121c00e260>

3D SDF for #<Metabolite:0x00007f121c00e260>

3D-SDF for #<Metabolite:0x00007f121c00e260>

PDB for #<Metabolite:0x00007f121c00e260>

3D PDB for #<Metabolite:0x00007f121c00e260>

SMILES for #<Metabolite:0x00007f121c00e260>

INCHI for #<Metabolite:0x00007f121c00e260>

Structure for #<Metabolite:0x00007f121c00e260>

3D Structure for #<Metabolite:0x00007f121c00e260>