CHEBI:17992 - sucrose

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name sucrose
ChEBI ID CHEBI:17992
Definition A glycosyl glycoside formed by glucose and fructose units joined by an acetal oxygen bridge from hemiacetal of glucose to the hemiketal of the fructose.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45795, CHEBI:9314, CHEBI:15128, CHEBI:26812
Supplier Information ZINC000005132038
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Isocitric acid is a structural isomer of citric acid. Since citric acid and isocitric acid are structural isomers, they share similar physical and chemical properties. Due to these similar properties, it is difficult to separate the isomers. Salts and esters of isocitric acid are known as isocitrates. The isocitrate anion is a substrate of the citric acid cycle. Isocitrate is formed from citrate with the help of the enzyme aconitase, and is acted upon by isocitrate dehydrogenase. Isocitric acid is commonly used as a marker to detect the authenticity and quality of fruit products, most often citrus juices. In authentic orange juice, for example, the ratio of citric acid to D-isocitric acid is usually less than 130. An isocitric acid value higher than this may be indicative of fruit juice adulteration. Isocitric acid has largely been used as a biochemical agent due to limited amounts. However, isocitric acid has been shown to have pharmaceutical and therapeutic effects. Isocitric acid has been shown to effectively treat iron deficient anemia. Additionally, isocitric acid could be used to treat Parkinson's disease. Yarrowia lipolytica can be used to produce isocitric acid and is inexpensive compared to other methods. Furthermore, other methods produce unequal amounts of citric acid to isocitric acid ratio, mostly producing citric acid. Use of Yarrowia lipolytica produces a better yield, making equal amounts of citric acid to isocitric acid.
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Formula C12H22O11
Net Charge 0
Average Mass 342.29650
Monoisotopic Mass 342.11621
InChI InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1
InChIKey CZMRCDWAGMRECN-UGDNZRGBSA-N
SMILES OC[C@H]1O[C@H](O[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
osmolyte
A solute used by a cell under water stress to maintain cell volume.
sweetening agent
Substance that sweeten food, beverages, medications, etc.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
Application(s): sweetening agent
Substance that sweeten food, beverages, medications, etc.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sucrose (CHEBI:17992) has role Escherichia coli metabolite (CHEBI:76971)
sucrose (CHEBI:17992) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
sucrose (CHEBI:17992) has role algal metabolite (CHEBI:84735)
sucrose (CHEBI:17992) has role human metabolite (CHEBI:77746)
sucrose (CHEBI:17992) has role mouse metabolite (CHEBI:75771)
sucrose (CHEBI:17992) has role osmolyte (CHEBI:25728)
sucrose (CHEBI:17992) has role sweetening agent (CHEBI:50505)
sucrose (CHEBI:17992) is a glycosyl glycoside (CHEBI:24407)
Incoming β-D-fructofuranosyl 6-O-octanoyl-α-D-glucopyranoside (CHEBI:39724) has functional parent sucrose (CHEBI:17992)
1,6-kestotetraose (CHEBI:64835) has functional parent sucrose (CHEBI:17992)
6,6-kestotetraose (CHEBI:64836) has functional parent sucrose (CHEBI:17992)
6-kestotriose (CHEBI:64833) has functional parent sucrose (CHEBI:17992)
agrocinopine A (CHEBI:82804) has functional parent sucrose (CHEBI:17992)
agrocinopine C (CHEBI:82807) has functional parent sucrose (CHEBI:17992)
stachyose (CHEBI:17164) has functional parent sucrose (CHEBI:17992)
sucrose 6F-phosphate (CHEBI:16308) has functional parent sucrose (CHEBI:17992)
sucrose 6G-phosphate (CHEBI:131603) has functional parent sucrose (CHEBI:17992)
molasses (CHEBI:83163) has part sucrose (CHEBI:17992)
IUPAC Name
β-D-fructofuranosyl α-D-glucopyranoside
Synonyms Sources
1-alpha-D-Glucopyranosyl-2-beta-D-fructofuranoside KEGG COMPOUND
β-D-Fruf-(2↔1)-α-D-Glcp JCBN
Cane sugar KEGG COMPOUND
sacarosa ChEBI
Saccharose KEGG COMPOUND
Sacharose ChEBI
Sucrose KEGG COMPOUND
SUCROSE PDBeChem
sucrose UniProt
table sugar ChemIDplus
White sugar HMDB
Manual Xrefs Databases
4610 DrugCentral
C00001151 KNApSAcK
C00089 KEGG COMPOUND
D00025 KEGG DRUG
D06533 KEGG DRUG
DB02772 DrugBank
G00370 KEGG GLYCAN
HMDB0000258 HMDB
SUC PDBeChem
Sucrose Wikipedia
SUCROSE MetaCyc
View more database links
Registry Numbers Types Sources
1435311 Reaxys Registry Number Reaxys
57-50-1 CAS Registry Number ChemIDplus
57-50-1 CAS Registry Number NIST Chemistry WebBook
90825 Reaxys Registry Number Reaxys
97695 Gmelin Registry Number Gmelin
Citations Types Sources
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Last Modified
24 October 2024