CHEBI:15721 - sedoheptulose 7-phosphate

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ChEBI Name sedoheptulose 7-phosphate
ChEBI ID CHEBI:15721
Definition A ketoheptose phosphate consisting of sedoheptulose having a phosphate group at the 7-position. It is an intermediate metabolite in the pentose phosphate pathway.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:15074, CHEBI:9083, CHEBI:15073, CHEBI:4244, CHEBI:26621
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 C7H15O10P
Net Charge 0
Average Mass 290.16180
Monoisotopic Mass 290.04028
InChI InChI=1S/C7H15O10P/c8-1-3(9)5(11)7(13)6(12)4(10)2-17-18(14,15)16/h4-8,10-13H,1-2H2,(H2,14,15,16)/t4-,5-,6-,7+/m1/s1
InChIKey JDTUMPKOJBQPKX-GBNDHIKLSA-N
SMILES OCC(=O)[C@@H](O)[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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ChEBI Ontology
Outgoing sedoheptulose 7-phosphate (CHEBI:15721) has functional parent sedoheptulose (CHEBI:16802)
sedoheptulose 7-phosphate (CHEBI:15721) has role Escherichia coli metabolite (CHEBI:76971)
sedoheptulose 7-phosphate (CHEBI:15721) has role human metabolite (CHEBI:77746)
sedoheptulose 7-phosphate (CHEBI:15721) has role mouse metabolite (CHEBI:75771)
sedoheptulose 7-phosphate (CHEBI:15721) is a ketoheptose phosphate (CHEBI:35133)
sedoheptulose 7-phosphate (CHEBI:15721) is a sedoheptulose derivative (CHEBI:63403)
sedoheptulose 7-phosphate (CHEBI:15721) is conjugate acid of sedoheptulose 7-phosphate(2−) (CHEBI:57483)
Incoming sedoheptulose 7-phosphate(2−) (CHEBI:57483) is conjugate base of sedoheptulose 7-phosphate (CHEBI:15721)
IUPAC Name
D-altro-hept-2-ulose 7-phosphate
Synonyms Sources
altro-Heptulose 7-phosphate KEGG COMPOUND
D-altro-Heptulose 7-phosphate KEGG COMPOUND
D-Sedoheptulose 7-phosphate KEGG COMPOUND
D-Sedoheptulose 7-phosphate KEGG COMPOUND
Sedoheptulose 7-phosphate KEGG COMPOUND
Manual Xrefs Databases
C00019575 KNApSAcK
C05382 KEGG COMPOUND
D-SEDOHEPTULOSE-7-P MetaCyc
HMDB0001068 HMDB
Sedoheptulose_7-phosphate Wikipedia
View more database links
Registry Number Type Source
2646-35-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
13989902 PubMed citation Europe PMC
165386 PubMed citation Europe PMC
23514175 PubMed citation Europe PMC
33257730 PubMed citation Europe PMC
38029258 PubMed citation Europe PMC
3826613 PubMed citation Europe PMC
38685871 PubMed citation Europe PMC
5844826 PubMed citation Europe PMC
Last Modified
28 May 2024