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Mevalonic acid 5-diphosphate

CAS 1492-08-6: Mevalonic acid 5-diphosphate

Description:Mevalonic acid 5-diphosphate (MVAPP) is a key intermediate in the biosynthetic pathway of isoprenoids, which are vital for various biological functions. It is a diphosphate ester of mevalonic acid, characterized by the presence of two phosphate groups attached to the 5-position of the mevalonic acid backbone. This compound plays a crucial role in the mevalonate pathway, which is essential for the synthesis of cholesterol, steroid hormones, and other isoprenoids. MVAPP is typically a colorless to pale yellow solid, soluble in water due to its polar phosphate groups. Its structure allows it to participate in further enzymatic reactions, leading to the production of isoprenoid precursors. The compound is sensitive to hydrolysis, which can affect its stability and reactivity in biological systems. As a metabolite, it is involved in various cellular processes, including signal transduction and membrane dynamics. Understanding MVAPP's characteristics is important for research in biochemistry and pharmacology, particularly in the context of metabolic disorders and drug development targeting the mevalonate pathway.

Formula:C6H14O10P2

InChI:InChI=1S/C6H14O10P2/c1-6(9,4-5(7)8)2-3-15-18(13,14)16-17(10,11)12/h9H,2-4H2,1H3,(H,7,8)(H,13,14)(H2,10,11,12)

InChI key:InChIKey=SIGQQUBJQXSAMW-UHFFFAOYSA-N

SMILES:O=C(O)CC(O)(C)CCOP(=O)(O)OP(=O)(O)O

  • Synonyms:
  • (3S)-3-hydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}-3-methylpentanoic acid
  • 2,4-Dioxa-1,3-diphosphanonan-9-oic acid, 1,1,3,7-tetrahydroxy-7-methyl-, 1,3-dioxide
  • 5-Pyrophosphomevalonic acid
  • 6,8-Dioxa-7,9-diphosphanonanoic acid, 3,7,9,9-tetrahydroxy-3-methyl-, 7,9-dioxide
  • Mevalonic 5-pyrophosphate
  • Mevalonic acid 5-diphosphate
  • Mevalonic acid 5-pyrophosphate
  • Mevalonic acid pyrophosphate
  • Pyrophosphomevalonic acid
  • Pyrophosphoric acid, 5-ester with 3,5-dihydroxy-3-methylvaleric acid
  • See more synonyms
  • R-Mevalonic acid-5-Pyrophosphate
  • Valeric acid, 3,5-dihydroxy-3-methyl-, 5-(trihydrogen pyrophosphate)
  • Valeric acid, 3,5-dihydroxy-3-methyl-, 5-pyrophosphate
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6,8-Dioxa-7,9-diphosphanonanoic acid, 3,7,9,9-tetrahydroxy-3-methyl-, 7,9-dioxide

CAS:1492-08-6

Ref: IN-DA001LGD

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