CHEBI:17710 - (R)-mevalonic acid

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ChEBI Name (R)-mevalonic acid
ChEBI ID CHEBI:17710
ChEBI ASCII Name (R)-mevalonic acid
Definition The (R)-enantiomer of mevalonic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:345, CHEBI:18691
Supplier Information ChemicalBook:CB1191893, ChemicalBook:CB9854275, eMolecules:477343
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Ammonia is an inorganic chemical compound of nitrogen and hydrogen with the formula NH3. A stable binary hydride and the simplest pnictogen hydride, ammonia is a colourless gas with a distinctive pungent smell. Biologically, it is a common nitrogenous waste, and it contributes significantly to the nutritional needs of terrestrial organisms by serving as a precursor to fertilisers. Around 70% of ammonia produced industrially is used to make fertilisers in various forms and composition, such as urea and diammonium phosphate. Ammonia in pure form is also applied directly into the soil. Ammonia, either directly or indirectly, is also a building block for the synthesis of many chemicals. Ammonia occurs in nature and has been detected in the interstellar medium. In many countries, it is classified as an extremely hazardous substance. Ammonia is produced biologically in a process called nitrogen fixation, but even more is generated industrially by the Haber process. The process helped revolutionize agriculture by providing cheap fertilizers. The global industrial production of ammonia in 2021 was 235 million tonnes. Industrial ammonia is transported by road in tankers, by rail in tank wagons, by sea in gas carriers, or in cylinders. Ammonia boils at −33.34 °C (−28.012 °F) at a pressure of one atmosphere, but the liquid can often be handled in the laboratory without external cooling. Household ammonia or ammonium hydroxide is a solution of ammonia in water.
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Formula C6H12O4
Net Charge 0
Average Mass 148.15710
Monoisotopic Mass 148.07356
InChI InChI=1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)/t6-/m1/s1
InChIKey KJTLQQUUPVSXIM-ZCFIWIBFSA-N
SMILES C[C@@](O)(CCO)CC(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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ChEBI Ontology
Outgoing (R)-mevalonic acid (CHEBI:17710) is a 3,5-dihydroxy-3-methylpentanoic acid (CHEBI:194519)
(R)-mevalonic acid (CHEBI:17710) is conjugate acid of (R)-mevalonate (CHEBI:36464)
(R)-mevalonic acid (CHEBI:17710) is enantiomer of (S)-mevalonic acid (CHEBI:28880)
Incoming (R)-3-phosphomevalonic acid (CHEBI:83564) has functional parent (R)-mevalonic acid (CHEBI:17710)
(R)-5-diphosphomevalonic acid (CHEBI:15899) has functional parent (R)-mevalonic acid (CHEBI:17710)
(R)-5-phosphomevalonic acid (CHEBI:17436) has functional parent (R)-mevalonic acid (CHEBI:17710)
mevalonic acid (CHEBI:25351) has part (R)-mevalonic acid (CHEBI:17710)
(R)-mevalonate (CHEBI:36464) is conjugate base of (R)-mevalonic acid (CHEBI:17710)
(S)-mevalonic acid (CHEBI:28880) is enantiomer of (R)-mevalonic acid (CHEBI:17710)
IUPAC Name
(3R)-3,5-dihydroxy-3-methylpentanoic acid
Synonyms Sources
(−)-mevalonic acid ChEBI
(3R)-3,5-dihydroxy-3-methylvaleric acid ChEBI
(3R)-mevalonic acid ChEBI
(R)-(−)-mevalonic acid ChEBI
(R)-3,5-dihydroxy-3-methylpentanoic acid ChEBI
(R)-3,5-dihydroxy-3-methylvaleric acid ChEBI
D-mevalonic acid ChEBI
R-mevalonic acid ChEBI
R-MVA ChEBI
Manual Xrefs Databases
C00001195 KNApSAcK
C00418 KEGG COMPOUND
DB03518 DrugBank
LMFA01050352 LIPID MAPS
Mevalonic_acid Wikipedia
View more database links
Registry Numbers Types Sources
1722593 Reaxys Registry Number Reaxys
17817-88-8 CAS Registry Number KEGG COMPOUND
Last Modified
23 March 2023