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CHEBI:140388 - (3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoic acid

ChEBI IDCHEBI:140388
ChEBI Name(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoic acid
Stars
ASCII Name(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoic acid
DefinitionA diester resulting from the formal sequential esterification of the hydroxy group of one molecule of (3R)-3-hydroxybutyric acid with the carboxy group of a second, followed by the esterification of the hydroxy group of the product with the carboxy group of a third molecule of (3R)-3-hydroxybutyric acid. Isolated from the Japanese inedible mushroom Hypoxylon truncatum and also the sponge-derived actinomycete Micromonospora sp. RV43.
Last Modified8 March 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC12H20O7
Net Charge0
Average Mass276.285
Monoisotopic Mass276.12090
SMILESC[C@H](CC(=O)O)OC(=O)C[C@@H](C)OC(=O)C[C@@H](C)O
InChIInChI=1S/C12H20O7/c1-7(13)4-11(16)19-9(3)6-12(17)18-8(2)5-10(14)15/h7-9,13H,4-6H2,1-3H3,(H,14,15)/t7-,8-,9-/m1/s1
InChIKeyCWLWBMWELZSMPG-IWSPIJDZSA-N
Species of MetaboliteComponentSourceComments
Micromonospora sp. RV43 (ncbitaxon:1661387) - PubMed (28355070)
Annulohypoxylon truncatum (ncbitaxon:327061) - PubMed (14695807)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
ChEBI Ontology
Outgoing Relation(s)
(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoic acid (CHEBI:140388) has role fungal metabolite (CHEBI:76946)
(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoic acid (CHEBI:140388) is a (3R)-3-hydroxybutanoic acid oligomer (CHEBI:140392)
(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoic acid (CHEBI:140388) is a diester (CHEBI:51307)
(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoic acid (CHEBI:140388) is conjugate acid of (3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoate (CHEBI:140385)
Incoming Relation(s)
(3R)-3-{[(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoyl]oxy}butanoic acid (CHEBI:140390) has functional parent (3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoic acid (CHEBI:140388)
(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoate (CHEBI:140385) is conjugate base of (3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoic acid (CHEBI:140388)
IUPAC Name 
(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoic acid
Synonym  Source
(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutyryl]oxy}butyryl]oxy}butyric acidChEBI
Registry NumbersSources
Reaxys:8216073Reaxys
Citations