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CHEBI:23757 - dihydrophaseic acid

ChEBI IDCHEBI:23757
ChEBI Namedihydrophaseic acid
Stars
DefinitionAn apo carotenoid sesquiterpenoid that is phaseic acid in which the keto group has been reduced to the corresponding alcohol such that the two hydroxy groups are on opposite sides of the 6-membered ring.
Last Modified27 June 2014
DownloadsMolfile
FormulaC15H22O5
Net Charge0
Average Mass282.336
Monoisotopic Mass282.14672
SMILESCC(=C/C(=O)O)/C=C/[C@]1(O)[C@@]2(C)CO[C@]1(C)C[C@@H](O)C2
InChIInChI=1S/C15H22O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,11,16,19H,7-9H2,1-3H3,(H,17,18)/b5-4+,10-6-/t11-,13+,14+,15-/m0/s1
InChIKeyXIVFQYWMMJWUCD-VSTJRZLJSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
dihydrophaseic acid (CHEBI:23757) has functional parent phaseic acid (CHEBI:28205)
dihydrophaseic acid (CHEBI:23757) has role metabolite (CHEBI:25212)
dihydrophaseic acid (CHEBI:23757) is a 6-hydroxy monocarboxylic acid (CHEBI:35971)
dihydrophaseic acid (CHEBI:23757) is a apo carotenoid sesquiterpenoid (CHEBI:36758)
dihydrophaseic acid (CHEBI:23757) is a cyclic ether (CHEBI:37407)
dihydrophaseic acid (CHEBI:23757) is a secondary alcohol (CHEBI:35681)
dihydrophaseic acid (CHEBI:23757) is a tertiary alcohol (CHEBI:26878)
dihydrophaseic acid (CHEBI:23757) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
IUPAC Name 
(2Z,4E)-5-[(1R,3S,5R,8S)-3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]oct-8-yl]-3-methylpenta-2,4-dienoic acid
Synonym  Source
(-)-Dihydrophaseic acidKEGG COMPOUND
Manual XrefsDatabases
C15971KEGG COMPOUND
LMPR0103050005LIPID MAPS
HMDB0038660HMDB
CPD-7726MetaCyc
Registry NumbersSources
Reaxys:6770423Reaxys
CAS:41756-77-8HMDB
Citations