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CHEBI:23926 - epi-dihydrophaseic acid

ChEBI IDCHEBI:23926
ChEBI Nameepi-dihydrophaseic acid
Stars
ASCII Nameepi-dihydrophaseic acid
DefinitionA cyclic ether that is phaseic acid in which the keto group has been reduced to the corresponding alcohol such that the two hydroxy groups are on the same side 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+/m1/s1
InChIKeyXIVFQYWMMJWUCD-FJBUYRLMSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
epi-dihydrophaseic acid (CHEBI:23926) has functional parent phaseic acid (CHEBI:28205)
epi-dihydrophaseic acid (CHEBI:23926) is a 6-hydroxy monocarboxylic acid (CHEBI:35971)
epi-dihydrophaseic acid (CHEBI:23926) is a cyclic ether (CHEBI:37407)
epi-dihydrophaseic acid (CHEBI:23926) is a secondary alcohol (CHEBI:35681)
epi-dihydrophaseic acid (CHEBI:23926) is a tertiary alcohol (CHEBI:26878)
epi-dihydrophaseic acid (CHEBI:23926) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
IUPAC Name 
(2Z,4E)-5-[(1R,3R,5R,8S)-3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]oct-8-yl]-3-methylpenta-2,4-dienoic acid
Registry NumbersSources
Reaxys:6770422Reaxys