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CHEBI:144638 - marinolic acid C

ChEBI IDCHEBI:144638
ChEBI Namemarinolic acid C
Stars
DefinitionAn enoate ester resulting from the formal condensation of the carboxy group of (2E)-4-{(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2E,4R,5S)-5-hydroxy-4-methylhex-2-en-1-yl]oxan-2-yl}-3-methylbut-2-enoic acid with the alcoholic hydroxy group of 8-hydroxyoctanoic acid.
Last Modified24 August 2019
SubmitterGareth Owen
DownloadsMolfile
FormulaC25H42O8
Net Charge0
Average Mass470.603
Monoisotopic Mass470.28797
SMILESC/C(=C\C(=O)OCCCCCCCC(=O)O)C[C@@H]1OC[C@H](C/C=C/[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O
InChIInChI=1S/C25H42O8/c1-17(15-23(29)32-13-8-6-4-5-7-12-22(27)28)14-21-25(31)24(30)20(16-33-21)11-9-10-18(2)19(3)26/h9-10,15,18-21,24-26,30-31H,4-8,11-14,16H2,1-3H3,(H,27,28)/b10-9+,17-15+/t18-,19+,20+,21+,24-,25+/m1/s1
InChIKeyRJHPSMAZNAJFHT-YUDKCSBMSA-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)
marinolic acid C (CHEBI:144638) is a enoate ester (CHEBI:51702)
marinolic acid C (CHEBI:144638) is a enol (CHEBI:33823)
marinolic acid C (CHEBI:144638) is a homoallylic alcohol (CHEBI:134362)
marinolic acid C (CHEBI:144638) is a monocarboxylic acid (CHEBI:25384)
marinolic acid C (CHEBI:144638) is a oxanes (CHEBI:46942)
marinolic acid C (CHEBI:144638) is a secondary allylic alcohol (CHEBI:134396)
marinolic acid C (CHEBI:144638) is conjugate acid of marinolate C (CHEBI:142975)
Incoming Relation(s)
marinolate C (CHEBI:142975) is conjugate base of marinolic acid C (CHEBI:144638)
IUPAC Names 
8-{[(2E)-4-{(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2E,4R,5S)-5-hydroxy-4-methylhex-2-en-1-yl]oxan-2-yl}-3-methylbut-2-enoyl]oxy}octanoic acid
7-carboxyheptyl (2E)-5,9-anhydro-2,3,4,8-tetradeoxy-8-[(2E,4R,5S)-5-hydroxy-4-methylhex-2-en-1-yl]-3-methyl-L-talo-non-2-enonate
Manual XrefsDatabases
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