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CHEBI:144560 - 3β-hydroxycostunolide

ChEBI IDCHEBI:144560
ChEBI Name3β-hydroxycostunolide
Stars
ASCII Name3beta-hydroxycostunolide
DefinitionA heterobicyclic compound that is costunolide in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group.
Last Modified3 August 2020
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC15H20O3
Net Charge0
Average Mass248.322
Monoisotopic Mass248.14124
SMILESC=C1C(=O)O[C@@H]2/C=C(\C)[C@@H](O)C/C=C(\C)CC[C@@H]12
InChIInChI=1S/C15H20O3/c1-9-4-6-12-11(3)15(17)18-14(12)8-10(2)13(16)7-5-9/h5,8,12-14,16H,3-4,6-7H2,1-2H3/b9-5+,10-8+/t12-,13-,14+/m0/s1
InChIKeyXQVSREKNQZKAKU-RZPRNJIHSA-N
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
3β-hydroxycostunolide (CHEBI:144560) has functional parent costunolide (CHEBI:3900)
3β-hydroxycostunolide (CHEBI:144560) has role plant metabolite (CHEBI:76924)
3β-hydroxycostunolide (CHEBI:144560) is a germacranolide (CHEBI:73011)
3β-hydroxycostunolide (CHEBI:144560) is a heterobicyclic compound (CHEBI:33672)
3β-hydroxycostunolide (CHEBI:144560) is a secondary allylic alcohol (CHEBI:134396)
IUPAC Name 
(3aS,6E,9S,10E,11aR)-9-hydroxy-6,10-dimethyl-3-methylene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one
Synonyms  Source
hanfillinKNApSAcK
hanphyllinKNApSAcK
hanphillineKNApSAcK
chanfillinKNApSAcK
UniProt Name  Source
3β-hydroxycostunolideUniProt
Manual XrefsDatabases
CPD-16771MetaCyc
C00012184KNApSAcK
Registry NumbersSources
CAS:60268-40-8SUBMITTER
Citations