CHEBI:144560 - 3β-hydroxycostunolide

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ChEBI Name 3β-hydroxycostunolide
ChEBI ID CHEBI:144560
ChEBI ASCII Name 3beta-hydroxycostunolide
Definition A heterobicyclic compound that is costunolide in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C15H20O3
Net Charge 0
Average Mass 248.322
Monoisotopic Mass 248.14124
InChI InChI=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
InChIKey XQVSREKNQZKAKU-RZPRNJIHSA-N
SMILES C\C1=C/C[C@H](O)\C(C)=C\[C@H]2OC(=O)C(=C)[C@@H]2CC1
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing 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 Sources
3β-hydroxycostunolide UniProt
chanfillin KNApSAcK
hanfillin KNApSAcK
hanphilline KNApSAcK
hanphyllin KNApSAcK
Manual Xrefs Databases
C00012184 KNApSAcK
CPD-16771 MetaCyc
View more database links
Registry Number Type Source
60268-40-8 CAS Registry Number SUBMITTER
Citations Waiting for Citations Types Sources
17850834 PubMed citation Europe PMC
31359772 PubMed citation Europe PMC
Last Modified
03 August 2020