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CHEBI:67560 - paraminabeolide A

ChEBI IDCHEBI:67560
ChEBI Nameparaminabeolide A
Stars
DefinitionA withanolide that is 22,26-epoxyergosta-1,4,24-triene-18-al substituted by oxo groups at positions 3 and 26. Isolated from a Formosan soft coral, Paraminabea acronocephala, it exhibits cytotoxic activity.
Last Modified17 March 2016
DownloadsMolfile
FormulaC28H36O4
Net Charge0
Average Mass436.592
Monoisotopic Mass436.26136
SMILES[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])CC[C@@]1(C=O)[C@@]2([H])CC[C@]1([H])[C@H](C)[C@@]1([H])CC(C)=C(C)C(=O)O1
InChIInChI=1S/C28H36O4/c1-16-13-25(32-26(31)17(16)2)18(3)22-7-8-24-21-6-5-19-14-20(30)9-11-27(19,4)23(21)10-12-28(22,24)15-29/h9,11,14-15,18,21-25H,5-8,10,12-13H2,1-4H3/t18-,21+,22+,23-,24-,25+,27-,28-/m0/s1
InChIKeyTXZGYZBGLCFIQO-JFDBTBFLSA-N
Species of MetaboliteComponentSourceComments
Paraminabea acronocephala (WORMS:290662) - PubMed (21425785) Ethanolic extract of minced frozen bodies
Roles Classification
Biological Roles:
EC 1.14.13.39 (nitric oxide synthase) inhibitor  An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39).
coral metabolite  Any animal metabolite produced during a metabolic reaction in corals (marine invertebrates).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
paraminabeolide A (CHEBI:67560) has role antineoplastic agent (CHEBI:35610)
paraminabeolide A (CHEBI:67560) has role coral metabolite (CHEBI:76498)
paraminabeolide A (CHEBI:67560) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
paraminabeolide A (CHEBI:67560) is a 3-oxo-Δ1,Δ4-steroid (CHEBI:77166)
paraminabeolide A (CHEBI:67560) is a ergostanoid (CHEBI:50403)
paraminabeolide A (CHEBI:67560) is a steroid aldehyde (CHEBI:131565)
paraminabeolide A (CHEBI:67560) is a withanolide (CHEBI:74716)
paraminabeolide A (CHEBI:67560) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(22R)-3,26-dioxo-22,26-epoxyergosta-1,4,24-trien-18-al
Registry NumbersSources
Reaxys:21534301Reaxys
Citations