CHEBI:67560 - paraminabeolide A

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ChEBI Name paraminabeolide A
ChEBI ID CHEBI:67560
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C28H36O4
Net Charge 0
Average Mass 436.58300
Monoisotopic Mass 436.26136
InChI InChI=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
InChIKey TXZGYZBGLCFIQO-JFDBTBFLSA-N
SMILES C[C@@H]([C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C=O)[C@H]1CC(C)=C(C)C(=O)O1
Metabolite of Species Details
Paraminabea acronocephala (WORMS:290662) Ethanolic extract of minced frozen bodies See: PubMed
Roles Classification
Biological Role(s): coral metabolite
Any animal metabolite produced during a metabolic reaction in corals (marine invertebrates).
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).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via withanolide )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 δ-lactone (CHEBI:18946)
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)
IUPAC Name
(22R)-3,26-dioxo-22,26-epoxyergosta-1,4,24-trien-18-al
Registry Number Type Source
21534301 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21425785 PubMed citation Europe PMC
Last Modified
17 March 2016