CHEBI:67561 - paraminabeolide B

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ChEBI Name paraminabeolide B
ChEBI ID CHEBI:67561
Definition A withanolide that is 22,26-epoxyergosta-1,4-diene substituted by an acetyloxy group at position 18 and oxo groups at positions 3 and 26. Isolated from a Formosan soft coral Paraminabea acronocephala, it has been found to inhibit the accumulation of the pro-inflammatory iNOS protein.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H42O5
Net Charge 0
Average Mass 482.65150
Monoisotopic Mass 482.30322
InChI InChI=1S/C30H42O5/c1-17-14-27(35-28(33)18(17)2)19(3)24-8-9-26-23-7-6-21-15-22(32)10-12-29(21,5)25(23)11-13-30(24,26)16-34-20(4)31/h10,12,15,17-19,23-27H,6-9,11,13-14,16H2,1-5H3/t17-,18-,19-,23+,24+,25-,26-,27+,29-,30-/m0/s1
InChIKey CJVKACGPAQCXAA-RXQWXACOSA-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@]12COC(C)=O)[C@H]1C[C@H](C)[C@H](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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing paraminabeolide B (CHEBI:67561) has role coral metabolite (CHEBI:76498)
paraminabeolide B (CHEBI:67561) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
paraminabeolide B (CHEBI:67561) is a δ-lactone (CHEBI:18946)
paraminabeolide B (CHEBI:67561) is a 3-oxo-Δ1,Δ4-steroid (CHEBI:77166)
paraminabeolide B (CHEBI:67561) is a acetate ester (CHEBI:47622)
paraminabeolide B (CHEBI:67561) is a ergostanoid (CHEBI:50403)
paraminabeolide B (CHEBI:67561) is a steroid ester (CHEBI:47880)
paraminabeolide B (CHEBI:67561) is a withanolide (CHEBI:74716)
IUPAC Name
(22R,25S)-3,26-dioxo-22,26-epoxyergosta-1,4-dien-18-yl acetate
Registry Number Type Source
21534305 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21425785 PubMed citation Europe PMC
Last Modified
30 January 2014