CHEBI:67563 - paraminabeolide D

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ChEBI Name paraminabeolide D
ChEBI ID CHEBI:67563
Definition A withanolide that is 23,26-epoxyergosta-1,4-diene substituted by a hydroxy group at position 22 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 C28H40O4
Net Charge 0
Average Mass 440.61480
Monoisotopic Mass 440.29266
InChI InChI=1S/C28H40O4/c1-15-16(2)26(31)32-25(15)24(30)17(3)21-8-9-22-20-7-6-18-14-19(29)10-12-27(18,4)23(20)11-13-28(21,22)5/h10,12,14-17,20-25,30H,6-9,11,13H2,1-5H3/t15-,16+,17-,20-,21+,22-,23-,24-,25+,27-,28+/m0/s1
InChIKey UISXVQNCBCKQHL-PPGQKZPJSA-N
SMILES C[C@H]([C@H](O)[C@@H]1OC(=O)[C@H](C)[C@@H]1C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C
Metabolite of Species Details
Paraminabea acronocephala (WORMS:290662) Ethanolic extract of minced frozen bodies See: PubMed
Roles Classification
Biological Role(s): 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.
(via withanolide )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing paraminabeolide D (CHEBI:67563) has role coral metabolite (CHEBI:76498)
paraminabeolide D (CHEBI:67563) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
paraminabeolide D (CHEBI:67563) is a γ-lactone (CHEBI:37581)
paraminabeolide D (CHEBI:67563) is a 3-oxo-Δ1,Δ4-steroid (CHEBI:77166)
paraminabeolide D (CHEBI:67563) is a ergostanoid (CHEBI:50403)
paraminabeolide D (CHEBI:67563) is a secondary alcohol (CHEBI:35681)
paraminabeolide D (CHEBI:67563) is a withanolide (CHEBI:74716)
IUPAC Name
(22S,23R,24S,25R)-22-hydroxy-23,26-epoxyergosta-1,4-diene-3,26-dione
Registry Number Type Source
21534303 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21425785 PubMed citation Europe PMC
Last Modified
30 January 2014