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CHEBI:232104 - muristerone A

ChEBI IDCHEBI:232104
ChEBI Namemuristerone A
Stars
DefinitionA 6-oxo steroid that is 5β-cholest-7-en-6-one substituted by hydroxy groups at positions 2, 3, 5, 11, 14, 20 and 22 respectively (the 2β,3β,5β,11α,14α,20R,22R-stereoisomer). It is a phytoecdysteroid produced by the kaladana plant Ipomoea calonyction.
Last Modified9 April 2025
SubmitterFlyBase
DownloadsMolfile
FormulaC27H44O8
Net Charge0
Average Mass496.641
Monoisotopic Mass496.30362
SMILES[H][C@]1([C@@](C)(O)[C@H](O)CCC(C)C)CC[C@@]2(O)C3=CC(=O)[C@]4(O)C[C@@H](O)[C@@H](O)C[C@]4(C)[C@@]3([H])[C@H](O)C[C@]12C
InChIInChI=1S/C27H44O8/c1-14(2)6-7-20(31)25(5,33)19-8-9-26(34)15-10-21(32)27(35)13-17(29)16(28)11-24(27,4)22(15)18(30)12-23(19,26)3/h10,14,16-20,22,28-31,33-35H,6-9,11-13H2,1-5H3/t16-,17+,18+,19-,20+,22+,23+,24+,25+,26+,27+/m0/s1
InChIKeyLRJUYAVTHIEHAI-LHBNDURVSA-N
Species of MetaboliteComponentSourceComments
Dioscorea dumetorum (ncbitaxon:167584) - PubMed (38945493)
Ipomoea calonyction (ncbitaxon:4119) - DOI (10.1039/C3972001060B)
Roles Classification
Biological Roles:
protein synthesis inhibitor  A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
muristerone A (CHEBI:232104) has parent hydride 5β-cholestane (CHEBI:35517)
muristerone A (CHEBI:232104) has role plant metabolite (CHEBI:76924)
muristerone A (CHEBI:232104) has role protein synthesis inhibitor (CHEBI:48001)
muristerone A (CHEBI:232104) is a 11α-hydroxy steroid (CHEBI:19129)
muristerone A (CHEBI:232104) is a 14α-hydroxy steroid (CHEBI:36861)
muristerone A (CHEBI:232104) is a 20-hydroxy steroid (CHEBI:36854)
muristerone A (CHEBI:232104) is a 22-hydroxy steroid (CHEBI:36863)
muristerone A (CHEBI:232104) is a 2β-hydroxy steroid (CHEBI:36859)
muristerone A (CHEBI:232104) is a 3β-sterol (CHEBI:35348)
muristerone A (CHEBI:232104) is a 5β-hydroxy steroid (CHEBI:38195)
muristerone A (CHEBI:232104) is a 6-oxo steroid (CHEBI:36883)
muristerone A (CHEBI:232104) is a phytoecdysteroid (CHEBI:26118)
IUPAC Name 
(22R)-2β,3β,5,11α,14,20,22-heptahydroxy-5β-cholest-7-en-6-one
Synonyms  Source
2β,3β,5β,11α,14α,20R,22R-hepta-hydroxy-cholest-7-en-6-oneLIPID MAPS
2β,3β,5β,11α,14α,20R,22R-heptahydroxycholest-7-en-6-oneChEBI
MurAChEBI
2β,3β,5β,11α,14α,20R,22R-hepta-hydroxycholest-7-en-6-oneChEBI
Registry NumbersSources
CAS:38778-30-2SUBMITTER
Citations