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CHEBI:136770 - 26,27-dehydrozymosterol

ChEBI IDCHEBI:136770
ChEBI Name26,27-dehydrozymosterol
Stars
DefinitionA cholestanoid that zymosterol in which the two methyl groups at positions 26 and 27 have been replaced by a cyclopropane ring.
Last Modified14 March 2018
Submittermwilliams
DownloadsMolfile
FormulaC27H42O
Net Charge0
Average Mass382.632
Monoisotopic Mass382.32357
SMILES[H][C@@]12CCC3=C(CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCC=C3CC3)[C@@]1(C)CC[C@H](O)C2
InChIInChI=1S/C27H42O/c1-18(5-4-6-19-7-8-19)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,2)25(22)14-16-27(23,24)3/h6,18,20-21,23-24,28H,4-5,7-17H2,1-3H3/t18-,20+,21+,23-,24+,26+,27-/m1/s1
InChIKeyPARCYOHVCUKSCA-BJDKXSRUSA-N
Species of MetaboliteComponentSourceComments
Brassica napus (ncbitaxon:3708)
- PubMed (27500669)
- MetaboLights (MTBLS312)
Roles Classification
Biological Roles:
Brassica napus metabolite  Any plant metabolite that is produced by rapeseed (Brassica napus).
sterol methyltransferase inhibitor  An EC 2.1.1.* (methyltransferases) inhibitor that interferes with the action of sterol methyltransferase.
ChEBI Ontology
Outgoing Relation(s)
26,27-dehydrozymosterol (CHEBI:136770) has functional parent zymosterol (CHEBI:18252)
26,27-dehydrozymosterol (CHEBI:136770) has parent hydride 5α-cholestane (CHEBI:35515)
26,27-dehydrozymosterol (CHEBI:136770) has role Brassica napus metabolite (CHEBI:140165)
26,27-dehydrozymosterol (CHEBI:136770) has role sterol methyltransferase inhibitor (CHEBI:52303)
26,27-dehydrozymosterol (CHEBI:136770) is a 3β-sterol (CHEBI:35348)
26,27-dehydrozymosterol (CHEBI:136770) is a cholestanoid (CHEBI:50401)
26,27-dehydrozymosterol (CHEBI:136770) is a cyclopropanes (CHEBI:51454)
IUPAC Name 
26,27-cyclo-5α-cholesta-8,24-dien-3β-ol
Synonyms  Source
(3β,5α)-26,27-cyclocholesta-8,24-dien-3-olIUPAC
26,27-cyclozymosterolChEBI
26,27-DHZChEBI
Registry NumbersSources
Reaxys:22059067Reaxys
Citations