EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:65999 - halosterol B

ChEBI IDCHEBI:65999
ChEBI Namehalosterol B
Stars
DefinitionA 3β-hydroxy steroid that is (3β)-stigmasta-4,6-diene-3-ol with an additional hydroxy group at position 22 (the 22R stereoisomer). Isolated from the whole plants of Haloxylon recurvum, it exhibits chymotrypsin inhibitory activity.
Last Modified17 January 2023
DownloadsMolfile
FormulaC29H48O2
Net Charge0
Average Mass428.701
Monoisotopic Mass428.36543
SMILES[H][C@@]12C=CC3=C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@H](C)[C@H](O)C[C@@H](CC)C(C)C
InChIInChI=1S/C29H48O2/c1-7-20(18(2)3)16-27(31)19(4)24-10-11-25-23-9-8-21-17-22(30)12-14-28(21,5)26(23)13-15-29(24,25)6/h8-9,17-20,22-27,30-31H,7,10-16H2,1-6H3/t19-,20+,22-,23-,24+,25-,26-,27+,28-,29+/m0/s1
InChIKeyCEUDUKDULPDRSW-JDVKSECFSA-N
Species of MetaboliteComponentSourceComments
Haloxylon recurvum (IPNI:165851-1) whole plant (BTO:0001461) PubMed (16651755)
Roles Classification
Biological Roles:
EC 3.4.21.1 (chymotrypsin) inhibitor  An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of chymotrypsin (EC 3.4.21.1).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
halosterol B (CHEBI:65999) has parent hydride stigmastane (CHEBI:26773)
halosterol B (CHEBI:65999) has role EC 3.4.21.1 (chymotrypsin) inhibitor (CHEBI:64943)
halosterol B (CHEBI:65999) has role metabolite (CHEBI:25212)
halosterol B (CHEBI:65999) is a 22-hydroxy steroid (CHEBI:36863)
halosterol B (CHEBI:65999) is a 3β-hydroxy steroid (CHEBI:36836)
IUPAC Name 
(3β,22R)-stigmasta-4,6-diene-3,22-diol
Synonym  Source
(22R,24R)-24-ethyl-cholest-4,6-diene-3β,22-diolChEBI
Registry NumbersSources
Reaxys:10396293Reaxys
Citations