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CHEBI:65998 - halosterol A

Default Structure
ChEBI IDCHEBI:65998
ChEBI Namehalosterol A
Stars
DefinitionA 3-oxo steroid that is stigmast-4-en-3-one substituted by a hydroxy group at position 22 (the 22R stereoisomer). Isolated from the whole plants of Haloxylon recurvum, it exhibits chymotrypsin inhibitory activity.
Last Modified4 May 2017
DownloadsMolfile
FormulaC29H48O2
Net Charge0
Average Mass428.701
Monoisotopic Mass428.36543
SMILES[H][C@@]12CCC3=CC(=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/h17-20,23-27,31H,7-16H2,1-6H3/t19-,20+,23-,24+,25-,26-,27+,28-,29+/m0/s1
InChIKeyLXRLKMAYPPIRJM-GACZPLPESA-N
Species of MetaboliteComponentSourceComments
Haloxylon recurvum (IPNI:165851-1) whole plant (BTO:0001461) PubMed (16651755)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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).
ChEBI Ontology
Outgoing Relation(s)
halosterol A (CHEBI:65998) has parent hydride stigmastane (CHEBI:26773)
halosterol A (CHEBI:65998) has role EC 3.4.21.1 (chymotrypsin) inhibitor (CHEBI:64943)
halosterol A (CHEBI:65998) has role metabolite (CHEBI:25212)
halosterol A (CHEBI:65998) is a 22-hydroxy steroid (CHEBI:36863)
halosterol A (CHEBI:65998) is a 3-oxo-Δ4 steroid (CHEBI:47909)
IUPAC Name 
(22R)-22-hydroxystigmast-4-en-3-one
Synonym  Source
(22R,24R)-24-ethyl-3-oxo-cholest-4-ene-22-olChEBI
Registry NumbersSources
Reaxys:10397682Reaxys
Citations