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CHEBI:66673 - marianine

Default Structure
ChEBI IDCHEBI:66673
ChEBI Namemarianine
Stars
DefinitionA tetracyclic triterpenoid that is lanost-8-ene substituted by hydroxy groups at positions 3 and 25, a methylidene group at position 24 and an oxo group at position 7. Isolated from the whole plant of Silybum marianum, it exhibits inhibitory activity against chymotrypsin.
Last Modified4 April 2013
DownloadsMolfile
FormulaC31H50O3
Net Charge0
Average Mass470.738
Monoisotopic Mass470.37600
SMILES[H][C@@]12CC(=O)C3=C(CC[C@@]4(C)[C@@]3(C)CC[C@]4([H])[C@H](C)CCC(=C)C(C)(C)O)[C@@]1(C)CC[C@H](O)C2(C)C
InChIInChI=1S/C31H50O3/c1-19(10-11-20(2)28(5,6)34)21-12-17-31(9)26-22(13-16-30(21,31)8)29(7)15-14-25(33)27(3,4)24(29)18-23(26)32/h19,21,24-25,33-34H,2,10-18H2,1,3-9H3/t19-,21-,24+,25+,29-,30-,31+/m1/s1
InChIKeyUVPFSDRHWXKUSF-FRIHGVDDSA-N
Species of MetaboliteComponentSourceComments
Silybum marianum (ncbitaxon:92921) whole plant (BTO:0001461) PubMed (16394559)
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)
marianine (CHEBI:66673) has role EC 3.4.21.1 (chymotrypsin) inhibitor (CHEBI:64943)
marianine (CHEBI:66673) has role metabolite (CHEBI:25212)
marianine (CHEBI:66673) is a cyclic terpene ketone (CHEBI:36130)
marianine (CHEBI:66673) is a secondary alcohol (CHEBI:35681)
marianine (CHEBI:66673) is a tertiary alcohol (CHEBI:26878)
marianine (CHEBI:66673) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name 
(3β)-3,25-dihydroxy-24-methylidenelanost-8-en-7-one
Synonym  Source
24-methylene-7-oxo-lanosta-8(9)-3β,25-diolChEBI
Registry NumbersSources
Reaxys:10314331Reaxys
Citations