CHEBI:66673 - marianine

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ChEBI Name marianine
ChEBI ID CHEBI:66673
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C31H50O3
Net Charge 0
Average Mass 470.72690
Monoisotopic Mass 470.37600
InChI InChI=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
InChIKey UVPFSDRHWXKUSF-FRIHGVDDSA-N
SMILES [H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3=O)[C@H](C)CCC(=C)C(C)(C)O
Metabolite of Species Details
Silybum marianum (NCBI:txid92921) Found in whole plant (BTO:0001461). See: PubMed
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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-diol ChEBI
Registry Number Type Source
10314331 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16394559 PubMed citation Europe PMC
Last Modified
04 April 2013