CHEBI:132267 - triptonide

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ChEBI Name triptonide
ChEBI ID CHEBI:132267
Definition A diterpene triepoxide that is triptobenzene K in which the acylhydroquinone moiety has undergone oxidation to the corresponding triepoxyketone derivative. It has been isolated from the roots of Tripterygium wilfordii.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
Supplier Information
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Formula C20H22O6
Net Charge 0
Average Mass 358.386
Monoisotopic Mass 358.14164
InChI InChI=1S/C20H22O6/c1-8(2)18-13(25-18)14-20(26-14)17(3)5-4-9-10(7-23-15(9)21)11(17)6-12-19(20,24-12)16(18)22/h8,11-14H,4-7H2,1-3H3/t11-,12-,13-,14-,17-,18-,19+,20+/m0/s1
InChIKey SWOVVKGLGOOUKI-ZHGGVEMFSA-N
SMILES [C@]123[C@]4(CCC5=C([C@@]4(C[C@H]6[C@]3(C([C@@]7([C@H]([C@@H]1O2)O7)C(C)C)=O)O6)[H])COC5=O)C
Metabolite of Species Details
Tripterygium wilfordii (NCBI:txid458696) Found in root (BTO:0001188). See: Chinese Chemical Letters, 2010, 21(5), 600-602
Roles Classification
Biological Role(s): immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
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ChEBI Ontology
Outgoing triptonide (CHEBI:132267) has role anti-inflammatory agent (CHEBI:67079)
triptonide (CHEBI:132267) has role antineoplastic agent (CHEBI:35610)
triptonide (CHEBI:132267) has role immunosuppressive agent (CHEBI:35705)
triptonide (CHEBI:132267) is a butenolide (CHEBI:50523)
triptonide (CHEBI:132267) is a cyclic ketone (CHEBI:3992)
triptonide (CHEBI:132267) is a diterpene triepoxide (CHEBI:133018)
triptonide (CHEBI:132267) is a organic heteroheptacyclic compound (CHEBI:52157)
IUPAC Name
(3bS,4aS,5aS,6aS,7aS,7bS,8aS,8bS)-6a-isopropyl-8b-methyl-3b,4,4a,7a,7b,8b,9,10-octahydrotrisoxireno[6,7:8a,9:4b,5]phenanthro[1,2-c]furan-1,6(3H,6aH)-dione
Synonym Source
(−)-triptonide ChEBI
Manual Xref Database
65411 PubChem
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Registry Number Type Source
5313008 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10774048 PubMed citation Europe PMC
12903464 PubMed citation Europe PMC
24346247 PubMed citation Europe PMC
25296383 PubMed citation Europe PMC
25308753 PubMed citation Europe PMC
292103 Chinese Abstracts citation Europe PMC
5072337 PubMed citation Europe PMC
8237400 PubMed citation Europe PMC
9863222 PubMed citation Europe PMC
Last Modified
16 August 2016