54706-70-6

Chemical Structure

13-Oxyingenol-13-dodecanoate
CAS No: 54706-70-6

Formula: C₃₂H₅₀O₇

Molecular Weight: 546.74
IUPAC Name: (1aR,2S,5R,5aR,6S,8aS,9R,10aS)-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1,1a,2,5,5a,6,9,10-octahydro-10aH-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-10a-yl dodecanoate
InChIKey: FEZDDYPHEHMXLF-YFQQJSGYSA-N
SMILES: CCCCCCCCCCCC(O[C@@]12C[C@@H](C)[C@@](C=C(C)[C@@H]3O)(C4=O)[C@]3(O)[C@H](O)C(CO)=C[C@@]4([H])[C@]1([H])C2(C)C)=O

Biological Activity: 13-Oxyingenol-dodecanoate (13OD) is a tumor suppressor agent. 13-Oxyingenol-dodecanoate has anti-HIV-1 activity with EC₅₀ value of 33.7 nM^[1].13-Oxyingenol-dodecanoate can induce the expression of ULK1 to effect mitochondrial dysfunction and cellular autophagy. 13-Oxyingenol-dodecanoate also increases the expression of BAX and suppresses the expression of BCL-2 to effect apoptosis^[2].

Cat. No.	Product Name	Purity	Description
HY-N0867	13-Oxyingenol-13-dodecanoate		13-Oxyingenol-dodecanoate (13OD) is a tumor suppressor agent. 13-Oxyingenol-dodecanoate has anti-HIV-1 activity with EC₅₀ value of 33.7 nM.13-Oxyingenol-dodecanoate can induce the expression of ULK1 to effect mitochondrial dysfunction and cellular autophagy. 13-Oxyingenol-dodecanoate also increases the expression of BAX and suppresses the expression of BCL-2 to effect apoptosis.

References

[1]. Liu Q, et al. Identification, structural modification, and dichotomous effects on human immunodeficiency virus type 1 (HIV-1) replication of ingenane esters from Euphorbia kansui. Eur J Med Chem. 2018 Aug 5;156:618-627. [Content Brief]
[2]. Xin-Ye Wang, et al. 13-Oxyingenol-dodecanoate inhibits the growth of non-small cell lung cancer cells by targeting ULK1. Bioorganic Chemistry. June 2024, Volume 147, 107367. [Content Brief]

Keywords:

13-Oxyingenol-13-dodecanoate

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