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ovatodiolide

Product Name
ovatodiolide
CAS No.
3484-37-5
Chemical Name
ovatodiolide
Synonyms
Nsc156130;Nsc 272353;Melampodin;ovatodiolide;11H-13,10-Methenofuro[2,3-f]oxacyclopentadecin-2,11(3H)-dione, 3a,4,5,8,9,13,14,16a-octahydro-6,15-dimethyl-3-methylene-, (3aS,6E,13S,15E,16aR)-
CBNumber
CB21386729
Molecular Formula
C20H24O4
Formula Weight
328.4
MOL File
3484-37-5.mol
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ovatodiolide Property

InChI
InChI=1S/C20H24O4/c1-12-5-4-6-15-11-16(23-20(15)22)9-13(2)10-18-17(8-7-12)14(3)19(21)24-18/h5,10-11,16-18H,3-4,6-9H2,1-2H3/b12-5+,13-10+/t16-,17-,18+/m0/s1
InChIKey
KTYZKXFERQUCPX-SIKGVNBJSA-N
SMILES
O1C(=O)C2=C[C@]1([H])CC(C)=C[C@@]1([H])OC(=O)C(=C)[C@]1([H])CCC(C)=CCC2 |t:10,25|
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Hazard and Precautionary Statements (GHS)

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ovatodiolide Chemical Properties,Usage,Production

Description

Ovatodiolide (OV) is a bioactive phytochemical purified from Anisomeles indica (L.) Kuntze (Labiatae) is a medicinal herb that has been widely used to treat a variety of inflammation-associated diseases. Ovatodiolide has been reported to exhibit many biological functions, including anti-cancer, anti-bacterial, and anti-HIV activities. Most importantly, the studies have demonstrated that ovatodiolide inhibited H. pylori-induced inflammation in gastric epithelial cells[1-2].

Biological Functions

Various oncogenic targets inhibited by ovatodiolide have been implicated; these include TNF-α, NF-κB, β-catenin, MMPs, and others to achieve anti-cancer effects such as the induction of cell cycle arrest, apoptosis, and reduction of metastatic potential. Ovatodiolide suppressed cell colony formation and induced apoptosis in the K562 and KU812 cells. Ovatodiolide enhanced the production of reactive oxygen species (ROS), activated Nrf2 signaling, and inhibited mTOR phosphorylation. Autophagic flux was enhanced after treatment with ovatodiolide in K562 cells. Furthermore, autophagy inhibition alleviated ovatodiolide-induced cell apoptosis, whereas autophagy promotion aggravated apoptosis in CML cells. These results demonstrated that ovatodiolide activates autophagy-mediated cell death in CML cells.
Additionally, ovatodiolide transcriptionally activated the expression of p62, and the p62 levels were negatively regulated by autophagy. Moreover, p62-Keap1-Nrf2 signaling was confirmed to be involved in ovatodiolide-induced cell death. Accordingly, LC3B knockdown augmented the ovatodiolide-induced p62 expression, increased the p62-Keap1 interaction, and enhanced the translocation of Nrf2 into the nucleus. In contrast, p62 inhibition abolished the effects induced through ovatodiolide treatment. Nrf2 inhibition with ML385 diminished the protective effect of autophagy inhibition in CML cells. Collectively, ovatodiolide induces oxidative stress and provokes autophagy, effectively decreasing the expression of p62 and weakening the protective effect of Nrf2 signaling activation, thus contributing to apoptosis in CML cells[2].

References

[1] Hsiu-Man Lien. “Antibacterial activity of ovatodiolide isolated from Anisomeles indica against Helicobacter pylori.” Scientific Reports (2019): 4205.
[2] Qingqing Xia . “Ovatodiolide induces autophagy-mediated cell death through the p62-Keap1-Nrf2 signaling pathway in chronic myeloid leukemia cells.” Chemico-Biological Interactions 387 (2023): Article 110819.

ovatodiolide Preparation Products And Raw materials

Raw materials

Preparation Products

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ovatodiolide Suppliers

Tianjin Shangde Medicine Edge Technology Co., Ltd
Tel
13370460931
Email
sales@accendatech.com
Country
China
ProdList
11
Advantage
58
Hangzhou FuRun Pharmaceutical Technology Co., Ltd
Tel
15658004993
Email
1900830611@qq.com
Country
China
ProdList
965
Advantage
58
TargetMol Chemicals Inc.
Tel
4008200310
Email
marketing@tsbiochem.com
Country
China
ProdList
24647
Advantage
58
Beijing Yusheng Chemical Co., Ltd.
Tel
17777863707
Email
17777863707@189.cn
Country
China
ProdList
498
Advantage
58
Shengbaolai Biotechnology Co., Ltd
Tel
86-027-59105235 15527244834
Email
shengblai@126.com
Country
China
ProdList
496
Advantage
58
Xi'an Lechun Chemical Co., Ltd
Tel
029-15596886083 15596886083
Email
739383595@qq.com
Country
China
ProdList
3900
Advantage
58
Henan Tianfu Chemical Co.,Ltd.
Tel
+86-0371-55170693 +86-19937530512
Fax
0371-55170693
Email
info@tianfuchem.com
Country
China
ProdList
21634
Advantage
55
Accendatech Co., Ltd.
Tel
+8613132578992
Email
yunhao.liu@accendatech.com
Country
China
ProdList
62
Advantage
58
Chengdu Biopurify Phytochemicals Ltd.
Tel
+8618080483897
Email
sales@biopurify.com
Country
China
ProdList
3772
Advantage
58

3484-37-5, ovatodiolideRelated Search:


  • ovatodiolide
  • Melampodin
  • Nsc 272353
  • Nsc156130
  • 11H-13,10-Methenofuro[2,3-f]oxacyclopentadecin-2,11(3H)-dione, 3a,4,5,8,9,13,14,16a-octahydro-6,15-dimethyl-3-methylene-, (3aS,6E,13S,15E,16aR)-
  • 3484-37-5