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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Oleuropein
PubChem CID 5281544
Molecular Weight 540.5g/mol
Synonyms

2-(3,4-dihydroxyphenyl)ethyl (2S-(2alpha,3E,4beta))-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate, oleoeuropein, oleoeuropeine, oleuropein

Formula C₂₅H₃₂O₁₃
SMILES CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OCCC3=CC(=C(C=C3)O)O
InChI 1S/C25H32O13/c1-3-13-14(9-19(29)35-7-6-12-4-5-16(27)17(28)8-12)15(23(33)34-2)11-36-24(13)38-25-22(32)21(31)20(30)18(10-26)37-25/h3-5,8,11,14,18,20-22,24-28,30-32H,6-7,9-10H2,1-2H3/b13-3+/t14-,18+,20+,21-,22+,24-,25-/m0/s1
InChIKey RFWGABANNQMHMZ-ZCHJGGQASA-N
CAS Number 32619-42-4
ChEMBL ID CHEMBL1911053
ChEBI ID CHEBI:7747
Herb ID HBIN038054
Structure 2D-img
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2D MOL 3D MOL
02. Source Information of Phytochemical
(1) Ligustrum lucidum Cool
Chineses Pinyin NvZhenZi
Use Part Fruit
Habitat ZheJiang, JiangSu, HuNan, FuJian, GuangXi, JiangXi, SiChuan
Flavor Sweet, Bitter
Meridian Tropism Liver, Kidney
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Lamiales
    -->Family: Oleaceae
     -->Genus: Ligustrum
      -->Species: Ligustrum lucidum
(2) Fraxinus rhynchophylla Cold
Chineses Pinyin QinPi
Use Part Bark
Habitat Shaanxi, HeBei, JiLin, LiaoNing
Flavor Bitter, Astringent
Meridian Tropism Liver, Gallbladder, Large intestine
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Lamiales
    -->Family: Oleaceae
     -->Genus: Fraxinus
      -->Species: Fraxinus rhynchophylla
(3) Olea europaea Even
Chineses Pinyin YouGanLan
Use Part Fruit
Habitat HuNan, JiangXi, ZheJiang, FuJian, GuangDong, GuiZhou, YunNan, HaiNan, XiZang, TaiWan
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Lamiales
    -->Family: Oleaceae
     -->Genus: Olea
      -->Species: Olea europaea
(4) Canarium album Even
Chineses Pinyin GanLan
Use Part leaf
Habitat FuJian, SiChuan, GuangDong, YunNan, GuangXi
Flavor Sweet; Sour; Punkery
Meridian Tropism Lung
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Sapindales
    -->Family: Burseraceae
     -->Genus: Canarium
      -->Species: Canarium album
03. Combinatorial Therapeutic Effect(s)
Synergistic Effect
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Drug(s) whose efficacy can be enhanced by this phytochemical
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Combination Pair ID: 246
Pair Name Oleuropein, Doxorubicin
Partner Name Doxorubicin
Disease Info [ICD-11: 2C60] Breast cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Down-regulation Expression BCL2 hsa596
Down-regulation Expression BIRC5 hsa332
Down-regulation Expression CCND1 hsa595
Down-regulation Expression NFKB1 hsa4790
In Vitro Model MDA-MB-231 Breast adenocarcinoma Homo sapiens (Human) CVCL_0062
In Vivo Model The study involved 40 female, nude mice (BALB/c OlaHsd-foxn1),the volume of the tumor increased aggressively, reaching 173 mm3 in the control animals in a time-dependent manner. On the other hand, a sharp drop, to 48.7 mm3, in the volume of the tumor was observed with the 2 drugs combined, a more than 3-fold decrease.
Result The key findings clearly indicate the synergistic efficacy of DOX with natural and nontoxic OL against breast tumor xenografts.
Combination Pair ID: 247
Pair Name Oleuropein, Cisplatin
Partner Name Cisplatin
Disease Info [ICD-11: 2C73] Ovarian cancer Investigative
Gene Regulation Down-regulation Expression BCL2 hsa596
Up-regulation Expression CDKN1A hsa1026
Up-regulation Expression GDE1 hsa51573
Down-regulation Expression MCL1 hsa4170
Up-regulation Expression TNFRSF10B hsa8795
Up-regulation Expression TP53 hsa7157
In Vitro Model A2780 Ovarian endometrioid adenocarcinoma Homo sapiens (Human) CVCL_0134
A2780/CP70 Ovarian endometrioid adenocarcinoma Homo sapiens (Human) CVCL_0135
Result These data revealed that oleuropein regulated the expression of the above-mentioned miRNAs in ovarian cancer cells, which potentially resulted in apoptosis induction, cell proliferation inhibition, and cisplatin resistance decline in ovarian cancer cells. To confirm the results of this study, it is suggested that similar experiments be performed in animal models of ovarian cancer.
Combination Pair ID: 248
Pair Name Oleuropein, Cisplatin
Partner Name Cisplatin
Disease Info [ICD-11: 2C12] Hepatocellular carcinoma Investigative
Gene Regulation Up-regulation Expression CASP3 hsa836
Down-regulation Expression MMP7 hsa4316
Down-regulation Expression NGF hsa4803
In Vitro Model Hep-G2 Hepatoblastoma Homo sapiens (Human) CVCL_0027
Result Our results showed for the first time that the anti-tumor activity of oleuropein against HCC could be attributed to influencing the pro-NGF/NGF balance via affecting MMP-7 activity without affecting the gene expression of NGF. Concurrent treatment with both oleuropein and cisplatin could lead to more effective chemotherapeutic combination against HCC.
04. Reference
No. Title Href
1 Synergistic Anti-Breast-Cancer Effects of Combined Treatment With Oleuropein and Doxorubicin In Vivo. Altern Ther Health Med. 2019 May;25(3):17-24. Click
2 Oleuropein reduces cisplatin resistance in ovarian cancer by targeting apoptotic pathway regulators. Life Sci. 2021 Aug 1;278:119525. doi: 10.1016/j.lfs.2021.119525. Click
3 Oleuropein potentiates anti-tumor activity of cisplatin against HepG2 through affecting proNGF/NGF balance. Life Sci. 2018 Apr 1;198:87-93. doi: 10.1016/j.lfs.2018.02.027. Click
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