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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Piceatannol
PubChem CID 667639
Molecular Weight 244.24g/mol
Synonyms

3'-hydroxyresveratol, 3,3',4',5-tetrahydroxystilbene, 3,3',4,5'-tetrahydroxy stilbene, 3,3',4,5'-tetrahydroxystilbene, 3,5,3',4'-tetrahydroxy-stilbene, 3,5,3',4'-tetrahydroxy-trans-stilbene, 3,5,3',4'-tetrahydroxystilbene, astringinin, demethyl isorhapontigenin, piceatannol, piceatanol, RSVL-1

Formula C₁₄H₁₂O₄
SMILES C1=CC(=C(C=C1C=CC2=CC(=CC(=C2)O)O)O)O
InChI 1S/C14H12O4/c15-11-5-10(6-12(16)8-11)2-1-9-3-4-13(17)14(18)7-9/h1-8,15-18H/b2-1+
InChIKey CDRPUGZCRXZLFL-OWOJBTEDSA-N
CAS Number 10083-24-6
ChEMBL ID CHEMBL69863
ChEBI ID CHEBI:28814
Herb ID HBIN039816
Drug Bank ID DB08399
KEGG ID C05901
Toxicity Organism Test Type Route(Dose)
rat LD50 intraperitoneal(165 mg/kg)
mouse LD50 intraperitoneal(254 mg/kg)
rat LD50 oral(322 mg/kg)
Structure 2D-img
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2D MOL 3D MOL
02. Source Information of Phytochemical
(1) Polygonum cuspidatum Cold
Chineses Pinyin HuZhang
Use Part Rhizome
Habitat Shaanxi, GanSu, JiangSu, ZheJiang, AnHui, FuJian, JiangXi, ShanDong, ShangHai, HeNan, HuBei, HuNan, SiChuan
Flavor Mildly bitter
Meridian Tropism Liver, Gallbladder, Lung
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Caryophyllales
    -->Family: Polygonaceae
     -->Genus: Polygonum
      -->Species: Polygonum cuspidatum
(2) Rhodomyrtus tomentosa Even
Chineses Pinyin TaoJinNiang
Use Part Fruit
Habitat FuJian, TaiWan, HuNan, GuangDong, HaiNan, GuangXi, GuiZhou, YunNan
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Myrtales
    -->Family: Myrtaceae
     -->Genus: Rhodomyrtus
      -->Species: Rhodomyrtus tomentosa
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: 364
Pair Name Piceatannol, Everolimus
Partner Name Everolimus
Disease Info [ICD-11: 2B72] Gastric cancer Investigative
Biological Phenomena Induction-->Autophagy
Gene Regulation Up-regulation Expression BAX hsa581
Down-regulation Expression BCL2 hsa596
Down-regulation Phosphorylation BECN1 hsa8678
Down-regulation Expression SQSTM1 hsa8878
In Vitro Model SGC-7901 Human papillomavirus-related cervical adenocarcinoma Homo sapiens (Human) CVCL_0520
In Vivo Model 2×10⁶ SGC7901 cells were resuspended in phosphate-buffered saline (PBS) containing 50% Matrigel and engrafted subcutaneously into each flank of the mice.
Result The findings of this study strongly support the application of combinatorial piceatannol and everolimus therapy in future clinical trials for gastric cancer patients.
Combination Pair ID: 798
Pair Name Piceatannol, Gemcitabine
Partner Name Gemcitabine
Disease Info [ICD-11: 2C25] Lung cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Expression BAK1 hsa578
Up-regulation Expression BID hsa637
In Vitro Model A-549 Lung adenocarcinoma Homo sapiens (Human) CVCL_0023
Result The findings from this study show that piceatannol can enhance the cytotoxic effects of gemcitabine by enhancing expression of the proapoptotic protein Bak, thereby providing the rational basis for a novel combination strategy for the treatment of NSCLC.
Combination Pair ID: 799
Pair Name Piceatannol, Shikonin
Partner Name Shikonin
Disease Info [ICD-11: 2A00-2F9Z] Solid tumour or cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Cleavage PARP1 hsa142
In Vitro Model HL-60 Adult acute myeloid leukemia Homo sapiens (Human) CVCL_0002
NCI-H522 Lung adenocarcinoma Homo sapiens (Human) CVCL_1567
Result These results indicate that concomitant use of low-dose shikonin potentiates piceatannol-induced apoptosis of GLO I-dependent cancer cells by augmenting methylglyoxal accumulation.
04. Reference
No. Title Href
1 Piceatannol enhances Beclin-1 activity to suppress tumor progression and its combination therapy strategy with everolimus in gastric cancer. Sci China Life Sci. 2023 Feb;66(2):298-312. doi: 10.1007/s11427-022-2185-9. Click
2 Piceatannol Enhances the Antitumor Efficacy of Gemcitabine in Human A549 Non-Small Cell Lung Cancer Cells. Oncol Res. 2014;22(4):213-217. doi: 10.3727/096504015X14386062091398. Click
3 The PKM2 inhibitor shikonin enhances piceatannol-induced apoptosis of glyoxalase I-dependent cancer cells. Genes Cells. 2024 Jan;29(1):52-62. doi: 10.1111/gtc.13084. Click
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