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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Gambogic acid
PubChem CID 9852185
Molecular Weight 628.7g/mol
Synonyms

gamboge acid, gambogic acid, gambogoic acid

Formula C₃₈H₄₄O₈
SMILES CC(=CCCC1(C=CC2=C(C3=C(C(=C2O1)CC=C(C)C)OC45C6CC(C=C4C3=O)C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)O)C)C
InChI 1S/C38H44O8/c1-20(2)10-9-15-36(8)16-14-24-29(39)28-30(40)26-18-23-19-27-35(6,7)46-37(33(23)41,17-13-22(5)34(42)43)38(26,27)45-32(28)25(31(24)44-36)12-11-21(3)4/h10-11,13-14,16,18,23,27,39H,9,12,15,17,19H2,1-8H3,(H,42,43)/b22-13-/t23-,27+,36-,37+,38-/m1/s1
InChIKey GEZHEQNLKAOMCA-RRZNCOCZSA-N
CAS Number 2752-65-0
ChEMBL ID CHEMBL555017
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) Uncaria thynchophylla Cool
Chineses Pinyin GouTeng
Use Part Hooked Stem-Branch
Habitat GuangXi, JiangXi, HuNan, SiChuan
Flavor Sweet
Meridian Tropism Liver, Pericardium
(2) Garcinia hamburgy Cool
Chineses Pinyin TengHuang
Use Part Balsam
Habitat India , Thailand , India
Flavor Sour, Astringent
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Malpighiales
    -->Family: Clusiaceae
     -->Genus: Garcinia
      -->Species: Garcinia hanburyi
(3) Uncaria gambir Cool
Chineses Pinyin ErChaGouTeng
Use Part Dry Decocted Paste Of Branch-Leaf
Habitat ZheJiang, FuJian, GuangDong, GuangXi, JiangXi, HuNan, SiChuan, GuiZhou
Flavor Sweet
Meridian Tropism Liver, Pericardium
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Gentianales
    -->Family: Rubiaceae
     -->Genus: Uncaria
      -->Species: Uncaria gambir
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: 150
Pair Name Gambogic acid, NaI*131
Partner Name NaI*131
Disease Info [ICD-11: 2C25] Lung cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Down-regulation Expression ABCB1 hsa5243
Up-regulation Expression BAX hsa581
Down-regulation Expression BCL2 hsa596
Down-regulation Expression TP53 hsa7157
In Vitro Model A549/DDP Lung adenocarcinoma Homo sapiens (Human) CVCL_C0W4
Result The two drugs appear to have a synergistic effect on apoptosis of A549/DDP cells.
Combination Pair ID: 667
Pair Name Gambogic acid, Cisplatin
Partner Name Cisplatin
Disease Info [ICD-11: 2C25] Lung cancer Investigative
Biological Phenomena Induction-->Blockade of cell cycle in G0/G1 phase
Gene Regulation Down-regulation Expression ABCC2 hsa1244
Up-regulation Expression BAX hsa581
Up-regulation Cleavage CASP3 hsa836
Down-regulation Expression LRP1 hsa4035
In Vitro Model A-549 Lung adenocarcinoma Homo sapiens (Human) CVCL_0023
Result Combination of GA with cisplatin enhances the antitumor effects on cisplatin-resistant lung cancer cells by downregulating MRP2 and LRP expression.
Combination Pair ID: 669
Pair Name Gambogic acid, Cisplatin
Partner Name Cisplatin
Disease Info [ICD-11: 2B51] Osteosarcoma Investigative
Biological Phenomena Induction-->Mitochondria-mediated apoptosis
Gene Regulation Up-regulation Expression CASP8 hsa841
Up-regulation Expression CASP9 hsa842
In Vitro Model MG-63 Osteosarcoma Homo sapiens (Human) CVCL_0426
HOS Osteosarcoma Homo sapiens (Human) CVCL_0312
U2OS Osteosarcoma Homo sapiens (Human) CVCL_0042
Result GA could increase the chemotherapeutic effect of CDDP in human osteosarcoma treatment through inducing the cell cycle arrest and promoting cell apoptosis
Drug(s) whose resistance can be reversed by this phytochemical
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Combination Pair ID: 670
Pair Name Gambogic acid, Cisplatin
Partner Name Cisplatin
Disease Info [ICD-11: 2B51] Osteosarcoma Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Expression CASP3 hsa836
Up-regulation Cleavage CASP8 hsa841
Up-regulation Expression FAS hsa355
Up-regulation Expression MAPK14 hsa1432
In Vitro Model MG-63 Osteosarcoma Homo sapiens (Human) CVCL_0426
HOS Osteosarcoma Homo sapiens (Human) CVCL_0312
In Vivo Model 0.2 mL of MG63 cell suspension (1.5×10⁷ cells/ml) was subcutaneously injected into the right flank of mice
Result Our results demonstrate that GA may be a new potent therapeutic agent useful for targeting human OS cells.
04. Reference
No. Title Href
1 Role of gambogic acid and NaI131 in A549/DDP cells. Oncol Lett. 2017 Jan;13(1):37-44. doi: 10.3892/ol.2016.5435. Click
2 Combination of gambogic acid with cisplatin enhances the antitumor effects on cisplatin-resistant lung cancer cells by downregulating MRP2 and LRP expression. Onco Targets Ther. 2016 Jun 2;9:3359-68. doi: 10.2147/OTT.S100936. Click
3 Viability inhibition effect of gambogic acid combined with cisplatin on osteosarcoma cells via mitochondria-independent apoptotic pathway. Mol Cell Biochem. 2013 Oct;382(1-2):243-52. doi: 10.1007/s11010-013-1740-5. Click
4 Hypoxia-induced resistance to cisplatin-mediated apoptosis in osteosarcoma cells is reversed by gambogic acid independently of HIF-1α. Mol Cell Biochem. 2016 Sep;420(1-2):1-8. doi: 10.1007/s11010-016-2759-1. Click
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