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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Chlorogenic acid
PubChem CID 1794427
Molecular Weight 354.31g/mol
Synonyms

3 Caffeoylquinic Acid, 3-Caffeoylquinic Acid, Acid, 3-Caffeoylquinic, Acid, Chlorogenic, Chlorogenic Acid

Formula C₁₆H₁₈O₉
SMILES C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
InChI 1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1
InChIKey CWVRJTMFETXNAD-JUHZACGLSA-N
CAS Number 327-97-9
ChEMBL ID CHEMBL284616
ChEBI ID CHEBI:16112
Drug Bank ID DB12029
KEGG ID C00852
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) Scutellaria baicalensis Cold
Chineses Pinyin HuangQin
Use Part Root
Habitat HeiLongJiang, LiaoNing, NeiMengGu, HeBei, HeNan, GanSu, Shaanxi, ShanXi, ShanDong, SiChuan
Flavor Bitter
Meridian Tropism Lung, Gallbladder, Spleen, Large intestine, Small intestine
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Lamiales
    -->Family: Lamiaceae
     -->Genus: Scutellaria
      -->Species: Scutellaria baicalensis
(2) Centella asiatica Cold
Chineses Pinyin JiXueCao
Use Part Whole Herb With Root
Habitat Shaanxi, JiangSu, AnHui, ZheJiang, JiangXi, HuNan
Flavor Bitter, Pungent
Meridian Tropism Liver, Spleen, Kidney
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Apiales
    -->Family: Apiaceae
     -->Genus: Centella
      -->Species: Centella asiatica
(3) Lonicera japonica Cold
Chineses Pinyin JinYinHua
Use Part Flower bud
Habitat JiangSu, ZheJiang, AnHui, FuJian, JiangXi, ShanDong, ShangHai, HeNan, HuNan, HuBei, GuangDong, GuangXi, HaiNan, SiChuan, GuiZhou, YunNan, XiZang, ChongQing, HeBei, ShanXi, LiaoNing, Shaanxi, GanSu
Flavor Sweet
Meridian Tropism Lung; Stomach; Heart
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Dipsacales
    -->Family: Caprifoliaceae
     -->Genus: Lonicera
      -->Species: Lonicera japonica
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: 318
Pair Name Chlorogenic acid, Doxorubicin
Partner Name Doxorubicin
Disease Info [ICD-11: 2B51] Osteosarcoma Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Cleavage CASP3 hsa836
Down-regulation Phosphorylation MAPK1 hsa5594
Down-regulation Phosphorylation MAPK3 hsa5595
Up-regulation Cleavage PARP1 hsa142
In Vitro Model U2OS Osteosarcoma Homo sapiens (Human) CVCL_0042
MG-63 Osteosarcoma Homo sapiens (Human) CVCL_0426
Result These findings firstly propose CGA as a promising chemosensitizer and cardioprotective agent in OS therapy, suggesting the p44/42 MAPK pathway as relevantly involved in CGA-mediated Doxo susceptibility.
Combination Pair ID: 773
Pair Name Chlorogenic acid, Regorafenib
Partner Name Regorafenib
Disease Info [ICD-11: 2C12] Hepatocellular carcinoma Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Expression BAX hsa581
Down-regulation Expression BCL2 hsa596
Down-regulation Expression BCL-xL hsa598
Up-regulation Expression CASP7 hsa840
In Vitro Model PLC/PRF/5 Adult hepatocellular carcinoma Homo sapiens (Human) CVCL_0485
Hep-G2 Hepatoblastoma Homo sapiens (Human) CVCL_0027
Result This drug combination could be considered as a safe and more effective approach in HCC therapy.
Combination Pair ID: 774
Pair Name Chlorogenic acid, Fluorouracil
Partner Name Fluorouracil
Disease Info [ICD-11: 2C12] Hepatocellular carcinoma Investigative
Biological Phenomena Induction-->ROS generation
Gene Regulation Down-regulation Expression MAPK1 hsa5594
Down-regulation Expression MAPK3 hsa5595
In Vitro Model Hep-G2 Hepatoblastoma Homo sapiens (Human) CVCL_0027
Hep 3B2.1-7 Childhood hepatocellular carcinoma Homo sapiens (Human) CVCL_0326
Result CGA sensitizes hepatocellular carcinoma cells to 5-FU treatment by the suppression of ERK activation through the overproduction of ROS. CGA has shown potential as a chemosensitizer of 5-FU chemotherapy in hepatocellular carcinoma.
Drug(s) whose toxicity can be decreased by this phytochemical
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Combination Pair ID: 775
Pair Name Chlorogenic acid, Methotrexate
Partner Name Methotrexate
Disease Info [ICD-11: 2B33.4] Leukemia Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Expression BAX hsa581
Down-regulation Expression BCL2 hsa596
Up-regulation Cleavage CASP3 hsa836
Up-regulation Cleavage CASP9 hsa842
Down-regulation Expression COX2 hsa4513
Down-regulation Expression GPT hsa2875
Down-regulation Expression LDHA hsa3939
Down-regulation Expression NOS2 hsa4843
In Vivo Model 6-8 weeks old Male Wistar rats (150-200 g) were use in this study.
Result These results imply that CGA has perfective effect against MTX-induced liver injury. Hence CGA supplementation might be helpful in abrogation of MTX toxicity.
04. Reference
No. Title Href
1 Protective effect of Chlorogenic acid against methotrexate induced oxidative stress, inflammation and apoptosis in rat liver: An experimental approach. Chem Biol Interact. 2017 Jun 25;272:80-91. doi: 10.1016/j.cbi.2017.05.002. Click
2 Chlorogenic Acid Enhances Doxorubicin-Mediated Cytotoxic Effect in Osteosarcoma Cells. Int J Mol Sci. 2021 Aug 10;22(16):8586. doi: 10.3390/ijms22168586. Click
3 Chlorogenic Acid Improves the Regorafenib Effects in Human Hepatocellular Carcinoma Cells. Int J Mol Sci. 2018 May 19;19(5):1518. doi: 10.3390/ijms19051518. Click
4 Chlorogenic acid enhances the effects of 5-fluorouracil in human hepatocellular carcinoma cells through the inhibition of extracellular signal-regulated kinases. Anticancer Drugs. 2015 Jun;26(5):540-6. doi: 10.1097/CAD.0000000000000218. Click
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