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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Andrographolide
PubChem CID 5318517
Molecular Weight 350.4g/mol
Synonyms

17-hydro-9-dehydro-andrographolide, andrographolide, isoandrographolide

Formula C₂₀H₃₀O₅
SMILES CC12CCC(C(C1CCC(=C)C2CC=C3C(COC3=O)O)(C)CO)O
InChI 1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5+/t14-,15-,16+,17-,19+,20+/m1/s1
InChIKey BOJKULTULYSRAS-OTESTREVSA-N
CAS Number 5508-58-7
ChEMBL ID CHEMBL186141
ChEBI ID CHEBI:65408
Herb ID HBIN016019
Drug Bank ID DB05767
KEGG ID C20214
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) Mentha haplocalyx Cool
Chineses Pinyin BoHe
Use Part Aerial Parts
Habitat JiangSu
Flavor Pungent
Meridian Tropism Lung, Liver
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Lamiales
    -->Family: Lamiaceae
     -->Genus: Mentha
      -->Species: Mentha haplocalyx
(2) Andrographis paniculata Cold
Chineses Pinyin ChuanXinLian
Use Part Aerial Parts
Habitat JiangXi, HuNan, FuJian, GuangDong, GuangXi, SiChuan
Flavor Bitter
Meridian Tropism Heart, Lung, Large intestine, Bladder
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Lamiales
    -->Family: Acanthaceae
     -->Genus: Andrographis
      -->Species: Andrographis paniculata
(3) Swertia pseudochinensis Cold
Chineses Pinyin DangYao
Use Part Whole Herb
Habitat China
Flavor Bitter
Meridian Tropism Liver, Stomach, Large intestine
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Gentianales
    -->Family: Gentianaceae
     -->Genus: Swertia
      -->Species: Swertia pseudochinensis
(4) Andrographis paniculata Cold
Chineses Pinyin ChuangXinLian
Use Part Heart; Lung; Large Intestine; Bladder
Habitat JiangXi, HuNan, FuJian, GuangDong, GuangXi, SiChuan
Flavor Bitter
Meridian Tropism Dried aerial parts
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Lamiales
    -->Family: Acanthaceae
     -->Genus: Andrographis
      -->Species: Andrographis paniculata
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: 195
Pair Name Andrographolide, Fluorouracil
Partner Name Fluorouracil
Disease Info [ICD-11: 2C12] Hepatocellular carcinoma Investigative
Gene Regulation Up-regulation Expression CYP1A2 hsa1544
Down-regulation Expression CYP2D6 hsa1565
Up-regulation Expression CYP3A4 hsa1576
In Vitro Model Hep-G2 Hepatoblastoma Homo sapiens (Human) CVCL_0027
Result Interactive effects of Andrographis paniculata extracts and cancer chemotherapeutic 5-Fluorouracil on cytochrome P450s expression in human hepatocellular carcinoma HepG2 cells
Drug(s) whose resistance can be reversed by this phytochemical
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Combination Pair ID: 683
Pair Name Andrographolide, Fluorouracil
Partner Name Fluorouracil
Disease Info [ICD-11: 2B91] Colorectal cancer Investigative
Gene Regulation Down-regulation Phosphorylation AKT1 hsa207
Down-regulation Expression DKK1 hsa22943
Result Our data provide novel evidence for andrographis-mediated reversal of 5FU resistance, highlighting its potential role as an adjunct to conventional chemotherapy in CRC.
04. Reference
No. Title Href
1 Interactive effects of Andrographis paniculata extracts and cancer chemotherapeutic 5-Fluorouracil on cytochrome P450s expression in human hepatocellular carcinoma HepG2 cells Click
2 Andrographis overcomes 5-fluorouracil-associated chemoresistance through inhibition of DKK1 in colorectal cancer. Carcinogenesis. 2021 Jun 21;42(6):814-825. doi: 10.1093/carcin/bgab027. Click
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