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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Caffeic acid
PubChem CID 689043
Molecular Weight 180.16g/mol
Synonyms

3,4-dihydroxycinnamic acid, caffeic acid, caffeic acid, (E)-isomer, caffeic acid, (Z)-isomer, caffeic acid, monosodium salt, cis-caffeic acid, sodium caffeate, trans-caffeic acid

Formula C₉H₈O₄
SMILES C1=CC(=C(C=C1C=CC(=O)O)O)O
InChI 1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+
InChIKey QAIPRVGONGVQAS-DUXPYHPUSA-N
CAS Number 331-39-5
ChEMBL ID CHEMBL145
ChEBI ID CHEBI:36281
Drug Bank ID DB01880
KEGG ID C01197
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) Valeriana officinalis Warm
Chineses Pinyin XieCao
Use Part Root, Rhizome
Habitat Shaanxi, GanSu, QingHai, XinJiang, SiChuan, HeBei, HeNan, ShanDong, ShanXi, TaiWan, HuBei
Flavor Pungent, Sweet
Meridian Tropism Heart, Liver
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Dipsacales
    -->Family: Caprifoliaceae
     -->Genus: Valeriana
      -->Species: Valeriana officinalis
(2) Valeriana jatamansi Warm
Chineses Pinyin ZhiZhuXiang
Use Part Rhizome
Habitat Shaanxi, HeNan, HuBei, HuNan, SiChuan, GuiZhou, YunNan, XiZang
Flavor Mildly bitter, Pungent
Meridian Tropism Heart, Spleen, Stomach
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Dipsacales
    -->Family: Caprifoliaceae
     -->Genus: Valeriana
      -->Species: Valeriana jatamansi
(3) 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
(4) Perilla frutescens Warm
Chineses Pinyin ZiSuGeng
Use Part Stem
Habitat HuBei, JiangSu, HeNan, SiChuan, GuangXi, ShanDong, GuangDong, ZheJiang, HeBei, ShanXi
Flavor Pungent
Meridian Tropism Lung, Spleen
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Lamiales
    -->Family: Lamiaceae
     -->Genus: Perilla
      -->Species: Perilla frutescens
(5) Llex chinensis Cool
Chineses Pinyin SiJiQing
Use Part Leaf
Habitat HuNan, JiangXi, ZheJiang, FuJian, GuangDong, GuiZhou, YunNan, HaiNan, XiZang, TaiWan
Flavor Bitter, Astringent
Meridian Tropism Lung, Large intestine, Bladder
(6) Eucommia ulmoides Warm
Chineses Pinyin DuZhongYe
Use Part Leaf
Habitat Shaanxi, GanSu, HeNan, HuBei, HuNan, SiChuan, YunNan, GuiZhou, ZheJiang
Flavor Mildly pungent
Meridian Tropism Liver, Kidney
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Garryales
    -->Family: Eucommiaceae
     -->Genus: Eucommia
      -->Species: Eucommia ulmoides
(7) Setaria italica Warm
Chineses Pinyin GuYa
Use Part Mature Fruit Of Millet Is Formed By Germination And Drying
Habitat China
Flavor Sweet
Meridian Tropism Spleen, Stomach
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Poales
    -->Family: Poaceae
     -->Genus: Setaria
      -->Species: Setaria italica
(8) Rhodiola sacra Unknown
Chineses Pinyin ShengDiHongJingTian
Use Part Whole Grass
Habitat HeiLongJiang, JiLin, LiaoNing, BeiJing, TianJin, HeBei, ShanXi, NeiMengGu, Shaanxi, GanSu, QingHai, NingXia, XinJiang, SiChuan, GuiZhou, YunNan, XiZang, ChongQing, NingXia, GanSu, QingHai, SiChuan, XiZang
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Saxifragales
    -->Family: Crassulaceae
     -->Genus: Rhodiola
      -->Species: Rhodiola sacra
(9) Taraxacum mongolicum Cold
Chineses Pinyin PuGongYing
Use Part Whole Grass
Habitat China
Flavor Bitter, Sweet
Meridian Tropism Liver, Stomach
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Asterales
    -->Family: Asteraceae
     -->Genus: Taraxacum
      -->Species: Taraxacum mongolicum
(10) Solidago decurrens Cool
Chineses Pinyin YiZhiHuangHua
Use Part Whole Herb
Habitat JiangSu, ZheJiang, JiangXi, HuNan, HuBei, GuangXi, GuangDong, SiChuan, GuiZhou
Flavor Pungent, Bitter
Meridian Tropism Lung, Liver
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Asterales
    -->Family: Asteraceae
     -->Genus: Solidago
      -->Species: Solidago decurrens
(11) Polygonum aviculare Cold
Chineses Pinyin BianXu
Use Part Aerial Parts
Habitat China
Flavor Bitter
Meridian Tropism Bladder
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Caryophyllales
    -->Family: Polygonaceae
     -->Genus: Polygonum
      -->Species: Polygonum aviculare
(12) Ephedra sinica Warm
Chineses Pinyin MaHuang
Use Part Herbaceous Twigs
Habitat LiaoNing, JiLin, NeiMengGu, HeBei, ShanXi, HeNan, GanSu, QingHai, NingXia, XinJiang, Shaanxi
Flavor Pungent, Mildly bitter
Meridian Tropism Lung, Bladder
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Ephedrales
    -->Family: Ephedraceae
     -->Genus: Ephedra
      -->Species: Ephedra sinica
(13) ActinidiachinensisPlanch Cold
Chineses Pinyin MiHouTao
Use Part Fruit
Habitat HeNan, HuNan, HuBei, GuangDong, GuangXi, HaiNan, Shaanxi, SiChuan, JiangSu, AnHui, ZheJiang, JiangXi, FuJian, GuiZhou, YunNan
Flavor Sour, Sweet
Meridian Tropism Stomach, Liver
(14) Equisetum hyemale Even
Chineses Pinyin MuZei
Use Part Aerial Parts
Habitat HeiLongJiang, JiLin, LiaoNing, HeBei, Shaanxi, GanSu, XinJiang, SiChuan
Flavor Sweet, Bitter
Meridian Tropism Lung, Liver
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Equisetales
    -->Family: Equisetaceae
     -->Genus: Equisetum
      -->Species: Equisetum hyemale
(15) Rubus chingii Hu Warm
Chineses Pinyin FuPenZi
Use Part Aggregate Fruit
Habitat AnHui, JiangSu, ZheJiang
Flavor Sweet, Sour
Meridian Tropism Liver, Kidney, Bladder
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Rosales
    -->Family: Rosaceae
     -->Genus: Rubus
      -->Species: Rubus chingii
(16) Crataegus pinnatifida Even
Chineses Pinyin ShanZhaYe
Use Part Leaf
Habitat ShanDong, HeNan, HeBei, LiaoNing
Flavor Sour
Meridian Tropism Liver
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Rosales
    -->Family: Rosaceae
     -->Genus: Crataegus
      -->Species: Crataegus pinnatifida
(17) 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, Heart, Stomach
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Dipsacales
    -->Family: Caprifoliaceae
     -->Genus: Lonicera
      -->Species: Lonicera japonica
(18) Glehnia littoralis Cold
Chineses Pinyin BeiShaShen
Use Part Root
Habitat LiaoNing, HeBei, ShanDong
Flavor Sweet, Mildly bitter
Meridian Tropism Lung, Stomach
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Apiales
    -->Family: Apiaceae
     -->Genus: Glehnia
      -->Species: Glehnia littoralis
(19) Ligusticum sinense Warm
Chineses Pinyin ChuanXiong
Use Part Rhizome
Habitat SiChuan
Flavor Pungent
Meridian Tropism Liver, Gallbladder, Pericardium
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Apiales
    -->Family: Apiaceae
     -->Genus: Ligusticum
      -->Species: Ligusticum sinense
(20) Arnebia euchroma Cold
Chineses Pinyin ZiCao
Use Part Root
Habitat YunNan, XiZang, SiChuan, GuiZhou
Flavor Sweet, Salty
Meridian Tropism Heart, Liver
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Boraginales
    -->Family: Boraginaceae
     -->Genus: Arnebia
      -->Species: Arnebia euchroma
(21) Coffea Even
Chineses Pinyin KaFei
Use Part Seed
Habitat GuangDong, GuangXi, FuJian, TaiWan, HaiNan, SiChuan, GuiZhou, YunNan
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Gentianales
    -->Family: Rubiaceae
     -->Genus: Coffea
      -->Species: Coffea
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: 327
Pair Name Caffeic acid, Paclitaxel
Partner Name Paclitaxel
Disease Info [ICD-11: 2C25] Lung cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Expression BAX hsa581
Up-regulation Expression BID hsa637
Up-regulation Expression CASP3 hsa836
Up-regulation Expression CASP9 hsa842
Up-regulation Cleavage JUN hsa3725
Up-regulation Phosphorylation MAPK1 hsa5594
Up-regulation Phosphorylation MAPK3 hsa5595
Up-regulation Cleavage PARP1 hsa142
In Vitro Model NCI-H1299 Lung large cell carcinoma Homo sapiens (Human) CVCL_0060
In Vivo Model Xenograft models were established by subcutaneous injections of H1299 cells (5×10⁶) suspended in Matrigel, and the behavior and growth of tumors among the mice were observed daily.
Result Our results indicated that CA inhibited NSCLC H1299 cell growth by inducing apoptosis and CA and PTX combined produced a synergistic anti-cancer effect in H1299 cells.
04. Reference
No. Title Href
1 Synergistic Anticancer Activity of Combined Use of Caffeic Acid with Paclitaxel Enhances Apoptosis of Non-Small-Cell Lung Cancer H1299 Cells in Vivo and in Vitro. Cell Physiol Biochem. 2018;48(4):1433-1442. doi: 10.1159/000492253. Click
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