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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Isoliquiritigenin
PubChem CID 638278
Molecular Weight 256.25g/mol
Synonyms

2',4',4-trihydroxychalcone, 6'-deoxychalcone, GU 17, GU-17, isoliquiritigenin

Formula C₁₅H₁₂O₄
SMILES C1=CC(=CC=C1C=CC(=O)C2=C(C=C(C=C2)O)O)O
InChI 1S/C15H12O4/c16-11-4-1-10(2-5-11)3-8-14(18)13-7-6-12(17)9-15(13)19/h1-9,16-17,19H/b8-3+
InChIKey DXDRHHKMWQZJHT-FPYGCLRLSA-N
CAS Number 961-29-5
ChEMBL ID CHEMBL129795
ChEBI ID CHEBI:310312
Herb ID HBIN030896
Drug Bank ID DB03285
KEGG ID C08650
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) Glycyrrhiza uralensis Even
Chineses Pinyin GanCao
Use Part Root, Rhizome
Habitat HeiLongJiang, JiLin, LiaoNing, NeiMengGu, GanSu, XinJiang
Flavor Sweet
Meridian Tropism Heart, Lung, Spleen, Stomach
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Fabales
    -->Family: Fabaceae
     -->Genus: Glycyrrhiza
      -->Species: Glycyrrhiza uralensis
(2) Dalbergia odorifera Warm
Chineses Pinyin JiangXiang
Use Part Dried Heartwood Of Tree Trunk And Root
Habitat HaiNan, GuangDong, GuangXi, YunNan
Flavor Pungent
Meridian Tropism Liver, Spleen
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Fabales
    -->Family: Fabaceae
     -->Genus: Dalbergia
      -->Species: Dalbergia odorifera
(3) Glycyrrhiza uralensis Even
Chineses Pinyin ZhiGanCao
Use Part Root, Rhizome Of Prepared Liauorice Root
Habitat HeiLongJiang, JiLin, LiaoNing, BeiJing, TianJin, HeBei, ShanXi, NeiMengGu, Shaanxi, GanSu, QingHai, XinJiang, ShanDong
Flavor Sweet
Meridian Tropism Heart, Lung, Spleen, Stomach
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Fabales
    -->Family: Fabaceae
     -->Genus: Glycyrrhiza
      -->Species: Glycyrrhiza uralensis
(4) Robinia pseudoacacia Even
Chineses Pinyin CiHuaiHua
Use Part Flower
Habitat China
Flavor Sweet
Meridian Tropism Liver
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Fabales
    -->Family: Fabaceae
     -->Genus: Robinia
      -->Species: Robinia pseudoacacia
(5) Tephrosia purpurea Cool
Chineses Pinyin DuHuiMaoDou
Use Part Seed, Bark, Root, Leaf, Bean Screen, Branch
Habitat FuJian, TaiWan, GuangDong, HaiNan, GuangXi, YunNan
Flavor Mildly bitter
Meridian Tropism Spleen, Stomach
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Fabales
    -->Family: Fabaceae
     -->Genus: Tephrosia
      -->Species: Tephrosia purpurea
(6) Radix glycyrrhizae Even
Chineses Pinyin GuangGuoGanCao
Use Part Root, Rhizome
Habitat HeiLongJiang, JiLin, LiaoNing, BeiJing, TianJin, HeBei, ShanXi, NeiMengGu, Shaanxi, GanSu, QingHai, NingXia, XinJiang
Flavor Sweet
Meridian Tropism Heart, Lung, Spleen, Stomach
(7) Onobrychis viciifolia Unknown
Chineses Pinyin HongDouCao
Use Part Whole Herb
Habitat XinJiang
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Fabales
    -->Family: Fabaceae
     -->Genus: Onobrychis
      -->Species: Onobrychis viciifolia
(8) Allium ascalonicum Warm
Chineses Pinyin HuCong
Use Part Bulb
Habitat ShanXi, HeNan, AnHui, HuBei, HuNan, JiangXi, ZheJiang, FuJian, GuangDong, GuiZhou, YunNan, HaiNan, XiZang, TaiWan
Flavor Pungent
Meridian Tropism Lung, Spleen
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Asparagales
    -->Family: Amaryllidaceae
     -->Genus: Allium
      -->Species: Allium ascalonicum
(9) Cicer arietinum Unknown
Chineses Pinyin HuiHuiDou
Use Part Seed
Habitat GanSu, QingHai, Shaanxi, ShanXi, HeBei
Flavor Sweet
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Fabales
    -->Family: Fabaceae
     -->Genus: Cicer
      -->Species: Cicer arietinum
(10) SophoraprazeriPrainvar Even
Chineses Pinyin LingNanHuaiShu
Use Part Seed, Root, Stem, Leaf
Habitat YunNan, GuiZhou, GuangXi
Flavor Bitter, Astringent
Meridian Tropism Lung, Large intestine
(11) Dracaena cochinchinensis Even
Chineses Pinyin LongXueShu
Use Part Root
Habitat GuangXi, YunNan, SiChuan, GuiZhou, XiZang, ChongQing
Flavor Sweet, Salty
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Asparagales
    -->Family: Asparagaceae
     -->Genus: Dracaena
      -->Species: Dracaena cochinchinensis
(12) Muntingia colabura Unknown
Chineses Pinyin YaMaiJiaYingTao
Use Part Fruit, Root, Branch, Leaf, Core
Habitat Sri Lanka , Indonesia
(13) Glycyrrhiza yunnanensis Even
Chineses Pinyin YunNanGanCao
Use Part Root, Rhizome
Habitat YunNan, XiZang
Flavor Sweet, Pungent
Meridian Tropism Heart, Spleen, Lung, Stomach
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Fabales
    -->Family: Fabaceae
     -->Genus: Glycyrrhiza
      -->Species: Glycyrrhiza yunnanensis
(14) Glycyrrhiza inflata Unknown
Chineses Pinyin ZhangGuoGanCao
Use Part Root, Rhizome
Habitat NeiMengGu, GanSu, XinJiang
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Fabales
    -->Family: Fabaceae
     -->Genus: Glycyrrhiza
      -->Species: Glycyrrhiza inflata
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: 83
Pair Name Isoliquiritigenin, Docosahexaenoic acid
Partner Name Docosahexaenoic acid
Disease Info [ICD-11: 2B91] Colorectal cancer Investigative
Biological Phenomena Induction-->ROS generation
Gene Regulation Up-regulation Expression CYCS hsa54205
Up-regulation Expression FAS hsa355
Up-regulation Phosphorylation MAPK8 hsa5599
In Vitro Model HCT 116 Colon carcinoma Homo sapiens (Human) CVCL_0291
Result Excessive ROS-induced JNK activation and cytochrome c release from mitochondria played a key role in the synergistic anticancer activity of CRC cells by cotreating with DHA and ISL.
Combination Pair ID: 84
Pair Name Isoliquiritigenin, TNF-related apoptosis inducing ligand
Partner Name TNF-related apoptosis inducing ligand
Disease Info [ICD-11: 2B90] Colon cancer Investigative
Biological Phenomena Induction-->Apoptosis and autophagy
Gene Regulation Up-regulation Expression BAX hsa581
Down-regulation Expression BCL2 hsa596
Down-regulation Expression BCL-xL hsa598
Up-regulation Expression TNFRSF10B hsa8795
In Vitro Model HT-29 Colon adenocarcinoma Homo sapiens (Human) CVCL_0320
Result Isoliquiritigenin has the potential to overcome resistance to TRAIL in cancer cells and its chemopreventive effects may depend on TRAIL function
Drug(s) whose toxicity can be decreased by this phytochemical
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Combination Pair ID: 421
Pair Name Isoliquiritigenin, Cyclophosphamide
Partner Name Cyclophosphamide
Disease Info [ICD-11: 2C77] Cervical cancer Investigative
Biological Phenomena Induction-->DNA damage
In Vitro Model U14 Cervical carcinoma Mus musculus (Mouse) CVCL_9U56
In Vivo Model KM mice were implanted subcutaneously with 0.2 mL (1×10⁷ mL in sodium chloride) U14 cells.
Result Isoliquiritigen enhances the antitumour activity and decreases the genotoxic effect of cyclophosphamide
Combination Pair ID: 857
Pair Name Isoliquiritigenin, Cisplatin
Partner Name Cisplatin
Disease Info [ICD-11: 2B90] Colon cancer Investigative
Biological Phenomena Induction-->DNA damage
In Vitro Model CT26 Mouse colon adenocarcinoma Mus musculus (Mouse) CVCL_7254
In Vivo Model The CT-26 mouse colon cancer cells (2×10⁶ cells in 0.1 mL PBS) cultured in DMEM with 10% FBS were subcutaneously injected into the right flanks of the BALB/c male mice.
Result Supplementation with ISL may be an effective approach to counteracting the side effects of cisplatin therapy in cancer patients.
04. Reference
No. Title Href
1 Isoliquiritigen enhances the antitumour activity and decreases the genotoxic effect of cyclophosphamide. Molecules. 2013 Jul 24;18(8):8786-98. doi: 10.3390/molecules18088786. Click
2 Isoliquiritigenin inhibits tumor growth and protects the kidney and liver against chemotherapy-induced toxicity in a mouse xenograft model of colon carcinoma. J Pharmacol Sci. 2008 Mar;106(3):444-51. doi: 10.1254/jphs.fp0071498. Click
3 Synergistic anticancer effect of docosahexaenoic acid and isoliquiritigenin on human colorectal cancer cells through ROS-mediated regulation of the JNK and cytochrome c release. Mol Biol Rep. 2021 Feb;48(2):1171-1180. doi: 10.1007/s11033-021-06159-6. Click
4 Combination of isoliquiritigenin and tumor necrosis factor-related apoptosis-inducing ligand induces apoptosis in colon cancer HT29 cells. Environ Health Prev Med. 2008 Sep;13(5):281-7. doi: 10.1007/s12199-008-0041-1. Click
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