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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Genipin
PubChem CID 442424
Molecular Weight 226.23g/mol
Synonyms

genipin

Formula C₁₁H₁₄O₅
SMILES COC(=O)C1=COC(C2C1CC=C2CO)O
InChI 1S/C11H14O5/c1-15-10(13)8-5-16-11(14)9-6(4-12)2-3-7(8)9/h2,5,7,9,11-12,14H,3-4H2,1H3/t7-,9-,11-/m1/s1
InChIKey AZKVWQKMDGGDSV-BCMRRPTOSA-N
CAS Number 6902-77-8
ChEMBL ID CHEMBL459016
ChEBI ID CHEBI:5298
Herb ID HBIN027445
KEGG ID C09780
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) Scleromitrion diffusum Cold
Chineses Pinyin BaiHuaSheSheCao
Use Part Whole Herb With Root
Habitat FuJian, GuangDong, Hongkong , GuangXi, HaiNan, AnHui, YunNan, Nepal , Japan
Flavor Sweet, Bland
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Gentianales
    -->Family: Rubiaceae
     -->Genus: Scleromitrion
      -->Species: Scleromitrion diffusum
(2) Gardenia jasminoides Cold
Chineses Pinyin ZhiZi
Use Part Ripe fruit
Habitat JiangXi, HuBei, HuNan, ZheJiang, FuJian, SiChuan
Flavor Bitter
Meridian Tropism Heart; Lung; Triple Energizers
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Gentianales
    -->Family: Rubiaceae
     -->Genus: Gardenia
      -->Species: Gardenia jasminoides
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: 196
Pair Name Genipin, Oxaliplatin
Partner Name Oxaliplatin
Disease Info [ICD-11: 2B72] Gastric cancer Investigative
Biological Phenomena Induction-->Autophagy
Gene Regulation Up-regulation Expression DRAM1 hsa55332
Up-regulation Expression MAP1LC3A hsa84557
Up-regulation Expression TP53 hsa7157
In Vitro Model AGS Gastric adenocarcinoma Homo sapiens (Human) CVCL_0139
MKN45 Gastric adenocarcinoma Homo sapiens (Human) CVCL_0434
MKN28 Gastric tubular adenocarcinoma Homo sapiens (Human) CVCL_1416
Result We showed that genipin increases the oxaliplatin-induced cell death via p53-DRAM autophagy, we suggest that genipin is a sensitizer of oxaliplatin.
Combination Pair ID: 198
Pair Name Genipin, Everolimus
Partner Name Everolimus
Disease Info [ICD-11: 2C10] Pancreatic cancer Investigative
Biological Phenomena Induction-->Proliferation
Gene Regulation Up-regulation Expression AKT1 hsa207
Up-regulation Expression BECN1 hsa8678
Up-regulation Expression MTOR hsa2475
Up-regulation Expression ROS1 hsa6098
Up-regulation Expression UCP2 hsa7351
In Vitro Model PaCa-44 Pancreatic ductal adenocarcinoma Homo sapiens (Human) CVCL_7087
PaCa-3 Pancreatic carcinoma Homo sapiens (Human) CVCL_4011
PANC-1 Pancreatic ductal adenocarcinoma Homo sapiens (Human) CVCL_0480
MIA PaCa-2 Pancreatic ductal adenocarcinoma Homo sapiens (Human) CVCL_0428
T3M-4 Pancreatic ductal adenocarcinoma Homo sapiens (Human) CVCL_4056
In Vivo Model PaCa44 cells (1×10⁶ cells/mice) were s.c. injected into the dorsal flank of six nude female mice for each condition (5 weeks of age; Charles River Laboratories, Inc.).
Result These results reveal novel mechanisms through which UCP2 promotes cancer cell proliferation and support the combined inhibition of UCP2 and of Akt/mTOR pathway as a novel therapeutic strategy in the treatment of pancreatic adenocarcinoma.
Drug(s) whose toxicity can be decreased by this phytochemical
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Combination Pair ID: 197
Pair Name Genipin, Oxaliplatin
Partner Name Oxaliplatin
Disease Info [ICD-11: 2B91] Colorectal cancer Investigative
Biological Phenomena Induction-->Endoplasmic reticulum stress
Gene Regulation Up-regulation Expression BCL2L11 KEGG ID N.A.
Up-regulation Expression BIM hsa10018
Up-regulation Expression ESR1 hsa2099
Up-regulation Expression ROS1 hsa6098
Down-regulation Activity SOD3 hsa6649
In Vitro Model HCT 116 Colon carcinoma Homo sapiens (Human) CVCL_0291
DLD-1 Colon adenocarcinoma Homo sapiens (Human) CVCL_0248
Result These findings suggest that genipin may be a novel agent for increasing the sensitivity of oxaliplatin against colorectal cancer. The combination of oxaliplatin and genipin hold significant therapeutic potential with minimal adverse effects.
04. Reference
No. Title Href
1 Genipin Enhances the Therapeutic Effects of Oxaliplatin by Upregulating BIM in Colorectal Cancer. Mol Cancer Ther. 2019 Apr;18(4):751-761. doi: 10.1158/1535-7163.MCT-18-0196. Click
2 Genipin increases oxaliplatin-induced cell death through autophagy in gastric cancer. J Cancer. 2020 Jan 1;11(2):460-467. doi: 10.7150/jca.34773. Click
3 UCP2 inhibition induces ROS/Akt/mTOR axis: Role of GAPDH nuclear translocation in genipin/everolimus anticancer synergism. Free Radic Biol Med. 2017 Dec;113:176-189. doi: 10.1016/j.freeradbiomed.2017.09.022. Click
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