Geniposide

  • CAT Number: A000189
  • CAS Number: 24512-63-8
  • Molecular Formula: C17H24O10
  • Molecular Weight: 388.37
  • Purity: ≥95%
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Geniposide is a natural product isolated from the fruit of Gerdenia. It was found to induce increased activity of phase II detoxifying enzymes, inhibit tumor promotion, and induce apoptosis in rat C6 glioma cells. (Source: http://www.lktlabs.com/products/Geniposide-816-12.html).

Catalog Number A000189
CAS Number 24512-63-8
Molecular Formula

C17H24O10

Purity 95%
Storage -20°C
InChI 1S/C17H24O10/c1-24-15(23)9-6-25-16(11-7(4-18)2-3-8(9)11)27-17-14(22)13(21)12(20)10(5-19)26-17/h2,6,8,10-14,16-22H,3-5H2,1H3/t8-,10-,11-,12-,13+,14-,16+,17+/m1/s1
InChIKey IBFYXTRXDNAPMM-BVTMAQQCSA-N
SMILES COC(=O)C1=COC(C2C1CC=C2CO)OC3C(C(C(C(O3)CO)O)O)O
Reference

1: Cheng Z, Xu H, Wang X, Liu Z. Lactobacillus raises in vitro anticancer effect
of geniposide in HSC-3 human oral squamous cell carcinoma cells. Exp Ther Med.
2017 Nov;14(5):4586-4594. doi: 10.3892/etm.2017.5105. Epub 2017 Sep 5. PubMed
PMID: 29104666; PubMed Central PMCID: PMC5658719.
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2: Shi F, Pan H, Li Y, Huang L, Wu Q, Lu Y. A sensitive LC-MS/MS method for
simultaneous quantification of geniposide and its active metabolite genipin in
rat plasma and its application to a pharmacokinetic study. Biomed Chromatogr.
2017 Oct 31. doi: 10.1002/bmc.4126. [Epub ahead of print] PubMed PMID: 29088500.

<br>
3: Gao XC, Tong Y. [Effect of wintergreen oil on in vitro transdermal permeation
of osthole and geniposide]. Zhongguo Zhong Yao Za Zhi. 2017 Apr;42(7):1338-1343.
doi: 10.19540/j.cnki.cjcmm.20170121.039. Chinese. PubMed PMID: 29052396.

<br>
4: Shan M, Yu S, Yan H, Guo S, Xiao W, Wang Z, Zhang L, Ding A, Wu Q, Li SFY. A
Review on the Phytochemistry, Pharmacology, Pharmacokinetics and Toxicology of
Geniposide, a Natural Product. Molecules. 2017 Oct 10;22(10). pii: E1689. doi:
10.3390/molecules22101689. Review. PubMed PMID: 28994736.
<br>

5: Yu J, Guo X, Zhang Q, Peng Y, Zheng J. Metabolite profile analysis and
pharmacokinetic study of emodin, baicalin and geniposide in rats. Xenobiotica.
2017 Oct 6:1-11. doi: 10.1080/00498254.2017.1382748. [Epub ahead of print] PubMed
PMID: 28967290.
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6: Yu B, Shen Y, Qiao J, Cui Q. Geniposide attenuates Staphylococcus
aureus-induced pneumonia in mice by inhibiting NF-κB activation. Microb Pathog.
2017 Sep 25;112:117-121. doi: 10.1016/j.micpath.2017.09.050. [Epub ahead of
print] PubMed PMID: 28958950.
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7: Huang B, Chen P, Huang L, Li S, Zhu R, Sheng T, Yu W, Chen Z, Wang T.
Geniposide Attenuates Post-Ischaemic Neurovascular Damage via GluN2A/AKT/
ERK-Dependent Mechanism. Cell Physiol Biochem. 2017;43(2):705-716. doi:
10.1159/000480657. Epub 2017 Sep 22. PubMed PMID: 28957809.
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8: Jiang H, Ma Y, Yan J, Liu J, Li L. Geniposide promotes autophagy to inhibit
insulin resistance in HepG2 cells via P62/NF&#8209;κB/GLUT&#8209;4. Mol Med Rep. 2017
Nov;16(5):7237-7244. doi: 10.3892/mmr.2017.7503. Epub 2017 Sep 18. PubMed PMID:
28944847.
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9: Tian J, Zhu J, Yi Y, Li C, Zhang Y, Zhao Y, Pan C, Xiang S, Li X, Li G, Newman
JW, Feng X, Liu J, Han J, Wang L, Gao Y, La Frano MR, Liang A. Dose-related liver
injury of Geniposide associated with the alteration in bile acid synthesis and
transportation. Sci Rep. 2017 Aug 21;7(1):8938. doi: 10.1038/s41598-017-09131-2.
PubMed PMID: 28827769; PubMed Central PMCID: PMC5566417.
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10: Rong YP, Huang HT, Liu JS, Wei L. Protective Effects of Geniposide on Hepatic
Ischemia/Reperfusion Injury. Transplant Proc. 2017 Jul – Aug;49(6):1455-1460.
doi: 10.1016/j.transproceed.2017.02.063. PubMed PMID: 28736023.

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