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MedKoo Cat#: 558684 | Name: Ginkgolide K
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ginkgolide K is a natural platelet activating factor antagonist.

Chemical Structure

Ginkgolide K
Ginkgolide K
CAS#153355-70-5

Theoretical Analysis

MedKoo Cat#: 558684

Name: Ginkgolide K

CAS#: 153355-70-5

Chemical Formula: C20H22O9

Exact Mass: 406.1264

Molecular Weight: 406.39

Elemental Analysis: C, 59.11; H, 5.46; O, 35.43

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 650.00 2 Weeks
25mg USD 1,250.00 2 Weeks
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Related CAS #
No Data
Synonym
Ginkgolide K; Ginkgolide-K; GK
IUPAC/Chemical Name
(1R,3R,6R,7S,8S,10R,11R,12R,13R)-8-tert-Butyl-6,12-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadec-16-ene-5,15,18-trione
InChi Key
MGXAKXRVQRODDX-KPQJXHNQSA-N
InChi Code
InChI=1S/C20H22O9/c1-6-9-10(27-13(6)23)11(21)19-8-5-7(17(2,3)4)18(19)12(22)14(24)28-16(18)29-20(9,19)15(25)26-8/h7-8,10-12,16,21-22H,5H2,1-4H3/t7-,8-,10-,11+,12+,16?,18?,19+,20-/m1/s1
SMILES Code
O=C1C(C)=C2[C@@]([C@H](O)[C@]34C(C5O[C@]426)([C@@H](O)C(O5)=O)[C@@H](C(C)(C)C)C[C@H]3OC6=O)([H])O1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 406.39 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Li QY, Miao Q, Sui RX, Cao L, Ma CG, Xiao BG, Xiao W, Yu WB. Ginkgolide K supports remyelination via induction of astrocytic IGF/PI3K/Nrf2 axis. Int Immunopharmacol. 2019 Aug 14;75:105819. doi: 10.1016/j.intimp.2019.105819. [Epub ahead of print] PubMed PMID: 31421546. 2: Yu WB, Wang Q, Chen S, Cao L, Tang J, Ma CG, Xiao W, Xiao BG. The therapeutic potential of ginkgolide K in experimental autoimmune encephalomyelitis via peripheral immunomodulation. Int Immunopharmacol. 2019 May;70:284-294. doi: 10.1016/j.intimp.2019.02.035. Epub 2019 Mar 6. PubMed PMID: 30851709. 3: Yu WB, Cao L, Zhao YY, Xiao W, Xiao BG. Comparing the role of Ginkgolide B and Ginkgolide K on cultured astrocytes exposed to oxygen glucose deprivation. Mol Med Rep. 2018 Nov;18(5):4417-4427. doi: 10.3892/mmr.2018.9450. Epub 2018 Sep 4. PubMed PMID: 30221704; PubMed Central PMCID: PMC6172388. 4: Liu Q, Li X, Li L, Xu Z, Zhou J, Xiao W. Ginkgolide K protects SH SY5Y cells against oxygen glucose deprivation induced injury by inhibiting the p38 and JNK signaling pathways. Mol Med Rep. 2018 Sep;18(3):3185-3192. doi: 10.3892/mmr.2018.9305. Epub 2018 Jul 23. PubMed PMID: 30066915; PubMed Central PMCID: PMC6102632. 5: Chen M, Zou W, Chen M, Cao L, Ding J, Xiao W, Hu G. Ginkgolide K promotes angiogenesis in a middle cerebral artery occlusion mouse model via activating JAK2/STAT3 pathway. Eur J Pharmacol. 2018 Aug 15;833:221-229. doi: 10.1016/j.ejphar.2018.06.012. Epub 2018 Jun 8. PubMed PMID: 29890157. 6: Zhang Y, Miao JM. Ginkgolide K promotes astrocyte proliferation and migration after oxygen-glucose deprivation via inducing protective autophagy through the AMPK/mTOR/ULK1 signaling pathway. Eur J Pharmacol. 2018 Aug 5;832:96-103. doi: 10.1016/j.ejphar.2018.05.029. Epub 2018 May 19. PubMed PMID: 29787772. 7: Zhang H, Luo YP, Cao ZY, Zhang XZ, Cao L, Wang ZZ, Xiao W. [Effect of compatibility of ginkgolide A, ginkgolide B and ginkgolide K]. Zhongguo Zhong Yao Za Zhi. 2018 Apr;43(7):1410-1415. doi: 10.19540/j.cnki.cjcmm.20180312.005. Chinese. PubMed PMID: 29728030. 8: Tao XQ, Cao ZY, Cao L, Xiao W. [Effects of ginkgolide K on platelet aggregation activity and neuroprotection]. Zhongguo Zhong Yao Za Zhi. 2017 Dec;42(24):4727-4732. doi: 10.19540/j.cnki.cjcmm.2017.0208. Chinese. PubMed PMID: 29493138. 9: Yu W, Chen S, Cao L, Tang J, Xiao W, Xiao B. Ginkgolide K promotes the clearance of A53T mutation alpha-synuclein in SH-SY5Y cells. Cell Biol Toxicol. 2018 Aug;34(4):291-303. doi: 10.1007/s10565-017-9419-4. Epub 2017 Dec 6. PubMed PMID: 29214369. 10: Zhou X, Wang HY, Wu B, Cheng CY, Xiao W, Wang ZZ, Yang YY, Li P, Yang H. Ginkgolide K attenuates neuronal injury after ischemic stroke by inhibiting mitochondrial fission and GSK-3β-dependent increases in mitochondrial membrane permeability. Oncotarget. 2017 Jul 4;8(27):44682-44693. doi: 10.18632/oncotarget.17967. PubMed PMID: 28591721; PubMed Central PMCID: PMC5546510. 11: Wang S, Wang Z, Fan Q, Guo J, Galli G, Du G, Wang X, Xiao W. Ginkgolide K protects the heart against endoplasmic reticulum stress injury by activating the inositol-requiring enzyme 1α/X box-binding protein-1 pathway. Br J Pharmacol. 2016 Aug;173(15):2402-18. doi: 10.1111/bph.13516. Epub 2016 Jul 8. PubMed PMID: 27186946; PubMed Central PMCID: PMC4945765. 12: Wang S, Ouyang B, Aa J, Geng J, Fei F, Wang P, Wang J, Peng Y, Geng T, Li Y, Huang W, Wang Z, Xiao W, Wang G. Pharmacokinetics and tissue distribution of ginkgolide A, ginkgolide B, and ginkgolide K after intravenous infusion of ginkgo diterpene lactones in a rat model. J Pharm Biomed Anal. 2016 Jul 15;126:109-16. doi: 10.1016/j.jpba.2016.04.035. Epub 2016 Apr 25. PubMed PMID: 27182682. 13: Fan ZY, Liu XG, Guo RZ, Dong X, Gao W, Li P, Yang H. Pharmacokinetic studies of ginkgolide K in rat plasma and tissues after intravenous administration using ultra-high performance liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Apr 15;988:1-7. doi: 10.1016/j.jchromb.2015.02.015. Epub 2015 Feb 18. PubMed PMID: 25734938. 14: Ma S, Liu X, Xun Q, Zhang X. Neuroprotective effect of Ginkgolide K against H2O2-induced PC12 cell cytotoxicity by ameliorating mitochondrial dysfunction and oxidative stress. Biol Pharm Bull. 2014;37(2):217-25. Epub 2013 Nov 12. PubMed PMID: 24225258. 15: Ma S, Liu H, Jiao H, Wang L, Chen L, Liang J, Zhao M, Zhang X. Neuroprotective effect of ginkgolide K on glutamate-induced cytotoxicity in PC 12 cells via inhibition of ROS generation and Ca(2+) influx. Neurotoxicology. 2012 Jan;33(1):59-69. doi: 10.1016/j.neuro.2011.11.003. Epub 2011 Nov 19. PubMed PMID: 22120026. 16: Ma S, Yin H, Chen L, Liu H, Zhao M, Zhang X. Neuroprotective effect of ginkgolide K against acute ischemic stroke on middle cerebral ischemia occlusion in rats. J Nat Med. 2012 Jan;66(1):25-31. doi: 10.1007/s11418-011-0545-7. Epub 2011 May 25. PubMed PMID: 21611909.

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