Bilobalide

• CAT Number: I003219
• CAS Number: 33570-04-6
• Molecular Formula: C15H18O8
• Molecular Weight: 326.3
• Purity: ≥95%
• Target: 5-HT Receptor
• Solubility: DMSO 65 mg/mL; Water <1 mg/mL; Ethanol 65 mg/mL
• Storage: 3 years -20℃ powder
• IC50: 3.33 (pIC50 Value) [1]
• IUPAC Name: (1S,4R,7R,8S,9R,11S)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.01,11.04,8]tetradecane-2,6,13-trione
• InChI: InChI=1S/C15H18O8/c1-12(2,3)14(20)4-6-13(5-7(16)21-6)10(19)23-11-15(13,14)8(17)9(18)22-11/h6,8,11,17,20H,4-5H2,1-3H3/t6-,8-,11-,13-,14+,15+/m0/s1
• InChIKey: MOLPUWBMSBJXER-YDGSQGCISA-N
• SMILES: CC(C)(C)[C@@]1(C[C@H]2[C@@]3([C@]14[C@H](C(=O)O[C@H]4OC3=O)O)CC(=O)O2)O

Bilobalide (Cat.No:I003219) is a major active constituent of Ginkgo biloba extract, a popular herbal supplement. It has been reported to have neuroprotective, antioxidant, and anti-inflammatory properties. Bilobalide can cross the blood-brain barrier and has been shown to modulate neurotransmitter systems such as GABA, glutamate, and acetylcholine. It is being investigated for its potential use in the treatment of neurodegenerative diseases such as Alzheimer’s disease.

Reference

1:Effects of bilobalide, ginkgolide B and picrotoxinin on GABAA receptor modulation by structurally diverse positive modulators. Ng CC, Duke RK, Hinton T, Johnston GAR.Eur J Pharmacol. 2017 Jul 5;806:83-90. doi: 10.1016/j.ejphar.2017.04.019. Epub 2017 Apr 15. PMID: 28416372 2:Bilobalide abates inflammation, insulin resistance and secretion of angiogenic factors induced by hypoxia in 3T3-L1 adipocytes by controlling NF-κB and JNK activation. Priyanka A, Sindhu G, Shyni GL, Preetha Rani MR, Nisha VM, Raghu KG.Int Immunopharmacol. 2017 Jan;42:209-217. doi: 10.1016/j.intimp.2016.11.019. Epub 2016 Dec 7. PMID: 27936435 3:Protective effects of bilobalide against ethanol-induced gastric ulcer in vivo/vitro. Hui S, Fangyu W.Biomed Pharmacother. 2017 Jan;85:592-600. doi: 10.1016/j.biopha.2016.11.068. Epub 2016 Nov 27. PMID: 27903426 4:Ginkgolides and bilobalide protect BV2 microglia cells against OGD/reoxygenation injury by inhibiting TLR2/4 signaling pathways. Zhou JM, Gu SS, Mei WH, Zhou J, Wang ZZ, Xiao W.Cell Stress Chaperones. 2016 Nov;21(6):1037-1053. Epub 2016 Aug 25. PMID: 27562518 Free PMC Article5:Determination of Ginkgolides A, B, C, J and Bilobalide in Plasma by LC-ESI (-)/MS/MS (QQQ) and its Application to the Pharmacokinetic Study of Ginkgo Biloba Extract in Rats. Yan-Yan Z, Li-Li G, Guo-Ming S, Rong R, Jing-Zhen T.Drug Res (Stuttg). 2016 Oct;66(10):520-526. Epub 2016 Aug 4. PMID: 27490936 6:Bilobalide alleviates depression-like behavior and cognitive deficit induced by chronic unpredictable mild stress in mice. Wu R, Shui L, Wang S, Song Z, Tai F.Behav Pharmacol. 2016 Oct;27(7):596-605. doi: 10.1097/FBP.0000000000000252. PMID: 27509313 7:A Bilobalide-Producing Endophytic Fungus, Pestalotiopsis uvicola from Medicinal Plant Ginkgo biloba. Qian YX, Kang JC, Luo YK, Zhao JJ, He J, Geng K.Curr Microbiol. 2016 Aug;73(2):280-6. doi: 10.1007/s00284-016-1060-6. Epub 2016 May 7. PMID: 27155842 8:GABAA receptor cysteinyl mutants and the ginkgo terpenoid lactones bilobalide and ginkgolides. Ng CC, Duke RK, Hinton T, Johnston GA.Eur J Pharmacol. 2016 Apr 15;777:136-46. doi: 10.1016/j.ejphar.2016.03.007. Epub 2016 Mar 4. PMID: 26953225 9:Bilobalide protection of normal human melanocytes from hydrogen peroxide-induced oxidative damage via promotion of antioxidase expression and inhibition of endoplasmic reticulum stress. Lu L, Wang S, Fu L, Liu D, Zhu Y, Xu A.Clin Exp Dermatol. 2016 Jan;41(1):64-73. doi: 10.1111/ced.12664. Epub 2015 Jul 14. PMID: 26178968 10:Simultaneous determination of ginkgolides A, B, C and bilobalide by LC-MS/MS and its application to a pharmacokinetic study in rats. Li J, Li D, Hu J, Bi Y, Xiao W, Wang Z.Biomed Chromatogr. 2015 Dec;29(12):1907-12. doi: 10.1002/bmc.3515. Epub 2015 Jul 23. PMID: 26010697