CAS Number33570-04-6
Synonyms()-Bilobalide; BILOBALIDE; MFCD00210481; (−)-Bilobalide from Ginkgo biloba leaves; (−)-Bilobalide; (-)-Bilobalide from Ginkgo biloba leaves
Molecular FormulaC15H18O8
Molecular Weight326.30
Purity≥96.0 (HPLC)%
Density1.6±0.1 g/cm3
Boiling Point651.7±55.0 °C at 760 mmHg
Appearancewhite solid
Symbol
Signal WordWarning
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| Chemical & Physical Properties | |
|---|---|
| CAS Number | 33570-04-6 |
| Catalog No. | 2A-9009404 |
| Chinese Name | (-)-白果内酯 |
| Synonyms | ()-Bilobalide; BILOBALIDE; MFCD00210481; (−)-Bilobalide from Ginkgo biloba leaves; (−)-Bilobalide; (-)-Bilobalide from Ginkgo biloba leaves |
| Molecular Formula | C15H18O8 |
| Molecular Weight | 326.30 |
| Purity | ≥96.0 (HPLC) |
| Density | 1.6±0.1 g/cm3 |
| Boiling Point | 651.7±55.0 °C at 760 mmHg |
| Appearance | white solid |
| Water Solubility | Slightly soluble: acetone |
| Storage Condition | Seal and store at -20ºC |
| Application | Bilobalide is a bioactive substance present in Ginkgo biloba and has neuroprotective activity. |
| PubChem ID | 329768523 |
| MDL Number | MFCD00132880 |
| SMILES | CC(C)(C)[C@]1(O)C[C@@H]2OC(=O)C[C@]23C(=O)O[C@@H]4OC(=O)[C@H](O)C134 |
| 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 |
| InChI Key | MOLPUWBMSBJXER-DXPZGIEZSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 85151701 |
| Hazard Symbols | Transport |
| MSDS | msds/9404_1_33570_04_6.pdf |
| Bioactivity | Bilobalide is a biologically active terpenic trilactone present in Ginkgo biloba. An increasing number of studies have demonstrated its neuroprotective effects.IC50 Value: 3.33 (pIC50 Value) [1]Target: neuroprotectivein vitro: Inhibition by BB and GB was abolished in mutant receptors containing T6'S and S12'A substitutions, but their potencies were enhanced (42- and 125-fold, respectively) in S2'A mutant receptors [1]. BB enhanced the secretion of α-secretase-cleaved soluble amyloid precursor protein (sAPPα, a by-product of non-amyloidogenic processing of APP) and decreased the β amyloid protein (Aβ, a by-product of amyloidogenic processing of APP) via PI3K-dependent pathway [2].in vivo: Oral administration of bilobalide (10-30 mg/kg) significantly inhibited thermal hyperalgesia in response to carrageenan, capsaicin and paw incision, independent of dose, with an efficacy similar to that of diclofenac. In the carrageenan model, mechanical hypersensitivity and paw oedema were also significantly reduced after treatment with bilobalide (10-30 mg/kg) [3]. BB(4 and 8 mg/kg) significantly protected VD rats against cognitive deficits in the Morris water maze. Biochemical assessment showed that BB (4 and 8 mg/kg) increased superoxide dismutase (SOD) activity and glutathione (GSH) content, and decreased nitric oxide synthase (NOS) activity and malondialdehyde (MDA) content [4].Clinical trial: N/A Related Catalog Signaling Pathways >> Autophagy >> Autophagy Natural Products >> Terpenoids and Glycosides Research Areas >> Neurological Disease References [1]. Binding sites for bilobalide, diltiazem, ginkgolide, and picrotoxinin at the 5-HT3 receptor. Mol Pharmacol. 2011 Jul;80(1):183-90. [2]. Shi C, Wu F, Xu J, Bilobalide regulates soluble amyloid precursor protein release via phosphatidyl inositol 3 kinase-dependent pathway. Neurochem Int. 2011 Aug;59(1):59-64. [3]. Goldie M, Dolan S. Bilobalide, a unique constituent of Ginkgo biloba, inhibits inflammatory pain in rats. Behav Pharmacol. 2013 Aug;24(4):298-306. [4]. Li WZ, Wu WY, Huang H, Protective effect of bilobalide on learning and memory impairment in rats with vascular dementia. Mol Med Rep. 2013 Sep;8(3):935-41. Chemical & Physical Properties Density 1.6±0.1 g/cm3 Boiling Point 651.7±55.0 °C at 760 mmHg Molecular Formula C15H18O8 Molecular Weight 326.299 Flash Point 247.5±25.0 °C Exact Mass 326.100159 PSA 119.36000 LogP -0.45 Vapour Pressure 0.0±4.4 mmHg at 25°C Index of Refraction 1.606 InChIKey MOLPUWBMSBJXER-NRSGSQFTSA-N SMILES CC(C)(C)C1(O)CC2OC(=O)CC23C(=O)OC2OC(=O)C(O)C231 Storage condition −20°C |
| Use of | Properties Articles32 Name bilobalide Synonym More Synonyms (-)-Bilobalide Biological Activity Related Catalog Signaling Pathways >> Autophagy >> Autophagy Natural Products >> Terpenoids and Glycosides Research Areas >> Neurological Disease References [1]. Binding sites for bilobalide, diltiazem, ginkgolide, and picrotoxinin at the 5-HT3 receptor. Mol Pharmacol. 2011 Jul;80(1):183-90. [2]. Shi C, Wu F, Xu J, Bilobalide regulates soluble amyloid precursor protein release via phosphatidyl inositol 3 kinase-dependent pathway. Neurochem Int. 2011 Aug;59(1):59-64. [3]. Goldie M, Dolan S. Bilobalide, a unique constituent of Ginkgo biloba, inhibits inflammatory pain in rats. Behav Pharmacol. 2013 Aug;24(4):298-306. [4]. Li WZ, Wu WY, Huang H, Protective effect of bilobalide on learning and memory impairment in rats with vascular dementia. Mol Med Rep. 2013 Sep;8(3):935-41. Chemical & Physical Properties Molecular Formula C15H18O8 Exact Mass 326.100159 PSA 119.36000 LogP -0.45 Index of Refraction 1.606 InChIKey MOLPUWBMSBJXER-NRSGSQFTSA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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