(-)-Bilobalide from ginkgo leaves

Base Information Edit

Chemical Name:(-)-Bilobalide from ginkgo leaves
CAS No.:33570-04-6
Molecular Formula:C15H18O8
Molecular Weight:326.303
Hs Code.:29322090
European Community (EC) Number:608-892-9
ChEMBL ID:CHEMBL3348958
Wikipedia:Bilobalide
Mol file:33570-04-6.mol

Synonyms:33570-04-6;MLS006011132;CHEMBL3348958;SCHEMBL16452769;(-)-bilobalide from ginkgo leaves;HMS3884J11;s2276;AKOS015894975;CCG-267762;NCGC00346588-01;AC-19600;AC-33997;SMR004702910;B4388;NS00029508;BRD-A41714661-001-02-0

Suppliers and Price of (-)-Bilobalide from ginkgo leaves

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
Bilobalide A
20mg
$ 320.00

Usbiological
Bilobalide
10mg
$ 303.00

TRC
Bilobalide
1g
$ 690.00

TRC
Bilobalide
100mg
$ 385.00

TRC
Bilobalide
50mg
$ 220.00

TCI Chemical
Bilobalide >95.0%(GC)
50mg
$ 441.00

TCI Chemical
Bilobalide >95.0%(GC)
10mg
$ 130.00

Sigma-Aldrich
Bilobalide primary reference standard
10 mg
$ 383.00

Sigma-Aldrich
(?)-Bilobalide from Ginkgo biloba leaves ≥93% (HPLC)
25mg
$ 341.00

Sigma-Aldrich
(?)-Bilobalide from Ginkgo biloba leaves ≥93% (HPLC)
100mg
$ 1030.00

Total 124 raw suppliers

Chemical Property of (-)-Bilobalide from ginkgo leaves Edit

Chemical Property:

Appearance/Colour:White solid
Vapor Pressure:9.57E-20mmHg at 25°C
Melting Point:>300°
Refractive Index:1.605
Boiling Point:651.737 °C at 760 mmHg
PKA:11.74±0.40(Predicted)
Flash Point:247.487 °C
PSA：119.36000
Density:1.56 g/cm³
LogP:-0.74380
Storage Temp.:−20°C
Solubility.:Acetone (Slightly), Methanol (Slightly)
XLogP3:-0.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:1
Exact Mass:326.10016753
Heavy Atom Count:23
Complexity:650

Purity/Quality:

95%-98% ^*data from raw suppliers

Bilobalide A ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:
Safety Statements: 24/25

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(C)C1(CC2C3(C14C(C(=O)OC4OC3=O)O)CC(=O)O2)O
Isomeric SMILES:CC(C)(C)[C@@]1(C[C@H]2[C@@]3(C14[C@H](C(=O)O[C@H]4OC3=O)O)CC(=O)O2)O
Description Bilobalide is a sesquiterpene lactone which is found in extracts of G. biloba. It has been shown to protect against cerebral edema, decrease cortical infarct volume, and reduce cerebral ischemic damage. Bilobalide, at 10 μM, reduces the release of glycine and glutamate from hippocampal slices under ischemic conditions. It also activates the rat constitutive androstane receptor at 100 μM and increases the levels and activities of several cytochrome P450 isoforms in rat liver microsomes.
Uses Reference Standard in the analysis of herbal medicinal products Bilobalide provides protection against learning and memory impairment by reducing free radical injury and inhibiting neuronal apoptosis in the brain cortex and hippocampal CA1 region in induced vascular dementia rats.

Technology Process of (-)-Bilobalide from ginkgo leaves

There total 63 articles about (-)-Bilobalide from ginkgo leaves which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 49.0%

: (?)-des-hydroxybilobalide

: 33570-04-6
bilobalide

Guidance literature:: (?)-des-hydroxybilobalide; With dmap; benzoic acid anhydride; In tetrahydrofuran; at 23 ℃;

With potassium hexamethylsilazane; N-(benzenesulfonyl)-3-phenyloxaziridine; In tetrahydrofuran; at -78 ℃;

With hydrogenchloride; In water; at 80 ℃;
DOI:10.1038/s41586-019-1690-5

Reference yield: 49.0%

: C₂₂H₂₂O₈

: 33570-04-6
bilobalide

Guidance literature:: C₂₂H₂₂O₈; With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With N-(benzenesulfonyl)-3-phenyloxaziridine; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; methanol; water; for 24h; Time; Inert atmosphere; Heating;
DOI:10.1021/jacs.0c08231

Reference yield:

: C₂₁H₃₂O₇Si

: neo-bilobalide

: 33570-04-6
bilobalide

Guidance literature:: C₂₁H₃₂O₇Si; With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With N-(benzenesulfonyl)-3-phenyloxaziridine; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; methanol; water; for 24h; Inert atmosphere; Heating;
DOI:10.1021/jacs.0c08231