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| CAS No.: | 33570-04-6 |
|---|---|
| Name: | Bilobalide |
| Molecular Structure: | |
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| Formula: | C15H18O8 |
| Molecular Weight: | 326.303 |
| Synonyms: | 4H,5aH,9H-Furo[2,3-b]furo[3',2':2,3]cyclopenta[1,2-c]furan-2,4,7(3H,8H)-trione,9-(1,1-dimethylethyl)-10,10a-dihydro-8,9-dihydroxy-, [5aR-(3aS*,5aa,8b,8aS*,9a,10aa)]-;4H,5aH,9H-Furo[2,3-b]furo[3',2':2,3]cyclopenta[1,2-c]furan-2,4,7(3H,8H)-trione,9a-tert-butyl-10,10ab-dihydro-8a,9-dihydroxy-, (-)- (8CI); |
| Density: | 1.56 g/cm3 |
| Melting Point: | >300° |
| Boiling Point: | 651.737 °C at 760 mmHg |
| Flash Point: | 247.487 °C |
| Appearance: | White solid |
| Safety: | 24/25 |
| PSA: | 119.36000 |
| LogP: | -0.74380 |
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Specification
The Bilobalide, with the CAS registry number 33570-04-6, is also known as 4H,5aH,9H-Furo(2,3-b)furo(3',2':2,3)cyclopenta(1,2-c)furan-2,4,7(3H,8H)-trione, 9-(1,1-dimethylethyl)-10,10a-dihydro-8,9-dihydroxy-,(5aR-(3aS,5aalpha,8beta,8aS,9alpha,10aalpha))-. It belongs to the product categories of Heterocycles; Biochemicals Found in Plants; Isoprenoid/Terpenoid; Nutrition Research. This chemical's molecular formula is C15H18O8 and molecular weight is 326.30. What's more, its systematic name is called (3aS,5aR,8aS,9R,10aS)-8,9-Dihydroxy-9-(2-methyl-2-propanyl)dihydro-9H-furo[2,3-b]furo[3',2':2,3]cyclopenta[1,2-c]furan-2,4,7(3H,8H)-trione. Bilobalide is a biologically active terpenic trilactone present in Ginkgo biloba. It is derived from geranylgeranyl pyrophosphate, which is formed by addition of farnesyl pyrophosphate to isopentenyl pyrophosphate unit, to form a C15 sesquiterpene.
Physical properties about Bilobalide are: (1)ACD/LogP: 4.463; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.46; (4)ACD/LogD (pH 7.4): 4.46; (5)ACD/BCF (pH 5.5): 1451.77; (6)ACD/BCF (pH 7.4): 1451.70; (7)ACD/KOC (pH 5.5): 6380.95; (8)ACD/KOC (pH 7.4): 6380.65; (9)#H bond acceptors: 8; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 119.36 Å2; (13)Index of Refraction: 1.606; (14)Molar Refractivity: 71.938 cm3; (15)Molar Volume: 208.598 cm3; (16)Polarizability: 28.518×10-24 cm3; (17)Surface Tension: 69.57 dyne/cm; (18)Density: 1.564 g/cm3; (19)Flash Point: 247.487 °C; (20)Enthalpy of Vaporization: 109.977 kJ/mol; (21)Boiling Point: 651.737 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.
Uses of Bilobalide: it is used to produce other chemicals. For example, it can react with acetic acid anhydride to get 10-Acetyl-7,8-anhydrobilobalid. This reaction needs reagent H2SO4 at temperature of 10 °C. The reaction time is 30 min. The yield is 51 %.
You can still convert the following datas into molecular structure:
(1) SMILES: O=C4O[C@H]3OC(=O)[C@]12CC(=O)O[C@H]1C[C@@](O)(C(C)(C)C)[C@@]23[C@H]4O
(2) 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
(3) InChIKey: MOLPUWBMSBJXER-YDGSQGCISA-N