Ginkgo Biloba Extract

Synopsis, Chemistry

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Also known as: Ginkgolide a, 15291-75-5, Prestwick_645, Prestwick0_000444, Prestwick1_000444, Prestwick2_000444

Molecular Formula

C₂₀H₂₄O₉

Molecular Weight

408.4 g/mol

InChI Key

FPUXKXIZEIDQKW-ZJZLDMJOSA-N

1 2D Structure

Ginkgo Biloba Extract

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3R,6R,8S,10R,13S,16S,17R)-8-tert-butyl-6,17-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione

2.1.2 InChI

InChI=1S/C20H24O9/c1-7-12(22)26-10-6-17-9-5-8(16(2,3)4)18(17)11(21)13(23)28-15(18)29-20(17,14(24)27-9)19(7,10)25/h7-11,15,21,25H,5-6H2,1-4H3/t7-,8+,9-,10+,11+,15+,17?,18?,19-,20?/m1/s1

2.1.3 InChI Key

FPUXKXIZEIDQKW-ZJZLDMJOSA-N

2.1.4 Canonical SMILES

CC1C(=O)OC2C1(C34C(=O)OC5C3(C2)C6(C(C5)C(C)(C)C)C(C(=O)OC6O4)O)O

2.1.5 Isomeric SMILES

C[C@@H]1C(=O)O[C@@H]2[C@]1(C34C(=O)O[C@H]5C3(C2)C6([C@@H](C5)C(C)(C)C)[C@H](C(=O)O[C@H]6O4)O)O

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Bn 52020

2. Bn-52020

3. Bn52020

4. Ginkgolide A

2.2.2 Depositor-Supplied Synonyms

1. Ginkgolide A

2. 15291-75-5

3. Prestwick_645

4. Prestwick0_000444

5. Prestwick1_000444

6. Prestwick2_000444

7. Spbio_002427

8. Chebi:95143

9. Hms1569i10

10. Lsm-6414

11. Ncgc00386183-01

12. Ginkgolide A, Primary Pharmaceutical Reference Standard

13. Q27166934

14. Ginkgolide A From Ginkgo Biloba Leaves, Analytical Standard, >=90% (hplc)

2.3 Create Date

2006-04-14

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₄O₉
Molecular Weight	408.4 g/mol
XLogP3	0.6
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	1
Exact Mass	408.14203234 g/mol
Monoisotopic Mass	408.14203234 g/mol
Topological Polar Surface Area	129 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	893
Isotope Atom Count	0
Defined Atom Stereocenter Count	7
Undefined Atom Stereocenter Count	3
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1