Ginkgolic acid, Naturally occurring compound

Key facts

CAS number

22910-60-7

Purity

>98%

Form

Solid

form

Molecular weight

346.5 Da

Molecular formula

C₂₂H₃₄O₃

PubChem

5281858

Nature

Synthetic

Solubility

Soluble in ethanol to 25 mM

Soluble in DMSO to 25mM

Biochemical name

Ginkgolic acid

Biological description

Naturally occurring compound. Various pharmacological effects. Potent, cell-permeable protease and SUMO inhibitor (IC₆₀ = 90 nM, HIV-1 protease). Inhibits HIV-infection unlike related ginkgolides A (ab142602) and B (ab142603). Shows antiproliferative and apoptotic effects. Shows anxiolytic effects in vivo. Orally active.

Canonical smiles

CCCCCCC=CCCCCCCCC1=C(C(=CC=C1)O)C(=O)O

Isomeric smiles

CCCCCC/C=C\CCCCCCCC1=C(C(=CC=C1)O)C(=O)O

InChi

InChI=1S/C22H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(23)21(19)22(24)25/h7-8,15,17-18,23H,2-6,9-14,16H2,1H3,(H,24,25)/b8-7-

InChiKey

YXHVCZZLWZYHSA-FPLPWBNLSA-N

IUPAC Name

2-hydroxy-6-[(Z)-pentadec-8-enyl]benzoic acid