Ginkgolic Acid C17-1 is a phenol-class natural product. It is made from the leaves of the Ginkgo biloba plant and inhibits both constitutive and induced STAT3 activation by upregulating PTEN and SHP-1 tyrosine phosphatase. There are anticancer properties to ginkgolic acid C17:1.
Physicochemical Properties
| Molecular Formula | C24H38O3 |
| Molecular Weight | 374.5567 |
| Exact Mass | 374.282 |
| CAS # | 111047-30-4 |
| Related CAS # | 111047-30-4 |
| PubChem CID | 5469634 |
| Appearance | White to off-white solid |
| Density | 1.0±0.1 g/cm3 |
| Boiling Point | 499.1±33.0 °C at 760 mmHg |
| Melting Point | 45 - 46 °C |
| Flash Point | 269.7±21.9 °C |
| Vapour Pressure | 0.0±1.3 mmHg at 25°C |
| Index of Refraction | 1.522 |
| LogP | 10.5 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 16 |
| Heavy Atom Count | 27 |
| Complexity | 391 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | O([H])C1=C([H])C([H])=C([H])C(=C1C(=O)O[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C(/[H])=C(/[H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] |
| InChi Key | MBYNDKVOZOAOIS-FPLPWBNLSA-N |
| InChi Code | InChI=1S/C24H38O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21-19-17-20-22(25)23(21)24(26)27/h7-8,17,19-20,25H,2-6,9-16,18H2,1H3,(H,26,27)/b8-7- |
| Chemical Name | 2-[(Z)-heptadec-10-enyl]-6-hydroxybenzoic acid |
| Synonyms | Ginkgolic Acid C17-1; C17:1 |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| Targets | JAK2; Src; STAT3; PTEN |
| References |
[1]. Molecules. 2017 Feb 13;22(2):276. |
| Additional Infomation |
Ginkgolic Acid C17-1 is a hydroxybenzoic acid. It is functionally related to a salicylic acid. 2-(10-Heptadecenyl)-6-hydroxybenzoic acid has been reported in Knema laurina, Ginkgo biloba, and Spondias mombin with data available. |
Solubility Data
| Solubility (In Vitro) |
DMSO: 75~100 mg/mL (200.2~267 mM) Ethanol: ~75 mg/mL(~200.2 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.67 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (6.67 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (6.67 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.6698 mL | 13.3490 mL | 26.6980 mL | |
| 5 mM | 0.5340 mL | 2.6698 mL | 5.3396 mL | |
| 10 mM | 0.2670 mL | 1.3349 mL | 2.6698 mL |