Ginkgolic acid
- Product Name
- Ginkgolic acid
- CAS No.
- 22910-60-7
- Chemical Name
- Ginkgolic acid
- Synonyms
- C-17:1;C10794;Ginkgolic;Ginkgolicaci;Ginkgoic acid;C15:1)Ginkgol;GINKGOLIC ACID;ROMANICARDIC ACID;Phenolic acid C15:1;(15:1)-Anacardic acid
- CBNumber
- CB7673186
- Molecular Formula
- C22H34O3
- Formula Weight
- 346.5
- MOL File
- 22910-60-7.mol
Ginkgolic acid Property
- Melting point:
- 45～48℃
- storage temp.
- 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- Boiling point:
- 221-223 °C(Press: 4 Torr)
- Density
- 0.9148 g/cm3
- pka
- 3.08±0.30(Predicted)
- form
- White solid
- color
- White to Off-White
- 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
- SMILES
- C(O)(=O)C1=C(CCCCCCC/C=C\CCCCCC)C=CC=C1O
- LogP
- 9.269 (est)
- CAS DataBase Reference
- 22910-60-7(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 22-24/25-26
- WGK Germany
- 3
- HS Code
- 29182900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H317May cause an allergic skin reaction
H413May cause long lasting harmful effects to aquatic life
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P272Contaminated work clothing should not be allowed out of the workplace.
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- PHL89522
- Product name
- Ginkgolic acid C15:1
- Purity
- phyproof<SUP>®</SUP> Reference Substance
- Packaging
- 10 mg
- Price
- $508
- Updated
- 2025/07/31
- Product number
- 5.08197
- Product name
- InSolution Ginkgolic Acid (15:1) - CAS 22910-60-7 - Calbiochem
- Packaging
- 2mg
- Price
- $196
- Updated
- 2025/07/31
- Product number
- 345887
- Product name
- Ginkgolic Acid (15:1)
- Packaging
- 5mg
- Price
- $429
- Updated
- 2025/07/31
- Product number
- 02580585
- Product name
- Ginkgolic acid C15:1
- Purity
- primary reference standard
- Packaging
- 10mg
- Price
- $1100
- Updated
- 2025/07/31
- Product number
- 18422
- Product name
- Ginkgolic Acid C15:1
- Purity
- ≥95%
- Packaging
- 1mg
- Price
- $62
- Updated
- 2024/03/01
Ginkgolic acid Chemical Properties,Usage,Production
Description
Ginkgolic acid is slightly toxic and is an allergen; for this reason, some sources suggest using only the standardized extract, which is standardized to the flavonoids and minimizes ginkgolic acid content.
Ginkgolic acid is active against the tubercle bacillus. Elsewhere, leaf extracts are used in peripheral arterial circulation problems like arteriosclerotic angiopathy, post-thrombotic syndrome, diabetic vasoconstriction with gangrene and angina, intermittent claudication，Raynaud's disease. Extracts are inhaled for ear, nose, and throat ailments like bronchitis and chronic rhinitis.
Extracts of the leaves and fruit of Ginkgo plants have long been used in traditional medicine and have multiple potential therapeutic applications, including ameliorating dementia. However, ginkgolic acids, 2-hydroxy-6-alkylbenzoic acids related to anacardic acids, may be deleterious components in these extracts. Ginkgolic acid C15:1 is a 2-hydroxy-6-alkylbenzoic acid in which the alkyl chain contains 15 carbons and is unsaturated at the 8 position. It inhibits SUMOylation in vitro (IC50 = 3 μM) and in cells without affecting protein ubiquitination. Ginkgolic acid C15:1 directly binds the SUMO-activating enzyme E1, blocking the formation of the E1-SUMO intermediate. Ginkgolic acid C15:1 also suppresses the development of pancreatic cancer xenografts in mice.
Uses
Ginkgolic acid C15:1 may be used as a reference standard in the quantitative determination of alkylphenols like ginkgolic acids in Ginkgolic extract using high performance liquid chromatography coupled with mass spectrometry(HPLC-MS).
Ginkgolic acid C15:1 may be used as an analytical reference standard for the quantification of the analyte in Ginkgo biloba plant extracts, and dietary supplements using chromatography techniques.
Definition
ChEBI:Ginkgoic acid is a hydroxybenzoic acid. It derives from a salicylic acid.
General Description
Ginkgolic acid C15:1 is an alkylphenol belonging to the class of ginkgolic acids isolated from Ginkgo biloba leaves. It also shows strong allergenic properties, with carcinogenic and mutagenic activity.
Biochem/physiol Actions
Cell permeable: yes
References
[1] X HE. High-performance liquid chromatography-electrospray ionization-mass spectrometry study of ginkgolic acid in the leaves and fruits of the ginkgo tree (Ginkgo biloba).[J]. Journal of chromatographic science, 2000, 38 4: 169-173. DOI: 10.1093/chromsci/38.4.169
[2] ISAO FUKUDA. Ginkgolic acid inhibits protein SUMOylation by blocking formation of the E1-SUMO intermediate.[J]. Chemistry & biology, 2009, 16 2: 133-140. DOI: 10.1016/j.chembiol.2009.01.009
[3] HONG-BIN LUO. SUMOylation at K340 inhibits tau degradation through deregulating its phosphorylation and ubiquitination.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2014: 16586-16591. DOI: 10.1073/pnas.1417548111
[4] JIGUANG MA. Ginkgolic acid suppresses the development of pancreatic cancer by inhibiting pathways driving lipogenesis.[J]. Oncotarget, 2015: 20993-21003. DOI: 10.18632/oncotarget.3663
Ginkgolic acid Preparation Products And Raw materials
Raw materials
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View Lastest Price from Ginkgolic acid manufacturers
- Product
- Ginkgolic Acid 22910-60-7
- Price
- US $0.00/mg
- Min. Order
- 5mg
- Purity
- ≥98%(HPLC)
- Supply Ability
- 10 g
- Release date
- 2019-12-27
- Product
- Ginkgolic acid 22910-60-7
- Price
- US $8.80-7.90/kg
- Min. Order
- 1kg
- Purity
- 99.99%HPLC;USP42
- Supply Ability
- 1000kg
- Release date
- 2022-11-16
- Product
- Ginkgolic acid 4554-49-0
- Price
- US $1.00/KG
- Min. Order
- 10g
- Purity
- 99%
- Supply Ability
- 500kg
- Release date
- 2020-11-06