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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
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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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-26
WGK Germany 
3
HS Code 
29182900
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL89522
Product name
Ginkgolic acid C15:1
Purity
phyproof<SUP>&#174;</SUP> Reference Substance
Packaging
10 mg
Price
$508
Updated
2025/07/31
Sigma-Aldrich
Product number
5.08197
Product name
InSolution Ginkgolic Acid (15:1) - CAS 22910-60-7 - Calbiochem
Packaging
2mg
Price
$196
Updated
2025/07/31
Sigma-Aldrich
Product number
345887
Product name
Ginkgolic Acid (15:1)
Packaging
5mg
Price
$429
Updated
2025/07/31
Sigma-Aldrich
Product number
02580585
Product name
Ginkgolic acid C15:1
Purity
primary reference standard
Packaging
10mg
Price
$1100
Updated
2025/07/31
Cayman Chemical
Product number
18422
Product name
Ginkgolic Acid C15:1
Purity
≥95%
Packaging
1mg
Price
$62
Updated
2024/03/01
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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

Preparation Products

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View Lastest Price from Ginkgolic acid manufacturers

Shanghai Standard Technology Co., Ltd.
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
Guangzhou Biocar Biotechnology Co.,Ltd.
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
Xingtai Haoxun Import and Export Trade Co., Ltd.
Product
Ginkgolic acid 4554-49-0
Price
US $1.00/KG
Min. Order
10g
Purity
99%
Supply Ability
500kg
Release date
2020-11-06

22910-60-7, Ginkgolic acidRelated Search:


  • C-17:1
  • GINKGOLIC ACID
  • ROMANICARDIC ACID
  • Ginkgolic
  • C10794
  • 6-[(8Z)-Pentadecenyl]-salicylic acid, Ginkgolic acid I
  • 2-Hydroxy-6-[(8Z)-8-pentadecenyl]benzoic acid
  • 2-Hydroxy-6-[(Z)-8-pentadecenyl]benzoic acid
  • Anacardic acid monoene
  • Phenolic acid C15:1
  • (15:1)-Anacardic acid
  • Ginkgoic acid
  • 6-[(8Z)-Pentadecenyl]-salicylic acid
  • 2-Hydroxy-6-(pentadec-8-en-1-yl)benzoic acid
  • C15:1)Ginkgol
  • GINKGOLIC ACID;GINKGOLIC ACID I;ROMANICARDIC ACID
  • (Z)-2-hydroxy-6-(pentadec-8-en-1-yl)benzoic acid
  • Ginkgolic Acid 15:1 〔Anacardic Acid 15:1, Ginkgolic Acid, Ginkgolic Acid Ⅰ〕
  • Ginkgolic acid, 98%, from Ginkgo biloba L.
  • Ginkgolic Acid (15:1) - CAS 22910-60-7 - Calbiochem
  • InSolution Ginkgolic Acid (15:1) - CAS 22910-60-7 - Calbiochem
  • Benzoic acid, 2-hydroxy-6-(8Z)-8-pentadecen-1-yl-
  • Ginkgolicaci
  • Ginkgolic acid USP/EP/BP
  • Ginkgolic Acid,E3 ligating enzyme,Ubiquitin activating enzyme,Ubiquitin conjugating enzyme,E2 conjugating enzyme,E1/E2/E3 Enzyme,Inhibitor,E1 activating enzyme,inhibit,Ubiquitin ligase
  • Ginkgolic acid C15:1-RM
  • Ginkgolic acid, Naturally occurring compound
  • Ginkgolic Acid, 10 mM in DMSO
  • 22910-60-7
  • 4554-49-0
  • Miscellaneous Natural Products