Art. -Nr.: HY-N2020

Anacardic Acid

(Synonyms: Hydroginkgolic acid; Ginkgolic Acid C15:0)

16 Cited Publications

Kundenbewertung

Based on 16 publication(s) in Google Scholar

Anacardic Acid, extracted from cashew nut shell liquid, is a histone acetyltransferase inhibitor, inhibits HAT activity of p300 and PCAF, with IC₅₀s of ∼8.5 μM and ∼5 μM, respectively.

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Reinheit: 98.49%
CAS. Nr.: 16611-84-0
Formel: C₂₂H₃₆O₃
Molecular Weight:348.52

Speicherung:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

Anacardic Acid Chemical Structure

CAS. Nr.: 16611-84-0

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Biologische Aktivität
- Beschreibung
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Publications (16)
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Protokoll
Reinheit & Dokumentation
Verweise
Help & FAQs
Bioz

Biologische Aktivität

Beschreibung

IC₅₀ & Target^[1]

p300-HAT

8.5 μM (IC₅₀)

PCAF

5 μM (IC₅₀)

Alle Histone Acetyltransferase Isoform-spezifische Produkte anzeigen :

Alle Epigenetic Reader Domain Isoform-spezifische Produkte anzeigen :

Cellular Effect

Cell Line	Type	Value	Description	References
Sf21	IC₅₀	5 μM Compound: 4	Inhibition of full length recombinant human FLAG-tagged PCAF expressed in baculovirus infected Sf21 cells using N-terminal H3 peptide substrate after 10 mins by radiometric filter binding assay in presence of [3H]acetyl-CoA Inhibition of full length recombinant human FLAG-tagged PCAF expressed in baculovirus infected Sf21 cells using N-terminal H3 peptide substrate after 10 mins by radiometric filter binding assay in presence of [3H]acetyl-CoA	[PMID: 26701186]
Sf21	IC₅₀	5 μM Compound: 94	Inhibition of FLAG epitope-tagged recombinant human PCAF expressed in baculovirus infected insect Sf21 cells using [3H]acetyl-CoA as substrate preincubated for 10 mins followed by substrate addition measured after 10 mins by liquid scintillation counting Inhibition of FLAG epitope-tagged recombinant human PCAF expressed in baculovirus infected insect Sf21 cells using [3H]acetyl-CoA as substrate preincubated for 10 mins followed by substrate addition measured after 10 mins by liquid scintillation counting	10.1039/C1MD00199J
Sf21	IC₅₀	8.5 μM Compound: 4	Inhibition of full length recombinant human His6-tagged p300 expressed in baculovirus infected Sf21 cells using N-terminal H3 peptide substrate after 10 mins by radiometric filter binding assay in presence of [3H]acetyl-CoA Inhibition of full length recombinant human His6-tagged p300 expressed in baculovirus infected Sf21 cells using N-terminal H3 peptide substrate after 10 mins by radiometric filter binding assay in presence of [3H]acetyl-CoA	[PMID: 26701186]
Sf21	IC₅₀	8.5 μM Compound: 94	Inhibition of His6-tagged recombinant full length p300 (unknown origin) expressed in baculovirus infected insect Sf21 cells using [3H]acetyl-CoA as substrate preincubated for 10 mins followed by substrate addition measured after 10 mins by liquid scintill Inhibition of His6-tagged recombinant full length p300 (unknown origin) expressed in baculovirus infected insect Sf21 cells using [3H]acetyl-CoA as substrate preincubated for 10 mins followed by substrate addition measured after 10 mins by liquid scintill	10.1039/C1MD00199J
Sf21	IC₅₀	8.5 μM Compound: Anacardic acid	Inhibition of recombinant human full-length His6-tagged p300 expressed in baculovirus infected Sf21 insect cells using [3H]acetylCoA as substrate preincubated for 10 mins followed by substrate addition and measured after 10 mins by liquid scintillation co Inhibition of recombinant human full-length His6-tagged p300 expressed in baculovirus infected Sf21 insect cells using [3H]acetylCoA as substrate preincubated for 10 mins followed by substrate addition and measured after 10 mins by liquid scintillation co	[PMID: 31910017]

In Vitro

Anacardic Acid is a histone acetyltransferase, inhibits HAT activity of p300 and PCAF, with IC₅₀s of ～8.5 μM and ～5 μM, respectively^[1]. Anacardic Acid (300 μM) inhibits mycelial growth. Anacardic Acid (50 μM) induces apoptosis-like characteristics in M. oryzae, and the effect is caspase independent. Anacardic Acid (1-80 μM) leads to loss of mitochondrial potential. Anacardic Acid (1-60 μM) also exhibits antioxidant activity in M. oryzae^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Anacardic acid (5 mg/kg, i.p.) attenuates the binding of HATs to the promoter of MEF2A and reverse hyperacetylation of H3K9ac caused by phenylephrine in C57BL/6 mice. Anacardic acid inhibits the level of transcription on MEF2A and cardiac development-related downstream genes, attenuates the protein overexpression of cardiac downstream genes caused by phenylephrine, reverses and attenuates cardiac hypertrophy in the hearts of mice exposed to phenylephrine, and attenuates the left ventricular pressure and improves cardiac function in the cardiac hypertrophy mice^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Chemical Information

CAS. Nr. 16611-84-0
Appearance Solid
Molecular Weight 348.52
Formel C₂₂H₃₆O₃
Color White to off-white
SMILES

O=C(O)C1=C(CCCCCCCCCCCCCCC)C=CC=C1O
Synonyms

Hydroginkgolic acid; Ginkgolic Acid C15:0
Structure Classification
- Phenols
- Monophenols
- Ketones, Aldehydes, Acids
Initial Source
Versand

Room temperature in continental US; may vary elsewhere.

Speicherung

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Publications (16)

All Flow CytometryCell Proliferation/Viability AssayWBCell Imaging/StainingIFCell Migration/Invasion Assay

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Journal Impact Factor

Cancer Cell

Tumor cells impair immunological synapse formation via central nervous system-enriched metabolite. [Abstract]

2024 Jun 10;42(6):985-1002.e18. PMID: 38821061
Cell Mol Biol Lett

The histone demethylase KDM5C enhances the sensitivity of acute myeloid leukemia cells to lenalidomide by stabilizing cereblon. [Abstract]

2025 Jan 29;30(1):14. PMID: 39881283

Anacardic Acid purchased from MedChemExpress. Usage Cited in: Cell Mol Biol Lett. 2025 Jan 29;30(1):14. [Abstract]

HEK293T cellswere treated with various types of inhibitors (1 µM Anacardic Acid) for 24 h and the resulting cell lysates were subjected to western blotting.
Food Chem

Effects of acetylation on dissociation and phosphorylation of actomyosin in postmortem ovine muscle during incubation at 4 °C in vitro. [Abstract]

2021 Sep 15:356:129696. PMID: 33838605
Cell Death Dis

Effects of short-chain fatty acids in inhibiting HDAC and activating p38 MAPK are critical for promoting B10 cell generation and function. [Abstract]

2021 Jun 7;12(6):582. PMID: 34099635

Anacardic Acid purchased from MedChemExpress. Usage Cited in: Cell Death Dis. 2021 Jun 7;12(6):582. [Abstract]

B10 cell frequency in purified splenic B cells cultured with or without Anacardic acid (1–10 μM) under the existence of CD40 mAb or LPS for 2 days. Results were shown as representative FACS plots or bar graphs. The data are presented as mean ± SD from three independent experiments.
Sci Total Environ

Histone hypoacetylation contributes to neurotoxicity induced by chronic nickel exposure in vivo and in vitro. [Abstract]

2021 Aug 20:783:147014. PMID: 34088129

Anacardic Acid purchased from MedChemExpress. Usage Cited in: Sci Total Environ. 2021 Aug 20:783:147014. [Abstract]

The acetylation level of H3K9 in primary cultured hippocampal neurons treated with NiCl2 or anacardic acid (AA, 4 µM, 72 h), a HAT inhibitor, was measured by western blot.

Anacardic Acid purchased from MedChemExpress. Usage Cited in: Sci Total Environ. 2021 Aug 20:783:147014. [Abstract]

Neurite length of cultured neurons treated with NiCl2 or Anacardic Acid (4 µM, 72 h) was measured with the IncuCyte Zoom system. The data represent at least three independent experiments. *p < 0.05 vs the control group, **p < 0.01 vs the control group.
Arch Toxicol

Oxidative stress-mediated DNA fragmentation involved in STING-dependent apoptosis in human keratinocytes by 5-amino-2-methylphenol under ambient UVB exposure. [Abstract]

2026 Mar 10. PMID: 41807792
EMBO Rep

PCAF-mediated acetylation regulates RAD51 dynamic localization on chromatin during HR repair. [Abstract]

2025 Aug;26(16):4100-4123. PMID: 40664718
J Mol Cell Biol

DNAJC12 downregulation induces neuroblastoma progression via increased histone H4K5 lactylation. [Abstract]

2024 Dec 23:mjae056. PMID: 39716470

Anacardic Acid purchased from MedChemExpress. Usage Cited in: J Mol Cell Biol. 2024 Dec 23:mjae056. [Abstract]

DNAJC12 KO1 SH-SY5Y cells were treated with the p300/CBP inhibitor anacardic acid (AA, 10 μM). Cell proliferation rates was measured.

Anacardic Acid purchased from MedChemExpress. Usage Cited in: J Mol Cell Biol. 2024 Dec 23:mjae056. [Abstract]

DNAJC12 KO1 SH-SY5Y cells were treated with the p300/CBP inhibitor anacardic acid (AA, 10 μM). H4K5la levels was measured.

Anacardic Acid purchased from MedChemExpress. Usage Cited in: J Mol Cell Biol. 2024 Dec 23:mjae056. [Abstract]

DNAJC12 KO1 SH-SY5Y cells were treated with the p300/CBP inhibitor anacardic acid (AA, 10 μM). F-actin amounts ( scale bar, 25 μm) was measured.

Anacardic Acid purchased from MedChemExpress. Usage Cited in: J Mol Cell Biol. 2024 Dec 23:mjae056. [Abstract]

DNAJC12 KO1 SH-SY5Y cells were treated with the p300/CBP inhibitor anacardic acid (AA, 10 μM). Cell invasion capability (scale bar, 10 μm) was measured.
FASEB J

Molecular and functional characterization of an evolutionarily conserved CREB-binding protein in the Lymnaea CNS. [Abstract]

2022 Nov;36(11):e22593. PMID: 36251357
FASEB J

Anacardic acid inhibits RANKL-induced osteoclastogenesis in vitro and prevents ovariectomy-induced bone loss in vivo. [Abstract]

2019 Aug;33(8):9100-9115. PMID: 31050917
Comput Struct Biotechnol J

An overview of potential inhibitors targeting non-structural proteins 3 (PLpro and Mac1) and 5 (3CLpro/Mpro) of SARS-CoV-2. [Abstract]

2021;19:4868-4883. PMID: 34457214
J Biol Chem

UBE2I promotes immune infiltration and tumor progression in thyroid cancer and modulates hnRNPA2B1 SUMOylation. [Abstract]

2025 Dec 20;302(2):111091. PMID: 41429355
Sci Rep

The hydroxamate based HDAC inhibitor WMJ-J-09 induces colorectal cancer cell death by targeting tubulin and downregulating survivin. [Abstract]

2025 Jun 4;15(1):19590. PMID: 40467895
Mol Immunol

DNA damage-triggered activation of cGAS-STING pathway induces apoptosis in human keratinocyte HaCaT cells. [Abstract]

2021 Mar:131:180-190. PMID: 33423764
J Nat Med

Anacardic acid ameliorates insulin resistance and diabetic nephropathy: network pharmacology, in vivo and molecular docking studies targeting TNF- α / TGFβR1 signaling. [Abstract]

2025 Nov 23. PMID: 41276776
Patent

US20180263995A1.

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 100 mg/mL (286.93 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

2.8693 mL

14.3464 mL

28.6928 mL

5 mM

0.5739 mL

2.8693 mL

5.7386 mL

10 mM

0.2869 mL

1.4346 mL

2.8693 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)

Solubility: 10 mg/mL (28.69 mM); Suspended solution; Need ultrasonic

This protocol yields a suspended solution of 10 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (100.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 2

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: 2.5 mg/mL (7.17 mM); Suspended solution; Need ultrasonic

This protocol yields a suspended solution of 2.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.5 mg/mL (7.17 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Protokoll

Kinase Assay^[1]

Briefly, indicated amounts of proteins/peptide are incubated in HAT assay buffer containing 50 mM Tris-HCl, pH 8.0, 10% (v/v) glycerol, 1 mM dithiothreitol, 1 mM phenylmethyl sulfonyl fluoride, 0.1 mM EDTA, pH 8.0, 10 mM sodium butyrate at 30°C for 10 min in the presence or absence of compound followed by the addition of 1 μL of 6.2 Ci/mmol [³H]acetyl coenzyme A (acetyl-CoA) and are further incubated for another 10 min. The final reaction volume is 30 μL. The reaction mixture is then blotted onto P-81 filter papers, and radioactive counts are recorded on a Wallac 1409 liquid scintillation counter. To characterize the inhibition kinetics of anacardic acid, filter binding assays are done using a constant amount of HeLa core histones in the presence or absence of AA with increasing concentrations of [³H]acetyl-CoA^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Assay^[3]

Mycelial cell death assay is performed to evaluate the number of colony-forming units in treated and untreated samples. M. oryzae conidia (10⁶ conidia/mL) are allowed to germinate in 100-mL flasks with 20 mL complete medium broth (CM) at 28°C in a rotary shaker (200 rpm) for 12 h. The cultures are exposed to different concentrations of anacardic acid for 2 h. The germinated conidia are washed with sterile water, diluted to 10⁴ conidia/mL, and plated on oat meal agar and incubated at 28°C for 3 days. Colony-forming units (CFUs) are counted in each of the three ndividual experiments performed, and values are plotted in the graph as average of three replicates. The data in each sample is expressed as the percentage of the total number of CFUs observed in untreated or 0.1 % DMSO treated control^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Administration^[2]

Pathogen-free male and female 11-13 week-old C57BL/6 mice (18-20 g) are randomly selected to inject phenylephrine (20 mg/kg) (control groups receive equivalent normal saline). In some cases, phenylephrine-treated C57BL/6 mice are administered with a Chinese herbal extract anacardic acid (5 mg/kg). Anacardic acid is dissolved in sterile DMSO at a concentration of 1 mg/ml and stored at 4°C. Phenylephrine is administered by a subcutaneous injection at a dose of 20 mg per kg per day continuously for 30 days. Moreover, anacardic acid is administered by an intraperitoneal injection at a dose of 5 mg/kg every 3rd day intraperitoneal injection at a dose of 5 mg/kg every 3rd day. After modeling, mice are euthanized using 20% carbon dioxide in an anesthesia chamber until they are unresponsive to nose pinch and the hearts are isolated^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (275 KB)
SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Portuguese - PT (393 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[1]. Balasubramanyam K, et al. Small molecule modulators of histone acetyltransferase p300. J Biol Chem. 2003 May 23;278(21):19134-40. Epub 2003 Mar 6. [Content Brief]

[2]. Peng C, et al. Phenylephrine-induced cardiac hypertrophy is attenuated by a histone acetylase inhibitor anacardic acid in mice. Mol Biosyst. 2017 Mar 28;13(4):714-724. [Content Brief]

[3]. Muzaffar S, et al. Anacardic acid induces apoptosis-like cell death in the rice blast fungus Magnaporthe oryzae. Appl Microbiol Biotechnol. 2016 Jan;100(1):323-35. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	2.8693 mL	14.3464 mL	28.6928 mL	71.7319 mL
	5 mM	0.5739 mL	2.8693 mL	5.7386 mL	14.3464 mL
	10 mM	0.2869 mL	1.4346 mL	2.8693 mL	7.1732 mL
	15 mM	0.1913 mL	0.9564 mL	1.9129 mL	4.7821 mL
	20 mM	0.1435 mL	0.7173 mL	1.4346 mL	3.5866 mL
	25 mM	0.1148 mL	0.5739 mL	1.1477 mL	2.8693 mL
	30 mM	0.0956 mL	0.4782 mL	0.9564 mL	2.3911 mL
	40 mM	0.0717 mL	0.3587 mL	0.7173 mL	1.7933 mL
	50 mM	0.0574 mL	0.2869 mL	0.5739 mL	1.4346 mL
	60 mM	0.0478 mL	0.2391 mL	0.4782 mL	1.1955 mL
	80 mM	0.0359 mL	0.1793 mL	0.3587 mL	0.8966 mL
	100 mM	0.0287 mL	0.1435 mL	0.2869 mL	0.7173 mL

Keywords

Anacardic Acid

16 Cited Publications

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Anacardic Acid

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Publications Citing Use of MedChemExpress (MCE) Anacardic Acid

Alle Histone Acetyltransferase Isoform-spezifische Produkte anzeigen

Alle Epigenetic Reader Domain Isoform-spezifische Produkte anzeigen

Biologische Aktivität

Chemical Information

Publications (16)

Lösungsmittel & Löslichkeit

Protokoll

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Anacardic Acid Related Classifications

Art. -Nr.: HY-N2020