Pachymic acid | CAS#29070-92-6 | phospholipase A2 inibitor

MedKoo Cat#: 598316 | Name: Pachymic acid

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Pachymic acid is a phospholipase A2 inibitor isolated from Poria cocos. Pachymic acid cam be biosynthesized by Wolfiporia cocos, a medicinal mushroom used in China. Pachymic acid has demonstrated anti-tumor effects in lung, breast, and pancreatic cancers, but its impact on renal cell carcinoma (RCC) is unclear.

Chemical Structure

Pachymic acid

CAS#29070-92-6

Theoretical Analysis

MedKoo Cat#: 598316

Name: Pachymic acid

CAS#: 29070-92-6

Chemical Formula: C33H52O5

Exact Mass: 528.3815

Molecular Weight: 528.77

Elemental Analysis: C, 74.96; H, 9.91; O, 15.13

Price and Availability

Size	Price	Availability
10mg	USD 385.00	2 Weeks
25mg	USD 780.00	2 Weeks
50mg	USD 1,280.00	2 Weeks

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Related CAS #

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Synonym

Pachymic acid; CCRIS 7792;

IUPAC/Chemical Name

(2R)-2-[(3S,5R,10S,13R,14R,16R,17R)-3-Acetyloxy-16-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic acid

InChi Key

VDYCLYGKCGVBHN-DRCQUEPLSA-N

InChi Code

InChI=1S/C33H52O5/c1-19(2)20(3)10-11-22(29(36)37)28-25(35)18-33(9)24-12-13-26-30(5,6)27(38-21(4)34)15-16-31(26,7)23(24)14-17-32(28,33)8/h19,22,25-28,35H,3,10-18H2,1-2,4-9H3,(H,36,37)/t22-,25-,26+,27+,28+,31-,32-,33+/m1/s1

SMILES Code

CC(C)C(CC[C@H]([C@H]1[C@H](O)C[C@@]2(C)C(CC[C@@]3([H])C(C)(C)[C@@H](OC(C)=O)CC[C@]43C)=C4CC[C@]12C)C(O)=O)=C

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

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Product Data

Product Data

Instruction

View handling instruction

Biological target:

Pachymic acid is a phospholipase A2 inibitor isolated from Poria cocos.

In vitro activity:

PA (pachymic acid) significantly reduced cell growth in a dose- and time-dependent fashion. Meanwhile, cell cycle arrest at G0 phase was induced by PA. PA also significantly inhibited cancer cell migration, invasion in a dose-dependent manner. Interestingly, this study demonstrated that cancer cell adhesion ability was suppressed dose-dependently, which may contribute to the inhibition of cell invasion. Finally, this study showed that PA inhibited AKT and ERK signaling pathways. And oncoproteins, such as PCNA, ICAM-1 and RhoA which are involved intumorigenesis, were also downregulated by PA. Reference: Int J Clin Exp Med. 2015 Oct 15;8(10):17781-8. https://pubmed.ncbi.nlm.nih.gov/26770369/

In vivo activity:

The in vivo efficacy of PA (pachymic acid) was measured using a NCI-H23 xenograft model in nude mice. PA inhibited the growth of NCI-H23 xenograft tumors without causing any host toxicity, and inhibited cell proliferation and induction of apoptosis of tumor cells in tumor xenograft tissues. Reference: Cancer Cell Int. 2015 Aug 5;15:78. https://pubmed.ncbi.nlm.nih.gov/26244039/

	Solvent	mg/mL	mM
Solubility
	DMSO	10.0	18.91
	Ethanol	4.2	7.89

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 528.77 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Jiang F, Zhu T, Yang C, Chen Y, Fu Z, Jiang L, Liu Y. Pachymic Acid Inhibits Growth and Metastatic Potential in Liver Cancer HepG2 and Huh7 Cells. Biol Pharm Bull. 2023 Jan 1;46(1):35-41. doi: 10.1248/bpb.b22-00440. Epub 2022 Oct 22. PMID: 36273899. 2. Chen Y, Lian P, Liu Y, Xu K. Pachymic acid inhibits tumorigenesis in gallbladder carcinoma cells. Int J Clin Exp Med. 2015 Oct 15;8(10):17781-8. PMID: 26770369; PMCID: PMC4694269. 3. Li F, Chen M, Ji J, Tang R, Huang J, Zhang X, Yu J. Pachymic acid alleviates experimental pancreatic fibrosis through repressing NLRP3 inflammasome activation. Biosci Biotechnol Biochem. 2022 Oct 20;86(11):1497-1505. doi: 10.1093/bbb/zbac114. PMID: 36095138. 4. Ma J, Liu J, Lu C, Cai D. Pachymic acid induces apoptosis via activating ROS-dependent JNK and ER stress pathways in lung cancer cells. Cancer Cell Int. 2015 Aug 5;15:78. doi: 10.1186/s12935-015-0230-0. PMID: 26244039; PMCID: PMC4524283.

In vitro protocol:

In vivo protocol:

1. Li F, Chen M, Ji J, Tang R, Huang J, Zhang X, Yu J. Pachymic acid alleviates experimental pancreatic fibrosis through repressing NLRP3 inflammasome activation. Biosci Biotechnol Biochem. 2022 Oct 20;86(11):1497-1505. doi: 10.1093/bbb/zbac114. PMID: 36095138. 2. Ma J, Liu J, Lu C, Cai D. Pachymic acid induces apoptosis via activating ROS-dependent JNK and ER stress pathways in lung cancer cells. Cancer Cell Int. 2015 Aug 5;15:78. doi: 10.1186/s12935-015-0230-0. PMID: 26244039; PMCID: PMC4524283.

1: Xu X, Wang J, Jin X, Ma Q, Li H, Zhou Q, Chen W. Bu-Shen-Ning-Xin decoction ameliorates premature ovarian insufficiency by suppressing oxidative stress through rno_circRNA_012284/rno_miR-760-3p/HBEGF pathway. Phytomedicine. 2024 Jul 29;133:155920. doi: 10.1016/j.phymed.2024.155920. Epub ahead of print. PMID: 39126922. 2: Noushahi HA, Khan AH, Khan HA, Kiedrzyński M, Akbar A, Shahzad R, Koerniati S, Alrefaei AF, Shu S. Optimizing liquid fermentation for Wolfiporia cocos: gene expression and biosynthesis of pachymic acid and mycelial biomass. Lett Appl Microbiol. 2024 Jun 3;77(6):ovae054. doi: 10.1093/lambio/ovae054. PMID: 38866707. 3: Liu H, Jing N, Li F, Wang K, Tang J, Zhao Q, Zhang Y, Noushahi HA, Xu R, Wang X, Zhu W, Feng S, Shu S, Mei Z. An omics-based characterization of Wolfiporia cocos reveals three CYP450 members involved in the biosynthetic pathway of pachymic acid. Commun Biol. 2024 May 30;7(1):666. doi: 10.1038/s42003-024-06323-1. PMID: 38816492; PMCID: PMC11139888. 4: Li X, He A, Liu C, Li Y, Luo Y, Xiong W, Nian W, Zuo D. Pachymic acid activates TP53INP2/TRAF6/caspase-8 pathway to promote apoptosis in renal cell carcinoma cells. Environ Toxicol. 2024 Apr 1. doi: 10.1002/tox.24195. Epub ahead of print. PMID: 38560766. 5: Vinola SM, Mahalaxmi S. Characterisation and evaluation of physical properties of AH-Plus sealer with and without the incorporation of petasin, pachymic acid, curcumin and shilajit-an invitro study. BMC Oral Health. 2024 Mar 19;24(1):352. doi: 10.1186/s12903-024-04108-w. PMID: 38504287; PMCID: PMC10949824. 6: Wu T, Hou W, Li S, Liu C, Zhang Y. Integrated analysis and separation of 5-lipoxygenase inhibitors from triterpenes of Poria cocos using bioaffinity ultrafiltration UPLC-Q-Exactive, molecular docking and target-based multiple complex networks. Fitoterapia. 2024 Jun;175:105856. doi: 10.1016/j.fitote.2024.105856. Epub 2024 Feb 12. PMID: 38354820. 7: Hu S, Yang B, Li B, Fan Q, Wu T, Li S, Wang D, Yang T, Song Z. RNA-Seq Analysis Reveals Potential Neuroprotective Mechanisms of Pachymic Acid Toward Iron-Induced Oxidative Stress and Cell Death. Cell Transplant. 2024 Jan- Dec;33:9636897231218382. doi: 10.1177/09636897231218382. PMID: 38314688; PMCID: PMC10845991. 8: Du YH, Zhao JJ, Li X, Huang SC, Ning N, Chen GQ, Yang Y, Nan Y, Yuan L. Mechanism of pachymic acid in the treatment of gastric cancer based on network pharmacology and experimental verification. World J Gastrointest Oncol. 2024 Jan 15;16(1):30-50. doi: 10.4251/wjgo.v16.i1.30. PMID: 38292852; PMCID: PMC10824110. 9: Zhuang S, Yun H, Zhou X, Li Y, Li S, Liu C, Zhang Y. Screening, isolation, and activity evaluation of potential xanthine oxidase inhibitors in Poria Cum Radix Pini and mechanism of action in the treatment of gout disease. J Sep Sci. 2024 Jan;47(1):e2300505. doi: 10.1002/jssc.202300505. Epub 2023 Dec 22. PMID: 38135883. 10: Zhou X, Zhong C, Xie J, Jin J, Shen B, Chen L, Liu H, Zhang S. Optimization of the Solid-State Culture Conditions and Chemical Component Analysis of Poria cocos (Agaricomycetes). Int J Med Mushrooms. 2023;25(12):65-80. doi: 10.1615/IntJMedMushrooms.2023050574. PMID: 37947065. 11: Liu Z, Zhou W, Liu Q, Huan Z, Wang Q, Ge X. Pachymic Acid Prevents Hemorrhagic Shock-Induced Cardiac Injury by Suppressing M1 Macrophage Polarization and NF-[Formula: see text]B Signaling Pathway. Am J Chin Med. 2023;51(8):2157-2173. doi: 10.1142/S0192415X23500921. Epub 2023 Oct 20. PMID: 37865871. 12: Li S, Sun Y, Gao Y, Yu X, Zhao C, Song X, Han F, Yu J. Spectrum-effect relationship analysis based on HPLC-FT-ICR-MS and multivariate statistical analysis to reveal the pharmacodynamic substances of Ling-Gui-Zhu-Gan decoction on Alzheimer's disease. J Pharm Biomed Anal. 2024 Jan 5;237:115765. doi: 10.1016/j.jpba.2023.115765. Epub 2023 Oct 4. PMID: 37844366. 13: Kim H, Choi H, Park BG, Ju HJ, Kim YI. Efficacy of Poria Cocos Extract on Sleep Quality Enhancement: A Clinical Perspective with Implications for Functional Foods. Nutrients. 2023 Oct 1;15(19):4242. doi: 10.3390/nu15194242. PMID: 37836526; PMCID: PMC10574255. 14: Qiu J, Chen L, Zhang L, Xu F, Zhang C, Ren G, Chang K, He G, Du Z, Le Y, Yu Z, Li S, Liu Q, Dou X. Xie Zhuo Tiao Zhi formula modulates intestinal microbiota and liver purine metabolism to suppress hepatic steatosis and pyroptosis in NAFLD therapy. Phytomedicine. 2023 Dec;121:155111. doi: 10.1016/j.phymed.2023.155111. Epub 2023 Sep 23. PMID: 37804819. 15: Liu D, Ding J, Li Z, Lu Y. Pachymic acid (PA) inhibits ferroptosis of cardiomyocytes via activation of the AMPK in mice with ischemia/reperfusion- induced myocardial injury. Cell Biol Int. 2024 Jan;48(1):46-59. doi: 10.1002/cbin.12090. Epub 2023 Sep 26. PMID: 37750505. 16: Wu Y, Ying J, Zhu X, Xu C, Wu L. Pachymic acid suppresses the inflammatory response of chondrocytes and alleviates the progression of osteoarthritis via regulating the Sirtuin 6/NF-κB signal axis. Int Immunopharmacol. 2023 Nov;124(Pt A):110854. doi: 10.1016/j.intimp.2023.110854. Epub 2023 Aug 30. PMID: 37657246. 17: Wang S, Tan W, Zhang L, Jiang H. Pachymic Acid Protects Against Bleomycin- Induced Pulmonary Fibrosis by Suppressing Fibrotic, Inflammatory, and Oxidative Stress Pathways in Mice. Appl Biochem Biotechnol. 2024 Jun;196(6):3344-3355. doi: 10.1007/s12010-023-04686-5. Epub 2023 Aug 31. PMID: 37650950. 18: Ma C, Lu J, Ren M, Wang Q, Li C, Xi X, Liu Z. Rapid identification of α-glucosidase inhibitors from Poria using spectrum-effect, component knock-out, and molecular docking technique. Front Nutr. 2023 Aug 10;10:1089829. doi: 10.3389/fnut.2023.1089829. PMID: 37637945; PMCID: PMC10448901. 19: Xue C, Xu Z, Liu Z, Zeng C, Ye Q. Pachymic acid protects hepatic cells against oxygen-glucose deprivation/reperfusion injury by activating sirtuin 1 to inhibit HMGB1 acetylation and inflammatory signaling. Chin J Physiol. 2023 Jul- Aug;66(4):239-247. doi: 10.4103/cjop.CJOP-D-22-00118. PMID: 37635483. 20: Shao R, Yang Z, Zhang W, Zhang N, Zhao Y, Zhang X, Zuo L, Ge S. [Pachymic acid protects against Crohn's disease-like intestinal barrier injury and colitis in miceby suppressingintestinal epithelial cell apoptosis via inhibiting PI3K/AKT signaling]. Nan Fang Yi Ke Da Xue Xue Bao. 2023 Jun 20;43(6):935-942. Chinese. doi: 10.12122/j.issn.1673-4254.2023.06.08. PMID: 37439165; PMCID: PMC10339296.