Asiatic acid - Moligand™,≥98% , CAS No.464-92-6

CAS: 464-92-6 Cat. No.: A111379 Molecular Weight: 488.7 EC Number: 482-720-9

GRADE & PURITY Moligand™, ≥98%

Synonyms

Q15478109 | STK298625 | ASIATIC ACID (CONSTITUENT OF BANABA LEAF) | 9PA5A687X5 | (2alpha,3beta,4alpha)-2,3,23-TRIHYDROXYURS-12-EN-28-OIC ACID | SCHEMBL3285999 | (2alpha,3beta,5beta,20beta)-2,3,23-trihydroxyurs-12-en-28-oic acid | (1S,2R,4aS,6aR,6aS,6bR,8a

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Overview

Asiatic acid is a pentacyclic triterpene that is known to have anti-inflammatory properties. It stimulates wound healing by increasing collagen production.

Starting material for asiatic acid derivative synthesis for use as:

· Anticancer agents

· Glycogen phosphorylase inhibitors

· Hepatoprotectants

Specifications

Synonyms

Q15478109 | STK298625 | ASIATIC ACID (CONSTITUENT OF BANABA LEAF) | 9PA5A687X5 | (2alpha, 3beta, 4alpha)-2, 3, 23-TRIHYDROXYURS-12-EN-28-OIC ACID | SCHEMBL3285999 | (2alpha, 3beta, 5beta, 20beta)-2, 3, 23-trihydroxyurs-12-en-28-oic acid | (1S, 2R, 4aS, 6aR, 6aS, 6bR, 8a

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Asiatic acid is commonly used in wound healing. Asiatic acid has antioxidant, anti-inflammatory and neuroprotective properties.p38 MAPK activator. Apoptotic agent. Induces cell cycle arrest in S-G2/M phase. Upregulates eNOS expression. Inhibts TGF-beta/Sm

Storage

Store at 2-8°C, Protected from light

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488187603
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187603
• Canonical Smiles: CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1C)C)C(=O)O
• IUPAC Name: (1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
• InChIKey: JXSVIVRDWWRQRT-UYDOISQJSA-N
• INCHI: 1S/C30H48O5/c1-17-9-12-30(25(34)35)14-13-28(5)19(23(30)18(17)2)7-8-22-26(3)15-20(32)24(33)27(4,16-31)21(26)10-11-29(22,28)6/h7,17-18,20-24,31-33H,8-16H2,1-6H3,(H,34,35)/t17-,18+,20-,21-,22-,23+,24+,26+,27+,28-,29-,30+/m1/s1
• Isomeric SMILES: C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO)O)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O
• WGK Germany: 3
• Molecular Weight: 488.7
• Reaxy-Rn: 3505994
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3505994&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Triterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Triterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Triterpenoids
• Alternative Parents: 12-beta-hydroxysteroids Secondary alcohols Cyclic alcohols and derivatives Monocarboxylic acids and derivatives Carboxylic acids Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Triterpenoid - 12-hydroxysteroid - Hydroxysteroid - 12-beta-hydroxysteroid - Steroid - Cyclic alcohol - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Alcohol - Carbonyl group - Organooxygen compound - Primary alcohol - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
• External Descriptors: Ursanes

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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AKR1B1 Tclin Aldose reductase (1404 Activities)

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PTPN2 Tchem T-cell protein-tyrosine phosphatase (1317 Activities)

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AMY2A Tclin Pancreatic alpha-amylase (74 Activities)

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ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)

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NR1H4 Tclin Bile acid receptor FXR (6228 Activities)

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A-375 (9258 Activities)

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HT-29 (80576 Activities)

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MCF7 (126967 Activities)

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NCI-N87 (850 Activities)

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PC-3 (62116 Activities)

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SGC-7901 (2773 Activities)

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T-24 (2342 Activities)

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A549 (127892 Activities)

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BJ (6930 Activities)

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H9 (1832 Activities)

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HepG2 (196354 Activities)

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NCI-H460 (60772 Activities)

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A2780 (11979 Activities)

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HUVEC (11049 Activities)

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Jurkat (10389 Activities)

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HeLa (62764 Activities)

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MDA-MB-231 (73002 Activities)

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GPBAR1 Tchem G-protein coupled bile acid receptor 1 (1723 Activities)

Discover Target: GPBAR1

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AKR1B10 Tchem Aldo-keto reductase family 1 member B10 (300 Activities)

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SLC2A4 Tchem Solute carrier family 2, facilitated glucose transporter member 4 (396 Activities)

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8505C (583 Activities)

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SENP1 Tchem Sentrin-specific protease 1 (681 Activities)

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PRKAA2 Tchem AMP-activated protein kinase, AMPK (12273 Activities)

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USP7 Tchem Ubiquitin carboxyl-terminal hydrolase 7 (837 Activities)

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RAD52 Tchem DNA repair protein RAD52 homolog (856 Activities)

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MGC-803 (6426 Activities)

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L02 (4864 Activities)

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Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

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Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Enterococcus faecalis (29875 Activities)

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Mus musculus (284745 Activities)

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Rattus norvegicus (775804 Activities)

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Human immunodeficiency virus 1 (70413 Activities)

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RAW264.7 (28094 Activities)

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B103 cell line (42 Activities)

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NIH3T3 (5395 Activities)

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PYGM Glycogen phosphorylase, muscle form (1331 Activities)

Discover Target: PYGM

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

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SARS-CoV-2 (38078 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in dimethyl sulfoxide, ethanol and dimethylformamide. Sparingly soluble in water
• Sensitivity: Light sensitive
• Specific Rotation[α]: 50.3° (C=0.25,MeOH)
• Melt Point(°C): 325-330°C
• Molecular Weight: 488.700 g/mol
• XLogP3: 5.700
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 488.35 Da
• Monoisotopic Mass: 488.35 Da
• Topological Polar Surface Area: 98.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 930.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 12
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Wenshu Zou, Kai Zhang, Zhengying Qiu, Ruihua Xin, Guibo Wang, Jingyan Zhang, Jianxi Li.  (2022)  Asiatic acid and andrographolide reduce hippocampal injury through suppressing neuroinflammation caused by Salmonella typhimurium infection.  FOOD AND CHEMICAL TOXICOLOGY,      [PMID:36581090] [10.1016/j.fct.2022.113584]

2. Wenyue Qiu, Xinting Zhang, Xiaoyue Pang, Jianjia Huang, Shuilian Zhou, Rongmei Wang, Zhaoxin Tang, Rongsheng Su.  (2022)  Asiatic acid alleviates LPS-induced acute kidney injury in broilers by inhibiting oxidative stress and ferroptosis via activation of the Nrf2 pathway.  FOOD AND CHEMICAL TOXICOLOGY,      [PMID:36244460] [10.1016/j.fct.2022.113468]

3. Mengyuan Fang, Wencui Wan, Qiuming Li, Weiwei Wan, Yang Long, Hongzhuo Liu, Xin Yang.  (2021)  Asiatic acid attenuates diabetic retinopathy through TLR4/MyD88/NF-κB p65 mediated modulation of microglia polarization.  LIFE SCIENCES,      [PMID:33965378] [10.1016/j.lfs.2021.119567]

4. Huiqiang Wei, Jianghong Guo, Xiao Sun, Wenfeng Gou, Hongxin Ning, Haihua Shang, Qiang Liu, Wenbin Hou, Yiliang Li.  (2022)  Discovery of Natural Ursane-type SENP1 Inhibitors and the Platinum Resistance Reversal Activity Against Human Ovarian Cancer Cells: A Structure–Activity Relationship Study.  JOURNAL OF NATURAL PRODUCTS,      [PMID:35500202] [10.1021/acs.jnatprod.1c01166]

5. Hou Yu, Zhu Lin, Ye Xiaofeng, Ke Qiaoying, Zhang Qibin, Xie Xiaowei, Piao Ji-gang, Wei Yinghui.  (2024)  Integrated oral microgel system ameliorates renal fibrosis by hitchhiking co-delivery and targeted gut flora modulation.  JOURNAL OF NANOBIOTECHNOLOGY,  22  (1): (1-21).  [PMID:38822364] [10.1186/s12951-024-02586-2]

6. Jiang Qianqian, Fan Guoxia, Wu Kaiwei.  (2024)  Potential Action Mechanism of Erianin in Relieving MNNG-triggered Chronic Atrophic Gastritis.  CELL BIOCHEMISTRY AND BIOPHYSICS,      [PMID:39298066] [10.1007/s12013-024-01536-x]

7. Caiying Wang, Yue Zhang, Yabin Lu, Xin Huang, Huazheng Jiang, Guohui Chen, Yongheng Shao, Huub F.J. Savelkoul, Christine A. Jansen, Guangliang Liu.  (2024)  TGF-β1 impairs IgA class switch recombination and production in porcine Peyer's patches B cells.  EUROPEAN JOURNAL OF IMMUNOLOGY,      [PMID:38973082] [10.1002/eji.202350704]

8. Xinyu Zhu, Lijun Cai, Yu Wang, Hong Chen, Chenjie Yu, Yuanjin Zhao.  (2025)  Pollen Integrated Hydrogel Patches With Hierarchical Structures and Spatio-Temporal Actives Release for Wound Healing.  Smart Medicine,  4  (3): (e70017).  [PMID:40837201] [10.1002/smmd.70017]

9. Wenshu Zou, Minyong Zhong, Zerong Pei, Yuxin Chen, Wenwen Deng, Hui Li.  (2025)  Unveiling the neutrophil-Notch2-ISC axis: asiatic acid’s therapeutic strategy in infectious colitis.  Frontiers in Immunology,      [PMID:41058687] [10.3389/fimmu.2025.1634063]

10. Yicong Zhang, Yujia Wang, Hanming Zhang, Shiqi Huang, Yuai Li, Jiaying Long, Yikun Han, Qing Lin, Tao Gong, Xun Sun, Zhirong Zhang, Ling Zhang.  (2024)  Replacing cholesterol with asiatic acid to prolong circulation and enhance anti-metastatic effects of non-PEGylated liposomes.  JOURNAL OF CONTROLLED RELEASE,      [PMID:38215987] [10.1016/j.jconrel.2024.01.009]

11. Jiaqi Wu, Guizhen Xu, Xinlu Zhou, Jun Wan, Huaiwei Liao, Cong Li, Yan Shi, Huicai Wen.  (2025)  Asiatic Acid Inhibits Keloid Fibroblast Migration and Collagen Deposition via Suppression of STAT3 Activation.  BURNS,      [PMID:40700781] [10.1016/j.burns.2025.107586]

12. Lei Guo, Peili Wu, Qijian Feng, Xiaochun Lin, Yuan Wang, Minghai Wu, Feifei Cai, Jin Zhang, Chuyi Yang, Xuelin Li, Churan Wen, Yingbei Lin, Nannan Liu, Yuxuan Hu, Huiyun Wang, Xinzhao Fan, Meiping Guan.  (2025)  Asiatic Acid Alleviates Renal Damage by Upregulating STBD1-Mediated Glycophagy in Diabetic Kidney Disease.  Biomedicines,  13  (7): (1544).  [PMID:40722620] [10.3390/biomedicines13071544]

13. Yuhan Yang, Yanlin Zhu, Hongyan Yuan, Zun Yang, Jie Zhou.  (2026)  Asiatic Acid-Loaded Hydrogel Ameliorates Diabetic Periodontitis via Mitophagy-Mediated M2 Macrophage Polarization.  ACS Omega,      [PMID:41768656] [10.1021/acsomega.5c11543]

14. Huan Liu, Liying Liang, Minggang Wang, Qinfeng Huang, Yu Pan, Xiaojie Wei, Wenchao Zhang.  (2026)  Establishment of a Novel Monoclonal Antibody Based icELISA Method to Determine the Total Content of Ursolic and Oleanolic Acids in Fruits.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2026.109072]