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Asiatic acid - 98%, high purity , CAS No.464-92-6

4 Citations

≥98%

CAS#: 464-92-6
Formula: C₃₀H₄₈O₅
Molecular Weight: 488.7
MDL number: MFCD00238541
PubChem CID: 119034
PubChem SID: 488187603

Item Number

A111379

Grouped product items
SKU	Size	Availability	Price
A111379-50mg	50mg	In stock	$39.90
A111379-200mg	200mg	In stock	$102.90
A111379-1g	1g	In stock	$357.90
A111379-5g	5g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$1,249.90

p38 MAPK activator. Apoptotic agent.

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Anti-infection Apoptosis Parasite Pharmaceutical ingredients

Basic Description

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	≥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 Temp	Store at 2-8°C
Shipped In	Wet ice
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.
Product Description	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

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)

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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)

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rep Replicase polyprotein 1ab (378 Activities)

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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

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

Pubchem Sid	488187603
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/488187603
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
INCHI	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
InChi Key	JXSVIVRDWWRQRT-UYDOISQJSA-N
Canonical SMILES	CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1C)C)C(=O)O
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
PubChem CID	119034
Molecular Weight	488.7

Certificates

Certificate of Analysis(COA)

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17 results found

Lot Number	Certificate Type	Date	Item
L2409087	Certificate of Analysis	Apr 16, 2024	A111379
E2409383	Certificate of Analysis	Apr 16, 2024	A111379
E2409340	Certificate of Analysis	Apr 16, 2024	A111379
E2409339	Certificate of Analysis	Apr 16, 2024	A111379
E2409338	Certificate of Analysis	Apr 16, 2024	A111379
A2411105	Certificate of Analysis	Dec 27, 2023	A111379
A2411107	Certificate of Analysis	Dec 27, 2023	A111379
A2411106	Certificate of Analysis	Dec 27, 2023	A111379
A2411103	Certificate of Analysis	Dec 27, 2023	A111379
F1825117	Certificate of Analysis	Apr 27, 2022	A111379
F1825116	Certificate of Analysis	Apr 27, 2022	A111379
D2222010	Certificate of Analysis	Feb 16, 2022	A111379
D2222021	Certificate of Analysis	Feb 16, 2022	A111379
D2222026	Certificate of Analysis	Feb 16, 2022	A111379
D2222038	Certificate of Analysis	Feb 16, 2022	A111379
B2325248	Certificate of Analysis	Feb 16, 2022	A111379
B2325249	Certificate of Analysis	Jun 23, 2021	A111379

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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

Safety and Hazards(GHS)

WGK Germany	3

Alternative Products

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Wenshu Zou, Kai Zhang, Zhengying Qiu, Ruihua Xin, Guibo Wang, Jingyan Zhang, Jianxi Li. (2023) Asiatic acid and andrographolide reduce hippocampal injury through suppressing neuroinflammation caused by Salmonella typhimurium infection. FOOD AND CHEMICAL TOXICOLOGY, 172 (113584). [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, 170 (113468). [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, 277 (119567). [PMID:33965378] [10.1016/j.lfs.2021.119567]
4. Wei H, Guo J, Sun X, Gou W, Ning H, Shang H, Liu Q, Hou W, Li Y.. (2022) Discovery of Natural Ursane-type SENP1 Inhibitors and the Platinum Resistance Reversal Activity Against Human Ovarian Cancer Cells: A Structure-Activity Relationship Study.. J Nat Prod, 85 (5.0): (1248-1255). [PMID:35500202] [10.1021/acs.jnatprod.1c01166]

References

1. Zhirong Yao,Jun Li,Sixiang Zhou,Yun Zhang,Pengfei Tu. (2009-07-31) [Triterpenoids from leaves of Ilex cornuta].. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 34 ((8)): (999-1001). [PMID:19639785]
2. Joana Gomes,Teresa Pereira,Catarina Vilarinho,Maria da Luz Duarte,Celeste Brito. (2010-02-09) Contact dermatitis due to Centella asiatica.. Contact dermatitis, 62 ((1)): (54-55). [PMID:20136880]
3. Sachin P Patil,Sarah Maki,Santosh A Khedkar,Alan C Rigby,Christina Chan. (2010-06-18) Withanolide A and asiatic acid modulate multiple targets associated with amyloid-beta precursor protein processing and amyloid-beta protein clearance.. Journal of natural products, 73 ((7)): (1196-1202). [PMID:20553006]
4. Jun Liu,Ting He,Qian Lu,Jing Shang,Hongbin Sun,Luyong Zhang. (2010-09-03) Asiatic acid preserves beta cell mass and mitigates hyperglycemia in streptozocin-induced diabetic rats.. Diabetes/metabolism research and reviews, 26 ((6)): (448-454). [PMID:20809533]
5. Wen-Ni He,Jun-Gui Dai,Min Ye,Li-Jun Wu,De-An Guo. (2010-09-15) Microbial transformation of asiatic acid by Alternaria longipes.. Journal of Asian natural products research, 12 ((9)): (760-764). [PMID:20839122]
6. M N Nasir,M Habsah,I Zamzuri,G Rammes,J Hasnan,J Abdullah. (2010-12-21) Effects of asiatic acid on passive and active avoidance task in male Spraque-Dawley rats.. Journal of ethnopharmacology, 134 ((2)): (203-209). [PMID:21167268]
7. Chandagirikoppal V Kavitha,Chapla Agarwal,Rajesh Agarwal,Gagan Deep. (2011-08-10) Asiatic acid inhibits pro-angiogenic effects of VEGF and human gliomas in endothelial cell culture models.. PloS one, 6 ((8)): (e22745-e22745). [PMID:21826202]
8. M N Nasir,J Abdullah,M Habsah,R I Ghani,G Rammes. (2011-11-25) Inhibitory effect of asiatic acid on acetylcholinesterase, excitatory post synaptic potential and locomotor activity.. Phytomedicine : international journal of phytotherapy and phytopharmacology, 19 ((3-4)): (311-316). [PMID:22112723]
9. Xiangnan Zhang,Jiaying Wu,Yuan Dou,Binbin Xia,Weibo Rong,Gerald Rimbach,Yijia Lou. (2012-02-03) Asiatic acid protects primary neurons against C2-ceramide-induced apoptosis.. European journal of pharmacology, 679 ((1-3)): (51-59). [PMID:22296759]
10. Li-xia Tang,Rui-hua He,Guang Yang,Jia-ju Tan,Li Zhou,Xiao-ming Meng,Xiao Ru Huang,Hui Yao Lan. (2012-03-01) Asiatic acid inhibits liver fibrosis by blocking TGF-beta/Smad signaling in vivo and in vitro.. PloS one, 7 ((2)): (e31350-e31350). [PMID:22363627]
11. Muthu K Shanmugam,An H Nguyen,Alan P Kumar,Benny K H Tan,Gautam Sethi. (2012-03-13) Targeted inhibition of tumor proliferation, survival, and metastasis by pentacyclic triterpenoids: potential role in prevention and therapy of cancer.. Cancer letters, 320 ((2)): (158-170). [PMID:22406826]
12. Ki Yong Lee,Ok-Nam Bae,Kelsey Serfozo,Siamk Hejabian,Ahmad Moussa,Mathew Reeves,Wilson Rumbeiha,Scott D Fitzgerald,Gary Stein,Seung-Hoon Baek,John Goudreau,Mounzer Kassab,Arshad Majid. (2012-04-19) Asiatic acid attenuates infarct volume, mitochondrial dysfunction, and matrix metalloproteinase-9 induction after focal cerebral ischemia.. Stroke, 43 ((6)): (1632-1638). [PMID:22511009]
13. Yan-Qiu Meng,Yun-Yun Li,Feng-Qing Li,Yan-Ling Song,Hai-Feng Wang,Hong Chen,Bo Cao. (2012-08-29) Synthesis and antitumor activity evaluation of new asiatic acid derivatives.. Journal of Asian natural products research, 14 ((9)): (844-855). [PMID:22924623]
14. P Puttarak,P Panichayupakaranant. (2012-09-13) Factors affecting the content of pentacyclic triterpenes in Centella asiatica raw materials.. Pharmaceutical biology, 50 ((12)): (1508-1512). [PMID:22966846]
15. S Momtaz,A A Hussein,S N Ostad,M Abdollahi,N Lall. (2012-09-20) Growth inhibition and induction of apoptosis in human cancerous HeLa cells by Maytenus procumbens.. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 51 (38-45). [PMID:22989702]
16. Wenjie Guo,Wen Liu,Shaocheng Hong,Hailiang Liu,Cheng Qian,Yan Shen,Xuefeng Wu,Yang Sun,Qiang Xu. (2012-10-03) Mitochondria-dependent apoptosis of con A-activated T lymphocytes induced by asiatic acid for preventing murine fulminant hepatitis.. PloS one, 7 ((9)): (e46018-e46018). [PMID:23029367]
17. Vinayagam Ramachandran,Ramalingam Saravanan. (2012-10-30) Efficacy of asiatic acid, a pentacyclic triterpene on attenuating the key enzymes activities of carbohydrate metabolism in streptozotocin-induced diabetic rats.. Phytomedicine : international journal of phytotherapy and phytopharmacology, 20 ((3-4)): (230-236). [PMID:23102509]
18. Fei-Fei Guo,Xu Feng,Zhi-Yong Chu,Dai-Ping Li,Li Zhang,Ze-Sheng Zhang. (2012-12-12) Microbial transformation of asiatic acid.. Journal of Asian natural products research, 15 ((1)): (15-21). [PMID:23227815]
19. Wenjie Guo,Wen Liu,Biao Jin,Ji Geng,Jing Li,Hongqun Ding,Xuefeng Wu,Qiang Xu,Yang Sun,Jing Gao. (2014-12-20) Asiatic acid ameliorates dextran sulfate sodium-induced murine experimental colitis via suppressing mitochondria-mediated NLRP3 inflammasome activation.. International immunopharmacology, 24 ((2)): (232-238). [PMID:25523461]
20. Yongfang Yuan,Hai Zhang,Fengfeng Sun,Sen Sun,Zhenyu Zhu,Yifeng Chai. (2015-01-18) Biopharmaceutical and pharmacokinetic characterization of asiatic acid in Centella asiatica as determined by a sensitive and robust HPLC-MS method.. Journal of ethnopharmacology, 163 (31-38). [PMID:25596352]
21. Qiuling Wu,Tingting Lv,Yan Chen,Lu Wen,Junli Zhang,Xudong Jiang,Fang Liu. (2015-03-31) Apoptosis of HL-60 human leukemia cells induced by Asiatic acid through modulation of B-cell lymphoma 2 family proteins and the mitogen-activated protein kinase signaling pathway.. Molecular medicine reports, 12 ((1)): (1429-1434). [PMID:25815462]
22. Yi-chih Hung,Hui-ting Yang,Mei-chin Yin. (2015-07-21) Asiatic acid and maslinic acid protected heart via anti-glycative and anti-coagulatory activities in diabetic mice.. Food & function, 6 ((9)): (2967-2974). [PMID:26190771]
23. Zhao-Hui Gao,Xin-Ran Dong,Ran-Ran Gao,Di-An Sun. (2015-07-22) Unusual microbial lactonization and hydroxylation of asiatic acid by Umbelopsis isabellina.. Journal of Asian natural products research, 17 ((11)): (1059-1064). [PMID:26194478]
24. Jagatheesan Nataraj,Thamilarasan Manivasagam,Arokiasamy Justin Thenmozhi,Musthafa Mohamed Essa. (2016-02-10) Neuroprotective effect of asiatic acid on rotenone-induced mitochondrial dysfunction and oxidative stress-mediated apoptosis in differentiated SH-SYS5Y cells.. Nutritional neuroscience, 20 ((6)): (351-359). [PMID:26856988]
25. Xue-Lian Tang,Xin-Ying Yang,Hyun-Ju Jung,Sung-Yeon Kim,Suk-Yul Jung,Du-Young Choi,Won-Cheol Park,Hyun Park. (2009-08-05) Asiatic acid induces colon cancer cell growth inhibition and apoptosis through mitochondrial death cascade.. Biological & pharmaceutical bulletin, 32 ((8)): (1399-1405). [PMID:19652380]
26. Yan Pan,Badrul Amini Abd-Rashid,Zakiah Ismail,Rusli Ismail,Joon Wah Mak,Peter C K Pook,Hui Meng Er,Chin Eng Ong. (2010-05-12) In vitro modulatory effects on three major human cytochrome P450 enzymes by multiple active constituents and extracts of Centella asiatica.. Journal of ethnopharmacology, 130 ((2)): (275-283). [PMID:20457244]
27. Alan D Widgerow,Steven K Grekin. (2011-06-09) Effecting skin renewal: a multifaceted approach.. Journal of cosmetic dermatology, 10 ((2)): (126-130). [PMID:21649818]
28. Min-fang Xu,Yu-yun Xiong,Jian-kang Liu,Jin-jun Qian,Li Zhu,Jing Gao. (2012-03-27) Asiatic acid, a pentacyclic triterpene in Centella asiatica, attenuates glutamate-induced cognitive deficits in mice and apoptosis in SH-SY5Y cells.. Acta pharmacologica Sinica, 33 ((5)): (578-587). [PMID:22447225]
29. Sreenath Nandakumar Nair,Sasikumar Menon,Sunita Shailajan. (2012-08-01) A liquid chromatography/electrospray ionization tandem mass spectrometric method for quantification of asiatic acid from plasma: application to pharmacokinetic study in rats.. Rapid communications in mass spectrometry : RCM, 26 ((17)): (1899-1908). [PMID:22847688]
30. Fei-Xia Huang,Xiong-Hao Lin,Wen-Ni He,Wei Song,Min Ye,Wen-Zhi Yang,De-An Guo. (2012-10-31) Two new oxidation products obtained from the biotransformation of asiatic acid by the fungus Fusarium avenaceum AS 3.4594.. Journal of Asian natural products research, 14 ((11)): (1039-1045). [PMID:23106376]
31. Na Liu,Dejie Fu,Junjun Yang,Pingju Liu,Xiongbo Song,Xin Wang,Rui Li,Zhenlan Fu,Jiajia Chen,Xiaoyuan Gong,Cheng Chen,Liu Yang. (2020-05-14) Asiatic acid attenuates hypertrophic and fibrotic differentiation of articular chondrocytes via AMPK/PI3K/AKT signaling pathway.. Arthritis research & therapy, 22 ((1)): (112-112). [PMID:32398124]
32. Nur Aziah Hanapi,Ahmad Saifuddin Mohamad Arshad,Jafri Malin Abdullah,Tengku Sifzizul Tengku Muhammad,Siti R Yusof. (2020-09-20) Blood-Brain Barrier Permeability of Asiaticoside, Madecassoside and Asiatic Acid in Porcine Brain Endothelial Cell Model.. Journal of pharmaceutical sciences, 110 ((2)): (698-706). [PMID:32949562]
33. Wenshu Zou, Kai Zhang, Zhengying Qiu, Ruihua Xin, Guibo Wang, Jingyan Zhang, Jianxi Li. (2023) Asiatic acid and andrographolide reduce hippocampal injury through suppressing neuroinflammation caused by Salmonella typhimurium infection. FOOD AND CHEMICAL TOXICOLOGY, 172 (113584). [PMID:36581090] [10.1016/j.fct.2022.113584]
34. 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, 170 (113468). [PMID:36244460] [10.1016/j.fct.2022.113468]
35. 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, 277 (119567). [PMID:33965378] [10.1016/j.lfs.2021.119567]
36. Wei H, Guo J, Sun X, Gou W, Ning H, Shang H, Liu Q, Hou W, Li Y.. (2022) Discovery of Natural Ursane-type SENP1 Inhibitors and the Platinum Resistance Reversal Activity Against Human Ovarian Cancer Cells: A Structure-Activity Relationship Study.. J Nat Prod, 85 (5.0): (1248-1255). [PMID:35500202] [10.1021/acs.jnatprod.1c01166]

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Asiatic acid - 98%, high purity , CAS No.464-92-6

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