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Natural Product (NP) Details

General Information of the NP (ID: NP6205)
Name
Asiatic acid
Synonyms
Asiatic acid; 464-92-6; Dammarolic acid; UNII-9PA5A687X5; MFCD00238541; NSC 166063; Asiantic acid; CHEBI:2873; CHEMBL404313; 9PA5A687X5; 2,3,23-trihydroxyurs-12-en-28-oic acid; Asiatic-acid; HSDB 7662; NSC-166063; Asiatic acid, 97%; SCHEMBL3285999; 2alpha,23-Dihydroxyursolic acid; Asiatic acid, analytical standard; DTXSID901019207; HY-N0194; ZINC8221271; BDBM50241487; AKOS007930256; Urs-12-en-28-oic acid, 2,3,23-trihydroxy-, (2.alpha.,3.beta.,4.alpha.)-; CCG-208549; DB14054; MCULE-1974040943; NCGC00346584-02; CS-0007893; N1356; V1794; C08617; 464A926; Q-100489; Asiatic acid, >=98% (HPLC), from Centella asiatica; BRD-K35079116-001-03-3; Q15478109; (2alpha,3beta)-2,3,23-trihydroxyurs-12-en-28-oic acid; (4alpha)-2alpha,3beta,23-trihydroxy-urs-12-en-28-oic acid; (2alpha,3beta,5beta,20beta)-2,3,23-trihydroxyurs-12-en-28-oic acid; (4I+/-)-a?I+/-,a?I(2),a?3-atrihydroxy-aurs-a?2-aen-a?8-aoic acid; Urs-12-en-28-oic acid, 2,3,23-trihydroxy-, (2alpha,3beta,4alpha)-; Urs-12en-28-oic acid, 2,3,23-trihydroxy-, (2alpha, 3beta, 4alpha)-; (1S,2R,4aS,6aS,6bR,8aR,9R,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid; 0AS
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Species Origin Centella asiatica ...     Click to Show/Hide
Centella asiatica
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Apiales
Family: Apiaceae
Genus: Centella
Species: Centella asiatica
Disease Breast cancer [ICD-11: 2C60] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C30H48O5
PubChem CID
119034
Canonical SMILES
CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1C)C)C(=O)O
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
InChIKey
JXSVIVRDWWRQRT-UYDOISQJSA-N
CAS Number
CAS 464-92-6
ChEBI ID
CHEBI:2873
Herb ID
HBIN017057
SymMap ID
SMIT00254
TCMSP ID
MOL006861
TTD Drug ID
D0LC7K
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Adverse Effect can be Decreased by This NP
          Cisplatin      Bladder cancer     Click to Show/Hide the Molecular Data of This Drug
                 Decreasing Adverse Drug Reaction     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation
Down-regulation Expression p105  Molecule Info 
Pathway MAP
Up-regulation Expression SMAD7  Molecule Info 
Pathway MAP
                    In-vivo Model Twenty-four C57BL/6 male mice were used in this study
                    Experimental
                    Result(s)
Asiatic acid protects against cisplatin-induced AKI via anti-apoptosis and anti-inflammation.
          Doxorubicin      Solid tumour/cancer     Click to Show/Hide the Molecular Data of This Drug
                 Decreasing Adverse Drug Reaction     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [3]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation
Up-regulation Expression AKT1  Molecule Info 
Pathway MAP
                    In-vitro Model H9c2(2-1) CVCL_0286 Healthy Rattus norvegicus
                    In-vivo Model Male C57BL/6 mice were used in this study.
                    Experimental
                    Result(s)
Asiatic acid could attenuate DOX-induced myocardial oxidative stress and apoptosis via activation of the AKT signaling pathway.
Target and Pathway
Target(s) Myophosphorylase (PYGM)  Molecule Info  [4]
References
Reference 1 Asiatic Acid Interferes with Invasion and Proliferation of Breast Cancer Cells by Inhibiting WAVE3 Activation through PI3K/AKT Signaling Pathway. Biomed Res Int. 2020 Feb 10;2020:1874387.
Reference 2 Asiatic acid protects against cisplatin-induced acute kidney injury via anti-apoptosis and anti-inflammation. Biomed Pharmacother. 2018 Nov;107:1354-1362.
Reference 3 Asiatic Acid Protects against Doxorubicin-Induced Cardiotoxicity in Mice. Oxid Med Cell Longev. 2020 May 15;2020:5347204.
Reference 4 Naturally occurring pentacyclic triterpenes as inhibitors of glycogen phosphorylase: synthesis, structure-activity relationships, and X-ray crystal... J Med Chem. 2008 Jun 26;51(12):3540-54.
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Cite NPCDR
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Correspondence

X. N. Sun, Y. T. Zhang, Y. Zhou, X. C. Lian, L. L. Yan, T. Pan, T. Jin, H. Xie, Z. M. Liang, W. Q. Qiu, J. X. Wang, Z. R. Li, F. Zhu*, X. B. Sui*. NPCDR: natural product-based drug combination and its disease-specific molecular regulation. Nucleic Acids Research. 50(D1): 1324-1333 (2020). PMID: 34664659

Prof. Feng ZHU  (zhufeng@zju.edu.cn)

College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, China


Prof. Xinbing SUI  (hzzju@hznu.edu.cn)

School of Pharmacy and Department of Medical Oncology, the Affiliated Hospital of Hangzhou Normal University, Hangzhou Normal University, Hangzhou, China