Name | Chebulinic acid |
Synonyms | NSC69862 Eutannin CHEBULINIC ACID Chebulinic acid CHEBULINIC ACID(SH) |
CAS | 18942-26-2 |
Molecular Formula | C41H32O27 |
Molar Mass | 956.68 |
Density | 2.04 |
Melting Point | 234°C |
Boling Point | 1460.0±65.0 °C(Predicted) |
Specific Rotation(α) | (c, 1.0 in Me2CO)-65.1 |
Solubility | Soluble in DMSO |
Appearance | Yellow powder |
pKa | 4.14±0.10(Predicted) |
Storage Condition | -20°C |
Physical and Chemical Properties | White crystalline powder. |
In vitro study | In vitro: binding of Chebulinic acid causes displacement of catalytic Tyr129 away from its target DNA-phosphate molecule. [1] Chebulinic acid reduce the expression and activity of MMP-2 at an ED50 value of 100 μM. EMT (Epithelial to Mesenchymal Transition) is found to be induced in ARPE-19 cells, through SMAD-3 phosphorylation and it is inhibited by CA. [2] chebulinic acid significantly inhibited H+ K+-ATPase activity in vitrowith IC50 of 65.01 μg/ml. [3] |
WGK Germany | 3 |
Reference Show more | 1. Wu Lingfang, Liang Wenyi, Zhang Lanzhen. Study on the determination of main components in Tibetan medicine Phyllanthus emblica [J]. World Science and Technology-modernization of traditional Chinese medicine, 2020,22(08):2857-2863. 2. [IF = 2.833] Wang Min et al."Chebulinic acid derived from triphala is a promising antitumor agent in human colorrectal carcinoma cell lines." Bmc Complem Altern M. 2018 Dec;18(1):1-9 3. [IF = 2.833] Wang Min et al."Chebulinic acid derived from triphala is a promising antitumor agent in human colorrectal carcinoma cell lines." Bmc Complem Altern M. 2018 Dec;18(1):1-9 4. [IF = 2.478] Kun Li et al."Composition, Antivirulence Activity, and Active Property Distribution of the Fruit of Terminalia chebula Retz."J Food Sci. 2019 Jul;84(7):1721-1729 |
biological activity | Chebulinic acid is a natural M. tuberculosis DNA gyrase inhibitor, which can also inhibit the activity of SMAD-3 phosphorylation and H K -ATPase. |
target | target: M. tuberculosis DNA gyrase[1], SMAD-3 phosphorylation[2], H K -ATPase activity.[3] IC50: 65.01 μg/ml ( H K -ATPase ) [3] |
in vitro study | in vitro: binding of Chebulinic acid displacement of catalytic Tyr129 away from its target DNA-phosphate molecule. [1] Chebulinic acid reduce the expression and activity of MMP-2 at an ED50 value of 100 μ m EMT (Epithelial to Mesenchymal Transition) is found to be induced in ARPE-19 cells, through SMAD-3 phosphorylation and it is inhibited by CA. [2] chebulinic acid significantly inhibited H K -ATPase activity in vitrowith IC50 of 65.01 μg/ml. [3] |
chemical properties | white crystalline powder. |
use | used for content determination/identification/pharmacological experiments, etc. |