Chebulinic acid

Modify Date: 2024-01-02 18:18:20

Chebulinic acid structure	Common Name	Chebulinic acid
	CAS Number	18942-26-2	Molecular Weight	956.677
	Density	2.0±0.1 g/cm3	Boiling Point	1460.0±65.0 °C at 760 mmHg
	Molecular Formula	C₄₁H₃₂O₂₇	Melting Point	N/A
	MSDS	Chinese USA	Flash Point	437.2±27.8 °C

Use of Chebulinic acid

Chebulinic acid is a potent natural inhibitor of M. tuberculosis DNA gyrase, also can inhibit SMAD-3 phosphorylation, inhibit H+ K+-ATPase activity.

Name	chebulinic acid
Synonym	More Synonyms

Description	Chebulinic acid is a potent natural inhibitor of M. tuberculosis DNA gyrase, also can inhibit SMAD-3 phosphorylation, inhibit H+ K+-ATPase activity.
Related Catalog	Signaling Pathways >> Cell Cycle/DNA Damage >> DNA/RNA Synthesis Signaling Pathways >> Membrane Transporter/Ion Channel >> Proton Pump Signaling Pathways >> Stem Cell/Wnt >> TGF-beta/Smad Signaling Pathways >> TGF-beta/Smad >> TGF-beta/Smad Research Areas >> Infection Natural Products >> Phenols
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	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]
References	[1]. Patel K et al. Identification of chebulinic acid as potent natural inhibitor of M. tuberculosis DNA gyrase and molecular insights into its binding mode of action. Comput Biol Chem. 2015 Dec;59 Pt A:37-47. [2]. Sivasankar S et al. Aqueous and alcoholic extracts of Triphala and their active compounds chebulagic acid and chebulinic acidprevented epithelial to mesenchymal transition in retinal pigment epithelial cells, by inhibiting SMAD-3 phosphorylation. PLoS One. 2015 Mar 20 [3]. Mishra V et al. Anti-secretory and cyto-protective effects of chebulinic acid isolated from the fruits of Terminalia chebula on gastric ulcers. Phytomedicine. 2013 Apr 15;20(6):506-11.

Density	2.0±0.1 g/cm3
Boiling Point	1460.0±65.0 °C at 760 mmHg
Molecular Formula	C₄₁H₃₂O₂₇
Molecular Weight	956.677
Flash Point	437.2±27.8 °C
Exact Mass	956.113098
PSA	447.09000
LogP	4.14
Vapour Pressure	0.0±0.3 mmHg at 25°C
Index of Refraction	1.837
Storage condition	2-8℃

Chebulinic acid MSDS(Chinese)

RIDADR	NONH for all modes of transport

Anti-secretory and cyto-protective effects of chebulinic acid isolated from the fruits of Terminalia chebula on gastric ulcers.

Phytomedicine 20(6) , 506-11, (2013)

In continuation of our drug discovery program on Indian medicinal plants, the gastro protective mechanism of chebulinic acid isolated from Terminalia chebula fruit was investigated. Chebulinic acid wa...

Chemical changes during fermentation of Abhayarishta and its standardization by HPLC-DAD.

Nat. Prod. Commun. 5(4) , 575-9, (2010)

Abhayarishta is an Ayurvedic formulation prepared traditionally by the fermentation of the decoction of Terminalia chebula (pericarp), Vitis vinifera (fruits), Embelia ribes (fruits) and Madhuca indic...

A new phenolic compound, 4-dehydrochebulic acid-1,6-dimethyl ester from Sapium insigne leaves.

J. Nat. Med. 64(2) , 191-3, (2010)

A new phenolic compound, 4-dehydrochebulic acid-1,6-dimethyl ester (2) was isolated from the leaves of Sapium insigne (Royle) Benth. ex Hook. fil. (Euphorbiaceae) along with three known compounds gall...

7,11-Methanopyrano[4,3,2-kl][2,5,8]benzotrioxacyclotridecin-4-acetic acid, 2,3,3a,4,5,7,8,10,11,13-decahydro-3,15,16-trihydroxy-2,5,13-trioxo-10,17-bis[(3,4,5-trihydroxybenzoyl)oxy]-8-[[(3,4,5-trihydroxybenzoyl)oxy]methyl]-, (3S,3aS,4S,7R,8R,10S,11R,17S)-

Eutannin

[(4R,5S,7R,8R,11S,12S,13S,21S)-13,17,18-Trihydroxy-2,10,14-trioxo-5,21-bis[(3,4,5-trihydroxybenzoyl)oxy]-7-{[(3,4,5-trihydroxybenzoyl)oxy]methyl}-3,6,9,15-tetraoxatetracyclo[10.7.1.1.0]hen icosa-1(20),16,18-trien-11-yl]acetic acid