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23725-05-5

23725-05-5 Structure

23725-05-5 Structure
IdentificationBack Directory
[Name]

Chebulic Acid
[CAS]

23725-05-5
[Synonyms]

Split acid
Chebulic acid
CHEBULIC ACID(SH)
(2S)-[(3S,4S)-3-Carboxy-3,4-dihydro-5,6,7-trihydroxy-1-oxo-1H-2-benzopyran-4-yl]butanedioic acid
(2S)-2-[(3S)-3,4-Dihydro-3α-carboxy-5,6,7-trihydroxy-1-oxo-1H-2-benzopyran-4β-yl]butanedioic acid
Butanedioic acid,[(3S,4S)-3-carboxy-3,4-dihydro-5,6,7-trihydroxy-1-oxo-1H-2-benzopyran-4-yl]-,(2S)-
[Molecular Formula]

C14H12O11
[MDL Number]

MFCD09264641
[MOL File]

23725-05-5.mol
[Molecular Weight]

356.24
Chemical PropertiesBack Directory
[Boiling point ]

755.9±60.0 °C(Predicted)
[density ]

1.882
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Powder
[pka]

2.60±0.40(Predicted)
[color ]

White to off-white
[InChI]

InChI=1S/C14H12O11/c15-5-1-4-7(10(19)9(5)18)8(3(12(20)21)2-6(16)17)11(13(22)23)25-14(4)24/h1,3,8,11,15,18-19H,2H2,(H,16,17)(H,20,21)(H,22,23)/t3-,8-,11-/m0/s1
[InChIKey]

COZMWVAACFYLBI-XJEVXTIOSA-N
[SMILES]

C(O)(=O)[C@H]([C@H]1C2=C(O)C(O)=C(O)C=C2C(=O)O[C@@H]1C(O)=O)CC(O)=O
Questions And AnswerBack Directory
[Description]

Chebulic acid is a phenolic compound isolated from the ripe fruits of Terminalia chebula. This compound possesses an isomer, neochebulic acid. Chebulic acid is a component of transformed ellagitannins such as chebulagic acid or chebulinic acid.
Chebulic acid (CA) isolated from T. chebula, which has been reported for treating asthma, as a potent anti-oxidant resources. Exposure to ambient urban particulate matter (UPM) considered as a risk for cardiopulmonary vascular dysfunction.

[Bioactivities]

Chebulinic acid showed many bioactivities including inhibition of cancer cell growth, inhibiting the contractile responses of cardiovascular muscles, anti-fungal, anti-bacterial activities etc. In-vitro anti-cancer activity of Chebulinic acid on Colon adenocarcinoma HT-29 cancer cell lines by using MTT cell growth inhibition assay was stuied. The maximum percentage inhibition of cancer cell lines for Chebulinic acid was found to be 41.2% at a dose of 200µg/ml. Chebulinic acid extraction from Terminalia chebula plays a vital role in medicine, biotechnology and various pharmacological activities.

Hazard InformationBack Directory
[Uses]

Chebulic acid can be used for the polypharmacology of metabolites of medicinal plants to target SARS-CoV-2. It can also be used as a therapeutic agent to prevent insulin sensitivity and oxidative stress induced dysfunction of beta cells for diabetes.
[in vivo]

Chebulic acid (37.5, 75 and 150 mg/kg; p.o.; once daily for 5 days) is non-toxic to the liver of male ICR mice, protects against CCL4-induced liver injury through Nrf2 signaling and reduces serum ALT and AST levels and liver injury levels, including reduces necrosis and histological improvement[5].

Animal Model:Wistar albino rats of ischemia-reperfusion model[1].
Dosage:25, 50 mg/kg
Administration:Oral gavage (p.o.) once a day for 28 days
Result:Reduced blood glucose, creatinine, urea nitrogen, glycated hemoglobin, proteinuria, urinary albumin excretion, glomerular filtration rate (GFR), and increased serum insulin and glycogen levels in diabetic rats.
[target]

VEGFR | ROS
Spectrum DetailBack Directory
[Spectrum Detail]

Chebulic Acid(23725-05-5)1HNMR
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