chebulagic acid

Chemical data

Formula

C41H30O27

Molecular weight

954.7 g/mol

IUPAC name

2-[(4R,5S,7R,25S,26R,29S,30S,31S)-13,14,15,18,19,20,31,35,36-nonahydroxy-2,10,23,28,32-pentaoxo-5-(3,4,5-trihydroxybenzoyl)oxy-3,6,9,24,27,33-hexaoxaheptacyclo[28.7.1.04,25.07,26.011,16.017,22.034,38]octatriaconta-1(37),11,13,15,17,19,21,34(38),35-nonaen-29-yl]acetic acid

SMILES

C1[C@@H]2[C@@H]3[C@@H]([C@H]([C@@H](O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C6=C5[C@H]([C@@H](C(=O)O3)CC(=O)O)[C@@H](C(=O)O6)O)O)O)OC(=O)C7=CC(=C(C(=C7C8=C(C(=C(C=C8C(=O)O1)O)O)O)O)O)O

InChIKey

HGJXAVROWQLCTP-YABCKIEDSA-N

XLogP

0.4

Polar surface area

447 Ų

H-bond donors

13

H-bond acceptors

27

Formal charge

0

via PubChem

Drug data · ChEMBL

Molecule type

Small molecule

via ChEMBL · EBI

• Both chebulagic acid and punicalagin inhibit respiratory syncytial virus entry via multi-targeting glycoprotein and fusion protein.Journal of virology · 2024
• Chebulagic acid suppresses gastric cancer by inhibiting the AURKA/β-catenin/Wnt pathway.Frontiers in pharmacology · 2023
• Preparation and stability of chebulagic acid and chebulinic acid from Terminalia chebula and their biological activity.Pakistan journal of pharmaceutical sciences · 2024
• Chebulinic and chebulagic acid binding with serum proteins: biophysical and molecular docking approach.Journal of biomolecular structure & dynamics · 2023
• Chebulagic acid ameliorates DSS-induced colitis in mice by improving oxidative stress, inflammation and the gut microbiota.American journal of translational research · 2025

via PubMed

Wikidata facts

Subclass of

macrolides

Mass

954.097446

via Wikidata · CC0