CAS 18942-26-2

Chebulinic acid

Description:

Chebulinic acid is a naturally occurring polyphenolic compound primarily found in the fruit of the Terminalia chebula tree, which is known for its medicinal properties in traditional medicine. It is characterized by its complex structure, which includes multiple hydroxyl groups contributing to its antioxidant activity. The compound exhibits a range of biological activities, including anti-inflammatory, antimicrobial, and anticancer properties, making it of interest in pharmacological research. Chebulinic acid is soluble in water and organic solvents, which enhances its bioavailability. Its chemical structure allows it to interact with various biological targets, potentially modulating cellular pathways. Additionally, it is often studied for its role in promoting health benefits, such as improving metabolic functions and protecting against oxidative stress. Overall, chebulinic acid represents a significant area of study in natural product chemistry and its applications in health and medicine.

Formula: C₄₁H₃₂O₂₇

InChI: InChI=1S/C41H32O27/c42-15-1-10(2-16(43)26(15)51)35(56)62-9-22-31-33(66-36(57)11-3-17(44)27(52)18(45)4-11)34(41(63-22)68-37(58)12-5-19(46)28(53)20(47)6-12)67-38(59)13-7-21(48)29(54)32-25(13)24(30(55)40(61)65-32)14(8-23(49)50)39(60)64-31/h1-7,14,22,24,30-31,33-34,41-48,51-55H,8-9H2,(H,49,50)/t14-,22+,24-,30+,31+,33-,34+,41-/m0/s1

InChI key: InChIKey=YGVHOSGNOYKRIH-AVXZFDTDSA-N

SMILES: C(C(O)=O)[C@H]1[C@]2(C=3C(C(=O)O[C@@]4([C@@H](OC(=O)C5=CC(O)=C(O)C(O)=C5)[C@](OC1=O)([C@@H](COC(=O)C6=CC(O)=C(O)C(O)=C6)O[C@H]4OC(=O)C7=CC(O)=C(O)C(O)=C7)[H])[H])=CC(O)=C(O)C3OC(=O)[C@@H]2O)[H]

Synonyms:

• (3,15,16-Trihydroxy-2,5,13-Trioxo-10,17-Bis[(3,4,5-Trihydroxybenzoyl)Oxy]-8-{[(3,4,5-Trihydroxybenzoyl)Oxy]Methyl}-2,3,3A,4,5,7,8,10,11,13-Decahydro-7,11-Methano[1,4,7]Trioxacyclotridecino[11,10,9-De]Chromen-4-Yl)Acetic Acid
• 7,11-Methanopyrano[4,3,2-kl][2,5,8]benzotrioxacyclotridecin, β-<span class="text-smallcaps">D</span>-glucopyranose deriv.
• Eutannin
• NSC 69862
• Nsc69862
• [(3S,3aS,4R,7R,8R,10S,11R,17S)-3,15,16-trihydroxy-2,5,13-trioxo-10,17-bis[(3,4,5-trihydroxybenzoyl)oxy]-8-{[(3,4,5-trihydroxybenzoyl)oxy]methyl}-2,3,3a,4,5,7,8,10,11,13-decahydro-7,11-methano[1,4,7]trioxacyclotridecino[11,10,9-de]chromen-4-yl]acetic acid
• [(3S,3aS,4S,7R,8R,10S,11R,17S)-3,15,16-trihydroxy-2,5,13-trioxo-10,17-bis[(3,4,5-trihydroxybenzoyl)oxy]-8-{[(3,4,5-trihydroxybenzoyl)oxy]methyl}-2,3,3a,4,5,7,8,10,11,13-decahydro-7,11-methano[1,4,7]trioxacyclotridecino[11,10,9-de]chromen-4-yl]acetic acid
• [(3S,4S)-3,15,16-trihydroxy-2,5,13-trioxo-10,17-bis[(3,4,5-trihydroxybenzoyl)oxy]-8-{[(3,4,5-trihydroxybenzoyl)oxy]methyl}-2,3,3a,4,5,7,8,10,11,13-decahydro-7,11-methano[1,4,7]trioxacyclotridecino[11,10,9-de]chromen-4-yl]acetic acid
• β-<span class="text-smallcaps">D</span>-Glucopyranose, 1,3,6-tris(3,4,5-trihydroxybenzoate), cyclic 2→2:4→1-ester with (2S)-[(3R,4S)-5-carboxy-3,4-dihydro-3,7,8-trihydroxy-2-oxo-2H-1-benzopyran-4-yl]butanedioic acid
• Chebulinic acid
• β-D-Glucopyranose, 1,3,6-tris(3,4,5-trihydroxybenzoate), cyclic 2→2:4→1-ester with (2S)-[(3R,4S)-5-carboxy-3,4-dihydro-3,7,8-trihydroxy-2-oxo-2H-1-benzopyran-4-yl]butanedioic acid

Chebulinic acid

CAS: 18942-26-2

Formula: C₄₁H₃₂O₂₇

Purity: 98%

Color and Shape: Solid

Molecular weight: 956.6766

Ref: IN-DA00ABR9

Chebulinic acid

CAS: 18942-26-2

Chebulinic acid

Purity: ≥98%

Molecular weight: 956.68g/mol

Ref: 54-BUP12585

Chebulinic acid

CAS: 18942-26-2

Formula: C₄₁H₃₂O₂₇

Purity: 95%~99%

Molecular weight: 956.68

Ref: BP-BP0339

Chebulinic acid

CAS: 18942-26-2

Formula: C₄₁H₃₂O₂₇

Purity: ≥ 95.0%

Color and Shape: White to off-white solid

Molecular weight: 956.68

Ref: 7W-GK3169

Chebulinic acid

CAS: 18942-26-2

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

Formula: C₄₁H₃₂O₂₇

Purity: 98.91% - 99.71%

Color and Shape: Solid

Molecular weight: 956.68

Ref: TM-TQ0184

Chebulinic acid

CAS: 18942-26-2

Natural glycoside

Formula: C₄₁H₃₂O₂₇

Purity: ≥ 90.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 956.69

Ref: 5G-80572

Chebulinic Acid

CAS: 18942-26-2

Applications Chebulinic Acid has been shown to prevent epithelial mesenchymal transition in retinal pigment epithelial cells through inhibition of SMAD-3 phosphorylation. This prevents retinal detachment in the process of proliferative vitreoretinopathy.
References Sivasankar, S. et al.: PLoS One., 10, e0120512 (2015);

Formula: C₄₁H₃₂O₂₇

Color and Shape: Off-White

Molecular weight: 956.68

Ref: TR-C291895

Chebulinic acid

CAS: 18942-26-2

Chebulinic acid is a polyphenolic compound, which is derived primarily from the fruits of Terminalia chebula, a species belonging to the Combretaceae family. Terminalia chebula is a deciduous tree native to southern Asia, and its fruits have been extensively used in traditional medicinal systems such as Ayurveda due to their pharmacological potential.

Formula: C₄₁H₃₂O₂₇

Purity: Min 98%

Ref: 3D-FC138782