CAS 122168-40-5

(3β,4α,16β,21β,22α)-28-(Acetyloxy)-16,22,23-trihydroxy-21-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]oxy]olean-12-en-3-yl β-D-glucopyranosiduronic acid

Description:

The chemical substance with the name "(3β,4α,16β,21β,22α)-28-(Acetyloxy)-16,22,23-trihydroxy-21-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]oxy]olean-12-en-3-yl β-D-glucopyranosiduronic acid" and CAS number "122168-40-5" is a complex oleanane-type triterpenoid glycoside. It features multiple hydroxyl groups, which contribute to its solubility and reactivity, and an acetyloxy group that may influence its biological activity and stability. The presence of a glucopyranosiduronic acid moiety indicates that it has glycosidic properties, potentially affecting its interaction with biological systems. This compound is likely to exhibit various pharmacological activities, as many triterpenoids are known for their anti-inflammatory, antioxidant, and anticancer properties. Its structural complexity suggests that it may participate in various biochemical pathways, making it of interest in medicinal chemistry and natural product research. The specific stereochemistry and functional groups present in this molecule play a crucial role in determining its biological effects and potential therapeutic applications.

Formula: C₄₃H₆₆O₁₄

InChI: InChI=1S/C43H66O14/c1-10-21(2)36(53)57-34-33(50)43(20-54-22(3)45)24(17-38(34,4)5)23-11-12-26-39(6)15-14-28(55-37-31(49)29(47)30(48)32(56-37)35(51)52)40(7,19-44)25(39)13-16-41(26,8)42(23,9)18-27(43)46/h10-11,24-34,37,44,46-50H,12-20H2,1-9H3,(H,51,52)/b21-10+/t24-,25+,26+,27-,28-,29-,30-,31+,32-,33-,34-,37+,39-,40-,41+,42+,43-/m0/s1

InChI key: InChIKey=VEFSVJGWJQPWFS-ZXKKMYOJSA-N

SMILES: C(OC(C)=O)[C@]12[C@](C=3[C@@](C)(C[C@@H]1O)[C@@]4(C)[C@](CC3)([C@]5(C)[C@@](CC4)([C@@](CO)(C)[C@@H](O[C@@H]6O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]6O)CC5)[H])[H])(CC(C)(C)[C@@H](OC(/C(=C/C)/C)=O)[C@@H]2O)[H]

Synonyms:

• (3beta,16beta,21beta,22alpha)-28-Acetoxy-16,22,23-trihydroxy-21-{[(2E)-2-methylbut-2-enoyl]oxy}olean-12-en-3-yl beta-D-glucopyranosiduronic acid
• (3β,4α,16β,21β,22α)-28-(Acetyloxy)-16,22,23-trihydroxy-21-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]oxy]olean-12-en-3-yl β-<span class="text-smallcaps">D</span>-glucopyranosiduronic acid
• 2-butenoic acid, 2-methyl-, (3beta,16beta,21beta,22alpha)-28-(acetyloxy)-3-(beta-D-glucopyranuronosyloxy)-16,22,23-trihydroxyolean-12-en-21-yl ester, (2E)-
• gymnemic acid I
• β-<span class="text-smallcaps">D</span>-Glucopyranosiduronic acid, (3β,4α,16β,21β,22α)-28-(acetyloxy)-16,22,23-trihydroxy-21-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]oxy]olean-12-en-3-yl
• β-<span class="text-smallcaps">D</span>-Glucopyranosiduronic acid, (3β,4α,16β,21β,22α)-28-(acetyloxy)-16,22,23-trihydroxy-21-[[(2E)-2-methyl-1-oxo-2-butenyl]oxy]olean-12-en-3-yl
• β-<span class="text-smallcaps">D</span>-Glucopyranosiduronic acid, [3β,4α,16β,21β(E),22α]-28-(acetyloxy)-16,22,23-trihydroxy-21-[(2-methyl-1-oxo-2-butenyl)oxy]olean-12-en-3-yl
• β-D-Glucopyranosiduronic acid, (3β,4α,16β,21β,22α)-28-(acetyloxy)-16,22,23-trihydroxy-21-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]oxy]olean-12-en-3-yl
• (3β,4α,16β,21β,22α)-28-(Acetyloxy)-16,22,23-trihydroxy-21-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]oxy]olean-12-en-3-yl β-D-glucopyranosiduronic acid
• β-D-Glucopyranosiduronic acid, (3β,4α,16β,21β,22α)-28-(acetyloxy)-16,22,23-trihydroxy-21-[[(2E)-2-methyl-1-oxo-2-butenyl]oxy]olean-12-en-3-yl
• β-D-Glucopyranosiduronic acid, [3β,4α,16β,21β(E),22α]-28-(acetyloxy)-16,22,23-trihydroxy-21-[(2-methyl-1-oxo-2-butenyl)oxy]olean-12-en-3-yl

Gymnemic acid I

CAS: 122168-40-5

Gymnemic acid I (Gymnemic acid I, (+)-) inhibits protein biosynthesis with antisweet principles.

Formula: C₄₃H₆₆O₁₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 806.98

Ref: TM-TN1718

Gymnemic acid I

CAS: 122168-40-5

Formula: C₄₃H₆₆O₁₄

Purity: 95%~99%

Color and Shape: Powder

Molecular weight: 806.987

Ref: BP-BP1601

Gymnemic Acid I

CAS: 122168-40-5

Formula: C₄₃H₆₆O₁₄

Molecular weight: 806.99

Ref: 4Z-G-226001

(+)-Gymnemic Acid I

CAS: 122168-40-5

Gymnemic acid I is a saponin that interacts with the pharmacokinetic properties of drugs and has been shown to have a potent inhibitory effect on the activity of the enzyme tiglic acid. Gymnemic acid I has been shown to be effective in the treatment of diabetic patients. The compound also has a protective effect against metabolic disorders, such as hyperglycemia and hyperlipidemia, which may be due to its ability to suppress autophagy.

Formula: C₄₃H₆₆O₁₄

Purity: Min. 95%

Molecular weight: 806.98 g/mol

Ref: 3D-XEA16840