CAS 5143-05-5

Gypsogenic acid

Description:

Gypsogenic acid, with the CAS number 5143-05-5, is a naturally occurring organic compound classified as a carboxylic acid. It is primarily derived from certain species of fungi and is known for its role in various biological processes. The compound features a complex molecular structure that includes multiple functional groups, contributing to its reactivity and solubility in polar solvents. Gypsogenic acid is characterized by its ability to form salts and esters, which can be utilized in various chemical reactions. Additionally, it exhibits potential antimicrobial properties, making it of interest in pharmaceutical and agricultural applications. The compound's stability and behavior in different environmental conditions can vary, influencing its practical uses. Overall, gypsogenic acid represents a fascinating subject of study within organic chemistry, particularly in the context of natural product chemistry and its applications in biotechnology.

Formula: C₃₀H₄₆O₅

InChI: InChI=1S/C30H46O5/c1-25(2)13-15-30(24(34)35)16-14-27(4)18(19(30)17-25)7-8-20-26(3)11-10-22(31)29(6,23(32)33)21(26)9-12-28(20,27)5/h7,19-22,31H,8-17H2,1-6H3,(H,32,33)(H,34,35)/t19-,20+,21+,22-,26+,27+,28+,29-,30-/m0/s1

InChI key: InChIKey=PAIBKVQNJKUVCE-JUENUIDLSA-N

SMILES: C[C@]12C([C@]3([C@@](C(O)=O)(CC1)CCC(C)(C)C3)[H])=CC[C@]4([C@@]2(C)CC[C@@]5([C@]4(C)CC[C@H](O)[C@]5(C(O)=O)C)[H])[H]

Synonyms:

• Olean-12-ene-23,28-dioic acid, 3-hydroxy-, (3β,4α)-
• (3β,4α)-3-Hydroxyolean-12-ene-23,28-dioic acid
• Astrantiagenin J
• Olean-12-ene-23,28-dioic acid, 3β-hydroxy-
• Gypsogeninic acid

Gypsogenic acid

CAS: 5143-05-5

Gypsogenic acid, a triterpenic acid isolated from Miconia stenostachya, exhibits antibacterial and antitrypanosomal activities. This compound demonstrates minimum inhibitory concentrations (MICs) ranging from 50-200 μg/mL against oral bacterial pathogens including Enterococcus faecalis, Streptococcus salivarius, Streptococcus sanguinis, Streptococcus spp., and Streptococcus sobrinus. Additionally, gypsogenic acid can induce the lysis of Trypanosoma cruzi in isolated mouse blood, with an IC50 value of 56.6 μM.

Formula: C₃₀H₄₆O₅

Color and Shape: Solid

Molecular weight: 486.68

Ref: TM-TN8313

Gypsogenic Acid

Controlled Product

CAS: 5143-05-5

Applications Gypsogenic Acid, a triterpenoid saponin of the Caryophyllaceae family, is shown to be a promising antiplaque and anticaries agent.
References Boettger, S., et al.: Phytochemistry Lett., 4, 59 (2011); Cunha, L.C.S., et al.: Z. Naturforschung C.: J. Bioscience., 62, 668 (2007)

Formula: C₃₀H₄₆O₅

Color and Shape: Neat

Molecular weight: 486.68

Ref: TR-G931805

Gypsogenic acid

Controlled Product

CAS: 5143-05-5

Gypsogenic acid is a triterpenoid saponin that is found in the leaves of the plant Gypsophila paniculata. It has been shown to have hemolytic activity and protein synthesis inhibition. This compound is membrane permeable, which makes it an effective antibacterial agent. Gypsogenic acid also has anticancer properties, as it inhibits tumor growth and induces apoptosis in cancer cells. The chemical structure of gypsogenic acid consists of a sugar backbone with a fatty acid tail at one end. The glycosidic bond between the sugar and the fatty acid renders this compound soluble in water, which accounts for its hemolytic activity.

Formula: C₃₀H₄₆O₅

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 486.68 g/mol

Ref: 3D-FG45945