4518-70-1

Basic information

• Product Name: Methyl corosolate
• Synonyms: Methyl corosolate;(2α,3β)-2,3-Dihydroxy-urs-12-en-28-oic acid methyl ester;(2alpha,3beta)-2,3-Dihydroxy-urs-12-en-28-oic acid methyl ester
• CAS NO: 4518-70-1
• Molecular Formula: C₃₁H₅₀O₄
• Molecular Weight: 486.73
• Product Categories: Pentacyclic Triterpenes;Miscellaneous Natural Products
• Mol File: 4518-70-1.mol

Chemical Properties

• Boiling Point: 541.892 °C at 760 mmHg
• Flash Point: 163.088 °C
• Appearance: /
• Density: 1.112 g/cm³
• CAS DataBase Reference: Methyl corosolate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl corosolate(4518-70-1)
• EPA Substance Registry System: Methyl corosolate(4518-70-1)

Safety Data

• Hazardous Substances Data: 4518-70-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Methyl corosolate is used as a potential antidiabetic agent for its ability to lower blood sugar levels and improve insulin sensitivity, making it a candidate for managing diabetes and metabolic disorders.
Used in Biomedical Research:
Methyl corosolate is utilized as a subject of investigation for its potential anti-inflammatory and antioxidant properties, which may contribute to the development of novel therapeutic approaches for various health conditions.
Used in Natural Remedies:
Methyl corosolate is employed as a component in natural health products aimed at supporting glucose metabolism and potentially reducing the risk of developing diabetes.

Upstream product

• 989-72-0 methyl ursonate 
• 919092-94-7 methyl 2a-hydroxy-3-oxours-12-en-28-oate 
• 915-32-2 methyl (3β)-3-hydroxyurs-12-en-28-oate 
• 14087-64-0 methyl 2α,3β-diacetoxyurs-12-en-28-oate 
• 4547-24-4 corosolic acid 
• 74-88-4 methyl iodide 
• 35011-95-1 (1S,2R,4aS,6aS,6bR,8aR,11R,12aR,12bR,14bS)-11-Acetoxy-1,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester 
• 14810-68-5 3-Acetoxy-ursadien-(2.12)-saeure-⁽²⁸⁾-methylester 
• 1721-58-0 methyl 3-oxooleanolate 
• 186581-53-3 diazomethane 

Downstream Products

• 4547-28-8 2α,3β,28-trihydroxyurs-12-ene 
• 4547-24-4 corosolic acid 

Relevant articles and documents

Cytotoxic, antioxidant activities and structure activity relationship of some newly synthesized terpenoidal oxaliplatin analogs

The terpenoidal oxaliplatin derivatives (6) and (12) were newly synthesized using 2β,3α-dihydroxy-11-oxo-18β-olean-12-ene-30-oic acid (1) and 2α,2β-dihydroxy-18β-ursan-12-ene-28-oic acid (7) as starting materials. The synthesized compounds were evaluated for their cytotoxicity and antioxidant activities and were compared to Oxaliplatin and vitamin C as positive controls. Some of the compounds exhibited better cytotoxicity and antioxidant activities than the reference controls. The detailed synthesis, spectroscopic data, toxicity (LD50) and pharmacological screening for the synthesized compounds were reported.

COMPOUNDS FOR REDUCING GLUCOCORTICOIDS, AND METHODS OF TREATMENT THEREOF

A method for reducing glucocorticoids in an animal in need thereof comprising the use of compounds of the formula (I), wherein the definitions for R', R1-R11 and n are as disclosed in the description. The compounds of formula (I) are for the treatment or prevention of a glucocorticoid-related disorder for maintaining bone density, maintaining and improving the immune system, treating Cushing' s syndrome, treating obesity, improving reproduction efficiency, treating metabolic disorder, treating hypertension, treating hyperglycemia, treating insulin resistance, treating type 2 diabetes, and/or aiding in cancer and immune therapies

Pentacyclic triterpenes. Part 5: Synthesis and SAR study of corosolic acid derivatives as inhibitors of glycogen phosphorylases

The synthesis and biological evaluation of corosolic acid derivatives and related compounds as inhibitors of rabbit muscle glycogen phosphorylase a is described. Within this series of compounds, 8 (IC50 = 7.31 μM), 12d (IC50 = 3.26 μM), and 12e (IC50 = 5.1 μM) exhibited more potent activities than the parent compound 1 (IC50 = 20 μM). SAR of these compounds is also discussed.

NOVEL STRUCTURAL ANALOGS OF COROSOLIC ACID HAVING ANTI-DIABETIC AND ANTI-INFLAMMATORY PROPERTIES

This invention relates to novel corosolic acid analogs of the formula I, wherein R1, R2, R3, R4 and R5 are as indicated below in each of said analogs: 1. R1 = COCH3, R2/sub

Triterpenoids and other compounds from Salvia roborowskii Maxim

Two new triterpenoids, 2α-hydroxy-3β-methoxyurs-12-en-28-oic acid and 3α-hydroxy-2α-methoxyurs-12-en-28-oic acid as well as 25 known compounds were isolated from the whole plant of Salvia roborowskii Maxim. Their structures were elucidated by means of spectral data and chemical transformation. This is the first report on the chemical constituents of this plant. The presence of eugenyl β-D-glucopyranoside 22 in a plant of the genus Salvia is also reported for the first time.

Chemical Constituents from the Root and Aerial Parts of Rosa taiwanensis

The root and aerial parts of Rosa taiwanensis Nakai contain the chemical constituents phenols, unsaturated acids, liolide, abscisic acid, flavones, sterols, lupeol, betulin, betulinic acid, oleanolic acid and ursolic acid derivatives.Among them, 2α,3α-dihydroxyurs-12,19-dien-28-oic acid and its C-3 epimer are new compounds.Key Words Rosa taiwanensis; Rosaceae; Aerial part; Root; Flavones; Ursolic acid derivatives; Lupeol; Betulin; Oleanolic acid.

URSANE TRITERPENOIDS FROM NEPETA ERIOSTACHIYA

From the aerial parts of Nepeta eriostachiya two rare ursane triterpenoids, 2α,3α-dihydroxyurs-12-en-28-oic acid and 2α,3β-dihydroxyurs-12-en-28-oic acid, together with a new triterpene, nepetoic acid identified as 2α-methoxy-3β-hydroxyurs-12-en-28-oic acid were isolated as their methyl esters.Their structures were established by chemical and spectroscopic means.

THE CYTOTOXIC PRINCIPLES OF HYPTYS CAPITATA AND THE STRUCTURES OF THE NEW TRITERPENES HYPTATIC ACID-A AND -B

Bioassay-directed franctionation of a methanolic extract of Hyptis capitata has led to the isolation and characterization of five triterpene acids which include the new hyptatic acids-A and -B in addition to the known 2α-hydroxyursulic acid, tormentic acid and maslinic acid.Spectral data in conjuction with X-ray analysis of the methanol solvate of hyptatic acid-A established the structures of these compounds.Hyptatic acid-A and 2α-hydroxyursolic acid demonstrated significant in vitro cytotoxicity in human colon HCT-8 tumour cells.Key Word Index - Hyptis capitata; Labiatae; cytotoxicity; triterpenes; hyptatic acid-A; hyptatic acid-B; tomentic acid; maslinic acid; 2α-hydroxyursolic acid.

LAGRENYL ACETATE AND LAGERENOL, TWO TETRACYCLIC TRITERPENOIDS WITH THE CYCLOARTANE SKELETON FROM LAGERSTROEMIA LANCASTERI

Lagerenyl acetate and lagerenol, two new tetracyclic triterpenoids with the cycloartane skeleton, together with four other triterpenoids 2α-hydroxy-3β-E-p-coumaryloxy-urs-12-en-28-oic acid (jacoumaric acid, isolated as its monoacetylmethylcarboxylate derivative), 2α-hydroxyursolic acid (isolated as its diacetate), germanicyl acetate and friedelin, and sitosterol were isolated from the leaves and twigs of Lagerstroemia lancasteri.The structures of lagerenyl acetate and lagerenol were established as 3β-acetoxycycloart-24-one and 3β-hydroxycycloart-24-one, respectively, on the basis of spectral and chemical evidence.Key Word Index - Lagerstroemia lancasteri; Lythraceae; triterpenoids; lagerenyl acetate; lagerenol; 2α-hydroxy-3β-E-p-coumaryloxy-urs-12-en-28-oic acid; 2α-hydroxyursolic acid; germanicyl acetate; friedelin; β-sitosterol.