60213-69-6

Basic information

• Product Name: oleanolic acid-3-O-β-D-glucopyranosyl (1→2)-α-L-arabinopyranoside
• Synonyms: Oleanolic acid-3-O-beta-D-glucopyranosyl (1→2)-alpha-L-arabinopyranoside;oleanolic acid-3-O-β-D-glucopyranosyl (1→2)-α-L-arabinopyranoside;Akebiasaponin PE;Fatsiaside C1;Glycoside E;2)-alpha-L-arabinopyranoside;Oleanolic acid 3-O-beta-D-glucopyranosyl (1→Oleanolic acid-3-O-β-D-glucopyranosyl (1→2)-α-L-arabinopyranoside(CAS：60213-69-6)
• CAS NO: 60213-69-6
• Molecular Formula: C₄₁H₆₆O₁₂
• Molecular Weight: 750.9555
• Product Categories: Triterpenoids;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 60213-69-6.mol

Chemical Properties

• Melting Point: 220-221℃
• Boiling Point: 849.6°C at 760 mmHg
• Flash Point: 250.7°C
• Appearance: /
• Density: 1.32±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 1.4E-33mmHg at 25°C
• Refractive Index: 1.601
• CAS DataBase Reference: oleanolic acid-3-O-β-D-glucopyranosyl (1→2)-α-L-arabinopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: oleanolic acid-3-O-β-D-glucopyranosyl (1→2)-α-L-arabinopyranoside(60213-69-6)
• EPA Substance Registry System: oleanolic acid-3-O-β-D-glucopyranosyl (1→2)-α-L-arabinopyranoside(60213-69-6)

Safety Data

• Hazardous Substances Data: 60213-69-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
Oleanolic acid glycoside is utilized as a therapeutic agent for its anti-inflammatory properties, making it beneficial in the treatment of inflammatory conditions. Its antioxidant capabilities also contribute to its use in counteracting oxidative stress-related disorders.
Used in Anticancer Applications:
In the field of oncology, oleanolic acid glycoside serves as an anticancer agent, particularly effective against various types of cancer. It has been shown to inhibit the growth of cancer cells, suggesting its potential use in cancer therapy and as an adjunct to existing cancer treatments.
Used in Hepatoprotective Applications:
Oleanolic acid glycoside is used as a hepatoprotective agent, providing protection to the liver from damage and supporting liver health, which is particularly important in the context of liver diseases and conditions that affect liver function.
Used in Diabetes Treatment:
Given its potential effects on glucose metabolism, oleanolic acid glycoside is being explored for use in diabetes treatment, where it may help in managing blood sugar levels and improving insulin sensitivity.
Used in Cardiovascular Disease Management:
oleanolic acid-3-O-β-D-glucopyranosyl (1→2)-α-L-arabinopyranoside is also considered for use in managing cardiovascular diseases due to its potential impact on lipid profiles and other cardiovascular risk factors, thereby contributing to the overall cardiovascular health.

InChI:InChI=1/C41H66O12/c1-36(2)14-16-41(35(48)49)17-15-39(6)21(22(41)18-36)8-9-26-38(5)12-11-27(37(3,4)25(38)10-13-40(26,39)7)52-34-32(28(44)23(43)20-50-34)53-33-31(47)30(46)29(45)24(19-42)51-33/h8,22-34,42-47H,9-20H2,1-7H3,(H,48,49)/t22-,23+,24-,25?,26-,27+,28+,29-,30+,31-,32-,33-,34+,38+,39-,40-,41+/m1/s1

Upstream product

• 120768-65-2 ciwujianoside A₁ 
• 1229037-84-6 C₄₈H₇₂O₁₂ 
• 85899-62-3 3-O-[β-D-glucopyranosyl (1->2)-α-L-arabinopyranosyl] oleanolic acid 28-O-[β-D-glucopyranosyl (1->6)-β-D-glucopyranosyl] ester 

Downstream Products

• 508-02-1 Oleanolic acid 

Relevant articles and documents

Facile synthesis of four natural triterpene saponins with important antitumor activity

The first synthesis of four natural triterpene saponins, which exhibit significant antitumor activities, was concisely achieved by adopting a stepwise glycosylation. The key intermediate 13 was afforded via Bu2SnO-mediated regioseletive benzoylation. Duri

Synthesis and α-glucosidase inhibitory activity of oleanolic acid derivatives

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Triterpenoid glycosides of Fatsia japonica. II. Isolation and structure of glycosides from the leaves

The previously known triterpenoid 3-O-α-L-arabinopyranosides of oleanolic and echinocystic acids and hederagenin, 3-O-β-D-glucopyranosyl-(1→2)-O-α-L-arabinopyranosides of oleanolic acid and hederagenin, in addition to 28-O-α-L-rhamnopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranosyl ethers of the 3-O-α-L-arabinopyranoside of hederagenin, and 3-O-β-D-glucopyranosyl-(1→2)-O-α-L-arabinopyranosides of oleanolic acid and hederagenin, respectively, are isolated from leaves of Fatsia japonica (Araliaceae). The structures of the glycosides are confirmed by chemical methods and 13C NMR spectroscopy.

Saponins from Leaves of Acanthopanax senticosus HARMS., Ciwujia. II. Structures of Ciwujianosides A1, A2, A3 A4 and D3

Further investigation of the chemical constituents of the leaves of Acanthopanax senticosus HARMS. resulted in the isolation of five new triterpenoid saponins, named ciwujianosides A1 (1), A2 (2), A3 (3), D3 (4) and A4 (5).The structures of these saponins were elucidated as follows: 1, 3-O-β-glucopyranosyl-(1->2)-α-arabinopyranosyloleanolic acid 28-O-α-rhamnopyranosyl-(1->4)-β-glucopyranosyl-(1->6)-β-glucopyranosyl ester; 2, 3-O-β-glucopyranosyl-(1->2)-α-arabinopyranosyl-30-norolean-12,20(29)-dien-28-oic acid 28-O-α-rhamnopyranosyl-(1->4)-β-glucopyranosyl-(1->6)-β-glucopyranosyl ester; 3, 3-O-α-rhamnopyranosyl-(1->2)-α-arabinopyranosylmesembryanthemoidigenic acid 28-O-α-rhamnopyranosyl-(1->4)-β-glucopyranosyl-(1->6)-β-glucopyranosyl ester; 4, 3-O-α-arabinopyranosylmesembryanthemoidigenic acid 28-O-α-rhamnopyranosyl-(1->4)-6-O-acetyl-β-glucopyranosyl-(1->6)-β-glucopyranosyl ester; 5, 3-O-β-glucopyranosyl-(1->2)-α-arabinopyranosylmesembryanthemoidigenic acid 28-O-α-rhamnopyranosyl-(1->4)-6-O-acetyl-β-glucopyranosyl-(1->6)-β-glucopyranosyl ester.Keywords: Acanthopanax senticosus; Araliaceae; saponin; Chinese folk medicine; ciwujianoside; oleanolic acid glycoside; noroleanolic acid glycoside; mesembryanthemoidigenic acid glycoside; ciwujia

STRUCTURES OF 3,28-O-BISGLYCOSIDIC TRITERPENOID SAPONINS OF FATSIA JAPONICA

Four novel 3,28-O-bisglycosidic triterpenoid saponins were isolated from the mature fruits of F. japonica.They were characterized as the 28-O-α-L-rhamnopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-β-D-glucopyranosides of 3-O-α-L-arabinopyranosyl echinocystic acid, 3-O-α-L-arabinopyranosyl hederagenin, 3-O-β-D-glucopyranosyl-(1->2)-α-L-arabinopyranosyl oleanolic acid and 3-O-β-D-glucopyranosyl-(1->2)-α-L-arabinopyranosyl hederagenin respectively. - Keywords: Fatsia japonica; Araliaceae; mature fruits; 3,28-O-bisglycidic triterpenoid saponins.