Cas no 152243-70-4 (Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)-)

Olean-12-en-28-oic acid, 3,6,23-trihydroxy-, (3β,4α,6β)-, is a triterpenoid derivative characterized by its hydroxylated oleanane skeleton. This compound exhibits a well-defined stereochemistry at the 3β, 4α, and 6β positions, contributing to its structural specificity and potential bioactivity. The presence of multiple hydroxyl groups enhances its solubility and reactivity, making it a valuable intermediate in synthetic and medicinal chemistry. Its oleanane core is associated with anti-inflammatory, hepatoprotective, and antimicrobial properties, as observed in related triterpenoids. The compound's purity and stability under standard conditions ensure consistent performance in research applications, particularly in studies exploring natural product derivatives or structure-activity relationships.
Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)- structure
152243-70-4 structure
Product Name:Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)-
CAS No:152243-70-4
MF:C30H48O5
MW:488.699130058289
CID:97992
PubChem ID:57397367
Update Time:2025-06-07

Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)- Chemical and Physical Properties

Names and Identifiers

    • Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)-
    • 3b,6b,23-Trihydroxyolean-12-en-28-oic acid
    • Uncargenin C
    • Uncargenin C.
    • [ "3", "6", "23-Trihydroxy-12-oleanen-28-oic acid" ]
    • 3
    • (4aS,6aR,6aS,6bR,8R,8aR,9R,10S,12aR,14bS)-8,10-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
    • 152243-70-4
    • 8,10-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
    • NCGC00385553-01
    • B0005-167519
    • CS-0016400
    • CHEMBL1910839
    • 3beta,6beta,23-trihydroxyolean-12-en-28-oic acid
    • FS-10411
    • Q27137708
    • AKOS032961622
    • CHEBI:69369
    • HY-N1112
    • DA-58888
    • Inchi： 1S/C30H48O5/c1-25(2)11-13-30(24(34)35)14-12-28(5)18(19(30)15-25)7-8-21-26(3)10-9-22(33)27(4,17-31)23(26)20(32)16-29(21,28)6/h7,19-23,31-33H,8-17H2,1-6H3,(H,34,35)
    • InChI Key： XRRLUGUSXUFEDF-UHFFFAOYSA-N
    • SMILES： OC1CC2(C)C3(C)CCC4(C(=O)O)CCC(C)(C)CC4C3=CCC2C2(C)CCC(C(C)(CO)C21)O

Computed Properties

  • Exact Mass: 488.35
  • Monoisotopic Mass: 488.35
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 35
  • Rotatable Bond Count: 2
  • Complexity: 941
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 10
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 98A^2
  • XLogP3: 5.5

Experimental Properties

  • Color/Form: Powder
  • Density: 1.2±0.1 g/cm3
  • Boiling Point: 621.5±55.0 °C at 760 mmHg
  • Flash Point: 343.7±28.0 °C
  • PSA: 97.99000
  • LogP: 5.17680
  • Vapor Pressure: 0.0±4.1 mmHg at 25°C

Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)- Security Information

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Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)- Related Literature

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Additional information on Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)-

Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)- (CAS No. 152243-70-4): A Comprehensive Overview

Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)- (CAS No. 152243-70-4) is a triterpenoid compound that has garnered significant attention in the fields of chemistry and pharmacology due to its unique structural features and potential biological activities. This compound belongs to the class of oleanane triterpenoids, which are widely distributed in nature and have been extensively studied for their diverse biological properties.

The chemical structure of Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)- is characterized by a five-ring skeleton with specific hydroxyl groups at positions 3, 6, and 23. The presence of these hydroxyl groups imparts unique chemical reactivity and biological activity to the molecule. The compound is also known by its systematic name oleanolic acid, although the specific stereochemistry and functional group placement make it distinct from other oleanolic acid derivatives.

Recent research studies have highlighted the potential therapeutic applications of Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)-. One of the most notable areas of interest is its anti-inflammatory properties. In vitro and in vivo studies have demonstrated that this compound can effectively inhibit the production of pro-inflammatory cytokines such as TNF-α and IL-6. This makes it a promising candidate for the development of anti-inflammatory drugs for conditions such as arthritis and inflammatory bowel disease.

Another significant area of research is the antioxidant activity of Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)-. Studies have shown that it can scavenge free radicals and protect cells from oxidative damage. This property is particularly relevant in the context of neurodegenerative diseases and cardiovascular disorders where oxidative stress plays a crucial role. The antioxidant potential of this compound has also been linked to its ability to upregulate antioxidant enzymes such as superoxide dismutase (SOD) and catalase.

In addition to its anti-inflammatory and antioxidant properties, Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)- has shown promise in cancer research. Preclinical studies have demonstrated its ability to induce apoptosis in various cancer cell lines while sparing normal cells. The mechanism of action involves the modulation of signaling pathways such as p53 and Bcl-2. These findings suggest that this compound could be a valuable lead for the development of novel anticancer agents.

The pharmacokinetic properties of Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)- have also been investigated to assess its suitability for therapeutic use. Studies have shown that it has good oral bioavailability and a favorable pharmacokinetic profile. However, further research is needed to optimize its delivery methods and enhance its therapeutic efficacy.

From a synthetic chemistry perspective, the preparation of Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)- involves complex multistep processes due to its intricate structure. Recent advancements in synthetic methods have led to more efficient routes for its synthesis. These methods often involve stereoselective reactions to ensure the correct stereochemistry at key positions.

The environmental impact of Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)- is another important consideration. While it is not classified as a hazardous or controlled substance, its production and use should be monitored to ensure environmental sustainability. Research into green synthesis methods and biodegradability is ongoing to minimize any potential environmental impact.

In conclusion, Olean-12-en-28-oicacid, 3,6,23-trihydroxy-, (3b,4a,6b)- (CAS No. 152243-70-4) is a multifaceted compound with significant potential in various therapeutic areas. Its unique chemical structure and biological activities make it an attractive target for further research and development. As ongoing studies continue to uncover new insights into its mechanisms of action and therapeutic applications, this compound holds promise for addressing unmet medical needs in inflammation-related diseases and cancer.

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