855022

Friedelin

technical grade

• Synonym(e): DA-Friedooleanan-3-on, Friedelan-3-on
• Empirische Formel (Hill-System): C₃₀H₅₀O
• CAS-Nummer: 559-74-0
• Molekulargewicht: 426.72
• Beilstein: 1916451
• EG-Nummer: 209-205-1
• MDL-Nummer: MFCD00017296
• UNSPSC-Code: 12352115
• PubChem Substanz-ID: 24888367
• NACRES: NA.22

Eigenschaften

• Qualität: technical grade
• Qualitätsniveau: 100
• Form: solid
• mp (Schmelzpunkt): 262-265 °C (lit.)
• Funktionelle Gruppe: ketone
• SMILES String: C[C@H]1C(=O)CC[C@@H]2[C@]1(C)CC[C@H]3[C@@]2(C)CC[C@@]4(C)[C@@H]5CC(C)(C)CC[C@]5(C)CC[C@]34C
• InChI: 1S/C30H50O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20,22-24H,9-19H2,1-8H3/t20-,22+,23-,24+,26+,27+,28-,29+,30-/m0/s1
• InChIKey: OFMXGFHWLZPCFL-SVRPQWSVSA-N

Beschreibung

Allgemeine Beschreibung

Friedelin, a pentacyclic triterpene, is found in several plants like Cissus quadrangularis, Celastrus vulcanicola, Terminalia avicennioides, and Alangium salvifolium. It is known to act as a histamine H1 receptor (H1R) antagonist, anti-microbial, anti-HIV, and anti-cancer agent.[1][2][3]

Anwendung

Friedelin can be used as a starting material in the synthesis of:

• Friedel-3-enol acetate, friedel-2-oxo-3-enol acetate, friedel-2-ene derivatives[3] and friedelin ketoxime.[4]
• Oxygenated friedelin derivatives as potent DNA topoisomerase IIα inhibitors.[5]
• Its 1,4-pyrazine derivatives as potent antimicrobial agents.[6]

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)