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
• UNSPSC Code: 12352115
• NACRES: NA.22
• PubChem Substance ID: 24888367
• EC Number: 209-205-1
• Beilstein/REAXYS Number: 1916451
• MDL number: MFCD00017296
• Form: solid

Eigenschaften

• grade: technical grade
• form: solid
• mp: 262-265 °C (lit.)
• functional group: 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
• InChI key: OFMXGFHWLZPCFL-SVRPQWSVSA-N

Beschreibung

General description

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.

Application

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 and friedelin ketoxime.
• Oxygenated friedelin derivatives as potent DNA topoisomerase IIα inhibitors.
• Its 1,4-pyrazine derivatives as potent antimicrobial agents.

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• Was ist los?: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• PSA (Persönliche Schutzausrüstung): Eyeshields, Gloves, type N95 (US)