855022
Friedelin
technical grade
Synonym(s):
(4β,5β,8α,9β,10α,13α,14β)-5,9,13-Trimethyl-24,25,26-trinoroleanan-3-one, DA-friedooleanan-3-one, Friedelan-3-one
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About This Item
Empirical Formula (Hill Notation):
C30H50O
CAS Number:
Molecular Weight:
426.72
UNSPSC Code:
12352115
NACRES:
NA.22
PubChem Substance ID:
EC Number:
209-205-1
Beilstein/REAXYS Number:
1916451
MDL number:
Form:
solid
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
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.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Ricardo A Pires et al.
Natural product communications, 6(11), 1577-1579 (2012-01-10)
Black condensates (BC) are wastes of the insulation corkboard industry that contain several valuable chemicals, including friedelin, a terpene exhibiting biological activity. Herein, we report a straightforward procedure to extract friedelin from BC. Using this procedure, we were able to
Jacqueline Pereira Vistuba et al.
Journal of chromatography. A, 1274, 159-164 (2013-01-02)
The aim of this study was to develop a separation method using multiple injections in a single experimental run (MISER) employing gas chromatography with flame ionization detection (GC-FID) for the first time, without instrument modification, to increase the instrumental throughput.
Paulrayer Antonisamy et al.
The Journal of pharmacy and pharmacology, 63(8), 1070-1077 (2011-07-02)
Friedelin was isolated from Azima tetracantha Lam. leaves collected from Kallakurichi, Villuppuram district, Tamil Nadu, India. The anti-inflammatory, analgesic and antipyretic activities of friedelin have been investigated in Wistar rats and mice. Friedelin was isolated from the hexane extract of
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 855022-1G | 04061826664926 |