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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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
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
V Duraipandiyan et al.
Folia histochemica et cytobiologica, 48(2), 311-313 (2010-08-03)
The present study was designed to evaluate the antifungal activity of Azima tetracantha extracts and isolated compound (friedelin) against fungi. Antifungal activity was carried out using broth microdilution method and fractions were collected using (silica gel) column chromatography. The antifungal
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 855022-1G | 04061826664926 |