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Merck

855022

Sigma-Aldrich

Friedelin

technical grade

Synonim(y):

(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

Wzór empiryczny (zapis Hilla):
C30H50O
Numer CAS:
Masa cząsteczkowa:
426.72
Beilstein:
1916451
Numer WE:
Numer MDL:
Kod UNSPSC:
12352115
Identyfikator substancji w PubChem:
NACRES:
NA.22

klasa czystości

technical grade

Postać

solid

mp

262-265 °C (lit.)

ciąg SMILES

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

Klucz InChI

OFMXGFHWLZPCFL-SVRPQWSVSA-N

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Opis ogólny

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.

Zastosowanie

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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Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)


Certyfikaty analizy (CoA)

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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.
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
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
Effects of 8-Hydroxyisocapnolactone-2-3-diol and friedelin on mast cell degranulation
Sahid MNA, et al.
Asian Pacific Journal of Tropical Medicine, 10(11), 1043-1046 (2017)

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