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Merck
CN

855022

Sigma-Aldrich

无羁萜

technical grade

别名:

木栓酮, 软木三萜酮

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About This Item

经验公式(希尔记法):
C30H50O
CAS号:
分子量:
426.72
Beilstein:
1916451
EC 号:
MDL编号:
UNSPSC代码:
12352115
PubChem化学物质编号:
NACRES:
NA.22

等级

technical grade

质量水平

表单

solid

mp

262-265 °C (lit.)

官能团

ketone

SMILES字符串

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

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一般描述

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.

应用

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.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Ramesh Kumari et al.
Journal of ethnopharmacology, 138(1), 256-259 (2011-09-24)
Commiphora berryi is traditionally used for the treatment of cold and fever as well as for wound healing in the southern parts of India. The present study was designed to investigate in vitro soybean lipoxygenase inhibitory activity of crude extracts
Iridium-catalyzed intermolecular amidation of sp3 C-H bonds: late-stage functionalization of an unactivated methyl group
Kang T, et al.
Journal of the American Chemical Society, 136(11), 4141-4144 (2014)
Synthesis of friedelan triterpenoid analogs with DNA topoisomerase IIα inhibitory activity and their molecular docking studies
Mandal A, et al.
European Journal of Medicinal Chemistry, 54(11), 137-143 (2012)
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
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.

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