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Merck
CN

855022

Sigma-Aldrich

无羁萜

technical grade

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别名:
木栓酮, 软木三萜酮
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

形式

solid

mp

262-265 °C (lit.)

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.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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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)
Microwave assisted one-pot synthesis of pyrazine derivatives of pentacyclic triterpenoids and their biological activity
Ghosh P, et al.
Indian J. Chem. B, 50B(11), 1519-1523 (2011)
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)

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