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FRIEDELIN

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FRIEDELIN Basic information

Product Name:
FRIEDELIN
Synonyms:
  • FRIEDELAN-3-ONE
  • FRIEDELIN
  • DA-FRIEDOOLEANAN-3-ONE
  • FRIEDELIN, TECH.
  • FRIEDELIN hplc
  • FRIEDELIN WITH HPLC
  • DA-friedooleanan-3-one, Friedelan-3-one
  • D:A-Friedooleanan-3-one (van) (8ci)(9ci)
CAS:
559-74-0
MF:
C30H50O
MW:
426.72
EINECS:
209-205-1
Product Categories:
  • Tri-Terpenoids
Mol File:
559-74-0.mol
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FRIEDELIN Chemical Properties

Melting point:
262-265 °C (lit.)
alpha 
D -27.8° (chloroform)
Boiling point:
477.2±13.0 °C(Predicted)
Density 
0.963±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Off-White
optical activity
-2214 (c 0.8, CHCl3)
Merck 
13,4293
BRN 
1916451
LogP
10.287 (est)
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Safety Information

WGK Germany 
3

MSDS

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FRIEDELIN Usage And Synthesis

Uses

Friedelin is a flavonoid extract which displays radical scavenging and anti-typhoid activity.

Uses

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.

Definition

ChEBI: Friedelin is a pentacyclic triterpenoid that is perhydropicene which is substituted by an oxo group at position 3 and by methyl groups at the 4, 4a, 6b, 8a, 11, 11, 12b, and 14a-positions (the 4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS-enantiomer). It is the major triterpenoid constituent of cork. It has a role as an anti-inflammatory drug, a non-narcotic analgesic, an antipyretic and a plant metabolite. It is a pentacyclic triterpenoid and a cyclic terpene ketone.

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.

in vivo

Friedelin (40 mg/kg, p.o., single dose) exhibits potent anti-inflammatory activity in the carrageenan (HY-125474)-induced acute inflammation Wistar rat model[2]. Friedelin (30 mg/kg, i.p., once daily, for 14 days) alleviats neuronal dysfunction and memory impairment in the scopolamine (HY-N0296)-induced neurodegeneration mouse model[3]. Friedelin (40 μM, local injection near the right Achilles tendon, once weekly, for 4 weeks) prevents the progression of tendinopathy in the type I collagenase (HY-E70005A)-induced tendinopathy C57BL/6 mouse model[4].

Animal Model:Scopolamine (HY-N0296)-induced neurodegeneration mice model[3]
Dosage:30 mg/kg
Administration:Intraperitoneal injection (i.p.), once daily, for 14 days
Result:Improved scopolamine-induced oxidative stress, neurodegeneration, and memory impairment.
Animal Model:Carrageenan (HY-125474)-induced acute inflammation Wistar rats model[2]
Dosage:40 mg/kg
Administration:Oral gavage (p.o.), single dose
Result:Maximally inhibited acute inflammatory response, significantly reduced paw edema thickness.
Animal Model:Collagenase Type I (HY-E70005A)-induced tendinopathy C57BL/6 mice model[4]
Dosage:40 μM
Administration:Local injection near the right Achilles tendon, once weekly, for 4 weeks
Result:Significantly improved tendon mechanical strength, reduced inflammatory cell infiltration, restored ordered collagen fiber arrangement.

IC 50

CYP2; CYP3

FRIEDELINSupplier

Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Email
market03@meryer.com
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Email
sales@BioChemBest.com
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Email
info@chemlin.com.cn
Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400 638 7771
Email
sales@heowns.com
BioBioPha Co., Ltd.
Tel
0871-65217109 13211707573;
Email
y.liu@mail.biobiopha.com
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