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FRIEDELIN

CAS No.
559-74-0
Chemical Name:
FRIEDELIN
Synonyms
FRIEDELAN-3-ONE;FRIEDELIN;Nsc 55141;Friedeline;FRIEDELIN hplc;3-Friedelanone;Einecs 209-205-1;FRIEDELIN, TECH.;FRIEDELIN WITH HPLC;DA-FRIEDOOLEANAN-3-ONE
CBNumber:
CB8702821
Molecular Formula:
C30H50O
Molecular Weight:
426.72
MDL Number:
MFCD00017296
MOL File:
559-74-0.mol
MSDS File:
SDS
Last updated:2025-07-16 20:18:59

FRIEDELIN 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)
FDA UNII AK21264UAD
UNSPSC Code 85151701
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
WGK Germany  3

FRIEDELIN price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 855022 Friedelin technical grade 559-74-0 1g $428 2025-07-31 Buy
Sigma-Aldrich 92187 Friedelin analytical standard 559-74-0 10mg $214 2022-05-15 Buy
TRC F765000 Friedelin 559-74-0 10mg $250 2021-12-16 Buy
Usbiological 361792 Friedelin 559-74-0 10mg $632 2021-12-16 Buy
Biorbyt Ltd orb593936 Friedelin 559-74-0 10mg $666.4 2021-12-16 Buy
Product number Packaging Price Buy
855022 1g $428 Buy
92187 10mg $214 Buy
F765000 10mg $250 Buy
361792 10mg $632 Buy
orb593936 10mg $666.4 Buy

FRIEDELIN Chemical Properties,Uses,Production

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

59995-80-1
559-74-0
Synthesis of FRIEDELIN from 21-hydroxyfriedelan-3-one
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Hebei Yanxi Chemical Co., Ltd.
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TargetMol Chemicals Inc.
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Aktin Chemicals, Inc.
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View Lastest Price from FRIEDELIN manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Friedelin pictures 2025-07-16 Friedelin
559-74-0
US $81.00-318.00 / mg 98.87% 10g TargetMol Chemicals Inc.
friedelin pictures 2025-06-20 friedelin
559-74-0
US $0.00 / kg 1kg 0.99 20tons Hebei Yanxi Chemical Co., Ltd.
Friedelin pictures 2023-02-24 Friedelin
559-74-0
US $0.00 / mg 5mg ≥95%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
  • Friedelin pictures
  • Friedelin
    559-74-0
  • US $81.00-318.00 / mg
  • 98.87%
  • TargetMol Chemicals Inc.
  • friedelin pictures
  • friedelin
    559-74-0
  • US $0.00 / kg
  • 0.99
  • Hebei Yanxi Chemical Co., Ltd.
  • Friedelin pictures
  • Friedelin
    559-74-0
  • US $0.00 / mg
  • ≥95%(HPLC)
  • Shanghai Standard Technology Co., Ltd.
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) Einecs 209-205-1 Friedeline Nsc 55141 Friedelin,DA-friedooleanan-3-one, Friedelan-3-one 3-Friedelanone (4β,5β,8α,9β,10α,13α,14β)-5,9,13-Trimethyl-24,25,26-trinoroleanan-3-one Friedelin technical grade 24,25,26-Trinoroleanan-3-one, 5,9,13-trimethyl-, (4β,5β,8α,9β,10α,13α,14β)- (4R,4aS,6aS,6aS,6bR,8aR,12aR,14aS,14bS)-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one Blue light glue cutter FRIEDELAN-3-ONE 559-74-0 Asymmetric Synthesis Chiral Building Blocks Analytical Standards Alphabetic Analytical Chromatography Product Catalog FM - FZ Complex Molecules Tri-Terpenoids