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ChemicalBook--->CAS DataBase List--->559-74-0

559-74-0

559-74-0 Structure

559-74-0 Structure
IdentificationBack Directory
[Name]

FRIEDELIN
[CAS]

559-74-0
[Synonyms]

FRIEDELIN
Nsc 55141
Friedeline
3-Friedelanone
FRIEDELIN hplc
FRIEDELAN-3-ONE
FRIEDELIN, TECH.
Einecs 209-205-1
FRIEDELIN WITH HPLC
DA-FRIEDOOLEANAN-3-ONE
Friedelin technical grade
DA-friedooleanan-3-one, Friedelan-3-one
D:A-Friedooleanan-3-one (van) (8ci)(9ci)
Friedelin,DA-friedooleanan-3-one, Friedelan-3-one
(4β,5β,8α,9β,10α,13α,14β)-5,9,13-Trimethyl-24,25,26-trinoroleanan-3-one
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
[EINECS(EC#)]

209-205-1
[Molecular Formula]

C30H50O
[MDL Number]

MFCD00017296
[MOL File]

559-74-0.mol
[Molecular Weight]

426.72
Chemical PropertiesBack Directory
[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 ]

neat
[color ]

White to Off-White
[optical activity]

-2214 (c 0.8, CHCl3)
[Merck ]

13,4293
[BRN ]

1916451
[LogP]

10.287 (est)
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[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.

[Uses]

Friedelin is a flavonoid extract which displays radical scavenging and anti-typhoid activity.
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

FRIEDELIN(559-74-0)MS
FRIEDELIN(559-74-0)IR1
FRIEDELIN(559-74-0)IR2
FRIEDELIN(559-74-0)Raman
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