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Friedelanol

$800

  • Brand : BIOFRON

  • Catalogue Number : BN-O2111

  • Specification : 98%(HPLC)

  • CAS number : 5085-72-3

  • Formula : C30H52O

  • Molecular Weight : 428.7

  • PUBCHEM ID : 101341

  • Volume : 5mg

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Catalogue Number

BN-O2111

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

-20℃

Molecular Weight

428.7

Appearance

Cryst.

Botanical Source

This product is isolated and purified from the herbs of Celastrus stylosus Wall.

Structure Type

Triterpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC1C(CCC2C1(CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C)C)C)C)C)C)O

Synonyms

epi-Friedelanol/friedelinol/Friedelan-3α-ol/(3R,4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-4,4a,6b,8a,11,11,12b,14a-octamethyldocosahydropicen-3-ol/Friedelan-3.alpha.-ol/(3R,4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-4,4a,6b,8a,11,11,12b,14a-Octamethyldocosahydro-3-picenol/(3S,4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-4,4a,6b,8a,11,11,12b,14a-Octamethyldocosahydropicen-3-ol/3Beta-Friedelanol/3-Picenol, docosahydro-4,4a,6b,8a,11,11,12b,14a-octamethyl-, (3R,4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-/Epifriedelanol/3-Picenol, docosahydro-4,4a,6b,8a,11,11,12b,14a-octamethyl-, (3S,4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-/3β-Friedelanol/Friedelal/3beta-Hydroxyfriedelane/(3S,4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-4,4a,6b,8a,11,11,12b,14a-Octamethyldocosahydro-3-picenol/Epifriendelanol/epifriedelenol

IUPAC Name

(3R,4R,4aS,6aS,6aS,6bR,8aR,12aR,14aS,14bS)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicen-3-ol

Applications

Density

1.0±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

199.6±12.3 °C

Boiling Point

478.3±13.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C30H52O/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/h20-24,31H,9-19H2,1-8H3

InChl Key

XCDQFROEGGNAER-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

2933390000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:5085-72-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

28533130

Abstract

Pouteria ramiflora (Mart.) Radlk. (Sapotaceae) is a species used by inhabitants from the Cerrado for its edible fruits and medicinal value. Hexane crude extracts from leaves and fractions were evaluated for in vitro α-amylase inhibitory activity and antioxidant potential. The fraction with the highest α-amylase inhibitory activity was submitted to a phytochemical study. Three triterpenes were isolated, friedelin, epi-friedelanol, and taraxerol. This is the first report of these compounds isolated from P. ramiflora. Moreover, this is the first report of friedelin isolated from Pouteria sp. Epi-friedelanol was present in significant amounts, suggesting that this compound could be a candidate marker for this species.

KEYWORDS

Cerrado; Epi-friedelanol; Friedelin; Pouteria ramiflora; Sapotaceae; Taraxerol.

Title

Triterpenes From Pouteria Ramiflora (Mart.) Radlk. Leaves (Sapotaceae)

Publish date

2017 Nov;

PMID

28638870

Abstract

Background: Present investigation evaluates the antitumor activity of epifriedelinol for the management of cervical cancer by inducing process of apoptosis.

Methods: Human Cervical Cancer Cell Line, C33A and HeLa were selected for study and treated with epifriedelinol at a concentration of (50-1000 µg/ml). Cytotoxicity of epifriedelinol was estimated by MTT assay and induction of apoptosis was assessed by estimating the activity of caspase 3, 8 and 9 enzyme, apoptosis assay and translocation of cytochrome c. Moreover an expression of several proteins that plays role in the apoptosis process was estimated by western blot method.

Results: Result of the study suggested that treatment with epifriedelinol significantly decrease the viability count of cancerous cell in a dose perndent manner and also enhances the formation of oligonucleosome in both the cell lines. However activity of caspase enzymes and translocation of cytochrome c were enhanced after treatment with epifriedelinol. It was also observed that epifriedelinol treatment alters the ratio of pro-apoptotic to anti-apoptotic proteins and enhances the expressions of inhibitor of apoptosis proteins (IAP).

Conclusion: Result of our study proves the anticancer activity of epifriedelinol in cervical cancer by inducing apoptosis as treatment with it enhances the production of oligonucleosomes, translocation of cytochrome c and activity caspase enzymes.

KEYWORDS

Apoptosis; C33A and HeLa; Epifriedelinol; MTT assay; cervical cancer.

Title

APOPTOSIS INDUCTION OF EPIFRIEDELINOL ON HUMAN CERVICAL CANCER CELL LINE

Author

Jie Yang 1, Jing Fa 2, Bingxing Li 3

Publish date

2017 Jun 5

PMID

26581126

Abstract

A rapid and sensitive liquid chromatography tandem mass spectrometry (LC/MS/MS) method was developed and validated using spinasterol as the internal standard (IS) for the simultaneous determination of shionone and epi-friedelinol in rat plasma. Plasma samples were pretreated using liquid-liquid extraction with ethyl ether. Chromatographic separation was achieved on a C18 column (100 × 2.1 mm, 5 μm) with an isocratic elution consisting of acetonitrile-0.1% formic acid water (75:25, v/v) at a flow rate of 0.30 mL/min. Detection was performed under the selected reaction monitoring scan using an electrospray ionization in the positive ion mode. The mass transitions were as follows: m/z 427.4 → 95.1 for shionone, m/z 411.4 → 205.2 for epi-friedelinol and m/z 395.3 → 105.2 for IS. All calibration curves exhibited good linearity (r > 0.995) over the concentration range for both components. The intra- and inter-day precisions at three QC and lower limit of quantitation levels were both <10.21% in terms of relative standard deviation, and the accuracy ranged from -7.13 to 8.02% in terms of relative error. The extraction recoveries of the compounds ranged from 82.07 to 89.81%. The developed method was successfully applied to the pharmacokinetic study of shionone and epi-friedelinol after oral administration of Aster tataricus extract to rats. Copyright © 2015 John Wiley & Sons, Ltd.

KEYWORDS

aster tataricus extract; epi-friedelinol; pharmacokinetic study; shionone.

Title

Development and Validation of an LC/MS/MS Method for Simultaneous Determination of Shionone and Epi-Friedelinol in Rat Plasma for Pharmacokinetic Study After Oral Administration of Aster Tataricus Extract

Author

De-Feng Yin 1, Kai Zhou 1, Ji-Tao Liu 1, Li Hu 1, Ying Liu 1, Jun Deng 2, Song-Ping Wang 2, Ying Xiong 2, Wu Zhong 1

Publish date

2016 Jul;