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Alismol

$1,344

  • Brand : BIOFRON

  • Catalogue Number : BD-D1116

  • Specification : HPLC≥95%

  • CAS number : 87827-55-2

  • Formula : C15H24O

  • Molecular Weight : 220.4

  • PUBCHEM ID : 15934381

  • Volume : 5mg

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Catalogue Number

BD-D1116

Analysis Method

HPLC,NMR,MS

Specification

HPLC≥95%

Storage

2-8°C

Molecular Weight

220.4

Appearance

Oil

Botanical Source

Structure Type

Sesquiterpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC(C)C1=CC2C(CCC2(C)O)C(=C)CC1

Synonyms

alismol/guaianediol/(1R,3aS,8aR)-7-Isopropyl-1-methyl-4-methylene-1,2,3,3a,4,5,6,8a-octahydro-1-azulenol/1-Azulenol, 1,2,3,3a,4,5,6,8a-octahydro-1-methyl-4-methylene-7-(1-methylethyl)-, (1R,3aS,8aR)-

IUPAC Name

(1R,3aS,8aR)-1-methyl-4-methylidene-7-propan-2-yl-2,3,3a,5,6,8a-hexahydroazulen-1-ol

Applications

Density

1.0±0.1 g/cm3

Solubility

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

Flash Point

131.2±14.3 °C

Boiling Point

316.8±21.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C30H42N2O7/c1-5-32-15-27(39-26(33)16-8-6-7-9-19(16)31)11-10-23(37-3)29-21(27)13-18(24(29)32)28(34)14-20(36-2)17-12-22(29)30(28,35)25(17)38-4/h6-9,17-18,20-25,34-35H,5,10-15,31H2,1-4H3/t17-,18?,20+,21-,22+,23?,24?,25+,27-,28+,29?,30+/m1/s1

InChl Key

BUPJOLXWQXEJSQ-QLFBSQMISA-N

WGK Germany

RID/ADR

HS Code Reference

2933990000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:87827-55-2) 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

28474151

Abstract

Microglia activation plays an important role in the pathogenesis of various neurodegenerative diseases by producing neurotoxic factors, such as proinflammatory cytokines and nitric oxide (NO); therefore, suppression of microglia activation is a potential therapeutic approach against these diseases. Previous study showed that alismol, a sesquiterpenoid isolated from the roots of Vladimiria souliei inhibits interferon-γ-induced NO production in murine macrophage RAW264.7 cells. In the present study, we found that alismol reduced NO and prostaglandin E2 (PGE2) levels and suppressed the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) in lipopolysaccharide (LPS)-stimulated primary and cultured microglia. Alismol also inhibited the mRNA and protein expression of proinflammatory cytokines including interleukin (IL)-1β, IL-6, and tumor necrosis factor (TNF)-α. Further mechanistic studies revealed that alismol inhibited LPS-induced nuclear factor-κB (NF-κB) activation but not mitogen-activated protein kinase (MAPK) pathway. Finally, we demonstrated the neuroprotective effects of alismol in microglia-neuron coculture systems. Collectively, these results suggest that the inhibition of microglia activation by alismol may provide potential therapeutic strategy for various neuroinflammatory diseases.

KEYWORDS

Alismol; COX-2; Cytokine; Microglia; NF-κB; iNOS.

Title

Alismol, a Sesquiterpenoid Isolated From Vladimiria Souliei, Suppresses Proinflammatory Mediators in Lipopolysaccharide-Stimulated Microglia

Author

Dongdong Shi 1, Xiaoqiang Song 1, Yuanqiang Guo 2, Jing Xu 2, Yu Liu 1, Jingling Zhang 1, Chun-Ai Cui 3, Da-Qing Jin 4

Publish date

2017 May;

PMID

26666273

Abstract

Chemical composition and potent odorants that contribute to the characteristic odor of essential oil from Alismatis Rhizoma (tubers of Alisma orientale) were investigated by gas chromatography-mass spectrometry (GC-MS), GC-olfactometry (GC-O), aroma extract dilution analysis (AEDA) and relative flavor activity (RFA) methods. Fifty components, representing 94.5% of the total oil, were identified. In this study, we newly identified thirty-nine compounds in the oil from tubers of A. orientale. The major constituents of the essential oil were khusinol (36.2%), δ-elemene (12.4%), germacron (4.1%), alismol (3.8%), β-elemene (3.1%), and α-bisabolol (1.9%). Through sensory analysis, sixteen aroma-active compounds were detected and the key contributing aroma-active compounds were δ-elemene (woody, flavor dilution (FD)-factor = 4, RFA = 0.3) β-elemene (spicy, FD = 5, RFA = 0.7), spathulenol (green, FD = 5, RFA = 1.0), γ-eudesmol (woody, FD = 6, RFA = 1.5), and γ-cadinol (woody, FD = 5, RFA = 1.0). These compounds are thought to contribute to the odor from tubers of A. orientale. These results imply that the essential oil from the tubers of A. orientale deserve further investigations in the phytochemical and medicinal fields.

Title

Chemical Composition and Characteristic Odor Compounds in Essential Oil From Alismatis Rhizoma (Tubers of Alisma Orientale)

Author

Mitsuo Miyazawa 1, Seiji Yoshinaga, Yusei Kashima, Hiroshi Nakahashi, Nobuyuki Hara, Hiroki Nakagawa, Atsushi Usami

Publish date

2016

PMID

26134487

Abstract

Chemical investigation of the soft coral Lobophytum lobophytum collected from the Red Sea led to the isolation of a new compound gorgostan-5,25-dien-3β-ol (1), and two known compounds gorgosterol (2), and alismol (3). Structures were elucidated by employing extensive NMR and HR-ESI-MS experiments.

KEYWORDS

Lobophytum lobophytum; Red Sea; sesquiterpene; steriods.

Title

A New Steroid From the Red Sea Soft Coral Lobophytum Lobophytum

Author

Mohamed-Elamir F Hegazy 1, Tarik A Mohamed 1, Abdelsamed I Elshamy 2, Abuzeid A Hassanien 3, Nahla S Abdel-Azim 4, Mohamed A Shreadah 5, Ibrahim I Abdelgawad 3, Eman M Elkady 5, Paul W Pare 6

Publish date

2016;