n-Octacosane

Names

[ CAS No. ]:
630-02-4

[ Name ]:
n-Octacosane

[Synonym ]:
N-o-Carbomethoxyphenyl-N'-phenylthiourea
Benzoic acid,2-[[(phenylamino)thioxomethyl]amino]-,methyl ester
EINECS 211-125-7
MFCD00009355
n-Octakosan
n-Octacosane

Biological Activity

[Description]:

Octacosane is an endogenous metabolite with antibacterial activity. Octacosane shows high cytotoxicity against murine melanoma B16F10-Nex2 cells besides inducing protection against a grafted subcutaneous melanoma. Octacosane has the larvicidal activity against mosquito Culex quinquefasciatus with the LC50 concentration of 7.2 mg/l[1][2][3].

[Related Catalog]:

Research Areas >> Cancer

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Anti-infection >> Bacterial

[Target]

Human Endogenous Metabolite

[In Vitro]

二十八烷 (12.5-100 μg/ml; 18 小时) 对 B16F10-Nex2 细胞具有很强的细胞毒活性，IC50 值为 41.08 μg/ml[1]。 Cell Cytotoxicity Assay[1] Cell Line: B16F10-Nex2 cells Concentration: 12.5, 25, 50, 100 μg/ml Incubation Time: 18 h Result: Displayed strong cytotoxic activity on B16F10-Nex2 cells, with an IC50 value of 41.08 μg/ml

[In Vivo]

二十八烷 (500 μg; 在与原始细胞移植相关的外周部位注射; 每天; 35 天) 可显着延缓肿瘤进展，并具有显着的抗肿瘤作用[1]。 Animal Model: C57Bl/6 mice with B16F10-Nex2 Cellsl[1] Dosage: 500 μg Administration: Injected at peripheral sites in relation to the original cell grafting; daily; 35 days Result: Resulted in a significant delay of tumor progression with a significant antitumor effect. The survival rate of treated groups was significantly increased.

[References]

[1]. Carlos R Figueiredo, et al. Pyrostegia venusta heptane extract containing saturated aliphatic hydrocarbons induces apoptosis on B16F10-Nex2 melanoma cells and displays antitumor activity in vivo. Pharmacogn Mag. 2014 Apr;10(Suppl 2):S363-76.

[2]. S Rajkumar, et al. Mosquitocidal activities of octacosane from Moschosma polystachyum Linn (lamiaceae). J Ethnopharmacol. 2004 Jan;90(1):87-9.

[3]. Sameh S M Soliman, et al. Effective targeting of breast cancer cells (MCF7) via novel biogenic synthesis of gold nanoparticles using cancer-derived metabolites. PLoS One. 2020 Oct 6;15(10):e0240156.

Chemical & Physical Properties

[ Boiling Point ]:
278 °C15 mm Hg(lit.)

[ Melting Point ]:
57-62 °C(lit.)

[ Molecular Formula ]:
C₂₈H₅₈

[ Molecular Weight ]:
394.76000

[ Flash Point ]:
227 °C

[ Exact Mass ]:
394.45400

[ LogP ]:
11.16880

[ Vapour density ]:
13.6 (vs air)

[ Vapour Pressure ]:
<1 mm Hg ( 20 °C)

[ Index of Refraction ]:
1.4330 (70ºC)

[ Stability ]:
Stable. Combustible. Incompatible with strong oxidizing agents.

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ Packaging Group ]:
II; III

[ Hazard Class ]:
4.1

[ HS Code ]:
29011090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 29011090

Articles

Cuticular wax biosynthesis is up-regulated by the MYB94 transcription factor in Arabidopsis.

Plant Cell Physiol. 56(1) , 48-60, (2015)

The aerial parts of all land plants are covered with hydrophobic cuticular wax layers that act as the first barrier against the environment. The MYB94 transcription factor gene is expressed in abundan...

Uptake and utilization of n-octacosane and n-nonacosane by Arthrobacter nicotianae KCC B35.

J. Appl. Bacteriol. 80(4) , 370-4, (1996)

Arthrobacter nicotianae KCC B35 isolated from blue-green mats densely covering oil sediments along the Arabian Gulf coast grew well on C10 to C40 n-alkanes as sole sources of carbon and energy. Growth...

[Chemical constituents of Astragalus chinensis L].

Zhongguo Zhong Yao Za Zhi 20(5) , 296-7, 320, (1995)

Three compounds have been isolated from the seeds of Astragalus chinensis. Their structures were identified on the basis of spectral data (UV, 13CNMR, 1HNMR, IR and MS) as octacosane, daucosterol and ...