SQUALANE (BioDeep_00000284401)

Main id: BioDeep_00000183938

 

PANOMIX_OTCML-2023 Antitumor activity natural product


代谢物信息卡片


SQUALANE

化学式: C30H62 (422.48512519999997)
中文名称: 角鲨烷
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C
InChI: InChI=1S/C30H62/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h25-30H,9-24H2,1-8H3

描述信息

Squalane, found in certain fish oils (especially shark liver oil), and some vegetable oils, is a saturated derivative of Squalene. Squalane shows anticancer, antioxidant, skin hydrating, and emollient activities[1].
Squalane, found in certain fish oils (especially shark liver oil), and some vegetable oils, is a saturated derivative of Squalene. Squalane shows anticancer, antioxidant, skin hydrating, and emollient activities[1].

同义名列表

1 个代谢物同义名

SQUALANE



数据库引用编号

8 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

21 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Josephine G LoRicco, Ingo Hoffmann, Antonino Caliò, Judith Peters. The membrane regulator squalane increases membrane rigidity under high hydrostatic pressure in archaeal membrane mimics. Soft matter. 2023 Aug; 19(33):6280-6286. doi: 10.1039/d3sm00352c. [PMID: 37553974]
  • Marta Salvador-Castell, Nicholas J Brooks, Roland Winter, Judith Peters, Philippe M Oger. Non-Polar Lipids as Regulators of Membrane Properties in Archaeal Lipid Bilayer Mimics. International journal of molecular sciences. 2021 Jun; 22(11):. doi: 10.3390/ijms22116087. [PMID: 34200063]
  • Marta Salvador-Castell, Maksym Golub, Nelli Erwin, Bruno Demé, Nicholas J Brooks, Roland Winter, Judith Peters, Philippe M Oger. Characterisation of a synthetic Archeal membrane reveals a possible new adaptation route to extreme conditions. Communications biology. 2021 06; 4(1):653. doi: 10.1038/s42003-021-02178-y. [PMID: 34079059]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Marta Salvador-Castell, Bruno Demé, Phil Oger, Judith Peters. Lipid Phase Separation Induced by the Apolar Polyisoprenoid Squalane Demonstrates Its Role in Membrane Domain Formation in Archaeal Membranes. Langmuir : the ACS journal of surfaces and colloids. 2020 07; 36(26):7375-7382. doi: 10.1021/acs.langmuir.0c00901. [PMID: 32515591]
  • Marta Salvador-Castell, Nicholas J Brooks, Judith Peters, Philippe Oger. Induction of non-lamellar phases in archaeal lipids at high temperature and high hydrostatic pressure by apolar polyisoprenoids. Biochimica et biophysica acta. Biomembranes. 2020 02; 1862(2):183130. doi: 10.1016/j.bbamem.2019.183130. [PMID: 31734311]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Jinqiu Zhang, Jinfeng Miao, Xiangan Han, Yu Lu, Bihua Deng, Fang Lv, Yanhong Zhao, Chan Ding, Jibo Hou. Development of a novel oil-in-water emulsion and evaluation of its potential adjuvant function in a swine influenza vaccine in mice. BMC veterinary research. 2018 Dec; 14(1):415. doi: 10.1186/s12917-018-1719-2. [PMID: 30577861]
  • Michel R Corboz, Zhili Li, Vladimir Malinin, Adam J Plaunt, Donna M Konicek, Franziska G Leifer, Kuan-Ju Chen, Charles E Laurent, Han Yin, Marzena C Biernat, Dany Salvail, Jianguo Zhuang, Fadi Xu, Aidan Curran, Walter R Perkins, Richard W Chapman. Preclinical Pharmacology and Pharmacokinetics of Inhaled Hexadecyl-Treprostinil (C16TR), a Pulmonary Vasodilator Prodrug. The Journal of pharmacology and experimental therapeutics. 2017 12; 363(3):348-357. doi: 10.1124/jpet.117.242099. [PMID: 28904003]
  • Richard A Graves, Grace A Ledet, Cedric A Nation, Yashoda V Pramar, Levon A Bostanian, Tarun K Mandal. Effect of squalane on mebendazole-loaded Compritol® nanoparticles. Journal of biomaterials science. Polymer edition. 2015; 26(13):868-80. doi: 10.1080/09205063.2015.1061351. [PMID: 26062393]
  • Masahiro Okajima, Yuko Wada, Takashi Hosoya, Fumio Hino, Yoshiyasu Kitahara, Ken-ichi Shimokawa, Fumiyoshi Ishii. Preparation and physicochemical properties of surfactant-free emulsions using electrolytic-reduction ion water containing lithium magnesium sodium silicate. Drug discoveries & therapeutics. 2013 Apr; 7(2):90-4. doi: 10.5582/ddt.2013.v7.2.90. [PMID: 23715508]
  • Hideaki Kabuto, Tomoko T Yamanushi, Najma Janjua, Fusako Takayama, Mitsumasa Mankura. Effects of squalene/squalane on dopamine levels, antioxidant enzyme activity, and fatty acid composition in the striatum of Parkinson's disease mouse model. Journal of oleo science. 2013; 62(1):21-8. doi: 10.5650/jos.62.21. [PMID: 23357814]
  • Maria I Lioudyno, Matteo Broccio, Yuri Sokolov, Suhail Rasool, Jessica Wu, Michael T Alkire, Virginia Liu, J Ashot Kozak, Philip R Dennison, Charles G Glabe, Mathias Lösche, James E Hall. Effect of synthetic aβ peptide oligomers and fluorinated solvents on Kv1.3 channel properties and membrane conductance. PloS one. 2012; 7(4):e35090. doi: 10.1371/journal.pone.0035090. [PMID: 22563377]
  • Tokuma Fukuoka, Takashi Yanagihara, Seya Ito, Tomohiro Imura, Tomotake Morita, Hideki Sakai, Masahiko Abe, Dai Kitamoto. Reverse vesicle formation from the yeast glycolipid biosurfactant mannosylerythritol lipid-D. Journal of oleo science. 2012; 61(5):285-9. doi: 10.5650/jos.61.285. [PMID: 22531056]
  • Rahele Ghanbari, Farooq Anwar, Khalid M Alkharfy, Anwarul-Hassan Gilani, Nazamid Saari. Valuable nutrients and functional bioactives in different parts of olive (Olea europaea L.)-a review. International journal of molecular sciences. 2012; 13(3):3291-3340. doi: 10.3390/ijms13033291. [PMID: 22489153]
  • Radava R Korać, Kapil M Khambholja. Potential of herbs in skin protection from ultraviolet radiation. Pharmacognosy reviews. 2011 Jul; 5(10):164-73. doi: 10.4103/0973-7847.91114. [PMID: 22279374]
  • Hyun Jung Kim, Hyun Jung Park, Jae Nam Yun, Se Kyoo Jeong, Sung Ku Ahn, Seung Hun Lee. Pseudoceramide-containing physiological lipid mixture reduces adverse effects of topical steroids. Allergy, asthma & immunology research. 2011 Apr; 3(2):96-102. doi: 10.4168/aair.2011.3.2.96. [PMID: 21461248]
  • Peter Kusch, Susanne Deininger, Sabine Specht, Rudeka Maniako, Stefanie Haubrich, Tanja Pommerening, Paul Kong Thoo Lin, Achim Hoerauf, Annette Kaiser. In Vitro and In Vivo Antimalarial Activity Assays of Seeds from Balanites aegyptiaca: Compounds of the Extract Show Growth Inhibition and Activity against Plasmodial Aminopeptidase. Journal of parasitology research. 2011; 2011(?):368692. doi: 10.1155/2011/368692. [PMID: 21687598]
  • Graeme J M Cowan, Alison M Creasey, Kelwalin Dhanasarnsombut, Alan W Thomas, Edmond J Remarque, David R Cavanagh. A malaria vaccine based on the polymorphic block 2 region of MSP-1 that elicits a broad serotype-spanning immune response. PloS one. 2011; 6(10):e26616. doi: 10.1371/journal.pone.0026616. [PMID: 22073118]
  • Shinya Kato, Hikaru Taira, Hisae Aoshima, Yasukazu Saitoh, Nobuhiko Miwa. Clinical evaluation of fullerene-C60 dissolved in squalane for anti-wrinkle cosmetics. Journal of nanoscience and nanotechnology. 2010 Oct; 10(10):6769-74. doi: 10.1166/jnn.2010.3053. [PMID: 21137794]
  • Federica Camin, Luana Bontempo, Luca Ziller, Cristiana Piangiolino, Gianni Morchio. Stable isotope ratios of carbon and hydrogen to distinguish olive oil from shark squalene-squalane. Rapid communications in mass spectrometry : RCM. 2010 Jun; 24(12):1810-6. doi: 10.1002/rcm.4581. [PMID: 20499327]
  • Arlen A Guedez, Stephan Frömmel, Peter Diehl, Wilhelm Püttmann. Occurrence and temporal variations of TMDD in the river Rhine, Germany. Environmental science and pollution research international. 2010 Feb; 17(2):321-30. doi: 10.1007/s11356-009-0191-8. [PMID: 19526261]
  • Shinya Kato, Hisae Aoshima, Yasukazu Saitoh, Nobuhiko Miwa. Defensive effects of fullerene-C60 dissolved in squalane against the 2,4-nonadienal-induced cell injury in human skin keratinocytes HaCaT and wrinkle formation in 3D-human skin tissue model. Journal of biomedical nanotechnology. 2010 Feb; 6(1):52-8. doi: 10.1166/jbn.2010.1091. [PMID: 20499832]
  • Monica Ottaviani, Emanuela Camera, Mauro Picardo. Lipid mediators in acne. Mediators of inflammation. 2010; 2010(?):. doi: 10.1155/2010/858176. [PMID: 20871834]
  • Eun-Jin Yang, Ji-Young Moon, Jung-Soon Lee, Jaesook Koh, Nam Ho Lee, Chang-Gu Hyun. Acanthopanax koreanum fruit waste inhibits lipopolysaccharide-induced production of nitric oxide and prostaglandin E2 in RAW 264.7 macrophages. Journal of biomedicine & biotechnology. 2010; 2010(?):715739. doi: 10.1155/2010/715739. [PMID: 20368786]
  • L Harivardhan Reddy, Jack-Michel Renoir, Veronique Marsaud, Sinda Lepetre-Mouelhi, Didier Desmaële, Patrick Couvreur. Anticancer efficacy of squalenoyl gemcitabine nanomedicine on 60 human tumor cell panel and on experimental tumor. Molecular pharmaceutics. 2009 Sep; 6(5):1526-35. doi: 10.1021/mp900099e. [PMID: 19634915]
  • L L Jahnke, V J Orphan, T Embaye, K A Turk, M D Kubo, R E Summons, D J DES Marais. Lipid biomarker and phylogenetic analyses to reveal archaeal biodiversity and distribution in hypersaline microbial mat and underlying sediment. Geobiology. 2008 Aug; 6(4):394-410. doi: 10.1111/j.1472-4669.2008.00165.x. [PMID: 18564188]
  • Thomas E Ichim, Zhaohui Zhong, Shalesh Kaushal, Xiufen Zheng, Xiubao Ren, Xishan Hao, James A Joyce, Harold H Hanley, Neil H Riordan, James Koropatnick, Vladimir Bogin, Boris R Minev, Wei-Ping Min, Richard H Tullis. Exosomes as a tumor immune escape mechanism: possible therapeutic implications. Journal of translational medicine. 2008 Jul; 6(?):37. doi: 10.1186/1479-5876-6-37. [PMID: 18644158]
  • Vincent Dupres, Dominique Langevin, Patrick Guenoun, Antonio Checco, Gustavo Luengo, Frédéric Leroy. Wetting and electrical properties of the human hair surface: delipidation observed at the nanoscale. Journal of colloid and interface science. 2007 Feb; 306(1):34-40. doi: 10.1016/j.jcis.2006.10.030. [PMID: 17109878]
  • Thomas Hauss, Silvia Dante, Thomas H Haines, Norbert A Dencher. Localization of coenzyme Q10 in the center of a deuterated lipid membrane by neutron diffraction. Biochimica et biophysica acta. 2005 Nov; 1710(1):57-62. doi: 10.1016/j.bbabio.2005.08.007. [PMID: 16199002]
  • Chi-Feng Hung, Tsong-Long Hwang, Chia-Chun Chang, Jia-You Fang. Physicochemical characterization and gene transfection efficiency of lipid emulsions with various co-emulsifiers. International journal of pharmaceutics. 2005 Jan; 289(1-2):197-208. doi: 10.1016/j.ijpharm.2004.11.008. [PMID: 15652212]
  • Silvia Arpicco, Silvana Canevari, Maurizio Ceruti, Enrico Galmozzi, Flavio Rocco, Luigi Cattel. Synthesis, characterization and transfection activity of new saturated and unsaturated cationic lipids. Farmaco (Societa chimica italiana : 1989). 2004 Nov; 59(11):869-78. doi: 10.1016/j.farmac.2004.06.007. [PMID: 15544791]
  • Thomas Hauss, Silvia Dante, Norbert A Dencher, Thomas H Haines. Squalane is in the midplane of the lipid bilayer: implications for its function as a proton permeability barrier. Biochimica et biophysica acta. 2002 Dec; 1556(2-3):149-54. doi: 10.1016/s0005-2728(02)00346-8. [PMID: 12460672]
  • Kyung-Tae Lee, Sung-Ja Koo, Seung-Hee Jung, Jongwon Choi, Hyun-Ju Jung, Hee-Juhn Park. Structure of three new terpenoids, spiciformisins a and b, and monocyclosqualene, isolated from the herbs of Ligularia fischeri var. spiciformis and cytotoxicity. Archives of pharmacal research. 2002 Dec; 25(6):820-3. doi: 10.1007/bf02976998. [PMID: 12510832]
  • G R Matyas, N M Wassef, M Rao, C R Alving. Induction and detection of antibodies to squalene. Journal of immunological methods. 2000 Nov; 245(1-2):1-14. doi: 10.1016/s0022-1759(00)00268-4. [PMID: 11042279]
  • M M Berekaa, A Steinbüchel. Microbial degradation of the multiply branched alkane 2,6,10,15,19, 23-hexamethyltetracosane (Squalane) by Mycobacterium fortuitum and Mycobacterium ratisbonense. Applied and environmental microbiology. 2000 Oct; 66(10):4462-7. doi: 10.1128/aem.66.10.4462-4467.2000. [PMID: 11010899]
  • L A Hilgers, G Lejeune, I Nicolas, M Fochesato, B Boon. Sulfolipo-cyclodextrin in squalane-in-water as a novel and safe vaccine adjuvant. Vaccine. 1999 Jan; 17(3):219-28. doi: 10.1016/s0264-410x(98)00195-9. [PMID: 9987157]
  • S L Hoffman, R Edelman, J P Bryan, I Schneider, J Davis, M Sedegah, D Gordon, P Church, M Gross, C Silverman. Safety, immunogenicity, and efficacy of a malaria sporozoite vaccine administered with monophosphoryl lipid A, cell wall skeleton of mycobacteria, and squalane as adjuvant. The American journal of tropical medicine and hygiene. 1994 Nov; 51(5):603-12. doi: 10.4269/ajtmh.1994.51.603. [PMID: 7985753]
  • L A Hilgers, P L Platenburg, A Luitjens, B Groenveld, T Dazelle, M W Weststrate. A novel non-mineral oil-based adjuvant. II. Efficacy of a synthetic sulfolipopolysaccharide in a squalane-in-water emulsion in pigs. Vaccine. 1994 May; 12(7):661-5. doi: 10.1016/0264-410x(94)90273-9. [PMID: 8085386]
  • L A Hilgers, P L Platenburg, A Luitjens, B Groenveld, T Dazelle, M Ferrari-Laloux, M W Weststrate. A novel non-mineral oil-based adjuvant. I. Efficacy of a synthetic sulfolipopolysaccharide in a squalane-in-water emulsion in laboratory animals. Vaccine. 1994 May; 12(7):653-60. doi: 10.1016/0264-410x(94)90272-0. [PMID: 8085385]
  • H Kamimura, N Koga, K Oguri, H Yoshimura. Enhanced elimination of theophylline, phenobarbital and strychnine from the bodies of rats and mice by squalane treatment. Journal of pharmacobio-dynamics. 1992 May; 15(5):215-21. doi: 10.1248/bpb1978.15.215. [PMID: 1527697]
  • H Kamimura, K Fuchigami, H Inoue, R Kodama, H Yoshimura. [Studies on distribution and excretion of squalane in dogs administered for 2 weeks]. Fukuoka igaku zasshi = Hukuoka acta medica. 1991 May; 82(5):300-4. doi: NULL. [PMID: 1916603]
  • H Kamimura, N Koga, K Oguri, H Yoshimura, H Inoue, K Sato, M Ohkubo. [Studies on distribution, excretion and subacute toxicity of squalane in dogs]. Fukuoka igaku zasshi = Hukuoka acta medica. 1989 May; 80(5):269-80. doi: NULL. [PMID: 2744688]
  • E Richter. Stimulation of faecal excretion of hexachlorobenzene: a review. IARC scientific publications. 1986; ?(77):605-10. doi: NULL. [PMID: 3298039]
  • I R Garrett, M W Whitehouse, B Vernon-Roberts, P M Brooks. Ambivalent properties of gold drugs in adjuvant induced polyarthritis in rats. The Journal of rheumatology. 1985 Dec; 12(6):1079-82. doi: NULL. [PMID: 3937896]
  • E Richter, S G Schäfer, B Fichtl. Stimulation of the faecal excretion of 2,4,5,2',4',5'-hexachlorobiphenyl in rats by squalane. Xenobiotica; the fate of foreign compounds in biological systems. 1983 Jun; 13(6):337-43. doi: 10.3109/00498258309052272. [PMID: 6415933]
  • E Richter, B Fichtl, S G Schäfer. Effects of dietary paraffin, squalane and sucrose polyester on residue disposition and elimination of hexachlorobenzene in rats. Chemico-biological interactions. 1982 Jul; 40(3):335-44. doi: 10.1016/0009-2797(82)90156-9. [PMID: 7083398]
  • S C Brassell, A M Wardroper, I D Thomson, J R Maxwell, G Eglinton. Specific acyclic isoprenoids as biological markers of methanogenic bacteria in marine sediments. Nature. 1981 Apr; 290(5808):693-6. doi: 10.1038/290693a0. [PMID: 7219553]
  • J P Lay, W Klein, F Korte, E Richter. Metabolism of beta-hexachlorocyclohexane-14C in rats following low dosing in the daily diet. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 1981; 16(3):227-38. doi: 10.1080/03601238109372254. [PMID: 6166652]
  • G Matsumoto, T Hanya. Presence of squalane in urban aquatic environments. Journal of chromatography. 1980 Jun; 194(2):199-204. doi: 10.1016/s0021-9673(00)87296-9. [PMID: 7410506]