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4-cholesten-3-one - >98%, high purity , CAS No.601-57-0

1 Citations
  • ≥98%
Item Number
C130210
Grouped product items
SKUSizeAvailabilityPrice Qty
C130210-5mg
5mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$9.90
C130210-25mg
25mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$12.90
C130210-100mg
100mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$15.90
C130210-250mg
250mg
In stock
$20.90
C130210-1g
1g
In stock
$26.90
C130210-5g
5g
In stock
$118.90
C130210-25g
25g
In stock
$532.90
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Steroids

Basic Description

Synonyms4-Cholesten-3-one | cholest-4-en-3-one | 601-57-0 | Cholestenone | 3-Oxocholest-4-ene | 3-Oxo-4-cholestene | (+)-4-Cholesten-3-one | delta(sup 4)-Cholestenone | 3-Keto-4-cholestene | Cholestenone (delta 4) | .delta.4-Cholesten-3-one | 7T94NHD99C | 4-Cholestenone | CHEBI:16175 | (8al
Specifications & Purity≥98%
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
Note5mg、25mg卖完停产，不再备货
Product Description

Cholestenone is a cholesterol metabolite and analog, which substitutes membrane cholesterol and elevates membrane fluidity.

4-Cholesten-3-one is used as a chiral building block for proteomics research. It is an intestinal metabolite of cholesterol and exhibits an anti-obesity effect on animals.

Associated Targets(Human)

DU-145 (51482 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-468 (9477 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DU-4475 (193 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
cyp125 Putative cytochrome P450 125 (56 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Names and Identifiers

IUPAC Name (8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
INCHI InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h17-19,22-25H,6-16H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1
InChi Key NYOXRYYXRWJDKP-GYKMGIIDSA-N
Canonical SMILES CC(C)CCCC(C)C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C
Isomeric SMILES C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
WGK Germany 3
RTECS FZ7700000
PubChem CID 91477
Molecular Weight 384.638
Beilstein 2224119

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Certificate of Analysis(COA)

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5 results found

Lot NumberCertificate TypeDateItem
D2008058Certificate of AnalysisJan 09, 2023 C130210
E2203145Certificate of AnalysisJan 26, 2022 C130210
E2203152Certificate of AnalysisJan 26, 2022 C130210
E2203165Certificate of AnalysisJan 26, 2022 C130210
E2203168Certificate of AnalysisJan 26, 2022 C130210

Chemical and Physical Properties

SolubilitySlightly soluble in water.
Melt Point(°C)79-81℃

Safety and Hazards(GHS)

WGK Germany 3
RTECS FZ7700000

Related Documents

 SDS

 Specification Sheet

Citations of This Product

1. Liang-Bin Xiong,Hao-Hao Liu,Ming Zhao,Yong-Jun Liu,Lu Song,Zhi-Yong Xie,Yi-Xin Xu,Feng-Qing Wang,Dong-Zhi Wei.  (2020-04-02)  Enhancing the bioconversion of phytosterols to steroidal intermediates by the deficiency of kasB in the cell wall synthesis of Mycobacterium neoaurum..  Microbial cell factories,  19  ((1)): (80-80).  [PMID:32228591]

References

1. J P Slotte.  (1995-11-16)  Direct observation of the action of cholesterol oxidase in monolayers..  Biochimica et biophysica acta,  1259  ((2)): (180-186).  [PMID:7488639]
2. H P Bartram,A Gostner,E Kelber,G Dusel,A Weimer,W Scheppach,H Kasper.  (1996-01-01)  Effects of fish oil on fecal bacterial enzymes and steroid excretion in healthy volunteers: implications for colon cancer prevention..  Nutrition and cancer,  25  ((1)): (71-78).  [PMID:8837863]
3. H S Lin,A A Rampersaud,M E Richett,L S Beavers,D B McClure,R A Gadski.  (1998-05-20)  Synthesis of 4 alpha-(2-propenyl)-5,6-secocholestan-3 alpha-ol, a novel B-ring seco analog of the hypocholesterolemic agent 4 alpha-(2-propenyl)-5 alpha-cholestan-3 alpha-ol..  Steroids,  63  ((4)): (202-207).  [PMID:9589554]
4. B Zipser,J J Bradford,R I Hollingsworth.  (1998-11-25)  Cholesterol and its derivatives, are the principal steroids isolated from the leech species Hirudo medicinalis..  Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology,  120  ((2)): (269-282).  [PMID:9827041]
5. P Liu,P Wang,P Michaely,M Zhu,R G Anderson.  (2000-08-05)  Presence of oxidized cholesterol in caveolae uncouples active platelet-derived growth factor receptors from tyrosine kinase substrates..  The Journal of biological chemistry,  275  ((41)): (31648-31654).  [PMID:10918056]
6. Xiao-Chuan Liu,Lauren Kayser.  (2003-04-18)  New approach to regioselective synthesis: using proteins in vitro as guidance-regioselective reduction of steroids with guidance from bovine serum albumin..  Biotechnology and bioengineering,  82  ((7)): (858-863).  [PMID:12701153]
7. Maria Norlin,Sara von Bahr,Ingemar Bjorkhem,Kjell Wikvall.  (2003-06-05)  On the substrate specificity of human CYP27A1: implications for bile acid and cholestanol formation..  Journal of lipid research,  44  ((8)): (1515-1522).  [PMID:12777473]
8. Dzung H Nguyen,Dennis D Taub.  (2003-11-05)  Inhibition of chemokine receptor function by membrane cholesterol oxidation..  Experimental cell research,  291  ((1)): (36-45).  [PMID:14597406]
9. Kwang-wook Ahn,Nicole S Sampson.  (2004-01-21)  Cholesterol oxidase senses subtle changes in lipid bilayer structure..  Biochemistry,  43  ((3)): (827-836).  [PMID:14730988]
10. J-F Rontani,C Aubert.  (2004-04-30)  Electron ionization mass spectral fragmentation of derivatized 4,5- and 5,6-epoxysterols..  Rapid communications in mass spectrometry : RCM,  18  ((9)): (955-959).  [PMID:15116422]
11. Luigi Puglielli,Avi L Friedlich,Kenneth D R Setchell,Seiichi Nagano,Carlos Opazo,Robert A Cherny,Kevin J Barnham,John D Wade,Simon Melov,Dora M Kovacs,Ashley I Bush.  (2005-08-30)  Alzheimer disease beta-amyloid activity mimics cholesterol oxidase..  The Journal of clinical investigation,  115  ((9)): (2556-2563).  [PMID:16127459]
12. Hua Tang,Ping Cheng,Hou-Wen Lin,Wen Gao,Yi Lu.  (2007-10-09)  [Studies on chemical constituents of marine bryozoan Bugula neritina L]..  Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials,  30  ((6)): (655-657).  [PMID:17918431]
13. Tadashi Fujii,Yoshikazu Fujii,Kazuhiro Machida,Atsushi Ochiai,Masashi Ito.  (2009-04-09)  Efficient biotransformations using Escherichia coli with tolC acrAB mutations expressing cytochrome P450 genes..  Bioscience, biotechnology, and biochemistry,  73  ((4)): (805-810).  [PMID:19352031]
14. Oswald Quehenberger,Aaron M Armando,Alex H Brown,Stephen B Milne,David S Myers,Alfred H Merrill,Sibali Bandyopadhyay,Kristin N Jones,Samuel Kelly,Rebecca L Shaner,Cameron M Sullards,Elaine Wang,Robert C Murphy,Robert M Barkley,Thomas J Leiker,Christian R H Raetz,Ziqiang Guan,Gregory M Laird,David A Six,David W Russell,Jeffrey G McDonald,Shankar Subramaniam,Eoin Fahy,Edward A Dennis.  (2010-07-31)  Lipidomics reveals a remarkable diversity of lipids in human plasma..  Journal of lipid research,  51  ((11)): (3299-3305).  [PMID:20671299]
15. Hui Lei,Xue-feng Zhou,Ya-ling Yang,Jian-fan Sun,Jing Hu,Yong-hong Liu.  (2011-08-10)  [Sterols of marine bryozoan Bugula neritina from the South China Sea]..  Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials,  34  ((2)): (180-183).  [PMID:21823470]
16. Apinya Jusakul,Watcharin Loilome,Nisana Namwat,W Geoffrey Haigh,Rahul Kuver,Somkid Dechakhamphu,Pradit Sukontawarin,Somchai Pinlaor,Sum P Lee,Puangrat Yongvanit.  (2011-11-03)  Liver fluke-induced hepatic oxysterols stimulate DNA damage and apoptosis in cultured human cholangiocytes..  Mutation research,  731  ((1-2)): (48-57).  [PMID:22044627]
17. Christian H Grün,Sophie Besseau.  (2016-01-18)  Normal-phase liquid chromatography-atmospheric-pressure photoionization-mass spectrometry analysis of cholesterol and phytosterol oxidation products..  Journal of chromatography. A,  1439  (74-81).  [PMID:26774121]
18. Satoshi Yamaguchi,Taku Matsushita,Shin Izuta,Sumika Katada,Manami Ura,Taro Ikeda,Gosuke Hayashi,Yuta Suzuki,Koya Kobayashi,Kyoya Tokunaga,Yasuyuki Ozeki,Akimitsu Okamoto.  (2017-01-25)  Chemically-activatable alkyne-tagged probe for imaging microdomains in lipid bilayer membranes..  Scientific reports,  7  (41007-41007).  [PMID:28117375]
19. Arati B Deshmukh,Shakuntala Bai,Aarthy T,Rubina S Kazi,Reema Banarjee,Rajeshwari Rathore,Vijayakumar Mv,Thulasiram Hv,Manoj Kumar Bhat,Kulkarni Mj.  (2017-09-20)  Methylglyoxal attenuates insulin signaling and downregulates the enzymes involved in cholesterol biosynthesis..  Molecular bioSystems,  13  ((11)): (2338-2349).  [PMID:28926063]
20. Petr Chytil, Milada Šírová, Júlia Kudláčová, Blanka Říhová, Karel Ulbrich, Tomáš Etrych,.  (2018-03-16)  Bloodstream Stability Predetermines the Antitumor Efficacy of Micellar Polymer-Doxorubicin Drug Conjugates with pH-Triggered Drug Release..  Molecular pharmaceutics,  15  ((9)): ( 3654-3663 ).  [PMID:29543465]
21. Hui Li,Xiangdong Wang,Longfei Zhou,Yang Ma,Wanjuan Yuan,Xiaomei Zhang,Jinsong Shi,Zhenghong Xu.  (2018-09-14)  Enhancing Expression of 3-Ketosteroid-9α-Hydroxylase Oxygenase, an Enzyme with Broad Substrate Range and High Hydroxylation Ability, in Mycobacterium sp. LY-1..  Applied biochemistry and biotechnology,  187  ((4)): (1238-1254).  [PMID:30209713]
22. Richard J Delle Bovi,JiHyun Kim,Pavana Suresh,Erwin London,W Todd Miller.  (2019-01-27)  Sterol structure dependence of insulin receptor and insulin-like growth factor 1 receptor activation..  Biochimica et biophysica acta. Biomembranes,  1861  ((4)): (819-826).  [PMID:30682326]
23. Guangtao Li,Qing Wang,Shinako Kakuda,Erwin London.  (2020-01-23)  Nanodomains can persist at physiologic temperature in plasma membrane vesicles and be modulated by altering cell lipids..  Journal of lipid research,  61  ((5)): (758-766).  [PMID:31964764]
24. Douglas J Kenny,Damian R Plichta,Dmitry Shungin,Nitzan Koppel,A Brantley Hall,Beverly Fu,Ramachandran S Vasan,Stanley Y Shaw,Hera Vlamakis,Emily P Balskus,Ramnik J Xavier.  (2020-06-17)  Cholesterol Metabolism by Uncultured Human Gut Bacteria Influences Host Cholesterol Level..  Cell host & microbe,  28  ((2)): (245-257).  [PMID:32544460]
25. K Hayashi,Y Kuga,Y Okura,K Tanaka,Y Yasunobu,K Nomura,Y Toyota,H Ohtani,T Shingu,G Kajiyama.  (1996-01-01)  New method for assaying free and total cholesterol in cultured cells by high-pressure liquid chromatography..  Journal of atherosclerosis and thrombosis,  2  ((2)): (117-121).  [PMID:9225219]
26. K Suzuki,T Shimizu,T Nakata.  (1999-01-05)  The cholesterol metabolite cholest-4-en-3-one and its 3-oxo derivatives suppress body weight gain, body fat accumulation and serum lipid concentration in mice..  Bioorganic & medicinal chemistry letters,  8  ((16)): (2133-2138).  [PMID:9873500]
27. L Pang,M Graziano,S Wang.  (1999-10-03)  Membrane cholesterol modulates galanin-GalR2 interaction..  Biochemistry,  38  ((37)): (12003-12011).  [PMID:10508403]
28. J A Weststrate,R Ayesh,C Bauer-Plank,P N Drewitt.  (1999-11-24)  Safety evaluation of phytosterol esters. Part 4. Faecal concentrations of bile acids and neutral sterols in healthy normolipidaemic volunteers consuming a controlled diet either with or without a phytosterol ester-enriched margarine..  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association,  37  ((11)): (1063-1071).  [PMID:10566877]
29. A M Wolfreys,P A Hepburn.  (2002-03-15)  Safety evaluation of phytosterol esters. Part 7. Assessment of mutagenic activity of phytosterols, phytosterol esters and the cholesterol derivative, 4-cholesten-3-one..  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association,  40  ((4)): (461-470).  [PMID:11893405]
30. Yorio Maeda,Ryo Kamimura,Shushi Higashi,Kiyoshi Namba,Eiko Tanaka,Takeshi Iwamura,Toshiaki Setoguchi.  (2002-04-18)  A simple, accurate, and sensitive assay method of dehydroepiandrosterone sulfate: application for quantitative determination in human breast cyst and duct fluids..  Steroids,  67  ((5)): (333-338).  [PMID:11958788]
31. Dzung H Nguyen,Dennis Taub.  (2002-05-31)  Cholesterol is essential for macrophage inflammatory protein 1 beta binding and conformational integrity of CC chemokine receptor 5..  Blood,  99  ((12)): (4298-4306).  [PMID:12036855]
32. Daniel L Motola,Carolyn L Cummins,Veerle Rottiers,Kamalesh K Sharma,Tingting Li,Yong Li,Kelly Suino-Powell,H Eric Xu,Richard J Auchus,Adam Antebi,David J Mangelsdorf.  (2006-03-15)  Identification of ligands for DAF-12 that govern dauer formation and reproduction in C. elegans..  Cell,  124  ((6)): (1209-1223).  [PMID:16529801]
33. Yin-Ru Chiang,Wael Ismail,Sébastien Gallien,Dimitri Heintz,Alain Van Dorsselaer,Georg Fuchs.  (2007-11-13)  Cholest-4-en-3-one-delta 1-dehydrogenase, a flavoprotein catalyzing the second step in anoxic cholesterol metabolism..  Applied and environmental microbiology,  74  ((1)): (107-113).  [PMID:17993555]
34. G Tibolla,G D Norata,C Meda,L Arnaboldi,P Uboldi,F Piazza,C Ferrarese,A Corsini,A Maggi,E Vegeto,A L Catapano.  (2009-12-01)  Increased atherosclerosis and vascular inflammation in APP transgenic mice with apolipoprotein E deficiency..  Atherosclerosis,  210  ((1)): (78-87).  [PMID:19945109]
35. Hugues Ouellet,Shenheng Guan,Jonathan B Johnston,Eric D Chow,Petrea M Kells,Alma L Burlingame,Jeffery S Cox,Larissa M Podust,Paul R Ortiz de Montellano.  (2010-06-16)  Mycobacterium tuberculosis CYP125A1, a steroid C27 monooxygenase that detoxifies intracellularly generated cholest-4-en-3-one..  Molecular microbiology,  77  ((3)): (730-742).  [PMID:20545858]
36. An-Shen Lin,Sebastian Engel,Benjamin A Smith,Craig R Fairchild,William Aalbersberg,Mark E Hay,Julia Kubanek.  (2010-11-03)  Structure and biological evaluation of novel cytotoxic sterol glycosides from the marine red alga Peyssonnelia sp..  Bioorganic & medicinal chemistry,  18  ((23)): (8264-8269).  [PMID:21036050]
37. Palraj Kalimuthu,Agnieszka M Wojtkiewicz,Maciej Szaleniec,Paul V Bernhardt.  (2018-03-25)  Electrocatalytic Hydroxylation of Sterols by Steroid C25 Dehydrogenase from Sterolibacterium denitrificans..  Chemistry (Weinheim an der Bergstrasse, Germany),  24  ((30)): (7710-7717).  [PMID:29573289]
38. Liang-Bin Xiong,Hao-Hao Liu,Ming Zhao,Yong-Jun Liu,Lu Song,Zhi-Yong Xie,Yi-Xin Xu,Feng-Qing Wang,Dong-Zhi Wei.  (2020-04-02)  Enhancing the bioconversion of phytosterols to steroidal intermediates by the deficiency of kasB in the cell wall synthesis of Mycobacterium neoaurum..  Microbial cell factories,  19  ((1)): (80-80).  [PMID:32228591]

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