Skip to the beginning of the images gallery

5β-Cholestan-3α-ol - ≥95%, high purity , CAS No.516-92-7

≥95%

CAS#: 516-92-7
Molecular Weight: 388.67
MDL number: MFCD00064143
PubChem CID: 91465

Item Number

C463469

Grouped product items
SKU	Size	Availability	Price
C463469-100mg	100mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$1,001.90
C463469-500mg	500mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$1,478.90
C463469-1g	1g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$3,813.90

Basic Description

Synonyms	LMST04030110 \| SCHEMBL22387 \| Epicoprosterol \| 8-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid \| HY-W127498 \| QYIXCDOBOSTCEI-KKFSNPNRSA-N \| CHEBI:171890 \| UNII-UFH3K1F9EG \| epi-Coprosterol \| Q27291059 \| CS-0185726 \| 5beta-Cholestan-3alpha-ol \| DTXSI
Specifications & Purity	≥95%
Biochemical and Physiological Mechanisms	5β-Cholestan-3α-ol is a sterol produced endogenously from cholesterol and has been isolated from feces of human and rats. It is derived from cholesterol by the action of intestinal microorganisms.
Storage Temp	Store at -20°C
Shipped In	Ice chest + Ice pads
Product Description	Description 5β-Cholestan-3α-ol was used as internal standard for analysis of sterols in plasma by GC and HPLC.

AI Insight

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

IUPAC Name	(3R,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
INCHI	InChI=1S/C27H48O/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/h18-25,28H,6-17H2,1-5H3/t19-,20-,21-,22+,23-,24+,25+,26+,27-/m1/s1
InChi Key	QYIXCDOBOSTCEI-KKFSNPNRSA-N
Canonical SMILES	CC(C)CCCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C
Isomeric SMILES	C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)C
WGK Germany	3
PubChem CID	91465
Molecular Weight	388.67

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Safety and Hazards(GHS)

WGK Germany	3
RIDADR	NONHforallmodesoftransport

Reviews

References

1. D J McNamara,A Proia,T A Miettinen. (1981-03-01) Thin-layer and gas--liquid chromatographic identification of neutral steroids in human and rat feces.. Journal of lipid research, 22 ((3)): (474-484). [PMID:7240972]
2. M Souidi,M Parquet,J Férézou,C Lutton. (1999-06-03) Modulation of cholesterol 7alpha-hydroxylase and sterol 27-hydroxylase activities by steroids and physiological conditions in hamster.. Life sciences, 64 ((17)): (1585-1593). [PMID:10353623]
3. Yajaira Suárez,Carlos Fernández,Beatriz Ledo,Miguel Martín,Diego Gómez-Coronado,Miguel A Lasunción. (2005-05-21) Sterol stringency of proliferation and cell cycle progression in human cells.. Biochimica et biophysica acta, 1734 ((2)): (203-213). [PMID:15904877]
4. Matthew G K Benesch,David A Mannock,Ronald N McElhaney. (2010-11-09) Sterol chemical configuration influences the thermotropic phase behaviour of dipalmitoylphosphatidylcholine bilayers containing 5α-cholestan-3β- and 3α-ol.. Chemistry and physics of lipids, 164 ((1)): (62-69). [PMID:21055394]
5. Gerd Liebezeit,Ralf Wöstmann. (2010-11-17) Coprostanol in Siak River sediments, E Sumatra, Indonesia.. Bulletin of environmental contamination and toxicology, 85 ((6)): (585-588). [PMID:21079914]
6. Ivone de Andrade Rosa,Débora Afonso Silva Rocha,Wanderley de Souza,Julio A Urbina,Marlene Benchimol. (2010-12-24) Ultrastructural alterations induced by Δ(24(25))-sterol methyltransferase inhibitors on Trichomonas vaginalis.. FEMS microbiology letters, 315 ((1)): (72-78). [PMID:21175744]
7. T Inoue,I Taguchi,S Abe,S Toyoda,M Sakuma,K Node. (2011-01-05) Inhibition of intestinal cholesterol absorption might explain cholesterol-lowering effect of telmisartan.. Journal of clinical pharmacy and therapeutics, 36 ((1)): (103-110). [PMID:21198725]
8. B Pilo de la Fuente,M J Sobrido,M Girós,L Pozo,M Lustres,F Barrero,J Macarrón,M Díaz,A Jiménez-Escrig. (2011-02-25) [Usefulness of cholestanol levels in the diagnosis and follow-up of patients with cerebrotendinous xanthomatosis].. Neurologia (Barcelona, Spain), 26 ((7)): (397-404). [PMID:21345536]
9. Rozita Osman,Norashikin Saim,Hafizan Juahir,Md Pauzi Abdullah. (2011-04-16) Chemometric application in identifying sources of organic contaminants in Langat river basin.. Environmental monitoring and assessment, 184 ((2)): (1001-1014). [PMID:21494831]
10. Dinelli M Monson,Andrea E DeBarber,Charles J Bock,George Anadiotis,Louise S Merkens,Robert D Steiner,Ann U Stout. (2011-08-10) Cerebrotendinous xanthomatosis: a treatable disease with juvenile cataracts as a presenting sign.. Archives of ophthalmology (Chicago, Ill. : 1960), 129 ((8)): (1087-1088). [PMID:21825196]
11. G Lupattelli,S De Vuono,E Mannarino. (2011-08-23) Patterns of cholesterol metabolism: pathophysiological and therapeutic implications for dyslipidemias and the metabolic syndrome.. Nutrition, metabolism, and cardiovascular diseases : NMCD, 21 ((9)): (620-627). [PMID:21855307]
12. Estelle Wolff,Marie-France Vergnes,Henri Portugal,Catherine Defoort,Marie-Jo Amiot-Carlin,Denis Lairon,Alain Nicolay. (2011-08-26) Cholesterol-absorber status modifies the LDL cholesterol-lowering effect of a Mediterranean-type diet in adults with moderate cardiovascular risk factors.. The Journal of nutrition, 141 ((10)): (1791-1798). [PMID:21865559]
13. Claudia Gutterres Vilela,Daniele Silva Batista,José Antonio Baptista Neto,Renato Olindo Ghiselli. (2011-08-30) Benthic foraminifera distribution in a tourist lagoon in Rio de Janeiro, Brazil: a response to anthropogenic impacts.. Marine pollution bulletin, 62 ((10)): (2055-2074). [PMID:21871637]
14. Sunghwan Suh,Hee Kyung Kim,Hyung-Doo Park,Chang-Seok Ki,Mi Yeon Kim,Sang-Man Jin,Se Won Kim,Kyu Yeon Hur,Kwang-Won Kim,Jae Hyeon Kim. (2011-10-01) Three siblings with Cerebrotendinous Xanthomatosis: a novel mutation in the CYP27A1 gene.. European journal of medical genetics, 55 ((1)): (71-74). [PMID:21958693]
15. Eric J Niesor,Evelyne Chaput,Andreas Staempfli,Denise Blum,Michael Derks,David Kallend. (2011-10-11) Effect of dalcetrapib, a CETP modulator, on non-cholesterol sterol markers of cholesterol homeostasis in healthy subjects.. Atherosclerosis, 219 ((2)): (761-767). [PMID:21982411]
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 G Daughton. (2011-12-06) Real-time estimation of small-area populations with human biomarkers in sewage.. The Science of the total environment, 414 (6-21). [PMID:22137478]
18. Annika Kurvinen,Markku J Nissinen,Sture Andersson,Päivi Korhonen,Tarja Ruuska,Mari Taimisto,Marko Kalliomäki,Liisa Lehtonen,Ulla Sankilampi,Pekka Arikoski,Timo Saarela,Tatu A Miettinen,Helena Gylling,Mikko P Pakarinen. (2011-12-27) Parenteral plant sterols and intestinal failure-associated liver disease in neonates.. Journal of pediatric gastroenterology and nutrition, 54 ((6)): (803-811). [PMID:22197940]
19. Monika Ostrowska,Krzysztof Banaszkiewicz,Anna Kiławiec,Teresa Róg,Dieter Lütjohann,Andrzej Szczudlik. (2012-01-04) Cerebrotendinous xanthomatosis: a rare cause of spinocerebellar syndrome.. Neurologia i neurochirurgia polska, 45 ((6)): (600-603). [PMID:22212991]
20. Bruce K Hope,Lori Pillsbury,Brian Boling. (2012-01-17) A state-wide survey in Oregon (USA) of trace metals and organic chemicals in municipal effluent.. The Science of the total environment, 417-418 (263-272). [PMID:22244355]
21. S Koyama,T Kawanami,H Tanji,S Arawaka,M Wada,N Saito,T Kato. (2012-02-18) A case of cerebrotendinous xanthomatosis presenting with epilepsy as an initial symptom with a novel V413D mutation in the CYP27A1 gene.. Clinical neurology and neurosurgery, 114 ((7)): (1021-1023). [PMID:22336472]
22. Kyrill S Rogacev,Tobias Pinsdorf,Oliver Weingärtner,Markus K Gerhart,Elena Welzel,Kai van Bentum,Julius Popp,Andreas Menzner,Danilo Fliser,Dieter Lütjohann,Gunnar H Heine. (2012-03-31) Cholesterol synthesis, cholesterol absorption, and mortality in hemodialysis patients.. Clinical journal of the American Society of Nephrology : CJASN, 7 ((6)): (943-948). [PMID:22461539]
23. Marja Lahti,Aimo Oikari. (2012-05-29) Vertical distribution of pharmaceuticals in lake sediments-citalopram as potential chemomarker.. Environmental toxicology and chemistry, 31 ((8)): (1738-1744). [PMID:22639393]
24. Kotaro Nochioka,Shin-ichi Tanaka,Masanobu Miura,Do E Zhulanqiqige,Yoshihiro Fukumoto,Nobuyuki Shiba,Hiroaki Shimokawa. (2012-05-30) Ezetimibe improves endothelial function and inhibits Rho-kinase activity associated with inhibition of cholesterol absorption in humans.. Circulation journal : official journal of the Japanese Circulation Society, 76 ((8)): (2023-2030). [PMID:22640986]
25. M Derrien,E Jardé,G Gruau,A M Pourcher,M Gourmelon,A Jadas-Hécart,A C Pierson Wickmann. (2012-06-08) Origin of fecal contamination in waters from contrasted areas: stanols as Microbial Source Tracking markers.. Water research, 46 ((13)): (4009-4016). [PMID:22673347]
26. Philippe de Medina,Michael R Paillasse,Gregory Segala,Talal Al Saati,Jeannine Boyes,Georges Delsol,Cuider Allal,Sabrina Marsili,Sandrine Silvente-Poirot,Marc Poirot. (2012-06-20) Technical note: Hapten synthesis, antibody production and development of an enzyme-linked immunosorbent assay for detection of the natural steroidal alkaloid Dendrogenin A.. Biochimie, 95 ((3)): (482-488). [PMID:22709869]
27. F Ginanneschi,A Mignarri,M Mondelli,G N Gallus,M Del Puppo,S Giorgi,A Federico,A Rossi,M T Dotti. (2012-08-11) Polyneuropathy in cerebrotendinous xanthomatosis and response to treatment with chenodeoxycholic acid.. Journal of neurology, 260 ((1)): (268-274). [PMID:22878431]
28. Giuseppe Martini,Andrea Mignarri,Martina Ruvio,Roberto Valenti,Beatrice Franci,Marina Del Puppo,Antonio Federico,Ranuccio Nuti,Maria Teresa Dotti. (2012-12-06) Long-term bone density evaluation in cerebrotendinous xanthomatosis: evidence of improvement after chenodeoxycholic acid treatment.. Calcified tissue international, 92 ((3)): (282-286). [PMID:23212544]
29. César C Martins,Ana Caroline Cabral,Scheyla C T Barbosa-Cintra,Ana Lúcia L Dauner,Fernanda M Souza. (2014-02-22) An integrated evaluation of molecular marker indices and linear alkylbenzenes (LABs) to measure sewage input in a subtropical estuary (Babitonga Bay, Brazil).. Environmental pollution (Barking, Essex : 1987), 188 (71-80). [PMID:24556228]
30. Annika Mutanen,Markku J Nissinen,Jouko Lohi,Päivi Heikkilä,Helena Gylling,Mikko P Pakarinen. (2014-08-08) Serum plant sterols, cholestanol, and cholesterol precursors associate with histological liver injury in pediatric onset intestinal failure.. The American journal of clinical nutrition, 100 ((4)): (1085-1094). [PMID:25099547]
31. Lorena Claumarchirant,Esther Matencio,Luis Manuel Sanchez-Siles,Amparo Alegría,María Jesús Lagarda. (2015-08-06) Sterol Composition in Infant Formulas and Estimated Intake.. Journal of agricultural and food chemistry, 63 ((32)): (7245-7251). [PMID:26242905]
32. Andrea Civra,Valerio Leoni,Claudio Caccia,Stefano Sottemano,Paola Tonetto,Alessandra Coscia,Chiara Peila,Guido E Moro,Pietro Gaglioti,Enrico Bertino,Giuseppe Poli,David Lembo. (2019-07-16) Antiviral oxysterols are present in human milk at diverse stages of lactation.. The Journal of steroid biochemistry and molecular biology, 193 (105424-105424). [PMID:31302219]
33. D Blache,I Rustan,P Durand,G Lesgards,N Loreau. (1998-02-04) Gas chromatographic analysis of resveratrol in plasma, lipoproteins and cells after in vitro incubations.. Journal of chromatography. B, Biomedical sciences and applications, 702 ((1-2)): (103-110). [PMID:9449561]
34. Vikaskumar G Shah,R Hugh Dunstan,Phillip M Geary,Peter Coombes,Timothy K Roberts,Ellak Von Nagy-Felsobuki. (2007-07-07) Evaluating potential applications of faecal sterols in distinguishing sources of faecal contamination from mixed faecal samples.. Water research, 41 ((16)): (3691-3700). [PMID:17614115]
35. Anna N Bukiya,Jitendra D Belani,Scott Rychnovsky,Alex M Dopico. (2010-12-15) Specificity of cholesterol and analogs to modulate BK channels points to direct sterol-channel protein interactions.. The Journal of general physiology, 137 ((1)): (93-110). [PMID:21149543]
36. Morgane Derrien,Emilie Jarde,Gerard Gruau,Anne-Catherine Pierson-Wickmann. (2011-05-25) Extreme variability of steroid profiles in cow feces and pig slurries at the regional scale: implications for the use of steroids to specify fecal pollution sources in waters.. Journal of agricultural and food chemistry, 59 ((13)): (7294-7302). [PMID:21604805]
37. Giovana Anceski Bataglion,Eduardo Meurer,Ana Cecília Rizzatti de Albergaria-Barbosa,Márcia Caruso Bícego,Rolf Roland Weber,Marcos Nogueira Eberlin. (2015-07-02) Determination of Geochemically Important Sterols and Triterpenols in Sediments Using Ultrahigh-Performance Liquid Chromatography Tandem Mass Spectrometry (UHPLC-MS/MS).. Analytical chemistry, 87 ((15)): (7771-7778). [PMID:26132310]

Solution Calculators

Molarity Calculator

Determine the necessary mass, volume, or concentration for preparing a solution.

Dilution Calculator

Determine the dilution needed to prepare a stock solution.