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MedKoo Cat#: 598430 | Name: Lathosterol
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Lathosterol is a Cholesterol metabolite. Lathosterol (indicating cholesterol synthesis) and Sitosterol (indicating cholesterol absorption) also decreased with deteriorating health. Low Lathosterol, Sitosterol, and Cholesterol predicted mortality additively and independently of each other.

Chemical Structure

Lathosterol
Lathosterol
CAS#80-99-9

Theoretical Analysis

MedKoo Cat#: 598430

Name: Lathosterol

CAS#: 80-99-9

Chemical Formula: C27H46O

Exact Mass: 386.3549

Molecular Weight: 386.66

Elemental Analysis: C, 83.87; H, 11.99; O, 4.14

Price and Availability

Size Price Availability Quantity
25mg USD 285.00 2 Weeks
50mg USD 450.00 2 Weeks
100mg USD 750.00 2 Weeks
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Related CAS #
No Data
Synonym
Lathosterol; Cholesterin; gamma-Cholesterol;
IUPAC/Chemical Name
(3S,5S,9R,10S,13R,14R,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
InChi Key
IZVFFXVYBHFIHY-SKCNUYALSA-N
InChi Code
InChI=1S/C27H46O/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/h10,18-21,23-25,28H,6-9,11-17H2,1-5H3/t19-,20+,21+,23-,24+,25+,26+,27-/m1/s1
SMILES Code
CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Lathosterol is a cholesterol-like molecule.
In vitro activity:
TBD
In vivo activity:
TBD
Solvent mg/mL mM
Solubility
DMF 2.0 5.17
DMSO 1.1 2.72
Ethanol 20.0 51.72
Ethanol:PBS (pH 7.2) (1:1) 0.3 0.78
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 386.66 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
TBD
In vitro protocol:
TBD
In vivo protocol:
TBD
1: Wu AH, Ruan W, Todd J, Lynch KL. Biological variation of β-sitosterol, campesterol, and lathosterol as cholesterol absorption and synthesis biomarkers. Clin Chim Acta. 2014 Mar 20;430:43-7. doi: 10.1016/j.cca.2013.12.040. Epub 2014 Jan 4. PubMed PMID: 24394292. 2: Aoki K, Ijima T, Kamiyama H, Kamiko K, Terauchi Y. Anagliptin decreases serum lathosterol level in patients with type 2 diabetes: a pilot study. Expert Opin Pharmacother. 2015;16(12):1749-54. doi: 10.1517/14656566.2015.1057120. Epub 2015 Jun 22. PubMed PMID: 26098722. 3: Mackay DS, Gebauer SK, Eck PK, Baer DJ, Jones PJ. Lathosterol-to-cholesterol ratio in serum predicts cholesterol-lowering response to plant sterol consumption in a dual-center, randomized, single-blind placebo-controlled trial. Am J Clin Nutr. 2015 Mar;101(3):432-9. doi: 10.3945/ajcn.114.095356. Epub 2015 Jan 14. PubMed PMID: 25733626. 4: Naruse R, Hori K, Terasawa T, Hara K, Suetsugu M, Takebayashi K, Morita K, Aso Y, Inukai T. Alterations of plant sterols, lathosterol, oxidative stress and inflammatory markers after the combination therapy of ezetimibe and statin drugs in type 2 diabetic patients. Obes Res Clin Pract. 2015 Jan-Feb;9(1):67-74. doi: 10.1016/j.orcp.2014.02.001. Epub 2014 Mar 27. PubMed PMID: 25660177. 5: Hojo K, Hakamata H, Kusu F. Simultaneous determination of serum lathosterol and cholesterol by semi-micro high-performance liquid chromatography with electrochemical detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2011 Apr 1;879(11-12):751-5. doi: 10.1016/j.jchromb.2011.02.017. Epub 2011 Feb 21. PubMed PMID: 21398191. 6: Giera M, Renard D, Plössl F, Bracher F. Lathosterol side chain amides: a new class of human lathosterol oxidase inhibitors. Steroids. 2008 Mar;73(3):299-308. doi: 10.1016/j.steroids.2007.10.015. Epub 2007 Nov 17. PubMed PMID: 18164739. 7: Hamilton JJ, Synnes A, Innis SM. Plasma cholesterol and lathosterol levels in term infants in the early neonatal period. Pediatr Res. 1992 Apr;31(4 Pt 1):396-400. PubMed PMID: 1570206. 8: Tilvis RS, Valvanne JN, Strandberg TE, Miettinen TA. Prognostic significance of serum cholesterol, lathosterol, and sitosterol in old age; a 17-year population study. Ann Med. 2011 Jun;43(4):292-301. doi: 10.3109/07853890.2010.546363. Epub 2011 Jan 24. PubMed PMID: 21254906. 9: Vuoristo M, Tilvis R, Miettinen TA. Serum plant sterols and lathosterol related to cholesterol absorption in coeliac disease. Clin Chim Acta. 1988 May 31;174(2):213-24. PubMed PMID: 3383445. 10: Färkkilä MA, Kairemo KJ, Taavitsainen MJ, Strandberg TA, Miettinen TA. Plasma lathosterol as a screening test for bile acid malabsorption due to ileal resection: correlation with 75SeHCAT test and faecal bile acid excretion. Clin Sci (Lond). 1996 Apr;90(4):315-9. PubMed PMID: 8777839. 11: Kempen HJ, Glatz JF, Gevers Leuven JA, van der Voort HA, Katan MB. Serum lathosterol concentration is an indicator of whole-body cholesterol synthesis in humans. J Lipid Res. 1988 Sep;29(9):1149-55. PubMed PMID: 3183524. 12: De Cuyper I, Wolthers BG, van Doormaal JJ, Wijnandts PN. Determination of changes in serum lathosterol during treatment with simvastatin to evaluate the role of lathosterol as a parameter for whole body cholesterol synthesis. Clin Chim Acta. 1993 Oct 15;219(1-2):123-30. PubMed PMID: 8306452. 13: Hamilton JJ, Phang M, Innis SM. Elevation of plasma lathosterol, as an indicator of increased cholesterol synthesis, in preterm (23-32 weeks gestation) infants given Intralipid. Pediatr Res. 1992 Feb;31(2):186-92. PubMed PMID: 1542550. 14: Meijer GW, Van der Palen JG, De Vries H, Kempen HJ, Van der Voort HA, Van Zutphen LF, Beynen AC. Evaluation of the use of serum lathosterol concentration to assess whole-body cholesterol synthesis in rabbits. J Lipid Res. 1992 Feb;33(2):281-6. PubMed PMID: 1569379. 15: Kempen HJ, Gevers Leuven JA, van der Voort HA, de Knijff P, Havekes L. Lathosterol level in plasma is elevated in type III hyperlipoproteinemia, but not in non-type III subjects with apolipoprotein E2/2 phenotype, nor in type IIa or IIb hyperlipoproteinemia. Metabolism. 1991 Mar;40(3):231-5. PubMed PMID: 2000034. 16: Cox CM, Sutherland WH, Ball MJ, Mann JI. Response of plasma lathosterol concentration to change in the quality of dietary fat in men and women. Eur J Clin Nutr. 1996 Jun;50(6):358-63. PubMed PMID: 8793416. 17: Duane WC. Serum lathosterol levels in human subjects reflect changes in whole body cholesterol synthesis induced by lovastatin but not dietary cholesterol. J Lipid Res. 1995 Feb;36(2):343-8. PubMed PMID: 7751822. 18: Kempen HJ, de Knijff P, Boomsma DI, van der Voort HA, Gevers Leuven JA, Havekes L. Plasma levels of lathosterol and phytosterols in relation to age, sex, anthropometric parameters, plasma lipids, and apolipoprotein E phenotype, in 160 Dutch families. Metabolism. 1991 Jun;40(6):604-11. PubMed PMID: 1865824. 19: Asplund-Carlson A, Lund E, Björkhem I, Carlson LA. Studies in hypertriglyceridaemia. VI: Serum lathosterol concentration is raised in hypertriglyceridaemic non-diabetic males with hyperinsulinaemia. J Intern Med. 1999 Mar;245(3):247-52. PubMed PMID: 10205586. 20: Boomsma DI, Princen HM, Frants RR, Gevers Leuven JA, Kempen HJ. Genetic analysis of indicators of cholesterol synthesis and absorption: lathosterol and phytosterols in Dutch twins and their parents. Twin Res. 2003 Aug;6(4):307-14. PubMed PMID: 14511438.

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