MedKoo Cat#: 341099 | Name: Yakkasterone

Description:

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

Yakkasterone, an oxysterol derived from cholesterol, is formed during the exposure of lung epithelial cells to ozone. It functions as a ligand for liver X receptors (LXRs) and farnesoid X receptors (FXRs), influencing gene expression related to lipid metabolism and inflammation. By binding to these receptors, yakkasterone modulates the expression of genes involved in cholesterol synthesis and uptake, as well as inflammatory pathways.

Chemical Structure

Yakkasterone
Yakkasterone
CAS#13027-33-3

Theoretical Analysis

MedKoo Cat#: 341099

Name: Yakkasterone

CAS#: 13027-33-3

Chemical Formula: C27H46O3

Exact Mass: 418.3447

Molecular Weight: 418.66

Elemental Analysis: C, 77.46; H, 11.08; O, 11.46

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Synonym
Yakkasterone; YS 64.
IUPAC/Chemical Name
Cholestan-6-one, 3,5-dihydroxy-, (3beta,5alpha)-
InChi Key
SJZZRXMQSAXCFD-ZUDGWCDOSA-N
InChi Code
InChI=1S/C27H46O3/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24(29)27(30)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-23,28,30H,6-16H2,1-5H3/t18-,19+,20+,21+,22+,23-,25-,26+,27+/m1/s1
SMILES Code
C1[C@@H](C[C@@]2(C(C[C@H]3[C@@H]4CC[C@@H]([C@@H](CCCC(C)C)C)[C@@]4(C)CC[C@H]3[C@@]2(C1)C)=O)O)O
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
>2 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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 418.66 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
1: Yamaguchi M, Endo Y, Shimizu M, Yamamoto K, Yamada S, Shudo K. 3 beta,5 alpha-Dihydroxycholestan-6-one exists in human blood. Biol Pharm Bull. 1997 Sep;20(9):1044-6. PubMed PMID: 9331996. 2: Matsushima Y, Fukasawa H, Endo Y, Hashimoto Y, Shudo K. Enhancement of human papillomavirus type 18 gene expression in HeLa cells by 12-O-tetradecanoylphorbol-13-acetate, 3 beta,5 alpha-dihydroxycholestan-6-one, and cholesterol. Biol Pharm Bull. 1994 Sep;17(9):1292-5. PubMed PMID: 7841956. 3: Endo Y, Hashimoto Y, Fukasawa H, Shudo K. Oxygenated cholesterols as ligands for cytosolic-nuclear tumor promoter binding protein: yakkasteroids. Biochem Biophys Res Commun. 1993 Aug 16;194(3):1529-35. PubMed PMID: 8352811.