Synonym
3α-hydroxy-5α-Cholanoic Acid; allo-LCA
IUPAC/Chemical Name
(R)-4-((3R,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid
InChi Key
SMEROWZSTRWXGI-NWFSOSCSSA-N
InChi Code
InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16+,17-,18+,19-,20+,21+,23+,24-/m1/s1
SMILES Code
C[C@@H]([C@]1(CC[C@]2([C@@]3(CC[C@]4(C[C@@H](CC[C@@]4([C@]3(CC[C@@]21C)[H])C)O)[H])[H])[H])[H])CCC(O)=O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
376.58
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.
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: Song B, Li P, Xu H, Wang Z, Yuan J, Zhang B, Lv Z, Song Z, Guo Y. Effects of rearing system and antibiotic treatment on immune function, gut microbiota and metabolites of broiler chickens. J Anim Sci Biotechnol. 2022 Dec 16;13(1):144. doi: 10.1186/s40104-022-00788-y. PMID: 36522791; PMCID: PMC9756480.
2: Ilgisonis EV, Shalina R, Kasum-Zade N, Burkova KG, Trifonova OP, Maslov DL, Kaysheva AL, Markin SS. Metabolomic Markers for Predicting Preeclampsia in the First Trimester of Pregnancy: A Retrospective Study. Molecules. 2022 Apr 12;27(8):2475. doi: 10.3390/molecules27082475. PMID: 35458675; PMCID: PMC9025490.
3: Bremmelgaard A, Almé B. Analysis of plasma bile acid profiles in patients with liver diseases associated with cholestasis. Scand J Gastroenterol. 1980;15(5):593-600. doi: 10.3109/00365528009182221. PMID: 7444367.
4: Almé B, Bremmelgaard A, Sjövall J, Thomassen P. Analysis of metabolic profiles of bile acids in urine using a lipophilic anion exchanger and computerized gas-liquid chromatorgaphy-mass spectrometry. J Lipid Res. 1977 May;18(3):339-62. PMID: 864325.
5: Lee JW, Cowley ES, Wolf PG, Doden HL, Murai T, Caicedo KYO, Ly LK, Sun F, Takei H, Nittono H, Daniel SL, Cann I, Gaskins HR, Anantharaman K, Alves JMP, Ridlon JM. Formation of secondary allo-bile acids by novel enzymes from gut Firmicutes. Gut Microbes. 2022 Jan-Dec;14(1):2132903. doi: 10.1080/19490976.2022.2132903. PMID: 36343662; PMCID: PMC9645264.