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Norcholic acid

Cat No.:V41823 Purity: ≥98%
Norcholic acid is a C23 bile acid with four side chains found in human urine and meconium.
Norcholic acid
Norcholic acid Chemical Structure CAS No.: 60696-62-0
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
25mg
Other Sizes
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Product Description
Norcholic acid is a C23 bile acid with four side chains found in human urine and meconium. Norcholic acid becomes prominent in certain pathological conditions. Norcholic acid is efficiently absorbed from the intestines and rapidly excreted into the bile but not into the urine.
Norcholic acid (CAS 60696-62-0) is a normal minor bile acid, specifically a C23 bile acid with four side chains, that is found in human urine and meconium. It is a 23-carbon derivative of cholic acid, formed by the partial degradation or modification of cholic acid. Norcholic acid can become prominent under certain pathological conditions, including liver cirrhosis and cerebrotendinous xanthomatosis (CTX), an inborn error of metabolism. The compound is efficiently absorbed from the intestine and is rapidly secreted into the bile, but not into urine. Norcholic acid promotes tumor progression and immune escape by modulating the farnesol X receptor in hepatocellular carcinoma.
Biological Activity I Assay Protocols (From Reference)
Targets
Norcholic acid is a bile acid that interacts with the farnesol X receptor (FXR), a nuclear receptor that regulates bile acid, lipid, and glucose metabolism. By modulating FXR, norcholic acid promotes tumor progression and immune escape in hepatocellular carcinoma. Bile acids, including norcholic acid, also interact with gut microbiota and play a role in the digestion and absorption of dietary fats and cholesterol. Norcholic acid's four side chain structure distinguishes it from other bile acids and contributes to its unique biological properties.
ln Vitro
In vitro, norcholic acid has been shown to promote tumor progression and immune escape by modulating FXR. The compound's activity is assessed in cell-based assays measuring cell proliferation, migration, and immune cell function. Norcholic acid's ability to modulate FXR makes it a valuable tool for studying bile acid signaling and its role in cancer and metabolic diseases.
ln Vivo
Norcholic Acid (6.4 g/L; wall; 24 hours) demonstrates that an average of 40% of the variation may be retrieved from the matrix within the first 24 hours [1]. Norcholic Acid is effectively absorbed from the destruction and promptly eliminated
In vivo, norcholic acid is efficiently absorbed from the intestine and rapidly secreted into the bile. The compound can become prominent in the urine of patients with liver cirrhosis or cerebrotendinous xanthomatosis. Norcholic acid's role in promoting tumor progression and immune escape in hepatocellular carcinoma suggests that it may be a biomarker or therapeutic target in liver cancer.
Enzyme Assay
Norcholic acid's activity is assessed using cell-based assays. Cells are treated with varying concentrations of norcholic acid; FXR activation is assessed by reporter gene assays or by measuring the expression of FXR target genes (e.g., SHP, BSEP) by qPCR; cell proliferation is assessed by MTT or CellTiter-Glo assays; immune cell function is assessed by measuring cytokine production and immune cell infiltration. These assays provide mechanistic insights into the activity of norcholic acid.
Cell Assay
Norcholic acid is tested on cultured hepatocytes, cancer cells, and immune cells. Cells are treated with varying concentrations of norcholic acid; FXR activation is assessed by reporter gene assays or qPCR; cell proliferation is assessed by MTT or CellTiter-Glo; apoptosis is assessed by Annexin V staining; immune cell function is assessed by measuring cytokine production and T cell proliferation. These cell-based assays demonstrate the biological activity of norcholic acid.
Animal Protocol
Animal/Disease Models: Male Wistar rat (100~150g)
Doses: 6.4 g/L
Route of Administration: Po
Experimental Results: demonstrated that an average of 40% of the administered radioactivity was recovered from the feces during processing Recycle. The first 24 hrs (hrs (hours)).
Norcholic acid has been studied in animal models of liver disease and cancer. In these models, norcholic acid levels are measured in bile, urine, and plasma; the compound's effects on tumor growth, immune response, and bile acid metabolism are assessed. Norcholic acid's role as a biomarker in liver cirrhosis and CTX has been studied in patient samples.
ADME/Pharmacokinetics
Pharmacokinetic studies indicate that norcholic acid is efficiently absorbed from the intestine and rapidly secreted into the bile. The compound is not excreted into urine in significant amounts. Norcholic acid's pharmacokinetic properties are consistent with those of other bile acids.
Toxicity/Toxicokinetics
The toxicity profile of norcholic acid is not extensively characterized in the available literature. As a bile acid, norcholic acid is a normal constituent of human metabolism and is generally considered to have low toxicity. However, elevated levels of norcholic acid in certain pathological conditions may contribute to disease progression.
References

[1]. Intestinal absorption and metabolism of norcholic acid in rats. J Pharmacobiodyn. 1985;8(7):557-563.

Additional Infomation
Norcholic acid is a type of bile acid.
Norcholic acid is a normal minor C23 bile acid found in human urine and meconium. The compound can become prominent under pathological conditions including liver cirrhosis and cerebrotendinous xanthomatosis. Norcholic acid is efficiently absorbed from the intestine and rapidly secreted into the bile. The compound promotes tumor progression and immune escape by modulating the farnesol X receptor in hepatocellular carcinoma. Norcholic acid is used as a research tool for studying bile acid metabolism, liver function, and cancer biology. The compound is not approved as a therapeutic agent and is used for research purposes only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C23H38O5
Molecular Weight
394.54500
Exact Mass
394.272
CAS #
60696-62-0
PubChem CID
158738
Appearance
White to off-white solid powder
LogP
3.058
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
3
Heavy Atom Count
28
Complexity
622
Defined Atom Stereocenter Count
11
SMILES
C[C@H](CC(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C
InChi Key
SHUYNJFEXPRUGR-RTCCEZQESA-N
InChi Code
InChI=1S/C23H38O5/c1-12(8-20(27)28)15-4-5-16-21-17(11-19(26)23(15,16)3)22(2)7-6-14(24)9-13(22)10-18(21)25/h12-19,21,24-26H,4-11H2,1-3H3,(H,27,28)/t12-,13+,14-,15-,16+,17+,18-,19+,21+,22+,23-/m1/s1
Chemical Name
(3R)-3-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]butanoic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~253.46 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.34 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (6.34 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (6.34 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.5345 mL 12.6727 mL 25.3453 mL
5 mM 0.5069 mL 2.5345 mL 5.0691 mL
10 mM 0.2535 mL 1.2673 mL 2.5345 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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