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C1129

Cholic acid

from bovine and/or ovine, ≥98%

Synonym(s):

3α,7α,12α-Trihydroxy-5β-cholanic acid, Cholanic acid

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About This Item

Empirical Formula (Hill Notation):
C24H40O5
CAS Number:
Molecular Weight:
408.57
UNSPSC Code:
12161900
NACRES:
NA.25
PubChem Substance ID:
EC Number:
201-337-8
Beilstein/REAXYS Number:
2822009
MDL number:
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biological source

bovine and/or ovine

Quality Level

description

anionic

assay

≥98%

form

powder

mol wt

408.57 g/mol

mp

200-201 °C (lit.)

solubility

water: soluble 0.175 g/L at 25 °C

application(s)

pharmaceutical

functional group

carboxylic acid

shipped in

ambient

storage temp.

room temp

SMILES string

[H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@]([H])(CC[C@@]4([H])[C@]3([H])[C@H](O)C2)[C@H](C)CCC(O)=O

InChI

1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1

InChI key

BHQCQFFYRZLCQQ-OELDTZBJSA-N

Gene Information

human ... CYP1A2(1544)

General description

Cholic acid is a major primary bile acid produced in the liver which facilitates fat absorption and cholesterol excretion. It is a non-denaturing ionic detergent.

Application

Dietary cholic acid has been used in a study to assess its effect on colonic epithelial cell proliferation. [1] It has also been used in a study to investigate extractions and comparisons of human erythrocyte ghosts. [2]
Non-denaturing ionic detergent used for extraction of membrane proteins.

Biochem/physiol Actions

Bile Acid

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This Item
700212PC21580001133503
assay

≥98%

assay

99% (TLC)

assay

-

assay

-

form

powder

form

powder

form

-

form

-

application(s)

pharmaceutical

application(s)

-

application(s)

cleaning products
cosmetics
food and beverages
personal care
pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

storage temp.

room temp

storage temp.

−20°C

storage temp.

-

storage temp.

-

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

-

description

anionic

description

-

description

-

description

-


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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Hui Zhou et al.
JCI insight, 5(20) (2020-10-16)
High-fat feeding (HFF) leads to gut dysbiosis through unclear mechanisms. We hypothesize that bile acids secreted in response to high-fat diets (HFDs) may act on intestinal Paneth cells, leading to gut dysbiosis. We found that HFF resulted in widespread taxonomic
R Coleman et al.
Biochimica et biophysica acta, 436(1), 38-44 (1976-06-04)
1. Human erythrocyte ghosts were extracted with individual free and conjugated bile salts and, for comparison, with Triton X-100 under conditions approximating to physiological temperature, pH and tonicity. 2. Treatment with cholate, glycocholate, taurocholate, or with Triton X-100 gave lipid-depleted
E E Deschner et al.
Digestion, 21(6), 290-296 (1981-01-01)
Administration of cholic acid (1.0% of the diet) to male Fisher rats for 3 days resulted in increased numbers of DNA synthesizing epithelial cells per colonic crypt column as compared to those found in either control or 0.2% cholic acid-fed



Global Trade Item Number

SKUGTIN
C1129-500G04061833461136
C1129-25G04061833461044
C1129-1KG04061833461020
C1129-100G04061833461013

Questions

1–4 of 4 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. Can the cholic acid be frozen once in solution?

    1 answer
    1. Unfortunately, the solution stability of this product has not been determined.

      Helpful?

  4. what is the solubility of cholic acid in DMSO, Ethanol or PBS?

    1 answer
    1. This product is tested for solubility in methanol at 50 mg/mL. Other possible solvents have not been evaluated.

      Helpful?

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