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MedKoo Cat#: 535736 | Name: Glycocholic acid

Description:

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

Glycocholic acid is a bioactive chemical.

Chemical Structure

Glycocholic acid
Glycocholic acid
CAS#475-31-0

Theoretical Analysis

MedKoo Cat#: 535736

Name: Glycocholic acid

CAS#: 475-31-0

Chemical Formula: C26H43NO6

Exact Mass: 465.3090

Molecular Weight: 465.63

Elemental Analysis: C, 67.07; H, 9.31; N, 3.01; O, 20.62

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Glycocholic acid
IUPAC/Chemical Name
Glycine, N-((3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl)-
InChi Key
RFDAIACWWDREDC-FRVQLJSFSA-N
InChi Code
InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1
SMILES Code
O=C(O)CNC(CC[C@@H](C)[C@H]1CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)=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
>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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 465.63 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: Song WS, Park HM, Ha JM, Shin SG, Park HG, Kim J, Zhang T, Ahn DH, Kim SM, Yang YH, Jeong JH, Theberge AB, Kim BG, Lee JK, Kim YG. Discovery of glycocholic acid and taurochenodeoxycholic acid as phenotypic biomarkers in cholangiocarcinoma. Sci Rep. 2018 Jul 23;8(1):11088. doi: 10.1038/s41598-018-29445-z. PMID: 30038332; PMCID: PMC6056462. 2: Cui X , Vasylieva N , Shen D , Barnych B , Yang J , He Q , Jiang Z , Zhao S , Hammock BD . Biotinylated single-chain variable fragment-based enzyme-linked immunosorbent assay for glycocholic acid. Analyst. 2018 Apr 30;143(9):2057-2065. doi: 10.1039/c7an02024d. PMID: 29629470; PMCID: PMC6449042. 3: Xu G, Salen G, Batta AK, Shefer S, Nguyen LB, Niemann W, Chen TS, Arora- Mirchandani R, Ness GC, Tint GS. Glycocholic acid and glycodeoxycholic acid but not glycoursocholic acid inhibit bile acid synthesis in the rabbit. Gastroenterology. 1992 May;102(5):1717-23. doi: 10.1016/0016-5085(92)91735-m. PMID: 1568582. 4: Peña López A, Conde AJ, Estevez R, Valencia de Pablo O, Rossi-Fedele G, Cisneros R. Sodium Hypochlorite and a Preparation Containing Glycocholic Acid and Surfactants Have a Synergistic Action on Organic Tissue Dissolution In Vitro. J Endod. 2018 May;44(5):813-815. doi: 10.1016/j.joen.2018.01.007. Epub 2018 Mar 15. PMID: 29550010. 5: Rifai K, Ockenga J, Manns MP, Bischoff SC. Repeated administration of a vitamin preparation containing glycocholic acid in patients with hepatobiliary disease. Aliment Pharmacol Ther. 2006 May 1;23(9):1337-45. doi: 10.1111/j.1365-2036.2006.02895.x. PMID: 16629939. 6: Guo C, Xie C, Ding P, Qin G, Mo W, Cao X, Zheng S. Quantification of glycocholic acid in human serum by stable isotope dilution ultra performance liquid chromatography electrospray ionization tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Jan 1;1072:315-319. doi: 10.1016/j.jchromb.2017.11.037. Epub 2017 Dec 2. PMID: 29202363. 7: Zhang A, Sun H, Yan G, Han Y, Ye Y, Wang X. Urinary metabolic profiling identifies a key role for glycocholic acid in human liver cancer by ultra- performance liquid-chromatography coupled with high-definition mass spectrometry. Clin Chim Acta. 2013 Mar 15;418:86-90. doi: 10.1016/j.cca.2012.12.024. Epub 2013 Jan 8. PMID: 23313056. 8: Collazos J. Glycocholic acid in chronic active hepatitis and mild liver diseases. Clin Investig. 1993 Dec;72(1):36-9. doi: 10.1007/BF00231114. PMID: 8136614. 9: Cui X, Vasylieva N, Wu P, Barnych B, Yang J, Shen D, He Q, Gee SJ, Zhao S, Hammock BD. Development of an Indirect Competitive Enzyme-Linked Immunosorbent Assay for Glycocholic Acid Based on Chicken Single-Chain Variable Fragment Antibodies. Anal Chem. 2017 Oct 17;89(20):11091-11097. doi: 10.1021/acs.analchem.7b03190. Epub 2017 Oct 4. PMID: 28942640; PMCID: PMC6459402. 10: Li QF, Zhan YM, Zhong YG, Zhang B, Ge CQ. Macromolecular Crowding Agents- Assisted Imprinted Polymers For Analysis Of Glycocholic Acid In Human Plasma And Urine. Biomed Chromatogr. 2016 Nov;30(11):1706-1713. doi: 10.1002/bmc.3737. Epub 2016 May 20. PMID: 27061917.

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