MedKoo Cat#: 329110 | Name: Cholic Acid
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Description:

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

Cholic acid, also known as Cholalin and Orphacol, is a bile acid used to treat inborn errors of primary bile acid synthesis. Cholic acid It facilitates fat absorption and cholesterol excretion. Cholic acid is produced in the liver and usually conjugated with glycine or taurine.

Chemical Structure

Cholic Acid
Cholic Acid
CAS#81-25-4

Theoretical Analysis

MedKoo Cat#: 329110

Name: Cholic Acid

CAS#: 81-25-4

Chemical Formula: C24H40O5

Exact Mass: 408.2876

Molecular Weight: 408.58

Elemental Analysis: C, 70.55; H, 9.87; O, 19.58

Price and Availability

Size Price Availability Quantity
5g USD 90.00 Ready to ship
10g USD 150.00 Ready to ship
25g USD 250.00 Ready to ship
50g USD 400.00 Ready to ship
100g USD 650.00 2 Weeks
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Related CAS #
No Data
Synonym
Cholic Acid; Cholalin; Cholalic acid; Colalin; E-1000; NSC-6135; E-1000; NSC-6135; E-1000; NSC-6135; Orphacol
IUPAC/Chemical Name
4-((3R,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid
InChi Key
BHQCQFFYRZLCQQ-XXDQCAAPSA-N
InChi Code
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
SMILES Code
C[C@@]12[C@@H](C(C)CCC(O)=O)CC[C@@]1([H])[C@]3([H])[C@H](O)CC4C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@@H]2O
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
Certificate of Analysis
Safety Data Sheet (SDS)

Preparing Stock Solutions

The following data is based on the product molecular weight 408.58 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.

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: Gültekin A, Karanfil G, Sönmezoğlu S, Say R. Development of a highly sensitive MIP based-QCM nanosensor for selective determination of cholic acid level in body fluids. Mater Sci Eng C Mater Biol Appl. 2014 Sep;42:436-42. doi: 10.1016/j.msec.2014.05.055. PubMed PMID: 25063139. 2: Xu Z, Deng P, Tang S, Li J. Fluorescent molecularly imprinted polymers based on 1,8-naphthalimide derivatives for efficiently recognition of cholic acid. Mater Sci Eng C Mater Biol Appl. 2016 Jan 1;58:558-67. doi: 10.1016/j.msec.2015.08.060. PubMed PMID: 26478344. 3: He XQ, Duan JL, Zhou J, Song ZY, Cichello SA. Effects of Two Traditional Chinese Cooking Oils, Canola and Pork, on pH and Cholic Acid Content of Faeces and Colon Tumorigenesis in Kunming Mice. Asian Pac J Cancer Prev. 2015;16(15):6225-9. PubMed PMID: 26434820. 4: Kong B, Zhu Y, Li G, Williams JA, Buckley K, Tawfik O, Luyendyk JP, Guo GL. Mice with hepatocyte-specific FXR deficiency are resistant to spontaneous but susceptible to cholic acid-induced hepatocarcinogenesis. Am J Physiol Gastrointest Liver Physiol. 2016 Mar 1;310(5):G295-302. doi: 10.1152/ajpgi.00134.2015. PubMed PMID: 26744468; PubMed Central PMCID: PMC4773826. 5: Jia YG, Zhu XX. Thermo- and pH-Responsive Copolymers Bearing Cholic Acid and Oligo(ethylene glycol) Pendants: Self-Assembly and pH-Controlled Release. ACS Appl Mater Interfaces. 2015 Nov 11;7(44):24649-55. doi: 10.1021/acsami.5b06909. PubMed PMID: 26479835. 6: Horinouchi M, Hayashi T, Koshino H, Malon M, Hirota H, Kudo T. Identification of 9α-hydroxy-17-oxo-1,2,3,4,10,19-hexanorandrost-6-en-5-oic acid and β-oxidation products of the C-17 side chain in cholic acid degradation by Comamonas testosteroni TA441. J Steroid Biochem Mol Biol. 2014 Sep;143:306-22. doi: 10.1016/j.jsbmb.2014.04.014. PubMed PMID: 24810629. 7: Gültekin A, Ersöz A, Denizli A, Say R. Gold-silver-nanoclusters having cholic acid imprinted nanoshell. Talanta. 2012 May 15;93:364-70. doi: 10.1016/j.talanta.2012.02.057. PubMed PMID: 22483924. 8: Amjad MW, Amin MC, Katas H, Butt AM, Kesharwani P, Iyer AK. In Vivo Antitumor Activity of Folate-Conjugated Cholic Acid-Polyethylenimine Micelles for the Codelivery of Doxorubicin and siRNA to Colorectal Adenocarcinomas. Mol Pharm. 2015 Dec 7;12(12):4247-58. doi: 10.1021/acs.molpharmaceut.5b00827. PubMed PMID: 26567518. 9: Janvier F, Zhu JX, Armstrong J, Meiselman HJ, Cloutier G. Effects of amphiphilic star-shaped poly(ethylene glycol) polymers with a cholic acid core on human red blood cell aggregation. J Mech Behav Biomed Mater. 2013 Feb;18:100-7. doi: 10.1016/j.jmbbm.2012.11.008. PubMed PMID: 23262308; PubMed Central PMCID: PMC3563249. 10: Deng J, Lu X, Constant C, Dogariu A, Fang J. Design of β-CD-surfactant complex-coated liquid crystal droplets for the detection of cholic acid via competitive host-guest recognition. Chem Commun (Camb). 2015 May 28;51(43):8912-5. doi: 10.1039/c5cc01561h. PubMed PMID: 25892566. 11: Hu MX, Li JN, Zhang SL, Li L, Xu ZK. Hydrophilic modification of PVDF microfiltration membranes by adsorption of facial amphiphile cholic acid. Colloids Surf B Biointerfaces. 2014 Nov 1;123:809-13. doi: 10.1016/j.colsurfb.2014.10.019. PubMed PMID: 25454658. 12: Bai G, Wang Y, Nichifor M, Bastos M. Critical role of the degree of substitution in the interaction of biocompatible cholic acid-modified dextrans with phosphatidylcholine liposomes. Langmuir. 2013 Oct 29;29(43):13258-68. doi: 10.1021/la402754y. PubMed PMID: 24079348. 13: Berendse K, Klouwer FC, Koot BG, Kemper EM, Ferdinandusse S, Koelfat KV, Lenicek M, Schaap FG, Waterham HR, Vaz FM, Engelen M, Jansen PL, Wanders RJ, Poll-The BT. Cholic acid therapy in Zellweger spectrum disorders. J Inherit Metab Dis. 2016 Nov;39(6):859-868. PubMed PMID: 27469511. 14: Chen DQ, Wang X, Chen L, He JX, Miao ZH, Shen JK. Novel liver-specific cholic acid-cytarabine conjugates with potent antitumor activities: Synthesis and biological characterization. Acta Pharmacol Sin. 2011 May;32(5):664-72. doi: 10.1038/aps.2011.7. PubMed PMID: 21516131; PubMed Central PMCID: PMC4002521. 15: Shiraishi T, Nielsen PE. Nanomolar cellular antisense activity of peptide nucleic acid (PNA) cholic acid ("umbrella") and cholesterol conjugates delivered by cationic lipids. Bioconjug Chem. 2012 Feb 15;23(2):196-202. doi: 10.1021/bc200460t. PubMed PMID: 22243634.