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MedKoo Cat#: 599017 | Name: Lithocholenic acid

Description:

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

Lithocholenic acid is a bile acid that acts as a detergent to solubilize fats for absorption. Bacterial action in the colon produces LCA from chenodeoxycholic acid by reduction of the hydroxyl functional group at carbon-7 in the "B" ring of the steroid framework.

Chemical Structure

Lithocholenic acid
CAS#1053-37-8

Theoretical Analysis

MedKoo Cat#: 599017

Name: Lithocholenic acid

CAS#: 1053-37-8

Chemical Formula: C24H38O3

Exact Mass: 374.2821

Molecular Weight: 374.56

Elemental Analysis: C, 76.96; H, 10.23; O, 12.81

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
Lithocholenic acid;
IUPAC/Chemical Name
(4R)-4-((3R,8S,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,10,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid
InChi Key
FEGCPHIPSRBREU-YPLGJCPNSA-N
InChi Code
InChI=1S/C24H38O3/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/h11,13,15-21,25H,4-10,12,14H2,1-3H3,(H,26,27)/t15-,16?,17-,18+,19-,20+,21+,23+,24-/m1/s1
SMILES Code
C[C@H](CCC(O)=O)[C@H]1CC[C@@]2([H])[C@]3([H])CCC4C[C@H](O)CC[C@]4(C)[C@@]3([H])C=C[C@]12C
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 374.56 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: Malavolti M, Fromm H, Nsien E, Setchell KD, Albert MB, Cohen B, Ceryak S. Formation, absorption, and biotransformation of delta 6-lithocholenic acid in humans. Am J Physiol. 1993 Jan;264(1 Pt 1):G163-71. PubMed PMID: 8430800. 2: Malavolti M, Fromm H, Cohen B, Ceryak S. Isolation and identification of delta 6-lithocholenic acid (3 alpha-hydroxy-5 beta-6-cholen-24-oic acid) as an intestinal bacterial metabolite of chenodeoxycholic acid in man. J Biol Chem. 1985 Sep 15;260(20):11011-5. PubMed PMID: 4030779. 3: GALLAGHER TF. Partial synthesis of compounds related to adrenal cortical hormones; the structure of Delta 11-lithocholenic acid. J Biol Chem. 1946 Mar;162:491-3. PubMed PMID: 21018757. 4: GALLAGHER TF, LONG WP. Partial synthesis of compounds related to adrenal cortical hormones; some reactions of an epoxide of Delta 11-lithocholenic acid. J Biol Chem. 1946 Mar;162:495-509. PubMed PMID: 21018758.

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