Skip to main content

Lithocholic acid glycine conjugate

ADVERTISEMENT
Identification
Molecular formula
C26H43NO5
CAS number
22993-97-1
IUPAC name
2-[[(4R)-4-[(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]pentanoyl]amino]acetic acid
State
State

At room temperature, this compound is a solid. It retains a crystalline structure and is not prone to melting without the application of significant heat.

Melting point (Celsius)
230.00
Melting point (Kelvin)
503.15
Boiling point (Celsius)
500.00
Boiling point (Kelvin)
773.15
General information
Molecular weight
445.63g/mol
Molar mass
445.6300g/mol
Density
1.2000g/cm3
Appearence

This compound is a white crystalline powder. It is typically solid at room temperature and has a distinct crystalline structure.

Comment on solubility

Solubility Overview of 2-[[(4R)-4-[(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]pentanoyl]amino]acetic acid

The solubility of 2-[[(4R)-4-[(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]pentanoyl]amino]acetic acid exhibits a complex interaction with solvents due to its intricate molecular structure. Understanding its solubility is critical for its application in various chemical processes. Here are some key considerations:

  • Polarity: The presence of multiple hydroxyl groups (-OH) suggests that the compound is relatively polar, which enhances its solubility in polar solvents like water.
  • Hydrogen Bonding: The trihydroxy groups enable the molecule to form hydrogen bonds, improving its interaction with polar solvents.
  • Aliphatic vs. Aromatic Characteristics: The hydrophobic sections of the molecule may hinder solubility in non-polar solvents, indicating a stronger preference for polar environments.
  • pH Dependence: The solubility may be influenced by pH, as carboxylic groups can ionize, affecting their solubility in aqueous solutions.
  • Temperature Influence: Solubility can vary with temperature; generally, higher temperatures increase solubility in both polar and some non-polar solvents.

In summary, the solubility of this compound is influenced by its molecular structure and the nature of the solvent, highlighting the importance of these factors in its potential applications.

Interesting facts

Interesting Facts About 2-[[(4R)-4-[(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]pentanoyl]amino]acetic acid

This compound is a fascinating example of the intricacies found in organic chemistry, particularly in the field of biochemistry and medicinal chemistry. It showcases the remarkable diversity of natural products and their derivatives. Here are some noteworthy aspects:

  • Structural Complexity: The compound features a multi-ring structure that is characteristic of steroid-like compounds, along with multiple hydroxyl functional groups, which can influence its biological activity.
  • Bioactivity: Given its intricate stereochemistry, this compound may exhibit significant bioactivity, such as various hormonal functions or effects on enzymatic processes, making it of interest in pharmaceutical research.
  • Role in Biochemistry: Compounds like this one often serve as precursors for the synthesis of important biomolecules in living organisms, including hormones and vitamins, integral to bodily functions.
  • Chirality: The presence of multiple chiral centers within this molecule can lead to different biological activities based on stereoisomerism, adding another layer of complexity to its study.
  • Potential Therapeutic Uses: Due to its potential bioactive properties, it may be explored for therapeutic applications, particularly in areas related to hormonal therapies or metabolic disorders.

As you engage with this compound, remember the quote by Richard Feynman: "The beauty of a flower is in its structure." Just like the flower, the beauty of this compound lies in its multifaceted structure and the possibilities it holds in scientific applications.

In summary, 2-[[(4R)-4-[(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]pentanoyl]amino]acetic acid not only enriches the scientific understanding of complex organic molecules but also holds the promise of contributing to breakthrough advancements in medicine and biochemistry.

Synonyms
Glycocholic acid
475-31-0
N-Choloylglycine
Cholylglycine
Glycine, N-choloyl-
G59NX3I3RT
DTXSID2047436
CHEBI:17687
EINECS 207-494-9
GLYCOCHOLIC ACID [MI]
2-[[(4R)-4-[(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]pentanoyl]amino]acetic acid
DTXCID0027436
GLYCOCHOLIC ACID [WHO-DD]
N-(3Alpha,7Alpha,12Alpha-trihydroxy-5Beta-cholan-24-oyl)-glycine
N-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oyl)glycine
N-(Carboxymethyl)-3alpha,7alpha,12alpha-trihydroxyglycine cholate
N-((3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxy-24-oxocholan-24-yl)glycine
N-[(3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]glycine
2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid
Glycine, N-((3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl)-
Glycine, N-[(3.alpha.,5.beta.,7.alpha.,12.alpha.)-3,7,12-trihydroxy-24-oxocholan-24-yl]-
NCholoylglycine
NCholylglycine
Glycine, Ncholoyl
2-(((4R)-4-((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)pentanoyl)amino)acetic acid
2-((4R)-4-((1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo(8.7.0.0^(2,7).0^(11,15))heptadecan-14-yl)pentanamido)acetic acid
Glycine, N-[(3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]-
N(3alpha,7alpha,12alphaTrihydroxycholan24oyl)glycine
N(Carboxymethyl)3alpha,7alpha,12alphatrihydroxyglycine cholate
Glycine, N((3alpha,5beta,7alpha,12alpha)3,7,12trihydroxy24oxocholan24yl)
N((3alpha,5beta,7alpha,12alpha)3,7,12Trihydroxy24oxocholan24yl)glycine
207-494-9
rfdaiacwwdredc-frvqljsfsa-n
rfdaiacwwdredc-uhfffaoysa-n
glycocholate
N-CHOLYLGLYCINE
CHEMBL411070
3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oylglycine
((R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-Trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoyl)glycine
MFCD00065902
GCH
MFCD06408004
UNII-G59NX3I3RT
Glycylcholate
N-choloyl-Glycine
CAS-475-31-0
Prestwick_768
Prestwick0_000521
Prestwick1_000521
Prestwick2_000521
Prestwick3_000521
Spectrum5_002011
bmse000651
Glycocholic acid (Standard)
BIDD:PXR0160
Glycoreductodehydrocholic acid
SCHEMBL29022
BSPBio_000501
MLS002153857
SPBio_002422
BPBio1_000553
GTPL4544
HY-N1423R
3alpha,7alpha,12alpha-Trihydroxy-5beta-cholan-24-oic acid N-(carboxymethyl)amide
HMS1569J03
HMS2096J03
HMS2231A05
N-(3-alpha,7-alpha,12-alpha-Trihydroxycholan-24-oyl)glycine
2-((R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-Trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)acetic acid
HY-N1423
Tox21_302549
BDBM50375589
LMST05030001
s4958
STL565148
AKOS015965042
CCG-269413
CS-W020037
DS-0968
FG16282
NCGC00163115-02
NCGC00256646-01
1ST10389
AC-30905
SMR001233215
NS00014841
3a,7a,12a-Trihydroxy-5b-cholan-24-oylglycine
C01921
3a,7a,12a-Trihydroxy-5b-cholanic acid-24-glycine
Q2701638
BRD-K54771420-001-03-2
[(3,7,12-Trihydroxy-24-oxocholan-24-yl)amino]acetic acid #
3a,7a,12a-Trihydroxy-N-(carboxymethyl)-5b-cholan-24-amide
N-(carboxymethyl)-3a,7a,12a-trihydroxy-5b-Cholan-24-amide
5beta-Cholanic acid-3alpha,7alpha,12alpha-triol N-(carboxymethyl)-amide
3?,7?,12?-Trihydroxy-5?-cholan-24-oic acid n-[carboxymethyl]amide;Cholylglycine
N-[(3alpha,5beta,7alpha,8xi,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]glycine
N-[(3beta,5beta,7beta,9beta,12beta)-3,7,12-trihydroxy-24-oxocholan-24-yl]glycine
2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]pentanamido]acetic acid