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Glycolithocholic acid

CAT: 0607-C8620-10Size: 10 mgDry Ice: NoHazardous: No
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Description
An endogenous metabolite and belongs to the category of glycine-binding secondary bile acids
CAS Number
474-74-8
Product Name Alternative
((R) -4- ((3R,5R,8R,9S,10S,13R,14S,17R) -3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl) pentanoyl) glycine
Synonyms
Lithocholylglycine
Purity
0.98
Solubility
≥52 mg/mL in DMSO; ≥50.6 mg/mL in EtOH; insoluble in H2O
Smiles
O=C (NCC (O) =O) CC[C@@H] (C) [C@H]1CC[C@@]2 ([H]) [C@]3 ([H]) CC[C@]4 ([H]) C[C@H] (O) CC[C@]4 (C) [C@@]3 ([H]) CC[C@@]21C
Molecular Formula
C26H43NO4
Molecular Weight
433.62
Storage Conditions
Store at -20°C for 3 years.
Physical Properties
A solid

Chemical Information

Glycolithocholic Acid

Glycolithocholic acid is the glycine conjugate of lithocholic acid. It is a N-acylglycine and a bile acid glycine conjugate. It is functionally related to a lithocholic acid. It is a conjugate acid of a glycolithocholate.

CAS Number474-74-8
PubChem CID115245
IUPAC Name2-[[(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-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
Molecular FormulaC26H43NO4
Molecular Weight433.6
XLogP5.6
Topological Polar Surface Area86.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Heavy Atom Count31
Formal Charge0
Complexity695
SMILES
C[C@H](CCC(=O)NCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)C
InChI
InChI=1S/C26H43NO4/c1-16(4-9-23(29)27-15-24(30)31)20-7-8-21-19-6-5-17-14-18(28)10-12-25(17,2)22(19)11-13-26(20,21)3/h16-22,28H,4-15H2,1-3H3,(H,27,29)(H,30,31)/t16-,17-,18-,19+,20-,21+,22+,25+,26-/m1/s1
InChIKey
XBSQTYHEGZTYJE-OETIFKLTSA-N
Chemical Structure
2D Structure
2D structure of Glycolithocholic Acid
CAS: 474-74-8
CID: 115245
Formula: C26H43NO4
MW: 433.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight433.6
XLogP35.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Exact Mass433.31920885
Monoisotopic Mass433.31920885
Topological Polar Surface Area86.6 Ų
Heavy Atom Count31
Formal Charge0
Complexity695
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
M27986-01Glycolithocholic acid
HY-116374S-01Glycolithocholic acid-d4
AR-L07559-01Glycolithocholic Acid-d5
HY-116374A-01Glycolithocholic acid (sodium)
HY-116374R-01Glycolithocholic acid (Standard)
M35787-01Glycolithocholic acid, sodium salt
AR-L07571-0112-oxo-Glycolithocholic Acid
QY-E05876Human glycolithocholic acid (GLCA)
TRC-G645653-5MGGlycolithocholic Acid Sodium Salt
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