Norucholic Acid
Basic information
- CAS
99697-24-2- Standard SMILES
C[C@H](CC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C- InChIKey
QYYDXDSPYPOWRO-JHMCBHKWSA-N- Molecular formula
- C23H38O4
- Average molar mass
- 378.5 g/mol
- Monoisotopic mass
- 378.27700969
Overview
norUrsodeoxycholic acid is under investigation in clinical trial NCT03872921 (Norursodeoxycholic Acid vs Placebo in PSC).
Names & identifiers
- Preferred name
- Norucholic Acid
- IUPAC
- (3R)-3-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]butanoic acid
- English name
- 24-norursodeoxycholic acid
- Molecular formula
- C23H38O4
- Molecular weight
- 378.55
Names & synonyms
24-Norursodeoxycholic acid99697-24-2Norursodeoxycholic Acidnor-ursodeoxycholic acidNorucholic acidNor-udca8A5G600D9V24-nor-3alpha,7beta-dihydroxy-5beta-cholan-23-oic acid24-Norcholan-23-oic acid, 3,7-dihydroxy-, (3alpha,5beta,7beta)-RefChem:16672724-Nor Ursodeoxycholic Acid(3R)-3-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]butanoic acid
Show more names
Urosodeoxycholic Acid Impurity 2424-Norursodeoxycholic acid, 10 mM in DMSO3α,7β-Dihydroxy-24-nor-5β-cholan-23-oic Acid(3α,5β,7β)-3,7-Dihydroxy-24-norcholan-23-oic Acid24-Norcholan-23-oic acid, 3,7-dihydroxy-, (3α,5β,7β)-24-Norursodeoxycholic acid,24Norursodeoxycholic acid,Inhibitor,Norucholic acid,24 Norursodeoxycholic acid,inhibit(R)-3-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]butanoic Acid
Properties
Computed structural properties
- XLogP
- 4.6
- Topological polar surface area
- 77.8 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 591
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Bile acids and derivatives [ST04] -> C23 bile acids, alcohols, and derivatives [ST0406]
Physicochemical properties
- Melting point
- 117 · 117 - 123°C
- Boiling point
- 536.7 · 536.7±25.0 °C(Predicted)
- Density
- 1.142 · 1.142±0.06 g/cm3(Predicted)
- storage temp.
- Refrigerator
- solubility
- DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
- pka
- 4.71 · 4.71±0.10(Predicted)
- form
- Solid
- color
- Off-White to Pale Yellow
- InChIKey
- QYYDXDSPYPOWRO-JHMCBHKWSA-N
- SMILES
- O[C@@H]1[C@@H]2[C@@H]([C@@]4([C@H](C1)C[C@@H](CC4)O)C)CC[C@]3([C@H]2CC[C@@H]3[C@@H](CC(=O)O)C)C
- FDA UNII
- 8 A5G600D9V · 8A5G600D9V
- UNSPSC Code
- 12352106 · 12352106
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
Applications
UsesUrsodeoxycholic Acid (U850000) derivative. 24-norUrsodeoxycholic acid is superior to Ursodeoxycholic acid in the treatment of sclerosing cholangitis in Mdr2 (Abcb4) knockout mice.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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