(5beta)-3,12-Dioxocholan-24-oic acid
Basic information
- CAS
2958-05-6- Standard SMILES
C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CC(=O)CC[C@]4(C)[C@H]3CC(=O)[C@]12C- InChIKey
XNTYYYINMGRBQW-ZEZONBOOSA-N- Molecular formula
- C24H36O4
- Average molar mass
- 388.5 g/mol
- Monoisotopic mass
- 388.26135963
Overview
3,12-Diketocholanic acid is a bile acid.
Names & identifiers
- Preferred name
- (5beta)-3,12-Dioxocholan-24-oic acid
- IUPAC
- (4R)-4-[(5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3,12-dioxo-2,4,5,6,7,8,9,11,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
- English name
- 3,12-dioxo-5-beta-cholan-24-oic acid
- Molecular formula
- C24H36O4
- Molecular weight
- 388.54
Names & synonyms
Dehydrodeoxycholic acid2958-05-6Cholic acid, dehydrodeoxy-DTXSID70183753(5beta)-3,12-Dioxocholan-24-oic acid3,12-dioxo-5 beta-cholan-24-oic aciddioxo-DCARefChem:906195DTXCID101062443,12-Dioxo-5-beta-cholan-24-oic acid3,12-Diketo-5b-cholanoic Acid3,12-Dioxo-5beta-cholan-24-oic Acid
Show more names
Brn 32233605β-CHOLANIC ACID-3, 12-DIONE3,12-Diketo-5β-cholanoic Acid3,12-DIOXO-5-BETA-CHOLANOICACIDChenodeoxycholic Acid Impurity 11Dehydrodeoxycholic Acid (Standard)
3,12-Diketo-5beta-cholanic acid3,12-Dioxo-5beta-cholanoic acid(4R)-4-[(5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3,12-dioxo-2,4,5,6,7,8,9,11,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid5beta-Cholan-24-oic acid, 3,12-dioxo-NSC-60789Cholic Acid Impurity 223,12-Diketocholanic acidCCRIS 3991
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 4.2
- Topological polar surface area
- 71.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 684
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Bile acids and derivatives [ST04] -> C24 bile acids, alcohols, and derivatives [ST0401]
Collision Cross Section200.1 Ų [M+Na-H+Cl]- [CCS Type: DT; Method: single field calibrated]
Physicochemical properties
- Melting point
- 176 °C · 176 °C(Solv: acetic acid (64-19-7))
- Boiling point
- 544.7 · 544.7±35.0 °C(Predicted)
- Density
- 1.12 · 1.120±0.06 g/cm3(Predicted)
- storage temp.
- Refrigerator, Under inert atmosphere
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 4.74 · 4.74±0.10(Predicted)
- color
- White to Off-White
- EWG's Food Scores
- 1 · 1
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Chemistry & industry
Applications
Uses3,12-Diketo-5β-cholanoic Acid and other oxo derivatives of cholic, deoxycholic and chenodeoxycholic acids have been studied for their hydrophobicity and hemolytic potential.
Additional notes
DefinitionChEBI: 3,12-Diketocholanic acid is a bile acid.
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Related reactions
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Compound notes
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