(R)-carnitinyl-CoA betaine

Identification

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Name
(R)-carnitinyl-CoA betaine
Accession Number
DB02516  (EXPT00863)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • (R)-carnitinyl-CoA βine
  • L-carnitinyl-CoA betaine
  • R-carnitinyl-CoA inner salt
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 910.718
Monoisotopic: 910.20983703
Chemical Formula
C28H49N8O18P3S
InChI Key
BBRISSLDTUHWKG-PVMHLSDZSA-N
InChI
InChI=1S/C28H49N8O18P3S/c1-28(2,23(41)26(42)31-7-6-18(38)30-8-9-58-19(39)10-16(37)11-36(3,4)5)13-51-57(48,49)54-56(46,47)50-12-17-22(53-55(43,44)45)21(40)27(52-17)35-15-34-20-24(29)32-14-33-25(20)35/h14-17,21-23,27,37,40-41H,6-13H2,1-5H3,(H7-,29,30,31,32,33,38,42,43,44,45,46,47,48,49)/t16-,17-,21-,22-,23+,27-/m1/s1
IUPAC Name
[(2R)-4-[(2-{3-[(2R)-4-[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)oxy]-2-hydroxy-3,3-dimethylbutanamido]propanamido}ethyl)sulfanyl]-2-hydroxy-4-oxobutyl]trimethylazanium
SMILES
CC(C)(COP([O-])(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@H](O)C[N+](C)(C)C

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCrotonobetainyl-CoA:carnitine CoA-transferaseNot AvailableEscherichia coli (strain K12)
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
5287894
PubChem Substance
46508772
ChemSpider
4450174
ChEBI
41482
HET
CCQ
PDB Entries
1xvv

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility3.51 mg/mLALOGPS
logP-1.5ALOGPS
logP-9.6ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)0.83ChemAxon
pKa (Strongest Basic)4.89ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area386.69 Å2ChemAxon
Rotatable Bond Count24ChemAxon
Refractivity211.09 m3·mol-1ChemAxon
Polarizability82.69 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.9915
Blood Brain Barrier-0.8711
Caco-2 permeable-0.661
P-glycoprotein substrateSubstrate0.8048
P-glycoprotein inhibitor INon-inhibitor0.8378
P-glycoprotein inhibitor IINon-inhibitor0.9771
Renal organic cation transporterNon-inhibitor0.9601
CYP450 2C9 substrateNon-substrate0.7844
CYP450 2D6 substrateNon-substrate0.7908
CYP450 3A4 substrateSubstrate0.6384
CYP450 1A2 substrateNon-inhibitor0.7835
CYP450 2C9 inhibitorNon-inhibitor0.7668
CYP450 2D6 inhibitorNon-inhibitor0.8489
CYP450 2C19 inhibitorNon-inhibitor0.7491
CYP450 3A4 inhibitorNon-inhibitor0.7639
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9601
Ames testNon AMES toxic0.5979
CarcinogenicityNon-carcinogens0.8263
BiodegradationNot ready biodegradable0.8044
Rat acute toxicity2.5839 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9185
hERG inhibition (predictor II)Inhibitor0.5817
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as (s)-3-hydroxyacyl coas. These are organic compounds containing a (S)-3-hydroxyl acylated coenzyme A derivative.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Fatty Acyls
Sub Class
Fatty acyl thioesters
Direct Parent
(S)-3-hydroxyacyl CoAs
Alternative Parents
Coenzyme A and derivatives / Purine ribonucleoside diphosphates / Ribonucleoside 3'-phosphates / Pentose phosphates / Beta amino acids and derivatives / Glycosylamines / 6-aminopurines / Monosaccharide phosphates / Organic pyrophosphates / Aminopyrimidines and derivatives
show 23 more
Substituents
Coenzyme a or derivatives / Purine ribonucleoside 3',5'-bisphosphate / Purine ribonucleoside bisphosphate / Purine ribonucleoside diphosphate / Ribonucleoside 3'-phosphate / Pentose phosphate / Pentose-5-phosphate / Beta amino acid or derivatives / Glycosyl compound / N-glycosyl compound
show 52 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
3-hydroxy fatty acyl-CoA, ammonium betaine (CHEBI:41482)

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Coa-transferase activity
Specific Function
Catalyzes the reversible transfer of the CoA moiety from gamma-butyrobetainyl-CoA to L-carnitine to generate L-carnitinyl-CoA and gamma-butyrobetaine. Is also able to catalyze the reversible transf...
Gene Name
caiB
Uniprot ID
P31572
Uniprot Name
L-carnitine CoA-transferase
Molecular Weight
45126.41 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on January 02, 2020 05:02