Methylmalonyl-Coenzyme A

Identification

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Name
Methylmalonyl-Coenzyme A
Accession Number
DB04045  (EXPT02132)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
UNII
Not Available
CAS number
Not Available
Weight
Average: 867.607
Monoisotopic: 867.131252359
Chemical Formula
C25H40N7O19P3S
InChI Key
MZFOKIKEPGUZEN-AGCMQPJKSA-N
InChI
InChI=1S/C25H40N7O19P3S/c1-12(23(37)38)24(39)55-7-6-27-14(33)4-5-28-21(36)18(35)25(2,3)9-48-54(45,46)51-53(43,44)47-8-13-17(50-52(40,41)42)16(34)22(49-13)32-11-31-15-19(26)29-10-30-20(15)32/h10-13,16-18,22,34-35H,4-9H2,1-3H3,(H,27,33)(H,28,36)(H,37,38)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/t12-,13-,16-,17-,18+,22-/m1/s1
IUPAC Name
(2R)-3-({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)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-2-methyl-3-oxopropanoic acid
SMILES
[H][C@@](C)(C(O)=O)C(=O)SCCN=C(O)CCN=C(O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UMethylmalonyl-CoA carboxyltransferase 12S subunitNot AvailablePropionibacterium freudenreichii subsp. shermanii
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
Not Available
Food Interactions
Not Available

References

Synthesis Reference

Markus Poetter, Achim Marx, Georg Fuchs, Birgit Alber, Tobias Juergen Erb, " ENZYME FOR THE PRODUCTION OF METHYLMALONYL-COENZYME A OR ETHYLMALONYL-COENZYME A AND USE THEREOF." U.S. Patent US20100190224, issued July 29, 2010.

US20100190224
General References
Not Available
External Links
PubChem Compound
449534
PubChem Substance
46507986
ChemSpider
396035
ChEBI
15465
HET
MCA
PDB Entries
1on3 / 1on9 / 1xet / 3nyq / 4req

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 Solubility5.49 mg/mLALOGPS
logP-0.4ALOGPS
logP-3.9ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)0.82ChemAxon
pKa (Strongest Basic)4.82ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count21ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area407.91 Å2ChemAxon
Rotatable Bond Count22ChemAxon
Refractivity184.17 m3·mol-1ChemAxon
Polarizability76.01 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.6402
Blood Brain Barrier-0.8937
Caco-2 permeable-0.7089
P-glycoprotein substrateSubstrate0.7262
P-glycoprotein inhibitor INon-inhibitor0.6754
P-glycoprotein inhibitor IINon-inhibitor0.9647
Renal organic cation transporterNon-inhibitor0.9673
CYP450 2C9 substrateNon-substrate0.7793
CYP450 2D6 substrateNon-substrate0.801
CYP450 3A4 substrateSubstrate0.591
CYP450 1A2 substrateNon-inhibitor0.8121
CYP450 2C9 inhibitorNon-inhibitor0.7724
CYP450 2D6 inhibitorNon-inhibitor0.8413
CYP450 2C19 inhibitorNon-inhibitor0.7456
CYP450 3A4 inhibitorNon-inhibitor0.6449
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8751
Ames testNon AMES toxic0.6214
CarcinogenicityNon-carcinogens0.8362
BiodegradationNot ready biodegradable0.9885
Rat acute toxicity2.7141 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9735
hERG inhibition (predictor II)Non-inhibitor0.5769
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-3931000120-503dfdefbc3bdbb5e1bc
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-002r-1911000000-cd0632f31aad1955e31e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-3910000000-6b360fd99bac9c77be27
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00l2-9811041650-6ff1106e71f7373df82d
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-003r-4911110010-0041cbe45f5267a47176
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-057i-6900100000-da5c7610b3b97c5fb82f

Taxonomy

Description
This compound belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Fatty Acyls
Sub Class
Fatty acyl thioesters
Direct Parent
Acyl CoAs
Alternative Parents
Coenzyme A and derivatives / Purine ribonucleoside diphosphates / Pentose phosphates / Ribonucleoside 3'-phosphates / Beta amino acids and derivatives / Glycosylamines / 6-aminopurines / Monosaccharide phosphates / Organic pyrophosphates / Aminopyrimidines and derivatives
show 21 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 50 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
methylmalonyl-CoA (CHEBI:15465)

Targets

Kind
Protein
Organism
Propionibacterium freudenreichii subsp. shermanii
Pharmacological action
Unknown
General Function
Methylmalonyl-coa carboxytransferase activity
Specific Function
The 12S subunit specifically catalyzes the transfer of the carboxyl group of methylmalonyl CoA to the biotin of the 1.3S subunit forming propanoyl-CoA and carboxylated 1.3S-biotin.
Gene Name
Not Available
Uniprot ID
Q8GBW6
Uniprot Name
Methylmalonyl-CoA carboxyltransferase 12S subunit
Molecular Weight
65926.0 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 June 04, 2019 05:59