Malonyl-CoA
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Identification
- Generic Name
- Malonyl-CoA
- DrugBank Accession Number
- DB04524
- Background
A coenzyme A derivative which plays a key role in the fatty acid synthesis in the cytoplasmic and microsomal systems.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 853.58
Monoisotopic: 853.115602295 - Chemical Formula
- C24H38N7O19P3S
- Synonyms
- Coenzyme A, S-(hydrogen propanedioate)
- Malonyl coenzyme A
- S-(Hydrogen malonyl)coenzyme A
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism U3-oxoacyl-[acyl-carrier-protein] synthase 3 Not Available Escherichia 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
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
Pathway Category Malonic Aciduria Disease Methylmalonic Aciduria Due to Cobalamin-Related Disorders Disease Malonyl-CoA Decarboxylase Deficiency Disease Pyruvate Kinase Deficiency Disease Propanoate Metabolism Metabolic Pyruvate Metabolism Metabolic Leigh Syndrome Disease Pyruvate Dehydrogenase Complex Deficiency Disease Pyruvate Decarboxylase E1 Component Deficiency (PDHE1 Deficiency) Disease Fatty Acid Biosynthesis Metabolic Primary Hyperoxaluria II, PH2 Disease - 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
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- 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
- 1,3-dicarbonyl compound / 6-aminopurine / Alcohol / Alkyl phosphate / Amine / Amino acid / Amino acid or derivatives / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle show 50 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- malonyl-CoAs (CHEBI:15531)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- LNB9YCJ9F9
- CAS number
- 524-14-1
- InChI Key
- LTYOQGRJFJAKNA-DVVLENMVSA-N
- InChI
- InChI=1S/C24H38N7O19P3S/c1-24(2,19(37)22(38)27-4-3-13(32)26-5-6-54-15(35)7-14(33)34)9-47-53(44,45)50-52(42,43)46-8-12-18(49-51(39,40)41)17(36)23(48-12)31-11-30-16-20(25)28-10-29-21(16)31/h10-12,17-19,23,36-37H,3-9H2,1-2H3,(H,26,32)(H,27,38)(H,33,34)(H,42,43)(H,44,45)(H2,25,28,29)(H2,39,40,41)/t12-,17-,18-,19+,23-/m1/s1
- IUPAC Name
- 3-[(2-{3-[(2R)-3-[({[({[(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)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-3-oxopropanoic acid
- 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)CC(O)=O
References
- General References
- Not Available
- External Links
- KEGG Compound
- C00083
- PubChem Compound
- 644066
- PubChem Substance
- 46506952
- ChemSpider
- 559121
- ChEBI
- 15531
- ChEMBL
- CHEMBL1234355
- ZINC
- ZINC000008551112
- PDBe Ligand
- MLC
- Wikipedia
- Malonyl-CoA
- PDB Entries
- 1cml / 1hnj / 2e1t / 2f3x / 2q78 / 2xiq / 2xr7 / 3nyr / 4a0z / 5ab7 … show 5 more
Clinical Trials
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
Property Value Source Water Solubility 3.8 mg/mL ALOGPS logP -0.62 ALOGPS logP -6.2 Chemaxon logS -2.4 ALOGPS pKa (Strongest Acidic) 0.83 Chemaxon pKa (Strongest Basic) 4.92 Chemaxon Physiological Charge -5 Chemaxon Hydrogen Acceptor Count 19 Chemaxon Hydrogen Donor Count 10 Chemaxon Polar Surface Area 400.93 Å2 Chemaxon Rotatable Bond Count 22 Chemaxon Refractivity 178.55 m3·mol-1 Chemaxon Polarizability 75.33 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.5354 Blood Brain Barrier - 0.8702 Caco-2 permeable - 0.7258 P-glycoprotein substrate Substrate 0.7289 P-glycoprotein inhibitor I Non-inhibitor 0.7344 P-glycoprotein inhibitor II Non-inhibitor 0.9939 Renal organic cation transporter Non-inhibitor 0.9638 CYP450 2C9 substrate Non-substrate 0.7799 CYP450 2D6 substrate Non-substrate 0.7987 CYP450 3A4 substrate Substrate 0.5592 CYP450 1A2 substrate Non-inhibitor 0.8091 CYP450 2C9 inhibitor Non-inhibitor 0.7975 CYP450 2D6 inhibitor Non-inhibitor 0.8382 CYP450 2C19 inhibitor Non-inhibitor 0.7706 CYP450 3A4 inhibitor Non-inhibitor 0.7851 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8953 Ames test Non AMES toxic 0.6473 Carcinogenicity Non-carcinogens 0.8502 Biodegradation Not ready biodegradable 0.9867 Rat acute toxicity 2.6856 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9742 hERG inhibition (predictor II) Non-inhibitor 0.6159
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 277.8055902 predictedDarkChem Lite v0.1.0 [M-H]- 242.21825 predictedDeepCCS 1.0 (2019) [M+H]+ 278.6032902 predictedDarkChem Lite v0.1.0 [M+H]+ 243.94199 predictedDeepCCS 1.0 (2019) [M+Na]+ 276.8319902 predictedDarkChem Lite v0.1.0 [M+Na]+ 250.27092 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Beta-ketoacyl-acyl-carrier-protein synthase iii activity
- Specific Function
- Catalyzes the condensation reaction of fatty acid synthesis by the addition to an acyl acceptor of two carbons from malonyl-ACP. Catalyzes the first condensation reaction which initiates fatty acid...
- Gene Name
- fabH
- Uniprot ID
- P0A6R0
- Uniprot Name
- 3-oxoacyl-[acyl-carrier-protein] synthase 3
- Molecular Weight
- 33514.78 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52