Back to Compounds

Showing Compound Isovaleryl-CoA (FDB022430)

Record Information
Version1.0
Creation date2011-09-21 00:13:52 UTC
Update date2020-09-17 15:40:35 UTC
Primary IDFDB022430
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameIsovaleryl-CoA
DescriptionIsovaleryl-CoA, also known as isovaleryl CoA, 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. Isovaleryl-CoA is a strong basic compound (based on its pKa). Isovaleryl-CoA is a potentially toxic compound.
CAS Number6244-91-3
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
3-Methylbutanoyl-CoAHMDB
3-Methylbutanoyl-coenzyme AHMDB
3-Methylbutyryl-CoAHMDB
3-Methylbutyryl-coenzyme AHMDB
Isovaleryl CoAHMDB
Isovaleryl coenzyme AHMDB
Isovaleryl-coenzyme AHMDB
S-(3-MethylbutanoateHMDB
S-(3-Methylbutanoate) coenzyme AHMDB
S-(3-Methylbutanoic acidHMDB
S-Isovalerate CoAHMDB
S-Isovalerate coenzyme AHMDB
3-Methylbutanoyl-Coenzyme Ahmdb
3-Methylbutyryl-Coenzyme Ahmdb
S-isovalerate CoAhmdb
S-isovalerate Coenzyme Ahmdb
Predicted Properties
PropertyValueSource
Water Solubility5.78 g/LALOGPS
logP-0.02ALOGPS
logP-4.4ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)0.82ChemAxon
pKa (Strongest Basic)4.01ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count17ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area363.63 ŲChemAxon
Rotatable Bond Count22ChemAxon
Refractivity185.98 m³·mol⁻¹ChemAxon
Polarizability77.07 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC26H44N7O17P3S
IUPAC name{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-methylbutanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
InChI IdentifierInChI=1S/C26H44N7O17P3S/c1-14(2)9-17(35)54-8-7-28-16(34)5-6-29-24(38)21(37)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-20(49-51(39,40)41)19(36)25(48-15)33-13-32-18-22(27)30-12-31-23(18)33/h12-15,19-21,25,36-37H,5-11H2,1-4H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21?,25-/m1/s1
InChI KeyUYVZIWWBJMYRCD-TVCSPYKZSA-N
Isomeric SMILESCC(C)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(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
Average Molecular Weight851.651
Monoisotopic Molecular Weight851.172723243
Classification
Description 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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acyl thioesters
Direct ParentAcyl CoAs
Alternative Parents
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
  • 6-aminopurine
  • Monosaccharide phosphate
  • Organic pyrophosphate
  • Pentose monosaccharide
  • Imidazopyrimidine
  • Purine
  • Monoalkyl phosphate
  • Aminopyrimidine
  • Imidolactam
  • N-acyl-amine
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Monosaccharide
  • Pyrimidine
  • Alkyl phosphate
  • Fatty amide
  • Phosphoric acid ester
  • Tetrahydrofuran
  • Imidazole
  • Azole
  • Heteroaromatic compound
  • Carbothioic s-ester
  • Secondary alcohol
  • Thiocarboxylic acid ester
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Sulfenyl compound
  • Thiocarboxylic acid or derivatives
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Carboxylic acid derivative
  • Organosulfur compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic nitrogen compound
  • Primary amine
  • Organopnictogen compound
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0019-1931000110-b2afc6d2ba835d30ec492016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p9-1921000000-4c18b5732559828d47042016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-2910000000-974dafa370412f89fd892016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-8920041450-3ff7ad1794898ff165672016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-4910110000-77f2bce58e0f539fbc132016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-057i-7900100000-6838e5a598f72e52d6532016-08-03View Spectrum
NMRNot Available
ChemSpider ID388897
ChEMBL IDNot Available
KEGG Compound IDC02939
Pubchem Compound ID439855
Pubchem Substance IDNot Available
ChEBI ID15487
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01113
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID40861
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDIsovaleryl-coenzyme A
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
ActionNameGene NameUniProt IDReference
Glycine N-acyltransferaseGLYATQ6IB77 HMDB
Glycine N-acyltransferase-like protein 1GLYATL1Q969I3 HMDB
Glycine N-acyltransferase-like protein 2GLYATL2Q8WU03 HMDB
Bile acid-CoA:amino acid N-acyltransferaseBAATQ14032 HMDB
Hepatic triacylglycerol lipaseLIPCP11150 HMDB
Diacylglycerol O-acyltransferase 1DGAT1O75907 HMDB
2-acylglycerol O-acyltransferase 2MOGAT2Q3SYC2 HMDB
Diacylglycerol O-acyltransferase 2DGAT2Q96PD7 HMDB
2-acylglycerol O-acyltransferase 1MOGAT1Q96PD6 HMDB
2-acylglycerol O-acyltransferase 3MOGAT3Q86VF5 HMDB
Glycerol-3-phosphate acyltransferase 3AGPAT9Q53EU6 HMDB
Fatty acyl-CoA reductase 2FAR2Q96K12 HMDB
Acyl-CoA wax alcohol acyltransferase 2AWAT2Q6E213 HMDB
Sterol O-acyltransferase 1SOAT1P35610 HMDB
Peroxisome proliferator-activated receptor gammaPPARGP37231 HMDB
Long-chain fatty acid transport protein 3SLC27A3Q5K4L6 HMDB
Long-chain fatty acid transport protein 4SLC27A4Q6P1M0 HMDB
Fatty acyl-CoA reductase 1FAR1Q8WVX9 HMDB
Acyl-CoA wax alcohol acyltransferase 1AWAT1Q58HT5 HMDB
Cytosolic acyl coenzyme A thioester hydrolaseACOT7O00154 HMDB
Acyl-coenzyme A thioesterase 2, mitochondrialACOT2P49753 HMDB
Acyl-coenzyme A thioesterase 4ACOT4Q8N9L9 HMDB
Acyl-coenzyme A thioesterase 8ACOT8O14734 HMDB
Acyl-coenzyme A thioesterase 1ACOT1Q86TX2 HMDB
Diacylglycerol O-acyltransferase 2-like protein 6DGAT2L6Q6ZPD8 HMDB
Putative diacylglycerol O-acyltransferase 2-like protein 7DGAT2L7Q6IED9 HMDB
Acyl-CoA-binding proteinDBIP07108 HMDB
Peroxisome proliferator-activated receptor deltaPPARDQ03181 HMDB
2-oxoisovalerate dehydrogenase subunit beta, mitochondrialBCKDHBP21953 HMDB
Cytosolic acyl coenzyme A thioester hydrolase-likeACOT7LQ6ZUV0 HMDB
Long-chain-fatty-acid--CoA ligase ACSBG2ACSBG2Q5FVE4 HMDB
Long-chain-fatty-acid--CoA ligase ACSBG1ACSBG1Q96GR2 HMDB
3-ketoacyl-CoA thiolase, mitochondrialACAA2P42765 HMDB
Peroxisomal trans-2-enoyl-CoA reductasePECRQ9BY49 HMDB
Bile acyl-CoA synthetaseSLC27A5Q9Y2P5 HMDB
Sterol O-acyltransferase 2SOAT2O75908 HMDB
Acyl-CoA synthetase family member 4AASDHQ4L235 HMDB
Glycerol-3-phosphate acyltransferase 1, mitochondrialGPAMQ9HCL2 HMDB
Glycerol-3-phosphate acyltransferase 4AGPAT6Q86UL3 HMDB
Glycerol-3-phosphate acyltransferase 2, mitochondrialGPAT2Q6NUI2 HMDB
Very long-chain acyl-CoA synthetaseSLC27A2O14975 HMDB
Lysophospholipid acyltransferase 5LPCAT3Q6P1A2 HMDB
1-acyl-sn-glycerol-3-phosphate acyltransferase gammaAGPAT3Q9NRZ7 HMDB
1-acyl-sn-glycerol-3-phosphate acyltransferase betaAGPAT2O15120 HMDB
1-acyl-sn-glycerol-3-phosphate acyltransferase alphaAGPAT1Q99943 HMDB
1-acyl-sn-glycerol-3-phosphate acyltransferase epsilonAGPAT5Q9NUQ2 HMDB
1-acyl-sn-glycerol-3-phosphate acyltransferase deltaAGPAT4Q9NRZ5 HMDB
Lysocardiolipin acyltransferase 1LCLAT1Q6UWP7 HMDB
Lipoamide acyltransferase component of branched-chain alpha-keto acid dehydrogenase complex, mitochondrialDBTP11182 HMDB
3-ketoacyl-CoA thiolase, peroxisomalACAA1P09110 HMDB
Trifunctional enzyme subunit beta, mitochondrialHADHBP55084 HMDB
Dihydroxyacetone phosphate acyltransferaseGNPATO15228 HMDB
Peroxisome proliferator-activated receptor alphaPPARAQ07869 HMDB
Fatty acid-binding protein, heartFABP3P05413 HMDB
Acyl-CoA dehydrogenase family member 10ACAD10Q6JQN1 HMDB
Acyl-CoA dehydrogenase family member 11ACAD11Q709F0 HMDB
Lysophospholipid acyltransferase LPCAT4LPCAT4Q643R3 HMDB
Enoyl-CoA delta isomerase 2, mitochondrialECI2O75521 HMDB
Nef-associated protein 1C9orf156Q9BU70 HMDB
Acyl-coenzyme A thioesterase 9, mitochondrialACOT9Q9Y305 HMDB
Acyl-CoA synthetase family member 3, mitochondrialACSF3Q4G176 HMDB
Acyl-CoA synthetase family member 2, mitochondrialACSF2Q96CM8 HMDB
Acyl-coenzyme A thioesterase 11ACOT11Q8WXI4 HMDB
Pathways
NameSMPDB LinkKEGG Link
Valine, Leucine and Isoleucine DegradationSMP00032 map00280
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content ReferenceNot Available