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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-10-30 10:32:48 UTC
Update Date2022-03-07 03:17:34 UTC
HMDB IDHMDB0059635
Secondary Accession Numbers
  • HMDB59635
Metabolite Identification
Common NameLipoyl-AMP
DescriptionLipoyl-AMP belongs to the class of organic compounds known as 5'-acylphosphoadenosines. These are ribonucleoside derivatives containing an adenoside moiety, where the phosphate group is acylated. Lipoyl-AMP is a strong basic compound (based on its pKa).
Structure
Data?1563865958
SynonymsNot Available
Chemical FormulaC18H26N5O8PS2
Average Molecular Weight535.532
Monoisotopic Molecular Weight535.096040725
IUPAC Name{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[5-(1,2-dithiolan-3-yl)pentanoyl]oxy})phosphinic acid
Traditional NameLipoyl-AMP
CAS Registry NumberNot Available
SMILES
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OC(=O)CCCCC2CCSS2)[C@@H](O)[C@H]1O
InChI Identifier
InChI=1S/C18H26N5O8PS2/c19-16-13-17(21-8-20-16)23(9-22-13)18-15(26)14(25)11(30-18)7-29-32(27,28)31-12(24)4-2-1-3-10-5-6-33-34-10/h8-11,14-15,18,25-26H,1-7H2,(H,27,28)(H2,19,20,21)/t10?,11-,14-,15-,18-/m1/s1
InChI KeyQWEGOCJRZOKSOE-NLJBGGCZSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 5'-acylphosphoadenosines. These are ribonucleoside derivatives containing an adenoside moiety, where the phosphate group is acylated.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
Sub ClassPurine ribonucleotides
Direct Parent5'-acylphosphoadenosines
Alternative Parents
Substituents
  • 5'-acylphosphoadenosine
  • Pentose-5-phosphate
  • Pentose phosphate
  • Lipoic_acid_derivative
  • N-glycosyl compound
  • Glycosyl compound
  • Monosaccharide phosphate
  • 6-aminopurine
  • Pentose monosaccharide
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Monoalkyl phosphate
  • Acyl phosphate
  • Monosaccharide
  • Imidolactam
  • N-substituted imidazole
  • Alkyl phosphate
  • Organic phosphoric acid derivative
  • Pyrimidine
  • Phosphoric acid ester
  • Azole
  • Dithiolane
  • Imidazole
  • Heteroaromatic compound
  • 1,2-dithiolane
  • Tetrahydrofuran
  • Organic disulfide
  • Secondary alcohol
  • Amino acid or derivatives
  • 1,2-diol
  • Carboxylic acid salt
  • Organoheterocyclic compound
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Oxacycle
  • Carboxylic acid derivative
  • Primary amine
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxygen compound
  • Organopnictogen compound
  • Amine
  • Organonitrogen compound
  • Organooxygen compound
  • Alcohol
  • Organic salt
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
DispositionNot Available
Process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.12 g/LALOGPS
logP0.25ALOGPS
logP-2.3ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)0.83ChemAxon
pKa (Strongest Basic)4.99ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area192.14 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity124.95 m³·mol⁻¹ChemAxon
Polarizability50.71 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+220.9531661259
DarkChem[M-H]-205.77931661259
DeepCCS[M+H]+192.62230932474
DeepCCS[M-H]-190.22730932474
DeepCCS[M-2H]-223.56230932474
DeepCCS[M+Na]+198.53530932474
AllCCS[M+H]+214.332859911
AllCCS[M+H-H2O]+212.932859911
AllCCS[M+NH4]+215.632859911
AllCCS[M+Na]+216.032859911
AllCCS[M-H]-202.232859911
AllCCS[M+Na-2H]-203.432859911
AllCCS[M+HCOO]-204.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Lipoyl-AMPNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OC(=O)CCCCC2CCSS2)[C@@H](O)[C@H]1O5211.5Standard polar33892256
Lipoyl-AMPNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OC(=O)CCCCC2CCSS2)[C@@H](O)[C@H]1O3468.7Standard non polar33892256
Lipoyl-AMPNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OC(=O)CCCCC2CCSS2)[C@@H](O)[C@H]1O4586.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Lipoyl-AMP,1TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O4579.9Semi standard non polar33892256
Lipoyl-AMP,1TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@H]1N1C=NC2=C(N)N=CN=C214573.7Semi standard non polar33892256
Lipoyl-AMP,1TMS,isomer #3C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)OC(=O)CCCCC1CCSS14569.6Semi standard non polar33892256
Lipoyl-AMP,1TMS,isomer #4C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)[C@@H](O)[C@H]1O4591.9Semi standard non polar33892256
Lipoyl-AMP,2TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C4479.9Semi standard non polar33892256
Lipoyl-AMP,2TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O4497.5Semi standard non polar33892256
Lipoyl-AMP,2TMS,isomer #3C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)[C@@H](O[Si](C)(C)C)[C@H]1O4525.1Semi standard non polar33892256
Lipoyl-AMP,2TMS,isomer #4C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C214491.3Semi standard non polar33892256
Lipoyl-AMP,2TMS,isomer #5C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)[C@@H](O)[C@H]1O[Si](C)(C)C4529.4Semi standard non polar33892256
Lipoyl-AMP,2TMS,isomer #6C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)[C@@H](O)[C@H]1O4532.7Semi standard non polar33892256
Lipoyl-AMP,2TMS,isomer #7C[Si](C)(C)N(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)[C@@H](O)[C@H]1O)[Si](C)(C)C4475.8Semi standard non polar33892256
Lipoyl-AMP,3TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C4415.6Semi standard non polar33892256
Lipoyl-AMP,3TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C3978.5Standard non polar33892256
Lipoyl-AMP,3TMS,isomer #2C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C4470.0Semi standard non polar33892256
Lipoyl-AMP,3TMS,isomer #2C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C4115.8Standard non polar33892256
Lipoyl-AMP,3TMS,isomer #3C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O4489.0Semi standard non polar33892256
Lipoyl-AMP,3TMS,isomer #3C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O4185.0Standard non polar33892256
Lipoyl-AMP,3TMS,isomer #4C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O4399.7Semi standard non polar33892256
Lipoyl-AMP,3TMS,isomer #4C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O4162.4Standard non polar33892256
Lipoyl-AMP,3TMS,isomer #5C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C4490.9Semi standard non polar33892256
Lipoyl-AMP,3TMS,isomer #5C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C4187.3Standard non polar33892256
Lipoyl-AMP,3TMS,isomer #6C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C214396.4Semi standard non polar33892256
Lipoyl-AMP,3TMS,isomer #6C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C214163.1Standard non polar33892256
Lipoyl-AMP,3TMS,isomer #7C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)OC(=O)CCCCC1CCSS14421.0Semi standard non polar33892256
Lipoyl-AMP,3TMS,isomer #7C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)OC(=O)CCCCC1CCSS14224.2Standard non polar33892256
Lipoyl-AMP,4TMS,isomer #1C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C4448.2Semi standard non polar33892256
Lipoyl-AMP,4TMS,isomer #1C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C4088.7Standard non polar33892256
Lipoyl-AMP,4TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C4369.1Semi standard non polar33892256
Lipoyl-AMP,4TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C4068.6Standard non polar33892256
Lipoyl-AMP,4TMS,isomer #3C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O4394.9Semi standard non polar33892256
Lipoyl-AMP,4TMS,isomer #3C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O4126.2Standard non polar33892256
Lipoyl-AMP,4TMS,isomer #4C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C214391.6Semi standard non polar33892256
Lipoyl-AMP,4TMS,isomer #4C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C214127.4Standard non polar33892256
Lipoyl-AMP,5TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C4394.1Semi standard non polar33892256
Lipoyl-AMP,5TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O[Si](C)(C)C4010.0Standard non polar33892256
Lipoyl-AMP,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O4770.9Semi standard non polar33892256
Lipoyl-AMP,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@H]1N1C=NC2=C(N)N=CN=C214770.6Semi standard non polar33892256
Lipoyl-AMP,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)OC(=O)CCCCC1CCSS14764.2Semi standard non polar33892256
Lipoyl-AMP,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)[C@@H](O)[C@H]1O4781.2Semi standard non polar33892256
Lipoyl-AMP,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C4821.6Semi standard non polar33892256
Lipoyl-AMP,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O4840.6Semi standard non polar33892256
Lipoyl-AMP,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O4841.3Semi standard non polar33892256
Lipoyl-AMP,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C214830.0Semi standard non polar33892256
Lipoyl-AMP,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C4840.7Semi standard non polar33892256
Lipoyl-AMP,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O4844.2Semi standard non polar33892256
Lipoyl-AMP,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)[C@@H](O)[C@H]1O)[Si](C)(C)C(C)(C)C4822.2Semi standard non polar33892256
Lipoyl-AMP,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C4884.3Semi standard non polar33892256
Lipoyl-AMP,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C(C)(C)C4452.0Standard non polar33892256
Lipoyl-AMP,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C4883.0Semi standard non polar33892256
Lipoyl-AMP,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C4645.8Standard non polar33892256
Lipoyl-AMP,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O4911.1Semi standard non polar33892256
Lipoyl-AMP,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O4662.7Standard non polar33892256
Lipoyl-AMP,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O4871.3Semi standard non polar33892256
Lipoyl-AMP,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@@H]1O4689.5Standard non polar33892256
Lipoyl-AMP,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C4904.0Semi standard non polar33892256
Lipoyl-AMP,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(OC(=O)CCCCC2CCSS2)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C4664.2Standard non polar33892256
Lipoyl-AMP,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C214863.8Semi standard non polar33892256
Lipoyl-AMP,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OC(=O)CCCCC2CCSS2)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C214693.3Standard non polar33892256
Lipoyl-AMP,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)OC(=O)CCCCC1CCSS14870.7Semi standard non polar33892256
Lipoyl-AMP,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)OC(=O)CCCCC1CCSS14709.6Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (Non-derivatized) - 70eV, Positivesplash10-02ds-3913010000-e06df70a38935bfec6ca2017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (2 TMS) - 70eV, Positivesplash10-03xs-9852448000-ab8656a944a15acff0d22017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TBDMS_1_4) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TBDMS_2_4) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TBDMS_2_5) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TBDMS_2_6) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS (TBDMS_2_7) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Lipoyl-AMP GC-MS ("Lipoyl-AMP,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lipoyl-AMP 10V, Positive-QTOFsplash10-000i-0911020000-403226dda50e9b19c7822015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lipoyl-AMP 20V, Positive-QTOFsplash10-000i-1900000000-09f2e5c022805e4e9fe42015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lipoyl-AMP 40V, Positive-QTOFsplash10-000i-1900000000-8cffaab609f0ad97292d2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lipoyl-AMP 10V, Negative-QTOFsplash10-003r-3779560000-3583b9a6776d5e619ce62015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lipoyl-AMP 20V, Negative-QTOFsplash10-003r-5911000000-bd5c472188d51d73ad0c2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lipoyl-AMP 40V, Negative-QTOFsplash10-003r-9500000000-b3956188225c40fb07152015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lipoyl-AMP 10V, Negative-QTOFsplash10-001i-0000090000-97f9a62a74dc17a227c72021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lipoyl-AMP 20V, Negative-QTOFsplash10-0059-9100360000-0957a91a14ca65d00ed62021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lipoyl-AMP 40V, Negative-QTOFsplash10-01u0-9200000000-598cbfd3e15d0060e7912021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lipoyl-AMP 10V, Positive-QTOFsplash10-000i-0101090000-158a5093458bb19523bb2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lipoyl-AMP 20V, Positive-QTOFsplash10-000i-0900000000-55f0391000d477c8c77d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Lipoyl-AMP 40V, Positive-QTOFsplash10-000i-0920000000-c5661a88a8e2cb7260af2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID26330628
KEGG Compound IDC16238
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound23724672
PDB IDNot Available
ChEBI ID55451
Food Biomarker OntologyNot Available
VMH IDCE5656
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in catalytic activity
Specific function:
Catalyzes the transfer of the lipoyl group from lipoyl-AMP to the specific lysine residue of lipoyl domains of lipoate-dependent enzymes (By similarity).
Gene Name:
LIPT1
Uniprot ID:
Q9Y234
Molecular weight:
42478.8
Reactions
Lipoyl-AMP + protein → protein N(6)-(lipoyl)lysine + Adenosine monophosphatedetails