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Human Metabolome Database Version 3.5

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Showing metabocard for 3-Hydroxyhexdecanedioyl-CoA (HMDB13187)

Record Information
Version 3.5
Creation Date 2009-11-30 08:50:38 -0700
Update Date 2013-02-08 17:29:53 -0700
HMDB ID HMDB13187
Secondary Accession Numbers None
Metabolite Identification
Common Name 3-Hydroxyhexdecanedioyl-CoA
Description 3-Hydroxyhexdecanedioyl-CoA is a human metabolite involved in the fatty acid elongation in mitochondria pathway. The enzyme long-chain-3-hydroxyacyl-CoA dehydrogenase catalyzes the conversion of 3-Oxododecanoyl-CoA to (S)-3-Hydroxydodecanoyl-CoA.3-Hydroxyhexdecanedioyl-CoA is an intermediate in fatty acid metabolism, being the substrate of the enzymes beta-hydroxyacyl-CoA dehydrogenase and 3-hydroxyacyl-CoA dehydrogenase [EC 1.1.1.211-1.1.1.35]; 3-Hydroxyhexdecanedioyl-CoA is an intermediate in fatty acid elongation in mitochondria, the substrate of the enzymes enoyl-CoA hydratase and long-chain-enoyl-CoA hydratase [EC 4.2.1.17-4.2.1.74]. (KEGG).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
    Chemical Formula C37H64N7O20P3S
    Average Molecular Weight 1051.925
    Monoisotopic Molecular Weight 1051.313967749
    IUPAC Name 16-{[2-(3-{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}-14-hydroxy-16-oxohexadecanoic acid
    Traditional IUPAC Name 16-({2-[3-(3-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido)propanamido]ethyl}sulfanyl)-14-hydroxy-16-oxohexadecanoic acid
    CAS Registry Number Not Available
    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(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)CCCCCCCCCCCCC(O)=O
    InChI Identifier InChI=1S/C37H64N7O20P3S/c1-37(2,32(51)35(52)40-16-15-26(46)39-17-18-68-28(49)19-24(45)13-11-9-7-5-3-4-6-8-10-12-14-27(47)48)21-61-67(58,59)64-66(56,57)60-20-25-31(63-65(53,54)55)30(50)36(62-25)44-23-43-29-33(38)41-22-42-34(29)44/h22-25,30-32,36,45,50-51H,3-21H2,1-2H3,(H,39,46)(H,40,52)(H,47,48)(H,56,57)(H,58,59)(H2,38,41,42)(H2,53,54,55)/t24?,25-,30-,31-,32?,36-/m1/s1
    InChI Key QNUDSTASHBDCFR-BIOGMENVSA-N
    Chemical Taxonomy
    Kingdom Organic Compounds
    Super Class Lipids
    Class Fatty Acid Esters
    Sub Class Acyl CoAs
    Other Descriptors
    • Aromatic Heteropolycyclic Compounds
    • Fatty Acids and Conjugates
    Substituents
    • 1 Phosphoribosyl Imidazole
    • Carboxamide Group
    • Carboxylic Acid
    • Carboxylic Thioester
    • Coenzyme A
    • Glycosyl Compound
    • Imidazole
    • Imidazopyrimidine
    • Monosaccharide Phosphate
    • N Glycosyl Compound
    • Organic Hypophosphite
    • Organic Phosphite
    • Organic Pyrophosphate
    • Oxolane
    • Pentose Monosaccharide
    • Phosphoric Acid Ester
    • Purine
    • Purine Ribonucleoside 3',5' Bisphosphate
    • Pyrimidine
    • Saccharide
    • Secondary Alcohol
    • Secondary Carboxylic Acid Amide
    • Thiocarboxylic Acid Ester
    Direct Parent Acyl CoAs
    Ontology
    Status Expected and Not Quantified
    Origin
    • Endogenous
    • Food
    Biofunction
    • Cell signaling
    • Fuel and energy storage
    • Fuel or energy source
    • Membrane integrity/stability
    Application
    • Nutrients
    • Stabilizers
    • Surfactants and Emulsifiers
    Cellular locations
    • Extracellular
    • Membrane
    Physical Properties
    State Solid
    Experimental Properties
    Property Value Reference
    Melting Point Not Available Not Available
    Boiling Point Not Available Not Available
    Water Solubility Not Available Not Available
    LogP Not Available Not Available
    Predicted Properties
    Property Value Source
    Water Solubility 2.03 g/L ALOGPS
    LogP 0.88 ALOGPS
    LogP -3 ChemAxon
    LogS -2.71 ALOGPS
    pKa (strongest acidic) 0.83 ChemAxon
    pKa (strongest basic) 5.21 ChemAxon
    Hydrogen Acceptor Count 20 ChemAxon
    Hydrogen Donor Count 11 ChemAxon
    Polar Surface Area 421.16 A2 ChemAxon
    Rotatable Bond Count 35 ChemAxon
    Refractivity 239.83 ChemAxon
    Polarizability 102.06 ChemAxon
    Formal Charge 0 ChemAxon
    Physiological Charge -5 ChemAxon
    Spectra
    Not Available
    Biological Properties
    Cellular Locations
    • Extracellular
    • Membrane
    Biofluid Locations Not Available
    Tissue Location Not Available
    Pathways Not Available
    Normal Concentrations
    Not Available
    Abnormal Concentrations
    Not Available
    Associated Disorders and Diseases
    Disease References None
    Associated OMIM IDs None
    DrugBank ID Not Available
    Phenol Explorer Compound ID Not Available
    Phenol Explorer Metabolite ID Not Available
    FoodDB ID FDB029322
    KNApSAcK ID Not Available
    Chemspider ID Not Available
    KEGG Compound ID Not Available
    BioCyc ID Not Available
    BiGG ID Not Available
    Wikipedia Link Not Available
    NuGOwiki Link HMDB13187 Link_out
    Metagene Link HMDB13187 Link_out
    METLIN ID Not Available
    PubChem Compound 53481644 Link_out
    PDB ID Not Available
    ChEBI ID Not Available
    References
    Synthesis Reference Not Available
    Material Safety Data Sheet (MSDS) Not Available
    General References Not Available