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Heptadecanoyl carnitine

PubChem CID: 53477803

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Compound Synonyms Heptadecanoyl carnitine, Heptadecanoylcarnitine, Carnitine heptadecanoate, 3-(heptadecanoyloxy)-4-(trimethylazaniumyl)butanoate, 3-carboxy-N,N,N-trimethyl-2-[(1-oxoheptadecyl)oxy]-1-Propanaminium inner salt, CAR(17:0), C17 carnitine, Heptadecanoate carnitine, O-heptadecanoylcarnitine, Carnitine heptadecanoic acid, Heptadecanoyl acid carnitine, SCHEMBL19182624, CHEBI:131887, DTXSID001134501, LMFA07070067, 1-Propanaminium, 3-carboxy-N,N,N-trimethyl-2-[(1-oxoheptadecyl)oxy]-, inner salt, 106182-29-0
Topological Polar Surface Area 66.4
Hydrogen Bond Donor Count 0.0
Heavy Atom Count 29.0
Description Heptadecanoyl carnitine is an acylcarnitine. Numerous disorders have been described that lead to disturbances in energy production and in intermediary metabolism in the organism which are characterized by the production and excretion of unusual acylcarnitines. A mutation in the gene coding for carnitine-acylcarnitine translocase or the OCTN2 transporter aetiologically causes a carnitine deficiency that results in poor intestinal absorption of dietary L-carnitine, its impaired reabsorption by the kidney and, consequently, in increased urinary loss of L-carnitine. Determination of the qualitative pattern of acylcarnitines can be of diagnostic and therapeutic importance. The betaine structure of carnitine requires special analytical procedures for recording. The ionic nature of L-carnitine causes a high water solubility which decreases with increasing chain length of the ester group in the acylcarnitines. Therefore, the distribution of L-carnitine and acylcarnitines in various organs is defined by their function and their physico-chemical properties as well. High performance liquid chromatography (HPLC) permits screening for free and total carnitine, as well as complete quantitative acylcarnitine determination, including the long-chain acylcarnitine profile. (PMID: 17508264, Monatshefte fuer Chemie (2005), 136(8), 1279-1291., Int J Mass Spectrom. 1999, 188:39-52.) [HMDB]
Isotope Atom Count 0.0
Molecular Complexity 412.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 3-heptadecanoyloxy-4-(trimethylazaniumyl)butanoate
Prediction Hob 0.0
Class Fatty Acyls
Xlogp 8.3
Superclass Lipids and lipid-like molecules
Subclass Fatty acid esters
Molecular Formula C24H47NO4
Prediction Swissadme 0.0
Inchi Key DWSFAVOTORHAAL-UHFFFAOYSA-N
Fcsp3 0.9166666666666666
Logs -1.097
Rotatable Bond Count 20.0
State Solid
Logd -0.634
Synonyms 3-carboxy-N,N,N-trimethyl-2-[(1-oxoheptadecyl)oxy]-1-Propanaminium inner salt, Carnitine heptadecanoate, Carnitine heptadecanoic acid, Heptadecanoate carnitine, Heptadecanoic acid, Heptadecanoyl acid carnitine, heptadecanoyl carnitine, Heptadecanoylcarnitine, 3-Carboxy-N,N,N-trimethyl-2-[(1-oxoheptadecyl)oxy]-1-propanaminium inner salt, C17 Carnitine, Heptadecanoate
Compound Name Heptadecanoyl carnitine
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 413.351
Formal Charge 0.0
Monoisotopic Mass 413.351
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 413.6
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic acyclic compounds
Esol -6.720086600000001
Inchi InChI=1S/C24H47NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24(28)29-22(20-23(26)27)21-25(2,3)4/h22H,5-21H2,1-4H3
Smiles CCCCCCCCCCCCCCCCC(=O)OC(CC(=O)[O-])C[N+](C)(C)C
Nring 4.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Acyl carnitines

  • 1. Outgoing r'ship FOUND_IN to/from Aristolochia Debilis (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Citrullus Lanatus (Plant) Rel Props:Source_db:cmaup_ingredients
  • 3. Outgoing r'ship FOUND_IN to/from Cnidium Monnieri (Plant) Rel Props:Source_db:cmaup_ingredients
  • 4. Outgoing r'ship FOUND_IN to/from Ficus Carica (Plant) Rel Props:Source_db:cmaup_ingredients
  • 5. Outgoing r'ship FOUND_IN to/from Ziziphus Jujuba (Plant) Rel Props:Source_db:cmaup_ingredients