Hexanoylcarnitine
PubChem CID: 6426853
Connections displayed (default: 10).
Loading graph...
| Compound Synonyms | Hexanoylcarnitine, 6418-78-6, hexanoyl carnitine, O-hexanoylcarnitine, 3-(hexanoyloxy)-4-(trimethylazaniumyl)butanoate, 3-(hexanoyloxy)-4-(trimethylammonio)butanoate, 3-HEXANOYLOXY-4-TRIMETHYLAZANIUMYLBUTANOATE, 3-hexanoyloxy-4-(trimethylazaniumyl)butanoate, Acylcarnitine C6:0, SCHEMBL235082, CHEBI:70749, DTXSID50982706, VVPRQWTYSNDTEA-UHFFFAOYSA-N, CAR(6:0), LMFA07070070, HY-113406, CS-0059353, NS00015029, Q27139060, 1-Propanaminium, 3-carboxy-N,N,N-trimethyl-2-[(1-oxohexyl)oxy]-, inner salt |
|---|---|
| Topological Polar Surface Area | 66.4 |
| Hydrogen Bond Donor Count | 0.0 |
| Heavy Atom Count | 18.0 |
| Description | Hexanoylcarnitine 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.) Hexanoylcarnitine is a medium-chain acylcarnitine present in the urine of patients with medium-chain acyl-CoA dehydrogenase deficiency (PubMed ID 1635814 ) [HMDB] |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 265.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | 3-hexanoyloxy-4-(trimethylazaniumyl)butanoate |
| Prediction Hob | 0.0 |
| Class | Fatty Acyls |
| Xlogp | 2.3 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Fatty acid esters |
| Molecular Formula | C13H25NO4 |
| Prediction Swissadme | 0.0 |
| Inchi Key | VVPRQWTYSNDTEA-UHFFFAOYSA-N |
| Fcsp3 | 0.8461538461538461 |
| Logs | 0.23 |
| Rotatable Bond Count | 9.0 |
| State | Solid |
| Logd | -1.197 |
| Synonyms | 3-(Hexanoyloxy)-4-(trimethylammonio)butanoate, 3-(Hexanoyloxy)-4-(trimethylammonio)butanoic acid, Caproylcarnitine, Hexanoic acid ester with (3-carboxy-2-hydroxypropyl)trimethylammonium hydroxide inner salt, Hexanoyl DL-carnitine, Hexanoyl-d,l-carnitine, Hexanoylcarnitine |
| Substituent Name | Acyl-carnitine, Carnitine, Acyl choline, Choline, Dicarboxylic acid or derivatives, Quaternary ammonium salt, Carboxylic acid salt, Carboxylic acid ester, Ether, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Organic salt, Organooxygen compound, Organonitrogen compound, Carbonyl group, Amine, Organic zwitterion, Aliphatic acyclic compound |
| Compound Name | Hexanoylcarnitine |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 259.178 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 259.178 |
| Hydrogen Bond Acceptor Count | 4.0 |
| Molecular Weight | 259.339 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 0.0 |
| Esol | -2.734645199999999 |
| Inchi | InChI=1S/C13H25NO4/c1-5-6-7-8-13(17)18-11(9-12(15)16)10-14(2,3)4/h11H,5-10H2,1-4H3 |
| Smiles | CCCCCC(=O)OC(CC(=O)[O-])C[N+](C)(C)C |
| Nring | 0.0 |
| Defined Bond Stereocenter Count | 0.0 |
- 1. Outgoing r'ship
FOUND_INto/from Angelica Sinensis (Plant) Rel Props:Source_db:cmaup_ingredients - 2. Outgoing r'ship
FOUND_INto/from Codonopsis Pilosula (Plant) Rel Props:Source_db:cmaup_ingredients - 3. Outgoing r'ship
FOUND_INto/from Elsholtzia Ciliata (Plant) Rel Props:Source_db:cmaup_ingredients - 4. Outgoing r'ship
FOUND_INto/from Ephedra Sinica (Plant) Rel Props:Source_db:cmaup_ingredients - 5. Outgoing r'ship
FOUND_INto/from Lonicera Japonica (Plant) Rel Props:Source_db:cmaup_ingredients - 6. Outgoing r'ship
FOUND_INto/from Michelia Alba (Plant) Rel Props:Source_db:cmaup_ingredients - 7. Outgoing r'ship
FOUND_INto/from Prunus Mume (Plant) Rel Props:Source_db:cmaup_ingredients - 8. Outgoing r'ship
FOUND_INto/from Sagittaria Sagittifolia (Plant) Rel Props:Source_db:cmaup_ingredients - 9. Outgoing r'ship
FOUND_INto/from Sophora Flavescens (Plant) Rel Props:Source_db:cmaup_ingredients - 10. Outgoing r'ship
FOUND_INto/from Vincetoxicum Pycnostelma (Plant) Rel Props:Source_db:cmaup_ingredients