1.0
2011-09-21 00:20:26 UTC
2015-07-21 06:57:23 UTC
FDB022843
Malonylcarnitine
Malonylcarnitine is a metabolite that accumulates with specific disruption of fatty-acid oxidation caused by impaired entry of long-chain acylcarnitine esters into the mitochondria and failure of the mitochondrial respiratory chain at complex 11 and malonyl-CoA decarboxylase (EC 4.1.1.9) deficiency (OMIM 248360). Malonylcarnitine has also been found to accumulate in some newborns with medium-chain acyl-CoA dehydrogenase (EC 1.3.99.3) deficiency (OMIM 201450). (PMID 11558490, 15303003, 12651823) [HMDB]
2-[(2-carboxyacetyl)oxy]-4-hydroxy-N,N,N-trimethyl-4-oxo-1-Butanaminium inner salt
3-carboxy-2-[(carboxyacetyl)oxy]-N,N,N-trimethyl-1-Propanaminium inner salt
Malonyl-L-carnitine
C10H17NO6
247.2451
247.105587281
(3S)-3-[(2-carboxyacetyl)oxy]-4-(trimethylazaniumyl)butanoate
(3S)-3-[(2-carboxyacetyl)oxy]-4-(trimethylammonio)butanoate
853728-01-5
C[N+](C)(C)C[C@H](CC([O-])=O)OC(=O)CC(O)=O
InChI=1S/C10H17NO6/c1-11(2,3)6-7(4-8(12)13)17-10(16)5-9(14)15/h7H,4-6H2,1-3H3,(H-,12,13,14,15)/t7-/m0/s1
ZGNBLKBZJBJFDG-ZETCQYMHSA-N
belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond.
Acyl carnitines
Organic compounds
Lipids and lipid-like molecules
Fatty Acyls
Fatty acid esters
Aliphatic acyclic compounds
1,3-dicarbonyl compounds
Amines
Carboxylic acid esters
Carboxylic acid salts
Carboxylic acids
Hydrocarbon derivatives
Organic oxides
Organic salts
Organopnictogen compounds
Tetraalkylammonium salts
Tricarboxylic acids and derivatives
1,3-dicarbonyl compound
Acyl-carnitine
Aliphatic acyclic compound
Amine
Carbonyl group
Carboxylic acid
Carboxylic acid derivative
Carboxylic acid ester
Carboxylic acid salt
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Organic salt
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Quaternary ammonium salt
Tetraalkylammonium salt
Tricarboxylic acid or derivatives
O-acyl-D-carnitine
Solid
logp
-1.98
logs
-2.95
solubility
3.41e-01 g/l
logp
-4.6
pka_strongest_acidic
3.47
pka_strongest_basic
-7.2
iupac
(3S)-3-[(2-carboxyacetyl)oxy]-4-(trimethylazaniumyl)butanoate
average_mass
247.2451
mono_mass
247.105587281
smiles
C[N+](C)(C)C[C@H](CC([O-])=O)OC(=O)CC(O)=O
formula
C10H17NO6
inchi
InChI=1S/C10H17NO6/c1-11(2,3)6-7(4-8(12)13)17-10(16)5-9(14)15/h7H,4-6H2,1-3H3,(H-,12,13,14,15)/t7-/m0/s1
inchikey
ZGNBLKBZJBJFDG-ZETCQYMHSA-N
polar_surface_area
103.73
refractivity
78.98
polarizability
23.61
rotatable_bond_count
8
acceptor_count
5
donor_count
1
physiological_charge
-1
formal_charge
0
Specdb::CMs
13896
Specdb::CMs
38265
Specdb::MsMs
296647
Specdb::MsMs
296648
Specdb::MsMs
296649
Specdb::MsMs
337981
Specdb::MsMs
337982
Specdb::MsMs
337983
HMDB02095
#<Reference:0x0000555675544108>
#<Reference:0x0000555675543ed8>
#<Reference:0x0000555675543cd0>
#<Reference:0x0000555675543b18>
#<Reference:0x0000555675543960>
Anatidae
Type 1
specific
Anatidae
8830
Beefalo
Type 1
specific
Bos taurus X Bison bison
297284
Bison
Type 1
specific
Bison bison
9901
Buffalo
Type 1
specific
Bubalus bubalis
89462
Cattle (Beef, Veal)
Type 1
specific
Bos taurus
9913
Chicken
Type 1
specific
Gallus gallus
9031
Columbidae (Dove, Pigeon)
Type 1
specific
Columbidae
8930
Deer
Type 1
specific
Cervidae
9850
Domestic goat
Type 1
specific
Capra aegagrus hircus
9925
Domestic pig
Type 1
specific
Sus scrofa domestica
9825
Elk
Type 1
specific
Cervus canadensis
1574408
Emu
Type 1
specific
Dromaius novaehollandiae
8790
European rabbit
Type 1
specific
Oryctolagus
9984
Greylag goose
Type 1
specific
Anser anser
8843
Guinea hen
Type 1
specific
Numida meleagris
8996
Horse
Type 1
specific
Equus caballus
9796
Mallard duck
Type 1
specific
Anas platyrhynchos
8839
Mountain hare
Type 1
specific
Lepus timidus
62621
Mule deer
Type 1
specific
Odocoileus
9871
Ostrich
Type 1
specific
Struthio camelus
8801
Pheasant
Type 1
specific
Phasianus colchicus
9054
Quail
Type 1
specific
Phasianidae
9005
Rabbit
Type 1
specific
Leporidae
9979
Rock ptarmigan
Type 1
specific
Lagopus muta
64668
Sheep (Mutton, Lamb)
Type 1
specific
Ovis aries
9940
Squab
Type 1
specific
Columba
8931
Turkey
Type 1
specific
Meleagris gallopavo
9103
Velvet duck
Type 1
specific
Melanitta fusca
371864
Wild boar
Type 1
specific
Sus scrofa
9823