1.0
2011-09-21 00:10:49 UTC
2019-11-26 03:21:01 UTC
FDB022246
L-Octanoylcarnitine
L-Octanoylcarnitine is the physiologically active form of octanoylcarnitine. (PMID 11274033)
Octanoylcarnitine is detected in medium-chain acyl-CoA dehydrogenase (MCAD) deficiency . MCAD is characterized by intolerance to prolonged fasting, recurrent episodes of hypoglycemic coma with medium-chain dicarboxylic aciduria, impaired ketogenesis, and low plasma and tissue carnitine levels. (OMIM 201450) [HMDB]
(-)-Octanoylcarnitine
L-Carnitine octanoyl ester
L-O-Octanoylcarnitine
L-Octanoyl-L-carnitine
L-Octanoylcarnitine
O-Octanoyl-(R)-carnitine
O-Octanoyl-R-carnitine
Octanoic acid ester with L-(3-carboxy-2-hydroxypropyl)trimethylammonium hydroxide inner salt
Octanoyl-L-carnitine
Octanoylcarnitine
C15H29NO4
287.3951
287.209658421
(3R)-3-(octanoyloxy)-4-(trimethylazaniumyl)butanoate
L-octanoylcarnitine
25243-95-2
CCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C
InChI=1S/C15H29NO4/c1-5-6-7-8-9-10-15(19)20-13(11-14(17)18)12-16(2,3)4/h13H,5-12H2,1-4H3/t13-/m1/s1
CXTATJFJDMJMIY-CYBMUJFWSA-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
Amines
Carbonyl compounds
Carboxylic acid esters
Carboxylic acid salts
Carboxylic acids
Dicarboxylic acids and derivatives
Hydrocarbon derivatives
Organic oxides
Organic salts
Organopnictogen compounds
Tetraalkylammonium salts
Acyl-carnitine
Aliphatic acyclic compound
Amine
Carbonyl group
Carboxylic acid
Carboxylic acid derivative
Carboxylic acid ester
Carboxylic acid salt
Dicarboxylic acid or derivatives
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Organic salt
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Quaternary ammonium salt
Tetraalkylammonium salt
Fatty acyl carnitines
Fatty acyl carnitines
O-acyl-L-carnitine
O-octanoylcarnitine
Solid
logp
-1.22
logs
-5.60
solubility
8.50e-04 g/l
logp
-1.5
pka_strongest_acidic
4.22
pka_strongest_basic
-7.1
iupac
(3R)-3-(octanoyloxy)-4-(trimethylazaniumyl)butanoate
average_mass
287.3951
mono_mass
287.209658421
smiles
CCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C
formula
C15H29NO4
inchi
InChI=1S/C15H29NO4/c1-5-6-7-8-9-10-15(19)20-13(11-14(17)18)12-16(2,3)4/h13H,5-12H2,1-4H3/t13-/m1/s1
inchikey
CXTATJFJDMJMIY-CYBMUJFWSA-N
polar_surface_area
66.43
refractivity
100.27
polarizability
33.28
rotatable_bond_count
12
acceptor_count
3
donor_count
0
physiological_charge
0
formal_charge
0
Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids
SMP00480
Specdb::CMs
133963
Specdb::CMs
141697
Specdb::CMs
1076409
Specdb::CMs
1076411
Specdb::MsMs
1126
Specdb::MsMs
1127
Specdb::MsMs
1128
Specdb::MsMs
2288415
Specdb::MsMs
2288416
Specdb::MsMs
2288417
Specdb::NmrOneD
1543
Specdb::NmrOneD
7642
Specdb::NmrOneD
7643
Specdb::NmrOneD
7644
Specdb::NmrOneD
7645
Specdb::NmrOneD
7646
Specdb::NmrOneD
7647
Specdb::NmrOneD
7648
Specdb::NmrOneD
7649
Specdb::NmrOneD
7650
Specdb::NmrOneD
7651
Specdb::NmrOneD
7652
Specdb::NmrOneD
7653
Specdb::NmrOneD
7654
Specdb::NmrOneD
7655
Specdb::NmrOneD
7656
Specdb::NmrOneD
7657
Specdb::NmrOneD
7658
Specdb::NmrOneD
7659
Specdb::NmrOneD
7660
Specdb::NmrOneD
7661
HMDB00791
18102
1XL8
#<Reference:0x000055567611b6c0>
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
Milk (Cow)
Type 2
specific
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
Peroxisomal carnitine O-octanoyltransferase
Q9UKG9
CROT