NP-MRD: Showing NP-Card for Stearoylcarnitine (NP0000630)

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Record Information

Version

1.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2021-06-29 00:46:27 UTC

NP-MRD ID

NP0000630

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Stearoylcarnitine

Description

Stearoylcarnitine, also known as acylcarnitine C18:0, Is a fatty ester lipid molecule. It is found in significantly greater amounts of patients with carnitine palmitoyltransferase (CPT) II deficiency when compared to controls (PMID: 15653102 ). Stearoylcarnitine is also found to be associated with celiac disease, another inborn error of metabolism. The carnitine palmitoyltransferase (CPT; EC 2.3.1.21) Enzyme system, in conjunction with acyl-CoA synthetase and carnitine/acylcarnitine translocase, provides the mechanism whereby long-chain fatty acids are transferred from the cytosol to the mitochondrial matrix to undergo beta-oxidation (OMIM: 600650 ). Stearoylcarnitine is considered to be practically insoluble in water and acidic.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652305271900292D          

 30 29  0  0  0  0            999 V2000
 9995.506510001.3131    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.220610000.8998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.934710001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.648810000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.362810001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.076910000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.790910001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.505010000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.219110001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.932510000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.648410001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.362210000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.077910001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.791610000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.505310001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.219010000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.934710001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.648410000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.362010001.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.075810000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9994.074110002.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.792410003.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.939010003.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9994.0864 9999.6517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 22  1  6  0  0  0
  1 27  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 21  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
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 13 14  1  0  0  0  0
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 18 19  1  0  0  0  0
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 22 23  1  0  0  0  0
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 23 26  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
M  CHG  2  23   1  29  -1
M  END

NP0000630
     RDKit          3D

 79 78  0  0  0  0  0  0  0  0999 V2000
  -10.1366    2.0237    2.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1142    0.9281    2.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9666    4.1167    1.0739 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1176    4.9597    2.0738 O   0  0  0  0  0  1  0  0  0  0  0  0
    7.0477    1.3136    0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0343   -0.0813    0.8486 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.6519   -0.8187   -0.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4075   -0.5459    1.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1615   -0.4066    1.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5541    2.9026    2.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7432    1.5820    3.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8101    2.2494    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2853    0.2991    0.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9372   -1.3734    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1949    0.0154   -0.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3812   -0.0269   -2.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3715   -2.6700   -0.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3818   -2.4371   -2.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0869   -2.8843   -2.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5802   -1.2857   -3.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431   -0.1482   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6123   -1.1155   -2.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3083   -3.0838   -1.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7018   -2.0256   -0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949   -0.5152    0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700   -2.1609    1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
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  5  6  1  0
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  8  9  1  0
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 29 74  1  0
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 29 76  1  0
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 30 78  1  0
 30 79  1  0
M  CHG  2  25  -1  27   1
M  END


  Mrv1652305271900292D          

 30 29  0  0  0  0            999 V2000
 9995.506510001.3131    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.220610000.8998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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10004.791610000.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9996.934710002.1377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 9994.792410002.5481    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
 9994.074110002.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.792410003.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.939010003.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.798610000.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4  5  1  0  0  0  0
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  8  9  1  0  0  0  0
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M  CHG  2  23   1  29  -1
M  END
> <DATABASE_ID>
NP0000630

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C25H49NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h23H,5-22H2,1-4H3/t23-/m1/s1

> <INCHI_KEY>
FNPHNLNTJNMAEE-HSZRJFAPSA-N

> <FORMULA>
C25H49NO4

> <MOLECULAR_WEIGHT>
427.67

> <EXACT_MASS>
427.366159062

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
54.70027801292885

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-3-(octadecanoyloxy)-4-(trimethylazaniumyl)butanoate

> <ALOGPS_LOGP>
2.62

> <JCHEM_LOGP>
2.9226851841949206

> <ALOGPS_LOGS>
-7.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.216763902737658

> <JCHEM_PKA_STRONGEST_BASIC>
-7.057186892022335

> <JCHEM_POLAR_SURFACE_AREA>
66.43

> <JCHEM_REFRACTIVITY>
146.27870000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
stearoylcarnitine

> <JCHEM_VEBER_RULE>
0

$$$$

NP0000630
     RDKit          3D

 79 78  0  0  0  0  0  0  0  0999 V2000
  -10.1366    2.0237    2.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1142    0.9281    2.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9228    1.6044    1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8434    0.5714    1.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3772   -0.3457    0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6039   -1.4688   -0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3467   -1.2703   -0.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880   -0.6918   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9901   -0.5998   -1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5681   -1.9309   -1.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3790   -1.8481   -2.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1711   -1.2194   -1.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1895   -1.9962   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3327   -1.5550    0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6752   -1.6032   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0343   -0.8420   -1.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8029    0.6355   -1.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6126    1.1456   -0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0998    1.2818    0.7179 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9355    1.4813   -0.5969 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7265    1.9917    0.4634 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9243    3.4741    0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7291    4.1899    1.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9666    4.1167    1.0739 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1176    4.9597    2.0738 O   0  0  0  0  0  1  0  0  0  0  0  0
    7.0477    1.3136    0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0343   -0.0813    0.8486 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.6519   -0.8187   -0.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4075   -0.5459    1.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1615   -0.4066    1.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5541    2.9026    2.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7432    1.5820    3.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8101    2.2494    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8621    0.3773    3.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6680    0.2656    1.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1168    2.1528    0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4655    2.3048    2.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6110    0.0258    2.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0057    1.2357    0.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3046   -0.8343    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8773    0.2116   -0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2960   -2.0664   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4032   -2.2564    0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5963   -0.6877   -1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0458   -2.2800   -1.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2853    0.2991    0.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9372   -1.3734    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1949    0.0154   -0.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3812   -0.0269   -2.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3715   -2.6700   -0.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3818   -2.4371   -2.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0869   -2.8843   -2.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5802   -1.2857   -3.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431   -0.1482   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6123   -1.1155   -2.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3083   -3.0838   -1.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7018   -2.0256   -0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949   -0.5152    0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700   -2.1609    1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9231   -2.7035   -0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4172   -1.2721    0.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7451   -1.2521   -2.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2052   -0.9818   -1.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7260    0.8636   -1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0568    1.1956   -2.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1057    2.0077    1.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4648    3.4834   -0.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492    3.9562   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6504    1.4551   -0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6239    1.8507    1.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4392   -0.1793   -1.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7800   -1.4899   -0.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4513   -1.5287   -0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3008   -1.4685    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9215    0.2065    1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9247   -0.7335    0.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1903    0.0924    1.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7015   -0.2592    2.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9530   -1.5072    1.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 21 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 17 65  1  0
 21 66  1  1
 22 67  1  0
 22 68  1  0
 26 69  1  0
 26 70  1  0
 28 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  0
 30 78  1  0
 30 79  1  0
M  CHG  2  25  -1  27   1
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0    8658.2798669.118   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8659.6128668.346   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8660.9458669.118   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8662.2788668.346   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8663.6118669.118   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8664.9448668.346   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8666.2768669.118   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8667.6098668.346   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8668.9428669.118   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8670.2748668.346   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8671.6108669.118   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8672.9438668.346   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8674.2798669.118   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8675.6118668.346   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8676.9438669.118   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8678.2758668.346   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8679.6118669.118   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8680.9448668.346   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8682.2768669.118   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8683.6088668.346   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0    8660.9458670.657   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0    8658.2798670.657   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0    8656.9468671.423   0.000  0.00  0.00           N+1
HETATM   24  C   UNK     0    8655.6058670.653   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8656.9468672.963   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8655.3538672.343   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8656.9578668.327   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8656.9578666.788   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0    8658.2948666.017   0.000  0.00  0.00           O-1
HETATM   30  O   UNK     0    8655.6288666.017   0.000  0.00  0.00           O+0
CONECT    1    2   22   27                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21    3                                                            
CONECT   22    1   23                                                       
CONECT   23   22   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23                                                            
CONECT   27    1   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

COMPND    NP0000630
HETATM    1  C1  UNL     1     -10.137   2.024   2.580  1.00  0.00           C  
HETATM    2  C2  UNL     1      -9.114   0.928   2.187  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.923   1.604   1.630  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.843   0.571   1.263  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.377  -0.346   0.250  1.00  0.00           C  
HETATM    6  C6  UNL     1      -6.604  -1.469  -0.276  1.00  0.00           C  
HETATM    7  C7  UNL     1      -5.347  -1.270  -0.994  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.188  -0.692  -0.302  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.990  -0.600  -1.247  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.568  -1.931  -1.731  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.379  -1.848  -2.626  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.171  -1.219  -1.950  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.189  -1.996  -0.747  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.333  -1.555   0.078  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.675  -1.603  -0.497  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.034  -0.842  -1.695  1.00  0.00           C  
HETATM   17  C17 UNL     1       2.803   0.636  -1.524  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.613   1.146  -0.412  1.00  0.00           C  
HETATM   19  O1  UNL     1       3.100   1.282   0.718  1.00  0.00           O  
HETATM   20  O2  UNL     1       4.935   1.481  -0.597  1.00  0.00           O  
HETATM   21  C19 UNL     1       5.726   1.992   0.463  1.00  0.00           C  
HETATM   22  C20 UNL     1       5.924   3.474   0.086  1.00  0.00           C  
HETATM   23  C21 UNL     1       6.729   4.190   1.090  1.00  0.00           C  
HETATM   24  O3  UNL     1       7.967   4.117   1.074  1.00  0.00           O  
HETATM   25  O4  UNL     1       6.118   4.960   2.074  1.00  0.00           O1-
HETATM   26  C22 UNL     1       7.048   1.314   0.588  1.00  0.00           C  
HETATM   27  N1  UNL     1       7.034  -0.081   0.849  1.00  0.00           N1+
HETATM   28  C23 UNL     1       6.652  -0.819  -0.317  1.00  0.00           C  
HETATM   29  C24 UNL     1       8.407  -0.546   1.172  1.00  0.00           C  
HETATM   30  C25 UNL     1       6.161  -0.407   1.952  1.00  0.00           C  
HETATM   31  H1  UNL     1      -9.554   2.903   2.877  1.00  0.00           H  
HETATM   32  H2  UNL     1     -10.743   1.582   3.400  1.00  0.00           H  
HETATM   33  H3  UNL     1     -10.810   2.249   1.737  1.00  0.00           H  
HETATM   34  H4  UNL     1      -8.862   0.377   3.096  1.00  0.00           H  
HETATM   35  H5  UNL     1      -9.668   0.266   1.484  1.00  0.00           H  
HETATM   36  H6  UNL     1      -8.117   2.153   0.679  1.00  0.00           H  
HETATM   37  H7  UNL     1      -7.465   2.305   2.341  1.00  0.00           H  
HETATM   38  H8  UNL     1      -6.611   0.026   2.194  1.00  0.00           H  
HETATM   39  H9  UNL     1      -6.006   1.236   0.940  1.00  0.00           H  
HETATM   40  H10 UNL     1      -8.305  -0.834   0.739  1.00  0.00           H  
HETATM   41  H11 UNL     1      -7.877   0.212  -0.603  1.00  0.00           H  
HETATM   42  H12 UNL     1      -7.296  -2.066  -0.986  1.00  0.00           H  
HETATM   43  H13 UNL     1      -6.403  -2.256   0.530  1.00  0.00           H  
HETATM   44  H14 UNL     1      -5.596  -0.688  -1.946  1.00  0.00           H  
HETATM   45  H15 UNL     1      -5.046  -2.280  -1.453  1.00  0.00           H  
HETATM   46  H16 UNL     1      -4.285   0.299   0.152  1.00  0.00           H  
HETATM   47  H17 UNL     1      -3.937  -1.373   0.559  1.00  0.00           H  
HETATM   48  H18 UNL     1      -2.195   0.015  -0.821  1.00  0.00           H  
HETATM   49  H19 UNL     1      -3.381  -0.027  -2.135  1.00  0.00           H  
HETATM   50  H20 UNL     1      -2.371  -2.670  -0.927  1.00  0.00           H  
HETATM   51  H21 UNL     1      -3.382  -2.437  -2.347  1.00  0.00           H  
HETATM   52  H22 UNL     1      -1.087  -2.884  -2.896  1.00  0.00           H  
HETATM   53  H23 UNL     1      -1.580  -1.286  -3.546  1.00  0.00           H  
HETATM   54  H24 UNL     1      -0.443  -0.148  -1.712  1.00  0.00           H  
HETATM   55  H25 UNL     1       0.612  -1.115  -2.724  1.00  0.00           H  
HETATM   56  H26 UNL     1       0.308  -3.084  -1.066  1.00  0.00           H  
HETATM   57  H27 UNL     1      -0.702  -2.026  -0.052  1.00  0.00           H  
HETATM   58  H28 UNL     1       1.095  -0.515   0.478  1.00  0.00           H  
HETATM   59  H29 UNL     1       1.370  -2.161   1.055  1.00  0.00           H  
HETATM   60  H30 UNL     1       2.923  -2.704  -0.698  1.00  0.00           H  
HETATM   61  H31 UNL     1       3.417  -1.272   0.320  1.00  0.00           H  
HETATM   62  H32 UNL     1       2.745  -1.252  -2.677  1.00  0.00           H  
HETATM   63  H33 UNL     1       4.205  -0.982  -1.783  1.00  0.00           H  
HETATM   64  H34 UNL     1       1.726   0.864  -1.337  1.00  0.00           H  
HETATM   65  H35 UNL     1       3.057   1.196  -2.471  1.00  0.00           H  
HETATM   66  H36 UNL     1       5.106   2.008   1.371  1.00  0.00           H  
HETATM   67  H37 UNL     1       6.465   3.483  -0.896  1.00  0.00           H  
HETATM   68  H38 UNL     1       4.949   3.956  -0.020  1.00  0.00           H  
HETATM   69  H39 UNL     1       7.650   1.455  -0.356  1.00  0.00           H  
HETATM   70  H40 UNL     1       7.624   1.851   1.395  1.00  0.00           H  
HETATM   71  H41 UNL     1       6.439  -0.179  -1.176  1.00  0.00           H  
HETATM   72  H42 UNL     1       5.780  -1.490  -0.076  1.00  0.00           H  
HETATM   73  H43 UNL     1       7.451  -1.529  -0.668  1.00  0.00           H  
HETATM   74  H44 UNL     1       8.301  -1.468   1.770  1.00  0.00           H  
HETATM   75  H45 UNL     1       8.922   0.206   1.809  1.00  0.00           H  
HETATM   76  H46 UNL     1       8.925  -0.733   0.219  1.00  0.00           H  
HETATM   77  H47 UNL     1       5.190   0.092   1.934  1.00  0.00           H  
HETATM   78  H48 UNL     1       6.701  -0.259   2.918  1.00  0.00           H  
HETATM   79  H49 UNL     1       5.953  -1.507   1.868  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8   44   45
CONECT    8    9   46   47
CONECT    9   10   48   49
CONECT   10   11   50   51
CONECT   11   12   52   53
CONECT   12   13   54   55
CONECT   13   14   56   57
CONECT   14   15   58   59
CONECT   15   16   60   61
CONECT   16   17   62   63
CONECT   17   18   64   65
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   26   66
CONECT   22   23   67   68
CONECT   23   24   24   25
CONECT   26   27   69   70
CONECT   27   28   29   30
CONECT   28   71   72   73
CONECT   29   74   75   76
CONECT   30   77   78   79
END

NP0000630
     RDKit          3D

79 78  0  0  0  0  0  0  0  0999 V2000
  -10.1366    2.0237    2.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1142    0.9281    2.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9228    1.6044    1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8434    0.5714    1.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3772   -0.3457    0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6039   -1.4688   -0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3467   -1.2703   -0.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880   -0.6918   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9901   -0.5998   -1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5681   -1.9309   -1.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3790   -1.8481   -2.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1711   -1.2194   -1.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1895   -1.9962   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3327   -1.5550    0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6752   -1.6032   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0343   -0.8420   -1.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8029    0.6355   -1.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6126    1.1456   -0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0998    1.2818    0.7179 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9355    1.4813   -0.5969 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7265    1.9917    0.4634 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9243    3.4741    0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7291    4.1899    1.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9666    4.1167    1.0739 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1176    4.9597    2.0738 O   0  0  0  0  0  1  0  0  0  0  0  0
    7.0477    1.3136    0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0343   -0.0813    0.8486 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.6519   -0.8187   -0.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4075   -0.5459    1.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1615   -0.4066    1.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5541    2.9026    2.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7432    1.5820    3.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8101    2.2494    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8621    0.3773    3.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6680    0.2656    1.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1168    2.1528    0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4655    2.3048    2.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6110    0.0258    2.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0057    1.2357    0.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3046   -0.8343    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8773    0.2116   -0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2960   -2.0664   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4032   -2.2564    0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5963   -0.6877   -1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0458   -2.2800   -1.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2853    0.2991    0.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9372   -1.3734    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1949    0.0154   -0.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3812   -0.0269   -2.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3715   -2.6700   -0.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3818   -2.4371   -2.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0869   -2.8843   -2.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5802   -1.2857   -3.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431   -0.1482   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6123   -1.1155   -2.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3083   -3.0838   -1.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7018   -2.0256   -0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949   -0.5152    0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700   -2.1609    1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9231   -2.7035   -0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4172   -1.2721    0.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7451   -1.2521   -2.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2052   -0.9818   -1.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7260    0.8636   -1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0568    1.1956   -2.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1057    2.0077    1.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4648    3.4834   -0.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492    3.9562   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6504    1.4551   -0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6239    1.8507    1.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4392   -0.1793   -1.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7800   -1.4899   -0.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4513   -1.5287   -0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3008   -1.4685    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9215    0.2065    1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9247   -0.7335    0.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1903    0.0924    1.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7015   -0.2592    2.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9530   -1.5072    1.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 21 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 17 65  1  0
 21 66  1  1
 22 67  1  0
 22 68  1  0
 26 69  1  0
 26 70  1  0
 28 71  1  0
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  0
 30 78  1  0
 30 79  1  0
M  CHG  2  25  -1  27   1
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(-)-Stearoylcarnitine	ChEBI
(R)-Octadecanoylcarnitine	ChEBI
(R)-Stearoylcarnitine	ChEBI
Acylcarnitine C18:0	ChEBI
L-Stearoylcarnitine	ChEBI
O-Octadecanoyl-(R)-carnitine	ChEBI
O-Octadecanoyl-R-carnitine	ChEBI
O-Stearoyl-L-carnitine	ChEBI
Octadecanoylcarnitine	ChEBI
3-(Octadecanoyloxy)-4-(trimethylammonio)butanoate	HMDB
O-Octadecanoylcarnitine	HMDB
3-(Octadecanoyloxy)-4-(trimethylammonio)butanoic acid	HMDB
(R)-3-Carboxy-N,N,N-trimethyl-2-[(1-oxooctadecyl)oxy]-1-propanaminium inner salt	HMDB
L-(3-Carboxy-2-hydroxypropyl)trimethyl-ammonium stearate hydroxide inner salt	HMDB
L-Stearic acid ester with (3-carboxy-2-hydroxypropyl)trimethylammonium hydroxide inner salt	HMDB
Octadecanoyl-L-carnitine	HMDB
Stearoyl-L-carnitine	HMDB
Stearoylcarnitine	ChEBI

Chemical Formula

C₂₅H₄₉NO₄

Average Mass

427.6700 Da

Monoisotopic Mass

427.36616 Da

IUPAC Name

(3R)-3-(octadecanoyloxy)-4-(trimethylazaniumyl)butanoate

Traditional Name

stearoylcarnitine

CAS Registry Number

25597-09-5

SMILES

CCCCCCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C

InChI Identifier

InChI=1S/C25H49NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h23H,5-22H2,1-4H3/t23-/m1/s1

InChI Key

FNPHNLNTJNMAEE-HSZRJFAPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Acyl carnitines

Alternative Parents

Substituents

Acyl-carnitine
Dicarboxylic acid or derivatives
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Carboxylic acid salt
Carboxylic acid derivative
Carboxylic acid
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic salt
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

O-acyl-L-carnitine (CHEBI:84644 )
Fatty acyl carnitines (LMFA07070008 )

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	1.0e-05 g/L	ALOGPS
logP	2.62	ALOGPS
logP	2.92	ChemAxon
logS	-7.7	ALOGPS
pKa (Strongest Acidic)	4.22	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.43 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	146.28 m³·mol⁻¹	ChemAxon
Polarizability	54.7 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0000848

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022278

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

1585824

Wikipedia Link

Not Available

METLIN ID

5811

PubChem Compound

52922056

PDB ID

Not Available

ChEBI ID

84644

Good Scents ID

Not Available

References

General References

Kamimori H, Hamashima Y, Konishi M: Determination of carnitine and saturated-acyl group carnitines in human urine by high-performance liquid chromatography with fluorescence detection. Anal Biochem. 1994 May 1;218(2):417-24. [PubMed:8074302 ]
Minkler PE, Ingalls ST, Hoppel CL: High-performance liquid chromatographic separation of acylcarnitines following derivatization with 4'-bromophenacyl trifluoromethanesulfonate. Anal Biochem. 1990 Feb 15;185(1):29-35. [PubMed:2344045 ]
Minkler PE, Kerner J, North KN, Hoppel CL: Quantitation of long-chain acylcarnitines by HPLC/fluorescence detection: application to plasma and tissue specimens from patients with carnitine palmitoyltransferase-II deficiency. Clin Chim Acta. 2005 Feb;352(1-2):81-92. [PubMed:15653102 ]
Bell FP: Carnitine esters: novel inhibitors of plasma lecithin: cholesterol acyltransferase in experimental animals but not in man (Homo sapiens). Int J Biochem. 1983;15(2):133-6. [PubMed:6822312 ]
Fingerhut R, Roschinger W, Muntau AC, Dame T, Kreischer J, Arnecke R, Superti-Furga A, Troxler H, Liebl B, Olgemoller B, Roscher AA: Hepatic carnitine palmitoyltransferase I deficiency: acylcarnitine profiles in blood spots are highly specific. Clin Chem. 2001 Oct;47(10):1763-8. [PubMed:11568084 ]
Zhang AQ, Mitchell SC, Ayesh R, Smith RL: Determination of trimethylamine and related aliphatic amines in human urine by head-space gas chromatography. J Chromatogr. 1992 Dec 23;584(2):141-5. [PubMed:1484098 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing NP-Card for Stearoylcarnitine (NP0000630)

MOL for NP0000630 (Stearoylcarnitine)

3D MOL for NP0000630 (Stearoylcarnitine)

3D SDF for NP0000630 (Stearoylcarnitine)

3D-SDF for NP0000630 (Stearoylcarnitine)

PDB for NP0000630 (Stearoylcarnitine)

3D PDB for NP0000630 (Stearoylcarnitine)

SMILES for NP0000630 (Stearoylcarnitine)

INCHI for NP0000630 (Stearoylcarnitine)

Structure for NP0000630 (Stearoylcarnitine)

3D Structure for NP0000630 (Stearoylcarnitine)