NP-MRD: Showing NP-Card for 3-Hydroxyhexadecanoylcarnitine (NP0092180)

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Record Information

Version

1.0

Created at

2022-05-11 18:59:31 UTC

Updated at

2022-05-11 18:59:31 UTC

NP-MRD ID

NP0092180

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-Hydroxyhexadecanoylcarnitine

Description

3-Hydroxyhexadecanoylcarnitine is found in Trypanosoma brucei.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02251208212D          

 29 28  0  0  1  0            999 V2000
   14.2911   -3.5716    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.0056   -3.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5766   -3.1591    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   12.8622   -2.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1641   -3.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9891   -2.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2911   -4.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7201   -3.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4346   -3.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4346   -2.3341    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   17.1491   -3.5716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5754   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2898   -4.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0043   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7188   -4.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4332   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1477   -4.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8622   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5766   -4.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5766   -5.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1477   -5.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8609   -4.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1464   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4320   -4.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7175   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0030   -4.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2885   -4.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5740   -4.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596   -4.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  3  1  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  6  3  1  0  0  0  0
  1  7  1  6  0  0  0
  8  2  1  0  0  0  0
 10  9  1  0  0  0  0
  9 11  2  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19  7  1  0  0  0  0
 19 20  2  0  0  0  0
 21 17  1  0  0  0  0
 22 12  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
M  CHG  2   3   1  10  -1
M  END

     RDKit          3D

 74 73  0  0  0  0  0  0  0  0999 V2000
    8.6416   -0.3418    0.9487 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5295   -1.0254   -0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8195   -2.3439   -0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4108   -2.1054    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6644   -1.1719   -0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2447   -0.9490   -0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1834   -0.3589    1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8079   -0.1203    1.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0278    0.9451    1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7288    1.0278   -0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8107    2.2467   -0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4657    2.0925    0.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1682    0.8150   -0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4692    0.8726   -1.7804 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2901    1.9827   -2.0022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1149   -0.3841   -2.2538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3905   -0.6076   -1.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9955   -1.7003   -1.8331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0114    0.2009   -0.6512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2286   -0.1359   -0.0634 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0926   -0.4380    1.4212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1342   -1.6180    1.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9915   -1.9294    3.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2042   -2.8563    3.3797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7184   -1.2030    3.9766 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.3036    0.7802   -0.3315 N   0  0  2  0  0  4  0  0  0  0  0  0
   -7.4855    0.0990   -0.8800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9054    1.7436   -1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7622    1.5097    0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2113    0.6930    0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2021   -0.8917    1.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7211   -0.1701    1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1085   -0.3344   -1.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5695   -1.2551   -0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7363   -2.7362   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3615   -3.0036    0.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4489   -1.7884    1.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8897   -3.0778    0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5416   -1.7163   -1.6873 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1187   -0.1902   -0.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6873   -0.3947   -0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8104   -2.0062   -0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7639   -1.0131    1.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7076    0.6539    1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535    0.0579    2.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2167   -1.0989    1.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3704    1.9825    1.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9927    0.9030    1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3392    0.1377   -0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6331    1.3568   -1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7071    2.4328   -1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3974    3.1465   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1569    2.9702   -0.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831    2.1236    1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0494    0.7079    0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4843   -0.0458   -0.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5204    0.9971   -2.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7686    2.2577   -1.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4557   -1.2745   -2.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2840   -0.3258   -3.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5361   -1.1170   -0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0371   -0.7025    1.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6390    0.3976    1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1229   -1.3718    1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4991   -2.4895    1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2362   -0.2844   -1.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7144   -0.7393   -0.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3010    0.8564   -0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8093    2.3204   -1.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1729    2.4725   -0.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5142    1.2482   -2.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6092    0.9897    1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2521    2.4510    0.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9799    1.8448    1.4998 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
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 25  1  0
 23 24  2  0
 20 26  1  0
 26 27  1  6
 26 28  1  0
 26 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  6
 15 58  1  0
 16 59  1  0
 16 60  1  0
 20 61  1  6
 21 62  1  0
 21 63  1  0
 22 64  1  0
 22 65  1  0
 27 66  1  0
 27 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  0
 29 73  1  0
 29 74  1  0
M  CHG  2  25  -1  26   1
M  END


  Mrv0541 02251208212D          

 29 28  0  0  1  0            999 V2000
   14.2911   -3.5716    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.0056   -3.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5766   -3.1591    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   12.8622   -2.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1641   -3.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9891   -2.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2911   -4.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7201   -3.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4346   -3.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4346   -2.3341    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   17.1491   -3.5716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5754   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2898   -4.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0043   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7188   -4.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4332   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1477   -4.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8622   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5766   -4.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5766   -5.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1477   -5.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8609   -4.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1464   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4320   -4.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7175   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0030   -4.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2885   -4.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5740   -4.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596   -4.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  3  1  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  6  3  1  0  0  0  0
  1  7  1  6  0  0  0
  8  2  1  0  0  0  0
 10  9  1  0  0  0  0
  9 11  2  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19  7  1  0  0  0  0
 19 20  2  0  0  0  0
 21 17  1  0  0  0  0
 22 12  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
M  CHG  2   3   1  10  -1
M  END
> <DATABASE_ID>
NP0092180

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C23H45NO5/c1-5-6-7-8-9-10-11-12-13-14-15-16-20(25)19-23(28)29-21(24(2,3)4)17-18-22(26)27/h20-21,25H,5-19H2,1-4H3/t20?,21-/m0/s1

> <INCHI_KEY>
MHJOYNGEDDXLLU-LBAQZLPGSA-N

> <FORMULA>
C23H45NO5

> <MOLECULAR_WEIGHT>
415.6071

> <EXACT_MASS>
415.329773555

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
50.68469685290942

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S)-4-[(3-hydroxyhexadecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

> <ALOGPS_LOGP>
0.86

> <JCHEM_LOGP>
1.1288075265282536

> <ALOGPS_LOGS>
-6.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.9997944192042

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.059197530295237

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7988899230873363

> <JCHEM_POLAR_SURFACE_AREA>
86.66000000000001

> <JCHEM_REFRACTIVITY>
138.525

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.89e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-4-[(3-hydroxyhexadecanoyl)oxy]-4-(trimethylammonio)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      26.677  -6.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.010  -5.897   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      25.343  -5.897   0.000  0.00  0.00           N+1
HETATM    4  C   UNK     0      24.009  -5.127   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.573  -7.231   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.113  -4.563   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      26.677  -8.207   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      29.344  -6.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      30.678  -5.897   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      30.678  -4.357   0.000  0.00  0.00           O-1
HETATM   11  O   UNK     0      32.012  -6.667   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      16.007  -8.207   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.341  -8.977   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.675  -8.207   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.008  -8.977   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.342  -8.207   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.676  -8.977   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.009  -8.207   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.343  -8.977   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      25.343 -10.517   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      22.676 -10.517   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      14.674  -8.977   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.340  -8.207   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.006  -8.977   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.673  -8.207   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.339  -8.977   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.005  -8.207   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.671  -8.977   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.338  -8.207   0.000  0.00  0.00           C+0
CONECT    1    2    3    7                                                  
CONECT    2    1    8                                                       
CONECT    3    1    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7    1   19                                                       
CONECT    8    2    9                                                       
CONECT    9   10   11    8                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12   13   22                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18    7   20                                                  
CONECT   20   19                                                            
CONECT   21   17                                                            
CONECT   22   12   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

View in JSmol

Synonyms

Value	Source
3-Hydroxypalmitoylcarnitine	HMDB
b-Hydroxyhexadecanoylcarnitine	HMDB
b-Hydroxypalmitoylcarnitine	HMDB
beta-Hydroxyhexadecanoylcarnitine	HMDB
beta-Hydroxypalmitoylcarnitine	HMDB
(4S)-4-[(3-Hydroxyhexadecanoyl)oxy]-4-(trimethylazaniumyl)butanoic acid	Generator

Chemical Formula

C₂₃H₄₅NO₅

Average Mass

415.6071 Da

Monoisotopic Mass

415.32977 Da

IUPAC Name

(4S)-4-[(3-hydroxyhexadecanoyl)oxy]-4-(trimethylazaniumyl)butanoate

Traditional Name

(4S)-4-[(3-hydroxyhexadecanoyl)oxy]-4-(trimethylammonio)butanoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C23H45NO5/c1-5-6-7-8-9-10-11-12-13-14-15-16-20(25)19-23(28)29-21(24(2,3)4)17-18-22(26)27/h20-21,25H,5-19H2,1-4H3/t20?,21-/m0/s1

InChI Key

MHJOYNGEDDXLLU-LBAQZLPGSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
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, 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	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, 300 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	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, 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	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, 600 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, 700 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, 800 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
1D NMR	¹H NMR Spectrum (1D, 900 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
Trypanosoma brucei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Beta hydroxy acids and derivatives

Direct Parent

Beta hydroxy acids and derivatives

Alternative Parents

Substituents

Beta-hydroxy acid
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Tetraalkylammonium salt
Carboxylic acid ester
Carboxylic acid salt
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Alcohol
Organooxygen compound
Organonitrogen compound
Organic zwitterion
Organic salt
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

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
logP	0.86	ALOGPS
logP	1.13	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	4.06	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	86.66 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	138.52 m³·mol⁻¹	ChemAxon
Polarizability	50.68 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029396

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481691

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3-Hydroxyhexadecanoylcarnitine (NP0092180)

MOL for NP0092180 (3-Hydroxyhexadecanoylcarnitine)

3D MOL for NP0092180 (3-Hydroxyhexadecanoylcarnitine)

3D SDF for NP0092180 (3-Hydroxyhexadecanoylcarnitine)

3D-SDF for NP0092180 (3-Hydroxyhexadecanoylcarnitine)

PDB for NP0092180 (3-Hydroxyhexadecanoylcarnitine)

3D PDB for NP0092180 (3-Hydroxyhexadecanoylcarnitine)

SMILES for NP0092180 (3-Hydroxyhexadecanoylcarnitine)

INCHI for NP0092180 (3-Hydroxyhexadecanoylcarnitine)

Structure for NP0092180 (3-Hydroxyhexadecanoylcarnitine)

3D Structure for NP0092180 (3-Hydroxyhexadecanoylcarnitine)