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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2011-07-07 14:46:08 UTC

Update Date

2022-03-07 02:51:34 UTC

HMDB ID

HMDB0013654

Secondary Accession Numbers

HMDB13654

Metabolite Identification

Common Name

Palmitoyl Serinol

Description

2-Palmitoyl glycerol (2-PG) has been isolated along with the potent endocannabinoid 2-arachidonoyl glycerol (2-AG) from various tissues.1 Although 2-PG displays no intrinsic agonist activity on CB1 or CB2 receptors, it does potentiate the ability of 2-AG to inhibit adenylyl cyclase. 2-PG also potentiates the analgesic, hypokinetic, and anxiolytic effects of 2-AG in mice. This "entourage" effect has been attributed to the ability of compounds such as 2-PG to inhibit reuptake and/or compete with the active endocannabinoids for access to inactivating enzymes such as FAAH and monoglyceride lipase.2,3 Palmitoyl serinol is a stable analog of 2-PG bearing an amide linkage in place of the labile glyceryl ester. This has the potential to enhance its "entourage" activities as a result of a prolonged in vivo half-life. Palmitoyl serinol is also an analog of C-16 ceramide. Incubation of neuroblastoma cells with palmitoyl serinol causes apoptosis with an IC50 of approximately 80 ¬µM.

Structure

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

HMDB0013654
     RDKit          3D
Palmitoyl Serinol
 62 61  0  0  0  0  0  0  0  0999 V2000
   -4.5721    0.5142   -3.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9365    0.5903   -2.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9677    0.2482   -1.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4801   -1.1315   -0.8183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5224   -1.4430    0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6975   -0.5460    1.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2181   -0.5802    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6369   -1.9429    1.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1787   -1.9261    0.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4221   -1.0034    1.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0525   -1.0333    1.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583   -0.6217   -0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7766    0.7401   -0.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4129    1.8496    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8183    2.1490    0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8853    1.2412    0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8833    0.3434    1.2722 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1310    1.3847   -0.3088 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2233    0.5165   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3640    1.3421    0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8879    1.9583    1.7090 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6609   -0.2562   -1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7284   -1.0944   -0.9305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2547   -0.5291   -3.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6097    1.0337   -4.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7976    1.0548   -2.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5798   -0.1634   -3.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3468    1.5957   -2.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0033    0.3475   -0.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3739    1.0259   -0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1445   -1.8547   -1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4750   -1.2717   -1.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5848   -1.3257    0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2506   -2.4884    0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0043    0.5264    1.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7795   -0.7998    2.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0235   -0.1489    0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7577    0.1280    1.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -2.2903    2.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1248   -2.7006    0.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7495   -2.9320    0.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2027   -1.5066   -0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5439   -1.2944    2.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8205    0.0251    1.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4684   -2.0540    1.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5146   -0.3257    2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6356   -1.3324   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3116   -0.7858   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7876    0.9427   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3446    0.7322   -0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3859    1.7036    1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7660    2.7774    0.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8905    2.4023   -1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0080    3.1888    0.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2450    2.1159   -1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9626   -0.2168    0.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6057    2.1415   -0.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2397    0.7076    0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8223    1.3090    2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8112   -0.8308   -1.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9587    0.5021   -2.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5543   -0.7078   -1.3368 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  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
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 18 55  1  0
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 21 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
M  END


  Mrv0541 02271200292D          

 23 22  0  0  0  0            999 V2000
    8.6068  -13.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4318  -13.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8443  -12.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6693  -12.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0818  -11.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9068  -11.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3193  -11.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1442  -11.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5567  -10.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3817  -10.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7942   -9.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6192   -9.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0317   -9.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8567   -9.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2692   -8.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0942   -8.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5067   -9.0737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5067   -7.6445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3317   -7.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7442   -8.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5692   -8.3591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7442   -6.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3317   -6.2160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  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
 11 12  1  0  0  0  0
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 19 20  1  0  0  0  0
 19 22  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013654

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCC(=O)NC(CO)CO

> <INCHI_IDENTIFIER>
InChI=1S/C19H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(23)20-18(16-21)17-22/h18,21-22H,2-17H2,1H3,(H,20,23)

> <INCHI_KEY>
MZUNFYMZKTWADX-UHFFFAOYSA-N

> <FORMULA>
C19H39NO3

> <MOLECULAR_WEIGHT>
329.5179

> <EXACT_MASS>
329.292994119

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
42.77306540517992

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(1,3-dihydroxypropan-2-yl)hexadecanamide

> <ALOGPS_LOGP>
5.26

> <JCHEM_LOGP>
4.352879275666668

> <ALOGPS_LOGS>
-4.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.748664326392689

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.904068395049958

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2542370200509819

> <JCHEM_POLAR_SURFACE_AREA>
69.56

> <JCHEM_REFRACTIVITY>
96.05729999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.86e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(1,3-dihydroxypropan-2-yl)hexadecanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013654
     RDKit          3D
Palmitoyl Serinol
 62 61  0  0  0  0  0  0  0  0999 V2000
   -4.5721    0.5142   -3.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9365    0.5903   -2.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9677    0.2482   -1.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4801   -1.1315   -0.8183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5224   -1.4430    0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6975   -0.5460    1.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2181   -0.5802    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6369   -1.9429    1.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1787   -1.9261    0.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4221   -1.0034    1.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0525   -1.0333    1.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583   -0.6217   -0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7766    0.7401   -0.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4129    1.8496    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8183    2.1490    0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8853    1.2412    0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8833    0.3434    1.2722 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1310    1.3847   -0.3088 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2233    0.5165   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3640    1.3421    0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8879    1.9583    1.7090 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6609   -0.2562   -1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7284   -1.0944   -0.9305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2547   -0.5291   -3.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6097    1.0337   -4.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7976    1.0548   -2.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5798   -0.1634   -3.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3468    1.5957   -2.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0033    0.3475   -0.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3739    1.0259   -0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1445   -1.8547   -1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4750   -1.2717   -1.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5848   -1.3257    0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2506   -2.4884    0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0043    0.5264    1.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7795   -0.7998    2.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0235   -0.1489    0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7577    0.1280    1.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -2.2903    2.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1248   -2.7006    0.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7495   -2.9320    0.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2027   -1.5066   -0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5439   -1.2944    2.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8205    0.0251    1.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4684   -2.0540    1.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5146   -0.3257    2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6356   -1.3324   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3116   -0.7858   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7876    0.9427   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3446    0.7322   -0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3859    1.7036    1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7660    2.7774    0.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8905    2.4023   -1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0080    3.1888    0.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2450    2.1159   -1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9626   -0.2168    0.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6057    2.1415   -0.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2397    0.7076    0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8223    1.3090    2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8112   -0.8308   -1.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9587    0.5021   -2.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5543   -0.7078   -1.3368 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  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 18 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  C   UNK     0      16.066 -24.940   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.606 -24.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.376 -23.606   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.916 -23.606   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.686 -22.272   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.226 -22.272   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.996 -20.939   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.536 -20.939   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.306 -19.605   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.846 -19.605   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      27.616 -18.271   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.156 -18.271   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.926 -16.938   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.466 -16.938   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      32.236 -15.604   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      33.776 -15.604   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      34.546 -16.938   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0      34.546 -14.270   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      36.086 -14.270   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      36.856 -15.604   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      38.396 -15.604   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      36.856 -12.937   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      36.086 -11.603   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
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   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0013654
HETATM    1  C1  UNL     1      -4.572   0.514  -3.171  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.937   0.590  -2.577  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.968   0.248  -1.105  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.480  -1.131  -0.818  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.522  -1.443   0.634  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.698  -0.546   1.490  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.218  -0.580   1.122  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.637  -1.943   1.258  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.179  -1.926   0.856  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.422  -1.003   1.738  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.052  -1.033   1.384  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.258  -0.622  -0.037  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.777   0.740  -0.292  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.413   1.850   0.416  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.818   2.149   0.094  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.885   1.241   0.429  1.00  0.00           C  
HETATM   17  O1  UNL     1       3.883   0.343   1.272  1.00  0.00           O  
HETATM   18  N1  UNL     1       5.131   1.385  -0.309  1.00  0.00           N  
HETATM   19  C17 UNL     1       6.223   0.516  -0.023  1.00  0.00           C  
HETATM   20  C18 UNL     1       7.364   1.342   0.537  1.00  0.00           C  
HETATM   21  O2  UNL     1       6.888   1.958   1.709  1.00  0.00           O  
HETATM   22  C19 UNL     1       6.661  -0.256  -1.246  1.00  0.00           C  
HETATM   23  O3  UNL     1       7.728  -1.094  -0.930  1.00  0.00           O  
HETATM   24  H1  UNL     1      -4.255  -0.529  -3.397  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.610   1.034  -4.165  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.798   1.055  -2.589  1.00  0.00           H  
HETATM   27  H4  UNL     1      -6.580  -0.163  -3.106  1.00  0.00           H  
HETATM   28  H5  UNL     1      -6.347   1.596  -2.755  1.00  0.00           H  
HETATM   29  H6  UNL     1      -7.003   0.347  -0.720  1.00  0.00           H  
HETATM   30  H7  UNL     1      -5.374   1.026  -0.574  1.00  0.00           H  
HETATM   31  H8  UNL     1      -6.145  -1.855  -1.345  1.00  0.00           H  
HETATM   32  H9  UNL     1      -4.475  -1.272  -1.262  1.00  0.00           H  
HETATM   33  H10 UNL     1      -6.585  -1.326   0.975  1.00  0.00           H  
HETATM   34  H11 UNL     1      -5.251  -2.488   0.855  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.004   0.526   1.384  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.780  -0.800   2.546  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.023  -0.149   0.132  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.758   0.128   1.873  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.646  -2.290   2.329  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.125  -2.701   0.621  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.749  -2.932   0.770  1.00  0.00           H  
HETATM   42  H19 UNL     1      -1.203  -1.507  -0.199  1.00  0.00           H  
HETATM   43  H20 UNL     1      -0.544  -1.294   2.838  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.820   0.025   1.714  1.00  0.00           H  
HETATM   45  H22 UNL     1       1.468  -2.054   1.594  1.00  0.00           H  
HETATM   46  H23 UNL     1       1.515  -0.326   2.134  1.00  0.00           H  
HETATM   47  H24 UNL     1       0.636  -1.332  -0.702  1.00  0.00           H  
HETATM   48  H25 UNL     1       2.312  -0.786  -0.373  1.00  0.00           H  
HETATM   49  H26 UNL     1       0.788   0.943  -1.431  1.00  0.00           H  
HETATM   50  H27 UNL     1      -0.345   0.732  -0.054  1.00  0.00           H  
HETATM   51  H28 UNL     1       1.386   1.704   1.552  1.00  0.00           H  
HETATM   52  H29 UNL     1       0.766   2.777   0.287  1.00  0.00           H  
HETATM   53  H30 UNL     1       2.891   2.402  -1.035  1.00  0.00           H  
HETATM   54  H31 UNL     1       3.008   3.189   0.566  1.00  0.00           H  
HETATM   55  H32 UNL     1       5.245   2.116  -1.050  1.00  0.00           H  
HETATM   56  H33 UNL     1       5.963  -0.217   0.772  1.00  0.00           H  
HETATM   57  H34 UNL     1       7.606   2.141  -0.180  1.00  0.00           H  
HETATM   58  H35 UNL     1       8.240   0.708   0.795  1.00  0.00           H  
HETATM   59  H36 UNL     1       6.822   1.309   2.456  1.00  0.00           H  
HETATM   60  H37 UNL     1       5.811  -0.831  -1.662  1.00  0.00           H  
HETATM   61  H38 UNL     1       6.959   0.502  -2.021  1.00  0.00           H  
HETATM   62  H39 UNL     1       8.554  -0.708  -1.337  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7   35   36
CONECT    7    8   37   38
CONECT    8    9   39   40
CONECT    9   10   41   42
CONECT   10   11   43   44
CONECT   11   12   45   46
CONECT   12   13   47   48
CONECT   13   14   49   50
CONECT   14   15   51   52
CONECT   15   16   53   54
CONECT   16   17   17   18
CONECT   18   19   55
CONECT   19   20   22   56
CONECT   20   21   57   58
CONECT   21   59
CONECT   22   23   60   61
CONECT   23   62
END

HMDB0013654
     RDKit          3D
Palmitoyl Serinol
 62 61  0  0  0  0  0  0  0  0999 V2000
   -4.5721    0.5142   -3.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9365    0.5903   -2.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9677    0.2482   -1.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4801   -1.1315   -0.8183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5224   -1.4430    0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6975   -0.5460    1.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2181   -0.5802    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6369   -1.9429    1.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1787   -1.9261    0.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4221   -1.0034    1.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0525   -1.0333    1.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583   -0.6217   -0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7766    0.7401   -0.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4129    1.8496    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8183    2.1490    0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8853    1.2412    0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8833    0.3434    1.2722 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1310    1.3847   -0.3088 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2233    0.5165   -0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3640    1.3421    0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8879    1.9583    1.7090 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7284   -1.0944   -0.9305 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.2506   -2.4884    0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7795   -0.7998    2.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0235   -0.1489    0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7577    0.1280    1.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -2.2903    2.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1248   -2.7006    0.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7495   -2.9320    0.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2027   -1.5066   -0.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8205    0.0251    1.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4684   -2.0540    1.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5146   -0.3257    2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6356   -1.3324   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3446    0.7322   -0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3859    1.7036    1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8223    1.3090    2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9587    0.5021   -2.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5543   -0.7078   -1.3368 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
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  5  6  1  0
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  1 24  1  0
  1 25  1  0
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  5 33  1  0
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 14 52  1  0
 15 53  1  0
 15 54  1  0
 18 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-[2-Hydroxy-1-(hydroxymethyl)ethyl]-hexadecanamide	HMDB

Chemical Formula

C₁₉H₃₉NO₃

Average Molecular Weight

329.5179

Monoisotopic Molecular Weight

329.292994119

IUPAC Name

N-(1,3-dihydroxypropan-2-yl)hexadecanamide

Traditional Name

N-(1,3-dihydroxypropan-2-yl)hexadecanamide

CAS Registry Number

126127-31-9

SMILES

CCCCCCCCCCCCCCCC(=O)NC(CO)CO

InChI Identifier

InChI=1S/C19H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(23)20-18(16-21)17-22/h18,21-22H,2-17H2,1H3,(H,20,23)

InChI Key

MZUNFYMZKTWADX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty amides

Direct Parent

N-acyl amines

Alternative Parents

Substituents

N-acyl-amine
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0013654)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0013654)

Source

Endogenous

Endogenous (HMDB: HMDB0013654)

Animal

Animal (HMDB: HMDB0013654)

Exogenous

Food

Food (HMDB: HMDB0013654)

Exogenous (HMDB: HMDB0013654)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0013654)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0013654)

Lipid metabolism pathway (HMDB: HMDB0013654)

Cellular process

Cell signaling (HMDB: HMDB0013654)

Biochemical process

Lipid transport (HMDB: HMDB0013654)

Role

Biological role

Energy source (HMDB: HMDB0013654)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0013654)

Physical Properties

State

Solid

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0069 g/L	ALOGPS
logP	5.26	ALOGPS
logP	4.35	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	13.9	ChemAxon
pKa (Strongest Basic)	-0.25	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.56 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	96.06 m³·mol⁻¹	ChemAxon
Polarizability	42.77 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	185.806	31661259
DarkChem	[M-H]-	185.484	31661259
DeepCCS	[M+H]+	186.59	30932474
DeepCCS	[M-H]-	184.04	30932474
DeepCCS	[M-2H]-	218.042	30932474
DeepCCS	[M+Na]+	194.333	30932474
AllCCS	[M+H]+	191.5	32859911
AllCCS	[M+H-H2O]+	189.0	32859911
AllCCS	[M+NH4]+	193.9	32859911
AllCCS	[M+Na]+	194.6	32859911
AllCCS	[M-H]-	189.0	32859911
AllCCS	[M+Na-2H]-	190.2	32859911
AllCCS	[M+HCOO]-	191.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.57 minutes	32390414
Predicted by Siyang on May 30, 2022	16.7298 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.0 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	41.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2819.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	289.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	207.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	518.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	657.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	611.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	217.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1606.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	571.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1620.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	507.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	443.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	380.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	229.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Palmitoyl Serinol	CCCCCCCCCCCCCCCC(=O)NC(CO)CO	3295.6	Standard polar	33892256
Palmitoyl Serinol	CCCCCCCCCCCCCCCC(=O)NC(CO)CO	2557.3	Standard non polar	33892256
Palmitoyl Serinol	CCCCCCCCCCCCCCCC(=O)NC(CO)CO	2769.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Palmitoyl Serinol,1TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CO)CO[Si](C)(C)C	2713.3	Semi standard non polar	33892256
Palmitoyl Serinol,1TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CO)CO)[Si](C)(C)C	2680.6	Semi standard non polar	33892256
Palmitoyl Serinol,2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CO[Si](C)(C)C)CO[Si](C)(C)C	2747.9	Semi standard non polar	33892256
Palmitoyl Serinol,2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CO)CO[Si](C)(C)C)[Si](C)(C)C	2739.1	Semi standard non polar	33892256
Palmitoyl Serinol,3TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CO[Si](C)(C)C)CO[Si](C)(C)C)[Si](C)(C)C	2819.5	Semi standard non polar	33892256
Palmitoyl Serinol,3TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CO[Si](C)(C)C)CO[Si](C)(C)C)[Si](C)(C)C	2777.7	Standard non polar	33892256
Palmitoyl Serinol,3TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CO[Si](C)(C)C)CO[Si](C)(C)C)[Si](C)(C)C	2717.1	Standard polar	33892256
Palmitoyl Serinol,1TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CO)CO[Si](C)(C)C(C)(C)C	2949.8	Semi standard non polar	33892256
Palmitoyl Serinol,1TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CO)CO)[Si](C)(C)C(C)(C)C	2958.6	Semi standard non polar	33892256
Palmitoyl Serinol,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CO[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	3231.6	Semi standard non polar	33892256
Palmitoyl Serinol,2TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CO)CO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3225.3	Semi standard non polar	33892256
Palmitoyl Serinol,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CO[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3535.0	Semi standard non polar	33892256
Palmitoyl Serinol,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CO[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3251.4	Standard non polar	33892256
Palmitoyl Serinol,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CO[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3046.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Palmitoyl Serinol GC-MS (Non-derivatized) - 70eV, Positive	splash10-004v-9460000000-7840d847ab7be6e3ca9c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Palmitoyl Serinol GC-MS (2 TMS) - 70eV, Positive	splash10-05g0-9543300000-0db8cc70b5cabbfc44fc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Palmitoyl Serinol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitoyl Serinol 10V, Positive-QTOF	splash10-01q9-3039000000-bb2190d862518525aa86	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitoyl Serinol 20V, Positive-QTOF	splash10-022c-9342000000-ceee91e1844cc3246982	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitoyl Serinol 40V, Positive-QTOF	splash10-006x-9610000000-c6026424bfae5c7c4718	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitoyl Serinol 10V, Negative-QTOF	splash10-004i-0019000000-a9b50cb6ff1021adf474	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitoyl Serinol 20V, Negative-QTOF	splash10-01rw-4094000000-ce5ca19a667717180e71	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitoyl Serinol 40V, Negative-QTOF	splash10-01vo-9110000000-0ed835654ce2203a1d22	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitoyl Serinol 10V, Positive-QTOF	splash10-001i-7029000000-48f57e4c28f87aada987	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitoyl Serinol 20V, Positive-QTOF	splash10-00dl-9001000000-0450f7aa23baca6fda10	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitoyl Serinol 40V, Positive-QTOF	splash10-05fu-9000000000-912a272630600ed747d3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitoyl Serinol 10V, Negative-QTOF	splash10-004i-0009000000-0724c48fe70fde5e3b3c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitoyl Serinol 20V, Negative-QTOF	splash10-004s-3094000000-03253b5997acbdafa6be	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Palmitoyl Serinol 40V, Negative-QTOF	splash10-052f-9130000000-eb161ff2025c2cffbcd4	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029624

KNApSAcK ID

Not Available

Chemspider ID

8038003

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9862307

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 metabocard for Palmitoyl Serinol (HMDB0013654)

MOL for HMDB0013654 (Palmitoyl Serinol)

3D MOL for HMDB0013654 (Palmitoyl Serinol)

3D SDF for HMDB0013654 (Palmitoyl Serinol)

3D-SDF for HMDB0013654 (Palmitoyl Serinol)

PDB for HMDB0013654 (Palmitoyl Serinol)

3D PDB for HMDB0013654 (Palmitoyl Serinol)

SMILES for HMDB0013654 (Palmitoyl Serinol)

INCHI for HMDB0013654 (Palmitoyl Serinol)

Structure for HMDB0013654 (Palmitoyl Serinol)

3D Structure for HMDB0013654 (Palmitoyl Serinol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra