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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-11-30 15:50:59 UTC

Update Date

2020-02-26 21:38:20 UTC

HMDB ID

HMDB0013208

Secondary Accession Numbers

HMDB13208

Metabolite Identification

Common Name

9-Hexadecenoylcholine

Description

9-Hexadecenoylcholine, also known as palmitoloelycholine, is a fatty acid-choline and is the ester product of 9-hexadecenoic acid and choline. The pharmacological effects of a series of fatty acid-choline esters have been studied on the isolated rabbit heart, the isolated guinea-pig ileum, and the rat stomach. The effect changed with increasing chain length, and three different types of response were observed. The short-chain compounds produced depression of the isolated rabbit heart and spasm of the isolated guinea-pig ileum. Only one, butyrylcholine, had an erratic stimulating effect on hydrochloric acid secretion by the partially vagotomized rat stomach. Medium-chain compounds had a stimulating effect on the isolated rabbit heart, a mixed spasmogenic and relaxant effect on the isolated guinea-pig ileum, and no effect on the rat stomach. Long-chain compounds blocked the effect of acetylcholine on the isolated rabbit heart and the isolated guinea-pig ileum; they also depressed spontaneous hydrochloric acid secretion by the rat stomach.

Structure

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

HMDB0013208
     RDKit          3D
9-Hexadecenoylcholine
 66 65  0  0  0  0  0  0  0  0999 V2000
   -9.9211    2.2149    0.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8677    1.7327   -0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5957    0.3047   -0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5792   -0.3496   -1.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2261    0.3018   -1.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6404    0.2843    0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4754   -1.0875    0.8206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2949   -1.5622    1.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156   -0.8439    1.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0056   -1.5016    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -0.6727    0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1106   -0.5435    1.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1253    0.2328    1.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3868   -0.1227    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5651   -0.2694   -0.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0543   -0.5537   -0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5516   -1.6725   -0.4488 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8369    0.4956   -0.9891 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2168    0.4612   -1.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9906    0.0442   -0.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3968    0.0250   -0.2790 N   0  0  0  0  0  4  0  0  0  0  0  0
    8.6986   -0.1174   -1.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0433   -1.0776    0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0623    1.2422    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5117    1.3773    0.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6249    2.9325   -0.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4379    2.7197    1.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3309    1.8476   -1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9799    2.3810   -0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5597   -0.2582   -0.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3278    0.1588    0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4552   -1.4047   -0.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9175   -0.3655   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5478   -0.3193   -1.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1861    1.3205   -1.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3959    0.7839    0.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7580    0.9332    0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3936   -1.7062    0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3180   -2.6073    1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0369    0.2140    0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5849   -0.9437    2.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7628   -2.4998    0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3366   -1.5774   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1134   -1.0901   -0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0671    0.3378   -0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8870    0.0401    2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0831   -1.5172    2.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705    0.4024    2.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8841    1.3347    1.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421   -1.0295    1.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462    0.6808    1.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0225   -1.1129   -0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3529    0.6320   -1.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5303    1.5150   -1.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4891   -0.1876   -2.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6748   -0.9197    0.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7954    0.8175    0.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    0.7079   -2.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8215   -0.0816   -1.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3954   -1.1099   -2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1388   -0.8212    0.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7023   -1.1494    1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8934   -1.9851   -0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1067    0.9957    0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0655    1.9425   -0.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5592    1.6459    1.0769 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  2  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
 21 22  1  0
 21 23  1  0
 21 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
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  7 38  1  0
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 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 24 66  1  0
M  CHG  1  21   1
M  END


  Mrv1652303062020272D          

 24 23  0  0  0  0            999 V2000
 9997.661710000.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.376810000.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.091710000.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.806510000.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.521410000.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.236510000.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.952210000.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.665710000.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.381410000.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.206410000.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.922110000.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.635710000.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.351410000.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.067110000.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.780810000.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.496410000.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.944910000.5751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.230010000.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.515110000.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.800310000.9868    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
 9994.083110000.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.800310001.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.948110001.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.661710001.8113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 17  1  0  0  0  0
  1 24  2  0  0  0  0
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  5  6  1  0  0  0  0
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  7  8  1  0  0  0  0
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  9 10  2  0  0  0  0
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 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
M  CHG  1  20   1
M  END
> <DATABASE_ID>
HMDB0013208

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC\C=C/CCCCCCCC(=O)OCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C21H42NO2/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(23)24-20-19-22(2,3)4/h10-11H,5-9,12-20H2,1-4H3/q+1/b11-10-

> <INCHI_KEY>
KZSMYKYPFGHWQV-KHPPLWFESA-N

> <FORMULA>
C21H42NO2

> <MOLECULAR_WEIGHT>
340.571

> <EXACT_MASS>
340.321006017

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
44.84615740830952

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{2-[(9Z)-hexadec-9-enoyloxy]ethyl}trimethylazanium

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
1.896863082861588

> <ALOGPS_LOGS>
-7.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
-7.047174497735996

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
116.90199999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{2-[(9Z)-hexadec-9-enoyloxy]ethyl}trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013208
     RDKit          3D
9-Hexadecenoylcholine
 66 65  0  0  0  0  0  0  0  0999 V2000
   -9.9211    2.2149    0.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8677    1.7327   -0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5957    0.3047   -0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5792   -0.3496   -1.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2261    0.3018   -1.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6404    0.2843    0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4754   -1.0875    0.8206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2949   -1.5622    1.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156   -0.8439    1.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0056   -1.5016    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -0.6727    0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1106   -0.5435    1.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1253    0.2328    1.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3868   -0.1227    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5651   -0.2694   -0.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0543   -0.5537   -0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5516   -1.6725   -0.4488 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8369    0.4956   -0.9891 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2168    0.4612   -1.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9906    0.0442   -0.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3968    0.0250   -0.2790 N   0  0  0  0  0  4  0  0  0  0  0  0
    8.6986   -0.1174   -1.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0433   -1.0776    0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0623    1.2422    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5117    1.3773    0.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6249    2.9325   -0.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4379    2.7197    1.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3309    1.8476   -1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9799    2.3810   -0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5597   -0.2582   -0.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3278    0.1588    0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4552   -1.4047   -0.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9175   -0.3655   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5478   -0.3193   -1.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1861    1.3205   -1.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3959    0.7839    0.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7580    0.9332    0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3936   -1.7062    0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3180   -2.6073    1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0369    0.2140    0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5849   -0.9437    2.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7628   -2.4998    0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3366   -1.5774   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1134   -1.0901   -0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0671    0.3378   -0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8870    0.0401    2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0831   -1.5172    2.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705    0.4024    2.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8841    1.3347    1.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421   -1.0295    1.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462    0.6808    1.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0225   -1.1129   -0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3529    0.6320   -1.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5303    1.5150   -1.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4891   -0.1876   -2.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6748   -0.9197    0.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7954    0.8175    0.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    0.7079   -2.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8215   -0.0816   -1.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3954   -1.1099   -2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1388   -0.8212    0.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7023   -1.1494    1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8934   -1.9851   -0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1067    0.9957    0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0655    1.9425   -0.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5592    1.6459    1.0769 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  2  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
 21 22  1  0
 21 23  1  0
 21 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 22 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 24 66  1  0
M  CHG  1  21   1
M  END

HEADER    PROTEIN                                 06-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-20         0                                  
HETATM    1  C   UNK     0    8662.3028668.509   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8663.6378667.740   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8664.9718668.509   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8666.3058667.740   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8667.6408668.509   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8668.9758667.740   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8670.3118668.509   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8671.6438667.740   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8672.9798668.509   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8674.5198668.509   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8675.8558667.740   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8677.1878668.509   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8678.5238667.740   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8679.8598668.509   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8681.1918667.740   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8682.5278668.509   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8660.9648667.740   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0    8659.6298668.509   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8658.2958667.740   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0    8656.9618668.509   0.000  0.00  0.00           N+1
HETATM   21  C   UNK     0    8655.6228667.736   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8656.9618670.048   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8655.3708669.432   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0    8662.3028670.048   0.000  0.00  0.00           O+0
CONECT    1    2   17   24                                                  
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                                                            
CONECT   17    1   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24    1                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    HMDB0013208
HETATM    1  C1  UNL     1      -9.921   2.215   0.443  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.868   1.733  -0.562  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.596   0.305  -0.253  1.00  0.00           C  
HETATM    4  C4  UNL     1      -7.579  -0.350  -1.138  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.226   0.302  -1.093  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.640   0.284   0.312  1.00  0.00           C  
HETATM    7  C7  UNL     1      -5.475  -1.088   0.821  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.295  -1.562   1.170  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.016  -0.844   1.115  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.006  -1.502   0.224  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.701  -0.673   0.201  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.111  -0.543   1.547  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.125   0.233   1.646  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.387  -0.123   1.027  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.565  -0.269  -0.428  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.054  -0.554  -0.618  1.00  0.00           C  
HETATM   17  O1  UNL     1       4.552  -1.673  -0.449  1.00  0.00           O  
HETATM   18  O2  UNL     1       4.837   0.496  -0.989  1.00  0.00           O  
HETATM   19  C17 UNL     1       6.217   0.461  -1.214  1.00  0.00           C  
HETATM   20  C18 UNL     1       6.991   0.044  -0.003  1.00  0.00           C  
HETATM   21  N1  UNL     1       8.397   0.025  -0.279  1.00  0.00           N1+
HETATM   22  C19 UNL     1       8.699  -0.117  -1.687  1.00  0.00           C  
HETATM   23  C20 UNL     1       9.043  -1.078   0.406  1.00  0.00           C  
HETATM   24  C21 UNL     1       9.062   1.242   0.175  1.00  0.00           C  
HETATM   25  H1  UNL     1     -10.512   1.377   0.849  1.00  0.00           H  
HETATM   26  H2  UNL     1     -10.625   2.933  -0.007  1.00  0.00           H  
HETATM   27  H3  UNL     1      -9.438   2.720   1.304  1.00  0.00           H  
HETATM   28  H4  UNL     1      -9.331   1.848  -1.553  1.00  0.00           H  
HETATM   29  H5  UNL     1      -7.980   2.381  -0.398  1.00  0.00           H  
HETATM   30  H6  UNL     1      -9.560  -0.258  -0.391  1.00  0.00           H  
HETATM   31  H7  UNL     1      -8.328   0.159   0.814  1.00  0.00           H  
HETATM   32  H8  UNL     1      -7.455  -1.405  -0.819  1.00  0.00           H  
HETATM   33  H9  UNL     1      -7.918  -0.365  -2.193  1.00  0.00           H  
HETATM   34  H10 UNL     1      -5.548  -0.319  -1.722  1.00  0.00           H  
HETATM   35  H11 UNL     1      -6.186   1.321  -1.471  1.00  0.00           H  
HETATM   36  H12 UNL     1      -6.396   0.784   0.998  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.758   0.933   0.383  1.00  0.00           H  
HETATM   38  H14 UNL     1      -6.394  -1.706   0.897  1.00  0.00           H  
HETATM   39  H15 UNL     1      -4.318  -2.607   1.534  1.00  0.00           H  
HETATM   40  H16 UNL     1      -3.037   0.214   0.919  1.00  0.00           H  
HETATM   41  H17 UNL     1      -2.585  -0.944   2.166  1.00  0.00           H  
HETATM   42  H18 UNL     1      -1.763  -2.500   0.632  1.00  0.00           H  
HETATM   43  H19 UNL     1      -2.337  -1.577  -0.829  1.00  0.00           H  
HETATM   44  H20 UNL     1      -0.113  -1.090  -0.600  1.00  0.00           H  
HETATM   45  H21 UNL     1      -1.067   0.338  -0.170  1.00  0.00           H  
HETATM   46  H22 UNL     1      -0.887   0.040   2.164  1.00  0.00           H  
HETATM   47  H23 UNL     1      -0.083  -1.517   2.109  1.00  0.00           H  
HETATM   48  H24 UNL     1       1.370   0.402   2.768  1.00  0.00           H  
HETATM   49  H25 UNL     1       0.884   1.335   1.368  1.00  0.00           H  
HETATM   50  H26 UNL     1       2.842  -1.029   1.580  1.00  0.00           H  
HETATM   51  H27 UNL     1       3.146   0.681   1.347  1.00  0.00           H  
HETATM   52  H28 UNL     1       2.023  -1.113  -0.914  1.00  0.00           H  
HETATM   53  H29 UNL     1       2.353   0.632  -1.018  1.00  0.00           H  
HETATM   54  H30 UNL     1       6.530   1.515  -1.449  1.00  0.00           H  
HETATM   55  H31 UNL     1       6.489  -0.188  -2.085  1.00  0.00           H  
HETATM   56  H32 UNL     1       6.675  -0.920   0.425  1.00  0.00           H  
HETATM   57  H33 UNL     1       6.795   0.818   0.790  1.00  0.00           H  
HETATM   58  H34 UNL     1       8.331   0.708  -2.308  1.00  0.00           H  
HETATM   59  H35 UNL     1       9.822  -0.082  -1.764  1.00  0.00           H  
HETATM   60  H36 UNL     1       8.395  -1.110  -2.064  1.00  0.00           H  
HETATM   61  H37 UNL     1      10.139  -0.821   0.460  1.00  0.00           H  
HETATM   62  H38 UNL     1       8.702  -1.149   1.449  1.00  0.00           H  
HETATM   63  H39 UNL     1       8.893  -1.985  -0.189  1.00  0.00           H  
HETATM   64  H40 UNL     1      10.107   0.996   0.451  1.00  0.00           H  
HETATM   65  H41 UNL     1       9.065   1.942  -0.667  1.00  0.00           H  
HETATM   66  H42 UNL     1       8.559   1.646   1.077  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7   36   37
CONECT    7    8    8   38
CONECT    8    9   39
CONECT    9   10   40   41
CONECT   10   11   42   43
CONECT   11   12   44   45
CONECT   12   13   46   47
CONECT   13   14   48   49
CONECT   14   15   50   51
CONECT   15   16   52   53
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   54   55
CONECT   20   21   56   57
CONECT   21   22   23   24
CONECT   22   58   59   60
CONECT   23   61   62   63
CONECT   24   64   65   66
END

HMDB0013208
     RDKit          3D
9-Hexadecenoylcholine
 66 65  0  0  0  0  0  0  0  0999 V2000
   -9.9211    2.2149    0.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8677    1.7327   -0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5957    0.3047   -0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5792   -0.3496   -1.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2261    0.3018   -1.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6404    0.2843    0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4754   -1.0875    0.8206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2949   -1.5622    1.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156   -0.8439    1.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0056   -1.5016    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -0.6727    0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1106   -0.5435    1.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1253    0.2328    1.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3868   -0.1227    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5651   -0.2694   -0.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0543   -0.5537   -0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5516   -1.6725   -0.4488 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8369    0.4956   -0.9891 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2168    0.4612   -1.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9906    0.0442   -0.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3968    0.0250   -0.2790 N   0  0  0  0  0  4  0  0  0  0  0  0
    8.6986   -0.1174   -1.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0433   -1.0776    0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0623    1.2422    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5117    1.3773    0.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6249    2.9325   -0.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4379    2.7197    1.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3309    1.8476   -1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9799    2.3810   -0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5597   -0.2582   -0.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3278    0.1588    0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4552   -1.4047   -0.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9175   -0.3655   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5478   -0.3193   -1.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1861    1.3205   -1.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3959    0.7839    0.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7580    0.9332    0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3936   -1.7062    0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3180   -2.6073    1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0369    0.2140    0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5849   -0.9437    2.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7628   -2.4998    0.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3366   -1.5774   -0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1134   -1.0901   -0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0671    0.3378   -0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8870    0.0401    2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0831   -1.5172    2.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705    0.4024    2.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8841    1.3347    1.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421   -1.0295    1.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462    0.6808    1.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0225   -1.1129   -0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3529    0.6320   -1.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5303    1.5150   -1.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4891   -0.1876   -2.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6748   -0.9197    0.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7954    0.8175    0.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    0.7079   -2.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8215   -0.0816   -1.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3954   -1.1099   -2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1388   -0.8212    0.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7023   -1.1494    1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8934   -1.9851   -0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1067    0.9957    0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0655    1.9425   -0.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5592    1.6459    1.0769 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  2  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
 21 22  1  0
 21 23  1  0
 21 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 22 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 24 66  1  0
M  CHG  1  21   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Choline palmitoleate	HMDB
Palmitoloelycholine	HMDB
9-Hexadecenoylcholine	HMDB

Chemical Formula

C₂₁H₄₂NO₂

Average Molecular Weight

340.571

Monoisotopic Molecular Weight

340.321006017

IUPAC Name

{2-[(9Z)-hexadec-9-enoyloxy]ethyl}trimethylazanium

Traditional Name

{2-[(9Z)-hexadec-9-enoyloxy]ethyl}trimethylazanium

CAS Registry Number

943438-47-9

SMILES

CCCCCC\C=C/CCCCCCCC(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C21H42NO2/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(23)24-20-19-22(2,3)4/h10-11H,5-9,12-20H2,1-4H3/q+1/b11-10-

InChI Key

KZSMYKYPFGHWQV-KHPPLWFESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl cholines. These are acylated derivatives of choline. Choline or 2-Hydroxy-N,N,N-trimethylethanaminium is a quaternary ammonium salt with the chemical formula (CH3)3N+(CH2)2OH.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Quaternary ammonium salts

Direct Parent

Acyl cholines

Alternative Parents

Substituents

Acyl choline
Fatty acid ester
Fatty acyl
Tetraalkylammonium salt
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organooxygen compound
Carbonyl group
Amine
Organic cation
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Placenta (HMDB: HMDB0013208)

Source

Endogenous

Endogenous (HMDB: HMDB0013208)

Process

Not Available

Role

Not Available

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	1.2e-05 g/L	ALOGPS
logP	2.58	ALOGPS
logP	1.9	ChemAxon
logS	-7.5	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	116.9 m³·mol⁻¹	ChemAxon
Polarizability	44.85 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
DeepCCS	[M+H]+	190.942	30932474
DeepCCS	[M-H]-	188.391	30932474
DeepCCS	[M-2H]-	221.592	30932474
DeepCCS	[M+Na]+	197.285	30932474

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.	9.12 minutes	32390414
Predicted by Siyang on May 30, 2022	20.7852 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.34 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2777.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	323.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	242.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	213.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	589.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	941.0 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	757.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	505.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2289.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	576.3 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	2115.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	547.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	486.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	289.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	215.3 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	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9-Hexadecenoylcholine	CCCCCC\C=C/CCCCCCCC(=O)OCC[N+](C)(C)C	2620.3	Standard polar	33892256
9-Hexadecenoylcholine	CCCCCC\C=C/CCCCCCCC(=O)OCC[N+](C)(C)C	2106.4	Standard non polar	33892256
9-Hexadecenoylcholine	CCCCCC\C=C/CCCCCCCC(=O)OCC[N+](C)(C)C	2338.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Hexadecenoylcholine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Hexadecenoylcholine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Placenta

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

FDB029334

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

156908007

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

Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for 9-Hexadecenoylcholine (HMDB0013208)

MOL for HMDB0013208 (9-Hexadecenoylcholine)

3D MOL for HMDB0013208 (9-Hexadecenoylcholine)

3D SDF for HMDB0013208 (9-Hexadecenoylcholine)

3D-SDF for HMDB0013208 (9-Hexadecenoylcholine)

PDB for HMDB0013208 (9-Hexadecenoylcholine)

3D PDB for HMDB0013208 (9-Hexadecenoylcholine)

SMILES for HMDB0013208 (9-Hexadecenoylcholine)

INCHI for HMDB0013208 (9-Hexadecenoylcholine)

Structure for HMDB0013208 (9-Hexadecenoylcholine)

3D Structure for HMDB0013208 (9-Hexadecenoylcholine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra