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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:25:20 UTC

Update Date

2022-03-07 02:56:23 UTC

HMDB ID

HMDB0039883

Secondary Accession Numbers

HMDB39883

Metabolite Identification

Common Name

Ascorbyl palmitate

Description

Antioxidant.Ascorbyl palmitate is an ester formed from ascorbic acid and palmitic acid creating a fat-soluble form of vitamin C. In addition to its use as a source of vitamin C, it is also used as an antioxidant food additive (E number E304). Oral supplements of ascorbyl palmitate are less effective, due to the substance breaking down again into its components before being digested. Ascorbyl palmitate is also marketed as "vitamin C ester

Structure

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

  Mrv0541 05061311272D          

 29 29  0  0  0  0            999 V2000
   -6.7460   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0315   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3171   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6026   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8881   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1737   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4592   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7447   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0302   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3158   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3987   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1132   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8276   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2566   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4000   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1145   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9711   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5826   11.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1347   12.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8289   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7222   13.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1145   10.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9711   12.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7541   11.0231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9551   12.3570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0577   13.9113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855   11.7532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9152   12.9861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 20 19  2  0  0  0  0
 21 17  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  2  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27 22  2  0  0  0  0
 28 16  1  0  0  0  0
 28 18  1  0  0  0  0
 29 21  1  0  0  0  0
 29 22  1  0  0  0  0
M  END

HMDB0039883
     RDKit          3D
Ascorbyl palmitate
 67 67  0  0  0  0  0  0  0  0999 V2000
   -6.8149    4.1176   -1.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7935    3.4266   -0.6362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5745    2.4472    0.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9838    1.6241    1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8994    0.6624    0.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5842    1.1703    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6246   -0.0249    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4278   -0.7318    1.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4528   -1.8964    1.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -1.3739    0.9180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8661   -2.5337    0.7709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3753   -3.4948   -0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2167   -4.6534   -0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4501   -4.6166   -1.3476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6296   -3.8089   -1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4947   -2.3617   -1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5311   -1.8031   -1.8531 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5516   -1.5500   -0.8912 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5949   -0.1609   -1.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9068    0.3135   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9521   -0.0521    0.8824 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0807    1.8130   -0.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512    2.3329   -1.8326 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0346    3.2918   -1.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7443    3.9575   -2.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139    3.3666   -0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3755    4.1977   -0.1191 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0354    2.4904    0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8139    2.1884    1.5949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7708    4.2766   -1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8930    3.5635   -2.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3908    5.1177   -1.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4702    4.2469    0.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0353    3.0717   -1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2037    1.8300   -0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4096    3.0549    0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6849    2.2325    2.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8470    1.0063    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6702    0.2258    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2256   -0.2603    0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5691    1.6609   -0.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1432    1.8551    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990    0.3337   -0.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0835   -0.7432   -0.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0714   -0.0659    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093   -1.2101    1.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9571   -2.5261    0.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4112   -2.4819    2.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3210   -0.6766    1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1537   -0.8286   -0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8762   -2.1745    0.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7486   -3.0438    1.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1225   -2.8890   -1.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733   -3.8676    0.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5084   -5.3734   -1.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4174   -5.2732    0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8144   -5.7186   -1.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2013   -4.4628   -2.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5376   -4.2068   -1.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9644   -3.8861    0.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4722    0.1263   -2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7221    0.2663   -0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7051   -0.2191   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042   -0.8799    1.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0514    2.0285   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4941    5.1690    0.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820    2.3836    2.2365 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
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 28 22  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  0
 14 58  1  0
 15 59  1  0
 15 60  1  0
 19 61  1  0
 19 62  1  0
 20 63  1  0
 21 64  1  0
 22 65  1  0
 27 66  1  0
 29 67  1  0
M  END

  Mrv0541 05061311272D          

 29 29  0  0  0  0            999 V2000
   -6.7460   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0315   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3171   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6026   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8881   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1737   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4592   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7447   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0302   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3158   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3987   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1132   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8276   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2566   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4000   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1145   11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9711   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5826   11.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1347   12.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8289   12.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7222   13.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1145   10.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9711   12.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7541   11.0231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9551   12.3570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0577   13.9113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855   11.7532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9152   12.9861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 20 19  2  0  0  0  0
 21 17  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  2  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27 22  2  0  0  0  0
 28 16  1  0  0  0  0
 28 18  1  0  0  0  0
 29 21  1  0  0  0  0
 29 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039883

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H38O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(24)28-16-17(23)21-19(25)20(26)22(27)29-21/h17,21,23,25-26H,2-16H2,1H3

> <INCHI_KEY>
QAQJMLQRFWZOBN-UHFFFAOYSA-N

> <FORMULA>
C22H38O7

> <MOLECULAR_WEIGHT>
414.5329

> <EXACT_MASS>
414.26175357

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
48.59446753776268

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dihydroxy-5-oxo-2,5-dihydrofuran-2-yl)-2-hydroxyethyl hexadecanoate

> <ALOGPS_LOGP>
5.23

> <JCHEM_LOGP>
5.007495026666666

> <ALOGPS_LOGS>
-4.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.170855163660159

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.4510618294420246

> <JCHEM_PKA_STRONGEST_BASIC>
-3.568905785975452

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
110.62349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.21e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ascorbyl palmitate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039883
     RDKit          3D
Ascorbyl palmitate
 67 67  0  0  0  0  0  0  0  0999 V2000
   -6.8149    4.1176   -1.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7935    3.4266   -0.6362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5745    2.4472    0.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9838    1.6241    1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8994    0.6624    0.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5842    1.1703    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6246   -0.0249    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4278   -0.7318    1.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4528   -1.8964    1.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -1.3739    0.9180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8661   -2.5337    0.7709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3753   -3.4948   -0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2167   -4.6534   -0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4501   -4.6166   -1.3476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6296   -3.8089   -1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4947   -2.3617   -1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5311   -1.8031   -1.8531 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5516   -1.5500   -0.8912 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5949   -0.1609   -1.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9068    0.3135   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9521   -0.0521    0.8824 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0807    1.8130   -0.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512    2.3329   -1.8326 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0346    3.2918   -1.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7443    3.9575   -2.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139    3.3666   -0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3755    4.1977   -0.1191 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0354    2.4904    0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8139    2.1884    1.5949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7708    4.2766   -1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8930    3.5635   -2.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3908    5.1177   -1.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4702    4.2469    0.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0353    3.0717   -1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2037    1.8300   -0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4096    3.0549    0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6849    2.2325    2.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8470    1.0063    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6702    0.2258    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2256   -0.2603    0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5691    1.6609   -0.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1432    1.8551    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990    0.3337   -0.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0835   -0.7432   -0.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0714   -0.0659    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093   -1.2101    1.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9571   -2.5261    0.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4112   -2.4819    2.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3210   -0.6766    1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1537   -0.8286   -0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8762   -2.1745    0.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7486   -3.0438    1.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1225   -2.8890   -1.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733   -3.8676    0.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5084   -5.3734   -1.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4174   -5.2732    0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8144   -5.7186   -1.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2013   -4.4628   -2.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5376   -4.2068   -1.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9644   -3.8861    0.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4722    0.1263   -2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7221    0.2663   -0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7051   -0.2191   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042   -0.8799    1.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0514    2.0285   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4941    5.1690    0.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820    2.3836    2.2365 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
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 28 22  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  0
 14 58  1  0
 15 59  1  0
 15 60  1  0
 19 61  1  0
 19 62  1  0
 20 63  1  0
 21 64  1  0
 22 65  1  0
 27 66  1  0
 29 67  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0     -12.593  21.939   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.259  22.709   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.925  21.939   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.592  22.709   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.258  21.939   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.924  22.709   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.591  21.939   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.257  22.709   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.923  21.939   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.589  22.709   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.744  21.939   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.078  22.709   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.412  21.939   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.745  22.709   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.079  21.939   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.080  22.709   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.414  21.939   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.413  22.709   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.154  22.083   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.185  23.227   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.747  22.709   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.415  24.561   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      11.414  20.399   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.413  24.249   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      14.474  20.576   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      16.716  23.066   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      15.041  25.968   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.746  21.939   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      12.908  24.241   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   18                                                       
CONECT   16   17   28                                                       
CONECT   17   16   21   23                                                  
CONECT   18   15   24   28                                                  
CONECT   19   20   21   25                                                  
CONECT   20   19   22   26                                                  
CONECT   21   17   19   29                                                  
CONECT   22   20   27   29                                                  
CONECT   23   17                                                            
CONECT   24   18                                                            
CONECT   25   19                                                            
CONECT   26   20                                                            
CONECT   27   22                                                            
CONECT   28   16   18                                                       
CONECT   29   21   22                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

COMPND    HMDB0039883
HETATM    1  C1  UNL     1      -6.815   4.118  -1.596  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.794   3.427  -0.636  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.574   2.447   0.134  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.984   1.624   1.181  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.899   0.662   0.941  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.584   1.170   0.456  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.625  -0.025   0.273  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.428  -0.732   1.553  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.453  -1.896   1.362  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.134  -1.374   0.918  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.866  -2.534   0.771  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.375  -3.495  -0.258  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.217  -4.653  -0.602  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.450  -4.617  -1.348  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.630  -3.809  -1.062  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.495  -2.362  -1.310  1.00  0.00           C  
HETATM   17  O1  UNL     1       2.531  -1.803  -1.853  1.00  0.00           O  
HETATM   18  O2  UNL     1       4.552  -1.550  -0.891  1.00  0.00           O  
HETATM   19  C17 UNL     1       4.595  -0.161  -1.041  1.00  0.00           C  
HETATM   20  C18 UNL     1       5.907   0.313  -0.463  1.00  0.00           C  
HETATM   21  O3  UNL     1       5.952  -0.052   0.882  1.00  0.00           O  
HETATM   22  C19 UNL     1       6.081   1.813  -0.544  1.00  0.00           C  
HETATM   23  O4  UNL     1       6.051   2.333  -1.833  1.00  0.00           O  
HETATM   24  C20 UNL     1       5.035   3.292  -1.837  1.00  0.00           C  
HETATM   25  O5  UNL     1       4.744   3.958  -2.863  1.00  0.00           O  
HETATM   26  C21 UNL     1       4.414   3.367  -0.503  1.00  0.00           C  
HETATM   27  O6  UNL     1       3.375   4.198  -0.119  1.00  0.00           O  
HETATM   28  C22 UNL     1       5.035   2.490   0.259  1.00  0.00           C  
HETATM   29  O7  UNL     1       4.814   2.188   1.595  1.00  0.00           O  
HETATM   30  H1  UNL     1      -7.771   4.277  -1.067  1.00  0.00           H  
HETATM   31  H2  UNL     1      -6.893   3.563  -2.535  1.00  0.00           H  
HETATM   32  H3  UNL     1      -6.391   5.118  -1.819  1.00  0.00           H  
HETATM   33  H4  UNL     1      -5.470   4.247   0.040  1.00  0.00           H  
HETATM   34  H5  UNL     1      -5.035   3.072  -1.329  1.00  0.00           H  
HETATM   35  H6  UNL     1      -7.204   1.830  -0.602  1.00  0.00           H  
HETATM   36  H7  UNL     1      -7.410   3.055   0.637  1.00  0.00           H  
HETATM   37  H8  UNL     1      -5.685   2.232   2.096  1.00  0.00           H  
HETATM   38  H9  UNL     1      -6.847   1.006   1.626  1.00  0.00           H  
HETATM   39  H10 UNL     1      -4.670   0.226   1.980  1.00  0.00           H  
HETATM   40  H11 UNL     1      -5.226  -0.260   0.390  1.00  0.00           H  
HETATM   41  H12 UNL     1      -3.569   1.661  -0.515  1.00  0.00           H  
HETATM   42  H13 UNL     1      -3.143   1.855   1.220  1.00  0.00           H  
HETATM   43  H14 UNL     1      -1.699   0.334  -0.228  1.00  0.00           H  
HETATM   44  H15 UNL     1      -3.083  -0.743  -0.463  1.00  0.00           H  
HETATM   45  H16 UNL     1      -2.071  -0.066   2.350  1.00  0.00           H  
HETATM   46  H17 UNL     1      -3.409  -1.210   1.837  1.00  0.00           H  
HETATM   47  H18 UNL     1      -1.957  -2.526   0.570  1.00  0.00           H  
HETATM   48  H19 UNL     1      -1.411  -2.482   2.290  1.00  0.00           H  
HETATM   49  H20 UNL     1       0.321  -0.677   1.642  1.00  0.00           H  
HETATM   50  H21 UNL     1      -0.154  -0.829  -0.052  1.00  0.00           H  
HETATM   51  H22 UNL     1       1.876  -2.175   0.725  1.00  0.00           H  
HETATM   52  H23 UNL     1       0.749  -3.044   1.819  1.00  0.00           H  
HETATM   53  H24 UNL     1       0.123  -2.889  -1.188  1.00  0.00           H  
HETATM   54  H25 UNL     1      -0.673  -3.868   0.032  1.00  0.00           H  
HETATM   55  H26 UNL     1       0.508  -5.373  -1.190  1.00  0.00           H  
HETATM   56  H27 UNL     1       1.417  -5.273   0.360  1.00  0.00           H  
HETATM   57  H28 UNL     1       2.814  -5.719  -1.420  1.00  0.00           H  
HETATM   58  H29 UNL     1       2.201  -4.463  -2.474  1.00  0.00           H  
HETATM   59  H30 UNL     1       4.538  -4.207  -1.600  1.00  0.00           H  
HETATM   60  H31 UNL     1       3.964  -3.886   0.030  1.00  0.00           H  
HETATM   61  H32 UNL     1       4.472   0.126  -2.100  1.00  0.00           H  
HETATM   62  H33 UNL     1       3.722   0.266  -0.485  1.00  0.00           H  
HETATM   63  H34 UNL     1       6.705  -0.219  -1.012  1.00  0.00           H  
HETATM   64  H35 UNL     1       5.404  -0.880   1.009  1.00  0.00           H  
HETATM   65  H36 UNL     1       7.051   2.029  -0.020  1.00  0.00           H  
HETATM   66  H37 UNL     1       3.494   5.169   0.065  1.00  0.00           H  
HETATM   67  H38 UNL     1       5.582   2.384   2.236  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4   35   36
CONECT    4    5   37   38
CONECT    5    6   39   40
CONECT    6    7   41   42
CONECT    7    8   43   44
CONECT    8    9   45   46
CONECT    9   10   47   48
CONECT   10   11   49   50
CONECT   11   12   51   52
CONECT   12   13   53   54
CONECT   13   14   55   56
CONECT   14   15   57   58
CONECT   15   16   59   60
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   61   62
CONECT   20   21   22   63
CONECT   21   64
CONECT   22   23   28   65
CONECT   23   24
CONECT   24   25   25   26
CONECT   26   27   28   28
CONECT   27   66
CONECT   28   29
CONECT   29   67
END

HMDB0039883
     RDKit          3D
Ascorbyl palmitate
 67 67  0  0  0  0  0  0  0  0999 V2000
   -6.8149    4.1176   -1.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7935    3.4266   -0.6362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5745    2.4472    0.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9838    1.6241    1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8994    0.6624    0.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5842    1.1703    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6246   -0.0249    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4278   -0.7318    1.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4528   -1.8964    1.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -1.3739    0.9180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8661   -2.5337    0.7709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3753   -3.4948   -0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2167   -4.6534   -0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4501   -4.6166   -1.3476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6296   -3.8089   -1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4947   -2.3617   -1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5311   -1.8031   -1.8531 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5516   -1.5500   -0.8912 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5949   -0.1609   -1.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9068    0.3135   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9521   -0.0521    0.8824 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0807    1.8130   -0.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512    2.3329   -1.8326 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0346    3.2918   -1.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7443    3.9575   -2.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139    3.3666   -0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3755    4.1977   -0.1191 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0354    2.4904    0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8139    2.1884    1.5949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7708    4.2766   -1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8930    3.5635   -2.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3908    5.1177   -1.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4702    4.2469    0.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0353    3.0717   -1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2037    1.8300   -0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4096    3.0549    0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6849    2.2325    2.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8470    1.0063    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6702    0.2258    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2256   -0.2603    0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5691    1.6609   -0.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1432    1.8551    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990    0.3337   -0.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0835   -0.7432   -0.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0714   -0.0659    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093   -1.2101    1.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9571   -2.5261    0.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4112   -2.4819    2.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3210   -0.6766    1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1537   -0.8286   -0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8762   -2.1745    0.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7486   -3.0438    1.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1225   -2.8890   -1.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733   -3.8676    0.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5084   -5.3734   -1.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4174   -5.2732    0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8144   -5.7186   -1.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2013   -4.4628   -2.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5376   -4.2068   -1.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9644   -3.8861    0.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4722    0.1263   -2.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7221    0.2663   -0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7051   -0.2191   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042   -0.8799    1.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0514    2.0285   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4941    5.1690    0.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820    2.3836    2.2365 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
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 28 22  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
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 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  0
 14 58  1  0
 15 59  1  0
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 19 61  1  0
 19 62  1  0
 20 63  1  0
 21 64  1  0
 22 65  1  0
 27 66  1  0
 29 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ascorbyl palmitic acid	Generator
6-Hexadecanoyl-L-ascorbic acid	HMDB
6-Monopalmitoyl-L-ascorbate	HMDB
6-Palmitoyl-L-ascorbic acid	HMDB
Ascorbyl palmitate, usan	HMDB
Cetyl ascorbate	HMDB
e304	HMDB
L-Ascorbic acid 6-palmitate	HMDB
L-Ascorbyl 6-palmitate	HMDB
L-Ascorbyl monopalmitate	HMDB
L-Ascorbyl palmitate	HMDB
Palmitoyl L-ascorbic acid	HMDB
Vitamin c-palmitate	HMDB
Ascorbic acid-6-O-palmitate	MeSH, HMDB
6-O-Palmitoylascorbic acid	MeSH, HMDB
Ascorbate 6-palmitate	MeSH, HMDB
6-O-Palmitoylascorbate	MeSH, HMDB
Asc-6-O-palmitate	MeSH, HMDB
Asc6PLM	MeSH, HMDB

Chemical Formula

C₂₂H₃₈O₇

Average Molecular Weight

414.5329

Monoisotopic Molecular Weight

414.26175357

IUPAC Name

2-(3,4-dihydroxy-5-oxo-2,5-dihydrofuran-2-yl)-2-hydroxyethyl hexadecanoate

Traditional Name

ascorbyl palmitate

CAS Registry Number

137-66-6

SMILES

CCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O)=C1O

InChI Identifier

InChI=1S/C22H38O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(24)28-16-17(23)21-19(25)20(26)22(27)29-21/h17,21,23,25-26H,2-16H2,1H3

InChI Key

QAQJMLQRFWZOBN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
2-furanone
Dicarboxylic acid or derivatives
Dihydrofuran
Enoate ester
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Enediol
Lactone
Secondary alcohol
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

Citrus

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0039883)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039883)

Source

Endogenous

Endogenous (HMDB: HMDB0039883)

Animal

Animal (HMDB: HMDB0039883)

Exogenous

Food

Food (HMDB: HMDB0039883)

Exogenous (HMDB: HMDB0039883)

Synthetic

Personal care products

Personal care products (HMDB: HMDB0039883)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039883)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039883)

Lipid metabolism pathway (HMDB: HMDB0039883)

Cellular process

Cell signaling (HMDB: HMDB0039883)

Biochemical process

Lipid transport (HMDB: HMDB0039883)

Role

Industrial application

Personal care product

Personal care product (HMDB: HMDB0039883)

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039883)

Food and nutrition

Food and nutrition (HMDB: HMDB0039883)

Biological role

Energy source (HMDB: HMDB0039883)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	107 - 117 °C	Not Available
Boiling Point	546.00 to 547.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0	The Good Scents Company Information System
LogP	6.868 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0062 g/L	ALOGPS
logP	5.23	ALOGPS
logP	5.01	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.45	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	110.62 m³·mol⁻¹	ChemAxon
Polarizability	48.59 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	202.669	30932474
DeepCCS	[M-H]-	199.217	30932474
DeepCCS	[M-2H]-	234.356	30932474
DeepCCS	[M+Na]+	210.645	30932474
AllCCS	[M+H]+	208.2	32859911
AllCCS	[M+H-H2O]+	206.2	32859911
AllCCS	[M+NH4]+	210.1	32859911
AllCCS	[M+Na]+	210.6	32859911
AllCCS	[M-H]-	203.4	32859911
AllCCS	[M+Na-2H]-	204.9	32859911
AllCCS	[M+HCOO]-	206.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ascorbyl palmitate	CCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O)=C1O	4548.2	Standard polar	33892256
Ascorbyl palmitate	CCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O)=C1O	2906.4	Standard non polar	33892256
Ascorbyl palmitate	CCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O)=C1O	3001.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ascorbyl palmitate,1TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OCC(O[Si](C)(C)C)C1OC(=O)C(O)=C1O	3188.6	Semi standard non polar	33892256
Ascorbyl palmitate,1TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O[Si](C)(C)C)=C1O	3196.0	Semi standard non polar	33892256
Ascorbyl palmitate,1TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O)=C1O[Si](C)(C)C	3220.8	Semi standard non polar	33892256
Ascorbyl palmitate,2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OCC(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)=C1O	3234.4	Semi standard non polar	33892256
Ascorbyl palmitate,2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OCC(O[Si](C)(C)C)C1OC(=O)C(O)=C1O[Si](C)(C)C	3249.7	Semi standard non polar	33892256
Ascorbyl palmitate,2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	3262.2	Semi standard non polar	33892256
Ascorbyl palmitate,3TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OCC(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	3315.2	Semi standard non polar	33892256
Ascorbyl palmitate,1TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)=C1O	3449.1	Semi standard non polar	33892256
Ascorbyl palmitate,1TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O	3478.7	Semi standard non polar	33892256
Ascorbyl palmitate,1TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O)=C1O[Si](C)(C)C(C)(C)C	3504.0	Semi standard non polar	33892256
Ascorbyl palmitate,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O	3744.1	Semi standard non polar	33892256
Ascorbyl palmitate,2TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)=C1O[Si](C)(C)C(C)(C)C	3766.9	Semi standard non polar	33892256
Ascorbyl palmitate,2TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3770.6	Semi standard non polar	33892256
Ascorbyl palmitate,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	4017.5	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 - Ascorbyl palmitate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-7975000000-817fbadeaf39bf6599f8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ascorbyl palmitate GC-MS (3 TMS) - 70eV, Positive	splash10-014r-8651109000-3593ce2b268de2a92097	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ascorbyl palmitate 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 - Ascorbyl palmitate 10V, Positive-QTOF	splash10-05n1-1549300000-f68a0b35bade79d6d835	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ascorbyl palmitate 20V, Positive-QTOF	splash10-0a4i-2951000000-a83ce14d5111b44f2834	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ascorbyl palmitate 40V, Positive-QTOF	splash10-000b-4960000000-c812ac147d5f97e36bcc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ascorbyl palmitate 10V, Negative-QTOF	splash10-0bti-2592200000-3abd8fc115be9a5f3bae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ascorbyl palmitate 20V, Negative-QTOF	splash10-0a4r-0490000000-b1909900e83191685565	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ascorbyl palmitate 40V, Negative-QTOF	splash10-0bti-7690000000-f73051fa0c3da30c41db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ascorbyl palmitate 10V, Negative-QTOF	splash10-03di-0211900000-3578bcc2055e27c49a27	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ascorbyl palmitate 20V, Negative-QTOF	splash10-0a4l-9440100000-8c881797694162ee55f1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ascorbyl palmitate 40V, Negative-QTOF	splash10-0a4i-9270000000-4d2a7fac6e682060cba0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ascorbyl palmitate 10V, Positive-QTOF	splash10-014i-2931600000-cc6fb503f57d0f40bf6a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ascorbyl palmitate 20V, Positive-QTOF	splash10-014j-9751100000-3ccf2b13170e49462a1e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ascorbyl palmitate 40V, Positive-QTOF	splash10-052f-9100000000-57c541fcd7c336817313	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

FDB019542

KNApSAcK ID

Not Available

Chemspider ID

10606454

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ascorbyl palmitate

METLIN ID

Not Available

PubChem Compound

54676825

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1253371

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Let MB, Jacobsen C, Meyer AS: Ascorbyl palmitate, gamma-tocopherol, and EDTA affect lipid oxidation in fish oil enriched salad dressing differently. J Agric Food Chem. 2007 Mar 21;55(6):2369-75. Epub 2007 Feb 24. [PubMed:17319681 ]
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 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Ascorbyl palmitate (HMDB0039883)

MOL for HMDB0039883 (Ascorbyl palmitate)

3D MOL for HMDB0039883 (Ascorbyl palmitate)

3D SDF for HMDB0039883 (Ascorbyl palmitate)

3D-SDF for HMDB0039883 (Ascorbyl palmitate)

PDB for HMDB0039883 (Ascorbyl palmitate)

3D PDB for HMDB0039883 (Ascorbyl palmitate)

SMILES for HMDB0039883 (Ascorbyl palmitate)

INCHI for HMDB0039883 (Ascorbyl palmitate)

Structure for HMDB0039883 (Ascorbyl palmitate)

3D Structure for HMDB0039883 (Ascorbyl palmitate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra