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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:31:39 UTC

Update Date

2022-03-07 02:55:41 UTC

HMDB ID

HMDB0038242

Secondary Accession Numbers

HMDB38242

Metabolite Identification

Common Name

Ascorbyl stearate

Description

Ascorbyl stearate is a preservative for margarine Ascorbyl stearate (C24H42O7) is an ester formed from ascorbic acid and stearic acid. In addition to its use as a source of vitamin C, it is used as an antioxidant food additive in margarine (E number E305). The USDA limits its use to 0.02% individually or in conjunction with other antioxidants

Structure

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


  Mrv0541 05061310192D          

 31 31  0  0  0  0            999 V2000
   -7.3272   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6127   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8983   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1838   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4693   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7549   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0404   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6114   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8970   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1825   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2464   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9609   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6754   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3899   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1043   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2477   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9622   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8188   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4304   13.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9824   13.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6767   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5699   14.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9622   12.2336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8188   14.2961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6019   12.3285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8029   13.6624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9054   15.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5333   13.0586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7629   14.2915    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
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 17  1  0  0  0  0
 22 21  2  0  0  0  0
 23 19  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  2  0  0  0  0
 27 21  1  0  0  0  0
 28 22  1  0  0  0  0
 29 24  2  0  0  0  0
 30 18  1  0  0  0  0
 30 20  1  0  0  0  0
 31 23  1  0  0  0  0
 31 24  1  0  0  0  0
M  END

HMDB0253875
     RDKit          3D
L-Ascorbyl 6-Stearate
 73 73  0  0  0  0  0  0  0  0999 V2000
   -8.7506    3.2623   -1.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2615    3.1091   -1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8383    1.7427   -1.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3917    0.6238   -0.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0003    0.6404    0.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5225    0.5630    0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9585   -0.7088    0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4701   -0.8302    0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714   -0.8322    1.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5694   -0.9477    2.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962   -2.1810    1.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5092   -2.1469    1.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1738   -0.9735    0.9700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9548   -0.9163   -0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4778   -2.1144   -1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9458   -2.3256   -1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7409   -1.1580   -1.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1988   -1.3635   -1.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8359   -2.0472   -2.2320 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8503   -0.7978   -0.3398 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2423   -0.9466   -0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6013   -0.2011    1.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8712   -0.7420    2.2047 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1551    1.2519    1.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7898    1.3625    0.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5897    2.0312   -0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4663    2.3180   -0.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9000    2.3604   -0.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1327    3.0408   -2.1108 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8234    1.9120   -0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2135    2.0233   -0.2446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1937    2.6380   -1.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1065    4.2832   -1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2150    2.8926   -0.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8962    3.3400   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8312    3.8428   -1.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2699    1.6435   -2.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7394    1.6947   -1.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1000   -0.3266   -1.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5006    0.6796   -0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4444   -0.2864    1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4443    1.4809    1.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0018    1.4567    0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3647    0.5988    1.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4851   -1.5763    0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1388   -0.6925   -0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1840   -1.8338    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9010   -0.0788   -0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3338    0.1276    2.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4858   -1.7075    2.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1213   -0.0180    1.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2461   -0.9379    3.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3488   -3.0574    2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2690   -2.3712    0.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9852   -3.0929    1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6775   -2.0726    2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700   -1.1078    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8977   -0.0236    1.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1367   -0.8426   -0.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -0.0061   -0.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684   -1.9816   -2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9551   -3.0451   -0.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2314   -2.4957   -0.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245   -3.2427   -1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5221   -0.9424   -2.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4624   -0.2458   -1.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8385   -0.6138   -0.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4628   -2.0246    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6803   -0.2813    1.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9400   -0.8751    1.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3667    1.7769    2.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0399    3.0121   -2.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8432    1.3041    0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 30 24  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 17 65  1  0
 17 66  1  0
 21 67  1  0
 21 68  1  0
 22 69  1  0
 23 70  1  0
 24 71  1  0
 29 72  1  0
 31 73  1  0
M  END


  Mrv0541 05061310192D          

 31 31  0  0  0  0            999 V2000
   -7.3272   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6127   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8983   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1838   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4693   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7549   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0404   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6114   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8970   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1825   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2464   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9609   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6754   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3899   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1043   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2477   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9622   13.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8188   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4304   13.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9824   13.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6767   13.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5699   14.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9622   12.2336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8188   14.2961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6019   12.3285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8029   13.6624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9054   15.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5333   13.0586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7629   14.2915    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
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 17  1  0  0  0  0
 22 21  2  0  0  0  0
 23 19  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  2  0  0  0  0
 27 21  1  0  0  0  0
 28 22  1  0  0  0  0
 29 24  2  0  0  0  0
 30 18  1  0  0  0  0
 30 20  1  0  0  0  0
 31 23  1  0  0  0  0
 31 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038242

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H42O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(26)30-18-19(25)23-21(27)22(28)24(29)31-23/h19,23,25,27-28H,2-18H2,1H3

> <INCHI_KEY>
LITUBCVUXPBCGA-UHFFFAOYSA-N

> <FORMULA>
C24H42O7

> <MOLECULAR_WEIGHT>
442.5861

> <EXACT_MASS>
442.293053698

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
52.9147759032186

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
6.11

> <JCHEM_LOGP>
5.896632356666666

> <ALOGPS_LOGS>
-5.47

> <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>
119.82549999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dihydroxy-5-oxo-2H-furan-2-yl)-2-hydroxyethyl octadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253875
     RDKit          3D
L-Ascorbyl 6-Stearate
 73 73  0  0  0  0  0  0  0  0999 V2000
   -8.7506    3.2623   -1.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2615    3.1091   -1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8383    1.7427   -1.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3917    0.6238   -0.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0003    0.6404    0.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5225    0.5630    0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9585   -0.7088    0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4701   -0.8302    0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714   -0.8322    1.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5694   -0.9477    2.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962   -2.1810    1.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5092   -2.1469    1.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1738   -0.9735    0.9700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9548   -0.9163   -0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4778   -2.1144   -1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9458   -2.3256   -1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7409   -1.1580   -1.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1988   -1.3635   -1.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8359   -2.0472   -2.2320 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8503   -0.7978   -0.3398 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2423   -0.9466   -0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6013   -0.2011    1.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8712   -0.7420    2.2047 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1551    1.2519    1.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7898    1.3625    0.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5897    2.0312   -0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4663    2.3180   -0.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9000    2.3604   -0.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1327    3.0408   -2.1108 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8234    1.9120   -0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2135    2.0233   -0.2446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1937    2.6380   -1.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1065    4.2832   -1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2150    2.8926   -0.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8962    3.3400   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8312    3.8428   -1.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2699    1.6435   -2.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7394    1.6947   -1.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1000   -0.3266   -1.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5006    0.6796   -0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4444   -0.2864    1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4443    1.4809    1.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0018    1.4567    0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3647    0.5988    1.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4851   -1.5763    0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1388   -0.6925   -0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1840   -1.8338    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9010   -0.0788   -0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3338    0.1276    2.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4858   -1.7075    2.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1213   -0.0180    1.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2461   -0.9379    3.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3488   -3.0574    2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2690   -2.3712    0.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9852   -3.0929    1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6775   -2.0726    2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700   -1.1078    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8977   -0.0236    1.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1367   -0.8426   -0.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -0.0061   -0.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684   -1.9816   -2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9551   -3.0451   -0.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2314   -2.4957   -0.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245   -3.2427   -1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5221   -0.9424   -2.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4624   -0.2458   -1.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8385   -0.6138   -0.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4628   -2.0246    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6803   -0.2813    1.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9400   -0.8751    1.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3667    1.7769    2.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0399    3.0121   -2.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8432    1.3041    0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 30 24  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 17 65  1  0
 17 66  1  0
 21 67  1  0
 21 68  1  0
 22 69  1  0
 23 70  1  0
 24 71  1  0
 29 72  1  0
 31 73  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     -13.677  24.376   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.344  25.146   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.010  24.376   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.676  25.146   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.343  24.376   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.009  25.146   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.675  24.376   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.342  25.146   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.008  24.376   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.674  25.146   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.341  24.376   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.993  25.146   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.327  24.376   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.660  25.146   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.994  24.376   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.328  25.146   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.661  24.376   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.662  25.146   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.996  24.376   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.995  25.146   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.737  24.520   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.767  25.664   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.330  25.146   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.997  26.998   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      12.996  22.836   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.995  26.686   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      16.057  23.013   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      18.299  25.503   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      16.623  28.405   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      10.329  24.376   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      14.491  26.677   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                                                       
CONECT   17   16   20                                                       
CONECT   18   19   30                                                       
CONECT   19   18   23   25                                                  
CONECT   20   17   26   30                                                  
CONECT   21   22   23   27                                                  
CONECT   22   21   24   28                                                  
CONECT   23   19   21   31                                                  
CONECT   24   22   29   31                                                  
CONECT   25   19                                                            
CONECT   26   20                                                            
CONECT   27   21                                                            
CONECT   28   22                                                            
CONECT   29   24                                                            
CONECT   30   18   20                                                       
CONECT   31   23   24                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   62    0
END

COMPND    HMDB0253875
HETATM    1  C1  UNL     1      -8.751   3.262  -1.155  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.262   3.109  -1.124  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.838   1.743  -1.614  1.00  0.00           C  
HETATM    4  C4  UNL     1      -7.392   0.624  -0.804  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.000   0.640   0.633  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.522   0.563   0.866  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.958  -0.709   0.285  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.470  -0.830   0.496  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.071  -0.832   1.931  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.569  -0.948   2.026  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.996  -2.181   1.419  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.509  -2.147   1.607  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.174  -0.974   0.970  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.955  -0.916  -0.524  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.478  -2.114  -1.244  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.946  -2.326  -1.069  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.741  -1.158  -1.576  1.00  0.00           C  
HETATM   18  C18 UNL     1       5.199  -1.363  -1.408  1.00  0.00           C  
HETATM   19  O1  UNL     1       5.836  -2.047  -2.232  1.00  0.00           O  
HETATM   20  O2  UNL     1       5.850  -0.798  -0.340  1.00  0.00           O  
HETATM   21  C19 UNL     1       7.242  -0.947  -0.108  1.00  0.00           C  
HETATM   22  C20 UNL     1       7.601  -0.201   1.139  1.00  0.00           C  
HETATM   23  O3  UNL     1       6.871  -0.742   2.205  1.00  0.00           O  
HETATM   24  C21 UNL     1       7.155   1.252   1.032  1.00  0.00           C  
HETATM   25  O4  UNL     1       5.790   1.363   0.785  1.00  0.00           O  
HETATM   26  C22 UNL     1       5.590   2.031  -0.397  1.00  0.00           C  
HETATM   27  O5  UNL     1       4.466   2.318  -0.943  1.00  0.00           O  
HETATM   28  C23 UNL     1       6.900   2.360  -0.925  1.00  0.00           C  
HETATM   29  O6  UNL     1       7.133   3.041  -2.111  1.00  0.00           O  
HETATM   30  C24 UNL     1       7.823   1.912  -0.102  1.00  0.00           C  
HETATM   31  O7  UNL     1       9.213   2.023  -0.245  1.00  0.00           O  
HETATM   32  H1  UNL     1      -9.194   2.638  -1.967  1.00  0.00           H  
HETATM   33  H2  UNL     1      -9.106   4.283  -1.315  1.00  0.00           H  
HETATM   34  H3  UNL     1      -9.215   2.893  -0.201  1.00  0.00           H  
HETATM   35  H4  UNL     1      -6.896   3.340  -0.114  1.00  0.00           H  
HETATM   36  H5  UNL     1      -6.831   3.843  -1.841  1.00  0.00           H  
HETATM   37  H6  UNL     1      -7.270   1.643  -2.649  1.00  0.00           H  
HETATM   38  H7  UNL     1      -5.739   1.695  -1.755  1.00  0.00           H  
HETATM   39  H8  UNL     1      -7.100  -0.327  -1.260  1.00  0.00           H  
HETATM   40  H9  UNL     1      -8.501   0.680  -0.854  1.00  0.00           H  
HETATM   41  H10 UNL     1      -7.444  -0.286   1.100  1.00  0.00           H  
HETATM   42  H11 UNL     1      -7.444   1.481   1.206  1.00  0.00           H  
HETATM   43  H12 UNL     1      -5.002   1.457   0.465  1.00  0.00           H  
HETATM   44  H13 UNL     1      -5.365   0.599   1.974  1.00  0.00           H  
HETATM   45  H14 UNL     1      -5.485  -1.576   0.699  1.00  0.00           H  
HETATM   46  H15 UNL     1      -5.139  -0.692  -0.810  1.00  0.00           H  
HETATM   47  H16 UNL     1      -3.184  -1.834   0.074  1.00  0.00           H  
HETATM   48  H17 UNL     1      -2.901  -0.079  -0.052  1.00  0.00           H  
HETATM   49  H18 UNL     1      -3.334   0.128   2.453  1.00  0.00           H  
HETATM   50  H19 UNL     1      -3.486  -1.708   2.487  1.00  0.00           H  
HETATM   51  H20 UNL     1      -1.121  -0.018   1.586  1.00  0.00           H  
HETATM   52  H21 UNL     1      -1.246  -0.938   3.102  1.00  0.00           H  
HETATM   53  H22 UNL     1      -1.349  -3.057   2.035  1.00  0.00           H  
HETATM   54  H23 UNL     1      -1.269  -2.371   0.373  1.00  0.00           H  
HETATM   55  H24 UNL     1       0.985  -3.093   1.276  1.00  0.00           H  
HETATM   56  H25 UNL     1       0.677  -2.073   2.705  1.00  0.00           H  
HETATM   57  H26 UNL     1       2.270  -1.108   1.128  1.00  0.00           H  
HETATM   58  H27 UNL     1       0.898  -0.024   1.421  1.00  0.00           H  
HETATM   59  H28 UNL     1      -0.137  -0.843  -0.724  1.00  0.00           H  
HETATM   60  H29 UNL     1       1.450  -0.006  -0.904  1.00  0.00           H  
HETATM   61  H30 UNL     1       1.268  -1.982  -2.320  1.00  0.00           H  
HETATM   62  H31 UNL     1       0.955  -3.045  -0.939  1.00  0.00           H  
HETATM   63  H32 UNL     1       3.231  -2.496  -0.018  1.00  0.00           H  
HETATM   64  H33 UNL     1       3.225  -3.243  -1.632  1.00  0.00           H  
HETATM   65  H34 UNL     1       3.522  -0.942  -2.656  1.00  0.00           H  
HETATM   66  H35 UNL     1       3.462  -0.246  -1.023  1.00  0.00           H  
HETATM   67  H36 UNL     1       7.838  -0.614  -0.979  1.00  0.00           H  
HETATM   68  H37 UNL     1       7.463  -2.025   0.049  1.00  0.00           H  
HETATM   69  H38 UNL     1       8.680  -0.281   1.333  1.00  0.00           H  
HETATM   70  H39 UNL     1       5.940  -0.875   1.885  1.00  0.00           H  
HETATM   71  H40 UNL     1       7.367   1.777   2.002  1.00  0.00           H  
HETATM   72  H41 UNL     1       8.040   3.012  -2.550  1.00  0.00           H  
HETATM   73  H42 UNL     1       9.843   1.304   0.055  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   35   36
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6   41   42
CONECT    6    7   43   44
CONECT    7    8   45   46
CONECT    8    9   47   48
CONECT    9   10   49   50
CONECT   10   11   51   52
CONECT   11   12   53   54
CONECT   12   13   55   56
CONECT   13   14   57   58
CONECT   14   15   59   60
CONECT   15   16   61   62
CONECT   16   17   63   64
CONECT   17   18   65   66
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   67   68
CONECT   22   23   24   69
CONECT   23   70
CONECT   24   25   30   71
CONECT   25   26
CONECT   26   27   27   28
CONECT   28   29   30   30
CONECT   29   72
CONECT   30   31
CONECT   31   73
END

HMDB0253875
     RDKit          3D
L-Ascorbyl 6-Stearate
 73 73  0  0  0  0  0  0  0  0999 V2000
   -8.7506    3.2623   -1.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2615    3.1091   -1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8383    1.7427   -1.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3917    0.6238   -0.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0003    0.6404    0.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5225    0.5630    0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9585   -0.7088    0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4701   -0.8302    0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714   -0.8322    1.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5694   -0.9477    2.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962   -2.1810    1.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5092   -2.1469    1.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1738   -0.9735    0.9700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9548   -0.9163   -0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4778   -2.1144   -1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9458   -2.3256   -1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7409   -1.1580   -1.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1988   -1.3635   -1.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8359   -2.0472   -2.2320 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8503   -0.7978   -0.3398 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2423   -0.9466   -0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6013   -0.2011    1.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8712   -0.7420    2.2047 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1551    1.2519    1.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7898    1.3625    0.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5897    2.0312   -0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4663    2.3180   -0.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9000    2.3604   -0.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1327    3.0408   -2.1108 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8234    1.9120   -0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2135    2.0233   -0.2446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1937    2.6380   -1.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1065    4.2832   -1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2150    2.8926   -0.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8962    3.3400   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8312    3.8428   -1.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2699    1.6435   -2.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7394    1.6947   -1.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1000   -0.3266   -1.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5006    0.6796   -0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4444   -0.2864    1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4443    1.4809    1.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0018    1.4567    0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3647    0.5988    1.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4851   -1.5763    0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1388   -0.6925   -0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1840   -1.8338    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9010   -0.0788   -0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3338    0.1276    2.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4858   -1.7075    2.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1213   -0.0180    1.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2461   -0.9379    3.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3488   -3.0574    2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2690   -2.3712    0.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9852   -3.0929    1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6775   -2.0726    2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700   -1.1078    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8977   -0.0236    1.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1367   -0.8426   -0.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -0.0061   -0.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684   -1.9816   -2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9551   -3.0451   -0.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2314   -2.4957   -0.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245   -3.2427   -1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5221   -0.9424   -2.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4624   -0.2458   -1.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8385   -0.6138   -0.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4628   -2.0246    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6803   -0.2813    1.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9400   -0.8751    1.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3667    1.7769    2.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0399    3.0121   -2.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8432    1.3041    0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 30 24  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 17 65  1  0
 17 66  1  0
 21 67  1  0
 21 68  1  0
 22 69  1  0
 23 70  1  0
 24 71  1  0
 29 72  1  0
 31 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ascorbyl stearic acid	Generator
6-(Stearoyloxy)-L-ascorbic acid	HMDB
6-O-Stearylascorbic acid	HMDB
Ascorbyl 6-stearate	HMDB
L-Ascorbic acid monostearate	HMDB
L-Ascorbic acid, 6-octadecanoate	HMDB
L-Ascorbic acid, 6-octadecanoate (9ci)	HMDB
L-Ascorbic acid, 6-stearate	HMDB
Vitamin c monostearate	HMDB
Ascorbyl monostearate	MeSH
Ascorbylmonostearate	MeSH
Ascorbic acid stearate	MeSH

Chemical Formula

C₂₄H₄₂O₇

Average Molecular Weight

442.5861

Monoisotopic Molecular Weight

442.293053698

IUPAC Name

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

Traditional Name

2-(3,4-dihydroxy-5-oxo-2H-furan-2-yl)-2-hydroxyethyl octadecanoate

CAS Registry Number

10605-09-1

SMILES

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

InChI Identifier

InChI=1S/C24H42O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(26)30-18-19(25)23-21(27)22(28)24(29)31-23/h19,23,25,27-28H,2-18H2,1H3

InChI Key

LITUBCVUXPBCGA-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

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0038242)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038242)

Source

Endogenous

Endogenous (HMDB: HMDB0038242)

Animal

Animal (HMDB: HMDB0038242)

Exogenous

Food

Food (HMDB: HMDB0038242)

Exogenous (HMDB: HMDB0038242)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038242)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038242)

Lipid metabolism pathway (HMDB: HMDB0038242)

Cellular process

Cell signaling (HMDB: HMDB0038242)

Biochemical process

Lipid transport (HMDB: HMDB0038242)

Role

Biological role

Energy source (HMDB: HMDB0038242)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038242)

Physical Properties

State

Not Available

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

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	207.623	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0015 g/L	ALOGPS
logP	6.11	ALOGPS
logP	5.9	ChemAxon
logS	-5.5	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	20	ChemAxon
Refractivity	119.83 m³·mol⁻¹	ChemAxon
Polarizability	52.91 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	210.628	30932474
DeepCCS	[M-H]-	207.176	30932474
DeepCCS	[M-2H]-	242.78	30932474
DeepCCS	[M+Na]+	219.069	30932474
AllCCS	[M+H]+	217.9	32859911
AllCCS	[M+H-H2O]+	216.1	32859911
AllCCS	[M+NH4]+	219.6	32859911
AllCCS	[M+Na]+	220.1	32859911
AllCCS	[M-H]-	209.7	32859911
AllCCS	[M+Na-2H]-	211.6	32859911
AllCCS	[M+HCOO]-	213.9	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.	11.26 minutes	32390414
Predicted by Siyang on May 30, 2022	26.1466 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.48 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	43.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ascorbyl stearate	CCCCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O)=C1O	4655.3	Standard polar	33892256
Ascorbyl stearate	CCCCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O)=C1O	3102.1	Standard non polar	33892256
Ascorbyl stearate	CCCCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O)=C1O	3225.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ascorbyl stearate,1TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(O[Si](C)(C)C)C1OC(=O)C(O)=C1O	3387.6	Semi standard non polar	33892256
Ascorbyl stearate,1TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O[Si](C)(C)C)=C1O	3389.4	Semi standard non polar	33892256
Ascorbyl stearate,1TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O)=C1O[Si](C)(C)C	3411.7	Semi standard non polar	33892256
Ascorbyl stearate,2TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)=C1O	3427.9	Semi standard non polar	33892256
Ascorbyl stearate,2TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(O[Si](C)(C)C)C1OC(=O)C(O)=C1O[Si](C)(C)C	3435.7	Semi standard non polar	33892256
Ascorbyl stearate,2TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	3450.1	Semi standard non polar	33892256
Ascorbyl stearate,3TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	3505.6	Semi standard non polar	33892256
Ascorbyl stearate,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)=C1O	3650.4	Semi standard non polar	33892256
Ascorbyl stearate,1TBDMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O	3682.6	Semi standard non polar	33892256
Ascorbyl stearate,1TBDMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O)=C1O[Si](C)(C)C(C)(C)C	3705.4	Semi standard non polar	33892256
Ascorbyl stearate,2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O	3941.7	Semi standard non polar	33892256
Ascorbyl stearate,2TBDMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)=C1O[Si](C)(C)C(C)(C)C	3961.6	Semi standard non polar	33892256
Ascorbyl stearate,2TBDMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(O)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3971.4	Semi standard non polar	33892256
Ascorbyl stearate,3TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=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	4208.4	Semi standard non polar	33892256

Spectra

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

FDB017534

KNApSAcK ID

Not Available

Chemspider ID

14212178

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ascorbyl stearate

METLIN ID

Not Available

PubChem Compound

54676866

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

Fang Q, Naidu KA, Naidu KA, Zhao H, Sun M, Dan HC, Nasir A, Kaiser HE, Cheng JQ, Nicosia SV, Coppola D: Ascorbyl stearate inhibits cell proliferation and tumor growth in human ovarian carcinoma cells by targeting the PI3K/AKT pathway. Anticancer Res. 2006 Jan-Feb;26(1A):203-9. [PubMed:16475700 ]
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 stearate (HMDB0038242)

MOL for HMDB0038242 (Ascorbyl stearate)

3D MOL for HMDB0038242 (Ascorbyl stearate)

3D SDF for HMDB0038242 (Ascorbyl stearate)

3D-SDF for HMDB0038242 (Ascorbyl stearate)

PDB for HMDB0038242 (Ascorbyl stearate)

3D PDB for HMDB0038242 (Ascorbyl stearate)

SMILES for HMDB0038242 (Ascorbyl stearate)

INCHI for HMDB0038242 (Ascorbyl stearate)

Structure for HMDB0038242 (Ascorbyl stearate)

3D Structure for HMDB0038242 (Ascorbyl stearate)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized