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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:02:37 UTC

Update Date

2022-03-07 02:56:59 UTC

HMDB ID

HMDB0041365

Secondary Accession Numbers

HMDB41365

Metabolite Identification

Common Name

25-Acetylvulgaroside

Description

25-Acetylvulgaroside belongs to the class of organic compounds known as cheilanthane sesterterpenoids. These are sesterterpnoids with a structure based on the cheilanthane backbone. Cheilanthane is a tricyclic compound consisting of a tetradecahydrophenanthrene ring system that carries two methyl groups at the 1-position, one methyl group at the 4a-,7-, and 8a-positions, as well as a 3-methylpentyl group at the 8-position. Based on a literature review a small amount of articles have been published on 25-Acetylvulgaroside.

Structure

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


  Mrv0541 05061312372D          

 34 37  0  0  0  0            999 V2000
   -4.0795   -0.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3772   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9  6  1  0  0  0  0
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 32 27  1  0  0  0  0
 33 16  1  0  0  0  0
 33 23  1  0  0  0  0
 34 22  1  0  0  0  0
 34 23  1  0  0  0  0
M  END

HMDB0041365
     RDKit          3D
25-Acetylvulgaroside
 76 79  0  0  0  0  0  0  0  0999 V2000
    8.0254   -0.9088    1.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05061312372D          

 34 37  0  0  0  0            999 V2000
   -4.0795   -0.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3772   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 15  1  0  0  0  0
 27 21  1  0  0  0  0
 28 15  1  0  0  0  0
 29 16  2  0  0  0  0
 30 18  1  0  0  0  0
 31 22  2  0  0  0  0
 32 27  1  0  0  0  0
 33 16  1  0  0  0  0
 33 23  1  0  0  0  0
 34 22  1  0  0  0  0
 34 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041365

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1OC(=O)C=C1C(O)CC1C(O)(CO)CCC2C1(C)CCC1C(C)(C)CCCC21C

> <INCHI_IDENTIFIER>
InChI=1S/C27H42O7/c1-16(29)33-23-17(13-22(31)34-23)18(30)14-21-26(5)11-7-19-24(2,3)9-6-10-25(19,4)20(26)8-12-27(21,32)15-28/h13,18-21,23,28,30,32H,6-12,14-15H2,1-5H3

> <INCHI_KEY>
QNZZHRCSGTYEAW-UHFFFAOYSA-N

> <FORMULA>
C27H42O7

> <MOLECULAR_WEIGHT>
478.6182

> <EXACT_MASS>
478.293053698

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
52.720284671177666

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{1-hydroxy-2-[2-hydroxy-2-(hydroxymethyl)-4b,8,8,10a-tetramethyl-tetradecahydrophenanthren-1-yl]ethyl}-5-oxo-2,5-dihydrofuran-2-yl acetate

> <ALOGPS_LOGP>
2.78

> <JCHEM_LOGP>
3.2277340466666655

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.657948222609143

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9014917191409206

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0640935269956096

> <JCHEM_POLAR_SURFACE_AREA>
113.29

> <JCHEM_REFRACTIVITY>
126.32099999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{1-hydroxy-2-[2-hydroxy-2-(hydroxymethyl)-4b,8,8,10a-tetramethyl-decahydrophenanthren-1-yl]ethyl}-5-oxo-2H-furan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041365
     RDKit          3D
25-Acetylvulgaroside
 76 79  0  0  0  0  0  0  0  0999 V2000
    8.0254   -0.9088    1.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2747   -0.3602    0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5566    0.7601   -0.0252 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2497   -1.1458   -0.0343 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4771   -0.7255   -1.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7224   -1.6482   -2.1873 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5240   -2.2269   -2.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3763   -3.0745   -3.4504 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4894   -1.6499   -1.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0274   -0.7840   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042    0.0152    0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8969   -0.3499    1.3706 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8422   -0.3100    0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9032    0.3135    1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7772    1.7754    0.9783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047    2.2063    1.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304    2.6036    1.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9963    2.3760    2.9579 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4874    2.1740   -0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7755    1.4886   -0.9394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9389    0.0783   -0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3654   -0.3781   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3190   -1.8190   -1.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8534    0.4011   -2.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2378    0.0232   -2.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1548   -0.3615   -1.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6836    0.1177   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6395   -0.4897    0.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8338    1.5996    0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2902   -0.3835    0.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    0.3092    1.5161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4342   -0.1891    1.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4688   -0.3675    0.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225   -1.8608    0.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8263   -0.1895    1.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4254   -1.9277    1.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2821   -1.0458    2.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8164    0.2771   -1.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4259   -1.9251   -1.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5494    1.0899    0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8772   -1.3231    1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8324   -1.4435    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5626   -0.1324   -0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1349    0.0104    2.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4930    3.1641    1.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3695    3.6781    1.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7503    2.8027    1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0838    2.2752    3.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3410    2.0245   -1.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3508    3.2752   -0.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516    1.5794   -2.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5923    2.1636   -0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3325   -0.5241   -1.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5237   -2.5587   -0.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1681   -1.9509   -2.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4069   -1.9992   -2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7850    1.4721   -2.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1720    0.0807   -2.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2488   -0.7371   -3.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7219    0.9179   -3.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3738   -1.4692   -1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1859    0.0864   -1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6564   -0.3692    0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5692    0.1843    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3699   -1.5244    1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3259    1.9220    1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9318    2.1915   -0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5451    1.9376   -0.7538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4738   -1.4504    0.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5134   -0.0191    2.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9365    1.3860    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6664   -1.1997    2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397    0.3607    2.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0795   -2.3035   -0.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6552   -2.1241    1.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0233   -2.4419    1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 15 19  1  0
 19 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  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 10  5  1  0
 33 14  1  0
 33 21  1  0
 30 22  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  5 38  1  0
  9 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 23 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  0
 25 60  1  0
 26 61  1  0
 26 62  1  0
 28 63  1  0
 28 64  1  0
 28 65  1  0
 29 66  1  0
 29 67  1  0
 29 68  1  0
 30 69  1  0
 31 70  1  0
 31 71  1  0
 32 72  1  0
 32 73  1  0
 34 74  1  0
 34 75  1  0
 34 76  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      -7.615  -1.423   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.171  -1.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.456  -2.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -1.897   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.890  -4.638   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.206  -1.897   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.386   1.760   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.585  -2.568   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.516  -3.231   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.746  -1.897   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.034  -5.668   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.048  -3.392   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.833   1.233   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -7.061  -4.032   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.516  -0.564   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -2.873  -7.200   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -1.386  -0.220   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -5.078  -2.248   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -4.368  -4.898   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   24                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6    9   10                                                       
CONECT    7   11   19                                                       
CONECT    8   12   20                                                       
CONECT    9    6   24                                                       
CONECT   10    6   25                                                       
CONECT   11    7   26                                                       
CONECT   12    8   27                                                       
CONECT   13   17   22                                                       
CONECT   14   18   21                                                       
CONECT   15   27   28                                                       
CONECT   16    1   29   33                                                  
CONECT   17   13   18   23                                                  
CONECT   18   14   17   30                                                  
CONECT   19    7   24   25                                                  
CONECT   20    8   25   26                                                  
CONECT   21   14   26   27                                                  
CONECT   22   13   31   34                                                  
CONECT   23   17   33   34                                                  
CONECT   24    2    3    9   19                                             
CONECT   25    4   10   19   20                                             
CONECT   26    5   11   20   21                                             
CONECT   27   12   15   21   32                                             
CONECT   28   15                                                            
CONECT   29   16                                                            
CONECT   30   18                                                            
CONECT   31   22                                                            
CONECT   32   27                                                            
CONECT   33   16   23                                                       
CONECT   34   22   23                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0041365
HETATM    1  C1  UNL     1       8.025  -0.909   1.636  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.275  -0.360   0.473  1.00  0.00           C  
HETATM    3  O1  UNL     1       7.557   0.760  -0.025  1.00  0.00           O  
HETATM    4  O2  UNL     1       6.250  -1.146  -0.034  1.00  0.00           O  
HETATM    5  C3  UNL     1       5.477  -0.725  -1.130  1.00  0.00           C  
HETATM    6  O3  UNL     1       5.722  -1.648  -2.187  1.00  0.00           O  
HETATM    7  C4  UNL     1       4.524  -2.227  -2.559  1.00  0.00           C  
HETATM    8  O4  UNL     1       4.376  -3.074  -3.450  1.00  0.00           O  
HETATM    9  C5  UNL     1       3.489  -1.650  -1.708  1.00  0.00           C  
HETATM   10  C6  UNL     1       4.027  -0.784  -0.881  1.00  0.00           C  
HETATM   11  C7  UNL     1       3.304   0.015   0.146  1.00  0.00           C  
HETATM   12  O5  UNL     1       3.897  -0.350   1.371  1.00  0.00           O  
HETATM   13  C8  UNL     1       1.842  -0.310   0.105  1.00  0.00           C  
HETATM   14  C9  UNL     1       0.903   0.314   1.032  1.00  0.00           C  
HETATM   15  C10 UNL     1       0.777   1.775   0.978  1.00  0.00           C  
HETATM   16  O6  UNL     1      -0.405   2.206   1.671  1.00  0.00           O  
HETATM   17  C11 UNL     1       1.830   2.604   1.561  1.00  0.00           C  
HETATM   18  O7  UNL     1       1.996   2.376   2.958  1.00  0.00           O  
HETATM   19  C12 UNL     1       0.487   2.174  -0.453  1.00  0.00           C  
HETATM   20  C13 UNL     1      -0.776   1.489  -0.939  1.00  0.00           C  
HETATM   21  C14 UNL     1      -0.939   0.078  -0.558  1.00  0.00           C  
HETATM   22  C15 UNL     1      -2.365  -0.378  -0.889  1.00  0.00           C  
HETATM   23  C16 UNL     1      -2.319  -1.819  -1.448  1.00  0.00           C  
HETATM   24  C17 UNL     1      -2.853   0.401  -2.092  1.00  0.00           C  
HETATM   25  C18 UNL     1      -4.238   0.023  -2.520  1.00  0.00           C  
HETATM   26  C19 UNL     1      -5.155  -0.362  -1.400  1.00  0.00           C  
HETATM   27  C20 UNL     1      -4.684   0.118  -0.057  1.00  0.00           C  
HETATM   28  C21 UNL     1      -5.639  -0.490   0.978  1.00  0.00           C  
HETATM   29  C22 UNL     1      -4.834   1.600   0.056  1.00  0.00           C  
HETATM   30  C23 UNL     1      -3.290  -0.383   0.270  1.00  0.00           C  
HETATM   31  C24 UNL     1      -2.795   0.309   1.516  1.00  0.00           C  
HETATM   32  C25 UNL     1      -1.434  -0.189   1.910  1.00  0.00           C  
HETATM   33  C26 UNL     1      -0.469  -0.367   0.780  1.00  0.00           C  
HETATM   34  C27 UNL     1      -0.123  -1.861   0.796  1.00  0.00           C  
HETATM   35  H1  UNL     1       8.826  -0.190   1.889  1.00  0.00           H  
HETATM   36  H2  UNL     1       8.425  -1.928   1.404  1.00  0.00           H  
HETATM   37  H3  UNL     1       7.282  -1.046   2.450  1.00  0.00           H  
HETATM   38  H4  UNL     1       5.816   0.277  -1.485  1.00  0.00           H  
HETATM   39  H5  UNL     1       2.426  -1.925  -1.778  1.00  0.00           H  
HETATM   40  H6  UNL     1       3.549   1.090   0.013  1.00  0.00           H  
HETATM   41  H7  UNL     1       3.877  -1.323   1.467  1.00  0.00           H  
HETATM   42  H8  UNL     1       1.832  -1.444   0.113  1.00  0.00           H  
HETATM   43  H9  UNL     1       1.563  -0.132  -0.993  1.00  0.00           H  
HETATM   44  H10 UNL     1       1.135   0.010   2.093  1.00  0.00           H  
HETATM   45  H11 UNL     1      -0.493   3.164   1.473  1.00  0.00           H  
HETATM   46  H12 UNL     1       1.370   3.678   1.603  1.00  0.00           H  
HETATM   47  H13 UNL     1       2.750   2.803   1.041  1.00  0.00           H  
HETATM   48  H14 UNL     1       1.084   2.275   3.325  1.00  0.00           H  
HETATM   49  H15 UNL     1       1.341   2.025  -1.142  1.00  0.00           H  
HETATM   50  H16 UNL     1       0.351   3.275  -0.425  1.00  0.00           H  
HETATM   51  H17 UNL     1      -0.752   1.579  -2.042  1.00  0.00           H  
HETATM   52  H18 UNL     1      -1.592   2.164  -0.593  1.00  0.00           H  
HETATM   53  H19 UNL     1      -0.332  -0.524  -1.309  1.00  0.00           H  
HETATM   54  H20 UNL     1      -2.524  -2.559  -0.647  1.00  0.00           H  
HETATM   55  H21 UNL     1      -3.168  -1.951  -2.148  1.00  0.00           H  
HETATM   56  H22 UNL     1      -1.407  -1.999  -2.017  1.00  0.00           H  
HETATM   57  H23 UNL     1      -2.785   1.472  -2.044  1.00  0.00           H  
HETATM   58  H24 UNL     1      -2.172   0.081  -2.938  1.00  0.00           H  
HETATM   59  H25 UNL     1      -4.249  -0.737  -3.358  1.00  0.00           H  
HETATM   60  H26 UNL     1      -4.722   0.918  -3.022  1.00  0.00           H  
HETATM   61  H27 UNL     1      -5.374  -1.469  -1.363  1.00  0.00           H  
HETATM   62  H28 UNL     1      -6.186   0.086  -1.532  1.00  0.00           H  
HETATM   63  H29 UNL     1      -6.656  -0.369   0.561  1.00  0.00           H  
HETATM   64  H30 UNL     1      -5.569   0.184   1.876  1.00  0.00           H  
HETATM   65  H31 UNL     1      -5.370  -1.524   1.222  1.00  0.00           H  
HETATM   66  H32 UNL     1      -5.326   1.922   1.013  1.00  0.00           H  
HETATM   67  H33 UNL     1      -3.932   2.191  -0.068  1.00  0.00           H  
HETATM   68  H34 UNL     1      -5.545   1.938  -0.754  1.00  0.00           H  
HETATM   69  H35 UNL     1      -3.474  -1.450   0.611  1.00  0.00           H  
HETATM   70  H36 UNL     1      -3.513  -0.019   2.335  1.00  0.00           H  
HETATM   71  H37 UNL     1      -2.936   1.386   1.513  1.00  0.00           H  
HETATM   72  H38 UNL     1      -1.666  -1.200   2.404  1.00  0.00           H  
HETATM   73  H39 UNL     1      -1.040   0.361   2.789  1.00  0.00           H  
HETATM   74  H40 UNL     1       0.080  -2.303  -0.159  1.00  0.00           H  
HETATM   75  H41 UNL     1       0.655  -2.124   1.525  1.00  0.00           H  
HETATM   76  H42 UNL     1      -1.023  -2.442   1.195  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   10   38
CONECT    6    7
CONECT    7    8    8    9
CONECT    9   10   10   39
CONECT   10   11
CONECT   11   12   13   40
CONECT   12   41
CONECT   13   14   42   43
CONECT   14   15   33   44
CONECT   15   16   17   19
CONECT   16   45
CONECT   17   18   46   47
CONECT   18   48
CONECT   19   20   49   50
CONECT   20   21   51   52
CONECT   21   22   33   53
CONECT   22   23   24   30
CONECT   23   54   55   56
CONECT   24   25   57   58
CONECT   25   26   59   60
CONECT   26   27   61   62
CONECT   27   28   29   30
CONECT   28   63   64   65
CONECT   29   66   67   68
CONECT   30   31   69
CONECT   31   32   70   71
CONECT   32   33   72   73
CONECT   33   34
CONECT   34   74   75   76
END

HMDB0041365
     RDKit          3D
25-Acetylvulgaroside
 76 79  0  0  0  0  0  0  0  0999 V2000
    8.0254   -0.9088    1.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2747   -0.3602    0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5566    0.7601   -0.0252 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2497   -1.1458   -0.0343 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4771   -0.7255   -1.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7224   -1.6482   -2.1873 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5240   -2.2269   -2.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3763   -3.0745   -3.4504 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4894   -1.6499   -1.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0274   -0.7840   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042    0.0152    0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8969   -0.3499    1.3706 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8422   -0.3100    0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9032    0.3135    1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7772    1.7754    0.9783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047    2.2063    1.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304    2.6036    1.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9963    2.3760    2.9579 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4874    2.1740   -0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7755    1.4886   -0.9394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9389    0.0783   -0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3654   -0.3781   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3190   -1.8190   -1.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8534    0.4011   -2.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2378    0.0232   -2.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1548   -0.3615   -1.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6836    0.1177   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6395   -0.4897    0.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8338    1.5996    0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2902   -0.3835    0.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    0.3092    1.5161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4342   -0.1891    1.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4688   -0.3675    0.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225   -1.8608    0.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8263   -0.1895    1.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4254   -1.9277    1.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2821   -1.0458    2.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8164    0.2771   -1.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4259   -1.9251   -1.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5494    1.0899    0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8772   -1.3231    1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8324   -1.4435    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5626   -0.1324   -0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1349    0.0104    2.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4930    3.1641    1.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3695    3.6781    1.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7503    2.8027    1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0838    2.2752    3.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3410    2.0245   -1.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3508    3.2752   -0.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516    1.5794   -2.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5923    2.1636   -0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3325   -0.5241   -1.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5237   -2.5587   -0.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1681   -1.9509   -2.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4069   -1.9992   -2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7850    1.4721   -2.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1720    0.0807   -2.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2488   -0.7371   -3.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7219    0.9179   -3.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3738   -1.4692   -1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1859    0.0864   -1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6564   -0.3692    0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5692    0.1843    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3699   -1.5244    1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3259    1.9220    1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9318    2.1915   -0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5451    1.9376   -0.7538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4738   -1.4504    0.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5134   -0.0191    2.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9365    1.3860    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6664   -1.1997    2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397    0.3607    2.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0795   -2.3035   -0.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6552   -2.1241    1.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0233   -2.4419    1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 15 19  1  0
 19 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  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 10  5  1  0
 33 14  1  0
 33 21  1  0
 30 22  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  5 38  1  0
  9 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 23 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  0
 25 60  1  0
 26 61  1  0
 26 62  1  0
 28 63  1  0
 28 64  1  0
 28 65  1  0
 29 66  1  0
 29 67  1  0
 29 68  1  0
 30 69  1  0
 31 70  1  0
 31 71  1  0
 32 72  1  0
 32 73  1  0
 34 74  1  0
 34 75  1  0
 34 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-{1-hydroxy-2-[2-hydroxy-2-(hydroxymethyl)-4b,8,8,10a-tetramethyl-tetradecahydrophenanthren-1-yl]ethyl}-5-oxo-2,5-dihydrofuran-2-yl acetic acid	HMDB

Chemical Formula

C₂₇H₄₂O₇

Average Molecular Weight

478.6182

Monoisotopic Molecular Weight

478.293053698

IUPAC Name

3-{1-hydroxy-2-[2-hydroxy-2-(hydroxymethyl)-4b,8,8,10a-tetramethyl-tetradecahydrophenanthren-1-yl]ethyl}-5-oxo-2,5-dihydrofuran-2-yl acetate

Traditional Name

3-{1-hydroxy-2-[2-hydroxy-2-(hydroxymethyl)-4b,8,8,10a-tetramethyl-decahydrophenanthren-1-yl]ethyl}-5-oxo-2H-furan-2-yl acetate

CAS Registry Number

172616-88-5

SMILES

CC(=O)OC1OC(=O)C=C1C(O)CC1C(O)(CO)CCC2C1(C)CCC1C(C)(C)CCCC21C

InChI Identifier

InChI=1S/C27H42O7/c1-16(29)33-23-17(13-22(31)34-23)18(30)14-21-26(5)11-7-19-24(2,3)9-6-10-25(19,4)20(26)8-12-27(21,32)15-28/h13,18-21,23,28,30,32H,6-12,14-15H2,1-5H3

InChI Key

QNZZHRCSGTYEAW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cheilanthane sesterterpenoids. These are sesterterpnoids with a structure based on the cheilanthane backbone. Cheilanthane is a tricyclic compound consisting of a tetradecahydrophenanthrene ring system that carries two methyl groups at the 1-position, one methyl group at the 4a-,7-, and 8a-positions, as well as a 3-methylpentyl group at the 8-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Cheilanthane sesterterpenoids

Alternative Parents

Substituents

Cheilanthane sesterterpenoid
18-hydroxysteroid
13-hydroxysteroid
Hydroxysteroid
17-hydroxysteroid
16-hydroxysteroid
Steroid
Hydrophenanthrene
Phenanthrene
Acylal
2-furanone
Dicarboxylic acid or derivatives
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Lactone
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Primary alcohol
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0041365)
Cell membrane (HMDB: HMDB0041365)

Cellular substructure

Extracellular (HMDB: HMDB0041365)
Membrane (HMDB: HMDB0041365)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041365)

Source

Endogenous

Endogenous (HMDB: HMDB0041365)

Plant

Plant (HMDB: HMDB0041365)

Animal

Animal (HMDB: HMDB0041365)

Exogenous

Food

Food (HMDB: HMDB0041365)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0041365)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0041365)

Cellular process

Cell signaling (HMDB: HMDB0041365)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0041365)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0041365)

Nutrient

Nutrient (HMDB: HMDB0041365)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041365)

Emulsifier (HMDB: HMDB0041365)

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

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	2.78	ALOGPS
logP	3.23	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	1.9	ChemAxon
pKa (Strongest Basic)	-3.1	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	6	ChemAxon
Refractivity	126.32 m³·mol⁻¹	ChemAxon
Polarizability	52.72 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	209.105	31661259
DarkChem	[M-H]-	203.476	31661259
DeepCCS	[M-2H]-	242.264	30932474
DeepCCS	[M+Na]+	217.464	30932474
AllCCS	[M+H]+	212.7	32859911
AllCCS	[M+H-H2O]+	210.9	32859911
AllCCS	[M+NH4]+	214.3	32859911
AllCCS	[M+Na]+	214.8	32859911
AllCCS	[M-H]-	212.8	32859911
AllCCS	[M+Na-2H]-	214.8	32859911
AllCCS	[M+HCOO]-	217.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
25-Acetylvulgaroside	CC(=O)OC1OC(=O)C=C1C(O)CC1C(O)(CO)CCC2C1(C)CCC1C(C)(C)CCCC21C	3221.3	Standard polar	33892256
25-Acetylvulgaroside	CC(=O)OC1OC(=O)C=C1C(O)CC1C(O)(CO)CCC2C1(C)CCC1C(C)(C)CCCC21C	3513.6	Standard non polar	33892256
25-Acetylvulgaroside	CC(=O)OC1OC(=O)C=C1C(O)CC1C(O)(CO)CCC2C1(C)CCC1C(C)(C)CCCC21C	4053.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
25-Acetylvulgaroside,1TMS,isomer #1	CC(=O)OC1OC(=O)C=C1C(CC1C(O)(CO)CCC2C3(C)CCCC(C)(C)C3CCC12C)O[Si](C)(C)C	3818.9	Semi standard non polar	33892256
25-Acetylvulgaroside,1TMS,isomer #2	CC(=O)OC1OC(=O)C=C1C(O)CC1C(CO)(O[Si](C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC12C	3802.0	Semi standard non polar	33892256
25-Acetylvulgaroside,1TMS,isomer #3	CC(=O)OC1OC(=O)C=C1C(O)CC1C(O)(CO[Si](C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC12C	3811.7	Semi standard non polar	33892256
25-Acetylvulgaroside,2TMS,isomer #1	CC(=O)OC1OC(=O)C=C1C(CC1C(CO)(O[Si](C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC12C)O[Si](C)(C)C	3755.8	Semi standard non polar	33892256
25-Acetylvulgaroside,2TMS,isomer #2	CC(=O)OC1OC(=O)C=C1C(CC1C(O)(CO[Si](C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC12C)O[Si](C)(C)C	3766.3	Semi standard non polar	33892256
25-Acetylvulgaroside,2TMS,isomer #3	CC(=O)OC1OC(=O)C=C1C(O)CC1C(CO[Si](C)(C)C)(O[Si](C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC12C	3750.5	Semi standard non polar	33892256
25-Acetylvulgaroside,3TMS,isomer #1	CC(=O)OC1OC(=O)C=C1C(CC1C(CO[Si](C)(C)C)(O[Si](C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC12C)O[Si](C)(C)C	3728.2	Semi standard non polar	33892256
25-Acetylvulgaroside,1TBDMS,isomer #1	CC(=O)OC1OC(=O)C=C1C(CC1C(O)(CO)CCC2C3(C)CCCC(C)(C)C3CCC12C)O[Si](C)(C)C(C)(C)C	4052.0	Semi standard non polar	33892256
25-Acetylvulgaroside,1TBDMS,isomer #2	CC(=O)OC1OC(=O)C=C1C(O)CC1C(CO)(O[Si](C)(C)C(C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC12C	4007.3	Semi standard non polar	33892256
25-Acetylvulgaroside,1TBDMS,isomer #3	CC(=O)OC1OC(=O)C=C1C(O)CC1C(O)(CO[Si](C)(C)C(C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC12C	4018.2	Semi standard non polar	33892256
25-Acetylvulgaroside,2TBDMS,isomer #1	CC(=O)OC1OC(=O)C=C1C(CC1C(CO)(O[Si](C)(C)C(C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC12C)O[Si](C)(C)C(C)(C)C	4194.5	Semi standard non polar	33892256
25-Acetylvulgaroside,2TBDMS,isomer #2	CC(=O)OC1OC(=O)C=C1C(CC1C(O)(CO[Si](C)(C)C(C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC12C)O[Si](C)(C)C(C)(C)C	4209.3	Semi standard non polar	33892256
25-Acetylvulgaroside,2TBDMS,isomer #3	CC(=O)OC1OC(=O)C=C1C(O)CC1C(CO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC12C	4186.0	Semi standard non polar	33892256
25-Acetylvulgaroside,3TBDMS,isomer #1	CC(=O)OC1OC(=O)C=C1C(CC1C(CO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)CCC2C3(C)CCCC(C)(C)C3CCC12C)O[Si](C)(C)C(C)(C)C	4370.4	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 - 25-Acetylvulgaroside GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ot-1111900000-076a5ef68b23dd0efa60	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 25-Acetylvulgaroside GC-MS (3 TMS) - 70eV, Positive	splash10-005l-2100019000-5e83f421f3532978b523	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 25-Acetylvulgaroside GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 25-Acetylvulgaroside 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 - 25-Acetylvulgaroside 10V, Positive-QTOF	splash10-0409-1000900000-662e1ef7002378f92e13	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Acetylvulgaroside 20V, Positive-QTOF	splash10-0j4l-2203900000-daf790c9eb74d341b728	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Acetylvulgaroside 40V, Positive-QTOF	splash10-00kk-4569600000-bae1626ac9f761423774	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Acetylvulgaroside 10V, Negative-QTOF	splash10-002f-3100900000-45dd0bdb7069a847bbf9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Acetylvulgaroside 20V, Negative-QTOF	splash10-052f-8507900000-489ae74fcc126ba169a3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Acetylvulgaroside 40V, Negative-QTOF	splash10-052f-9007300000-947a12f34be271b8e6f6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Acetylvulgaroside 10V, Positive-QTOF	splash10-014i-0000900000-f143bb723ddb0d8c09db	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Acetylvulgaroside 20V, Positive-QTOF	splash10-00kf-3202900000-a20115206cc6107a415a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Acetylvulgaroside 40V, Positive-QTOF	splash10-0016-8943200000-16c29eb0090754893588	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Acetylvulgaroside 10V, Negative-QTOF	splash10-052r-3000900000-ee416e5dd82e3d000fd7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Acetylvulgaroside 20V, Negative-QTOF	splash10-0a4i-9001200000-63f542d2cd17bf5123b7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 25-Acetylvulgaroside 40V, Negative-QTOF	splash10-0a4j-9102600000-01e4e95360b51b2539de	2021-09-24	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

FDB021290

KNApSAcK ID

C00054369

Chemspider ID

35015159

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85163499

PDB ID

Not Available

ChEBI ID

169802

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). 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 25-Acetylvulgaroside (HMDB0041365)

MOL for HMDB0041365 (25-Acetylvulgaroside)

3D MOL for HMDB0041365 (25-Acetylvulgaroside)

3D SDF for HMDB0041365 (25-Acetylvulgaroside)

3D-SDF for HMDB0041365 (25-Acetylvulgaroside)

PDB for HMDB0041365 (25-Acetylvulgaroside)

3D PDB for HMDB0041365 (25-Acetylvulgaroside)

SMILES for HMDB0041365 (25-Acetylvulgaroside)

INCHI for HMDB0041365 (25-Acetylvulgaroside)

Structure for HMDB0041365 (25-Acetylvulgaroside)

3D Structure for HMDB0041365 (25-Acetylvulgaroside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra