Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:42:46 UTC

Update Date

2022-03-07 02:52:57 UTC

HMDB ID

HMDB0031382

Secondary Accession Numbers

HMDB31382

Metabolite Identification

Common Name

Portuloside A

Description

Portuloside A belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Based on a literature review a significant number of articles have been published on Portuloside A.

Structure

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

HMDB0031382
     RDKit          3D
Portuloside A
 49 49  0  0  0  0  0  0  0  0999 V2000
    0.6565   -0.2285   -2.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5626   -1.3714   -1.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5527   -1.4973   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4483   -2.6764    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691   -0.2989    0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7132   -0.2293    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4110    0.9429    0.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392    1.7603    1.4550 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8049    1.1697    0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4667    2.1853    0.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5068    0.2160   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6842   -1.5764    0.4676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220   -0.5980    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    0.0164    1.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9876    0.9603    1.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5545    2.3074    0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0070    2.3193   -0.4093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2801    0.4825    0.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6451    1.2232   -0.3721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1036   -0.9583    0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1520   -1.4486   -0.4277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8128   -1.0873   -0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493   -0.3121   -1.6576 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7381    0.7582   -1.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6562   -0.2256   -3.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4873   -2.2819   -2.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9575   -2.5085    1.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2463   -2.7745   -0.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9339   -3.6268    0.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3519   -0.4168    1.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7355    0.6283    0.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2897   -1.1170    0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7889   -0.2576   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9323    2.8757    1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4976    2.3430    0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4148    0.6787   -0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8248   -0.0953   -1.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7880   -0.6920    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1428    0.1939   -0.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2773    1.1636    2.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4685    2.9682    0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9002    2.8185    1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5488    2.7532   -1.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1369    0.4939    1.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6006    1.0722   -0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9129   -1.5470    1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0850   -2.4385   -0.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7149   -2.1268   -0.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1846    0.0600   -1.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  3
  9 11  1  0
  3 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 13  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
M  END


  Mrv0541 05061305552D          

 23 23  0  0  0  0            999 V2000
   -1.2375   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  7  6  1  0  0  0  0
  9  2  2  0  0  0  0
  9  3  1  0  0  0  0
 10  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  8  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  4  1  0  0  0  0
 16  5  1  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 18 10  2  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 11  1  0  0  0  0
 22 15  1  0  0  0  0
 23 15  1  0  0  0  0
 23 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031382

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C(=O)CCC(C)(OC1OC(CO)C(O)C(O)C1O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C16H26O7/c1-5-16(4,7-6-10(18)9(2)3)23-15-14(21)13(20)12(19)11(8-17)22-15/h5,11-15,17,19-21H,1-2,6-8H2,3-4H3

> <INCHI_KEY>
NERFSSPHKJBXKV-UHFFFAOYSA-N

> <FORMULA>
C16H26O7

> <MOLECULAR_WEIGHT>
330.3734

> <EXACT_MASS>
330.167853186

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
34.34716001128053

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6-dimethyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octa-1,7-dien-3-one

> <ALOGPS_LOGP>
-0.25

> <JCHEM_LOGP>
0.26730711599999885

> <ALOGPS_LOGS>
-1.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.199732652373513

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.209645351607195

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810838521380454

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
82.2406

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6-dimethyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octa-1,7-dien-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031382
     RDKit          3D
Portuloside A
 49 49  0  0  0  0  0  0  0  0999 V2000
    0.6565   -0.2285   -2.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5626   -1.3714   -1.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5527   -1.4973   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4483   -2.6764    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691   -0.2989    0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7132   -0.2293    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4110    0.9429    0.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392    1.7603    1.4550 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8049    1.1697    0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4667    2.1853    0.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5068    0.2160   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6842   -1.5764    0.4676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220   -0.5980    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    0.0164    1.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9876    0.9603    1.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5545    2.3074    0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0070    2.3193   -0.4093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2801    0.4825    0.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6451    1.2232   -0.3721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1036   -0.9583    0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1520   -1.4486   -0.4277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8128   -1.0873   -0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493   -0.3121   -1.6576 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7381    0.7582   -1.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6562   -0.2256   -3.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4873   -2.2819   -2.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9575   -2.5085    1.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2463   -2.7745   -0.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9339   -3.6268    0.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3519   -0.4168    1.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7355    0.6283    0.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2897   -1.1170    0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7889   -0.2576   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9323    2.8757    1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4976    2.3430    0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4148    0.6787   -0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8248   -0.0953   -1.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7880   -0.6920    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1428    0.1939   -0.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2773    1.1636    2.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4685    2.9682    0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9002    2.8185    1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5488    2.7532   -1.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1369    0.4939    1.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6006    1.0722   -0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9129   -1.5470    1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0850   -2.4385   -0.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7149   -2.1268   -0.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1846    0.0600   -1.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  3
  9 11  1  0
  3 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 13  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  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      -2.310  -1.746   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.770  -4.414   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.770  -1.746   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    9                                                            
CONECT    3    9                                                            
CONECT    4   16                                                            
CONECT    5    1   16                                                       
CONECT    6    7   10                                                       
CONECT    7    6   16                                                       
CONECT    8   11   17                                                       
CONECT    9    2    3   10                                                  
CONECT   10    6    9   18                                                  
CONECT   11    8   12   22                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   22   23                                                  
CONECT   16    4    5    7   23                                             
CONECT   17    8                                                            
CONECT   18   10                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   11   15                                                       
CONECT   23   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0031382
HETATM    1  C1  UNL     1       0.657  -0.229  -2.105  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.563  -1.371  -1.474  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.553  -1.497  -0.008  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.448  -2.676   0.318  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.269  -0.299   0.578  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.713  -0.229   0.114  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.411   0.943   0.683  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.839   1.760   1.455  1.00  0.00           O  
HETATM    9  C8  UNL     1       4.805   1.170   0.346  1.00  0.00           C  
HETATM   10  C9  UNL     1       5.467   2.185   0.818  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.507   0.216  -0.568  1.00  0.00           C  
HETATM   12  O2  UNL     1      -0.684  -1.576   0.468  1.00  0.00           O  
HETATM   13  C11 UNL     1      -1.622  -0.598   0.291  1.00  0.00           C  
HETATM   14  O3  UNL     1      -2.003   0.016   1.459  1.00  0.00           O  
HETATM   15  C12 UNL     1      -2.988   0.960   1.355  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.554   2.307   0.848  1.00  0.00           C  
HETATM   17  O4  UNL     1      -2.007   2.319  -0.409  1.00  0.00           O  
HETATM   18  C14 UNL     1      -4.280   0.483   0.736  1.00  0.00           C  
HETATM   19  O5  UNL     1      -4.645   1.223  -0.372  1.00  0.00           O  
HETATM   20  C15 UNL     1      -4.104  -0.958   0.300  1.00  0.00           C  
HETATM   21  O6  UNL     1      -5.152  -1.449  -0.428  1.00  0.00           O  
HETATM   22  C16 UNL     1      -2.813  -1.087  -0.528  1.00  0.00           C  
HETATM   23  O7  UNL     1      -3.049  -0.312  -1.658  1.00  0.00           O  
HETATM   24  H1  UNL     1       0.738   0.758  -1.658  1.00  0.00           H  
HETATM   25  H2  UNL     1       0.656  -0.226  -3.209  1.00  0.00           H  
HETATM   26  H3  UNL     1       0.487  -2.282  -2.052  1.00  0.00           H  
HETATM   27  H4  UNL     1       1.958  -2.508   1.289  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.246  -2.774  -0.448  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.934  -3.627   0.365  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.352  -0.417   1.704  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.736   0.628   0.334  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.290  -1.117   0.462  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.789  -0.258  -0.986  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.932   2.876   1.489  1.00  0.00           H  
HETATM   35  H12 UNL     1       6.498   2.343   0.562  1.00  0.00           H  
HETATM   36  H13 UNL     1       6.415   0.679  -0.993  1.00  0.00           H  
HETATM   37  H14 UNL     1       4.825  -0.095  -1.395  1.00  0.00           H  
HETATM   38  H15 UNL     1       5.788  -0.692   0.002  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.143   0.194  -0.321  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.277   1.164   2.450  1.00  0.00           H  
HETATM   41  H18 UNL     1      -3.468   2.968   0.802  1.00  0.00           H  
HETATM   42  H19 UNL     1      -1.900   2.819   1.604  1.00  0.00           H  
HETATM   43  H20 UNL     1      -2.549   2.753  -1.099  1.00  0.00           H  
HETATM   44  H21 UNL     1      -5.137   0.494   1.437  1.00  0.00           H  
HETATM   45  H22 UNL     1      -5.601   1.072  -0.565  1.00  0.00           H  
HETATM   46  H23 UNL     1      -3.913  -1.547   1.222  1.00  0.00           H  
HETATM   47  H24 UNL     1      -5.085  -2.438  -0.431  1.00  0.00           H  
HETATM   48  H25 UNL     1      -2.715  -2.127  -0.835  1.00  0.00           H  
HETATM   49  H26 UNL     1      -2.185   0.060  -1.948  1.00  0.00           H  
CONECT    1    2    2   24   25
CONECT    2    3   26
CONECT    3    4    5   12
CONECT    4   27   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8    8    9
CONECT    9   10   10   11
CONECT   10   34   35
CONECT   11   36   37   38
CONECT   12   13
CONECT   13   14   22   39
CONECT   14   15
CONECT   15   16   18   40
CONECT   16   17   41   42
CONECT   17   43
CONECT   18   19   20   44
CONECT   19   45
CONECT   20   21   22   46
CONECT   21   47
CONECT   22   23   48
CONECT   23   49
END

HMDB0031382
     RDKit          3D
Portuloside A
 49 49  0  0  0  0  0  0  0  0999 V2000
    0.6565   -0.2285   -2.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5626   -1.3714   -1.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5527   -1.4973   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4483   -2.6764    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691   -0.2989    0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7132   -0.2293    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4110    0.9429    0.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392    1.7603    1.4550 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8049    1.1697    0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4667    2.1853    0.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5068    0.2160   -0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6842   -1.5764    0.4676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220   -0.5980    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    0.0164    1.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9876    0.9603    1.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5545    2.3074    0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0070    2.3193   -0.4093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2801    0.4825    0.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6451    1.2232   -0.3721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1036   -0.9583    0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1520   -1.4486   -0.4277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8128   -1.0873   -0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493   -0.3121   -1.6576 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7381    0.7582   -1.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6562   -0.2256   -3.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4873   -2.2819   -2.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9575   -2.5085    1.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2463   -2.7745   -0.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9339   -3.6268    0.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3519   -0.4168    1.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7355    0.6283    0.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2897   -1.1170    0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7889   -0.2576   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9323    2.8757    1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4976    2.3430    0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4148    0.6787   -0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8248   -0.0953   -1.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7880   -0.6920    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1428    0.1939   -0.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2773    1.1636    2.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4685    2.9682    0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9002    2.8185    1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5488    2.7532   -1.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1369    0.4939    1.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6006    1.0722   -0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9129   -1.5470    1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0850   -2.4385   -0.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7149   -2.1268   -0.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1846    0.0600   -1.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  3
  9 11  1  0
  3 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 13  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₂₆O₇

Average Molecular Weight

330.3734

Monoisotopic Molecular Weight

330.167853186

IUPAC Name

2,6-dimethyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octa-1,7-dien-3-one

Traditional Name

2,6-dimethyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octa-1,7-dien-3-one

CAS Registry Number

179983-86-9

SMILES

CC(=C)C(=O)CCC(C)(OC1OC(CO)C(O)C(O)C1O)C=C

InChI Identifier

InChI=1S/C16H26O7/c1-5-16(4,7-6-10(18)9(2)3)23-15-14(21)13(20)12(19)11(8-17)22-15/h5,11-15,17,19-21H,1-2,6-8H2,3-4H3

InChI Key

NERFSSPHKJBXKV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide
Alpha-branched alpha,beta-unsaturated-ketone
Oxane
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Ketone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Primary alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0031382)

Biofluid or Excreta

Urine (HMDB: HMDB0031382)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031382)

Source

Endogenous

Endogenous (HMDB: HMDB0031382)

Plant

Plant (HMDB: HMDB0031382)

Animal

Animal (HMDB: HMDB0031382)

Exogenous

Food

Food (HMDB: HMDB0031382)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0031382)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0031382)

Cellular process

Cell signaling (HMDB: HMDB0031382)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0031382)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0031382)

Nutrient

Nutrient (HMDB: HMDB0031382)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031382)

Emulsifier (HMDB: HMDB0031382)

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	11410 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	13.7 g/L	ALOGPS
logP	-0.25	ALOGPS
logP	0.27	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	82.24 m³·mol⁻¹	ChemAxon
Polarizability	34.35 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	177.74	31661259
DarkChem	[M-H]-	171.374	31661259
DeepCCS	[M+H]+	178.934	30932474
DeepCCS	[M-H]-	176.577	30932474
DeepCCS	[M-2H]-	209.925	30932474
DeepCCS	[M+Na]+	185.151	30932474
AllCCS	[M+H]+	181.2	32859911
AllCCS	[M+H-H2O]+	178.4	32859911
AllCCS	[M+NH4]+	183.8	32859911
AllCCS	[M+Na]+	184.6	32859911
AllCCS	[M-H]-	178.0	32859911
AllCCS	[M+Na-2H]-	178.7	32859911
AllCCS	[M+HCOO]-	179.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Portuloside A	CC(=C)C(=O)CCC(C)(OC1OC(CO)C(O)C(O)C1O)C=C	2746.4	Standard polar	33892256
Portuloside A	CC(=C)C(=O)CCC(C)(OC1OC(CO)C(O)C(O)C1O)C=C	2377.2	Standard non polar	33892256
Portuloside A	CC(=C)C(=O)CCC(C)(OC1OC(CO)C(O)C(O)C1O)C=C	2466.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Portuloside A,1TMS,isomer #1	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O	2479.1	Semi standard non polar	33892256
Portuloside A,1TMS,isomer #2	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O	2464.4	Semi standard non polar	33892256
Portuloside A,1TMS,isomer #3	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O	2452.2	Semi standard non polar	33892256
Portuloside A,1TMS,isomer #4	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C	2453.9	Semi standard non polar	33892256
Portuloside A,1TMS,isomer #5	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO)C(O)C(O)C1O	2527.7	Semi standard non polar	33892256
Portuloside A,2TMS,isomer #1	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O	2459.6	Semi standard non polar	33892256
Portuloside A,2TMS,isomer #10	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C	2517.4	Semi standard non polar	33892256
Portuloside A,2TMS,isomer #2	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	2472.4	Semi standard non polar	33892256
Portuloside A,2TMS,isomer #3	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	2449.0	Semi standard non polar	33892256
Portuloside A,2TMS,isomer #4	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O	2514.9	Semi standard non polar	33892256
Portuloside A,2TMS,isomer #5	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2466.1	Semi standard non polar	33892256
Portuloside A,2TMS,isomer #6	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2462.6	Semi standard non polar	33892256
Portuloside A,2TMS,isomer #7	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O	2523.8	Semi standard non polar	33892256
Portuloside A,2TMS,isomer #8	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2465.8	Semi standard non polar	33892256
Portuloside A,2TMS,isomer #9	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O	2501.1	Semi standard non polar	33892256
Portuloside A,3TMS,isomer #1	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2452.4	Semi standard non polar	33892256
Portuloside A,3TMS,isomer #10	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2479.7	Semi standard non polar	33892256
Portuloside A,3TMS,isomer #2	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2439.1	Semi standard non polar	33892256
Portuloside A,3TMS,isomer #3	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O	2476.1	Semi standard non polar	33892256
Portuloside A,3TMS,isomer #4	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2448.6	Semi standard non polar	33892256
Portuloside A,3TMS,isomer #5	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	2466.0	Semi standard non polar	33892256
Portuloside A,3TMS,isomer #6	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	2472.1	Semi standard non polar	33892256
Portuloside A,3TMS,isomer #7	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2451.7	Semi standard non polar	33892256
Portuloside A,3TMS,isomer #8	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2478.8	Semi standard non polar	33892256
Portuloside A,3TMS,isomer #9	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2489.5	Semi standard non polar	33892256
Portuloside A,4TMS,isomer #1	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2430.9	Semi standard non polar	33892256
Portuloside A,4TMS,isomer #2	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2456.7	Semi standard non polar	33892256
Portuloside A,4TMS,isomer #3	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2447.8	Semi standard non polar	33892256
Portuloside A,4TMS,isomer #4	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2452.4	Semi standard non polar	33892256
Portuloside A,4TMS,isomer #5	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2466.9	Semi standard non polar	33892256
Portuloside A,5TMS,isomer #1	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2458.4	Semi standard non polar	33892256
Portuloside A,5TMS,isomer #1	C=CC(C)(CC=C(O[Si](C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2564.8	Standard non polar	33892256
Portuloside A,1TBDMS,isomer #1	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O	2730.8	Semi standard non polar	33892256
Portuloside A,1TBDMS,isomer #2	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	2730.0	Semi standard non polar	33892256
Portuloside A,1TBDMS,isomer #3	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	2719.6	Semi standard non polar	33892256
Portuloside A,1TBDMS,isomer #4	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	2715.9	Semi standard non polar	33892256
Portuloside A,1TBDMS,isomer #5	C=CC(C)(CC=C(O[Si](C)(C)C(C)(C)C)C(=C)C)OC1OC(CO)C(O)C(O)C1O	2778.3	Semi standard non polar	33892256
Portuloside A,2TBDMS,isomer #1	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	2934.2	Semi standard non polar	33892256
Portuloside A,2TBDMS,isomer #10	C=CC(C)(CC=C(O[Si](C)(C)C(C)(C)C)C(=C)C)OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	2979.2	Semi standard non polar	33892256
Portuloside A,2TBDMS,isomer #2	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	2948.9	Semi standard non polar	33892256
Portuloside A,2TBDMS,isomer #3	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	2922.8	Semi standard non polar	33892256
Portuloside A,2TBDMS,isomer #4	C=CC(C)(CC=C(O[Si](C)(C)C(C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O	2960.0	Semi standard non polar	33892256
Portuloside A,2TBDMS,isomer #5	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	2950.1	Semi standard non polar	33892256
Portuloside A,2TBDMS,isomer #6	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	2945.4	Semi standard non polar	33892256
Portuloside A,2TBDMS,isomer #7	C=CC(C)(CC=C(O[Si](C)(C)C(C)(C)C)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	2986.9	Semi standard non polar	33892256
Portuloside A,2TBDMS,isomer #8	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2948.8	Semi standard non polar	33892256
Portuloside A,2TBDMS,isomer #9	C=CC(C)(CC=C(O[Si](C)(C)C(C)(C)C)C(=C)C)OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	2981.9	Semi standard non polar	33892256
Portuloside A,3TBDMS,isomer #1	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3154.8	Semi standard non polar	33892256
Portuloside A,3TBDMS,isomer #10	C=CC(C)(CC=C(O[Si](C)(C)C(C)(C)C)C(=C)C)OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3165.9	Semi standard non polar	33892256
Portuloside A,3TBDMS,isomer #2	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3130.0	Semi standard non polar	33892256
Portuloside A,3TBDMS,isomer #3	C=CC(C)(CC=C(O[Si](C)(C)C(C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3151.1	Semi standard non polar	33892256
Portuloside A,3TBDMS,isomer #4	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3146.0	Semi standard non polar	33892256
Portuloside A,3TBDMS,isomer #5	C=CC(C)(CC=C(O[Si](C)(C)C(C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3152.1	Semi standard non polar	33892256
Portuloside A,3TBDMS,isomer #6	C=CC(C)(CC=C(O[Si](C)(C)C(C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3141.1	Semi standard non polar	33892256
Portuloside A,3TBDMS,isomer #7	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3152.1	Semi standard non polar	33892256
Portuloside A,3TBDMS,isomer #8	C=CC(C)(CC=C(O[Si](C)(C)C(C)(C)C)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3158.7	Semi standard non polar	33892256
Portuloside A,3TBDMS,isomer #9	C=CC(C)(CC=C(O[Si](C)(C)C(C)(C)C)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3169.3	Semi standard non polar	33892256
Portuloside A,4TBDMS,isomer #1	C=CC(C)(CCC(=O)C(=C)C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3349.1	Semi standard non polar	33892256
Portuloside A,4TBDMS,isomer #2	C=CC(C)(CC=C(O[Si](C)(C)C(C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3335.6	Semi standard non polar	33892256
Portuloside A,4TBDMS,isomer #3	C=CC(C)(CC=C(O[Si](C)(C)C(C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3309.7	Semi standard non polar	33892256
Portuloside A,4TBDMS,isomer #4	C=CC(C)(CC=C(O[Si](C)(C)C(C)(C)C)C(=C)C)OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3326.6	Semi standard non polar	33892256
Portuloside A,4TBDMS,isomer #5	C=CC(C)(CC=C(O[Si](C)(C)C(C)(C)C)C(=C)C)OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3349.2	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 - Portuloside A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0900-9423000000-4647330ef05776e22e42	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Portuloside A GC-MS (4 TMS) - 70eV, Positive	splash10-0udi-6301249000-03677ea3590bdfbf790a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Portuloside A 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 - Portuloside A 10V, Positive-QTOF	splash10-0i0r-0905000000-ad588f7bc0eea1aac47b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portuloside A 20V, Positive-QTOF	splash10-0gba-5900000000-fb2017642ea904e54f7e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portuloside A 40V, Positive-QTOF	splash10-0fr2-9600000000-986805ce4f942b2640fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portuloside A 10V, Negative-QTOF	splash10-00or-2918000000-d068bb29f33e3a32d794	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portuloside A 20V, Negative-QTOF	splash10-014i-2901000000-21eb64c2e8002255ab30	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portuloside A 40V, Negative-QTOF	splash10-00lr-9700000000-8f6a9819752f533d1f26	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portuloside A 10V, Positive-QTOF	splash10-005a-9600000000-5c05669101f012233f25	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portuloside A 20V, Positive-QTOF	splash10-0171-9500000000-a7b47239c894397ccba4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portuloside A 40V, Positive-QTOF	splash10-0fai-9400000000-673c4c83349f6b2acbbe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portuloside A 10V, Negative-QTOF	splash10-004i-0009000000-e81649927212721cab5e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portuloside A 20V, Negative-QTOF	splash10-03di-6934000000-414981ae54b67256c6d7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Portuloside A 40V, Negative-QTOF	splash10-05r1-9300000000-9a713388400e59da627c	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB003449

KNApSAcK ID

C00057160

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73814991

PDB ID

Not Available

ChEBI ID

168722

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1826021

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 Portuloside A (HMDB0031382)

MOL for HMDB0031382 (Portuloside A)

3D MOL for HMDB0031382 (Portuloside A)

3D SDF for HMDB0031382 (Portuloside A)

3D-SDF for HMDB0031382 (Portuloside A)

PDB for HMDB0031382 (Portuloside A)

3D PDB for HMDB0031382 (Portuloside A)

SMILES for HMDB0031382 (Portuloside A)

INCHI for HMDB0031382 (Portuloside A)

Structure for HMDB0031382 (Portuloside A)

3D Structure for HMDB0031382 (Portuloside A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra