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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:29 UTC

Update Date

2022-03-07 02:52:39 UTC

HMDB ID

HMDB0030697

Secondary Accession Numbers

HMDB30697

Metabolite Identification

Common Name

Sarmentosin

Description

Sarmentosin, also known as nigrumin, 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 small amount of articles have been published on Sarmentosin.

Structure

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

HMDB0030697
     RDKit          3D
Sarmentosin
 36 36  0  0  0  0  0  0  0  0999 V2000
    4.9237    2.0217   -1.4631 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279    1.1153   -1.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6027   -0.0285   -0.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4108   -0.2352   -0.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -1.3551   -0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4011   -0.8086    0.0109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3544   -0.0803   -0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6452   -0.6099   -0.9968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2815   -0.7400    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7079   -1.1808   -0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7256   -2.4046   -0.7424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3564    0.5416    1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4300    1.3423    0.6212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0925    1.3435    0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3800    2.6849    1.2985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5448    1.3582   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5171    1.9143   -1.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2511   -0.8655    0.4662 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4321   -1.3653   -0.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705    0.4498   -1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704   -2.0200    0.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2713   -2.0095   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0488   -0.0353   -1.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8123   -1.5313    0.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2874   -1.2631    0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2148   -0.4515   -0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5892   -2.8322   -0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5498    0.2622    2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1724    2.2491    0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3718    0.9411    1.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0597    2.7673    1.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3738    1.9581   -0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7512    1.3286   -2.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6680   -0.1706    1.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7083   -1.6915    0.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9046   -0.5990   -0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  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
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  3 18  1  0
 18 19  1  0
 16  7  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  0
M  END

  Mrv0541 05061305272D          

 19 19  0  0  0  0            999 V2000
    0.0000   -2.4750    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
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    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
   -0.7145   -2.8875    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
   -0.7145   -4.5375    0.0000 N   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
    2.1434    2.0625    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
    0.7145   -1.2375    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
  2  1  1  0  0  0  0
  6  1  2  0  0  0  0
  6  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  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  3  3  0  0  0  0
 13  4  1  0  0  0  0
 14  5  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18  2  1  0  0  0  0
 18 11  1  0  0  0  0
 19  7  1  0  0  0  0
 19 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030697

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC\C=C(/CO)C#N)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C11H17NO7/c12-3-6(4-13)1-2-18-11-10(17)9(16)8(15)7(5-14)19-11/h1,7-11,13-17H,2,4-5H2/b6-1-

> <INCHI_KEY>
FWAYDNJCBHNWQD-BHQIHCQQSA-N

> <FORMULA>
C11H17NO7

> <MOLECULAR_WEIGHT>
275.2552

> <EXACT_MASS>
275.100501903

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
26.207502622502435

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-2-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}but-2-enenitrile

> <ALOGPS_LOGP>
-1.72

> <JCHEM_LOGP>
-2.792629649

> <ALOGPS_LOGS>
-0.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.177394733408896

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.207857768404308

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835511481617

> <JCHEM_POLAR_SURFACE_AREA>
143.4

> <JCHEM_REFRACTIVITY>
62.264

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.02e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-2-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}but-2-enenitrile

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030697
     RDKit          3D
Sarmentosin
 36 36  0  0  0  0  0  0  0  0999 V2000
    4.9237    2.0217   -1.4631 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279    1.1153   -1.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6027   -0.0285   -0.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4108   -0.2352   -0.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -1.3551   -0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4011   -0.8086    0.0109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3544   -0.0803   -0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6452   -0.6099   -0.9968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2815   -0.7400    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7079   -1.1808   -0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7256   -2.4046   -0.7424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3564    0.5416    1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4300    1.3423    0.6212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0925    1.3435    0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3800    2.6849    1.2985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5448    1.3582   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5171    1.9143   -1.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2511   -0.8655    0.4662 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4321   -1.3653   -0.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705    0.4498   -1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704   -2.0200    0.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2713   -2.0095   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0488   -0.0353   -1.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8123   -1.5313    0.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2874   -1.2631    0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2148   -0.4515   -0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5892   -2.8322   -0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5498    0.2622    2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1724    2.2491    0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3718    0.9411    1.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0597    2.7673    1.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3738    1.9581   -0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7512    1.3286   -2.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6680   -0.1706    1.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7083   -1.6915    0.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9046   -0.5990   -0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  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
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  3 18  1  0
 18 19  1  0
 16  7  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  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       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   2.310   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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -1.334  -8.470   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1   18                                                       
CONECT    3    6   12                                                       
CONECT    4    6   13                                                       
CONECT    5    7   14                                                       
CONECT    6    1    3    4                                                  
CONECT    7    5    8   19                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   18   19                                                  
CONECT   12    3                                                            
CONECT   13    4                                                            
CONECT   14    5                                                            
CONECT   15    8                                                            
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18    2   11                                                       
CONECT   19    7   11                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0030697
HETATM    1  N1  UNL     1       4.924   2.022  -1.463  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.328   1.115  -1.043  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.603  -0.029  -0.529  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.411  -0.235  -0.992  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.579  -1.355  -0.553  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.401  -0.809   0.011  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.354  -0.080  -0.861  1.00  0.00           C  
HETATM    8  O2  UNL     1      -1.645  -0.610  -0.997  1.00  0.00           O  
HETATM    9  C6  UNL     1      -2.281  -0.740   0.228  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.708  -1.181  -0.059  1.00  0.00           C  
HETATM   11  O3  UNL     1      -3.726  -2.405  -0.742  1.00  0.00           O  
HETATM   12  C8  UNL     1      -2.356   0.542   1.002  1.00  0.00           C  
HETATM   13  O4  UNL     1      -3.430   1.342   0.621  1.00  0.00           O  
HETATM   14  C9  UNL     1      -1.093   1.344   0.970  1.00  0.00           C  
HETATM   15  O5  UNL     1      -1.380   2.685   1.298  1.00  0.00           O  
HETATM   16  C10 UNL     1      -0.545   1.358  -0.429  1.00  0.00           C  
HETATM   17  O6  UNL     1      -1.517   1.914  -1.259  1.00  0.00           O  
HETATM   18  C11 UNL     1       4.251  -0.866   0.466  1.00  0.00           C  
HETATM   19  O7  UNL     1       5.432  -1.365  -0.155  1.00  0.00           O  
HETATM   20  H1  UNL     1       1.970   0.450  -1.760  1.00  0.00           H  
HETATM   21  H2  UNL     1       1.970  -2.020   0.200  1.00  0.00           H  
HETATM   22  H3  UNL     1       1.271  -2.010  -1.427  1.00  0.00           H  
HETATM   23  H4  UNL     1       0.049  -0.035  -1.890  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.812  -1.531   0.845  1.00  0.00           H  
HETATM   25  H6  UNL     1      -4.287  -1.263   0.885  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.215  -0.452  -0.730  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.589  -2.832  -0.516  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.550   0.262   2.072  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.172   2.249   0.358  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.372   0.941   1.704  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.060   2.767   1.988  1.00  0.00           H  
HETATM   32  H13 UNL     1       0.374   1.958  -0.536  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.751   1.329  -2.019  1.00  0.00           H  
HETATM   34  H15 UNL     1       4.668  -0.171   1.254  1.00  0.00           H  
HETATM   35  H16 UNL     1       3.708  -1.692   0.895  1.00  0.00           H  
HETATM   36  H17 UNL     1       5.905  -0.599  -0.550  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4    4   18
CONECT    4    5   20
CONECT    5    6   21   22
CONECT    6    7
CONECT    7    8   16   23
CONECT    8    9
CONECT    9   10   12   24
CONECT   10   11   25   26
CONECT   11   27
CONECT   12   13   14   28
CONECT   13   29
CONECT   14   15   16   30
CONECT   15   31
CONECT   16   17   32
CONECT   17   33
CONECT   18   19   34   35
CONECT   19   36
END

HMDB0030697
     RDKit          3D
Sarmentosin
 36 36  0  0  0  0  0  0  0  0999 V2000
    4.9237    2.0217   -1.4631 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279    1.1153   -1.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6027   -0.0285   -0.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4108   -0.2352   -0.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -1.3551   -0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4011   -0.8086    0.0109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3544   -0.0803   -0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6452   -0.6099   -0.9968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2815   -0.7400    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7079   -1.1808   -0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7256   -2.4046   -0.7424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3564    0.5416    1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4300    1.3423    0.6212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0925    1.3435    0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3800    2.6849    1.2985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5448    1.3582   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5171    1.9143   -1.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2511   -0.8655    0.4662 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4321   -1.3653   -0.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705    0.4498   -1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704   -2.0200    0.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2713   -2.0095   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0488   -0.0353   -1.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8123   -1.5313    0.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2874   -1.2631    0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2148   -0.4515   -0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5892   -2.8322   -0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5498    0.2622    2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1724    2.2491    0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3718    0.9411    1.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0597    2.7673    1.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3738    1.9581   -0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7512    1.3286   -2.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6680   -0.1706    1.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7083   -1.6915    0.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9046   -0.5990   -0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  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
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  3 18  1  0
 18 19  1  0
 16  7  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-(b-D-Glucopyranosyloxy)-2-(hydroxymethyl)-2-butenenitrile, 9ci	HMDB
Nigrumin	HMDB
Sarmentosin?	HMDB
Sarmentosine	HMDB

Chemical Formula

C₁₁H₁₇NO₇

Average Molecular Weight

275.2552

Monoisotopic Molecular Weight

275.100501903

IUPAC Name

(2Z)-2-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}but-2-enenitrile

Traditional Name

(2Z)-2-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}but-2-enenitrile

CAS Registry Number

71933-54-5

SMILES

OCC1OC(OC\C=C(/CO)C#N)C(O)C(O)C1O

InChI Identifier

InChI=1S/C11H17NO7/c12-3-6(4-13)1-2-18-11-10(17)9(16)8(15)7(5-14)19-11/h1,7-11,13-17H,2,4-5H2/b6-1-

InChI Key

FWAYDNJCBHNWQD-BHQIHCQQSA-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
Oxane
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Nitrile
Carbonitrile
Oxacycle
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Primary alcohol
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: HMDB0030697)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030697)

Source

Endogenous

Endogenous (HMDB: HMDB0030697)

Plant

Plant (HMDB: HMDB0030697)

Animal

Animal (HMDB: HMDB0030697)

Exogenous

Food

Food (HMDB: HMDB0030697)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0030697)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0030697)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0030697)

Lipid metabolism pathway (HMDB: HMDB0030697)

Biochemical process

Lipid transport (HMDB: HMDB0030697)

Role

Biological role

Energy source (HMDB: HMDB0030697)

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	40.2 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-2.8	ChemAxon
logS	-0.84	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	143.4 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	62.26 m³·mol⁻¹	ChemAxon
Polarizability	26.21 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DarkChem	[M+H]+	163.134	31661259
DarkChem	[M-H]-	158.861	31661259
DeepCCS	[M+H]+	158.588	30932474
DeepCCS	[M-H]-	156.23	30932474
DeepCCS	[M-2H]-	189.115	30932474
DeepCCS	[M+Na]+	164.681	30932474
AllCCS	[M+H]+	161.3	32859911
AllCCS	[M+H-H2O]+	158.0	32859911
AllCCS	[M+NH4]+	164.4	32859911
AllCCS	[M+Na]+	165.3	32859911
AllCCS	[M-H]-	160.3	32859911
AllCCS	[M+Na-2H]-	160.4	32859911
AllCCS	[M+HCOO]-	160.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sarmentosin	OCC1OC(OC\C=C(/CO)C#N)C(O)C(O)C1O	3501.4	Standard polar	33892256
Sarmentosin	OCC1OC(OC\C=C(/CO)C#N)C(O)C(O)C1O	2331.6	Standard non polar	33892256
Sarmentosin	OCC1OC(OC\C=C(/CO)C#N)C(O)C(O)C1O	2600.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sarmentosin,1TMS,isomer #1	C[Si](C)(C)OCC1OC(OC/C=C(/C#N)CO)C(O)C(O)C1O	2566.5	Semi standard non polar	33892256
Sarmentosin,1TMS,isomer #2	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO)C(O)C(O)C1O	2599.5	Semi standard non polar	33892256
Sarmentosin,1TMS,isomer #3	C[Si](C)(C)OC1C(OC/C=C(/C#N)CO)OC(CO)C(O)C1O	2520.3	Semi standard non polar	33892256
Sarmentosin,1TMS,isomer #4	C[Si](C)(C)OC1C(O)C(CO)OC(OC/C=C(/C#N)CO)C1O	2519.2	Semi standard non polar	33892256
Sarmentosin,1TMS,isomer #5	C[Si](C)(C)OC1C(CO)OC(OC/C=C(/C#N)CO)C(O)C1O	2535.8	Semi standard non polar	33892256
Sarmentosin,2TMS,isomer #1	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO[Si](C)(C)C)C(O)C(O)C1O	2611.8	Semi standard non polar	33892256
Sarmentosin,2TMS,isomer #10	C[Si](C)(C)OC1C(CO)OC(OC/C=C(/C#N)CO)C(O)C1O[Si](C)(C)C	2522.0	Semi standard non polar	33892256
Sarmentosin,2TMS,isomer #2	C[Si](C)(C)OCC1OC(OC/C=C(/C#N)CO)C(O[Si](C)(C)C)C(O)C1O	2552.1	Semi standard non polar	33892256
Sarmentosin,2TMS,isomer #3	C[Si](C)(C)OCC1OC(OC/C=C(/C#N)CO)C(O)C(O[Si](C)(C)C)C1O	2549.9	Semi standard non polar	33892256
Sarmentosin,2TMS,isomer #4	C[Si](C)(C)OCC1OC(OC/C=C(/C#N)CO)C(O)C(O)C1O[Si](C)(C)C	2560.6	Semi standard non polar	33892256
Sarmentosin,2TMS,isomer #5	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO)C(O[Si](C)(C)C)C(O)C1O	2585.6	Semi standard non polar	33892256
Sarmentosin,2TMS,isomer #6	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO)C(O)C(O[Si](C)(C)C)C1O	2582.9	Semi standard non polar	33892256
Sarmentosin,2TMS,isomer #7	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO)C(O)C(O)C1O[Si](C)(C)C	2582.1	Semi standard non polar	33892256
Sarmentosin,2TMS,isomer #8	C[Si](C)(C)OC1C(CO)OC(OC/C=C(/C#N)CO)C(O[Si](C)(C)C)C1O	2520.9	Semi standard non polar	33892256
Sarmentosin,2TMS,isomer #9	C[Si](C)(C)OC1C(OC/C=C(/C#N)CO)OC(CO)C(O)C1O[Si](C)(C)C	2525.6	Semi standard non polar	33892256
Sarmentosin,3TMS,isomer #1	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O	2577.3	Semi standard non polar	33892256
Sarmentosin,3TMS,isomer #10	C[Si](C)(C)OC1C(CO)OC(OC/C=C(/C#N)CO)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2545.3	Semi standard non polar	33892256
Sarmentosin,3TMS,isomer #2	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O	2569.3	Semi standard non polar	33892256
Sarmentosin,3TMS,isomer #3	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C	2572.2	Semi standard non polar	33892256
Sarmentosin,3TMS,isomer #4	C[Si](C)(C)OCC1OC(OC/C=C(/C#N)CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2558.0	Semi standard non polar	33892256
Sarmentosin,3TMS,isomer #5	C[Si](C)(C)OCC1OC(OC/C=C(/C#N)CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2577.8	Semi standard non polar	33892256
Sarmentosin,3TMS,isomer #6	C[Si](C)(C)OCC1OC(OC/C=C(/C#N)CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2556.8	Semi standard non polar	33892256
Sarmentosin,3TMS,isomer #7	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2555.1	Semi standard non polar	33892256
Sarmentosin,3TMS,isomer #8	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2568.4	Semi standard non polar	33892256
Sarmentosin,3TMS,isomer #9	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2562.4	Semi standard non polar	33892256
Sarmentosin,4TMS,isomer #1	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2556.1	Semi standard non polar	33892256
Sarmentosin,4TMS,isomer #2	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2599.6	Semi standard non polar	33892256
Sarmentosin,4TMS,isomer #3	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2552.7	Semi standard non polar	33892256
Sarmentosin,4TMS,isomer #4	C[Si](C)(C)OCC1OC(OC/C=C(/C#N)CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2590.3	Semi standard non polar	33892256
Sarmentosin,4TMS,isomer #5	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2532.0	Semi standard non polar	33892256
Sarmentosin,5TMS,isomer #1	C[Si](C)(C)OC/C(C#N)=C\COC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2594.6	Semi standard non polar	33892256
Sarmentosin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC/C=C(/C#N)CO)C(O)C(O)C1O	2801.1	Semi standard non polar	33892256
Sarmentosin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(CO)C(O)C(O)C1O	2839.0	Semi standard non polar	33892256
Sarmentosin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(OC/C=C(/C#N)CO)OC(CO)C(O)C1O	2773.6	Semi standard non polar	33892256
Sarmentosin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC/C=C(/C#N)CO)C1O	2776.9	Semi standard non polar	33892256
Sarmentosin,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC/C=C(/C#N)CO)C(O)C1O	2790.3	Semi standard non polar	33892256
Sarmentosin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O	3032.0	Semi standard non polar	33892256
Sarmentosin,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC/C=C(/C#N)CO)C(O)C1O[Si](C)(C)C(C)(C)C	2974.4	Semi standard non polar	33892256
Sarmentosin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC/C=C(/C#N)CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	2971.7	Semi standard non polar	33892256
Sarmentosin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC/C=C(/C#N)CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	2971.3	Semi standard non polar	33892256
Sarmentosin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC/C=C(/C#N)CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	2984.9	Semi standard non polar	33892256
Sarmentosin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3031.6	Semi standard non polar	33892256
Sarmentosin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3019.5	Semi standard non polar	33892256
Sarmentosin,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3026.7	Semi standard non polar	33892256
Sarmentosin,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC/C=C(/C#N)CO)C(O[Si](C)(C)C(C)(C)C)C1O	2976.1	Semi standard non polar	33892256
Sarmentosin,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1C(OC/C=C(/C#N)CO)OC(CO)C(O)C1O[Si](C)(C)C(C)(C)C	2971.1	Semi standard non polar	33892256
Sarmentosin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3205.5	Semi standard non polar	33892256
Sarmentosin,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC/C=C(/C#N)CO)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3144.9	Semi standard non polar	33892256
Sarmentosin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3196.7	Semi standard non polar	33892256
Sarmentosin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3195.8	Semi standard non polar	33892256
Sarmentosin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC/C=C(/C#N)CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3147.4	Semi standard non polar	33892256
Sarmentosin,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OC/C=C(/C#N)CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3162.0	Semi standard non polar	33892256
Sarmentosin,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1OC(OC/C=C(/C#N)CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3151.9	Semi standard non polar	33892256
Sarmentosin,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3199.4	Semi standard non polar	33892256
Sarmentosin,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3202.8	Semi standard non polar	33892256
Sarmentosin,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3204.3	Semi standard non polar	33892256
Sarmentosin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(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	3380.1	Semi standard non polar	33892256
Sarmentosin,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(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	3416.9	Semi standard non polar	33892256
Sarmentosin,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(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	3374.7	Semi standard non polar	33892256
Sarmentosin,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC/C=C(/C#N)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	3361.9	Semi standard non polar	33892256
Sarmentosin,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(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	3366.7	Semi standard non polar	33892256
Sarmentosin,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC/C(C#N)=C\COC1OC(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	3591.8	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 - Sarmentosin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bu3-6890000000-ca4a40d3787a80850013	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sarmentosin GC-MS (5 TMS) - 70eV, Positive	splash10-00di-2111239000-0c5d2df0ed5b4124a105	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sarmentosin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sarmentosin 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 - Sarmentosin 10V, Positive-QTOF	splash10-0a6r-3190000000-8b0d011c7f7bcdcd47e4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sarmentosin 20V, Positive-QTOF	splash10-0002-9220000000-8df1c01ec87a17a32be8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sarmentosin 40V, Positive-QTOF	splash10-0002-9210000000-aa9899a43032865e5d7a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sarmentosin 10V, Negative-QTOF	splash10-00di-3590000000-2b82461076d8c641bce2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sarmentosin 20V, Negative-QTOF	splash10-03ml-5950000000-ac275c26f9dfbf42768d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sarmentosin 40V, Negative-QTOF	splash10-052f-9200000000-ecd69ce9451333a3cd24	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sarmentosin 10V, Positive-QTOF	splash10-004j-2590000000-38ef681b051ba108d0e8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sarmentosin 20V, Positive-QTOF	splash10-004j-9110000000-7c41684a3e04e2d12013	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sarmentosin 40V, Positive-QTOF	splash10-0002-9100000000-5b383733b7e5772b7d93	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sarmentosin 10V, Negative-QTOF	splash10-00b9-0950000000-11581789c8dd6f6d9359	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sarmentosin 20V, Negative-QTOF	splash10-0r2i-9730000000-4d0f6e2c7955ea33274e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sarmentosin 40V, Negative-QTOF	splash10-0pc3-9200000000-650f4f91bb7cee22a9e2	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB002618

KNApSAcK ID

C00001455

Chemspider ID

Not Available

KEGG Compound ID

C08340

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6122810

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

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 Sarmentosin (HMDB0030697)

MOL for HMDB0030697 (Sarmentosin)

3D MOL for HMDB0030697 (Sarmentosin)

3D SDF for HMDB0030697 (Sarmentosin)

3D-SDF for HMDB0030697 (Sarmentosin)

PDB for HMDB0030697 (Sarmentosin)

3D PDB for HMDB0030697 (Sarmentosin)

SMILES for HMDB0030697 (Sarmentosin)

INCHI for HMDB0030697 (Sarmentosin)

Structure for HMDB0030697 (Sarmentosin)

3D Structure for HMDB0030697 (Sarmentosin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra