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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:52:24 UTC

Update Date

2022-03-07 02:56:55 UTC

HMDB ID

HMDB0041208

Secondary Accession Numbers

HMDB41208

Metabolite Identification

Common Name

De-O-methylsimmondsin

Description

De-O-methylsimmondsin belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. De-O-methylsimmondsin has been detected, but not quantified in, several different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, fats and oils, nuts, and robusta coffees (Coffea canephora). This could make de-O-methylsimmondsin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on De-O-methylsimmondsin.

Structure

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

HMDB0041208
     RDKit          3D
De-O-methylsimmondsin
 48 49  0  0  0  0  0  0  0  0999 V2000
    5.8989    0.4882   -0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7772    0.1421    0.4560 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6084    0.3005   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7312    1.2702    0.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5583    0.8402    1.7753 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3894    1.4652   -0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6894    0.1448   -0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5910    0.2340    0.0408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5806    0.0816   -0.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3017   -1.0268   -0.6398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299   -0.9710    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3624   -2.0287   -0.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8352   -1.8117   -1.4676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9856    0.3254    0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287    0.4231    1.7764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1014    1.5315    0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1915    1.6052    1.2934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403    1.2871   -1.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7881    2.3938   -1.5795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5050   -0.9080    0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0788   -1.7077    1.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399   -2.7149    1.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6191   -3.5384    2.1755 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090   -1.0494   -0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8391   -1.4525   -1.6301 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9853   -0.1375   -1.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8105    1.5500   -0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8272    0.4412    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8279    0.6699   -1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1977    2.2801    0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2993    0.2404    1.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6018    2.0125   -1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7845    2.1432    0.4053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7277   -0.0346   -1.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0438   -0.0826   -1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9508   -1.3447    1.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1663   -1.9862    0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9341   -3.0449   -0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4627   -2.4360   -2.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8479    0.4455   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9213    1.3477    1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6644    2.4592    0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9216    2.5514    1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2505    1.0291   -1.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7978    2.4049   -2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418   -1.5803    1.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4690   -1.8231    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -2.4288   -1.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  3  0
 20 24  1  0
 24 25  1  0
 24  3  1  0
 18  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  9 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 21 46  1  0
 24 47  1  0
 25 48  1  0
M  END


  Mrv0541 05061312282D          

 25 26  0  0  0  0            999 V2000
    0.0000    3.3000    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    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
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    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
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  6  2  2  0  0  0  0
  7  4  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14  7  1  0  0  0  0
 14 10  1  0  0  0  0
 15 13  1  0  0  0  0
 16  3  3  0  0  0  0
 17  5  1  0  0  0  0
 18  7  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  0  0  0  0
 22 13  1  0  0  0  0
 23  1  1  0  0  0  0
 23 14  1  0  0  0  0
 24  8  1  0  0  0  0
 24 15  1  0  0  0  0
 25  9  1  0  0  0  0
 25 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041208

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1C(O)CC(OC2OC(CO)C(O)C(O)C2O)\C(=C\C#N)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H23NO9/c1-23-14-7(18)4-8(6(2-3-16)10(14)19)24-15-13(22)12(21)11(20)9(5-17)25-15/h2,7-15,17-22H,4-5H2,1H3/b6-2-

> <INCHI_KEY>
SDYUFOBSNZFKRM-KXFIGUGUSA-N

> <FORMULA>
C15H23NO9

> <MOLECULAR_WEIGHT>
361.3444

> <EXACT_MASS>
361.137281339

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
34.3580443180727

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1E)-2,4-dihydroxy-3-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexylidene]acetonitrile

> <ALOGPS_LOGP>
-1.59

> <JCHEM_LOGP>
-3.554393311333334

> <ALOGPS_LOGS>
-0.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.97772282618682

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.176078726508587

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810836844765607

> <JCHEM_POLAR_SURFACE_AREA>
172.85999999999999

> <JCHEM_REFRACTIVITY>
81.10190000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.56e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1E)-2,4-dihydroxy-3-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexylidene]acetonitrile

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041208
     RDKit          3D
De-O-methylsimmondsin
 48 49  0  0  0  0  0  0  0  0999 V2000
    5.8989    0.4882   -0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7772    0.1421    0.4560 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6084    0.3005   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7312    1.2702    0.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5583    0.8402    1.7753 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3894    1.4652   -0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6894    0.1448   -0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5910    0.2340    0.0408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5806    0.0816   -0.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3017   -1.0268   -0.6398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299   -0.9710    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3624   -2.0287   -0.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8352   -1.8117   -1.4676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9856    0.3254    0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287    0.4231    1.7764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1014    1.5315    0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1915    1.6052    1.2934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403    1.2871   -1.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7881    2.3938   -1.5795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5050   -0.9080    0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0788   -1.7077    1.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399   -2.7149    1.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6191   -3.5384    2.1755 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090   -1.0494   -0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8391   -1.4525   -1.6301 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9853   -0.1375   -1.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8105    1.5500   -0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8272    0.4412    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8279    0.6699   -1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1977    2.2801    0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2993    0.2404    1.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6018    2.0125   -1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7845    2.1432    0.4053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7277   -0.0346   -1.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0438   -0.0826   -1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9508   -1.3447    1.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1663   -1.9862    0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9341   -3.0449   -0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4627   -2.4360   -2.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8479    0.4455   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9213    1.3477    1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6644    2.4592    0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9216    2.5514    1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2505    1.0291   -1.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7978    2.4049   -2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418   -1.5803    1.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4690   -1.8231    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -2.4288   -1.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  3  0
 20 24  1  0
 24 25  1  0
 24  3  1  0
 18  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  9 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 21 46  1  0
 24 47  1  0
 25 48  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   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       1.334   0.770   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      13.337   4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001   8.470   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      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2    3    6                                                       
CONECT    3    2   16                                                       
CONECT    4    7    8                                                       
CONECT    5    9   17                                                       
CONECT    6    2    8   10                                                  
CONECT    7    4   14   18                                                  
CONECT    8    4    6   24                                                  
CONECT    9    5   11   25                                                  
CONECT   10    6   14   19                                                  
CONECT   11    9   12   20                                                  
CONECT   12   11   13   21                                                  
CONECT   13   12   15   22                                                  
CONECT   14    7   10   23                                                  
CONECT   15   13   24   25                                                  
CONECT   16    3                                                            
CONECT   17    5                                                            
CONECT   18    7                                                            
CONECT   19   10                                                            
CONECT   20   11                                                            
CONECT   21   12                                                            
CONECT   22   13                                                            
CONECT   23    1   14                                                       
CONECT   24    8   15                                                       
CONECT   25    9   15                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0041208
HETATM    1  C1  UNL     1       5.899   0.488  -0.296  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.777   0.142   0.456  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.608   0.300  -0.269  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.731   1.270   0.471  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.558   0.840   1.775  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.389   1.465  -0.211  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.689   0.145  -0.463  1.00  0.00           C  
HETATM    8  O3  UNL     1      -0.591   0.234   0.041  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.581   0.082  -0.912  1.00  0.00           C  
HETATM   10  O4  UNL     1      -2.302  -1.027  -0.640  1.00  0.00           O  
HETATM   11  C7  UNL     1      -3.330  -0.971   0.222  1.00  0.00           C  
HETATM   12  C8  UNL     1      -4.362  -2.029  -0.195  1.00  0.00           C  
HETATM   13  O5  UNL     1      -4.835  -1.812  -1.468  1.00  0.00           O  
HETATM   14  C9  UNL     1      -3.986   0.325   0.475  1.00  0.00           C  
HETATM   15  O6  UNL     1      -4.529   0.423   1.776  1.00  0.00           O  
HETATM   16  C10 UNL     1      -3.101   1.532   0.253  1.00  0.00           C  
HETATM   17  O7  UNL     1      -2.191   1.605   1.293  1.00  0.00           O  
HETATM   18  C11 UNL     1      -2.440   1.287  -1.087  1.00  0.00           C  
HETATM   19  O8  UNL     1      -1.788   2.394  -1.579  1.00  0.00           O  
HETATM   20  C12 UNL     1       1.505  -0.908   0.184  1.00  0.00           C  
HETATM   21  C13 UNL     1       1.079  -1.708   1.127  1.00  0.00           C  
HETATM   22  C14 UNL     1       1.940  -2.715   1.711  1.00  0.00           C  
HETATM   23  N1  UNL     1       2.619  -3.538   2.175  1.00  0.00           N  
HETATM   24  C15 UNL     1       2.909  -1.049  -0.288  1.00  0.00           C  
HETATM   25  O9  UNL     1       2.839  -1.452  -1.630  1.00  0.00           O  
HETATM   26  H1  UNL     1       5.985  -0.138  -1.200  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.810   1.550  -0.655  1.00  0.00           H  
HETATM   28  H3  UNL     1       6.827   0.441   0.283  1.00  0.00           H  
HETATM   29  H4  UNL     1       3.828   0.670  -1.293  1.00  0.00           H  
HETATM   30  H5  UNL     1       3.198   2.280   0.524  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.299   0.240   1.997  1.00  0.00           H  
HETATM   32  H7  UNL     1       1.602   2.012  -1.162  1.00  0.00           H  
HETATM   33  H8  UNL     1       0.784   2.143   0.405  1.00  0.00           H  
HETATM   34  H9  UNL     1       0.728  -0.035  -1.550  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.044  -0.083  -1.893  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.951  -1.345   1.222  1.00  0.00           H  
HETATM   37  H12 UNL     1      -5.166  -1.986   0.577  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.934  -3.045  -0.136  1.00  0.00           H  
HETATM   39  H14 UNL     1      -4.463  -2.436  -2.140  1.00  0.00           H  
HETATM   40  H15 UNL     1      -4.848   0.445  -0.215  1.00  0.00           H  
HETATM   41  H16 UNL     1      -4.921   1.348   1.841  1.00  0.00           H  
HETATM   42  H17 UNL     1      -3.664   2.459   0.196  1.00  0.00           H  
HETATM   43  H18 UNL     1      -1.922   2.551   1.396  1.00  0.00           H  
HETATM   44  H19 UNL     1      -3.250   1.029  -1.799  1.00  0.00           H  
HETATM   45  H20 UNL     1      -1.798   2.405  -2.550  1.00  0.00           H  
HETATM   46  H21 UNL     1       0.042  -1.580   1.454  1.00  0.00           H  
HETATM   47  H22 UNL     1       3.469  -1.823   0.267  1.00  0.00           H  
HETATM   48  H23 UNL     1       2.881  -2.429  -1.705  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4   24   29
CONECT    4    5    6   30
CONECT    5   31
CONECT    6    7   32   33
CONECT    7    8   20   34
CONECT    8    9
CONECT    9   10   18   35
CONECT   10   11
CONECT   11   12   14   36
CONECT   12   13   37   38
CONECT   13   39
CONECT   14   15   16   40
CONECT   15   41
CONECT   16   17   18   42
CONECT   17   43
CONECT   18   19   44
CONECT   19   45
CONECT   20   21   21   24
CONECT   21   22   46
CONECT   22   23   23   23
CONECT   24   25   47
CONECT   25   48
END

HMDB0041208
     RDKit          3D
De-O-methylsimmondsin
 48 49  0  0  0  0  0  0  0  0999 V2000
    5.8989    0.4882   -0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7772    0.1421    0.4560 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6084    0.3005   -0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7312    1.2702    0.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5583    0.8402    1.7753 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3894    1.4652   -0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6894    0.1448   -0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5910    0.2340    0.0408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5806    0.0816   -0.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3017   -1.0268   -0.6398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299   -0.9710    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3624   -2.0287   -0.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8352   -1.8117   -1.4676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9856    0.3254    0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287    0.4231    1.7764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1014    1.5315    0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1915    1.6052    1.2934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403    1.2871   -1.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7881    2.3938   -1.5795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5050   -0.9080    0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0788   -1.7077    1.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399   -2.7149    1.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6191   -3.5384    2.1755 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090   -1.0494   -0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8391   -1.4525   -1.6301 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9853   -0.1375   -1.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8105    1.5500   -0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8272    0.4412    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8279    0.6699   -1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1977    2.2801    0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2993    0.2404    1.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6018    2.0125   -1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7845    2.1432    0.4053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7277   -0.0346   -1.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0438   -0.0826   -1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9508   -1.3447    1.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1663   -1.9862    0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9341   -3.0449   -0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4627   -2.4360   -2.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8479    0.4455   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9213    1.3477    1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6644    2.4592    0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9216    2.5514    1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2505    1.0291   -1.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7978    2.4049   -2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418   -1.5803    1.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4690   -1.8231    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -2.4288   -1.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  3  0
 20 24  1  0
 24 25  1  0
 24  3  1  0
 18  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  9 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 21 46  1  0
 24 47  1  0
 25 48  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₃NO₉

Average Molecular Weight

361.3444

Monoisotopic Molecular Weight

361.137281339

IUPAC Name

2-[(1E)-2,4-dihydroxy-3-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexylidene]acetonitrile

Traditional Name

2-[(1E)-2,4-dihydroxy-3-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexylidene]acetonitrile

CAS Registry Number

135105-75-8

SMILES

COC1C(O)CC(OC2OC(CO)C(O)C(O)C2O)\C(=C\C#N)C1O

InChI Identifier

InChI=1S/C15H23NO9/c1-23-14-7(18)4-8(6(2-3-16)10(14)19)24-15-13(22)12(21)11(20)9(5-17)25-15/h2,7-15,17-22H,4-5H2,1H3/b6-2-

InChI Key

SDYUFOBSNZFKRM-KXFIGUGUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Hexose monosaccharide
O-glycosyl compound
Cyclitol or derivatives
Monosaccharide
Oxane
Cyclic alcohol
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Nitrile
Carbonitrile
Oxacycle
Ether
Dialkyl ether
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen 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

Extracellular (HMDB: HMDB0041208)
Cytoplasm (HMDB: HMDB0041208)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041208)

Source

Exogenous

Food

Food (HMDB: HMDB0041208)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Nut

Nuts (FooDB: FOOD00869)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0041208)
Coffea (HMDB: HMDB0041208)

Not Available

Nutrient (HMDB: HMDB0041208)

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	1000000 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	75.6 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-3.6	ChemAxon
logS	-0.68	ALOGPS
pKa (Strongest Acidic)	12.18	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	172.86 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.1 m³·mol⁻¹	ChemAxon
Polarizability	34.36 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	183.006	31661259
DarkChem	[M-H]-	177.185	31661259
DeepCCS	[M+H]+	181.263	30932474
DeepCCS	[M-H]-	178.713	30932474
DeepCCS	[M-2H]-	213.656	30932474
DeepCCS	[M+Na]+	189.946	30932474
AllCCS	[M+H]+	183.8	32859911
AllCCS	[M+H-H2O]+	181.1	32859911
AllCCS	[M+NH4]+	186.3	32859911
AllCCS	[M+Na]+	187.0	32859911
AllCCS	[M-H]-	182.0	32859911
AllCCS	[M+Na-2H]-	181.9	32859911
AllCCS	[M+HCOO]-	181.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
De-O-methylsimmondsin	COC1C(O)CC(OC2OC(CO)C(O)C(O)C2O)\C(=C\C#N)C1O	3686.2	Standard polar	33892256
De-O-methylsimmondsin	COC1C(O)CC(OC2OC(CO)C(O)C(O)C2O)\C(=C\C#N)C1O	3053.3	Standard non polar	33892256
De-O-methylsimmondsin	COC1C(O)CC(OC2OC(CO)C(O)C(O)C2O)\C(=C\C#N)C1O	3186.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
De-O-methylsimmondsin,1TMS,isomer #1	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O)C(O)C2O)/C(=C/C#N)C1O	3065.2	Semi standard non polar	33892256
De-O-methylsimmondsin,1TMS,isomer #2	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)/C(=C/C#N)C1O	3089.8	Semi standard non polar	33892256
De-O-methylsimmondsin,1TMS,isomer #3	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)/C(=C/C#N)C1O	3089.5	Semi standard non polar	33892256
De-O-methylsimmondsin,1TMS,isomer #4	COC1C(O)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O	3072.9	Semi standard non polar	33892256
De-O-methylsimmondsin,1TMS,isomer #5	COC1C(O)CC(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O	3081.0	Semi standard non polar	33892256
De-O-methylsimmondsin,1TMS,isomer #6	COC1C(O)CC(OC2OC(CO)C(O)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C	3081.5	Semi standard non polar	33892256
De-O-methylsimmondsin,2TMS,isomer #1	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)/C(=C/C#N)C1O	3056.1	Semi standard non polar	33892256
De-O-methylsimmondsin,2TMS,isomer #10	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O	3077.6	Semi standard non polar	33892256
De-O-methylsimmondsin,2TMS,isomer #11	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O	3069.2	Semi standard non polar	33892256
De-O-methylsimmondsin,2TMS,isomer #12	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C	3077.2	Semi standard non polar	33892256
De-O-methylsimmondsin,2TMS,isomer #13	COC1C(O)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O	3073.8	Semi standard non polar	33892256
De-O-methylsimmondsin,2TMS,isomer #14	COC1C(O)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O[Si](C)(C)C	3066.2	Semi standard non polar	33892256
De-O-methylsimmondsin,2TMS,isomer #15	COC1C(O)CC(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	3075.0	Semi standard non polar	33892256
De-O-methylsimmondsin,2TMS,isomer #2	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)/C(=C/C#N)C1O	3060.8	Semi standard non polar	33892256
De-O-methylsimmondsin,2TMS,isomer #3	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O	3046.6	Semi standard non polar	33892256
De-O-methylsimmondsin,2TMS,isomer #4	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O	3059.9	Semi standard non polar	33892256
De-O-methylsimmondsin,2TMS,isomer #5	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C	3052.1	Semi standard non polar	33892256
De-O-methylsimmondsin,2TMS,isomer #6	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)/C(=C/C#N)C1O	3085.2	Semi standard non polar	33892256
De-O-methylsimmondsin,2TMS,isomer #7	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O	3075.2	Semi standard non polar	33892256
De-O-methylsimmondsin,2TMS,isomer #8	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O	3083.7	Semi standard non polar	33892256
De-O-methylsimmondsin,2TMS,isomer #9	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C	3066.3	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #1	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)/C(=C/C#N)C1O	3054.7	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #10	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	3059.9	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #11	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O	3055.1	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #12	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O	3052.2	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #13	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C	3052.7	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #14	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O	3041.4	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #15	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O[Si](C)(C)C	3039.5	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #16	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	3049.6	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #17	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O	3077.1	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #18	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O[Si](C)(C)C	3062.9	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #19	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	3051.1	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #2	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O	3043.5	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #20	COC1C(O)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	3048.7	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #3	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O	3054.5	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #4	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C	3031.0	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #5	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O	3061.1	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #6	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O	3048.2	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #7	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C	3064.9	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #8	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O	3049.9	Semi standard non polar	33892256
De-O-methylsimmondsin,3TMS,isomer #9	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O[Si](C)(C)C	3049.1	Semi standard non polar	33892256
De-O-methylsimmondsin,4TMS,isomer #1	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O	3000.4	Semi standard non polar	33892256
De-O-methylsimmondsin,4TMS,isomer #10	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	2984.2	Semi standard non polar	33892256
De-O-methylsimmondsin,4TMS,isomer #11	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O	3021.5	Semi standard non polar	33892256
De-O-methylsimmondsin,4TMS,isomer #12	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O[Si](C)(C)C	3001.8	Semi standard non polar	33892256
De-O-methylsimmondsin,4TMS,isomer #13	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	3007.6	Semi standard non polar	33892256
De-O-methylsimmondsin,4TMS,isomer #14	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	2984.0	Semi standard non polar	33892256
De-O-methylsimmondsin,4TMS,isomer #15	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	3007.8	Semi standard non polar	33892256
De-O-methylsimmondsin,4TMS,isomer #2	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O	3006.6	Semi standard non polar	33892256
De-O-methylsimmondsin,4TMS,isomer #3	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C	3006.0	Semi standard non polar	33892256
De-O-methylsimmondsin,4TMS,isomer #4	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O	2983.9	Semi standard non polar	33892256
De-O-methylsimmondsin,4TMS,isomer #5	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O[Si](C)(C)C	2987.4	Semi standard non polar	33892256
De-O-methylsimmondsin,4TMS,isomer #6	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	3006.4	Semi standard non polar	33892256
De-O-methylsimmondsin,4TMS,isomer #7	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O	3003.3	Semi standard non polar	33892256
De-O-methylsimmondsin,4TMS,isomer #8	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O[Si](C)(C)C	3000.7	Semi standard non polar	33892256
De-O-methylsimmondsin,4TMS,isomer #9	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	3009.7	Semi standard non polar	33892256
De-O-methylsimmondsin,5TMS,isomer #1	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O	2945.9	Semi standard non polar	33892256
De-O-methylsimmondsin,5TMS,isomer #2	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)/C(=C/C#N)C1O[Si](C)(C)C	2961.2	Semi standard non polar	33892256
De-O-methylsimmondsin,5TMS,isomer #3	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	2952.8	Semi standard non polar	33892256
De-O-methylsimmondsin,5TMS,isomer #4	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	2932.5	Semi standard non polar	33892256
De-O-methylsimmondsin,5TMS,isomer #5	COC1C(O[Si](C)(C)C)CC(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	2917.1	Semi standard non polar	33892256
De-O-methylsimmondsin,5TMS,isomer #6	COC1C(O)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	2948.7	Semi standard non polar	33892256
De-O-methylsimmondsin,6TMS,isomer #1	COC1C(O[Si](C)(C)C)CC(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C	2886.8	Semi standard non polar	33892256
De-O-methylsimmondsin,1TBDMS,isomer #1	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO)C(O)C(O)C2O)/C(=C/C#N)C1O	3324.0	Semi standard non polar	33892256
De-O-methylsimmondsin,1TBDMS,isomer #2	COC1C(O)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)/C(=C/C#N)C1O	3326.7	Semi standard non polar	33892256
De-O-methylsimmondsin,1TBDMS,isomer #3	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)/C(=C/C#N)C1O	3339.9	Semi standard non polar	33892256
De-O-methylsimmondsin,1TBDMS,isomer #4	COC1C(O)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)/C(=C/C#N)C1O	3331.3	Semi standard non polar	33892256
De-O-methylsimmondsin,1TBDMS,isomer #5	COC1C(O)CC(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O	3328.8	Semi standard non polar	33892256
De-O-methylsimmondsin,1TBDMS,isomer #6	COC1C(O)CC(OC2OC(CO)C(O)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3333.6	Semi standard non polar	33892256
De-O-methylsimmondsin,2TBDMS,isomer #1	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)/C(=C/C#N)C1O	3465.9	Semi standard non polar	33892256
De-O-methylsimmondsin,2TBDMS,isomer #10	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)/C(=C/C#N)C1O	3492.9	Semi standard non polar	33892256
De-O-methylsimmondsin,2TBDMS,isomer #11	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O	3486.8	Semi standard non polar	33892256
De-O-methylsimmondsin,2TBDMS,isomer #12	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3498.0	Semi standard non polar	33892256
De-O-methylsimmondsin,2TBDMS,isomer #13	COC1C(O)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O	3488.6	Semi standard non polar	33892256
De-O-methylsimmondsin,2TBDMS,isomer #14	COC1C(O)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3493.4	Semi standard non polar	33892256
De-O-methylsimmondsin,2TBDMS,isomer #15	COC1C(O)CC(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3487.2	Semi standard non polar	33892256
De-O-methylsimmondsin,2TBDMS,isomer #2	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)/C(=C/C#N)C1O	3481.3	Semi standard non polar	33892256
De-O-methylsimmondsin,2TBDMS,isomer #3	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)/C(=C/C#N)C1O	3478.7	Semi standard non polar	33892256
De-O-methylsimmondsin,2TBDMS,isomer #4	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O	3469.0	Semi standard non polar	33892256
De-O-methylsimmondsin,2TBDMS,isomer #5	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO)C(O)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3488.6	Semi standard non polar	33892256
De-O-methylsimmondsin,2TBDMS,isomer #6	COC1C(O)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)/C(=C/C#N)C1O	3490.7	Semi standard non polar	33892256
De-O-methylsimmondsin,2TBDMS,isomer #7	COC1C(O)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)/C(=C/C#N)C1O	3500.1	Semi standard non polar	33892256
De-O-methylsimmondsin,2TBDMS,isomer #8	COC1C(O)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O	3490.2	Semi standard non polar	33892256
De-O-methylsimmondsin,2TBDMS,isomer #9	COC1C(O)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3476.9	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #1	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)/C(=C/C#N)C1O	3629.0	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #10	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3643.4	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #11	COC1C(O)CC(OC2OC(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)C2O)/C(=C/C#N)C1O	3658.5	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #12	COC1C(O)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O	3656.6	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #13	COC1C(O)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3642.7	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #14	COC1C(O)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O	3649.7	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #15	COC1C(O)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3641.7	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #16	COC1C(O)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3645.7	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #17	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O	3643.3	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #18	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3639.8	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #19	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3641.2	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #2	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)/C(=C/C#N)C1O	3631.9	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #20	COC1C(O)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3639.8	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #3	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O	3629.3	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #4	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3630.6	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #5	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)/C(=C/C#N)C1O	3629.6	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #6	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O	3626.7	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #7	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3643.1	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #8	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O	3627.8	Semi standard non polar	33892256
De-O-methylsimmondsin,3TBDMS,isomer #9	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3639.0	Semi standard non polar	33892256
De-O-methylsimmondsin,4TBDMS,isomer #1	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(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)C2O)/C(=C/C#N)C1O	3780.4	Semi standard non polar	33892256
De-O-methylsimmondsin,4TBDMS,isomer #10	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3770.5	Semi standard non polar	33892256
De-O-methylsimmondsin,4TBDMS,isomer #11	COC1C(O)CC(OC2OC(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)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O	3786.7	Semi standard non polar	33892256
De-O-methylsimmondsin,4TBDMS,isomer #12	COC1C(O)CC(OC2OC(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)C2O)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3787.3	Semi standard non polar	33892256
De-O-methylsimmondsin,4TBDMS,isomer #13	COC1C(O)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3781.0	Semi standard non polar	33892256
De-O-methylsimmondsin,4TBDMS,isomer #14	COC1C(O)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3774.5	Semi standard non polar	33892256
De-O-methylsimmondsin,4TBDMS,isomer #15	COC1C(O)CC(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3762.7	Semi standard non polar	33892256
De-O-methylsimmondsin,4TBDMS,isomer #2	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O	3777.6	Semi standard non polar	33892256
De-O-methylsimmondsin,4TBDMS,isomer #3	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3778.8	Semi standard non polar	33892256
De-O-methylsimmondsin,4TBDMS,isomer #4	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O	3769.5	Semi standard non polar	33892256
De-O-methylsimmondsin,4TBDMS,isomer #5	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3786.1	Semi standard non polar	33892256
De-O-methylsimmondsin,4TBDMS,isomer #6	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3783.0	Semi standard non polar	33892256
De-O-methylsimmondsin,4TBDMS,isomer #7	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O	3753.7	Semi standard non polar	33892256
De-O-methylsimmondsin,4TBDMS,isomer #8	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3777.7	Semi standard non polar	33892256
De-O-methylsimmondsin,4TBDMS,isomer #9	COC1C(O[Si](C)(C)C(C)(C)C)CC(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)/C(=C/C#N)C1O[Si](C)(C)C(C)(C)C	3769.9	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 - De-O-methylsimmondsin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0016-9326000000-8dffadb38d1b4c51e49e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - De-O-methylsimmondsin GC-MS (4 TMS) - 70eV, Positive	splash10-001r-1931018000-c70190986ed5f2b68c9e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - De-O-methylsimmondsin 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 - De-O-methylsimmondsin 10V, Positive-QTOF	splash10-0gx3-0849000000-918fc0fd22e4eb03423c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - De-O-methylsimmondsin 20V, Positive-QTOF	splash10-001i-0921000000-6bead8f7ac38bda5a464	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - De-O-methylsimmondsin 40V, Positive-QTOF	splash10-0udi-9610000000-8439b584bbd9902a4266	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - De-O-methylsimmondsin 10V, Negative-QTOF	splash10-03ea-1819000000-ff25b6719ccf409e36fc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - De-O-methylsimmondsin 20V, Negative-QTOF	splash10-000w-2911000000-e5a137616170b7067a2e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - De-O-methylsimmondsin 40V, Negative-QTOF	splash10-000t-3900000000-939ec3851c59886d9deb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - De-O-methylsimmondsin 10V, Negative-QTOF	splash10-03di-0509000000-108eb3213e2d6c6db6f1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - De-O-methylsimmondsin 20V, Negative-QTOF	splash10-015i-1914000000-755bfac9237104494535	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - De-O-methylsimmondsin 40V, Negative-QTOF	splash10-067i-5901000000-5ca44088c14008f52a49	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - De-O-methylsimmondsin 10V, Positive-QTOF	splash10-03di-0109000000-90864231f5b8e369b96e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - De-O-methylsimmondsin 20V, Positive-QTOF	splash10-0ue9-1932000000-b0c62aa38eab3c5914fb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - De-O-methylsimmondsin 40V, Positive-QTOF	splash10-0wmi-4930000000-6cfbcacdffe1c84438b4	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

FDB021107

KNApSAcK ID

Not Available

Chemspider ID

4525057

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5375609

PDB ID

Not Available

ChEBI ID

172591

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1890501

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for De-O-methylsimmondsin (HMDB0041208)

MOL for HMDB0041208 (De-O-methylsimmondsin)

3D MOL for HMDB0041208 (De-O-methylsimmondsin)

3D SDF for HMDB0041208 (De-O-methylsimmondsin)

3D-SDF for HMDB0041208 (De-O-methylsimmondsin)

PDB for HMDB0041208 (De-O-methylsimmondsin)

3D PDB for HMDB0041208 (De-O-methylsimmondsin)

SMILES for HMDB0041208 (De-O-methylsimmondsin)

INCHI for HMDB0041208 (De-O-methylsimmondsin)

Structure for HMDB0041208 (De-O-methylsimmondsin)

3D Structure for HMDB0041208 (De-O-methylsimmondsin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra