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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:57 UTC

Update Date

2022-03-07 02:53:28 UTC

HMDB ID

HMDB0032809

Secondary Accession Numbers

HMDB32809

Metabolite Identification

Common Name

4-Hydroxyphenylacetonitrile triacetylrhamnoside

Description

4-Hydroxyphenylacetonitrile triacetylrhamnoside belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Based on a literature review very few articles have been published on 4-Hydroxyphenylacetonitrile triacetylrhamnoside.

Structure

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


  Mrv1652309272007392D          

 29 30  0  0  0  0            999 V2000
10013.101710014.0687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.959410015.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10016.674610015.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.676010013.2443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.245810014.0687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.676010016.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.245810015.7177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.245810015.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.531410015.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.816810015.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.816810014.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.531210014.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10015.245810014.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.674410015.7185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10010.960010015.3059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10010.960010014.4810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10011.674410014.0686    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10012.388910014.4810    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10012.388910015.3059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10009.531110015.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.816010015.7168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.531710014.4788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.246710013.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.532210012.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.391410012.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.962110012.8311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.392610012.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.105710013.2463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.389310015.7184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13  8  1  0  0  0  0
  1 11  1  0  0  0  0
  8  2  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 19  1  0  0  0  0
 18 19  1  0  0  0  0
 18  1  1  1  0  0  0
 17  4  1  6  0  0  0
 16  5  1  6  0  0  0
 15  7  1  1  0  0  0
 14  6  1  6  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  0  0  0  0
  4 25  1  0  0  0  0
 25 27  1  0  0  0  0
 23 26  2  0  0  0  0
 25 28  2  0  0  0  0
  2  3  1  0  0  0  0
  3 29  3  0  0  0  0
M  END

HMDB0032809
     RDKit          3D
4-Hydroxyphenylacetonitrile triacetylrhamnoside
 52 53  0  0  0  0  0  0  0  0999 V2000
   -6.0239    1.9327   -0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5201    1.8770   -0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8096    2.8011   -0.6278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8594    0.8039    0.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    0.6588    0.5129 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0326    0.6621    1.9731 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5676    1.9739    2.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6698    0.6889    2.1081 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0037    0.0169    1.0738 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2673   -0.4039    1.4352 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4686   -0.0251    0.8687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5984    0.8598   -0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8668    1.1699   -0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139    0.6255   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3122    1.0067   -0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9031    2.1772   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3789    3.1006    0.4299 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8925   -0.2635    0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495   -0.5740    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9004   -1.1752    0.7225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0819   -2.1099    0.0631 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1851   -3.3783    0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0597   -4.3398   -0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3358   -3.7620    1.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9930   -0.6262   -0.1685 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4786   -0.2982   -1.4598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1004   -0.8319   -2.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6009   -0.5190   -3.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0950   -1.5859   -2.4221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3581    2.9574    0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3657    1.2710    0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4091    1.6098   -1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9970    1.5512    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5304   -0.1431    2.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5622    2.7824    1.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899    2.2372    3.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6085    1.8170    2.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0284    0.7333    0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7330    1.3169   -0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9472    1.8733   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1951    1.2824   -1.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0241    0.1636   -0.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8110   -0.6778    1.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5887   -1.2843    2.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3387   -1.5312    1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8192   -3.8158   -0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6329   -4.9259    0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4575   -5.0452   -0.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8566   -1.2912   -0.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4760   -0.5021   -3.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9710    0.4830   -4.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8266   -1.3238   -4.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  3  0
 14 18  1  0
 18 19  2  0
  9 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 20 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 25  5  1  0
 19 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  6
  6 34  1  1
  7 35  1  0
  7 36  1  0
  7 37  1  0
  9 38  1  6
 12 39  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  1
 23 46  1  0
 23 47  1  0
 23 48  1  0
 25 49  1  6
 28 50  1  0
 28 51  1  0
 28 52  1  0
M  END


  Mrv1652309272007392D          

 29 30  0  0  0  0            999 V2000
10013.101710014.0687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.959410015.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10016.674610015.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.676010013.2443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.245810014.0687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.676010016.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.245810015.7177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.245810015.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.531410015.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.816810015.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.816810014.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.531210014.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10015.245810014.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.674410015.7185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10010.960010015.3059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10010.960010014.4810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10011.674410014.0686    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10012.388910014.4810    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10012.388910015.3059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10009.531110015.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.816010015.7168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.531710014.4788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.246710013.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.532210012.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.391410012.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.962110012.8311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.392610012.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.105710013.2463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.389310015.7184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13  8  1  0  0  0  0
  1 11  1  0  0  0  0
  8  2  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 19  1  0  0  0  0
 18 19  1  0  0  0  0
 18  1  1  1  0  0  0
 17  4  1  6  0  0  0
 16  5  1  6  0  0  0
 15  7  1  1  0  0  0
 14  6  1  6  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  0  0  0  0
  4 25  1  0  0  0  0
 25 27  1  0  0  0  0
 23 26  2  0  0  0  0
 25 28  2  0  0  0  0
  2  3  1  0  0  0  0
  3 29  3  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032809

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1O[C@@H](OC2=CC=C(CC#N)C=C2)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H23NO8/c1-11-17(26-12(2)22)18(27-13(3)23)19(28-14(4)24)20(25-11)29-16-7-5-15(6-8-16)9-10-21/h5-8,11,17-20H,9H2,1-4H3/t11-,17-,18+,19+,20-/m0/s1

> <INCHI_KEY>
CRZLVGUYFBECND-FXCHBBSNSA-N

> <FORMULA>
C20H23NO8

> <MOLECULAR_WEIGHT>
405.403

> <EXACT_MASS>
405.142366705

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
40.496384165028786

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S,4R,5R,6S)-4,5-bis(acetyloxy)-6-[4-(cyanomethyl)phenoxy]-2-methyloxan-3-yl acetate

> <ALOGPS_LOGP>
2.54

> <JCHEM_LOGP>
1.4675957546666663

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.175051506419958

> <JCHEM_PKA_STRONGEST_BASIC>
-4.281667932017032

> <JCHEM_POLAR_SURFACE_AREA>
121.15

> <JCHEM_REFRACTIVITY>
96.38100000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.69e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4R,5R,6S)-4,5-bis(acetyloxy)-6-[4-(cyanomethyl)phenoxy]-2-methyloxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032809
     RDKit          3D
4-Hydroxyphenylacetonitrile triacetylrhamnoside
 52 53  0  0  0  0  0  0  0  0999 V2000
   -6.0239    1.9327   -0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5201    1.8770   -0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8096    2.8011   -0.6278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8594    0.8039    0.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    0.6588    0.5129 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0326    0.6621    1.9731 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5676    1.9739    2.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6698    0.6889    2.1081 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0037    0.0169    1.0738 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2673   -0.4039    1.4352 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4686   -0.0251    0.8687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5984    0.8598   -0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8668    1.1699   -0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139    0.6255   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3122    1.0067   -0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9031    2.1772   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3789    3.1006    0.4299 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8925   -0.2635    0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495   -0.5740    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9004   -1.1752    0.7225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0819   -2.1099    0.0631 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1851   -3.3783    0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0597   -4.3398   -0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3358   -3.7620    1.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9930   -0.6262   -0.1685 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4786   -0.2982   -1.4598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1004   -0.8319   -2.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6009   -0.5190   -3.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0950   -1.5859   -2.4221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3581    2.9574    0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3657    1.2710    0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4091    1.6098   -1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9970    1.5512    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5304   -0.1431    2.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5622    2.7824    1.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899    2.2372    3.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6085    1.8170    2.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0284    0.7333    0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7330    1.3169   -0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9472    1.8733   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1951    1.2824   -1.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0241    0.1636   -0.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8110   -0.6778    1.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5887   -1.2843    2.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3387   -1.5312    1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8192   -3.8158   -0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6329   -4.9259    0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4575   -5.0452   -0.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8566   -1.2912   -0.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4760   -0.5021   -3.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9710    0.4830   -4.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8266   -1.3238   -4.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  3  0
 14 18  1  0
 18 19  2  0
  9 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 20 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 25  5  1  0
 19 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  6
  6 34  1  1
  7 35  1  0
  7 36  1  0
  7 37  1  0
  9 38  1  6
 12 39  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  1
 23 46  1  0
 23 47  1  0
 23 48  1  0
 25 49  1  6
 28 50  1  0
 28 51  1  0
 28 52  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0    8691.1238692.928   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8696.4588696.006   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8697.7938695.237   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8688.4628691.389   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8685.7928692.928   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8688.4628697.545   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8685.7928696.006   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8695.1258695.238   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8693.7928696.008   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8692.4588695.238   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8692.4588693.698   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8693.7928692.928   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8695.1258693.698   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8688.4598696.008   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8687.1258695.238   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8687.1258693.698   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8688.4598692.928   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8689.7938693.698   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8689.7938695.238   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8684.4588695.235   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8683.1238696.005   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0    8684.4598693.694   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0    8685.7948691.387   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8684.4608690.615   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8689.7978690.621   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0    8687.1298690.618   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0    8689.8008689.080   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0    8691.1318691.393   0.000  0.00  0.00           O+0
HETATM   29  N   UNK     0    8699.1278696.008   0.000  0.00  0.00           N+0
CONECT    1   11   18                                                       
CONECT    2    8    3                                                       
CONECT    3    2   29                                                       
CONECT    4   17   25                                                       
CONECT    5   16   23                                                       
CONECT    6   14                                                            
CONECT    7   15   20                                                       
CONECT    8    9   13    2                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12    1                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   15   19    6                                                  
CONECT   15   14   16    7                                                  
CONECT   16   15   17    5                                                  
CONECT   17   16   18    4                                                  
CONECT   18   17   19    1                                                  
CONECT   19   14   18                                                       
CONECT   20    7   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    5   24   26                                                  
CONECT   24   23                                                            
CONECT   25    4   27   28                                                  
CONECT   26   23                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
CONECT   29    3                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

COMPND    HMDB0032809
HETATM    1  C1  UNL     1      -6.024   1.933  -0.188  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.520   1.877  -0.146  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.810   2.801  -0.628  1.00  0.00           O  
HETATM    4  O2  UNL     1      -3.859   0.804   0.425  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.478   0.659   0.513  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.033   0.662   1.973  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.568   1.974   2.558  1.00  0.00           C  
HETATM    8  O3  UNL     1      -0.670   0.689   2.108  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.004   0.017   1.074  1.00  0.00           C  
HETATM   10  O4  UNL     1       1.267  -0.404   1.435  1.00  0.00           O  
HETATM   11  C7  UNL     1       2.469  -0.025   0.869  1.00  0.00           C  
HETATM   12  C8  UNL     1       2.598   0.860  -0.179  1.00  0.00           C  
HETATM   13  C9  UNL     1       3.867   1.170  -0.672  1.00  0.00           C  
HETATM   14  C10 UNL     1       5.014   0.625  -0.154  1.00  0.00           C  
HETATM   15  C11 UNL     1       6.312   1.007  -0.733  1.00  0.00           C  
HETATM   16  C12 UNL     1       6.903   2.177  -0.081  1.00  0.00           C  
HETATM   17  N1  UNL     1       7.379   3.101   0.430  1.00  0.00           N  
HETATM   18  C13 UNL     1       4.892  -0.263   0.898  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.649  -0.574   1.389  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.900  -1.175   0.722  1.00  0.00           C  
HETATM   21  O5  UNL     1      -0.082  -2.110   0.063  1.00  0.00           O  
HETATM   22  C16 UNL     1       0.185  -3.378   0.497  1.00  0.00           C  
HETATM   23  C17 UNL     1       1.060  -4.340  -0.233  1.00  0.00           C  
HETATM   24  O6  UNL     1      -0.336  -3.762   1.576  1.00  0.00           O  
HETATM   25  C18 UNL     1      -1.993  -0.626  -0.168  1.00  0.00           C  
HETATM   26  O7  UNL     1      -1.479  -0.298  -1.460  1.00  0.00           O  
HETATM   27  C19 UNL     1      -2.100  -0.832  -2.578  1.00  0.00           C  
HETATM   28  C20 UNL     1      -1.601  -0.519  -3.941  1.00  0.00           C  
HETATM   29  O8  UNL     1      -3.095  -1.586  -2.422  1.00  0.00           O  
HETATM   30  H1  UNL     1      -6.358   2.957   0.092  1.00  0.00           H  
HETATM   31  H2  UNL     1      -6.366   1.271   0.648  1.00  0.00           H  
HETATM   32  H3  UNL     1      -6.409   1.610  -1.171  1.00  0.00           H  
HETATM   33  H4  UNL     1      -1.997   1.551   0.046  1.00  0.00           H  
HETATM   34  H5  UNL     1      -2.530  -0.143   2.555  1.00  0.00           H  
HETATM   35  H6  UNL     1      -2.562   2.782   1.825  1.00  0.00           H  
HETATM   36  H7  UNL     1      -1.990   2.237   3.489  1.00  0.00           H  
HETATM   37  H8  UNL     1      -3.609   1.817   2.897  1.00  0.00           H  
HETATM   38  H9  UNL     1       0.028   0.733   0.235  1.00  0.00           H  
HETATM   39  H10 UNL     1       1.733   1.317  -0.623  1.00  0.00           H  
HETATM   40  H11 UNL     1       3.947   1.873  -1.502  1.00  0.00           H  
HETATM   41  H12 UNL     1       6.195   1.282  -1.816  1.00  0.00           H  
HETATM   42  H13 UNL     1       7.024   0.164  -0.604  1.00  0.00           H  
HETATM   43  H14 UNL     1       5.811  -0.678   1.287  1.00  0.00           H  
HETATM   44  H15 UNL     1       3.589  -1.284   2.225  1.00  0.00           H  
HETATM   45  H16 UNL     1      -1.339  -1.531   1.652  1.00  0.00           H  
HETATM   46  H17 UNL     1       1.819  -3.816  -0.847  1.00  0.00           H  
HETATM   47  H18 UNL     1       1.633  -4.926   0.524  1.00  0.00           H  
HETATM   48  H19 UNL     1       0.458  -5.045  -0.813  1.00  0.00           H  
HETATM   49  H20 UNL     1      -2.857  -1.291  -0.235  1.00  0.00           H  
HETATM   50  H21 UNL     1      -0.476  -0.502  -3.855  1.00  0.00           H  
HETATM   51  H22 UNL     1      -1.971   0.483  -4.290  1.00  0.00           H  
HETATM   52  H23 UNL     1      -1.827  -1.324  -4.665  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   25   33
CONECT    6    7    8   34
CONECT    7   35   36   37
CONECT    8    9
CONECT    9   10   20   38
CONECT   10   11
CONECT   11   12   12   19
CONECT   12   13   39
CONECT   13   14   14   40
CONECT   14   15   18
CONECT   15   16   41   42
CONECT   16   17   17   17
CONECT   18   19   19   43
CONECT   19   44
CONECT   20   21   25   45
CONECT   21   22
CONECT   22   23   24   24
CONECT   23   46   47   48
CONECT   25   26   49
CONECT   26   27
CONECT   27   28   29   29
CONECT   28   50   51   52
END

HMDB0032809
     RDKit          3D
4-Hydroxyphenylacetonitrile triacetylrhamnoside
 52 53  0  0  0  0  0  0  0  0999 V2000
   -6.0239    1.9327   -0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5201    1.8770   -0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8096    2.8011   -0.6278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8594    0.8039    0.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    0.6588    0.5129 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0326    0.6621    1.9731 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5676    1.9739    2.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6698    0.6889    2.1081 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0037    0.0169    1.0738 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2673   -0.4039    1.4352 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4686   -0.0251    0.8687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5984    0.8598   -0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8668    1.1699   -0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139    0.6255   -0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3122    1.0067   -0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9031    2.1772   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3789    3.1006    0.4299 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8925   -0.2635    0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495   -0.5740    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9004   -1.1752    0.7225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0819   -2.1099    0.0631 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1851   -3.3783    0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0597   -4.3398   -0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3358   -3.7620    1.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9930   -0.6262   -0.1685 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4786   -0.2982   -1.4598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1004   -0.8319   -2.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6009   -0.5190   -3.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0950   -1.5859   -2.4221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3581    2.9574    0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3657    1.2710    0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4091    1.6098   -1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9970    1.5512    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5304   -0.1431    2.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5622    2.7824    1.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899    2.2372    3.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6085    1.8170    2.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0284    0.7333    0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7330    1.3169   -0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9472    1.8733   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1951    1.2824   -1.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0241    0.1636   -0.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8110   -0.6778    1.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5887   -1.2843    2.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3387   -1.5312    1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8192   -3.8158   -0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6329   -4.9259    0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4575   -5.0452   -0.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8566   -1.2912   -0.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4760   -0.5021   -3.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9710    0.4830   -4.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8266   -1.3238   -4.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  3  0
 14 18  1  0
 18 19  2  0
  9 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 20 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 25  5  1  0
 19 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  6
  6 34  1  1
  7 35  1  0
  7 36  1  0
  7 37  1  0
  9 38  1  6
 12 39  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  1
 23 46  1  0
 23 47  1  0
 23 48  1  0
 25 49  1  6
 28 50  1  0
 28 51  1  0
 28 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-(2',3',4'-Tri-O-acetyl-alpha-L-rhamnopyranosyloxy)-phenylacetonitrile	HMDB
4-(2’,3’,4’-tri-O-acetyl-α-L-rhamnopyranosyloxy)-phenylacetonitrile	HMDB
4-[(2',3',4'-Tri-O-acetyl-alpha-L-rhamnosyloxy)benzyl]nitrile	HMDB
4-[(2,3,4-Tri-O-acetyl-6-deoxy-alpha-L-mannopyranosyl)oxy]benzonitrile	HMDB
4-[(2,3,4-Tri-O-acetyl-6-deoxy-α-L-mannopyranosyl)oxy]benzonitrile	HMDB
4-[(2’,3’,4’-tri-O-acetyl-α-L-rhamnosyloxy)benzyl]nitrile	HMDB
4-Hydroxyphenylacetonitrile triacetylrhamnoside	HMDB

Chemical Formula

C₂₀H₂₃NO₈

Average Molecular Weight

405.403

Monoisotopic Molecular Weight

405.142366705

IUPAC Name

(2S,3S,4R,5R,6S)-4,5-bis(acetyloxy)-6-[4-(cyanomethyl)phenoxy]-2-methyloxan-3-yl acetate

Traditional Name

(2S,3S,4R,5R,6S)-4,5-bis(acetyloxy)-6-[4-(cyanomethyl)phenoxy]-2-methyloxan-3-yl acetate

CAS Registry Number

172163-93-8

SMILES

C[C@@H]1O[C@@H](OC2=CC=C(CC#N)C=C2)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O

InChI Identifier

InChI=1S/C20H23NO8/c1-11-17(26-12(2)22)18(27-13(3)23)19(28-14(4)24)20(25-11)29-16-7-5-15(6-8-16)9-10-21/h5-8,11,17-20H,9H2,1-4H3/t11-,17-,18+,19+,20-/m0/s1

InChI Key

CRZLVGUYFBECND-FXCHBBSNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Benzyl-cyanide
Tricarboxylic acid or derivatives
Phenoxy compound
Phenol ether
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Oxane
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Oxacycle
Carbonitrile
Nitrile
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0032809)

Source

Exogenous

Exogenous (HMDB: HMDB0032809)

Food

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	103 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.077 g/L	ALOGPS
logP	2.54	ALOGPS
logP	1.47	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	14.18	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	121.15 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	96.38 m³·mol⁻¹	ChemAxon
Polarizability	40.5 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	182.756	30932474
DeepCCS	[M-H]-	180.361	30932474
DeepCCS	[M-2H]-	213.244	30932474
DeepCCS	[M+Na]+	188.669	30932474
AllCCS	[M+H]+	195.3	32859911
AllCCS	[M+H-H2O]+	193.0	32859911
AllCCS	[M+NH4]+	197.5	32859911
AllCCS	[M+Na]+	198.1	32859911
AllCCS	[M-H]-	193.8	32859911
AllCCS	[M+Na-2H]-	194.3	32859911
AllCCS	[M+HCOO]-	195.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.13 minutes	32390414
Predicted by Siyang on May 30, 2022	14.9471 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.07 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2340.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	294.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	164.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	92.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	576.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	573.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	125.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1274.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	537.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1841.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	372.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	450.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	316.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	173.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	37.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxyphenylacetonitrile triacetylrhamnoside	C[C@@H]1O[C@@H](OC2=CC=C(CC#N)C=C2)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O	3016.7	Standard polar	33892256
4-Hydroxyphenylacetonitrile triacetylrhamnoside	C[C@@H]1O[C@@H](OC2=CC=C(CC#N)C=C2)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O	2595.7	Standard non polar	33892256
4-Hydroxyphenylacetonitrile triacetylrhamnoside	C[C@@H]1O[C@@H](OC2=CC=C(CC#N)C=C2)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O	2593.3	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 - 4-Hydroxyphenylacetonitrile triacetylrhamnoside 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 - 4-Hydroxyphenylacetonitrile triacetylrhamnoside 10V, Positive-QTOF	splash10-03k9-0090000000-bf42534248baccd4aad5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetonitrile triacetylrhamnoside 20V, Positive-QTOF	splash10-08fr-0292200000-d74b3c557fdf81ee0254	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetonitrile triacetylrhamnoside 40V, Positive-QTOF	splash10-08fu-5941000000-05933381c286e6cf2836	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetonitrile triacetylrhamnoside 10V, Negative-QTOF	splash10-0udi-0405900000-468f3f667b55dda1482c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetonitrile triacetylrhamnoside 20V, Negative-QTOF	splash10-0pc0-5729000000-bbeb3f8fecd598e923e9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxyphenylacetonitrile triacetylrhamnoside 40V, Negative-QTOF	splash10-0zgl-5902000000-b46a991f8a6e2a65d062	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010783

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101919835

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

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

Showing metabocard for 4-Hydroxyphenylacetonitrile triacetylrhamnoside (HMDB0032809)

MOL for HMDB0032809 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

3D MOL for HMDB0032809 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

3D SDF for HMDB0032809 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

3D-SDF for HMDB0032809 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

PDB for HMDB0032809 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

3D PDB for HMDB0032809 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

SMILES for HMDB0032809 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

INCHI for HMDB0032809 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

Structure for HMDB0032809 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

3D Structure for HMDB0032809 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra