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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:20:33 UTC

Update Date

2022-03-07 02:55:11 UTC

HMDB ID

HMDB0037098

Secondary Accession Numbers

HMDB37098

Metabolite Identification

Common Name

Patientoside A

Description

Patientoside A 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. Patientoside A has been detected, but not quantified in, herbs and spices. This could make patientoside a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Patientoside A.

Structure

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


  Mrv0541 05061309342D          

 28 30  0  0  0  0            999 V2000
    4.2868    0.8250    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
    0.7145    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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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
    2.1434    1.2375    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
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    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
   -1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  7  2  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  2  0  0  0  0
 16 13  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 14  1  0  0  0  0
 21  6  1  0  0  0  0
 22  8  2  0  0  0  0
 23 15  1  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 27 10  1  0  0  0  0
 27 19  1  0  0  0  0
 28 11  1  0  0  0  0
 28 19  1  0  0  0  0
M  END

HMDB0037098
     RDKit          3D
Patientoside A
 49 51  0  0  0  0  0  0  0  0999 V2000
   -2.3260    3.3244    1.7335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5064    2.5215    1.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6441    2.9696    1.6212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4063    1.2301    0.6977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5203    0.5006    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8899    1.0290    0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4379   -0.7332   -0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8760   -1.6299   -0.6976 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1966   -1.2498   -0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0747   -2.4922   -1.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8310   -3.0008   -1.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6820   -2.3161   -1.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7856   -1.0950   -0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731   -0.3193   -0.1979 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140   -0.5943   -0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3244   -0.6680    0.8249 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -1.2072    0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3536   -1.5247    1.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5681   -0.3842    2.5639 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408   -0.1764   -0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6763   -0.4649   -0.3895 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6429   -0.0653   -1.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5184   -1.2964   -2.2095 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2334    0.4349   -1.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3925    1.6621   -0.6696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0592   -0.5733   -0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1543    0.6686    0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0669    1.3062    0.6719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6741    4.3125    2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7160    2.7778    2.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7374    3.6362    0.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0767    1.9679    0.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0124    1.1234    1.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6242    0.2676    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9563   -3.0296   -1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7158   -3.9575   -2.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3083   -2.7400   -1.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7619   -1.5628   -0.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5286   -2.1257   -0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3439   -1.9134    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7763   -2.2557    2.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309    0.1154    2.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1600    0.8038    0.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8564   -0.7609   -1.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1700    0.6543   -2.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4073   -1.6791   -2.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6056    0.4786   -2.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1294    2.1279   -1.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3184    1.7470    0.8770 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  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 13 26  1  0
 26 27  2  0
 27 28  1  0
 27  4  1  0
 26  9  1  0
 24 15  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
  6 33  1  0
  6 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 28 49  1  0
M  END


  Mrv0541 05061309342D          

 28 30  0  0  0  0            999 V2000
    4.2868    0.8250    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
    0.7145    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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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
    2.1434    1.2375    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
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    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
   -1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  7  2  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  2  0  0  0  0
 16 13  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 14  1  0  0  0  0
 21  6  1  0  0  0  0
 22  8  2  0  0  0  0
 23 15  1  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 27 10  1  0  0  0  0
 27 19  1  0  0  0  0
 28 11  1  0  0  0  0
 28 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037098

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)C1=C(O)C2=C(C=CC=C2OC2OC(CO)C(O)C(O)C2O)C(Cl)=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C19H21ClO8/c1-7-12(8(2)22)16(24)13-9(14(7)20)4-3-5-10(13)27-19-18(26)17(25)15(23)11(6-21)28-19/h3-5,11,15,17-19,21,23-26H,6H2,1-2H3

> <INCHI_KEY>
HEPVWAFOECZRTB-UHFFFAOYSA-N

> <FORMULA>
C19H21ClO8

> <MOLECULAR_WEIGHT>
412.818

> <EXACT_MASS>
412.092495355

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
40.05442420912923

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(4-chloro-1-hydroxy-3-methyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}naphthalen-2-yl)ethan-1-one

> <ALOGPS_LOGP>
1.03

> <JCHEM_LOGP>
1.4126374203333334

> <ALOGPS_LOGS>
-2.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.20031817068166

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.987563736242878

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923462286363

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
98.86319999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(4-chloro-1-hydroxy-3-methyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}naphthalen-2-yl)ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037098
     RDKit          3D
Patientoside A
 49 51  0  0  0  0  0  0  0  0999 V2000
   -2.3260    3.3244    1.7335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5064    2.5215    1.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6441    2.9696    1.6212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4063    1.2301    0.6977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5203    0.5006    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8899    1.0290    0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4379   -0.7332   -0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8760   -1.6299   -0.6976 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1966   -1.2498   -0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0747   -2.4922   -1.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8310   -3.0008   -1.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6820   -2.3161   -1.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7856   -1.0950   -0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731   -0.3193   -0.1979 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140   -0.5943   -0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3244   -0.6680    0.8249 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -1.2072    0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3536   -1.5247    1.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5681   -0.3842    2.5639 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408   -0.1764   -0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6763   -0.4649   -0.3895 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6429   -0.0653   -1.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5184   -1.2964   -2.2095 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2334    0.4349   -1.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3925    1.6621   -0.6696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0592   -0.5733   -0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1543    0.6686    0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0669    1.3062    0.6719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6741    4.3125    2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7160    2.7778    2.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7374    3.6362    0.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0767    1.9679    0.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0124    1.1234    1.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6242    0.2676    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9563   -3.0296   -1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7158   -3.9575   -2.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3083   -2.7400   -1.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7619   -1.5628   -0.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5286   -2.1257   -0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3439   -1.9134    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7763   -2.2557    2.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309    0.1154    2.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1600    0.8038    0.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8564   -0.7609   -1.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1700    0.6543   -2.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4073   -1.6791   -2.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6056    0.4786   -2.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1294    2.1279   -1.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3184    1.7470    0.8770 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  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 13 26  1  0
 26 27  2  0
 27 28  1  0
 27  4  1  0
 26  9  1  0
 24 15  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
  6 33  1  0
  6 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 28 49  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   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       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0       5.335   0.000   0.000  0.00  0.00          Cl+0
HETATM   21  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667   9.240   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.667   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3    4    5                                                       
CONECT    4    3    9                                                       
CONECT    5    3   10                                                       
CONECT    6   11   21                                                       
CONECT    7    1   12   14                                                  
CONECT    8    2   12   22                                                  
CONECT    9    4   13   14                                                  
CONECT   10    5   13   27                                                  
CONECT   11    6   15   28                                                  
CONECT   12    7    8   16                                                  
CONECT   13    9   10   16                                                  
CONECT   14    7    9   20                                                  
CONECT   15   11   17   23                                                  
CONECT   16   12   13   24                                                  
CONECT   17   15   18   25                                                  
CONECT   18   17   19   26                                                  
CONECT   19   18   27   28                                                  
CONECT   20   14                                                            
CONECT   21    6                                                            
CONECT   22    8                                                            
CONECT   23   15                                                            
CONECT   24   16                                                            
CONECT   25   17                                                            
CONECT   26   18                                                            
CONECT   27   10   19                                                       
CONECT   28   11   19                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0037098
HETATM    1  C1  UNL     1      -2.326   3.324   1.734  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.506   2.521   1.359  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.644   2.970   1.621  1.00  0.00           O  
HETATM    4  C3  UNL     1      -3.406   1.230   0.698  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.520   0.501   0.355  1.00  0.00           C  
HETATM    6  C5  UNL     1      -5.890   1.029   0.664  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.438  -0.733  -0.279  1.00  0.00           C  
HETATM    8 CL1  UNL     1      -5.876  -1.630  -0.698  1.00  0.00          CL  
HETATM    9  C7  UNL     1      -3.197  -1.250  -0.578  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.075  -2.492  -1.217  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.831  -3.001  -1.513  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.682  -2.316  -1.194  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.786  -1.095  -0.566  1.00  0.00           C  
HETATM   14  O2  UNL     1       0.273  -0.319  -0.198  1.00  0.00           O  
HETATM   15  C12 UNL     1       1.614  -0.594  -0.377  1.00  0.00           C  
HETATM   16  O3  UNL     1       2.324  -0.668   0.825  1.00  0.00           O  
HETATM   17  C13 UNL     1       3.572  -1.207   0.534  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.354  -1.525   1.792  1.00  0.00           C  
HETATM   19  O4  UNL     1       4.568  -0.384   2.564  1.00  0.00           O  
HETATM   20  C15 UNL     1       4.341  -0.176  -0.264  1.00  0.00           C  
HETATM   21  O5  UNL     1       5.676  -0.465  -0.389  1.00  0.00           O  
HETATM   22  C16 UNL     1       3.643  -0.065  -1.618  1.00  0.00           C  
HETATM   23  O6  UNL     1       3.518  -1.296  -2.209  1.00  0.00           O  
HETATM   24  C17 UNL     1       2.233   0.435  -1.311  1.00  0.00           C  
HETATM   25  O7  UNL     1       2.393   1.662  -0.670  1.00  0.00           O  
HETATM   26  C18 UNL     1      -2.059  -0.573  -0.263  1.00  0.00           C  
HETATM   27  C19 UNL     1      -2.154   0.669   0.376  1.00  0.00           C  
HETATM   28  O8  UNL     1      -1.067   1.306   0.672  1.00  0.00           O  
HETATM   29  H1  UNL     1      -2.674   4.312   2.168  1.00  0.00           H  
HETATM   30  H2  UNL     1      -1.716   2.778   2.486  1.00  0.00           H  
HETATM   31  H3  UNL     1      -1.737   3.636   0.846  1.00  0.00           H  
HETATM   32  H4  UNL     1      -6.077   1.968   0.124  1.00  0.00           H  
HETATM   33  H5  UNL     1      -6.012   1.123   1.766  1.00  0.00           H  
HETATM   34  H6  UNL     1      -6.624   0.268   0.315  1.00  0.00           H  
HETATM   35  H7  UNL     1      -3.956  -3.030  -1.468  1.00  0.00           H  
HETATM   36  H8  UNL     1      -1.716  -3.958  -2.006  1.00  0.00           H  
HETATM   37  H9  UNL     1       0.308  -2.740  -1.439  1.00  0.00           H  
HETATM   38  H10 UNL     1       1.762  -1.563  -0.880  1.00  0.00           H  
HETATM   39  H11 UNL     1       3.529  -2.126  -0.073  1.00  0.00           H  
HETATM   40  H12 UNL     1       5.344  -1.913   1.465  1.00  0.00           H  
HETATM   41  H13 UNL     1       3.776  -2.256   2.376  1.00  0.00           H  
HETATM   42  H14 UNL     1       3.731   0.115   2.707  1.00  0.00           H  
HETATM   43  H15 UNL     1       4.160   0.804   0.239  1.00  0.00           H  
HETATM   44  H16 UNL     1       5.856  -0.761  -1.314  1.00  0.00           H  
HETATM   45  H17 UNL     1       4.170   0.654  -2.281  1.00  0.00           H  
HETATM   46  H18 UNL     1       4.407  -1.679  -2.418  1.00  0.00           H  
HETATM   47  H19 UNL     1       1.606   0.479  -2.203  1.00  0.00           H  
HETATM   48  H20 UNL     1       3.129   2.128  -1.138  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.318   1.747   0.877  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    3    4
CONECT    4    5    5   27
CONECT    5    6    7
CONECT    6   32   33   34
CONECT    7    8    9    9
CONECT    9   10   26
CONECT   10   11   11   35
CONECT   11   12   36
CONECT   12   13   13   37
CONECT   13   14   26
CONECT   14   15
CONECT   15   16   24   38
CONECT   16   17
CONECT   17   18   20   39
CONECT   18   19   40   41
CONECT   19   42
CONECT   20   21   22   43
CONECT   21   44
CONECT   22   23   24   45
CONECT   23   46
CONECT   24   25   47
CONECT   25   48
CONECT   26   27   27
CONECT   27   28
CONECT   28   49
END

HMDB0037098
     RDKit          3D
Patientoside A
 49 51  0  0  0  0  0  0  0  0999 V2000
   -2.3260    3.3244    1.7335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5064    2.5215    1.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6441    2.9696    1.6212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4063    1.2301    0.6977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5203    0.5006    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8899    1.0290    0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4379   -0.7332   -0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8760   -1.6299   -0.6976 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1966   -1.2498   -0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0747   -2.4922   -1.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8310   -3.0008   -1.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6820   -2.3161   -1.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7856   -1.0950   -0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731   -0.3193   -0.1979 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140   -0.5943   -0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3244   -0.6680    0.8249 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -1.2072    0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3536   -1.5247    1.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5681   -0.3842    2.5639 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408   -0.1764   -0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6763   -0.4649   -0.3895 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6429   -0.0653   -1.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5184   -1.2964   -2.2095 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2334    0.4349   -1.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3925    1.6621   -0.6696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0592   -0.5733   -0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1543    0.6686    0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0669    1.3062    0.6719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6741    4.3125    2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7160    2.7778    2.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7374    3.6362    0.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0767    1.9679    0.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0124    1.1234    1.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6242    0.2676    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9563   -3.0296   -1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7158   -3.9575   -2.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3083   -2.7400   -1.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7619   -1.5628   -0.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5286   -2.1257   -0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3439   -1.9134    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7763   -2.2557    2.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309    0.1154    2.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1600    0.8038    0.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8564   -0.7609   -1.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1700    0.6543   -2.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4073   -1.6791   -2.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6056    0.4786   -2.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1294    2.1279   -1.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3184    1.7470    0.8770 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  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 13 26  1  0
 26 27  2  0
 27 28  1  0
 27  4  1  0
 26  9  1  0
 24 15  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
  6 33  1  0
  6 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 28 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Acetyl-4-chloro-1,8-dihydroxy-3-methylnaphthalene-8-O-beta-D-glucopyranoside	HMDB
Patientoside a	MeSH

Chemical Formula

C₁₉H₂₁ClO₈

Average Molecular Weight

412.818

Monoisotopic Molecular Weight

412.092495355

IUPAC Name

1-(4-chloro-1-hydroxy-3-methyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}naphthalen-2-yl)ethan-1-one

Traditional Name

1-(4-chloro-1-hydroxy-3-methyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}naphthalen-2-yl)ethanone

CAS Registry Number

Not Available

SMILES

CC(=O)C1=C(O)C2=C(C=CC=C2OC2OC(CO)C(O)C(O)C2O)C(Cl)=C1C

InChI Identifier

InChI=1S/C19H21ClO8/c1-7-12(8(2)22)16(24)13-9(14(7)20)4-3-5-10(13)27-19-18(26)17(25)15(23)11(6-21)28-19/h3-5,11,15,17-19,21,23-26H,6H2,1-2H3

InChI Key

HEPVWAFOECZRTB-UHFFFAOYSA-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
Chloronaphthalene
1-naphthol
O-glycosyl compound
Naphthalene
Acetophenone
Aryl alkyl ketone
Aryl ketone
Aryl chloride
Aryl halide
Monosaccharide
Benzenoid
Oxane
Vinylogous acid
Secondary alcohol
Ketone
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Organohalogen compound
Primary alcohol
Hydrocarbon derivative
Alcohol
Organic oxide
Organochloride
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037098)
Cytoplasm (HMDB: HMDB0037098)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037098)

Source

Exogenous

Food

Food (HMDB: HMDB0037098)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0037098)

Not Available

Nutrient (HMDB: HMDB0037098)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.19 g/L	ALOGPS
logP	1.03	ALOGPS
logP	1.41	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	8.99	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	98.86 m³·mol⁻¹	ChemAxon
Polarizability	40.05 Å³	ChemAxon
Number of Rings	3	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]+	190.681	30932474
DeepCCS	[M-H]-	188.323	30932474
DeepCCS	[M-2H]-	222.537	30932474
DeepCCS	[M+Na]+	197.764	30932474
AllCCS	[M+H]+	193.2	32859911
AllCCS	[M+H-H2O]+	190.6	32859911
AllCCS	[M+NH4]+	195.5	32859911
AllCCS	[M+Na]+	196.2	32859911
AllCCS	[M-H]-	192.1	32859911
AllCCS	[M+Na-2H]-	192.4	32859911
AllCCS	[M+HCOO]-	192.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Patientoside A	CC(=O)C1=C(O)C2=C(C=CC=C2OC2OC(CO)C(O)C(O)C2O)C(Cl)=C1C	4152.2	Standard polar	33892256
Patientoside A	CC(=O)C1=C(O)C2=C(C=CC=C2OC2OC(CO)C(O)C(O)C2O)C(Cl)=C1C	3420.4	Standard non polar	33892256
Patientoside A	CC(=O)C1=C(O)C2=C(C=CC=C2OC2OC(CO)C(O)C(O)C2O)C(Cl)=C1C	3581.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Patientoside A,1TMS,isomer #1	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O)C(O)C3O)C2=C1O[Si](C)(C)C	3484.7	Semi standard non polar	33892256
Patientoside A,1TMS,isomer #2	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O)C(O)C3O)C2=C1O	3431.6	Semi standard non polar	33892256
Patientoside A,1TMS,isomer #3	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O)C3O)C2=C1O	3402.7	Semi standard non polar	33892256
Patientoside A,1TMS,isomer #4	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C)C3O)C2=C1O	3390.0	Semi standard non polar	33892256
Patientoside A,1TMS,isomer #5	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O)C(O)C3O[Si](C)(C)C)C2=C1O	3402.3	Semi standard non polar	33892256
Patientoside A,2TMS,isomer #1	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O)C(O)C3O)C2=C1O[Si](C)(C)C	3375.5	Semi standard non polar	33892256
Patientoside A,2TMS,isomer #10	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C2=C1O	3340.2	Semi standard non polar	33892256
Patientoside A,2TMS,isomer #2	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O)C3O)C2=C1O[Si](C)(C)C	3374.8	Semi standard non polar	33892256
Patientoside A,2TMS,isomer #3	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C)C3O)C2=C1O[Si](C)(C)C	3361.3	Semi standard non polar	33892256
Patientoside A,2TMS,isomer #4	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O)C(O)C3O[Si](C)(C)C)C2=C1O[Si](C)(C)C	3365.9	Semi standard non polar	33892256
Patientoside A,2TMS,isomer #5	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C3O)C2=C1O	3332.4	Semi standard non polar	33892256
Patientoside A,2TMS,isomer #6	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C3O)C2=C1O	3328.8	Semi standard non polar	33892256
Patientoside A,2TMS,isomer #7	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O)C(O)C3O[Si](C)(C)C)C2=C1O	3338.2	Semi standard non polar	33892256
Patientoside A,2TMS,isomer #8	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C2=C1O	3308.5	Semi standard non polar	33892256
Patientoside A,2TMS,isomer #9	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C2=C1O	3315.7	Semi standard non polar	33892256
Patientoside A,3TMS,isomer #1	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C3O)C2=C1O[Si](C)(C)C	3286.0	Semi standard non polar	33892256
Patientoside A,3TMS,isomer #10	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C2=C1O	3282.6	Semi standard non polar	33892256
Patientoside A,3TMS,isomer #2	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C3O)C2=C1O[Si](C)(C)C	3283.5	Semi standard non polar	33892256
Patientoside A,3TMS,isomer #3	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O)C(O)C3O[Si](C)(C)C)C2=C1O[Si](C)(C)C	3293.2	Semi standard non polar	33892256
Patientoside A,3TMS,isomer #4	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C2=C1O[Si](C)(C)C	3291.2	Semi standard non polar	33892256
Patientoside A,3TMS,isomer #5	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C2=C1O[Si](C)(C)C	3286.6	Semi standard non polar	33892256
Patientoside A,3TMS,isomer #6	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C2=C1O[Si](C)(C)C	3298.7	Semi standard non polar	33892256
Patientoside A,3TMS,isomer #7	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C2=C1O	3272.4	Semi standard non polar	33892256
Patientoside A,3TMS,isomer #8	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C2=C1O	3285.8	Semi standard non polar	33892256
Patientoside A,3TMS,isomer #9	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C2=C1O	3289.0	Semi standard non polar	33892256
Patientoside A,4TMS,isomer #1	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C2=C1O[Si](C)(C)C	3264.2	Semi standard non polar	33892256
Patientoside A,4TMS,isomer #2	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C2=C1O[Si](C)(C)C	3290.0	Semi standard non polar	33892256
Patientoside A,4TMS,isomer #3	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C2=C1O[Si](C)(C)C	3272.8	Semi standard non polar	33892256
Patientoside A,4TMS,isomer #4	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C2=C1O[Si](C)(C)C	3269.5	Semi standard non polar	33892256
Patientoside A,4TMS,isomer #5	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C2=C1O	3299.2	Semi standard non polar	33892256
Patientoside A,5TMS,isomer #1	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C2=C1O[Si](C)(C)C	3301.3	Semi standard non polar	33892256
Patientoside A,1TBDMS,isomer #1	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O)C(O)C3O)C2=C1O[Si](C)(C)C(C)(C)C	3715.8	Semi standard non polar	33892256
Patientoside A,1TBDMS,isomer #2	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C3O)C2=C1O	3665.4	Semi standard non polar	33892256
Patientoside A,1TBDMS,isomer #3	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O)C2=C1O	3675.0	Semi standard non polar	33892256
Patientoside A,1TBDMS,isomer #4	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O)C2=C1O	3663.4	Semi standard non polar	33892256
Patientoside A,1TBDMS,isomer #5	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O)C(O)C3O[Si](C)(C)C(C)(C)C)C2=C1O	3670.5	Semi standard non polar	33892256
Patientoside A,2TBDMS,isomer #1	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C3O)C2=C1O[Si](C)(C)C(C)(C)C	3833.2	Semi standard non polar	33892256
Patientoside A,2TBDMS,isomer #10	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C2=C1O	3828.1	Semi standard non polar	33892256
Patientoside A,2TBDMS,isomer #2	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O)C2=C1O[Si](C)(C)C(C)(C)C	3869.7	Semi standard non polar	33892256
Patientoside A,2TBDMS,isomer #3	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O)C2=C1O[Si](C)(C)C(C)(C)C	3849.4	Semi standard non polar	33892256
Patientoside A,2TBDMS,isomer #4	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O)C(O)C3O[Si](C)(C)C(C)(C)C)C2=C1O[Si](C)(C)C(C)(C)C	3858.9	Semi standard non polar	33892256
Patientoside A,2TBDMS,isomer #5	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C3O)C2=C1O	3816.4	Semi standard non polar	33892256
Patientoside A,2TBDMS,isomer #6	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C3O)C2=C1O	3813.4	Semi standard non polar	33892256
Patientoside A,2TBDMS,isomer #7	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C3O[Si](C)(C)C(C)(C)C)C2=C1O	3826.5	Semi standard non polar	33892256
Patientoside A,2TBDMS,isomer #8	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O)C2=C1O	3812.7	Semi standard non polar	33892256
Patientoside A,2TBDMS,isomer #9	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)C2=C1O	3828.5	Semi standard non polar	33892256
Patientoside A,3TBDMS,isomer #1	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C3O)C2=C1O[Si](C)(C)C(C)(C)C	3966.5	Semi standard non polar	33892256
Patientoside A,3TBDMS,isomer #10	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C2=C1O	4006.2	Semi standard non polar	33892256
Patientoside A,3TBDMS,isomer #2	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C3O)C2=C1O[Si](C)(C)C(C)(C)C	3979.1	Semi standard non polar	33892256
Patientoside A,3TBDMS,isomer #3	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C3O[Si](C)(C)C(C)(C)C)C2=C1O[Si](C)(C)C(C)(C)C	3963.7	Semi standard non polar	33892256
Patientoside A,3TBDMS,isomer #4	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O)C2=C1O[Si](C)(C)C(C)(C)C	3987.4	Semi standard non polar	33892256
Patientoside A,3TBDMS,isomer #5	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)C2=C1O[Si](C)(C)C(C)(C)C	3995.6	Semi standard non polar	33892256
Patientoside A,3TBDMS,isomer #6	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C2=C1O[Si](C)(C)C(C)(C)C	3993.9	Semi standard non polar	33892256
Patientoside A,3TBDMS,isomer #7	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(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)C3O)C2=C1O	3997.9	Semi standard non polar	33892256
Patientoside A,3TBDMS,isomer #8	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)C2=C1O	4006.7	Semi standard non polar	33892256
Patientoside A,3TBDMS,isomer #9	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C2=C1O	3999.8	Semi standard non polar	33892256
Patientoside A,4TBDMS,isomer #1	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(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)C3O)C2=C1O[Si](C)(C)C(C)(C)C	4142.2	Semi standard non polar	33892256
Patientoside A,4TBDMS,isomer #2	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)C2=C1O[Si](C)(C)C(C)(C)C	4144.9	Semi standard non polar	33892256
Patientoside A,4TBDMS,isomer #3	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C2=C1O[Si](C)(C)C(C)(C)C	4125.3	Semi standard non polar	33892256
Patientoside A,4TBDMS,isomer #4	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C2=C1O[Si](C)(C)C(C)(C)C	4126.3	Semi standard non polar	33892256
Patientoside A,4TBDMS,isomer #5	CC(=O)C1=C(C)C(Cl)=C2C=CC=C(OC3OC(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)C3O[Si](C)(C)C(C)(C)C)C2=C1O	4182.9	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 - Patientoside A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ac0-9308000000-e6ce5d762cc502eba06a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Patientoside A GC-MS (3 TMS) - 70eV, Positive	splash10-03xr-4341119000-b59794ddf625bbdcda73	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Patientoside A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Patientoside A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Patientoside A 10V, Positive-QTOF	splash10-0w29-0194400000-e174265378f2227de43c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Patientoside A 20V, Positive-QTOF	splash10-0udi-0090000000-1cf1745a488e1179c5de	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Patientoside A 40V, Positive-QTOF	splash10-0f8i-2190000000-a6ab5e04512eea647648	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Patientoside A 10V, Negative-QTOF	splash10-03dj-1174900000-bd608347eba87a4b2c2c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Patientoside A 20V, Negative-QTOF	splash10-0002-1092000000-96709e59b9885e3ea3db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Patientoside A 40V, Negative-QTOF	splash10-052b-2090000000-5f3972cdb75dd8354716	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Patientoside A 10V, Positive-QTOF	splash10-0udi-0090000000-31e66d334cac0a1043aa	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Patientoside A 20V, Positive-QTOF	splash10-0udi-0093000000-b0d57572e7cf8fe1b6fa	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Patientoside A 40V, Positive-QTOF	splash10-0w29-3090000000-af5e581892128aee6be1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Patientoside A 10V, Negative-QTOF	splash10-01ot-0090500000-f36b58f3bda34f71e180	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Patientoside A 20V, Negative-QTOF	splash10-01pk-1092200000-72f407df052eeaa4ce30	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Patientoside A 40V, Negative-QTOF	splash10-000t-5090000000-337976467baaf21516d1	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016088

KNApSAcK ID

C00046287

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

85359141

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 Patientoside A (HMDB0037098)

MOL for HMDB0037098 (Patientoside A)

3D MOL for HMDB0037098 (Patientoside A)

3D SDF for HMDB0037098 (Patientoside A)

3D-SDF for HMDB0037098 (Patientoside A)

PDB for HMDB0037098 (Patientoside A)

3D PDB for HMDB0037098 (Patientoside A)

SMILES for HMDB0037098 (Patientoside A)

INCHI for HMDB0037098 (Patientoside A)

Structure for HMDB0037098 (Patientoside A)

3D Structure for HMDB0037098 (Patientoside A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra