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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:41:17 UTC

Update Date

2022-03-07 02:53:54 UTC

HMDB ID

HMDB0033913

Secondary Accession Numbers

HMDB33913

Metabolite Identification

Common Name

Cassiaside

Description

Cassiaside belongs to the class of organic compounds known as naphthopyranone glycosides. Naphthopyranone glycosides are compounds containing a carbohydrate moiety glycosidically linked to a naphthopyranone moiety. Cassiaside has been detected, but not quantified in, several different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, herbs and spices, pulses, and robusta coffees (Coffea canephora). This could make cassiaside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Cassiaside.

Structure

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

  Mrv0541 05061307262D          

 29 32  0  0  0  0            999 V2000
   -1.4289    0.8250    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
    2.8579    0.8250    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
   -0.7145    2.0625    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
    4.2868    5.7750    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    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
    5.0013    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
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    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
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  8  1  1  0  0  0  0
  8  5  2  0  0  0  0
  9  3  1  0  0  0  0
  9  6  2  0  0  0  0
 10  5  1  0  0  0  0
 11  4  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 14  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15 10  1  0  0  0  0
 15 12  2  0  0  0  0
 16 13  1  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21  7  1  0  0  0  0
 22 10  2  0  0  0  0
 23 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25 18  1  0  0  0  0
 26 19  1  0  0  0  0
 27  8  1  0  0  0  0
 27 12  1  0  0  0  0
 28 11  1  0  0  0  0
 28 20  1  0  0  0  0
 29 13  1  0  0  0  0
 29 20  1  0  0  0  0
M  END

HMDB0033913
     RDKit          3D
Cassiaside
 49 52  0  0  0  0  0  0  0  0999 V2000
    6.4216    1.0354   -3.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1192    0.7697   -2.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1388    1.7404   -2.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341    1.4542   -1.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0602    2.3252   -2.0476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7155    0.2826   -1.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359   -0.0095   -0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5033    0.8614   -0.6414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3698   -1.2290    0.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1716   -1.4919    0.7030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8051   -0.5880    0.6512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1001   -0.5349    1.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0690    0.4132    2.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1803    1.1493    2.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3437    0.5323    3.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4027    1.4660    3.0479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5286    1.8439    1.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4802    2.7349    0.7454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088    0.8876   -0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0413    1.4252   -1.2348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1775   -0.4886    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7979   -1.0729   -1.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361   -2.6792    1.3685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -3.6193    1.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2394   -3.3018    0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4215   -2.1043    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047   -1.8168   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7695   -0.6136   -1.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9023   -0.3413   -1.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1743    1.1951   -2.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6456    0.1507   -3.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3605    1.9432   -3.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3035    2.6645   -3.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2774    1.7212   -0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2164   -1.5245    1.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8829    2.0217    2.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0649    0.4252    4.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7040   -0.4162    2.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0653    2.3900    3.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302    2.4609    1.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4122    2.9503   -0.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7866    0.8870   -0.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5652    0.7672   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0320   -1.1117    0.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5803   -1.4755   -1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8492   -2.9850    1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9638   -4.5577    1.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0729   -4.0078    0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4106   -2.5285   -0.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29  2  1  0
 28  6  1  0
 26  9  1  0
 21 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  8 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 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
 27 49  1  0
M  END

  Mrv0541 05061307262D          

 29 32  0  0  0  0            999 V2000
   -1.4289    0.8250    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
    2.8579    0.8250    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
   -0.7145    2.0625    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
    4.2868    5.7750    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    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
    5.0013    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
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    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
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  8  1  1  0  0  0  0
  8  5  2  0  0  0  0
  9  3  1  0  0  0  0
  9  6  2  0  0  0  0
 10  5  1  0  0  0  0
 11  4  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 14  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15 10  1  0  0  0  0
 15 12  2  0  0  0  0
 16 13  1  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21  7  1  0  0  0  0
 22 10  2  0  0  0  0
 23 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25 18  1  0  0  0  0
 26 19  1  0  0  0  0
 27  8  1  0  0  0  0
 27 12  1  0  0  0  0
 28 11  1  0  0  0  0
 28 20  1  0  0  0  0
 29 13  1  0  0  0  0
 29 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033913

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(=O)C2=C(O1)C=C1C=CC=C(OC3OC(CO)C(O)C(O)C3O)C1=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O9/c1-8-5-10(22)15-12(27-8)6-9-3-2-4-11(14(9)17(15)24)28-20-19(26)18(25)16(23)13(7-21)29-20/h2-6,13,16,18-21,23-26H,7H2,1H3

> <INCHI_KEY>
SBVZTBIAKFTNIJ-UHFFFAOYSA-N

> <FORMULA>
C20H20O9

> <MOLECULAR_WEIGHT>
404.3674

> <EXACT_MASS>
404.110732238

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
39.663439071849865

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-2-methyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-benzo[g]chromen-4-one

> <ALOGPS_LOGP>
0.20

> <JCHEM_LOGP>
0.6358312893333329

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.20002768885314

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.8620927664719575

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923462286087

> <JCHEM_POLAR_SURFACE_AREA>
145.91

> <JCHEM_REFRACTIVITY>
99.66359999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-2-methyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzo[g]chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033913
     RDKit          3D
Cassiaside
 49 52  0  0  0  0  0  0  0  0999 V2000
    6.4216    1.0354   -3.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1192    0.7697   -2.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1388    1.7404   -2.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341    1.4542   -1.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0602    2.3252   -2.0476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7155    0.2826   -1.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359   -0.0095   -0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5033    0.8614   -0.6414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3698   -1.2290    0.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1716   -1.4919    0.7030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8051   -0.5880    0.6512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1001   -0.5349    1.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0690    0.4132    2.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1803    1.1493    2.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3437    0.5323    3.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4027    1.4660    3.0479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5286    1.8439    1.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4802    2.7349    0.7454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088    0.8876   -0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0413    1.4252   -1.2348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1775   -0.4886    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7979   -1.0729   -1.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361   -2.6792    1.3685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -3.6193    1.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2394   -3.3018    0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4215   -2.1043    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047   -1.8168   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7695   -0.6136   -1.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9023   -0.3413   -1.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1743    1.1951   -2.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6456    0.1507   -3.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3605    1.9432   -3.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3035    2.6645   -3.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2774    1.7212   -0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2164   -1.5245    1.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8829    2.0217    2.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0649    0.4252    4.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7040   -0.4162    2.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0653    2.3900    3.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302    2.4609    1.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4122    2.9503   -0.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7866    0.8870   -0.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5652    0.7672   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0320   -1.1117    0.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5803   -1.4755   -1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8492   -2.9850    1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9638   -4.5577    1.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0729   -4.0078    0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4106   -2.5285   -0.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29  2  1  0
 28  6  1  0
 26  9  1  0
 21 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  8 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 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
 27 49  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668   3.850   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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.336  11.550   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      10.669   9.240   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.669   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    3    4                                                       
CONECT    3    2    9                                                       
CONECT    4    2   11                                                       
CONECT    5    8   10                                                       
CONECT    6    9   12                                                       
CONECT    7   13   21                                                       
CONECT    8    1    5   27                                                  
CONECT    9    3    6   14                                                  
CONECT   10    5   15   22                                                  
CONECT   11    4   14   28                                                  
CONECT   12    6   15   27                                                  
CONECT   13    7   16   29                                                  
CONECT   14    9   11   17                                                  
CONECT   15   10   12   17                                                  
CONECT   16   13   18   23                                                  
CONECT   17   14   15   24                                                  
CONECT   18   16   19   25                                                  
CONECT   19   18   20   26                                                  
CONECT   20   19   28   29                                                  
CONECT   21    7                                                            
CONECT   22   10                                                            
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25   18                                                            
CONECT   26   19                                                            
CONECT   27    8   12                                                       
CONECT   28   11   20                                                       
CONECT   29   13   20                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0033913
HETATM    1  C1  UNL     1       6.422   1.035  -3.221  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.119   0.770  -2.537  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.139   1.740  -2.621  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.934   1.454  -1.969  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.060   2.325  -2.048  1.00  0.00           O  
HETATM    6  C5  UNL     1       2.716   0.283  -1.278  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.536  -0.010  -0.631  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.503   0.861  -0.641  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.370  -1.229   0.064  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.172  -1.492   0.703  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.805  -0.588   0.651  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.100  -0.535   1.173  1.00  0.00           C  
HETATM   13  O4  UNL     1      -2.069   0.413   2.159  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.180   1.149   2.303  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.344   0.532   3.016  1.00  0.00           C  
HETATM   16  O5  UNL     1      -5.403   1.466   3.048  1.00  0.00           O  
HETATM   17  C12 UNL     1      -3.529   1.844   1.013  1.00  0.00           C  
HETATM   18  O6  UNL     1      -2.480   2.735   0.745  1.00  0.00           O  
HETATM   19  C13 UNL     1      -3.709   0.888  -0.134  1.00  0.00           C  
HETATM   20  O7  UNL     1      -3.041   1.425  -1.235  1.00  0.00           O  
HETATM   21  C14 UNL     1      -3.178  -0.489   0.170  1.00  0.00           C  
HETATM   22  O8  UNL     1      -2.798  -1.073  -1.067  1.00  0.00           O  
HETATM   23  C15 UNL     1       0.036  -2.679   1.368  1.00  0.00           C  
HETATM   24  C16 UNL     1       1.072  -3.619   1.414  1.00  0.00           C  
HETATM   25  C17 UNL     1       2.239  -3.302   0.759  1.00  0.00           C  
HETATM   26  C18 UNL     1       2.422  -2.104   0.069  1.00  0.00           C  
HETATM   27  C19 UNL     1       3.605  -1.817  -0.577  1.00  0.00           C  
HETATM   28  C20 UNL     1       3.770  -0.614  -1.262  1.00  0.00           C  
HETATM   29  O9  UNL     1       4.902  -0.341  -1.877  1.00  0.00           O  
HETATM   30  H1  UNL     1       7.174   1.195  -2.437  1.00  0.00           H  
HETATM   31  H2  UNL     1       6.646   0.151  -3.874  1.00  0.00           H  
HETATM   32  H3  UNL     1       6.360   1.943  -3.841  1.00  0.00           H  
HETATM   33  H4  UNL     1       4.304   2.664  -3.161  1.00  0.00           H  
HETATM   34  H5  UNL     1       0.277   1.721  -0.986  1.00  0.00           H  
HETATM   35  H6  UNL     1      -2.216  -1.525   1.719  1.00  0.00           H  
HETATM   36  H7  UNL     1      -2.883   2.022   2.996  1.00  0.00           H  
HETATM   37  H8  UNL     1      -4.065   0.425   4.108  1.00  0.00           H  
HETATM   38  H9  UNL     1      -4.704  -0.416   2.639  1.00  0.00           H  
HETATM   39  H10 UNL     1      -5.065   2.390   3.155  1.00  0.00           H  
HETATM   40  H11 UNL     1      -4.430   2.461   1.200  1.00  0.00           H  
HETATM   41  H12 UNL     1      -2.412   2.950  -0.216  1.00  0.00           H  
HETATM   42  H13 UNL     1      -4.787   0.887  -0.395  1.00  0.00           H  
HETATM   43  H14 UNL     1      -2.565   0.767  -1.768  1.00  0.00           H  
HETATM   44  H15 UNL     1      -4.032  -1.112   0.494  1.00  0.00           H  
HETATM   45  H16 UNL     1      -3.580  -1.476  -1.525  1.00  0.00           H  
HETATM   46  H17 UNL     1      -0.849  -2.985   1.900  1.00  0.00           H  
HETATM   47  H18 UNL     1       0.964  -4.558   1.943  1.00  0.00           H  
HETATM   48  H19 UNL     1       3.073  -4.008   0.769  1.00  0.00           H  
HETATM   49  H20 UNL     1       4.411  -2.528  -0.550  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    3   29
CONECT    3    4   33
CONECT    4    5    5    6
CONECT    6    7    7   28
CONECT    7    8    9
CONECT    8   34
CONECT    9   10   10   26
CONECT   10   11   23
CONECT   11   12
CONECT   12   13   21   35
CONECT   13   14
CONECT   14   15   17   36
CONECT   15   16   37   38
CONECT   16   39
CONECT   17   18   19   40
CONECT   18   41
CONECT   19   20   21   42
CONECT   20   43
CONECT   21   22   44
CONECT   22   45
CONECT   23   24   24   46
CONECT   24   25   47
CONECT   25   26   26   48
CONECT   26   27
CONECT   27   28   28   49
CONECT   28   29
END

HMDB0033913
     RDKit          3D
Cassiaside
 49 52  0  0  0  0  0  0  0  0999 V2000
    6.4216    1.0354   -3.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1192    0.7697   -2.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1388    1.7404   -2.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341    1.4542   -1.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0602    2.3252   -2.0476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7155    0.2826   -1.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359   -0.0095   -0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5033    0.8614   -0.6414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3698   -1.2290    0.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1716   -1.4919    0.7030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8051   -0.5880    0.6512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1001   -0.5349    1.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0690    0.4132    2.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1803    1.1493    2.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3437    0.5323    3.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4027    1.4660    3.0479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5286    1.8439    1.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4802    2.7349    0.7454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088    0.8876   -0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0413    1.4252   -1.2348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1775   -0.4886    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7979   -1.0729   -1.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361   -2.6792    1.3685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -3.6193    1.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2394   -3.3018    0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4215   -2.1043    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047   -1.8168   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7695   -0.6136   -1.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9023   -0.3413   -1.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1743    1.1951   -2.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6456    0.1507   -3.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3605    1.9432   -3.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3035    2.6645   -3.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2774    1.7212   -0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2164   -1.5245    1.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8829    2.0217    2.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0649    0.4252    4.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7040   -0.4162    2.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0653    2.3900    3.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302    2.4609    1.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4122    2.9503   -0.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7866    0.8870   -0.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5652    0.7672   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0320   -1.1117    0.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5803   -1.4755   -1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8492   -2.9850    1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9638   -4.5577    1.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0729   -4.0078    0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4106   -2.5285   -0.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
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 17 18  1  0
 17 19  1  0
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 10 23  1  0
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 29  2  1  0
 28  6  1  0
 26  9  1  0
 21 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  8 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
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 25 48  1  0
 27 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cassiaside a	HMDB

Chemical Formula

C₂₀H₂₀O₉

Average Molecular Weight

404.3674

Monoisotopic Molecular Weight

404.110732238

IUPAC Name

5-hydroxy-2-methyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-benzo[g]chromen-4-one

Traditional Name

5-hydroxy-2-methyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzo[g]chromen-4-one

CAS Registry Number

123914-49-8

SMILES

CC1=CC(=O)C2=C(O1)C=C1C=CC=C(OC3OC(CO)C(O)C(O)C3O)C1=C2O

InChI Identifier

InChI=1S/C20H20O9/c1-8-5-10(22)15-12(27-8)6-9-3-2-4-11(14(9)17(15)24)28-20-19(26)18(25)16(23)13(7-21)29-20/h2-6,13,16,18-21,23-26H,7H2,1H3

InChI Key

SBVZTBIAKFTNIJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyranone glycosides. Naphthopyranone glycosides are compounds containing a carbohydrate moiety glycosidically linked to a naphthopyranone moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Naphthopyranones

Direct Parent

Naphthopyranone glycosides

Alternative Parents

Substituents

Naphthopyranone glycoside
Phenolic glycoside
Hexose monosaccharide
Chromone
Glycosyl compound
1-naphthol
O-glycosyl compound
Benzopyran
Naphthalene
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Monosaccharide
Benzenoid
Pyran
Oxane
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Oxacycle
Acetal
Polyol
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033913)
Cytoplasm (HMDB: HMDB0033913)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033913)

Source

Exogenous

Exogenous (HMDB: HMDB0033913)

Food

Food (HMDB: HMDB0033913)

Coffee and coffee product

Coffee

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

Coffee and coffee products (FooDB: FOOD00861)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Pulse

Pulses (FooDB: FOOD00867)

Not Available

Nutrient (HMDB: HMDB0033913)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	256 - 257 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	892.8 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	1.67 g/L	ALOGPS
logP	0.2	ALOGPS
logP	0.64	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	7.86	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	99.66 m³·mol⁻¹	ChemAxon
Polarizability	39.66 Å³	ChemAxon
Number of Rings	4	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]+	190.186	30932474
DeepCCS	[M-H]-	187.828	30932474
DeepCCS	[M-2H]-	221.926	30932474
DeepCCS	[M+Na]+	197.154	30932474
AllCCS	[M+H]+	194.5	32859911
AllCCS	[M+H-H2O]+	191.8	32859911
AllCCS	[M+NH4]+	197.0	32859911
AllCCS	[M+Na]+	197.7	32859911
AllCCS	[M-H]-	192.8	32859911
AllCCS	[M+Na-2H]-	192.9	32859911
AllCCS	[M+HCOO]-	193.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cassiaside	CC1=CC(=O)C2=C(O1)C=C1C=CC=C(OC3OC(CO)C(O)C(O)C3O)C1=C2O	4465.0	Standard polar	33892256
Cassiaside	CC1=CC(=O)C2=C(O1)C=C1C=CC=C(OC3OC(CO)C(O)C(O)C3O)C1=C2O	3667.5	Standard non polar	33892256
Cassiaside	CC1=CC(=O)C2=C(O1)C=C1C=CC=C(OC3OC(CO)C(O)C(O)C3O)C1=C2O	3913.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cassiaside,1TMS,isomer #1	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO[Si](C)(C)C)C(O)C(O)C4O)C=CC=C3C=C2O1	3787.4	Semi standard non polar	33892256
Cassiaside,1TMS,isomer #2	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O)C=CC=C3C=C2O1	3741.3	Semi standard non polar	33892256
Cassiaside,1TMS,isomer #3	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O)C=CC=C3C=C2O1	3737.4	Semi standard non polar	33892256
Cassiaside,1TMS,isomer #4	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3755.6	Semi standard non polar	33892256
Cassiaside,1TMS,isomer #5	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO)C(O)C(O)C4O)C=CC=C3C=C2O1	3840.3	Semi standard non polar	33892256
Cassiaside,2TMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO[Si](C)(C)C)C(O)C(O)C4O)C=CC=C3C=C2O1	3677.5	Semi standard non polar	33892256
Cassiaside,2TMS,isomer #10	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3658.8	Semi standard non polar	33892256
Cassiaside,2TMS,isomer #2	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O)C=CC=C3C=C2O1	3647.6	Semi standard non polar	33892256
Cassiaside,2TMS,isomer #3	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O)C=CC=C3C=C2O1	3636.2	Semi standard non polar	33892256
Cassiaside,2TMS,isomer #4	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO[Si](C)(C)C)C(O)C(O)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3654.1	Semi standard non polar	33892256
Cassiaside,2TMS,isomer #5	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O)C=CC=C3C=C2O1	3674.3	Semi standard non polar	33892256
Cassiaside,2TMS,isomer #6	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)C=CC=C3C=C2O1	3617.5	Semi standard non polar	33892256
Cassiaside,2TMS,isomer #7	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3623.6	Semi standard non polar	33892256
Cassiaside,2TMS,isomer #8	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O)C=CC=C3C=C2O1	3668.9	Semi standard non polar	33892256
Cassiaside,2TMS,isomer #9	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3639.0	Semi standard non polar	33892256
Cassiaside,3TMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O)C=CC=C3C=C2O1	3565.8	Semi standard non polar	33892256
Cassiaside,3TMS,isomer #10	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3561.5	Semi standard non polar	33892256
Cassiaside,3TMS,isomer #2	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O)C=CC=C3C=C2O1	3580.7	Semi standard non polar	33892256
Cassiaside,3TMS,isomer #3	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO[Si](C)(C)C)C(O)C(O)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3565.4	Semi standard non polar	33892256
Cassiaside,3TMS,isomer #4	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)C=CC=C3C=C2O1	3571.6	Semi standard non polar	33892256
Cassiaside,3TMS,isomer #5	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3603.6	Semi standard non polar	33892256
Cassiaside,3TMS,isomer #6	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3580.2	Semi standard non polar	33892256
Cassiaside,3TMS,isomer #7	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)C=CC=C3C=C2O1	3563.9	Semi standard non polar	33892256
Cassiaside,3TMS,isomer #8	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3566.2	Semi standard non polar	33892256
Cassiaside,3TMS,isomer #9	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3579.6	Semi standard non polar	33892256
Cassiaside,4TMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)C=CC=C3C=C2O1	3546.3	Semi standard non polar	33892256
Cassiaside,4TMS,isomer #2	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3577.4	Semi standard non polar	33892256
Cassiaside,4TMS,isomer #3	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3545.9	Semi standard non polar	33892256
Cassiaside,4TMS,isomer #4	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3589.3	Semi standard non polar	33892256
Cassiaside,4TMS,isomer #5	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3535.7	Semi standard non polar	33892256
Cassiaside,5TMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C)C3=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=CC=C3C=C2O1	3571.6	Semi standard non polar	33892256
Cassiaside,1TBDMS,isomer #1	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C4O)C=CC=C3C=C2O1	4016.4	Semi standard non polar	33892256
Cassiaside,1TBDMS,isomer #2	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)C=CC=C3C=C2O1	4018.7	Semi standard non polar	33892256
Cassiaside,1TBDMS,isomer #3	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)C=CC=C3C=C2O1	4020.5	Semi standard non polar	33892256
Cassiaside,1TBDMS,isomer #4	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C=C2O1	4025.6	Semi standard non polar	33892256
Cassiaside,1TBDMS,isomer #5	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC4OC(CO)C(O)C(O)C4O)C=CC=C3C=C2O1	4046.1	Semi standard non polar	33892256
Cassiaside,2TBDMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C4O)C=CC=C3C=C2O1	4159.7	Semi standard non polar	33892256
Cassiaside,2TBDMS,isomer #10	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C=C2O1	4183.1	Semi standard non polar	33892256
Cassiaside,2TBDMS,isomer #2	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)C=CC=C3C=C2O1	4128.3	Semi standard non polar	33892256
Cassiaside,2TBDMS,isomer #3	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)C=CC=C3C=C2O1	4149.1	Semi standard non polar	33892256
Cassiaside,2TBDMS,isomer #4	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C=C2O1	4132.1	Semi standard non polar	33892256
Cassiaside,2TBDMS,isomer #5	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)C=CC=C3C=C2O1	4198.1	Semi standard non polar	33892256
Cassiaside,2TBDMS,isomer #6	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O)C=CC=C3C=C2O1	4132.7	Semi standard non polar	33892256
Cassiaside,2TBDMS,isomer #7	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C=C2O1	4136.5	Semi standard non polar	33892256
Cassiaside,2TBDMS,isomer #8	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)C=CC=C3C=C2O1	4195.0	Semi standard non polar	33892256
Cassiaside,2TBDMS,isomer #9	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C=C2O1	4153.5	Semi standard non polar	33892256
Cassiaside,3TBDMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)C=CC=C3C=C2O1	4300.7	Semi standard non polar	33892256
Cassiaside,3TBDMS,isomer #10	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C=C2O1	4338.2	Semi standard non polar	33892256
Cassiaside,3TBDMS,isomer #2	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)C=CC=C3C=C2O1	4327.1	Semi standard non polar	33892256
Cassiaside,3TBDMS,isomer #3	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C=C2O1	4290.9	Semi standard non polar	33892256
Cassiaside,3TBDMS,isomer #4	CC1=CC(=O)C2=C(O)C3=C(OC4OC(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)C4O)C=CC=C3C=C2O1	4303.5	Semi standard non polar	33892256
Cassiaside,3TBDMS,isomer #5	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C=C2O1	4288.8	Semi standard non polar	33892256
Cassiaside,3TBDMS,isomer #6	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C=C2O1	4304.0	Semi standard non polar	33892256
Cassiaside,3TBDMS,isomer #7	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O)C=CC=C3C=C2O1	4330.2	Semi standard non polar	33892256
Cassiaside,3TBDMS,isomer #8	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C=C2O1	4331.8	Semi standard non polar	33892256
Cassiaside,3TBDMS,isomer #9	CC1=CC(=O)C2=C(O)C3=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C=C2O1	4307.8	Semi standard non polar	33892256
Cassiaside,4TBDMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC4OC(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)C4O)C=CC=C3C=C2O1	4459.6	Semi standard non polar	33892256
Cassiaside,4TBDMS,isomer #2	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C=C2O1	4490.8	Semi standard non polar	33892256
Cassiaside,4TBDMS,isomer #3	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C=C2O1	4442.9	Semi standard non polar	33892256
Cassiaside,4TBDMS,isomer #4	CC1=CC(=O)C2=C(O)C3=C(OC4OC(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)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C=C2O1	4462.5	Semi standard non polar	33892256
Cassiaside,4TBDMS,isomer #5	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C=C2O1	4451.1	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 - Cassiaside GC-MS (Non-derivatized) - 70eV, Positive	splash10-059i-9227000000-f3b8ce8fd49bb13c967f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cassiaside GC-MS (4 TMS) - 70eV, Positive	splash10-004i-1143019000-1cfe8019a862b4abdf62	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cassiaside GC-MS (TBDMS_3_10) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cassiaside GC-MS (TBDMS_4_3) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cassiaside GC-MS (TBDMS_4_5) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cassiaside GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cassiaside GC-MS ("Cassiaside,3TBDMS,#10" TMS) - 70eV, Positive	Not Available	2021-10-14	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 - Cassiaside 10V, Positive-QTOF	splash10-052f-0194400000-df822ab1900ed00f973e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cassiaside 20V, Positive-QTOF	splash10-0006-0090000000-375696ffa74d0d63beff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cassiaside 40V, Positive-QTOF	splash10-004l-2290000000-abfb8b57e4925754296a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cassiaside 10V, Negative-QTOF	splash10-0udl-1173900000-47884d36318ec5baec7b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cassiaside 20V, Negative-QTOF	splash10-0006-1191000000-f29cc9c7ec8af29a9d9a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cassiaside 40V, Negative-QTOF	splash10-052f-4590000000-cf9523f4f241820e424c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cassiaside 10V, Positive-QTOF	splash10-0006-0090000000-85ed7e68e0839986e2a7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cassiaside 20V, Positive-QTOF	splash10-0006-0090000000-5966a0b5a15db6dde563	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cassiaside 40V, Positive-QTOF	splash10-0006-4190000000-1c909bbeba2297bdf022	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cassiaside 10V, Negative-QTOF	splash10-0f6x-0090400000-e9c85a5e9f29eaf22baa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cassiaside 20V, Negative-QTOF	splash10-0006-1091000000-9c82fcb930b619553ea7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cassiaside 40V, Negative-QTOF	splash10-0006-6190000000-f210c6fd7f5ee52b6493	2021-09-22	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

FDB012111

KNApSAcK ID

C00054730

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

78178402

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1839221

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 Cassiaside (HMDB0033913)

MOL for HMDB0033913 (Cassiaside)

3D MOL for HMDB0033913 (Cassiaside)

3D SDF for HMDB0033913 (Cassiaside)

3D-SDF for HMDB0033913 (Cassiaside)

PDB for HMDB0033913 (Cassiaside)

3D PDB for HMDB0033913 (Cassiaside)

SMILES for HMDB0033913 (Cassiaside)

INCHI for HMDB0033913 (Cassiaside)

Structure for HMDB0033913 (Cassiaside)

3D Structure for HMDB0033913 (Cassiaside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra