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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:27:28 UTC

Update Date

2022-03-07 02:56:04 UTC

HMDB ID

HMDB0039098

Secondary Accession Numbers

HMDB39098

Metabolite Identification

Common Name

Chrysophanein

Description

Chrysophanein belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. Chrysophanein has been detected, but not quantified in, garden rhubarbs (Rheum rhabarbarum) and green vegetables. This could make chrysophanein a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Chrysophanein.

Structure

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


  Mrv0541 05061310512D          

 30 33  0  0  0  0            999 V2000
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
    2.8579    0.0000    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
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    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
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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
   -0.7145   -3.7125    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
  8  6  1  0  0  0  0
  9  3  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  2  0  0  0  0
 12  4  2  0  0  0  0
 13  7  1  0  0  0  0
 14 10  2  0  0  0  0
 14 11  1  0  0  0  0
 15  9  2  0  0  0  0
 15 12  1  0  0  0  0
 16  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22  7  1  0  0  0  0
 23 11  1  0  0  0  0
 24 16  2  0  0  0  0
 25 17  1  0  0  0  0
 26 18  2  0  0  0  0
 27 19  1  0  0  0  0
 28 20  1  0  0  0  0
 29 12  1  0  0  0  0
 29 21  1  0  0  0  0
 30 13  1  0  0  0  0
 30 21  1  0  0  0  0
M  END

HMDB0039098
     RDKit          3D
Chrysophanein
 50 53  0  0  0  0  0  0  0  0999 V2000
    7.3392   -1.4340   -0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8892   -1.1090   -0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0568   -1.5767   -1.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6889   -1.2910   -1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407   -1.7551   -2.2501 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1620   -0.5398   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9837   -0.0670    0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3432   -0.3598    0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4056    0.7259    1.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1669    1.1500    2.7566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9865    1.0451    1.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459    1.8004    2.9572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1009    2.0948    3.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7128    1.6064    1.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947    0.8528    0.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9382    0.3371   -0.0880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244    0.4898   -0.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600   -0.7999   -0.3488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2345   -0.7767   -0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8540   -1.2560    0.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3703   -2.5439    1.0008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7877    0.5808   -0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0770    0.4189   -1.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9933    1.3664   -1.8211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3588    1.0571   -3.1306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5282    1.0884   -1.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1823    0.0803   -2.5700 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1727    0.5671    0.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -0.2269   -0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9863   -0.6502   -1.0652 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5358   -2.3901   -0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8974   -0.6270   -0.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7773   -1.3966    0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4645   -2.1659   -2.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344   -2.3055   -3.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9892    0.0099    1.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0888    2.1718    3.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3813    2.6744    3.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7705    1.8248    2.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8456    1.0688    0.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4869   -1.4997   -1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3929   -0.6069    1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9464   -1.1907    0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0757   -2.6774    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9084    1.1543    0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6423    1.2234   -1.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2096    2.4646   -1.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9587    0.2158   -3.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9031    1.9933   -1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3513   -0.8170   -2.2056 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 28  2  0
 28 29  1  0
 29 30  2  0
  8  2  1  0
 28 11  1  0
 29  6  1  0
 26 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  5 35  1  0
  8 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 17 40  1  0
 19 41  1  0
 20 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
 26 49  1  0
 27 50  1  0
M  END


  Mrv0541 05061310512D          

 30 33  0  0  0  0            999 V2000
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
    2.8579    0.0000    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
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    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
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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
   -0.7145   -3.7125    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
  8  6  1  0  0  0  0
  9  3  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  2  0  0  0  0
 12  4  2  0  0  0  0
 13  7  1  0  0  0  0
 14 10  2  0  0  0  0
 14 11  1  0  0  0  0
 15  9  2  0  0  0  0
 15 12  1  0  0  0  0
 16  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22  7  1  0  0  0  0
 23 11  1  0  0  0  0
 24 16  2  0  0  0  0
 25 17  1  0  0  0  0
 26 18  2  0  0  0  0
 27 19  1  0  0  0  0
 28 20  1  0  0  0  0
 29 12  1  0  0  0  0
 29 21  1  0  0  0  0
 30 13  1  0  0  0  0
 30 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039098

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1OC1OC(CO)C(O)C(O)C1O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O9/c1-8-5-10-14(11(23)6-8)18(26)15-9(16(10)24)3-2-4-12(15)29-21-20(28)19(27)17(25)13(7-22)30-21/h2-6,13,17,19-23,25,27-28H,7H2,1H3

> <INCHI_KEY>
WMMOMSNMMDMSRB-UHFFFAOYSA-N

> <FORMULA>
C21H20O9

> <MOLECULAR_WEIGHT>
416.3781

> <EXACT_MASS>
416.110732238

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
40.81159356010185

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-hydroxy-3-methyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracene-9,10-dione

> <ALOGPS_LOGP>
0.63

> <JCHEM_LOGP>
1.206928727333333

> <ALOGPS_LOGS>
-2.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.200875969234268

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.49220094906081

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923462446413

> <JCHEM_POLAR_SURFACE_AREA>
153.75

> <JCHEM_REFRACTIVITY>
102.29839999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.85e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-hydroxy-3-methyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039098
     RDKit          3D
Chrysophanein
 50 53  0  0  0  0  0  0  0  0999 V2000
    7.3392   -1.4340   -0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8892   -1.1090   -0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0568   -1.5767   -1.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6889   -1.2910   -1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407   -1.7551   -2.2501 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1620   -0.5398   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9837   -0.0670    0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3432   -0.3598    0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4056    0.7259    1.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1669    1.1500    2.7566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9865    1.0451    1.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459    1.8004    2.9572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1009    2.0948    3.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7128    1.6064    1.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947    0.8528    0.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9382    0.3371   -0.0880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244    0.4898   -0.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600   -0.7999   -0.3488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2345   -0.7767   -0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8540   -1.2560    0.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3703   -2.5439    1.0008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7877    0.5808   -0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0770    0.4189   -1.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9933    1.3664   -1.8211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3588    1.0571   -3.1306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5282    1.0884   -1.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1823    0.0803   -2.5700 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1727    0.5671    0.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -0.2269   -0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9863   -0.6502   -1.0652 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5358   -2.3901   -0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8974   -0.6270   -0.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7773   -1.3966    0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4645   -2.1659   -2.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344   -2.3055   -3.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9892    0.0099    1.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0888    2.1718    3.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3813    2.6744    3.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7705    1.8248    2.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8456    1.0688    0.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4869   -1.4997   -1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3929   -0.6069    1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9464   -1.1907    0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0757   -2.6774    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9084    1.1543    0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6423    1.2234   -1.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2096    2.4646   -1.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9587    0.2158   -3.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9031    1.9933   -1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3513   -0.8170   -2.2056 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 28  2  0
 28 29  1  0
 29 30  2  0
  8  2  1  0
 28 11  1  0
 29  6  1  0
 26 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  5 35  1  0
  8 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 17 40  1  0
 19 41  1  0
 20 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
 26 49  1  0
 27 50  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   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    3    4                                                       
CONECT    3    2    9                                                       
CONECT    4    2   12                                                       
CONECT    5    8   10                                                       
CONECT    6    8   11                                                       
CONECT    7   13   22                                                       
CONECT    8    1    5    6                                                  
CONECT    9    3   15   16                                                  
CONECT   10    5   14   16                                                  
CONECT   11    6   14   23                                                  
CONECT   12    4   15   29                                                  
CONECT   13    7   17   30                                                  
CONECT   14   10   11   18                                                  
CONECT   15    9   12   18                                                  
CONECT   16    9   10   24                                                  
CONECT   17   13   19   25                                                  
CONECT   18   14   15   26                                                  
CONECT   19   17   20   27                                                  
CONECT   20   19   21   28                                                  
CONECT   21   20   29   30                                                  
CONECT   22    7                                                            
CONECT   23   11                                                            
CONECT   24   16                                                            
CONECT   25   17                                                            
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   20                                                            
CONECT   29   12   21                                                       
CONECT   30   13   21                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0039098
HETATM    1  C1  UNL     1       7.339  -1.434  -0.370  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.889  -1.109  -0.297  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.057  -1.577  -1.292  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.689  -1.291  -1.256  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.841  -1.755  -2.250  1.00  0.00           O  
HETATM    6  C5  UNL     1       3.162  -0.540  -0.227  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.984  -0.067   0.773  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.343  -0.360   0.724  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.406   0.726   1.853  1.00  0.00           C  
HETATM   10  O2  UNL     1       4.167   1.150   2.757  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.986   1.045   1.926  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.446   1.800   2.957  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.101   2.095   3.013  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.713   1.606   1.992  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.195   0.853   0.956  1.00  0.00           C  
HETATM   16  O3  UNL     1      -0.938   0.337  -0.088  1.00  0.00           O  
HETATM   17  C14 UNL     1      -2.324   0.490  -0.269  1.00  0.00           C  
HETATM   18  O4  UNL     1      -2.860  -0.800  -0.349  1.00  0.00           O  
HETATM   19  C15 UNL     1      -4.235  -0.777  -0.540  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.854  -1.256   0.778  1.00  0.00           C  
HETATM   21  O5  UNL     1      -4.370  -2.544   1.001  1.00  0.00           O  
HETATM   22  C17 UNL     1      -4.788   0.581  -0.816  1.00  0.00           C  
HETATM   23  O6  UNL     1      -6.077   0.419  -1.338  1.00  0.00           O  
HETATM   24  C18 UNL     1      -3.993   1.366  -1.821  1.00  0.00           C  
HETATM   25  O7  UNL     1      -4.359   1.057  -3.131  1.00  0.00           O  
HETATM   26  C19 UNL     1      -2.528   1.088  -1.670  1.00  0.00           C  
HETATM   27  O8  UNL     1      -2.182   0.080  -2.570  1.00  0.00           O  
HETATM   28  C20 UNL     1       1.173   0.567   0.920  1.00  0.00           C  
HETATM   29  C21 UNL     1       1.733  -0.227  -0.167  1.00  0.00           C  
HETATM   30  O9  UNL     1       0.986  -0.650  -1.065  1.00  0.00           O  
HETATM   31  H1  UNL     1       7.536  -2.390  -0.865  1.00  0.00           H  
HETATM   32  H2  UNL     1       7.897  -0.627  -0.924  1.00  0.00           H  
HETATM   33  H3  UNL     1       7.777  -1.397   0.669  1.00  0.00           H  
HETATM   34  H4  UNL     1       5.465  -2.166  -2.101  1.00  0.00           H  
HETATM   35  H5  UNL     1       3.234  -2.305  -3.002  1.00  0.00           H  
HETATM   36  H6  UNL     1       5.989   0.010   1.506  1.00  0.00           H  
HETATM   37  H7  UNL     1       2.089   2.172   3.742  1.00  0.00           H  
HETATM   38  H8  UNL     1      -0.381   2.674   3.785  1.00  0.00           H  
HETATM   39  H9  UNL     1      -1.770   1.825   2.015  1.00  0.00           H  
HETATM   40  H10 UNL     1      -2.846   1.069   0.490  1.00  0.00           H  
HETATM   41  H11 UNL     1      -4.487  -1.500  -1.350  1.00  0.00           H  
HETATM   42  H12 UNL     1      -4.393  -0.607   1.569  1.00  0.00           H  
HETATM   43  H13 UNL     1      -5.946  -1.191   0.763  1.00  0.00           H  
HETATM   44  H14 UNL     1      -4.076  -2.677   1.932  1.00  0.00           H  
HETATM   45  H15 UNL     1      -4.908   1.154   0.125  1.00  0.00           H  
HETATM   46  H16 UNL     1      -6.642   1.223  -1.126  1.00  0.00           H  
HETATM   47  H17 UNL     1      -4.210   2.465  -1.700  1.00  0.00           H  
HETATM   48  H18 UNL     1      -3.959   0.216  -3.454  1.00  0.00           H  
HETATM   49  H19 UNL     1      -1.903   1.993  -1.806  1.00  0.00           H  
HETATM   50  H20 UNL     1      -2.351  -0.817  -2.206  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3    8
CONECT    3    4   34
CONECT    4    5    6    6
CONECT    5   35
CONECT    6    7   29
CONECT    7    8    8    9
CONECT    8   36
CONECT    9   10   10   11
CONECT   11   12   12   28
CONECT   12   13   37
CONECT   13   14   14   38
CONECT   14   15   39
CONECT   15   16   28   28
CONECT   16   17
CONECT   17   18   26   40
CONECT   18   19
CONECT   19   20   22   41
CONECT   20   21   42   43
CONECT   21   44
CONECT   22   23   24   45
CONECT   23   46
CONECT   24   25   26   47
CONECT   25   48
CONECT   26   27   49
CONECT   27   50
CONECT   28   29
CONECT   29   30   30
END

HMDB0039098
     RDKit          3D
Chrysophanein
 50 53  0  0  0  0  0  0  0  0999 V2000
    7.3392   -1.4340   -0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8892   -1.1090   -0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0568   -1.5767   -1.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6889   -1.2910   -1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407   -1.7551   -2.2501 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1620   -0.5398   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9837   -0.0670    0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3432   -0.3598    0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4056    0.7259    1.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1669    1.1500    2.7566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9865    1.0451    1.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459    1.8004    2.9572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1009    2.0948    3.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7128    1.6064    1.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947    0.8528    0.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9382    0.3371   -0.0880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244    0.4898   -0.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600   -0.7999   -0.3488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2345   -0.7767   -0.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8540   -1.2560    0.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3703   -2.5439    1.0008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7877    0.5808   -0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0770    0.4189   -1.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9933    1.3664   -1.8211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3588    1.0571   -3.1306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5282    1.0884   -1.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1823    0.0803   -2.5700 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1727    0.5671    0.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -0.2269   -0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9863   -0.6502   -1.0652 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5358   -2.3901   -0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8974   -0.6270   -0.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7773   -1.3966    0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4645   -2.1659   -2.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344   -2.3055   -3.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9892    0.0099    1.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0888    2.1718    3.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3813    2.6744    3.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7705    1.8248    2.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8456    1.0688    0.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4869   -1.4997   -1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3929   -0.6069    1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9464   -1.1907    0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0757   -2.6774    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9084    1.1543    0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6423    1.2234   -1.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2096    2.4646   -1.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9587    0.2158   -3.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9031    1.9933   -1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3513   -0.8170   -2.2056 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 28  2  0
 28 29  1  0
 29 30  2  0
  8  2  1  0
 28 11  1  0
 29  6  1  0
 26 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  5 35  1  0
  8 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 17 40  1  0
 19 41  1  0
 20 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
 26 49  1  0
 27 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Chrysophanol 8-glucoside	HMDB

Chemical Formula

C₂₁H₂₀O₉

Average Molecular Weight

416.3781

Monoisotopic Molecular Weight

416.110732238

IUPAC Name

1-hydroxy-3-methyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracene-9,10-dione

Traditional Name

1-hydroxy-3-methyl-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}anthracene-9,10-dione

CAS Registry Number

13241-28-6

SMILES

CC1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1OC1OC(CO)C(O)C(O)C1O)C2=O

InChI Identifier

InChI=1S/C21H20O9/c1-8-5-10-14(11(23)6-8)18(26)15-9(16(10)24)3-2-4-12(15)29-21-20(28)19(27)17(25)13(7-22)30-21/h2-6,13,17,19-23,25,27-28H,7H2,1H3

InChI Key

WMMOMSNMMDMSRB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

9,10-anthraquinone
Anthraquinone
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monosaccharide
Oxane
Vinylogous acid
Ketone
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Primary alcohol
Organic oxide
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: HMDB0039098)
Cytoplasm (HMDB: HMDB0039098)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039098)

Source

Exogenous

Food

Food (HMDB: HMDB0039098)

Vegetable

Stalk vegetable

Garden rhubarb (FooDB: FOOD00154)

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0039098)

Not Available

Nutrient (HMDB: HMDB0039098)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	248 - 249 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.85 g/L	ALOGPS
logP	0.63	ALOGPS
logP	1.21	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	9.49	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	102.3 m³·mol⁻¹	ChemAxon
Polarizability	40.81 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
DarkChem	[M+H]+	195.657	31661259
DarkChem	[M-H]-	193.851	31661259
DeepCCS	[M+H]+	192.722	30932474
DeepCCS	[M-H]-	190.364	30932474
DeepCCS	[M-2H]-	224.048	30932474
DeepCCS	[M+Na]+	199.139	30932474
AllCCS	[M+H]+	197.0	32859911
AllCCS	[M+H-H2O]+	194.5	32859911
AllCCS	[M+NH4]+	199.3	32859911
AllCCS	[M+Na]+	200.0	32859911
AllCCS	[M-H]-	194.3	32859911
AllCCS	[M+Na-2H]-	194.4	32859911
AllCCS	[M+HCOO]-	194.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chrysophanein	CC1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1OC1OC(CO)C(O)C(O)C1O)C2=O	4434.8	Standard polar	33892256
Chrysophanein	CC1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1OC1OC(CO)C(O)C(O)C1O)C2=O	3561.3	Standard non polar	33892256
Chrysophanein	CC1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1OC1OC(CO)C(O)C(O)C1O)C2=O	3905.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Chrysophanein,1TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O)C4O)C=CC=C3C(=O)C2=C1	3698.5	Semi standard non polar	33892256
Chrysophanein,1TMS,isomer #2	CC1=CC(O)=C2C(=O)C3=C(OC4OC(CO[Si](C)(C)C)C(O)C(O)C4O)C=CC=C3C(=O)C2=C1	3648.1	Semi standard non polar	33892256
Chrysophanein,1TMS,isomer #3	CC1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O)C=CC=C3C(=O)C2=C1	3614.1	Semi standard non polar	33892256
Chrysophanein,1TMS,isomer #4	CC1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O)C=CC=C3C(=O)C2=C1	3603.8	Semi standard non polar	33892256
Chrysophanein,1TMS,isomer #5	CC1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3590.5	Semi standard non polar	33892256
Chrysophanein,2TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO[Si](C)(C)C)C(O)C(O)C4O)C=CC=C3C(=O)C2=C1	3587.3	Semi standard non polar	33892256
Chrysophanein,2TMS,isomer #10	CC1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3513.0	Semi standard non polar	33892256
Chrysophanein,2TMS,isomer #2	CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O)C=CC=C3C(=O)C2=C1	3577.4	Semi standard non polar	33892256
Chrysophanein,2TMS,isomer #3	CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O)C=CC=C3C(=O)C2=C1	3564.0	Semi standard non polar	33892256
Chrysophanein,2TMS,isomer #4	CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3557.7	Semi standard non polar	33892256
Chrysophanein,2TMS,isomer #5	CC1=CC(O)=C2C(=O)C3=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O)C=CC=C3C(=O)C2=C1	3533.1	Semi standard non polar	33892256
Chrysophanein,2TMS,isomer #6	CC1=CC(O)=C2C(=O)C3=C(OC4OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O)C=CC=C3C(=O)C2=C1	3534.1	Semi standard non polar	33892256
Chrysophanein,2TMS,isomer #7	CC1=CC(O)=C2C(=O)C3=C(OC4OC(CO[Si](C)(C)C)C(O)C(O)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3530.4	Semi standard non polar	33892256
Chrysophanein,2TMS,isomer #8	CC1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)C=CC=C3C(=O)C2=C1	3499.6	Semi standard non polar	33892256
Chrysophanein,2TMS,isomer #9	CC1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3509.3	Semi standard non polar	33892256
Chrysophanein,3TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O)C=CC=C3C(=O)C2=C1	3508.5	Semi standard non polar	33892256
Chrysophanein,3TMS,isomer #10	CC1=CC(O)=C2C(=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(=O)C2=C1	3457.8	Semi standard non polar	33892256
Chrysophanein,3TMS,isomer #2	CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O)C=CC=C3C(=O)C2=C1	3507.2	Semi standard non polar	33892256
Chrysophanein,3TMS,isomer #3	CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO[Si](C)(C)C)C(O)C(O)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3512.7	Semi standard non polar	33892256
Chrysophanein,3TMS,isomer #4	CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)C=CC=C3C(=O)C2=C1	3477.9	Semi standard non polar	33892256
Chrysophanein,3TMS,isomer #5	CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3497.5	Semi standard non polar	33892256
Chrysophanein,3TMS,isomer #6	CC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	3489.8	Semi standard non polar	33892256
Chrysophanein,3TMS,isomer #7	CC1=CC(O)=C2C(=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(=O)C2=C1	3472.9	Semi standard non polar	33892256
Chrysophanein,3TMS,isomer #8	CC1=CC(O)=C2C(=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(=O)C2=C1	3508.1	Semi standard non polar	33892256
Chrysophanein,3TMS,isomer #9	CC1=CC(O)=C2C(=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(=O)C2=C1	3481.5	Semi standard non polar	33892256
Chrysophanein,4TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=C2C(=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(=O)C2=C1	3470.5	Semi standard non polar	33892256
Chrysophanein,4TMS,isomer #2	CC1=CC(O[Si](C)(C)C)=C2C(=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(=O)C2=C1	3494.7	Semi standard non polar	33892256
Chrysophanein,4TMS,isomer #3	CC1=CC(O[Si](C)(C)C)=C2C(=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(=O)C2=C1	3479.8	Semi standard non polar	33892256
Chrysophanein,4TMS,isomer #4	CC1=CC(O[Si](C)(C)C)=C2C(=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(=O)C2=C1	3467.8	Semi standard non polar	33892256
Chrysophanein,4TMS,isomer #5	CC1=CC(O)=C2C(=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(=O)C2=C1	3475.5	Semi standard non polar	33892256
Chrysophanein,5TMS,isomer #1	CC1=CC(O[Si](C)(C)C)=C2C(=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(=O)C2=C1	3501.1	Semi standard non polar	33892256
Chrysophanein,1TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O)C4O)C=CC=C3C(=O)C2=C1	3911.4	Semi standard non polar	33892256
Chrysophanein,1TBDMS,isomer #2	CC1=CC(O)=C2C(=O)C3=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C4O)C=CC=C3C(=O)C2=C1	3844.6	Semi standard non polar	33892256
Chrysophanein,1TBDMS,isomer #3	CC1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)C=CC=C3C(=O)C2=C1	3863.7	Semi standard non polar	33892256
Chrysophanein,1TBDMS,isomer #4	CC1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)C=CC=C3C(=O)C2=C1	3849.8	Semi standard non polar	33892256
Chrysophanein,1TBDMS,isomer #5	CC1=CC(O)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C(=O)C2=C1	3837.5	Semi standard non polar	33892256
Chrysophanein,2TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C4O)C=CC=C3C(=O)C2=C1	4027.8	Semi standard non polar	33892256
Chrysophanein,2TBDMS,isomer #10	CC1=CC(O)=C2C(=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(=O)C2=C1	4031.8	Semi standard non polar	33892256
Chrysophanein,2TBDMS,isomer #2	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)C=CC=C3C(=O)C2=C1	4074.3	Semi standard non polar	33892256
Chrysophanein,2TBDMS,isomer #3	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)C=CC=C3C(=O)C2=C1	4060.8	Semi standard non polar	33892256
Chrysophanein,2TBDMS,isomer #4	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)C=CC=C3C(=O)C2=C1	4051.2	Semi standard non polar	33892256
Chrysophanein,2TBDMS,isomer #5	CC1=CC(O)=C2C(=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(=O)C2=C1	4003.7	Semi standard non polar	33892256
Chrysophanein,2TBDMS,isomer #6	CC1=CC(O)=C2C(=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(=O)C2=C1	4002.0	Semi standard non polar	33892256
Chrysophanein,2TBDMS,isomer #7	CC1=CC(O)=C2C(=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(=O)C2=C1	3992.8	Semi standard non polar	33892256
Chrysophanein,2TBDMS,isomer #8	CC1=CC(O)=C2C(=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(=O)C2=C1	4009.3	Semi standard non polar	33892256
Chrysophanein,2TBDMS,isomer #9	CC1=CC(O)=C2C(=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(=O)C2=C1	4025.1	Semi standard non polar	33892256
Chrysophanein,3TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=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(=O)C2=C1	4174.5	Semi standard non polar	33892256
Chrysophanein,3TBDMS,isomer #10	CC1=CC(O)=C2C(=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(=O)C2=C1	4148.6	Semi standard non polar	33892256
Chrysophanein,3TBDMS,isomer #2	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=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(=O)C2=C1	4184.5	Semi standard non polar	33892256
Chrysophanein,3TBDMS,isomer #3	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=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(=O)C2=C1	4170.8	Semi standard non polar	33892256
Chrysophanein,3TBDMS,isomer #4	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=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(=O)C2=C1	4177.4	Semi standard non polar	33892256
Chrysophanein,3TBDMS,isomer #5	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=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(=O)C2=C1	4188.6	Semi standard non polar	33892256
Chrysophanein,3TBDMS,isomer #6	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=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(=O)C2=C1	4201.0	Semi standard non polar	33892256
Chrysophanein,3TBDMS,isomer #7	CC1=CC(O)=C2C(=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(=O)C2=C1	4162.6	Semi standard non polar	33892256
Chrysophanein,3TBDMS,isomer #8	CC1=CC(O)=C2C(=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(=O)C2=C1	4201.8	Semi standard non polar	33892256
Chrysophanein,3TBDMS,isomer #9	CC1=CC(O)=C2C(=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(=O)C2=C1	4164.9	Semi standard non polar	33892256
Chrysophanein,4TBDMS,isomer #1	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=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(=O)C2=C1	4318.8	Semi standard non polar	33892256
Chrysophanein,4TBDMS,isomer #2	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=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(=O)C2=C1	4360.9	Semi standard non polar	33892256
Chrysophanein,4TBDMS,isomer #3	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=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(=O)C2=C1	4328.7	Semi standard non polar	33892256
Chrysophanein,4TBDMS,isomer #4	CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=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(=O)C2=C1	4313.8	Semi standard non polar	33892256
Chrysophanein,4TBDMS,isomer #5	CC1=CC(O)=C2C(=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(=O)C2=C1	4359.1	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 - Chrysophanein GC-MS (Non-derivatized) - 70eV, Positive	splash10-0abj-8319000000-01d514f0c6a0fcad0055	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chrysophanein GC-MS (3 TMS) - 70eV, Positive	splash10-014i-2463139000-9e5bb376234a2859939a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chrysophanein 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 - Chrysophanein 10V, Positive-QTOF	splash10-0aor-0195400000-48198526a52ad4d0c080	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrysophanein 20V, Positive-QTOF	splash10-0a4i-0190000000-b042f4b6ed2c7dbdf39a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrysophanein 40V, Positive-QTOF	splash10-0a4i-3490000000-c0552955e8447f414fa8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrysophanein 10V, Negative-QTOF	splash10-0gb9-1273900000-01b25af2791886c04c9d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrysophanein 20V, Negative-QTOF	splash10-0udi-1091000000-32771b20d2c16fe32035	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrysophanein 40V, Negative-QTOF	splash10-0udi-3290000000-6319918bc1f38243d8fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrysophanein 10V, Positive-QTOF	splash10-0a4i-0090000000-6fcee034be0d1e812323	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrysophanein 20V, Positive-QTOF	splash10-0a4i-0193000000-4dff2262fd2a7b53dda5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrysophanein 40V, Positive-QTOF	splash10-0a4i-3191000000-c71e91760b019617b3cd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrysophanein 10V, Negative-QTOF	splash10-0udi-0090300000-e3d848959a758e1f7e20	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrysophanein 20V, Negative-QTOF	splash10-0udi-1091100000-ef4e7177195dd139d1d1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chrysophanein 40V, Negative-QTOF	splash10-0udi-4190000000-0d3a1d753248163c42f7	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4483734

PDB ID

Not Available

ChEBI ID

3688

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 Chrysophanein (HMDB0039098)

MOL for HMDB0039098 (Chrysophanein)

3D MOL for HMDB0039098 (Chrysophanein)

3D SDF for HMDB0039098 (Chrysophanein)

3D-SDF for HMDB0039098 (Chrysophanein)

PDB for HMDB0039098 (Chrysophanein)

3D PDB for HMDB0039098 (Chrysophanein)

SMILES for HMDB0039098 (Chrysophanein)

INCHI for HMDB0039098 (Chrysophanein)

Structure for HMDB0039098 (Chrysophanein)

3D Structure for HMDB0039098 (Chrysophanein)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra