NP-MRD: Showing NP-Card for Physcion 8-O-beta-D-monoglucoside (NP0139203)

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Record Information

Version

1.0

Created at

2022-06-29 19:43:48 UTC

Updated at

2022-06-29 19:43:48 UTC

NP-MRD ID

NP0139203

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Physcion 8-O-beta-D-monoglucoside

Description

Rheochrysin 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. Thus, rheochrysin is considered to be an aromatic polyketide lipid molecule. Rheochrysin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Rheochrysin has been detected, but not quantified in, green vegetables. Physcion 8-O-beta-D-monoglucoside is found in Dermocybe canaria, Fallopia multiflora, Rheum australe, Saururus chinensis and Selaginella delicatula. This could make rheochrysin a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061308482D          

 32 35  0  0  0  0            999 V2000
    5.7158    0.8250    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    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
    3.5724    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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  8  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  3  1  0  0  0  0
 11  5  1  0  0  0  0
 12  4  2  0  0  0  0
 13  6  2  0  0  0  0
 14  7  1  1  0  0  0
 15 10  2  0  0  0  0
 15 12  1  0  0  0  0
 16 11  2  0  0  0  0
 16 13  1  0  0  0  0
 17 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 18  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23  7  1  0  0  0  0
 24 12  1  0  0  0  0
 25 17  2  0  0  0  0
 18 26  1  6  0  0  0
 27 19  2  0  0  0  0
 20 28  1  1  0  0  0
 21 29  1  6  0  0  0
 30  2  1  0  0  0  0
 30  9  1  0  0  0  0
 31 13  1  0  0  0  0
 22 31  1  1  0  0  0
 32 14  1  0  0  0  0
 32 22  1  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
    2.1147    2.5184    4.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1351    1.8972    3.9482 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2326    1.4365    2.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1354    0.8481    2.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1460    0.3584    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9068   -0.2362    0.1518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903   -0.4784    0.6657 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4449   -1.8186    0.5616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7071   -2.2761    0.6708 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0258   -3.1385   -0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3305   -3.5751   -0.4118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8075   -1.3504    1.0020 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3170   -1.5471    2.3057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193    0.1099    0.7430 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6136    0.7779    0.2351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2634    0.2714   -0.0970 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9864    1.6068   -0.2810 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3448    0.4925    0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4528    1.0696    0.6610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4235    1.5593    1.9616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959    1.1903   -0.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7470    1.7134    0.3660 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7754    0.6831   -1.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9462    0.7936   -2.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9860    0.3128   -3.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2537    0.4151   -4.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8941   -0.2658   -4.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6783   -0.3977   -3.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6318   -0.9908   -3.9878 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6501    0.0896   -2.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0104   -1.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4223   -0.5453   -1.7934 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7003    3.4659    5.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4293    1.9180    5.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430    2.7847    4.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7691    0.7708    2.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150   -0.1742    1.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6936   -3.0555    1.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3004   -4.0042   -0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8806   -2.5182   -1.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7822   -3.5115   -1.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6807   -1.6069    0.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9052   -2.3260    2.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2803    0.5533    1.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6552    1.7362    0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4704   -0.1840   -1.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7993    2.0092   -0.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3070    2.0005    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8010    1.2567   -1.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6640    1.4187   -4.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0258    0.2009   -5.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9074   -0.3828   -3.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9455   -0.6394   -5.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7269   -1.2256   -3.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 20  2  0
 20 19  1  0
 19 18  2  0
 18 31  1  0
 31 32  2  0
 31 30  1  0
 30 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 23 21  1  0
 21 22  2  0
 18  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5  4  2  0
  4  3  1  0
 21 19  1  0
 16  7  1  0
 28 30  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
 20 48  1  0
 24 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 29 54  1  0
  7 37  1  1
  9 38  1  1
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  6
 13 43  1  0
 14 44  1  1
 15 45  1  0
 16 46  1  6
 17 47  1  0
  4 36  1  0
M  END


  Mrv0541 05061308482D          

 32 35  0  0  0  0            999 V2000
    5.7158    0.8250    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    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
    3.5724    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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  8  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  3  1  0  0  0  0
 11  5  1  0  0  0  0
 12  4  2  0  0  0  0
 13  6  2  0  0  0  0
 14  7  1  1  0  0  0
 15 10  2  0  0  0  0
 15 12  1  0  0  0  0
 16 11  2  0  0  0  0
 16 13  1  0  0  0  0
 17 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 18  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23  7  1  0  0  0  0
 24 12  1  0  0  0  0
 25 17  2  0  0  0  0
 18 26  1  6  0  0  0
 27 19  2  0  0  0  0
 20 28  1  1  0  0  0
 21 29  1  6  0  0  0
 30  2  1  0  0  0  0
 30  9  1  0  0  0  0
 31 13  1  0  0  0  0
 22 31  1  1  0  0  0
 32 14  1  0  0  0  0
 32 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0139203

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C(=O)C3=C(C=C(C)C=C3O)C2=O)C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O10/c1-8-3-10-15(12(24)4-8)19(27)16-11(17(10)25)5-9(30-2)6-13(16)31-22-21(29)20(28)18(26)14(7-23)32-22/h3-6,14,18,20-24,26,28-29H,7H2,1-2H3/t14-,18-,20+,21-,22-/m1/s1

> <INCHI_KEY>
POMKXWCJRHNLRP-DQMLXFRHSA-N

> <FORMULA>
C22H22O10

> <MOLECULAR_WEIGHT>
446.4041

> <EXACT_MASS>
446.121296924

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
44.009187126758924

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.66

> <JCHEM_LOGP>
1.0492574616666657

> <ALOGPS_LOGS>
-2.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.200880945248779

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.496000324997139

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923462808114

> <JCHEM_POLAR_SURFACE_AREA>
162.98

> <JCHEM_REFRACTIVITY>
108.76159999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.46e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
physcion 8-glucoside

> <JCHEM_VEBER_RULE>
0

$$$$

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      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.667   9.240   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.667   6.160   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       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2   30                                                            
CONECT    3    8   10                                                       
CONECT    4    8   12                                                       
CONECT    5    9   11                                                       
CONECT    6    9   13                                                       
CONECT    7   14   23                                                       
CONECT    8    1    3    4                                                  
CONECT    9    5    6   30                                                  
CONECT   10    3   15   17                                                  
CONECT   11    5   16   17                                                  
CONECT   12    4   15   24                                                  
CONECT   13    6   16   31                                                  
CONECT   14    7   18   32                                                  
CONECT   15   10   12   19                                                  
CONECT   16   11   13   19                                                  
CONECT   17   10   11   25                                                  
CONECT   18   14   20   26                                                  
CONECT   19   15   16   27                                                  
CONECT   20   18   21   28                                                  
CONECT   21   20   22   29                                                  
CONECT   22   21   31   32                                                  
CONECT   23    7                                                            
CONECT   24   12                                                            
CONECT   25   17                                                            
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   20                                                            
CONECT   29   21                                                            
CONECT   30    2    9                                                       
CONECT   31   13   22                                                       
CONECT   32   14   22                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Value	Source
1,8-Dihydroxy-3-methyl-6-methoxy-9,10-anthraquinone-8-O-(beta-D-glucoside)	MeSH
Rheochrysin	MeSH

Chemical Formula

C₂₂H₂₂O₁₀

Average Mass

446.4041 Da

Monoisotopic Mass

446.12130 Da

IUPAC Name

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

Traditional Name

physcion 8-glucoside

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(=O)C3=C(C=C(C)C=C3O)C2=O)C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C1

InChI Identifier

InChI=1S/C22H22O10/c1-8-3-10-15(12(24)4-8)19(27)16-11(17(10)25)5-9(30-2)6-13(16)31-22-21(29)20(28)18(26)14(7-23)32-22/h3-6,14,18,20-24,26,28-29H,7H2,1-2H3/t14-,18-,20+,21-,22-/m1/s1

InChI Key

POMKXWCJRHNLRP-DQMLXFRHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cortinarius canarius	LOTUS Database	35616633
Fallopia multiflora	LOTUS Database	35616633
Rheum australe	LOTUS Database	35616633
Saururus chinensis	LOTUS Database	35616633
Selaginella delicatula	LOTUS Database	35616633

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
Anisole
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Oxane
Monosaccharide
Vinylogous acid
Secondary alcohol
Ketone
Acetal
Oxacycle
Ether
Organoheterocyclic compound
Polyol
Alcohol
Organic oxygen compound
Organic oxide
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Anthracenes and phenanthrenes (LMPK13040013 )

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.66	ALOGPS
logP	1.05	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	108.76 m³·mol⁻¹	ChemAxon
Polarizability	44.01 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

External Links

HMDB ID

HMDB0035931

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB014734

KNApSAcK ID

Not Available

Chemspider ID

147770

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

168938

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Physcion 8-O-beta-D-monoglucoside (NP0139203)

MOL for NP0139203 (Physcion 8-O-beta-D-monoglucoside)

3D MOL for NP0139203 (Physcion 8-O-beta-D-monoglucoside)

3D SDF for NP0139203 (Physcion 8-O-beta-D-monoglucoside)

3D-SDF for NP0139203 (Physcion 8-O-beta-D-monoglucoside)

PDB for NP0139203 (Physcion 8-O-beta-D-monoglucoside)

3D PDB for NP0139203 (Physcion 8-O-beta-D-monoglucoside)

SMILES for NP0139203 (Physcion 8-O-beta-D-monoglucoside)

INCHI for NP0139203 (Physcion 8-O-beta-D-monoglucoside)

Structure for NP0139203 (Physcion 8-O-beta-D-monoglucoside)

3D Structure for NP0139203 (Physcion 8-O-beta-D-monoglucoside)