NP-MRD: Showing NP-Card for demethoxycentaureidin 7-O-beta-D-galacturonopyranoside (NP0040446)

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Record Information

Version

2.0

Created at

2021-06-20 22:36:33 UTC

Updated at

2021-06-30 00:14:21 UTC

NP-MRD ID

NP0040446

Secondary Accession Numbers

None

Natural Product Identification

Common Name

demethoxycentaureidin 7-O-beta-D-galacturonopyranoside

Provided By

JEOL Database JEOL Logo

Description

Demethoxycentaureidin 7-O-beta-D-galacturonopyranoside belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position. demethoxycentaureidin 7-O-beta-D-galacturonopyranoside is found in Ruellia patula. demethoxycentaureidin 7-O-beta-D-galacturonopyranoside was first documented in 2011 (PMID: 21628908). Based on a literature review very few articles have been published on Demethoxycentaureidin 7-O-beta-D-galacturonopyranoside.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100363D          

 58 61  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306212100363D          

 58 61  0  0  0  0            999 V2000
    4.0959   -6.3142   -3.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3056    1.2043    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1279    0.5875   -0.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6157   -0.4750   -1.3724 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4795   -2.4232   -4.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109   -3.4874   -4.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6588   -3.6390   -5.9237 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2794   -6.8628   -2.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7125   -7.0399   -3.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7331   -5.8209   -2.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7613   -4.8544   -1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3065   -2.9998   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0920    4.9795   -1.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7360    4.6049   -0.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7052    5.8026    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4517    1.2340    3.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4850    1.1365    4.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886    3.4704    2.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2950    2.4318    6.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2312    1.3180    5.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2946    2.8695    6.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625    3.9495    4.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0303    2.7139    3.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2012    0.8517    0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1519   -1.7488   -5.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2359   -4.4276   -5.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0  0  0  0
 25 26  1  0  0  0  0
 27 28  1  0  0  0  0
 32 33  1  0  0  0  0
 11  9  1  0  0  0  0
  9  8  1  0  0  0  0
  8  7  2  0  0  0  0
  7 33  1  0  0  0  0
 14 17  2  0  0  0  0
 29 30  1  0  0  0  0
 17 18  1  0  0  0  0
 22 23  2  0  0  0  0
  6 34  2  0  0  0  0
 19 29  1  0  0  0  0
 34 35  1  0  0  0  0
 22 24  1  0  0  0  0
 35  3  2  0  0  0  0
 29 27  1  0  0  0  0
  3  4  1  0  0  0  0
 14 12  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
 12 11  2  0  0  0  0
 12 13  1  0  0  0  0
 27 25  1  0  0  0  0
  3  2  1  0  0  0  0
 32 31  2  0  0  0  0
 35 36  1  0  0  0  0
 31 17  1  0  0  0  0
 14 15  1  0  0  0  0
 32 11  1  0  0  0  0
 15 16  1  0  0  0  0
 25 21  1  0  0  0  0
  9 10  2  0  0  0  0
 21 20  1  0  0  0  0
  2  1  1  0  0  0  0
 21 22  1  0  0  0  0
 19 18  1  0  0  0  0
 26 51  1  0  0  0  0
 19 47  1  6  0  0  0
 25 50  1  1  0  0  0
 27 52  1  1  0  0  0
 28 53  1  0  0  0  0
 29 54  1  1  0  0  0
 30 55  1  0  0  0  0
 21 48  1  1  0  0  0
 24 49  1  0  0  0  0
 31 56  1  0  0  0  0
  8 42  1  0  0  0  0
 34 57  1  0  0  0  0
  4 40  1  0  0  0  0
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 13 43  1  0  0  0  0
 36 58  1  0  0  0  0
 16 44  1  0  0  0  0
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 16 46  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0040446

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@@]1([H])O[C@@]([H])(OC2=C(OC([H])([H])[H])C(O[H])=C3C(=O)C([H])=C(OC3=C2[H])C2=C([H])C(O[H])=C(OC([H])([H])[H])C([H])=C2[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O13/c1-32-11-4-3-8(5-9(11)24)12-6-10(25)15-13(34-12)7-14(20(33-2)16(15)26)35-23-19(29)17(27)18(28)21(36-23)22(30)31/h3-7,17-19,21,23-24,26-29H,1-2H3,(H,30,31)/t17-,18+,19+,21-,23+/m0/s1

> <INCHI_KEY>
MIZRWCVHCYQBHN-KQKYNLKISA-N

> <FORMULA>
C23H22O13

> <MOLECULAR_WEIGHT>
506.416

> <EXACT_MASS>
506.106040768

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
48.95458949867509

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl]oxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
1.28

> <JCHEM_LOGP>
0.4435530470000002

> <ALOGPS_LOGS>
-2.64

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.879271985291166

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7051335777547045

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868279933097865

> <JCHEM_POLAR_SURFACE_AREA>
201.67

> <JCHEM_REFRACTIVITY>
117.85210000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxy}oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
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    3.5961   -5.3791   -4.1328 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5828   -3.1249   -1.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2245   -1.1104   -2.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8599   -0.7736   -3.2528 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9871    2.1486   -1.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1328    2.5832   -1.6889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5443    2.7939    0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1564    3.8689    0.6880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6982    4.8468   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4163    2.2823    0.7621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714    2.8867    1.8960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5288    2.3303    3.0842 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8962    2.7153    3.2016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5159    2.2331    4.4019 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9849    2.6316    4.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8032    2.3189    5.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3083    3.3317    3.2486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8241    2.7910    5.6452 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8954    4.2248    5.6683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3442    2.4021    5.5965 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3425    3.0182    6.6970 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2944    2.8549    4.2778 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6471    2.3657    4.2395 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056    1.2043    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1279    0.5875   -0.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6157   -0.4750   -1.3724 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4795   -2.4232   -4.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109   -3.4874   -4.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6588   -3.6390   -5.9237 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2794   -6.8628   -2.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7125   -7.0399   -3.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7331   -5.8209   -2.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7613   -4.8544   -1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3065   -2.9998   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786   -1.2844   -4.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3116    2.0175   -2.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0920    4.9795   -1.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7360    4.6049   -0.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7052    5.8026    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4517    1.2340    3.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4850    1.1365    4.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886    3.4704    2.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2950    2.4318    6.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3265    4.4998    6.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2312    1.3180    5.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2946    2.8695    6.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625    3.9495    4.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0303    2.7139    3.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2012    0.8517    0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1519   -1.7488   -5.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2359   -4.4276   -5.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 25 26  1  0
 27 28  1  0
 32 33  1  0
 11  9  1  0
  9  8  1  0
  8  7  2  0
  7 33  1  0
 14 17  2  0
 29 30  1  0
 17 18  1  0
 22 23  2  0
  6 34  2  0
 19 29  1  0
 34 35  1  0
 22 24  1  0
 35  3  2  0
 29 27  1  0
  3  4  1  0
 14 12  1  0
  4  5  2  0
  5  6  1  0
  7  6  1  0
 12 11  2  0
 12 13  1  0
 27 25  1  0
  3  2  1  0
 32 31  2  0
 35 36  1  0
 31 17  1  0
 14 15  1  0
 32 11  1  0
 15 16  1  0
 25 21  1  0
  9 10  2  0
 21 20  1  0
  2  1  1  0
 21 22  1  0
 19 18  1  0
 26 51  1  0
 19 47  1  6
 25 50  1  1
 27 52  1  1
 28 53  1  0
 29 54  1  1
 30 55  1  0
 21 48  1  1
 24 49  1  0
 31 56  1  0
  8 42  1  0
 34 57  1  0
  4 40  1  0
  5 41  1  0
 13 43  1  0
 36 58  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       4.096  -6.314  -3.183  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.596  -5.379  -4.133  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.789  -4.384  -3.647  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.420  -4.195  -2.318  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.583  -3.125  -1.969  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.096  -2.232  -2.939  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.225  -1.110  -2.540  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.860  -0.774  -3.253  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.691   0.349  -2.797  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.697   0.690  -3.408  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.270   1.050  -1.575  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.987   2.149  -1.071  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.133   2.583  -1.689  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.544   2.794   0.094  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.156   3.869   0.688  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.698   4.847  -0.195  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.416   2.282   0.762  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.071   2.887   1.896  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.529   2.330   3.084  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.896   2.715   3.202  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.516   2.233   4.402  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.985   2.632   4.367  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.803   2.319   5.220  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.308   3.332   3.249  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.824   2.791   5.645  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.895   4.225   5.668  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.344   2.402   5.596  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.343   3.018   6.697  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.294   2.855   4.278  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.647   2.366   4.239  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.306   1.204   0.246  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.128   0.588  -0.923  0.00  0.00           C+0
HETATM   33  O   UNK     0       0.616  -0.475  -1.372  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.480  -2.423  -4.272  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.311  -3.487  -4.608  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.659  -3.639  -5.924  0.00  0.00           O+0
HETATM   37  H   UNK     0       3.279  -6.863  -2.702  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.713  -7.040  -3.723  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.733  -5.821  -2.442  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.761  -4.854  -1.528  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.307  -3.000  -0.923  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.179  -1.284  -4.153  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.312   2.018  -2.474  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.092   4.979  -1.097  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.736   4.605  -0.441  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.705   5.803   0.339  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.452   1.234   3.044  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.485   1.137   4.383  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.489   3.470   2.711  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.295   2.432   6.567  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.327   4.500   6.417  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.231   1.318   5.719  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.295   2.869   6.525  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.363   3.950   4.248  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.030   2.714   3.410  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.201   0.852   0.750  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.152  -1.749  -5.058  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.236  -4.428  -5.944  0.00  0.00           H+0
CONECT    1    2   37   38   39                                             
CONECT    2    3    1                                                       
CONECT    3   35    4    2                                                  
CONECT    4    3    5   40                                                  
CONECT    5    4    6   41                                                  
CONECT    6   34    5    7                                                  
CONECT    7    8   33    6                                                  
CONECT    8    9    7   42                                                  
CONECT    9   11    8   10                                                  
CONECT   10    9                                                            
CONECT   11    9   12   32                                                  
CONECT   12   14   11   13                                                  
CONECT   13   12   43                                                       
CONECT   14   17   12   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   44   45   46                                             
CONECT   17   14   18   31                                                  
CONECT   18   17   19                                                       
CONECT   19   20   29   18   47                                             
CONECT   20   19   21                                                       
CONECT   21   25   20   22   48                                             
CONECT   22   23   24   21                                                  
CONECT   23   22                                                            
CONECT   24   22   49                                                       
CONECT   25   26   27   21   50                                             
CONECT   26   25   51                                                       
CONECT   27   28   29   25   52                                             
CONECT   28   27   53                                                       
CONECT   29   30   19   27   54                                             
CONECT   30   29   55                                                       
CONECT   31   32   17   56                                                  
CONECT   32   33   31   11                                                  
CONECT   33   32    7                                                       
CONECT   34    6   35   57                                                  
CONECT   35   34    3   36                                                  
CONECT   36   35   58                                                       
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    4                                                            
CONECT   41    5                                                            
CONECT   42    8                                                            
CONECT   43   13                                                            
CONECT   44   16                                                            
CONECT   45   16                                                            
CONECT   46   16                                                            
CONECT   47   19                                                            
CONECT   48   21                                                            
CONECT   49   24                                                            
CONECT   50   25                                                            
CONECT   51   26                                                            
CONECT   52   27                                                            
CONECT   53   28                                                            
CONECT   54   29                                                            
CONECT   55   30                                                            
CONECT   56   31                                                            
CONECT   57   34                                                            
CONECT   58   36                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  122    0
END

RDKit          3D

58 61  0  0  0  0  0  0  0  0999 V2000
    4.0959   -6.3142   -3.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5961   -5.3791   -4.1328 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7892   -4.3838   -3.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4201   -4.1947   -2.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828   -3.1249   -1.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0962   -2.2324   -2.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2245   -1.1104   -2.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6908    0.3487   -2.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6971    0.6903   -3.4080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2696    1.0498   -1.5753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9871    2.1486   -1.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1328    2.5832   -1.6889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5443    2.7939    0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1564    3.8689    0.6880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6982    4.8468   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4163    2.2823    0.7621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714    2.8867    1.8960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5288    2.3303    3.0842 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8962    2.7153    3.2016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5159    2.2331    4.4019 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9849    2.6316    4.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8032    2.3189    5.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3083    3.3317    3.2486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8241    2.7910    5.6452 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8954    4.2248    5.6683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3442    2.4021    5.5965 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3425    3.0182    6.6970 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2944    2.8549    4.2778 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6471    2.3657    4.2395 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056    1.2043    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1279    0.5875   -0.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6157   -0.4750   -1.3724 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4795   -2.4232   -4.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109   -3.4874   -4.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6588   -3.6390   -5.9237 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2794   -6.8628   -2.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7125   -7.0399   -3.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7331   -5.8209   -2.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7613   -4.8544   -1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3065   -2.9998   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786   -1.2844   -4.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3116    2.0175   -2.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0920    4.9795   -1.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7360    4.6049   -0.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7052    5.8026    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4517    1.2340    3.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4850    1.1365    4.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886    3.4704    2.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2950    2.4318    6.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3265    4.4998    6.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2312    1.3180    5.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2946    2.8695    6.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625    3.9495    4.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0303    2.7139    3.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2012    0.8517    0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1519   -1.7488   -5.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2359   -4.4276   -5.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 25 26  1  0
 27 28  1  0
 32 33  1  0
 11  9  1  0
  9  8  1  0
  8  7  2  0
  7 33  1  0
 14 17  2  0
 29 30  1  0
 17 18  1  0
 22 23  2  0
  6 34  2  0
 19 29  1  0
 34 35  1  0
 22 24  1  0
 35  3  2  0
 29 27  1  0
  3  4  1  0
 14 12  1  0
  4  5  2  0
  5  6  1  0
  7  6  1  0
 12 11  2  0
 12 13  1  0
 27 25  1  0
  3  2  1  0
 32 31  2  0
 35 36  1  0
 31 17  1  0
 14 15  1  0
 32 11  1  0
 15 16  1  0
 25 21  1  0
  9 10  2  0
 21 20  1  0
  2  1  1  0
 21 22  1  0
 19 18  1  0
 26 51  1  0
 19 47  1  6
 25 50  1  1
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 24 49  1  0
 31 56  1  0
  8 42  1  0
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  4 40  1  0
  5 41  1  0
 13 43  1  0
 36 58  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
M  END

View in JSmol

Synonyms

Value	Source
Demethoxycentaureidin 7-O-b-D-galacturonopyranoside	Generator
Demethoxycentaureidin 7-O-β-D-galacturonopyranoside	Generator

Chemical Formula

C₂₃H₂₂O₁₃

Average Mass

506.4160 Da

Monoisotopic Mass

506.10604 Da

IUPAC Name

(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl]oxy}oxane-2-carboxylic acid

Traditional Name

(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)[C@@]1([H])O[C@@]([H])(OC2=C(OC([H])([H])[H])C(O[H])=C3C(=O)C([H])=C(OC3=C2[H])C2=C([H])C(O[H])=C(OC([H])([H])[H])C([H])=C2[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@@]1([H])O[H]

InChI Identifier

InChI=1S/C23H22O13/c1-32-11-4-3-8(5-9(11)24)12-6-10(25)15-13(34-12)7-14(20(33-2)16(15)26)35-23-19(29)17(27)18(28)21(36-23)22(30)31/h3-7,17-19,21,23-24,26-29H,1-2H3,(H,30,31)/t17-,18+,19+,21-,23+/m0/s1

InChI Key

MIZRWCVHCYQBHN-KQKYNLKISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ruellia patula	JEOL database	Samy, M. N., et al., Chem. Pharm. Bull., 59, 725 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glucuronides

Alternative Parents

Substituents

Flavonoid-7-o-glucuronide
Flavonoid-7-o-glycoside
6-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
Hydroxyflavonoid
Flavone
5-hydroxyflavonoid
3'-hydroxyflavonoid
Phenolic glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Chromone
1-benzopyran
Benzopyran
Methoxyphenol
Methoxybenzene
Anisole
Phenol ether
Phenoxy compound
Pyranone
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Beta-hydroxy acid
Monocyclic benzene moiety
Benzenoid
Pyran
Oxane
Hydroxy acid
Monosaccharide
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Monocarboxylic acid or derivatives
Acetal
Polyol
Oxacycle
Organoheterocyclic compound
Ether
Carboxylic acid derivative
Carboxylic acid
Organic oxygen compound
Organooxygen compound
Organic oxide
Carbonyl group
Alcohol
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	1.28	ALOGPS
logP	0.44	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	2.71	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	201.67 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	117.85 m³·mol⁻¹	ChemAxon
Polarizability	48.95 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28288790

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53248174

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Samy MN, Khalil HE, Sugimoto S, Matsunami K, Otsuka H, Kamel MS: Three new flavonoid glycosides, byzantionoside B 6'-O-sulfate and xyloglucoside of (Z)-hex-3-en-1-ol from Ruellia patula. Chem Pharm Bull (Tokyo). 2011;59(6):725-9. doi: 10.1248/cpb.59.725. [PubMed:21628908 ]
Samy, M. N., et al. (2011). Samy, M. N., et al., Chem. Pharm. Bull., 59, 725 (2011). Chem. Pharm. Bull..

Showing NP-Card for demethoxycentaureidin 7-O-beta-D-galacturonopyranoside (NP0040446)

MOL for NP0040446 (demethoxycentaureidin 7-O-beta-D-galacturonopyranoside)

3D MOL for NP0040446 (demethoxycentaureidin 7-O-beta-D-galacturonopyranoside)

3D SDF for NP0040446 (demethoxycentaureidin 7-O-beta-D-galacturonopyranoside)

3D-SDF for NP0040446 (demethoxycentaureidin 7-O-beta-D-galacturonopyranoside)

PDB for NP0040446 (demethoxycentaureidin 7-O-beta-D-galacturonopyranoside)

3D PDB for NP0040446 (demethoxycentaureidin 7-O-beta-D-galacturonopyranoside)

SMILES for NP0040446 (demethoxycentaureidin 7-O-beta-D-galacturonopyranoside)

INCHI for NP0040446 (demethoxycentaureidin 7-O-beta-D-galacturonopyranoside)

Structure for NP0040446 (demethoxycentaureidin 7-O-beta-D-galacturonopyranoside)

3D Structure for NP0040446 (demethoxycentaureidin 7-O-beta-D-galacturonopyranoside)