NP-MRD: Showing NP-Card for alvaradoin E (NP0033008)

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Record Information

Version

2.0

Created at

2021-06-19 23:40:13 UTC

Updated at

2021-06-30 00:02:32 UTC

NP-MRD ID

NP0033008

Secondary Accession Numbers

None

Natural Product Identification

Common Name

alvaradoin E

Provided By

JEOL Database JEOL Logo

Description

Alvaradoin E belongs to the class of organic compounds known as anthracenes. These are organic compounds containing a system of three linearly fused benzene rings. Alvaradoin E is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. alvaradoin E is found in Alvaradoa haitiensis. alvaradoin E was first documented in 2005 (PMID: 15868909). Based on a literature review very few articles have been published on alvaradoin E (PMID: 17552563).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101403D          

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     RDKit          3D

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  Mrv1652306202101403D          

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    0.9288    3.2858    1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8770    1.9492    2.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2649    0.3641    1.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5019   -1.2205    1.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4260    0.0210    2.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1170   -1.0477   -0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420   -2.4947    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -4.1161   -1.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2479   -4.3363   -1.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7414   -5.7254    0.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2160   -4.1966    0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.7617    2.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  9  8  1  0  0  0  0
 19 20  1  0  0  0  0
  8 25  1  0  0  0  0
 22 23  1  0  0  0  0
 18 16  1  0  0  0  0
 15 13  1  0  0  0  0
 13 12  2  0  0  0  0
 18 25  2  0  0  0  0
 15  9  2  0  0  0  0
 25 24  1  0  0  0  0
 24 22  2  0  0  0  0
 11 10  2  0  0  0  0
 22 21  1  0  0  0  0
 30 28  1  0  0  0  0
 28 26  1  0  0  0  0
 26  7  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5 30  1  0  0  0  0
  5  4  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
 10  9  1  0  0  0  0
  4  2  1  0  0  0  0
 21 19  2  0  0  0  0
  2  1  1  0  0  0  0
 19 18  1  0  0  0  0
  2  3  2  0  0  0  0
 12 11  1  0  0  0  0
  8 37  1  6  0  0  0
 30 31  1  0  0  0  0
  7  8  1  0  0  0  0
 12 40  1  0  0  0  0
 11 39  1  0  0  0  0
 10 38  1  0  0  0  0
 24 47  1  0  0  0  0
 21 43  1  0  0  0  0
 14 41  1  0  0  0  0
 20 42  1  0  0  0  0
 23 44  1  0  0  0  0
 23 45  1  0  0  0  0
 23 46  1  0  0  0  0
  7 36  1  6  0  0  0
 31 53  1  0  0  0  0
 30 52  1  1  0  0  0
  5 35  1  1  0  0  0
 26 48  1  1  0  0  0
 27 49  1  0  0  0  0
 28 50  1  6  0  0  0
 29 51  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033008

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C2=C1C(=O)C1=C(C([H])=C(C([H])=C1O[H])C([H])([H])[H])[C@@]2([H])[C@]1([H])O[C@@]([H])(OC(=O)C([H])([H])[H])[C@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O9/c1-8-6-11-14(21-19(28)18(27)20(29)22(31-21)30-9(2)23)10-4-3-5-12(24)15(10)17(26)16(11)13(25)7-8/h3-7,14,18-22,24-25,27-29H,1-2H3/t14-,18+,19+,20+,21-,22+/m0/s1

> <INCHI_KEY>
ANCSMTDJGPZSRP-ZKQYTOOUSA-N

> <FORMULA>
C22H22O9

> <MOLECULAR_WEIGHT>
430.409

> <EXACT_MASS>
430.126382288

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
42.188787913294206

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4R,5R,6S)-6-[(9S)-4,5-dihydroxy-2-methyl-10-oxo-9,10-dihydroanthracen-9-yl]-3,4,5-trihydroxyoxan-2-yl acetate

> <ALOGPS_LOGP>
1.04

> <JCHEM_LOGP>
2.4029972929999994

> <ALOGPS_LOGS>
-2.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.09605093680738

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.443957933312845

> <JCHEM_PKA_STRONGEST_BASIC>
-3.630088817533026

> <JCHEM_POLAR_SURFACE_AREA>
153.75

> <JCHEM_REFRACTIVITY>
106.23730000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4R,5R,6S)-6-[(9S)-4,5-dihydroxy-2-methyl-10-oxo-9H-anthracen-9-yl]-3,4,5-trihydroxyoxan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
   -3.7828   -3.2220   -2.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0835   -3.0466   -1.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5402   -3.3899   -0.0131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8632   -2.4847   -1.2857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1461   -2.1534   -0.0875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1602   -1.1516   -0.4014 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8839   -1.6085   -1.2783 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8065   -0.4097   -1.6782 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0075    0.5464   -2.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8182    0.2620   -3.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0023    1.0762   -4.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6425    2.1754   -4.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579    2.4701   -2.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1190    3.5678   -2.3149 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3753    1.6704   -2.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6461    2.0306   -0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0225    2.8997   -0.0347 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8019    1.4124    0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3251    1.9886    1.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7617    3.0747    1.8729 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4821    1.4775    1.8398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1322    0.3791    1.2672 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4058   -0.1424    1.8647 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6057   -0.1972    0.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4226    0.2923   -0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6370   -2.7893   -0.6483 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6367   -3.2945   -1.5390 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6421   -3.9131   -0.3287 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3541   -4.9708    0.3414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4893   -3.3938    0.5614 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0442   -3.0685    1.8555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7922   -3.6048   -2.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2358   -3.9387   -3.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8638   -2.2582   -2.9145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223   -1.6714    0.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4175   -1.9711   -2.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6349   -0.7794   -2.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2962   -0.6043   -4.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1400    0.8496   -5.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2846    2.8067   -4.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9427    3.6200   -1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9288    3.2858    1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8770    1.9492    2.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2649    0.3641    1.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5019   -1.2205    1.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4260    0.0210    2.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1170   -1.0477   -0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420   -2.4947    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -4.1161   -1.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2479   -4.3363   -1.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7414   -5.7254    0.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2160   -4.1966    0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.7617    2.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 15 16  1  0
 16 17  2  0
  9  8  1  0
 19 20  1  0
  8 25  1  0
 22 23  1  0
 18 16  1  0
 15 13  1  0
 13 12  2  0
 18 25  2  0
 15  9  2  0
 25 24  1  0
 24 22  2  0
 11 10  2  0
 22 21  1  0
 30 28  1  0
 28 26  1  0
 26  7  1  0
  7  6  1  0
  6  5  1  0
  5 30  1  0
  5  4  1  0
 26 27  1  0
 28 29  1  0
 10  9  1  0
  4  2  1  0
 21 19  2  0
  2  1  1  0
 19 18  1  0
  2  3  2  0
 12 11  1  0
  8 37  1  6
 30 31  1  0
  7  8  1  0
 12 40  1  0
 11 39  1  0
 10 38  1  0
 24 47  1  0
 21 43  1  0
 14 41  1  0
 20 42  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
  7 36  1  6
 31 53  1  0
 30 52  1  1
  5 35  1  1
 26 48  1  1
 27 49  1  0
 28 50  1  6
 29 51  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.783  -3.222  -2.405  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.083  -3.047  -1.093  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.540  -3.390  -0.013  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.863  -2.485  -1.286  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.146  -2.153  -0.088  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.160  -1.152  -0.401  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.884  -1.609  -1.278  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.807  -0.410  -1.678  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.008   0.546  -2.557  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.818   0.262  -3.921  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.002   1.076  -4.708  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.643   2.175  -4.144  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.458   2.470  -2.796  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.119   3.568  -2.315  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.375   1.670  -2.003  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.646   2.031  -0.594  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.023   2.900  -0.035  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.802   1.412   0.094  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.325   1.989   1.258  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.762   3.075   1.873  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.482   1.478   1.840  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.132   0.379   1.267  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.406  -0.142   1.865  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.606  -0.197   0.103  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.423   0.292  -0.479  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.637  -2.789  -0.648  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.637  -3.295  -1.539  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.642  -3.913  -0.329  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.354  -4.971   0.341  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.489  -3.394   0.561  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.044  -3.068   1.855  0.00  0.00           O+0
HETATM   32  H   UNK     0      -4.792  -3.605  -2.230  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.236  -3.939  -3.023  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.864  -2.258  -2.914  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.822  -1.671   0.629  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.418  -1.971  -2.206  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.635  -0.779  -2.299  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.296  -0.604  -4.375  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.140   0.850  -5.762  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.285   2.807  -4.752  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.943   3.620  -1.349  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.929   3.286   1.396  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.877   1.949   2.737  0.00  0.00           H+0
HETATM   44  H   UNK     0       6.265   0.364   1.414  0.00  0.00           H+0
HETATM   45  H   UNK     0       5.502  -1.220   1.698  0.00  0.00           H+0
HETATM   46  H   UNK     0       5.426   0.021   2.947  0.00  0.00           H+0
HETATM   47  H   UNK     0       4.117  -1.048  -0.348  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.142  -2.495   0.277  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.962  -4.116  -1.117  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.248  -4.336  -1.261  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.741  -5.725   0.425  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.216  -4.197   0.720  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.696  -3.762   2.077  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    6   30    4   35                                             
CONECT    6    7    5                                                       
CONECT    7   26    6    8   36                                             
CONECT    8    9   25   37    7                                             
CONECT    9    8   15   10                                                  
CONECT   10   11    9   38                                                  
CONECT   11   10   12   39                                                  
CONECT   12   13   11   40                                                  
CONECT   13   14   15   12                                                  
CONECT   14   13   41                                                       
CONECT   15   16   13    9                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   25   19                                                  
CONECT   19   20   21   18                                                  
CONECT   20   19   42                                                       
CONECT   21   22   19   43                                                  
CONECT   22   23   24   21                                                  
CONECT   23   22   44   45   46                                             
CONECT   24   25   22   47                                                  
CONECT   25    8   18   24                                                  
CONECT   26   28    7   27   48                                             
CONECT   27   26   49                                                       
CONECT   28   30   26   29   50                                             
CONECT   29   28   51                                                       
CONECT   30   28    5   31   52                                             
CONECT   31   30   53                                                       
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    5                                                            
CONECT   36    7                                                            
CONECT   37    8                                                            
CONECT   38   10                                                            
CONECT   39   11                                                            
CONECT   40   12                                                            
CONECT   41   14                                                            
CONECT   42   20                                                            
CONECT   43   21                                                            
CONECT   44   23                                                            
CONECT   45   23                                                            
CONECT   46   23                                                            
CONECT   47   24                                                            
CONECT   48   26                                                            
CONECT   49   27                                                            
CONECT   50   28                                                            
CONECT   51   29                                                            
CONECT   52   30                                                            
CONECT   53   31                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  112    0
END

RDKit          3D

53 56  0  0  0  0  0  0  0  0999 V2000
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    2.1420   -2.4947    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -4.1161   -1.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2479   -4.3363   -1.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7414   -5.7254    0.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2160   -4.1966    0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.7617    2.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1 32  1  0
  1 33  1  0
  1 34  1  0
M  END

View in JSmol

Synonyms

Value	Source
(10S)-C-(1-O-Acetyl)-beta-L-lyxopyranosyl-1,8-dihydroxy-3-methylanthracen-9(10H)-one	ChEBI
(10S)-C-(1-O-Acetyl)-b-L-lyxopyranosyl-1,8-dihydroxy-3-methylanthracen-9(10H)-one	Generator
(10S)-C-(1-O-Acetyl)-β-L-lyxopyranosyl-1,8-dihydroxy-3-methylanthracen-9(10H)-one	Generator

Chemical Formula

C₂₂H₂₂O₉

Average Mass

430.4090 Da

Monoisotopic Mass

430.12638 Da

IUPAC Name

(2S,3R,4R,5R,6S)-6-[(9S)-4,5-dihydroxy-2-methyl-10-oxo-9,10-dihydroanthracen-9-yl]-3,4,5-trihydroxyoxan-2-yl acetate

Traditional Name

(2S,3R,4R,5R,6S)-6-[(9S)-4,5-dihydroxy-2-methyl-10-oxo-9H-anthracen-9-yl]-3,4,5-trihydroxyoxan-2-yl acetate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C([H])C2=C1C(=O)C1=C(C([H])=C(C([H])=C1O[H])C([H])([H])[H])[C@@]2([H])[C@]1([H])O[C@@]([H])(OC(=O)C([H])([H])[H])[C@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H]

InChI Identifier

InChI=1S/C22H22O9/c1-8-6-11-14(21-19(28)18(27)20(29)22(31-21)30-9(2)23)10-4-3-5-12(24)15(10)17(26)16(11)13(25)7-8/h3-7,14,18-22,24-25,27-29H,1-2H3/t14-,18+,19+,20+,21-,22+/m0/s1

InChI Key

ANCSMTDJGPZSRP-ZKQYTOOUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-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
Alvaradoa haitiensis	JEOL database	Phifer, S. S., et al, J. Nat. Prod. 70, 954 (2007)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthracenes. These are organic compounds containing a system of three linearly fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Anthracenes

Sub Class

Not Available

Direct Parent

Anthracenes

Alternative Parents

Substituents

Anthracene
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monosaccharide
Oxane
Vinylogous acid
Carboxylic acid ester
Ketone
Secondary alcohol
Acetal
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acetate ester (CHEBI:65390 )
polyphenol (CHEBI:65390 )
C-glycosyl compound (CHEBI:65390 )
anthracenes (CHEBI:65390 )

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	1.04	ALOGPS
logP	2.4	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	8.44	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	106.24 m³·mol⁻¹	ChemAxon
Polarizability	42.19 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00038418

Chemspider ID

20568101

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

65390

Good Scents ID

Not Available

References

General References

Phifer SS, Lee D, Seo EK, Kim NC, Graf TN, Kroll DJ, Navarro HA, Izydore RA, Jimenez F, Garcia R, Rose WC, Fairchild CR, Wild R, Soejarto DD, Farnsworth NR, Kinghorn AD, Oberlies NH, Wall ME, Wani MC: Alvaradoins E-N, antitumor and cytotoxic anthracenone C-glycosides from the leaves of Alvaradoa haitiensis. J Nat Prod. 2007 Jun;70(6):954-61. doi: 10.1021/np070005a. Epub 2007 Jun 7. [PubMed:17552563 ]
Mi Q, Lantvit D, Reyes-Lim E, Chai H, Phifer SS, Wani MC, Wall ME, Tan GT, Cordell GA, Farnsworth NR, Kinghorn AD, Pezzuto JM: Apoptotic anticancer effect of alvaradoin E isolated from Alvaradoa haitiensis. Anticancer Res. 2005 Mar-Apr;25(2A):779-87. [PubMed:15868909 ]
Phifer, S. S., et al. (2007). Phifer, S. S., et al, J. Nat. Prod. 70, 954 (2007). J. Nat. Prod..

Showing NP-Card for alvaradoin E (NP0033008)

MOL for NP0033008 (alvaradoin E)

3D MOL for NP0033008 (alvaradoin E)

3D SDF for NP0033008 (alvaradoin E)

3D-SDF for NP0033008 (alvaradoin E)

PDB for NP0033008 (alvaradoin E)

3D PDB for NP0033008 (alvaradoin E)

SMILES for NP0033008 (alvaradoin E)

INCHI for NP0033008 (alvaradoin E)

Structure for NP0033008 (alvaradoin E)

3D Structure for NP0033008 (alvaradoin E)