NP-MRD: Showing NP-Card for 1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one (NP0256930)

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Record Information

Version

2.0

Created at

2022-09-07 21:55:00 UTC

Updated at

2022-09-07 21:55:00 UTC

NP-MRD ID

NP0256930

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one

Description

1,8,10-Trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-9,10-dihydroanthracen-9-one belongs to the class of organic compounds known as anthracenes. These are organic compounds containing a system of three linearly fused benzene rings. 1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one is found in Aloe littoralis and Aloe vera. 1,8,10-Trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-9,10-dihydroanthracen-9-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231518502D          

 31 34  0  0  0  0            999 V2000
    5.3592    2.8469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8289    2.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0165    2.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862    1.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3915    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791    2.7880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9218    3.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6397    4.0520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7343    3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2646    3.7654    0.0000 O   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
    1.6131    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    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
    4.2868   -0.0000    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
    3.5724   -1.2375    0.0000 O   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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   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
    0.0000    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
   -1.4289    0.8250    0.0000 O   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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  2  0  0  0  0
 12 31  1  0  0  0  0
 23 31  1  0  0  0  0
M  END

     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
   -4.1215   -1.6944   -1.4486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241   -1.3095   -0.9758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2279   -2.1167   -0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8325   -3.2571    0.5113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0476   -3.6680   -0.0289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2714   -3.9692    1.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0689   -3.5036    2.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4420   -2.3931    1.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -1.6792    0.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3478   -0.6054   -0.2265 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0311   -1.2876   -1.5067 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0047   -0.1939    0.2184 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1683    0.3665    1.4267 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3573    1.0117    1.5761 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4297    2.3834    0.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4980    3.2652    1.4193 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5771    0.2610    1.0943 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6301    0.3508    2.0053 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2620   -1.1750    0.7867 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1370   -1.8825    1.9472 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0497   -1.1938   -0.1199 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6515   -2.4939   -0.2965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2301    0.3988   -0.8114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8773    1.7163   -1.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6510    2.6281   -1.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1690    4.0400   -1.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0575    4.1829   -1.3071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8529    2.2102   -2.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2350    0.9055   -2.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4409    0.3987   -2.5304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4414   -0.0097   -1.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5231   -4.4844    0.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7323   -4.8413    1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5980   -4.0400    2.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670   -2.0398    1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7476   -1.7862   -1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2438    0.6766   -0.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5127    1.1871    2.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4122    2.2884   -0.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4725    2.7599    1.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7631    4.1736    1.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9804    0.7049    0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297    1.2513    2.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1273   -1.6023    0.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027   -1.3826    2.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5139   -0.9288   -1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2883   -3.1669    0.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0333    2.0865   -0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1016    4.2101   -3.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8811    4.7661   -1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0753    4.5824   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4752    2.8942   -2.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0602    1.0045   -3.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 21  1  0
 21 22  1  0
 21 19  1  0
 19 20  1  0
 19 17  1  0
 17 18  1  0
 12 10  1  0
 10 11  1  6
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6  4  1  0
  4  5  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  2 31  1  0
 31 29  2  0
 29 30  1  0
 29 28  1  0
 28 25  2  0
 25 26  1  0
 26 27  1  0
 25 24  1  0
 24 23  2  0
 17 14  1  0
 23 10  1  0
  3  9  1  0
 23 31  1  0
 16 41  1  0
 15 39  1  0
 15 40  1  0
 14 38  1  1
 12 37  1  6
 21 46  1  6
 22 47  1  0
 19 44  1  6
 20 45  1  0
 17 42  1  6
 18 43  1  0
 11 36  1  0
  8 35  1  0
  7 34  1  0
  6 33  1  0
  5 32  1  0
 30 53  1  0
 28 52  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 24 48  1  0
M  END


  Mrv1533004231518502D          

 31 34  0  0  0  0            999 V2000
    5.3592    2.8469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8289    2.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0165    2.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862    1.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3915    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791    2.7880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9218    3.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6397    4.0520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7343    3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2646    3.7654    0.0000 O   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
    1.6131    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    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
    4.2868   -0.0000    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
    3.5724   -1.2375    0.0000 O   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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   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
    0.0000    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
   -1.4289    0.8250    0.0000 O   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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  2  0  0  0  0
 12 31  1  0  0  0  0
 23 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0256930

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(C(O)C(O)C1O)C1(O)C2=CC=CC(O)=C2C(=O)C2=C(O)C=C(CO)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O10/c22-6-8-4-10-15(12(25)5-8)17(27)14-9(2-1-3-11(14)24)21(10,30)20-19(29)18(28)16(26)13(7-23)31-20/h1-5,13,16,18-20,22-26,28-30H,6-7H2

> <INCHI_KEY>
WRQPROLXESIJKE-UHFFFAOYSA-N

> <FORMULA>
C21H22O10

> <MOLECULAR_WEIGHT>
434.397

> <EXACT_MASS>
434.121296908

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
41.692540084981445

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-9,10-dihydroanthracen-9-one

> <ALOGPS_LOGP>
-0.60

> <JCHEM_LOGP>
-0.49326099466666634

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.824862277642861

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.162825484481418

> <JCHEM_PKA_STRONGEST_BASIC>
-2.895365659877662

> <JCHEM_POLAR_SURFACE_AREA>
188.14

> <JCHEM_REFRACTIVITY>
105.13719999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.24e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  O   UNK     0      10.004   5.314   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       9.014   4.135   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.497   4.402   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.508   3.222   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.991   3.490   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.464   4.937   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.948   5.204   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.454   6.117   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.927   7.564   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.971   5.849   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.961   7.029   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.011   3.490   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    3   11                                                  
CONECT   11   10                                                            
CONECT   12    5   13   14   31                                             
CONECT   13   12                                                            
CONECT   14   12   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   14   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   31                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31                                                       
CONECT   31   30   12   23                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₁₀

Average Mass

434.3970 Da

Monoisotopic Mass

434.12130 Da

IUPAC Name

1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-9,10-dihydroanthracen-9-one

Traditional Name

1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one

CAS Registry Number

Not Available

SMILES

OCC1OC(C(O)C(O)C1O)C1(O)C2=CC=CC(O)=C2C(=O)C2=C(O)C=C(CO)C=C12

InChI Identifier

InChI=1S/C21H22O10/c22-6-8-4-10-15(12(25)5-8)17(27)14-9(2-1-3-11(14)24)21(10,30)20-19(29)18(28)16(26)13(7-23)31-20/h1-5,13,16,18-20,22-26,28-30H,6-7H2

InChI Key

WRQPROLXESIJKE-UHFFFAOYSA-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
Aloe littoralis	LOTUS Database	35616633
Aloe vera	LOTUS Database	35616633

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
Hexose monosaccharide
C-glycosyl compound
Glycosyl compound
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monosaccharide
Oxane
Vinylogous acid
Tertiary alcohol
Ketone
Secondary alcohol
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Aromatic alcohol
Organooxygen compound
Primary alcohol
Alcohol
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	-0.6	ALOGPS
logP	-0.49	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	8.16	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	188.14 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	105.14 m³·mol⁻¹	ChemAxon
Polarizability	41.69 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14889735

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one (NP0256930)

MOL for NP0256930 (1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one)

3D MOL for NP0256930 (1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one)

3D SDF for NP0256930 (1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one)

3D-SDF for NP0256930 (1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one)

PDB for NP0256930 (1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one)

3D PDB for NP0256930 (1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one)

SMILES for NP0256930 (1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one)

INCHI for NP0256930 (1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one)

Structure for NP0256930 (1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one)

3D Structure for NP0256930 (1,8,10-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one)