NP-MRD: Showing NP-Card for Aloin A (NP0051589)

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Record Information

Version

2.0

Created at

2022-04-27 22:53:49 UTC

Updated at

2022-04-27 22:53:49 UTC

NP-MRD ID

NP0051589

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aloin A

Description

(10R)-1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5R,6R)-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. Aloin A is found in Aloe arborescens , Aloe berhana, Aloe boylei, Aloe castanea, Aloe ferox , Aloe marlothii , Aloe megalacantha, Aloe perryi, Aloe pulcherrima , Aloe rivae, Aloe sabaea, Aloe saponaria , Aloe spp. , Aloe striata, Aloe barbadensis , Rhamnus cathartica , Rhamnus frangula , Rhamnus purshiana , Rumex acetosa , Rumex acetosella , Rumex confertus , Rumex crispus , Rumex hydrolapathum and Rumex obtusifolius . Based on a literature review very few articles have been published on (10R)-1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-9,10-dihydroanthracen-9-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200532D          

 30 33  0  0  1  0            999 V2000
    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
    2.8579   -0.0000    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    2.1434    2.0625    0.0000 O   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
    1.4289    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  2  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    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
    0.7145    2.0625    0.0000 O   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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  1  0  0  0
 17 19  1  1  0  0  0
 19 20  1  0  0  0  0
 16 21  1  1  0  0  0
 15 22  1  1  0  0  0
 14 23  1  6  0  0  0
 11 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 10 27  1  0  0  0  0
 27 28  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
   -3.3105    2.2715    1.6809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4466    1.7877    0.8955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3449    2.5592    0.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3276    3.9217    0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1942    4.5705    1.4743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3486    4.7531    0.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5643    4.1984   -0.7616 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5343    2.8516   -1.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4037    1.9999   -0.5275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3827    0.5809   -0.8160 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8169   -0.1855   -0.3324 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0721   -0.0708    1.0191 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1601   -0.8239    1.3861 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3058    0.0118    1.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3863   -0.7504    2.2965 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6185   -1.8202    0.3740 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7510   -2.4598    0.8809 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8382   -1.3222   -1.0040 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1861   -1.0977   -1.3148 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0148   -0.0505   -1.2051 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6134   -0.0171   -2.5453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5934   -0.1515   -0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7606   -1.4802   -0.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8424   -2.1920   -0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0337   -3.6083   -0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8040   -3.6890   -1.8268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7831   -1.6599    0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6107   -0.3352    0.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5324    0.2428    1.8434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5320    0.3687    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9490    4.3796    2.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3302    5.8318    0.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3244    4.8599   -1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3063    2.5406   -1.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4077    0.4654   -1.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5125   -1.2922   -0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8154   -1.4328    2.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9872    0.5762    2.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5567    0.7869    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5863   -0.7200    3.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8307   -2.6305    0.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3770   -2.6476    0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4765   -2.0669   -1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2922   -1.1742   -2.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6454    0.8380   -1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2095    0.5320   -3.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0941   -2.0011   -1.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0354   -4.0581   -0.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4761   -4.1593    0.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2913   -4.5519   -1.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6293   -2.2028    0.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3180   -0.2770    2.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 20  1  0
 20 21  1  0
 20 18  1  0
 18 19  1  0
 18 16  1  0
 16 17  1  0
 11 10  1  0
 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 30  1  0
 30 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  2  0
 28 29  1  0
 16 13  1  0
 22 10  1  0
  3  9  1  0
 28 30  1  0
 15 40  1  0
 14 38  1  0
 14 39  1  0
 13 37  1  1
 11 36  1  1
 20 45  1  1
 21 46  1  0
 18 43  1  6
 19 44  1  0
 16 41  1  6
 17 42  1  0
 10 35  1  6
  8 34  1  0
  7 33  1  0
  6 32  1  0
  5 31  1  0
 23 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 29 52  1  0
M  END


  Mrv1652304282200532D          

 30 33  0  0  1  0            999 V2000
    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
    2.8579   -0.0000    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    2.1434    2.0625    0.0000 O   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
    1.4289    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  2  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    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
    0.7145    2.0625    0.0000 O   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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  1  0  0  0
 17 19  1  1  0  0  0
 19 20  1  0  0  0  0
 16 21  1  1  0  0  0
 15 22  1  1  0  0  0
 14 23  1  6  0  0  0
 11 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 10 27  1  0  0  0  0
 27 28  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051589

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@H]1O)[C@@H]1C2=CC=CC(O)=C2C(=O)C2=C1C=C(CO)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2/t13-,14-,17+,19+,20-,21+/m1/s1

> <INCHI_KEY>
AFHJQYHRLPMKHU-XXWVOBANSA-N

> <FORMULA>
C21H22O9

> <MOLECULAR_WEIGHT>
418.398

> <EXACT_MASS>
418.126382288

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
40.73448874323579

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
-0.49

> <JCHEM_LOGP>
0.41498972566666675

> <ALOGPS_LOGS>
-2.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.967669005687974

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.305861722401975

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8760950931312097

> <JCHEM_POLAR_SURFACE_AREA>
167.91

> <JCHEM_REFRACTIVITY>
103.7931

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.63e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   27                                                  
CONECT   11   10   12   24                                                  
CONECT   12   11    4   13                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   13                                                       
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21   16                                                            
CONECT   22   15                                                            
CONECT   23   14                                                            
CONECT   24   11   25                                                       
CONECT   25   24   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   10   28                                                  
CONECT   28   27                                                            
CONECT   29   25   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₉

Average Mass

418.3980 Da

Monoisotopic Mass

418.12638 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@H]1O)[C@@H]1C2=CC=CC(O)=C2C(=O)C2=C1C=C(CO)C=C2O

InChI Identifier

InChI=1S/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2/t13-,14-,17+,19+,20-,21+/m1/s1

InChI Key

AFHJQYHRLPMKHU-XXWVOBANSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 arborescens	Plant	KNApSAcK
Aloe berhana	Plant	KNApSAcK
Aloe boylei	Plant	KNApSAcK
Aloe castanea	Plant	KNApSAcK
Aloe ferox	Plant	KNApSAcK
Aloe marlothii	Plant	KNApSAcK
Aloe megalacantha	Plant	KNApSAcK
Aloe perryi	Plant	KNApSAcK
Aloe pulcherrima	Plant	KNApSAcK
Aloe rivae	Plant	KNApSAcK
Aloe sabaea	Plant	KNApSAcK
Aloe saponaria	Plant	KNApSAcK
Aloe spp.	Plant	KNApSAcK
Aloe striata	Plant	KNApSAcK
Aloe vera	Plant	KNApSAcK
Rhamnus cathartica	Plant	KNApSAcK
Rhamnus frangula	Plant	KNApSAcK
Rhamnus purshiana	Plant	KNApSAcK
Rumex acetosa	Plant	KNApSAcK
Rumex acetosella	Plant	KNApSAcK
Rumex confertus	Plant	KNApSAcK
Rumex crispus	Plant	KNApSAcK
Rumex hydrolapathum	Plant	KNApSAcK
Rumex obtusifolius	Plant	KNApSAcK

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
Glycosyl compound
C-glycosyl compound
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Oxane
Monosaccharide
Vinylogous acid
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
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	-0.49	ALOGPS
logP	0.41	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	8.31	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	167.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	103.79 m³·mol⁻¹	ChemAxon
Polarizability	40.73 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

Not Available

Chemspider ID

114642271

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

154496139

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Aloin A (NP0051589)

MOL for NP0051589 (Aloin A)

3D MOL for NP0051589 (Aloin A)

3D SDF for NP0051589 (Aloin A)

3D-SDF for NP0051589 (Aloin A)

PDB for NP0051589 (Aloin A)

3D PDB for NP0051589 (Aloin A)

SMILES for NP0051589 (Aloin A)

INCHI for NP0051589 (Aloin A)

Structure for NP0051589 (Aloin A)

3D Structure for NP0051589 (Aloin A)