NP-MRD: Showing NP-Card for 9'-hydroxyaloesaponarin II (NP0005485)

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Record Information

Version

2.0

Created at

2020-12-09 02:42:42 UTC

Updated at

2021-07-15 16:52:08 UTC

NP-MRD ID

NP0005485

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9'-hydroxyaloesaponarin II

Provided By

NPAtlas

Description

1,6-Dihydroxy-8-hydroxymethyl-anthraquinone, also known as 9'-hydroxyaloesaponarin II, belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. 9'-hydroxyaloesaponarin II is found in Streptomyces and Streptomyces lividans. 9'-hydroxyaloesaponarin II was first documented in 2004 (PMID: 15332868). Based on a literature review very few articles have been published on 1,6-dihydroxy-8-hydroxymethyl-anthraquinone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118193D          

 30 32  0  0  0  0            999 V2000
    1.1954    2.9896   -0.2485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9051    1.7663   -0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9832    0.8297   -0.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114    1.2570    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2940    0.3611    0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0376   -0.9869    0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6988   -1.4525    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403   -2.7142    0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7107   -0.5060    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3634   -0.9544   -0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0744   -2.1517    0.1140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7623   -0.0489   -0.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0391   -0.4935   -0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3884   -1.8913   -0.0772 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1122   -2.0725    1.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0379    0.4716   -0.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8206    1.8155   -0.4405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7758    2.7255   -0.6168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4552    2.2006   -0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614    1.3450   -0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4448    2.3708   -0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3438    0.7382    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8219   -1.6699    0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7749   -3.3512    0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7965   -2.6685   -0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3357   -1.9807   -0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9980   -2.3576    1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0689    0.1656   -0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0679    2.9855   -1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2798    3.2776   -0.5096 H   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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20  2  1  0  0  0  0
  9  3  1  0  0  0  0
 20 12  1  0  0  0  0
  4 21  1  0  0  0  0
  5 22  1  0  0  0  0
  6 23  1  0  0  0  0
  8 24  1  0  0  0  0
 14 25  1  0  0  0  0
 14 26  1  0  0  0  0
 15 27  1  0  0  0  0
 16 28  1  0  0  0  0
 18 29  1  0  0  0  0
 19 30  1  0  0  0  0
M  END

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
    1.1954    2.9896   -0.2485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9051    1.7663   -0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9832    0.8297   -0.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114    1.2570    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2940    0.3611    0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0376   -0.9869    0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6988   -1.4525    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403   -2.7142    0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7107   -0.5060    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3634   -0.9544   -0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0744   -2.1517    0.1140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7623   -0.0489   -0.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0391   -0.4935   -0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3884   -1.8913   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122   -2.0725    1.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0379    0.4716   -0.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8206    1.8155   -0.4405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7758    2.7255   -0.6168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4552    2.2006   -0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614    1.3450   -0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4448    2.3708   -0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3438    0.7382    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8219   -1.6699    0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7749   -3.3512    0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7965   -2.6685   -0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3357   -1.9807   -0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9980   -2.3576    1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0689    0.1656   -0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0679    2.9855   -1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2798    3.2776   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20  2  1  0
  9  3  1  0
 20 12  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
 14 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 18 29  1  0
 19 30  1  0
M  END


  Mrv1652306242118193D          

 30 32  0  0  0  0            999 V2000
    1.1954    2.9896   -0.2485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9051    1.7663   -0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9832    0.8297   -0.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114    1.2570    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2940    0.3611    0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0376   -0.9869    0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6988   -1.4525    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403   -2.7142    0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7107   -0.5060    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3634   -0.9544   -0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0744   -2.1517    0.1140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7623   -0.0489   -0.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0391   -0.4935   -0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3884   -1.8913   -0.0772 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1122   -2.0725    1.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0379    0.4716   -0.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8206    1.8155   -0.4405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7758    2.7255   -0.6168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4552    2.2006   -0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614    1.3450   -0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4448    2.3708   -0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3438    0.7382    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8219   -1.6699    0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7749   -3.3512    0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7965   -2.6685   -0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3357   -1.9807   -0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9980   -2.3576    1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0689    0.1656   -0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0679    2.9855   -1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2798    3.2776   -0.5096 H   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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20  2  1  0  0  0  0
  9  3  1  0  0  0  0
 20 12  1  0  0  0  0
  4 21  1  0  0  0  0
  5 22  1  0  0  0  0
  6 23  1  0  0  0  0
  8 24  1  0  0  0  0
 14 25  1  0  0  0  0
 14 26  1  0  0  0  0
 15 27  1  0  0  0  0
 16 28  1  0  0  0  0
 18 29  1  0  0  0  0
 19 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0005485

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C2C(=O)C3=C(O[H])C([H])=C([H])C([H])=C3C(=O)C2=C1[H])C([H])([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O5/c16-6-7-4-8(17)5-10-12(7)15(20)13-9(14(10)19)2-1-3-11(13)18/h1-5,16-18H,6H2

> <INCHI_KEY>
FVKAMXQJMZSFNK-UHFFFAOYSA-N

> <FORMULA>
C15H10O5

> <MOLECULAR_WEIGHT>
270.24

> <EXACT_MASS>
270.052823422

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.424670825909445

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,8-dihydroxy-1-(hydroxymethyl)-9,10-dihydroanthracene-9,10-dione

> <ALOGPS_LOGP>
2.31

> <JCHEM_LOGP>
2.194225664

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.304694104070592

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.1004703781511305

> <JCHEM_PKA_STRONGEST_BASIC>
-3.027354668455988

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
71.92869999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,8-dihydroxy-1-(hydroxymethyl)anthracene-9,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
    1.1954    2.9896   -0.2485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9051    1.7663   -0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9832    0.8297   -0.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114    1.2570    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2940    0.3611    0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0376   -0.9869    0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6988   -1.4525    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403   -2.7142    0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7107   -0.5060    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3634   -0.9544   -0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0744   -2.1517    0.1140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7623   -0.0489   -0.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0391   -0.4935   -0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3884   -1.8913   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122   -2.0725    1.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0379    0.4716   -0.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8206    1.8155   -0.4405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7758    2.7255   -0.6168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4552    2.2006   -0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614    1.3450   -0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4448    2.3708   -0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3438    0.7382    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8219   -1.6699    0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7749   -3.3512    0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7965   -2.6685   -0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3357   -1.9807   -0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9980   -2.3576    1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0689    0.1656   -0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0679    2.9855   -1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2798    3.2776   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20  2  1  0
  9  3  1  0
 20 12  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
 14 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 18 29  1  0
 19 30  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0       1.195   2.990  -0.249  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.905   1.766  -0.192  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.983   0.830  -0.039  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.311   1.257   0.017  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.294   0.361   0.124  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.038  -0.987   0.220  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.699  -1.452   0.176  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.440  -2.714   0.275  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.711  -0.506   0.045  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.363  -0.954  -0.001  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.074  -2.152   0.114  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.762  -0.049  -0.166  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.039  -0.494  -0.186  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.388  -1.891  -0.077  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.112  -2.072   1.110  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.038   0.472  -0.320  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.821   1.815  -0.441  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.776   2.725  -0.617  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.455   2.201  -0.413  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.461   1.345  -0.277  0.00  0.00           C+0
HETATM   21  H   UNK     0       3.445   2.371  -0.049  0.00  0.00           H+0
HETATM   22  H   UNK     0       5.344   0.738   0.169  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.822  -1.670   0.325  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.775  -3.351   0.293  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.797  -2.668  -0.461  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.336  -1.981  -0.834  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.998  -2.358   1.133  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.069   0.166  -0.326  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.068   2.986  -1.561  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.280   3.278  -0.510  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5   21                                                  
CONECT    5    4    6   22                                                  
CONECT    6    5    7   23                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7   24                                                       
CONECT    9    7   10    3                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   20                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15   25   26                                             
CONECT   15   14   27                                                       
CONECT   16   13   17   28                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   29                                                       
CONECT   19   17   20   30                                                  
CONECT   20   19    2   12                                                  
CONECT   21    4                                                            
CONECT   22    5                                                            
CONECT   23    6                                                            
CONECT   24    8                                                            
CONECT   25   14                                                            
CONECT   26   14                                                            
CONECT   27   15                                                            
CONECT   28   16                                                            
CONECT   29   18                                                            
CONECT   30   19                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

RDKit          3D

30 32  0  0  0  0  0  0  0  0999 V2000
    1.1954    2.9896   -0.2485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9051    1.7663   -0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9832    0.8297   -0.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114    1.2570    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2940    0.3611    0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0376   -0.9869    0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6988   -1.4525    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403   -2.7142    0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7107   -0.5060    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3634   -0.9544   -0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0744   -2.1517    0.1140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7623   -0.0489   -0.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0391   -0.4935   -0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3884   -1.8913   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122   -2.0725    1.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0379    0.4716   -0.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8206    1.8155   -0.4405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7758    2.7255   -0.6168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4552    2.2006   -0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614    1.3450   -0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4448    2.3708   -0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3438    0.7382    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8219   -1.6699    0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7749   -3.3512    0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7965   -2.6685   -0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3357   -1.9807   -0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9980   -2.3576    1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0689    0.1656   -0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0679    2.9855   -1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2798    3.2776   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20  2  1  0
  9  3  1  0
 20 12  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
 14 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 18 29  1  0
 19 30  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
9'-Hydroxyaloesaponarin II	MeSH

Chemical Formula

C₁₅H₁₀O₅

Average Mass

270.2400 Da

Monoisotopic Mass

270.05282 Da

IUPAC Name

3,8-dihydroxy-1-(hydroxymethyl)-9,10-dihydroanthracene-9,10-dione

Traditional Name

3,8-dihydroxy-1-(hydroxymethyl)anthracene-9,10-dione

CAS Registry Number

Not Available

SMILES

OCC1=C2C(=O)C3=C(C=CC=C3O)C(=O)C2=CC(O)=C1

InChI Identifier

InChI=1S/C15H10O5/c16-6-7-4-8(17)5-10-12(7)15(20)13-9(14(10)19)2-1-3-11(13)18/h1-5,16-18H,6H2

InChI Key

FVKAMXQJMZSFNK-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, 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
Streptomyces	NPAtlas	15332868
Streptomyces lividans	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	2.31	ALOGPS
logP	2.19	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	7.1	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	71.93 m³·mol⁻¹	ChemAxon
Polarizability	26.42 Å³	ChemAxon
Number of Rings	3	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

NPAtlas ID

NPA001484

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9646036

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11471206

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kalaitzis JA, Moore BS: Heterologous biosynthesis of truncated hexaketides derived from the actinorhodin polyketide synthase. J Nat Prod. 2004 Aug;67(8):1419-22. doi: 10.1021/np0499564. [PubMed:15332868 ]

Showing NP-Card for 9'-hydroxyaloesaponarin II (NP0005485)

MOL for NP0005485 (9'-hydroxyaloesaponarin II)

3D MOL for NP0005485 (9'-hydroxyaloesaponarin II)

3D SDF for NP0005485 (9'-hydroxyaloesaponarin II)

3D-SDF for NP0005485 (9'-hydroxyaloesaponarin II)

PDB for NP0005485 (9'-hydroxyaloesaponarin II)

3D PDB for NP0005485 (9'-hydroxyaloesaponarin II)

SMILES for NP0005485 (9'-hydroxyaloesaponarin II)

INCHI for NP0005485 (9'-hydroxyaloesaponarin II)

Structure for NP0005485 (9'-hydroxyaloesaponarin II)

3D Structure for NP0005485 (9'-hydroxyaloesaponarin II)