NP-MRD: Showing NP-Card for (1r)-8-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1h-cyclohexa[g]isochromene-6,9-dione (NP0328855)

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Record Information

Version

2.0

Created at

2022-09-12 12:41:52 UTC

Updated at

2022-09-12 12:41:52 UTC

NP-MRD ID

NP0328855

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r)-8-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1h-cyclohexa[g]isochromene-6,9-dione

Description

(1R)-8-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1H,6H,9H-cyclohexa[g]isochromene-6,9-dione belongs to the class of organic compounds known as naphthopyranone glycosides. Naphthopyranone glycosides are compounds containing a carbohydrate moiety glycosidically linked to a naphthopyranone moiety. Based on a literature review very few articles have been published on (1R)-8-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1H,6H,9H-cyclohexa[g]isochromene-6,9-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122214412D          

 30 33  0  0  1  0            999 V2000
   -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
   -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 C   0  0  1  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
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   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
    0.0000   -2.4750    0.0000 C   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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   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   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6586   -0.4170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4656   -0.2455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8011    0.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3162    1.1756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781   -0.9600    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6985   -1.0462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3260   -1.5731    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4976   -2.3800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  6  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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  9 15  1  0  0  0  0
  4 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  1  0  0  0
 18 28  2  0  0  0  0
 28 29  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
   -5.2423    1.7637   -1.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9119    2.2512   -1.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6965    2.1107    0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7258    0.6892    0.8373 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9417    0.1198    0.5577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1199   -1.1029   -0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5187   -1.6186   -0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1274   -1.8960   -0.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7697   -1.3603   -0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6818   -2.1753   -0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3939   -1.7617   -0.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1937   -0.5201    0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2684    0.2757    0.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263    1.4888    1.2754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5916   -0.1369    0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1651   -0.0700    0.6068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4248    1.0407    1.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3396   -0.9074    0.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6963   -0.4310    0.5115 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9748    0.8411   -0.0075 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3291    0.9924    0.3360 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9141    2.2027   -0.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1827    3.3176    0.0806 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9563   -0.2875   -0.0876 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0205   -0.6587    0.7136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8123   -1.3049    0.0695 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1999   -2.2447    1.0040 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1018   -2.0814   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7556   -2.5732   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5461   -3.6940   -1.0920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1845    0.7962   -2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9858    1.6376   -0.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6835    2.4886   -2.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7765    3.3296   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1489    1.6375   -1.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9255    2.7533    0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6536    2.5551    0.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6890    0.7450    1.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7783   -2.2285    0.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5295   -2.2950   -1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1901   -0.7707   -0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2319   -2.8587   -0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694   -3.1448   -0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4414    2.0859    1.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8163   -0.3126    1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4554    1.1270    1.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9436    2.0985   -1.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9607    2.3114    0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7423    4.1254   -0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2604   -0.2875   -1.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0950   -1.6495    0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6582   -1.8368   -0.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1088   -1.8428    1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9378   -2.7333   -0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 12 16  1  0
 16 17  2  0
 16 18  1  0
 18 28  2  0
 28 29  1  0
 29 30  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15  4  1  0
 26 19  1  0
 15  9  1  0
 29 11  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  1
  7 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
 10 43  1  0
 14 44  1  0
 28 54  1  0
 19 45  1  1
 21 46  1  1
 22 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  6
 25 51  1  0
 26 52  1  6
 27 53  1  0
M  END


  Mrv1652309122214412D          

 30 33  0  0  1  0            999 V2000
   -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
   -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 C   0  0  1  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
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   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
    0.0000   -2.4750    0.0000 C   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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   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   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6586   -0.4170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4656   -0.2455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8011    0.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3162    1.1756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781   -0.9600    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6985   -1.0462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3260   -1.5731    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4976   -2.3800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  6  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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  9 15  1  0  0  0  0
  4 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  1  0  0  0
 18 28  2  0  0  0  0
 28 29  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0328855

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC[C@H]1OC(C)=CC2=CC3=C(C(O)=C12)C(=O)C(=CC3=O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H24O8/c1-3-4-14-16-10(5-9(2)29-14)6-11-13(24)7-12(18(25)17(11)20(16)27)22-21(28)19(26)15(8-23)30-22/h5-7,14-15,19,21-23,26-28H,3-4,8H2,1-2H3/t14-,15-,19-,21-,22+/m1/s1

> <INCHI_KEY>
SZBHSSGJBUMHOR-ZEBVBCIMSA-N

> <FORMULA>
C22H24O8

> <MOLECULAR_WEIGHT>
416.426

> <EXACT_MASS>
416.147117733

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
43.44395779470155

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R)-8-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1H,6H,9H-cyclohexa[g]isochromene-6,9-dione

> <JCHEM_LOGP>
1.0622455149999994

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.749216972421044

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.648463105941006

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9791991948466165

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
108.96849999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-8-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1H-cyclohexa[g]isochromene-6,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.829  -0.778   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.336  -0.458   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.962   0.949   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.057   2.194   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.106  -1.792   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.637  -1.953   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.075  -2.936   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.395  -4.443   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   29                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    9    4                                                  
CONECT   16   12   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   28                                                  
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   19   27                                                  
CONECT   27   26                                                            
CONECT   28   18   29                                                       
CONECT   29   28   11   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

C₂₂H₂₄O₈

Average Mass

416.4260 Da

Monoisotopic Mass

416.14712 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCC[C@H]1OC(C)=CC2=CC3=C(C(O)=C12)C(=O)C(=CC3=O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C22H24O8/c1-3-4-14-16-10(5-9(2)29-14)6-11-13(24)7-12(18(25)17(11)20(16)27)22-21(28)19(26)15(8-23)30-22/h5-7,14-15,19,21-23,26-28H,3-4,8H2,1-2H3/t14-,15-,19-,21-,22+/m1/s1

InChI Key

SZBHSSGJBUMHOR-ZEBVBCIMSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyranone glycosides. Naphthopyranone glycosides are compounds containing a carbohydrate moiety glycosidically linked to a naphthopyranone moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Naphthopyranones

Direct Parent

Naphthopyranone glycosides

Alternative Parents

Substituents

Naphthopyranone glycoside
Isochromanequinone
Naphthoquinone
C-glycosyl compound
Glycosyl compound
Isochromene
Benzopyran
Isochromane
Naphthalene
Pentose monosaccharide
2-benzopyran
Quinone
Aryl ketone
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Pyran
Benzenoid
Monosaccharide
Vinylogous acid
Tetrahydrofuran
Secondary alcohol
Ketone
Ether
Dialkyl ether
Oxacycle
Organic oxide
Organic oxygen compound
Primary alcohol
Hydrocarbon derivative
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

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

59702307

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163082759

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r)-8-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1h-cyclohexa[g]isochromene-6,9-dione (NP0328855)

MOL for NP0328855 ((1r)-8-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1h-cyclohexa[g]isochromene-6,9-dione)

3D MOL for NP0328855 ((1r)-8-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1h-cyclohexa[g]isochromene-6,9-dione)

3D SDF for NP0328855 ((1r)-8-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1h-cyclohexa[g]isochromene-6,9-dione)

3D-SDF for NP0328855 ((1r)-8-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1h-cyclohexa[g]isochromene-6,9-dione)

PDB for NP0328855 ((1r)-8-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1h-cyclohexa[g]isochromene-6,9-dione)

3D PDB for NP0328855 ((1r)-8-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1h-cyclohexa[g]isochromene-6,9-dione)

SMILES for NP0328855 ((1r)-8-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1h-cyclohexa[g]isochromene-6,9-dione)

INCHI for NP0328855 ((1r)-8-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1h-cyclohexa[g]isochromene-6,9-dione)

Structure for NP0328855 ((1r)-8-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1h-cyclohexa[g]isochromene-6,9-dione)

3D Structure for NP0328855 ((1r)-8-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-10-hydroxy-3-methyl-1-propyl-1h-cyclohexa[g]isochromene-6,9-dione)