NP-MRD: Showing NP-Card for methyl (1s,5r)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate (NP0213796)

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Record Information

Version

2.0

Created at

2022-09-05 12:53:26 UTC

Updated at

2022-09-05 12:53:27 UTC

NP-MRD ID

NP0213796

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1s,5r)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate

Description

Methyl (1S,5R)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxo-4H-chromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate belongs to the class of organic compounds known as 3-methoxychromones. These are aromatic heteropolycyclic compounds containing a chromone ring system, which carries a methoxy group at the 3-position. methyl (1s,5r)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate is found in Chrysosplenium grayanum. Based on a literature review very few articles have been published on methyl (1S,5R)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxo-4H-chromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052214532D          

 30 32  0  0  1  0            999 V2000
    0.9400    2.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4621    2.1797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8056    1.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6269    1.3520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3276    0.7571    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0464    0.3522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2912    1.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2136    2.1241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8860    2.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0013    0.8828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8213    0.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669   -0.5412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0173   -0.8248    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
    1.4289    0.0000    0.0000 O   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
    2.8579    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
    4.2868   -0.0000    0.0000 O   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
    3.5724   -1.2375    0.0000 C   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
    2.8579   -2.4750    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
    0.0000   -1.6500    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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 15 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
   -3.7524    2.9979   -1.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2820    1.7014   -1.0785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6417    1.4345    0.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    2.3753    0.9364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1472    0.0427    0.4464 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5476    0.0689    1.7079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3271   -0.8365    0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4854   -0.6775    1.1534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8918    0.5264    1.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1358   -1.8159   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8298   -1.7223   -1.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2802   -2.5393   -1.8503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2200   -0.4498   -0.6355 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2849    0.5021   -1.6864 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1740   -0.5655   -0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0951    0.1827   -0.7810 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3532    0.1476   -0.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941    0.9403   -1.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6132    0.9018   -0.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5939    1.6648   -1.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3994    2.5788   -2.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0104    0.0487    0.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0913   -0.7501    0.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4479   -1.6113    1.9486 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7534   -0.6972    0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8512   -1.4920    1.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2326   -2.2578    2.1281 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5162   -1.4213    0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3619   -2.2330    1.4875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7071   -3.5490    1.1824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9447    3.6892   -1.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3332    3.3417   -0.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5043    2.8686   -2.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1559   -0.3438    2.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0524    1.3469    0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8745    0.3639    2.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2087    0.8901    2.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8294   -2.6376   -0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4692    0.4155   -2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    1.6025   -1.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3864    3.0149   -2.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6941    2.1471   -3.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1102    3.4368   -2.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0425   -0.0154    0.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3913   -1.7163    2.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747   -4.1846    2.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733   -3.7764    1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2439   -3.9384    0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  1
  5  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  6
 13 15  1  0
 15 28  2  0
 28 29  1  0
 29 30  1  0
 28 26  1  0
 26 27  2  0
 26 25  1  0
 25 23  2  0
 23 24  1  0
 23 22  1  0
 22 19  2  0
 19 20  1  0
 20 21  1  0
 19 18  1  0
 18 17  2  0
 17 16  1  0
 13  5  1  0
 16 15  1  0
 17 25  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  6 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 14 39  1  0
 30 46  1  0
 30 47  1  0
 30 48  1  0
 24 45  1  0
 22 44  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
 18 40  1  0
M  END


  Mrv1652309052214532D          

 30 32  0  0  1  0            999 V2000
    0.9400    2.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4621    2.1797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8056    1.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6269    1.3520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3276    0.7571    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0464    0.3522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2912    1.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2136    2.1241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8860    2.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0013    0.8828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8213    0.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669   -0.5412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0173   -0.8248    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
    1.4289    0.0000    0.0000 O   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
    2.8579    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
    4.2868   -0.0000    0.0000 O   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
    3.5724   -1.2375    0.0000 C   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
    2.8579   -2.4750    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
    0.0000   -1.6500    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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 15 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0213796

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@]1(O)C(OC)=CC(=O)[C@]1(O)C1=C(OC)C(=O)C2=C(O)C=C(OC)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O11/c1-26-8-5-9(20)13-10(6-8)30-16(15(28-3)14(13)22)18(24)11(21)7-12(27-2)19(18,25)17(23)29-4/h5-7,20,24-25H,1-4H3/t18-,19-/m0/s1

> <INCHI_KEY>
RCCLIZJHDSIUNZ-OALUTQOASA-N

> <FORMULA>
C19H18O11

> <MOLECULAR_WEIGHT>
422.342

> <EXACT_MASS>
422.0849114

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
39.09831728911399

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1S,5R)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxo-4H-chromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate

> <JCHEM_LOGP>
0.01933678200000072

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.709762015057644

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.155380241885176

> <JCHEM_PKA_STRONGEST_BASIC>
-4.392443107158946

> <JCHEM_POLAR_SURFACE_AREA>
158.05

> <JCHEM_REFRACTIVITY>
100.49339999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,5R)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       1.755   5.324   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.863   4.069   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.504   2.669   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.037   2.524   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.612   1.413   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.953   0.657   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.544   2.432   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.399   3.965   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.654   4.857   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.869   1.648   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.533   0.145   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.552  -1.010   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.032  -1.540   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.000  -3.080   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
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   13                                             
CONECT    6    5                                                            
CONECT    7    5    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    5   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16   28                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   17   26                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   15   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
Methyl (1S,5R)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxo-4H-chromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylic acid	Generator

Chemical Formula

C₁₉H₁₈O₁₁

Average Mass

422.3420 Da

Monoisotopic Mass

422.08491 Da

IUPAC Name

methyl (1S,5R)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxo-4H-chromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate

Traditional Name

methyl (1S,5R)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@]1(O)C(OC)=CC(=O)[C@]1(O)C1=C(OC)C(=O)C2=C(O)C=C(OC)C=C2O1

InChI Identifier

InChI=1S/C19H18O11/c1-26-8-5-9(20)13-10(6-8)30-16(15(28-3)14(13)22)18(24)11(21)7-12(27-2)19(18,25)17(23)29-4/h5-7,20,24-25H,1-4H3/t18-,19-/m0/s1

InChI Key

RCCLIZJHDSIUNZ-OALUTQOASA-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
Chrysosplenium grayanum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-methoxychromones. These are aromatic heteropolycyclic compounds containing a chromone ring system, which carries a methoxy group at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

3-methoxychromones

Alternative Parents

Substituents

3-methoxychromone
Anisole
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Acyloin
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous ester
Vinylogous acid
Tertiary alcohol
Methyl ester
1,2-diol
Ketone
Carboxylic acid ester
Cyclic ketone
Oxacycle
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
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	0.019	ChemAxon
pKa (Strongest Acidic)	7.16	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	158.05 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	100.49 m³·mol⁻¹	ChemAxon
Polarizability	39.1 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	Yes	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

8177903

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10002322

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (1s,5r)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate (NP0213796)

MOL for NP0213796 (methyl (1s,5r)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate)

3D MOL for NP0213796 (methyl (1s,5r)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate)

3D SDF for NP0213796 (methyl (1s,5r)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate)

3D-SDF for NP0213796 (methyl (1s,5r)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate)

PDB for NP0213796 (methyl (1s,5r)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate)

3D PDB for NP0213796 (methyl (1s,5r)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate)

SMILES for NP0213796 (methyl (1s,5r)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate)

INCHI for NP0213796 (methyl (1s,5r)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate)

Structure for NP0213796 (methyl (1s,5r)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate)

3D Structure for NP0213796 (methyl (1s,5r)-1,5-dihydroxy-5-(5-hydroxy-3,7-dimethoxy-4-oxochromen-2-yl)-2-methoxy-4-oxocyclopent-2-ene-1-carboxylate)