NP-MRD: Showing NP-Card for 3-hydroxymethyl-6,8-dimethoxycoumarin (NP0039372)

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Record Information

Version

2.0

Created at

2021-06-20 21:49:24 UTC

Updated at

2021-06-30 00:12:40 UTC

NP-MRD ID

NP0039372

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-hydroxymethyl-6,8-dimethoxycoumarin

Provided By

JEOL Database JEOL Logo

Description

3-(Hydroxymethyl)-6,8-dimethoxy-2H-chromen-2-one belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). 3-hydroxymethyl-6,8-dimethoxycoumarin is found in No. GX4-1B and Talaromyces flavus. 3-hydroxymethyl-6,8-dimethoxycoumarin was first documented in 2010 (Huang, H., et al.). Based on a literature review very few articles have been published on 3-(hydroxymethyl)-6,8-dimethoxy-2H-chromen-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123493D          

 29 30  0  0  0  0            999 V2000
   -3.0501   -0.1241   -1.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3783   -1.2538   -1.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0971   -1.0635   -0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4903   -2.2141   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8157   -2.1746    0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965   -3.2363    0.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8181   -4.4840    0.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5019   -0.9561    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8233   -0.9144    0.8090 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5785    0.2487    0.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7260    0.2728    1.2393 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9407    1.4682    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8191    2.6831    0.2812 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1515    3.8198   -0.2628 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6857    1.4321   -0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177    0.1975   -0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3910    0.1414   -0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356    0.2493   -2.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1662    0.6648   -0.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0514   -0.4449   -1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -3.1304   -0.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4988   -5.2153    1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5610   -4.8383   -0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696   -4.4229    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1024    2.9237    1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7251    2.5134   -0.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7817    4.5589   -0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2178    2.3242   -0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8391    1.0447   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 12  1  0  0  0  0
 12 15  2  0  0  0  0
 16  8  1  0  0  0  0
 12 13  1  0  0  0  0
  5  6  1  0  0  0  0
  4  5  1  0  0  0  0
  3  2  1  0  0  0  0
  5  8  2  0  0  0  0
  6  7  1  0  0  0  0
  3  4  2  0  0  0  0
 10 11  2  0  0  0  0
 16 17  2  0  0  0  0
 13 14  1  0  0  0  0
 17  3  1  0  0  0  0
  2  1  1  0  0  0  0
  4 21  1  0  0  0  0
 17 29  1  0  0  0  0
 15 28  1  0  0  0  0
 13 25  1  0  0  0  0
 13 26  1  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
  7 24  1  0  0  0  0
 14 27  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
M  END

     RDKit          3D

 29 30  0  0  0  0  0  0  0  0999 V2000
   -3.0501   -0.1241   -1.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3783   -1.2538   -1.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0971   -1.0635   -0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4903   -2.2141   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8157   -2.1746    0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965   -3.2363    0.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8181   -4.4840    0.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5019   -0.9561    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8233   -0.9144    0.8090 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5785    0.2487    0.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7260    0.2728    1.2393 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9407    1.4682    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8191    2.6831    0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1515    3.8198   -0.2628 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6857    1.4321   -0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177    0.1975   -0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3910    0.1414   -0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356    0.2493   -2.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1662    0.6648   -0.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0514   -0.4449   -1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -3.1304   -0.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4988   -5.2153    1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5610   -4.8383   -0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696   -4.4229    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1024    2.9237    1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7251    2.5134   -0.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7817    4.5589   -0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2178    2.3242   -0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8391    1.0447   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
  8  9  1  0
  9 10  1  0
 10 12  1  0
 12 15  2  0
 16  8  1  0
 12 13  1  0
  5  6  1  0
  4  5  1  0
  3  2  1  0
  5  8  2  0
  6  7  1  0
  3  4  2  0
 10 11  2  0
 16 17  2  0
 13 14  1  0
 17  3  1  0
  2  1  1  0
  4 21  1  0
 17 29  1  0
 15 28  1  0
 13 25  1  0
 13 26  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
 14 27  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
M  END


  Mrv1652306202123493D          

 29 30  0  0  0  0            999 V2000
   -3.0501   -0.1241   -1.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3783   -1.2538   -1.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0971   -1.0635   -0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4903   -2.2141   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8157   -2.1746    0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965   -3.2363    0.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8181   -4.4840    0.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5019   -0.9561    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8233   -0.9144    0.8090 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5785    0.2487    0.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7260    0.2728    1.2393 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9407    1.4682    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8191    2.6831    0.2812 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1515    3.8198   -0.2628 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6857    1.4321   -0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177    0.1975   -0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3910    0.1414   -0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356    0.2493   -2.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1662    0.6648   -0.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0514   -0.4449   -1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -3.1304   -0.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4988   -5.2153    1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5610   -4.8383   -0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696   -4.4229    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1024    2.9237    1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7251    2.5134   -0.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7817    4.5589   -0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2178    2.3242   -0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8391    1.0447   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 12  1  0  0  0  0
 12 15  2  0  0  0  0
 16  8  1  0  0  0  0
 12 13  1  0  0  0  0
  5  6  1  0  0  0  0
  4  5  1  0  0  0  0
  3  2  1  0  0  0  0
  5  8  2  0  0  0  0
  6  7  1  0  0  0  0
  3  4  2  0  0  0  0
 10 11  2  0  0  0  0
 16 17  2  0  0  0  0
 13 14  1  0  0  0  0
 17  3  1  0  0  0  0
  2  1  1  0  0  0  0
  4 21  1  0  0  0  0
 17 29  1  0  0  0  0
 15 28  1  0  0  0  0
 13 25  1  0  0  0  0
 13 26  1  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
  7 24  1  0  0  0  0
 14 27  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0039372

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])C1=C([H])C2=C([H])C(OC([H])([H])[H])=C([H])C(OC([H])([H])[H])=C2OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H12O5/c1-15-9-4-7-3-8(6-13)12(14)17-11(7)10(5-9)16-2/h3-5,13H,6H2,1-2H3

> <INCHI_KEY>
VEUJKFCQTBOEQL-UHFFFAOYSA-N

> <FORMULA>
C12H12O5

> <MOLECULAR_WEIGHT>
236.223

> <EXACT_MASS>
236.068473486

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
23.966187019605517

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(hydroxymethyl)-6,8-dimethoxy-2H-chromen-2-one

> <ALOGPS_LOGP>
1.23

> <JCHEM_LOGP>
0.582796416666667

> <ALOGPS_LOGS>
-2.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.859346088928106

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8603220207028457

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
60.60680000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(hydroxymethyl)-6,8-dimethoxychromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 29 30  0  0  0  0  0  0  0  0999 V2000
   -3.0501   -0.1241   -1.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3783   -1.2538   -1.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0971   -1.0635   -0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4903   -2.2141   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8157   -2.1746    0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965   -3.2363    0.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8181   -4.4840    0.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5019   -0.9561    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8233   -0.9144    0.8090 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5785    0.2487    0.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7260    0.2728    1.2393 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9407    1.4682    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8191    2.6831    0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1515    3.8198   -0.2628 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6857    1.4321   -0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177    0.1975   -0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3910    0.1414   -0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356    0.2493   -2.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1662    0.6648   -0.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0514   -0.4449   -1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -3.1304   -0.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4988   -5.2153    1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5610   -4.8383   -0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696   -4.4229    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1024    2.9237    1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7251    2.5134   -0.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7817    4.5589   -0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2178    2.3242   -0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8391    1.0447   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
  8  9  1  0
  9 10  1  0
 10 12  1  0
 12 15  2  0
 16  8  1  0
 12 13  1  0
  5  6  1  0
  4  5  1  0
  3  2  1  0
  5  8  2  0
  6  7  1  0
  3  4  2  0
 10 11  2  0
 16 17  2  0
 13 14  1  0
 17  3  1  0
  2  1  1  0
  4 21  1  0
 17 29  1  0
 15 28  1  0
 13 25  1  0
 13 26  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
 14 27  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.050  -0.124  -1.647  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.378  -1.254  -1.103  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.097  -1.063  -0.659  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.490  -2.214  -0.135  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.816  -2.175   0.357  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.496  -3.236   0.887  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.818  -4.484   0.942  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.502  -0.956   0.312  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.823  -0.914   0.809  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.579   0.249   0.805  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.726   0.273   1.239  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.941   1.468   0.251  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.819   2.683   0.281  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.151   3.820  -0.263  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.686   1.432  -0.222  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.918   0.198  -0.204  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.391   0.141  -0.693  0.00  0.00           C+0
HETATM   18  H   UNK     0      -2.536   0.249  -2.538  0.00  0.00           H+0
HETATM   19  H   UNK     0      -3.166   0.665  -0.896  0.00  0.00           H+0
HETATM   20  H   UNK     0      -4.051  -0.445  -1.950  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.072  -3.130  -0.126  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.499  -5.215   1.389  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.561  -4.838  -0.062  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.070  -4.423   1.580  0.00  0.00           H+0
HETATM   25  H   UNK     0       4.102   2.924   1.311  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.725   2.513  -0.310  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.782   4.559  -0.208  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.218   2.324  -0.627  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.839   1.045  -1.093  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    3    1                                                       
CONECT    3    2    4   17                                                  
CONECT    4    5    3   21                                                  
CONECT    5    6    4    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6   22   23   24                                             
CONECT    8    9   16    5                                                  
CONECT    9    8   10                                                       
CONECT   10    9   12   11                                                  
CONECT   11   10                                                            
CONECT   12   10   15   13                                                  
CONECT   13   12   14   25   26                                             
CONECT   14   13   27                                                       
CONECT   15   16   12   28                                                  
CONECT   16   15    8   17                                                  
CONECT   17   16    3   29                                                  
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    4                                                            
CONECT   22    7                                                            
CONECT   23    7                                                            
CONECT   24    7                                                            
CONECT   25   13                                                            
CONECT   26   13                                                            
CONECT   27   14                                                            
CONECT   28   15                                                            
CONECT   29   17                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

RDKit          3D

29 30  0  0  0  0  0  0  0  0999 V2000
   -3.0501   -0.1241   -1.6466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3783   -1.2538   -1.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0971   -1.0635   -0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4903   -2.2141   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8157   -2.1746    0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965   -3.2363    0.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8181   -4.4840    0.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5019   -0.9561    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8233   -0.9144    0.8090 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5785    0.2487    0.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7260    0.2728    1.2393 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9407    1.4682    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8191    2.6831    0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1515    3.8198   -0.2628 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6857    1.4321   -0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177    0.1975   -0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3910    0.1414   -0.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356    0.2493   -2.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1662    0.6648   -0.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0514   -0.4449   -1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -3.1304   -0.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4988   -5.2153    1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5610   -4.8383   -0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696   -4.4229    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1024    2.9237    1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7251    2.5134   -0.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7817    4.5589   -0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2178    2.3242   -0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8391    1.0447   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
  8  9  1  0
  9 10  1  0
 10 12  1  0
 12 15  2  0
 16  8  1  0
 12 13  1  0
  5  6  1  0
  4  5  1  0
  3  2  1  0
  5  8  2  0
  6  7  1  0
  3  4  2  0
 10 11  2  0
 16 17  2  0
 13 14  1  0
 17  3  1  0
  2  1  1  0
  4 21  1  0
 17 29  1  0
 15 28  1  0
 13 25  1  0
 13 26  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
 14 27  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₂O₅

Average Mass

236.2230 Da

Monoisotopic Mass

236.06847 Da

IUPAC Name

3-(hydroxymethyl)-6,8-dimethoxy-2H-chromen-2-one

Traditional Name

3-(hydroxymethyl)-6,8-dimethoxychromen-2-one

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])C1=C([H])C2=C([H])C(OC([H])([H])[H])=C([H])C(OC([H])([H])[H])=C2OC1=O

InChI Identifier

InChI=1S/C12H12O5/c1-15-9-4-7-3-8(6-13)12(14)17-11(7)10(5-9)16-2/h3-5,13H,6H2,1-2H3

InChI Key

VEUJKFCQTBOEQL-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
No. GX4-1B	JEOL database	Huang, H., et al, Mag. Reson. Chem. 48, 496 (2010)
Talaromyces flavus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Anisole
Phenol ether
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Aromatic alcohol
Alcohol
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	1.23	ALOGPS
logP	0.58	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	14.86	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	60.61 m³·mol⁻¹	ChemAxon
Polarizability	23.97 Å³	ChemAxon
Number of Rings	2	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24645969

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14824647

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Huang, H., et al. (2010). Huang, H., et al, Mag. Reson. Chem. 48, 496 (2010). Mag. Reson. Chem..

Showing NP-Card for 3-hydroxymethyl-6,8-dimethoxycoumarin (NP0039372)

MOL for NP0039372 (3-hydroxymethyl-6,8-dimethoxycoumarin)

3D MOL for NP0039372 (3-hydroxymethyl-6,8-dimethoxycoumarin)

3D SDF for NP0039372 (3-hydroxymethyl-6,8-dimethoxycoumarin)

3D-SDF for NP0039372 (3-hydroxymethyl-6,8-dimethoxycoumarin)

PDB for NP0039372 (3-hydroxymethyl-6,8-dimethoxycoumarin)

3D PDB for NP0039372 (3-hydroxymethyl-6,8-dimethoxycoumarin)

SMILES for NP0039372 (3-hydroxymethyl-6,8-dimethoxycoumarin)

INCHI for NP0039372 (3-hydroxymethyl-6,8-dimethoxycoumarin)

Structure for NP0039372 (3-hydroxymethyl-6,8-dimethoxycoumarin)

3D Structure for NP0039372 (3-hydroxymethyl-6,8-dimethoxycoumarin)