NP-MRD: Showing NP-Card for 7‐hydroxy‐3‐(hydroxymethyl)‐1‐methoxy‐9H‐xanthen‐9‐one (NP0006453)

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Record Information

Version

2.0

Created at

2020-12-09 03:28:08 UTC

Updated at

2021-07-15 16:54:50 UTC

NP-MRD ID

NP0006453

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7‐hydroxy‐3‐(hydroxymethyl)‐1‐methoxy‐9H‐xanthen‐9‐one

Provided By

NPAtlas

Description

7-Hydroxy-3-(hydroxymethyl)-1-methoxy-9h-xanthen-9-one is also known as 7-hydroxy-hmmxo. 7‐hydroxy‐3‐(hydroxymethyl)‐1‐methoxy‐9H‐xanthen‐9‐one is found in Xylaria. 7‐hydroxy‐3‐(hydroxymethyl)‐1‐methoxy‐9H‐xanthen‐9‐one was first documented in 2006 (PMID: 16826555). Based on a literature review very few articles have been published on 7-hydroxy-3-(hydroxymethyl)-1-methoxy-9h-xanthen-9-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118273D          

 32 34  0  0  0  0            999 V2000
   -1.5652    3.7848    0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6832    2.6949    0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0937    1.4066    0.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4090    1.0566   -0.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -0.2475   -0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1855   -0.5978   -0.5947 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3262   -1.9359   -0.8707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858   -1.2297   -0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4513   -0.8940   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -1.8405   -0.3666 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -1.5589   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6810   -2.5497   -0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -2.2140   -0.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4038   -0.9254    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7622   -0.6143    0.4127 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4403    0.0526    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138   -0.2816    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1937    0.7110    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4709    1.9094    0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1382    0.4204    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0582    4.6251    1.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8504    4.1004   -0.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5033    3.5201    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1945    1.8249   -0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7088   -0.3758    0.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5452   -0.0002   -1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8356   -2.4278   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0675   -2.2486   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3610   -3.5705   -0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7625   -2.9752   -0.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0962   -0.6918    1.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6999    1.0723    0.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  1 21  1  0  0  0  0
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  7 27  1  0  0  0  0
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 12 29  1  0  0  0  0
 13 30  1  0  0  0  0
 15 31  1  0  0  0  0
 16 32  1  0  0  0  0
M  END

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.5652    3.7848    0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6832    2.6949    0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0937    1.4066    0.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4090    1.0566   -0.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -0.2475   -0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7858   -1.2297   -0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4513   -0.8940   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -1.8405   -0.3666 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4403    0.0526    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138   -0.2816    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1937    0.7110    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4709    1.9094    0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1382    0.4204    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0582    4.6251    1.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8504    4.1004   -0.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5033    3.5201    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7088   -0.3758    0.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5452   -0.0002   -1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8356   -2.4278   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0675   -2.2486   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3610   -3.5705   -0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7625   -2.9752   -0.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0962   -0.6918    1.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6999    1.0723    0.5327 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
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 20  9  2  0
 17 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
M  END


  Mrv1652306242118273D          

 32 34  0  0  0  0            999 V2000
   -1.5652    3.7848    0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6832    2.6949    0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0937    1.4066    0.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4090    1.0566   -0.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -0.2475   -0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1855   -0.5978   -0.5947 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3262   -1.9359   -0.8707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858   -1.2297   -0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4513   -0.8940   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -1.8405   -0.3666 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -1.5589   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6810   -2.5497   -0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -2.2140   -0.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4038   -0.9254    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7622   -0.6143    0.4127 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4403    0.0526    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138   -0.2816    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1937    0.7110    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4709    1.9094    0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1382    0.4204    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0582    4.6251    1.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0675   -2.2486   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7625   -2.9752   -0.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0962   -0.6918    1.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6999    1.0723    0.5327 H   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 11 12  2  0  0  0  0
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M  END
> <DATABASE_ID>
NP0006453

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C2OC3=C(C(=O)C2=C1[H])C(OC([H])([H])[H])=C([H])C(=C3[H])C([H])([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O5/c1-19-12-4-8(7-16)5-13-14(12)15(18)10-6-9(17)2-3-11(10)20-13/h2-6,16-17H,7H2,1H3

> <INCHI_KEY>
ABASMEPIPZTIFP-UHFFFAOYSA-N

> <FORMULA>
C15H12O5

> <MOLECULAR_WEIGHT>
272.256

> <EXACT_MASS>
272.068473486

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
27.933332805724778

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-3-(hydroxymethyl)-1-methoxy-9H-xanthen-9-one

> <ALOGPS_LOGP>
1.74

> <JCHEM_LOGP>
1.7310538656666663

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.731352387488325

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.098540327687399

> <JCHEM_PKA_STRONGEST_BASIC>
-2.916716001564957

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
72.0763

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-3-(hydroxymethyl)-1-methoxyxanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.5652    3.7848    0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6832    2.6949    0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1855   -0.5978   -0.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3262   -1.9359   -0.8707 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4513   -0.8940   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -1.8405   -0.3666 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1138   -0.2816    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1937    0.7110    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4709    1.9094    0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1382    0.4204    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0582    4.6251    1.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8504    4.1004   -0.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5033    3.5201    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1945    1.8249   -0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7088   -0.3758    0.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5452   -0.0002   -1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8356   -2.4278   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0675   -2.2486   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3610   -3.5705   -0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7625   -2.9752   -0.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0962   -0.6918    1.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6999    1.0723    0.5327 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20  3  1  0
 20  9  2  0
 17 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  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  C   UNK     0      -1.565   3.785   0.528  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.683   2.695   0.404  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.094   1.407   0.111  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.409   1.057  -0.091  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.747  -0.248  -0.380  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.186  -0.598  -0.595  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.326  -1.936  -0.871  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.786  -1.230  -0.474  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.451  -0.894  -0.273  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.450  -1.841  -0.367  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.709  -1.559  -0.184  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.681  -2.550  -0.278  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.005  -2.214  -0.078  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.404  -0.925   0.214  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.762  -0.614   0.413  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.440   0.053   0.307  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.114  -0.282   0.107  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.194   0.711   0.208  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.471   1.909   0.470  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.138   0.420   0.015  0.00  0.00           C+0
HETATM   21  H   UNK     0      -1.058   4.625   1.030  0.00  0.00           H+0
HETATM   22  H   UNK     0      -1.850   4.100  -0.497  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.503   3.520   1.054  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.195   1.825  -0.021  0.00  0.00           H+0
HETATM   25  H   UNK     0      -4.709  -0.376   0.350  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.545  -0.000  -1.449  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.836  -2.428  -0.194  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.067  -2.249  -0.702  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.361  -3.571  -0.510  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.763  -2.975  -0.150  0.00  0.00           H+0
HETATM   31  H   UNK     0       6.096  -0.692   1.370  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.700   1.072   0.533  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7   25   26                                             
CONECT    7    6   27                                                       
CONECT    8    5    9   28                                                  
CONECT    9    8   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13   29                                                  
CONECT   13   12   14   30                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   31                                                       
CONECT   16   14   17   32                                                  
CONECT   17   16   18   11                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    3    9                                                  
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    4                                                            
CONECT   25    6                                                            
CONECT   26    6                                                            
CONECT   27    7                                                            
CONECT   28    8                                                            
CONECT   29   12                                                            
CONECT   30   13                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

RDKit          3D

32 34  0  0  0  0  0  0  0  0999 V2000
   -1.5652    3.7848    0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6832    2.6949    0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0937    1.4066    0.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4090    1.0566   -0.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -0.2475   -0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1855   -0.5978   -0.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3262   -1.9359   -0.8707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858   -1.2297   -0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4513   -0.8940   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -1.8405   -0.3666 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -1.5589   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6810   -2.5497   -0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -2.2140   -0.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4038   -0.9254    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7622   -0.6143    0.4127 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4403    0.0526    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138   -0.2816    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1937    0.7110    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4709    1.9094    0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1382    0.4204    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0582    4.6251    1.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8504    4.1004   -0.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5033    3.5201    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1945    1.8249   -0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7088   -0.3758    0.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5452   -0.0002   -1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8356   -2.4278   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0675   -2.2486   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3610   -3.5705   -0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7625   -2.9752   -0.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0962   -0.6918    1.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6999    1.0723    0.5327 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20  3  1  0
 20  9  2  0
 17 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
7-Hydroxy-hmmxo	MeSH

Chemical Formula

C₁₅H₁₂O₅

Average Mass

272.2560 Da

Monoisotopic Mass

272.06847 Da

IUPAC Name

7-hydroxy-3-(hydroxymethyl)-1-methoxy-9H-xanthen-9-one

Traditional Name

7-hydroxy-3-(hydroxymethyl)-1-methoxyxanthen-9-one

CAS Registry Number

Not Available

SMILES

COC1=CC(CO)=CC2=C1C(=O)C1=C(O2)C=CC(O)=C1

InChI Identifier

InChI=1S/C15H12O5/c1-19-12-4-8(7-16)5-13-14(12)15(18)10-6-9(17)2-3-11(10)20-13/h2-6,16-17H,7H2,1H3

InChI Key

ABASMEPIPZTIFP-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
Xylaria	NPAtlas	16826555

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthones

Alternative Parents

Substituents

Xanthone
Chromone
Anisole
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous ester
Ether
Oxacycle
Organic oxygen compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Aromatic alcohol
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.74	ALOGPS
logP	1.73	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	9.1	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	72.08 m³·mol⁻¹	ChemAxon
Polarizability	27.93 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

NPA006948

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

21378321

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91378606

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Davis RA, Pierens GK: 1H and 13C NMR assignments for two new xanthones from the endophytic fungus Xylaria sp. FRR 5657. Magn Reson Chem. 2006 Oct;44(10):966-8. doi: 10.1002/mrc.1872. [PubMed:16826555 ]

Showing NP-Card for 7‐hydroxy‐3‐(hydroxymethyl)‐1‐methoxy‐9H‐xanthen‐9‐one (NP0006453)

MOL for NP0006453 (7‐hydroxy‐3‐(hydroxymethyl)‐1‐methoxy‐9H‐xanthen‐9‐one)

3D MOL for NP0006453 (7‐hydroxy‐3‐(hydroxymethyl)‐1‐methoxy‐9H‐xanthen‐9‐one)

3D SDF for NP0006453 (7‐hydroxy‐3‐(hydroxymethyl)‐1‐methoxy‐9H‐xanthen‐9‐one)

3D-SDF for NP0006453 (7‐hydroxy‐3‐(hydroxymethyl)‐1‐methoxy‐9H‐xanthen‐9‐one)

PDB for NP0006453 (7‐hydroxy‐3‐(hydroxymethyl)‐1‐methoxy‐9H‐xanthen‐9‐one)

3D PDB for NP0006453 (7‐hydroxy‐3‐(hydroxymethyl)‐1‐methoxy‐9H‐xanthen‐9‐one)

SMILES for NP0006453 (7‐hydroxy‐3‐(hydroxymethyl)‐1‐methoxy‐9H‐xanthen‐9‐one)

INCHI for NP0006453 (7‐hydroxy‐3‐(hydroxymethyl)‐1‐methoxy‐9H‐xanthen‐9‐one)

Structure for NP0006453 (7‐hydroxy‐3‐(hydroxymethyl)‐1‐methoxy‐9H‐xanthen‐9‐one)

3D Structure for NP0006453 (7‐hydroxy‐3‐(hydroxymethyl)‐1‐methoxy‐9H‐xanthen‐9‐one)