NP-MRD: Showing NP-Card for 1,5-dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone (NP0012126)

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Record Information

Version

2.0

Created at

2021-01-05 21:36:12 UTC

Updated at

2021-07-15 17:10:54 UTC

NP-MRD ID

NP0012126

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,5-dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone

Provided By

NPAtlas

Description

1,5-dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone is found in Phomopsis sp. 1,5-dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone was first documented in 2013 (PMID: 24042071). Based on a literature review very few articles have been published on CHEMBL4539850.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117023D          

 38 40  0  0  0  0            999 V2000
    6.2243    1.9657   -1.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9931    1.3229   -0.8349 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8991    0.0535   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9243   -0.6056   -0.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6008   -0.5278   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4543   -1.8017    0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2033   -2.3553    0.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750   -1.6448    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062   -2.1587    0.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -3.3042    1.1417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3357   -1.4099    0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212   -1.8632    0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549   -3.0960    1.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6998   -1.0099    0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4987    0.2493   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6795    1.0811   -0.5297 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1163    1.9296    0.6431 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0904    2.8022    1.0420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2000    0.6595   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -0.1473   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852    0.2975   -0.3166 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1829   -0.3767   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4240    0.1775   -0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5683    1.4542   -0.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0202    1.2046   -0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2588    2.4076   -2.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3656    2.7527   -0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3702   -2.3597    0.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075   -3.3392    1.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3527   -3.8394    1.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6848   -1.4208    0.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5548    0.4419   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4861    1.7706   -1.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9489    2.5713    0.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4754    1.3135    1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2904    3.1084    1.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0273    1.6368   -0.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8012    2.0601   -1.0630 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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23  5  1  0  0  0  0
 22  8  1  0  0  0  0
 20 11  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  6 28  1  0  0  0  0
  7 29  1  0  0  0  0
 13 30  1  0  0  0  0
 14 31  1  0  0  0  0
 16 32  1  0  0  0  0
 16 33  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 18 36  1  0  0  0  0
 19 37  1  0  0  0  0
 24 38  1  0  0  0  0
M  END

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    6.2243    1.9657   -1.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9931    1.3229   -0.8349 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8991    0.0535   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9243   -0.6056   -0.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6008   -0.5278   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4543   -1.8017    0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2033   -2.3553    0.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750   -1.6448    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062   -2.1587    0.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -3.3042    1.1417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3357   -1.4099    0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212   -1.8632    0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549   -3.0960    1.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6998   -1.0099    0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4987    0.2493   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6795    1.0811   -0.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1163    1.9296    0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0904    2.8022    1.0420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2000    0.6595   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -0.1473   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852    0.2975   -0.3166 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1829   -0.3767   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4240    0.1775   -0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5683    1.4542   -0.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0202    1.2046   -0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2588    2.4076   -2.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3656    2.7527   -0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3702   -2.3597    0.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075   -3.3392    1.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3527   -3.8394    1.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6848   -1.4208    0.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5548    0.4419   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4861    1.7706   -1.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9489    2.5713    0.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4754    1.3135    1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2904    3.1084    1.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0273    1.6368   -0.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8012    2.0601   -1.0630 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 15 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  5  1  0
 22  8  1  0
 20 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  7 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 24 38  1  0
M  END


  Mrv1652306242117023D          

 38 40  0  0  0  0            999 V2000
    6.2243    1.9657   -1.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9931    1.3229   -0.8349 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8991    0.0535   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9243   -0.6056   -0.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6008   -0.5278   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4543   -1.8017    0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2033   -2.3553    0.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750   -1.6448    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062   -2.1587    0.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -3.3042    1.1417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3357   -1.4099    0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212   -1.8632    0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549   -3.0960    1.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6998   -1.0099    0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4987    0.2493   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6795    1.0811   -0.5297 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1163    1.9296    0.6431 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0904    2.8022    1.0420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2000    0.6595   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -0.1473   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852    0.2975   -0.3166 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1829   -0.3767   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4240    0.1775   -0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5683    1.4542   -0.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0202    1.2046   -0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2588    2.4076   -2.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3656    2.7527   -0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3702   -2.3597    0.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075   -3.3392    1.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3527   -3.8394    1.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6848   -1.4208    0.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5548    0.4419   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4861    1.7706   -1.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9489    2.5713    0.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4754    1.3135    1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2904    3.1084    1.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0273    1.6368   -0.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8012    2.0601   -1.0630 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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23  5  1  0  0  0  0
 22  8  1  0  0  0  0
 20 11  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  6 28  1  0  0  0  0
  7 29  1  0  0  0  0
 13 30  1  0  0  0  0
 14 31  1  0  0  0  0
 16 32  1  0  0  0  0
 16 33  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 18 36  1  0  0  0  0
 19 37  1  0  0  0  0
 24 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0012126

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C3=C([H])C([H])=C(C(=O)OC([H])([H])[H])C(O[H])=C3OC2=C([H])C(=C1[H])C([H])([H])C([H])([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O7/c1-23-17(22)10-3-2-9-14(20)13-11(19)6-8(4-5-18)7-12(13)24-16(9)15(10)21/h2-3,6-7,18-19,21H,4-5H2,1H3

> <INCHI_KEY>
PGWSXWGXWVBBQB-UHFFFAOYSA-N

> <FORMULA>
C17H14O7

> <MOLECULAR_WEIGHT>
330.292

> <EXACT_MASS>
330.073952791

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
32.969650731757895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 4,8-dihydroxy-6-(2-hydroxyethyl)-9-oxo-9H-xanthene-3-carboxylate

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
3.177297978666666

> <ALOGPS_LOGS>
-3.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.661794176854142

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.024928000284714

> <JCHEM_PKA_STRONGEST_BASIC>
-2.4513577565590614

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
84.3743

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4,8-dihydroxy-6-(2-hydroxyethyl)-9-oxoxanthene-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    6.2243    1.9657   -1.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9931    1.3229   -0.8349 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8991    0.0535   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9243   -0.6056   -0.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6008   -0.5278   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4543   -1.8017    0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2033   -2.3553    0.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750   -1.6448    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062   -2.1587    0.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -3.3042    1.1417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3357   -1.4099    0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212   -1.8632    0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549   -3.0960    1.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6998   -1.0099    0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4987    0.2493   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6795    1.0811   -0.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1163    1.9296    0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0904    2.8022    1.0420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2000    0.6595   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -0.1473   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852    0.2975   -0.3166 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1829   -0.3767   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4240    0.1775   -0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5683    1.4542   -0.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0202    1.2046   -0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2588    2.4076   -2.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3656    2.7527   -0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3702   -2.3597    0.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075   -3.3392    1.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3527   -3.8394    1.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6848   -1.4208    0.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5548    0.4419   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4861    1.7706   -1.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9489    2.5713    0.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4754    1.3135    1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2904    3.1084    1.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0273    1.6368   -0.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8012    2.0601   -1.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
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 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 24 38  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       6.224   1.966  -1.120  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.993   1.323  -0.835  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.899   0.054  -0.322  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.924  -0.606  -0.079  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.601  -0.528  -0.060  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.454  -1.802   0.456  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.203  -2.355   0.706  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.075  -1.645   0.444  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.206  -2.159   0.678  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.313  -3.304   1.142  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.336  -1.410   0.401  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.621  -1.863   0.611  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.855  -3.096   1.113  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.700  -1.010   0.291  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.499   0.249  -0.220  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.680   1.081  -0.530  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.116   1.930   0.643  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.090   2.802   1.042  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.200   0.660  -0.413  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.122  -0.147  -0.112  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.085   0.298  -0.317  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.183  -0.377  -0.069  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.424   0.178  -0.319  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.568   1.454  -0.836  0.00  0.00           O+0
HETATM   25  H   UNK     0       7.020   1.205  -0.978  0.00  0.00           H+0
HETATM   26  H   UNK     0       6.259   2.408  -2.123  0.00  0.00           H+0
HETATM   27  H   UNK     0       6.366   2.753  -0.342  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.370  -2.360   0.661  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.107  -3.339   1.104  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.353  -3.839   1.401  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.685  -1.421   0.478  0.00  0.00           H+0
HETATM   32  H   UNK     0      -5.555   0.442  -0.795  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.486   1.771  -1.382  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.949   2.571   0.282  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.475   1.313   1.485  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.290   3.108   1.954  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.027   1.637  -0.810  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.801   2.060  -1.063  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   23                                                  
CONECT    6    5    7   28                                                  
CONECT    7    6    8   29                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   20                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   30                                                       
CONECT   14   12   15   31                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   17   32   33                                             
CONECT   17   16   18   34   35                                             
CONECT   18   17   36                                                       
CONECT   19   15   20   37                                                  
CONECT   20   19   21   11                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23    8                                                  
CONECT   23   22   24    5                                                  
CONECT   24   23   38                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    6                                                            
CONECT   29    7                                                            
CONECT   30   13                                                            
CONECT   31   14                                                            
CONECT   32   16                                                            
CONECT   33   16                                                            
CONECT   34   17                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   19                                                            
CONECT   38   24                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

RDKit          3D

38 40  0  0  0  0  0  0  0  0999 V2000
    6.2243    1.9657   -1.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9931    1.3229   -0.8349 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8991    0.0535   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9243   -0.6056   -0.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6008   -0.5278   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4543   -1.8017    0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2033   -2.3553    0.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750   -1.6448    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062   -2.1587    0.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -3.3042    1.1417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3357   -1.4099    0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212   -1.8632    0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549   -3.0960    1.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6998   -1.0099    0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4987    0.2493   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6795    1.0811   -0.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1163    1.9296    0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0904    2.8022    1.0420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2000    0.6595   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -0.1473   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852    0.2975   -0.3166 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1829   -0.3767   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4240    0.1775   -0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5683    1.4542   -0.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0202    1.2046   -0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2588    2.4076   -2.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3656    2.7527   -0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3702   -2.3597    0.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075   -3.3392    1.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3527   -3.8394    1.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6848   -1.4208    0.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5548    0.4419   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4861    1.7706   -1.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9489    2.5713    0.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4754    1.3135    1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2904    3.1084    1.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0273    1.6368   -0.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8012    2.0601   -1.0630 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  2  0
  6  7  1  0
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  8  9  1  0
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  9 11  1  0
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  6 28  1  0
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 19 37  1  0
 24 38  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
1,5-Dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone	MeSH
Methyl 4,8-dihydroxy-6-(2-hydroxyethyl)-9-oxo-9H-xanthene-3-carboxylic acid	Generator

Chemical Formula

C₁₇H₁₄O₇

Average Mass

330.2920 Da

Monoisotopic Mass

330.07395 Da

IUPAC Name

methyl 4,8-dihydroxy-6-(2-hydroxyethyl)-9-oxo-9H-xanthene-3-carboxylate

Traditional Name

methyl 4,8-dihydroxy-6-(2-hydroxyethyl)-9-oxoxanthene-3-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(O)C2=C(C=C1)C(=O)C1=C(O2)C=C(CCO)C=C1O

InChI Identifier

InChI=1S/C17H14O7/c1-23-17(22)10-3-2-9-14(20)13-11(19)6-8(4-5-18)7-12(13)24-16(9)15(10)21/h2-3,6-7,18-19,21H,4-5H2,1H3

InChI Key

PGWSXWGXWVBBQB-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
Phomopsis sp.	NPAtlas	24042071

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.05	ALOGPS
logP	3.18	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	8.02	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	84.37 m³·mol⁻¹	ChemAxon
Polarizability	32.97 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

NPA015142

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78435903

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129882134

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yang HY, Gao YH, Niu DY, Yang LY, Gao XM, Du G, Hu QF: Xanthone derivatives from the fermentation products of an endophytic fungus Phomopsis sp. Fitoterapia. 2013 Dec;91:189-193. doi: 10.1016/j.fitote.2013.09.004. Epub 2013 Sep 13. [PubMed:24042071 ]

Showing NP-Card for 1,5-dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone (NP0012126)

MOL for NP0012126 (1,5-dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone)

3D MOL for NP0012126 (1,5-dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone)

3D SDF for NP0012126 (1,5-dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone)

3D-SDF for NP0012126 (1,5-dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone)

PDB for NP0012126 (1,5-dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone)

3D PDB for NP0012126 (1,5-dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone)

SMILES for NP0012126 (1,5-dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone)

INCHI for NP0012126 (1,5-dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone)

Structure for NP0012126 (1,5-dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone)

3D Structure for NP0012126 (1,5-dihydroxy-3-hydroxyethyl-6-methoxycarbonylxanthone)