NP-MRD: Showing NP-Card for Arthone B (NP0018569)

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Record Information

Version

2.0

Created at

2021-01-06 03:14:39 UTC

Updated at

2021-07-15 17:28:34 UTC

NP-MRD ID

NP0018569

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Arthone B

Provided By

NPAtlas

Description

Arthone B 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. Arthone B is found in Arthrinium. Based on a literature review very few articles have been published on Arthone B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242104353D          

 33 35  0  0  0  0            999 V2000
   -0.7392   -2.5271    1.0373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5089   -1.3692    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5671   -0.4909    0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3130    0.7879    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0519    1.2181   -0.1569 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9480    0.4422    0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2254    0.9579   -0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866    0.1111    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6530    0.6573   -0.1891 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6205    1.9693   -0.5954 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1092   -1.1937    0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -1.6829    0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140   -2.9859    1.0767 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7589   -0.8635    0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3979    1.7715   -0.2248 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7358    1.1361   -0.2188 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7212   -0.3385   -0.5406 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8947   -0.5189   -1.6543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810   -0.9810    0.6481 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3854    1.9793   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273    0.5877    0.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1554    0.0255   -0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6057    2.0895   -1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9755   -1.8369    0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4025   -3.5999    1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3267    2.5890    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136    2.2669   -1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4270    1.6811   -0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1691    1.2141    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7189   -0.7444   -0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5897    0.3344   -2.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468   -2.0762    0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031   -0.6098    1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  4 15  1  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
 17 19  1  0  0  0  0
 14  2  1  0  0  0  0
 19  3  1  0  0  0  0
 14  6  1  0  0  0  0
  7 20  1  0  0  0  0
  9 21  1  0  0  0  0
  9 22  1  0  0  0  0
 10 23  1  0  0  0  0
 11 24  1  0  0  0  0
 13 25  1  0  0  0  0
 15 26  1  0  0  0  0
 15 27  1  0  0  0  0
 16 28  1  0  0  0  0
 16 29  1  0  0  0  0
 17 30  1  6  0  0  0
 18 31  1  0  0  0  0
 19 32  1  0  0  0  0
 19 33  1  0  0  0  0
M  END

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
   -0.7392   -2.5271    1.0373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5089   -1.3692    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5671   -0.4909    0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3130    0.7879    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0519    1.2181   -0.1569 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9480    0.4422    0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2254    0.9579   -0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866    0.1111    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6530    0.6573   -0.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6205    1.9693   -0.5954 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1092   -1.1937    0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -1.6829    0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140   -2.9859    1.0767 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7589   -0.8635    0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3979    1.7715   -0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7358    1.1361   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7212   -0.3385   -0.5406 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8947   -0.5189   -1.6543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810   -0.9810    0.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3854    1.9793   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273    0.5877    0.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1554    0.0255   -0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6057    2.0895   -1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9755   -1.8369    0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4025   -3.5999    1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3267    2.5890    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136    2.2669   -1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4270    1.6811   -0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1691    1.2141    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7189   -0.7444   -0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5897    0.3344   -2.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468   -2.0762    0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031   -0.6098    1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  4 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 14  2  1  0
 19  3  1  0
 14  6  1  0
  7 20  1  0
  9 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 13 25  1  0
 15 26  1  0
 15 27  1  0
 16 28  1  0
 16 29  1  0
 17 30  1  6
 18 31  1  0
 19 32  1  0
 19 33  1  0
M  END


  Mrv1652306242104353D          

 33 35  0  0  0  0            999 V2000
   -0.7392   -2.5271    1.0373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5089   -1.3692    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5671   -0.4909    0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3130    0.7879    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0519    1.2181   -0.1569 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9480    0.4422    0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2254    0.9579   -0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866    0.1111    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6530    0.6573   -0.1891 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6205    1.9693   -0.5954 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1092   -1.1937    0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -1.6829    0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140   -2.9859    1.0767 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7589   -0.8635    0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3979    1.7715   -0.2248 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7358    1.1361   -0.2188 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7212   -0.3385   -0.5406 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8947   -0.5189   -1.6543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810   -0.9810    0.6481 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3854    1.9793   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273    0.5877    0.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1554    0.0255   -0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6057    2.0895   -1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9755   -1.8369    0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4025   -3.5999    1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3267    2.5890    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136    2.2669   -1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4270    1.6811   -0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1691    1.2141    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7189   -0.7444   -0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5897    0.3344   -2.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468   -2.0762    0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031   -0.6098    1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  4 15  1  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
 17 19  1  0  0  0  0
 14  2  1  0  0  0  0
 19  3  1  0  0  0  0
 14  6  1  0  0  0  0
  7 20  1  0  0  0  0
  9 21  1  0  0  0  0
  9 22  1  0  0  0  0
 10 23  1  0  0  0  0
 11 24  1  0  0  0  0
 13 25  1  0  0  0  0
 15 26  1  0  0  0  0
 15 27  1  0  0  0  0
 16 28  1  0  0  0  0
 16 29  1  0  0  0  0
 17 30  1  6  0  0  0
 18 31  1  0  0  0  0
 19 32  1  0  0  0  0
 19 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0018569

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C3=C(OC2=C([H])C(=C1[H])C([H])([H])O[H])C([H])([H])C([H])([H])[C@@]([H])(O[H])C3([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H14O5/c15-6-7-3-10(17)13-12(4-7)19-11-2-1-8(16)5-9(11)14(13)18/h3-4,8,15-17H,1-2,5-6H2/t8-/m1/s1

> <INCHI_KEY>
FWLWIJFPSRGLGG-MRVPVSSYSA-N

> <FORMULA>
C14H14O5

> <MOLECULAR_WEIGHT>
262.261

> <EXACT_MASS>
262.084123551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
26.53767549946831

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2,8-dihydroxy-6-(hydroxymethyl)-2,3,4,9-tetrahydro-1H-xanthen-9-one

> <ALOGPS_LOGP>
0.46

> <JCHEM_LOGP>
0.9628353000000007

> <ALOGPS_LOGS>
-2.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.747378440680887

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.275378566537548

> <JCHEM_PKA_STRONGEST_BASIC>
-2.728967578490134

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
69.25340000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7R)-1,7-dihydroxy-3-(hydroxymethyl)-5,6,7,8-tetrahydroxanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
   -0.7392   -2.5271    1.0373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5089   -1.3692    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5671   -0.4909    0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3130    0.7879    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0519    1.2181   -0.1569 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9480    0.4422    0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2254    0.9579   -0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866    0.1111    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6530    0.6573   -0.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6205    1.9693   -0.5954 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1092   -1.1937    0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -1.6829    0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140   -2.9859    1.0767 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7589   -0.8635    0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3979    1.7715   -0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7358    1.1361   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7212   -0.3385   -0.5406 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8947   -0.5189   -1.6543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810   -0.9810    0.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3854    1.9793   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273    0.5877    0.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1554    0.0255   -0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6057    2.0895   -1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9755   -1.8369    0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4025   -3.5999    1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3267    2.5890    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136    2.2669   -1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4270    1.6811   -0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1691    1.2141    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7189   -0.7444   -0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5897    0.3344   -2.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468   -2.0762    0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031   -0.6098    1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  4 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 14  2  1  0
 19  3  1  0
 14  6  1  0
  7 20  1  0
  9 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 13 25  1  0
 15 26  1  0
 15 27  1  0
 16 28  1  0
 16 29  1  0
 17 30  1  6
 18 31  1  0
 19 32  1  0
 19 33  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  O   UNK     0      -0.739  -2.527   1.037  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.509  -1.369   0.667  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.567  -0.491   0.441  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.313   0.788   0.032  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.052   1.218  -0.157  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.948   0.442   0.040  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.225   0.958  -0.176  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.287   0.111   0.041  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.653   0.657  -0.189  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.620   1.969  -0.595  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.109  -1.194   0.454  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.838  -1.683   0.662  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.614  -2.986   1.077  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.759  -0.864   0.455  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.398   1.772  -0.225  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.736   1.136  -0.219  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.721  -0.339  -0.541  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.895  -0.519  -1.654  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.981  -0.981   0.648  0.00  0.00           C+0
HETATM   20  H   UNK     0       2.385   1.979  -0.500  0.00  0.00           H+0
HETATM   21  H   UNK     0       5.227   0.588   0.760  0.00  0.00           H+0
HETATM   22  H   UNK     0       5.155   0.026  -0.961  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.606   2.090  -1.571  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.975  -1.837   0.616  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.402  -3.600   1.233  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.327   2.589   0.556  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.214   2.267  -1.208  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.427   1.681  -0.933  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.169   1.214   0.818  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.719  -0.744  -0.674  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.590   0.334  -2.027  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.047  -2.076   0.512  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.403  -0.610   1.582  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8   20                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10   21   22                                             
CONECT   10    9   23                                                       
CONECT   11    8   12   24                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   25                                                       
CONECT   14   12    2    6                                                  
CONECT   15    4   16   26   27                                             
CONECT   16   15   17   28   29                                             
CONECT   17   16   18   19   30                                             
CONECT   18   17   31                                                       
CONECT   19   17    3   32   33                                             
CONECT   20    7                                                            
CONECT   21    9                                                            
CONECT   22    9                                                            
CONECT   23   10                                                            
CONECT   24   11                                                            
CONECT   25   13                                                            
CONECT   26   15                                                            
CONECT   27   15                                                            
CONECT   28   16                                                            
CONECT   29   16                                                            
CONECT   30   17                                                            
CONECT   31   18                                                            
CONECT   32   19                                                            
CONECT   33   19                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

RDKit          3D

33 35  0  0  0  0  0  0  0  0999 V2000
   -0.7392   -2.5271    1.0373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5089   -1.3692    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5671   -0.4909    0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3130    0.7879    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0519    1.2181   -0.1569 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9480    0.4422    0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2254    0.9579   -0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866    0.1111    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6530    0.6573   -0.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6205    1.9693   -0.5954 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1092   -1.1937    0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -1.6829    0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140   -2.9859    1.0767 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7589   -0.8635    0.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3979    1.7715   -0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7358    1.1361   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7212   -0.3385   -0.5406 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8947   -0.5189   -1.6543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9810   -0.9810    0.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3854    1.9793   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273    0.5877    0.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1554    0.0255   -0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6057    2.0895   -1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9755   -1.8369    0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4025   -3.5999    1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3267    2.5890    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136    2.2669   -1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4270    1.6811   -0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1691    1.2141    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7189   -0.7444   -0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5897    0.3344   -2.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468   -2.0762    0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031   -0.6098    1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  4 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 14  2  1  0
 19  3  1  0
 14  6  1  0
  7 20  1  0
  9 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 13 25  1  0
 15 26  1  0
 15 27  1  0
 16 28  1  0
 16 29  1  0
 17 30  1  6
 18 31  1  0
 19 32  1  0
 19 33  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₄H₁₄O₅

Average Mass

262.2610 Da

Monoisotopic Mass

262.08412 Da

IUPAC Name

(2R)-2,8-dihydroxy-6-(hydroxymethyl)-2,3,4,9-tetrahydro-1H-xanthen-9-one

Traditional Name

(7R)-1,7-dihydroxy-3-(hydroxymethyl)-5,6,7,8-tetrahydroxanthen-9-one

CAS Registry Number

Not Available

SMILES

OCC1=CC(O)=C2C(=O)C3=C(CC[C@@H](O)C3)OC2=C1

InChI Identifier

InChI=1S/C14H14O5/c15-6-7-3-10(17)13-12(4-7)19-11-2-1-8(16)5-9(11)14(13)18/h3-4,8,15-17H,1-2,5-6H2/t8-/m1/s1

InChI Key

FWLWIJFPSRGLGG-MRVPVSSYSA-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
Arthrinium	NPAtlas	30096887

Chemical Taxonomy

Description

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
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.46	ALOGPS
logP	0.96	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	7.28	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	69.25 m³·mol⁻¹	ChemAxon
Polarizability	26.54 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

NPA027955

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

71044434

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146684177

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Arthone B (NP0018569)

MOL for NP0018569 (Arthone B)

3D MOL for NP0018569 (Arthone B)

3D SDF for NP0018569 (Arthone B)

3D-SDF for NP0018569 (Arthone B)

PDB for NP0018569 (Arthone B)

3D PDB for NP0018569 (Arthone B)

SMILES for NP0018569 (Arthone B)

INCHI for NP0018569 (Arthone B)

Structure for NP0018569 (Arthone B)

3D Structure for NP0018569 (Arthone B)