NP-MRD: Showing NP-Card for yicathin B (NP0042797)

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Record Information

Version

2.0

Created at

2021-06-21 00:22:30 UTC

Updated at

2021-06-30 00:18:06 UTC

NP-MRD ID

NP0042797

Secondary Accession Numbers

None

Natural Product Identification

Common Name

yicathin B

Provided By

JEOL Database JEOL Logo

Description

Yicathin 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. yicathin B is found in Aspergillus wentii. yicathin B was first documented in 2013 (PMID: 23172582). Based on a literature review very few articles have been published on Yicathin B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102223D          

 37 39  0  0  0  0            999 V2000
   -5.1659    4.1105   -5.8372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3456    3.3786   -4.9245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1675    3.9837   -4.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832    5.0534   -5.0810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3729    3.1622   -3.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1200    3.6465   -3.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3212    2.9221   -2.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9061    3.3481   -1.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4072    4.5862   -2.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939    1.6908   -1.8872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0237    0.8521   -0.9376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0839    1.1458   -0.5013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6334   -0.4109   -0.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172   -1.2704    0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2554   -1.0049    0.9172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5863   -2.4610    0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559   -2.8032    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4941   -4.1002    0.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4957   -1.9450   -0.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8872   -0.7503   -0.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5955    0.0242   -1.8700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435    1.2097   -2.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8310    1.9402   -3.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4338    5.0843   -5.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0839    3.5391   -6.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6568    4.2301   -6.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7880    4.6005   -3.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7616    5.4178   -2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3906    4.7488   -1.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403    4.5590   -3.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5523   -0.1398    0.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0590   -3.1173    1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5858   -4.0146    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1917   -4.3873    1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007   -4.8924    0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747   -2.2047   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7986    1.5427   -3.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  7  2  0  0  0  0
 20 19  2  0  0  0  0
  7  6  1  0  0  0  0
 21 20  1  0  0  0  0
  6  5  2  0  0  0  0
 19 17  1  0  0  0  0
  5 23  1  0  0  0  0
 23 22  2  0  0  0  0
 13 11  1  0  0  0  0
 11 12  2  0  0  0  0
 17 16  2  0  0  0  0
  7  8  1  0  0  0  0
 17 18  1  0  0  0  0
 16 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 13  2  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
  5  3  1  0  0  0  0
 13 20  1  0  0  0  0
  3  2  1  0  0  0  0
 22 10  1  0  0  0  0
  2  1  1  0  0  0  0
 22 21  1  0  0  0  0
  3  4  2  0  0  0  0
 19 36  1  0  0  0  0
 16 32  1  0  0  0  0
  6 27  1  0  0  0  0
 23 37  1  0  0  0  0
 18 33  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
 15 31  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.1659    4.1105   -5.8372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3456    3.3786   -4.9245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1675    3.9837   -4.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832    5.0534   -5.0810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3729    3.1622   -3.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1200    3.6465   -3.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3212    2.9221   -2.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9061    3.3481   -1.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4072    4.5862   -2.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939    1.6908   -1.8872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0237    0.8521   -0.9376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0839    1.1458   -0.5013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6334   -0.4109   -0.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172   -1.2704    0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2554   -1.0049    0.9172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5863   -2.4610    0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559   -2.8032    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4941   -4.1002    0.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4957   -1.9450   -0.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8872   -0.7503   -0.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5955    0.0242   -1.8700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435    1.2097   -2.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8310    1.9402   -3.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4338    5.0843   -5.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0839    3.5391   -6.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6568    4.2301   -6.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7880    4.6005   -3.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7616    5.4178   -2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3906    4.7488   -1.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403    4.5590   -3.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5523   -0.1398    0.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0590   -3.1173    1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5858   -4.0146    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1917   -4.3873    1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007   -4.8924    0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747   -2.2047   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7986    1.5427   -3.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  7  2  0
 20 19  2  0
  7  6  1  0
 21 20  1  0
  6  5  2  0
 19 17  1  0
  5 23  1  0
 23 22  2  0
 13 11  1  0
 11 12  2  0
 17 16  2  0
  7  8  1  0
 17 18  1  0
 16 14  1  0
 14 15  1  0
 14 13  2  0
  8  9  1  0
 10 11  1  0
  5  3  1  0
 13 20  1  0
  3  2  1  0
 22 10  1  0
  2  1  1  0
 22 21  1  0
  3  4  2  0
 19 36  1  0
 16 32  1  0
  6 27  1  0
 23 37  1  0
 18 33  1  0
 18 34  1  0
 18 35  1  0
 15 31  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END


  Mrv1652306212102223D          

 37 39  0  0  0  0            999 V2000
   -5.1659    4.1105   -5.8372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3456    3.3786   -4.9245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1675    3.9837   -4.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832    5.0534   -5.0810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3729    3.1622   -3.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1200    3.6465   -3.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3212    2.9221   -2.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9061    3.3481   -1.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4072    4.5862   -2.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939    1.6908   -1.8872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0237    0.8521   -0.9376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0839    1.1458   -0.5013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6334   -0.4109   -0.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172   -1.2704    0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2554   -1.0049    0.9172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5863   -2.4610    0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559   -2.8032    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4941   -4.1002    0.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4957   -1.9450   -0.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8872   -0.7503   -0.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5955    0.0242   -1.8700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435    1.2097   -2.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8310    1.9402   -3.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4338    5.0843   -5.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0839    3.5391   -6.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6568    4.2301   -6.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7880    4.6005   -3.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7616    5.4178   -2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3906    4.7488   -1.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403    4.5590   -3.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5523   -0.1398    0.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0590   -3.1173    1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5858   -4.0146    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1917   -4.3873    1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007   -4.8924    0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747   -2.2047   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7986    1.5427   -3.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  7  2  0  0  0  0
 20 19  2  0  0  0  0
  7  6  1  0  0  0  0
 21 20  1  0  0  0  0
  6  5  2  0  0  0  0
 19 17  1  0  0  0  0
  5 23  1  0  0  0  0
 23 22  2  0  0  0  0
 13 11  1  0  0  0  0
 11 12  2  0  0  0  0
 17 16  2  0  0  0  0
  7  8  1  0  0  0  0
 17 18  1  0  0  0  0
 16 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 13  2  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
  5  3  1  0  0  0  0
 13 20  1  0  0  0  0
  3  2  1  0  0  0  0
 22 10  1  0  0  0  0
  2  1  1  0  0  0  0
 22 21  1  0  0  0  0
  3  4  2  0  0  0  0
 19 36  1  0  0  0  0
 16 32  1  0  0  0  0
  6 27  1  0  0  0  0
 23 37  1  0  0  0  0
 18 33  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
 15 31  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042797

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O6/c1-8-4-10(18)14-12(5-8)23-13-7-9(17(20)22-3)6-11(21-2)15(13)16(14)19/h4-7,18H,1-3H3

> <INCHI_KEY>
ZBJMNXXNKCWWHA-UHFFFAOYSA-N

> <FORMULA>
C17H14O6

> <MOLECULAR_WEIGHT>
314.293

> <EXACT_MASS>
314.079038171

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
32.53230976961629

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 8-hydroxy-1-methoxy-6-methyl-9-oxo-9H-xanthene-3-carboxylate

> <ALOGPS_LOGP>
3.02

> <JCHEM_LOGP>
3.665301986333333

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.477272713260469

> <JCHEM_PKA_STRONGEST_BASIC>
-3.743707039372626

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
82.32690000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.21e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 8-hydroxy-1-methoxy-6-methyl-9-oxoxanthene-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.1659    4.1105   -5.8372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3456    3.3786   -4.9245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1675    3.9837   -4.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832    5.0534   -5.0810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3729    3.1622   -3.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1200    3.6465   -3.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3212    2.9221   -2.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9061    3.3481   -1.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4072    4.5862   -2.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939    1.6908   -1.8872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0237    0.8521   -0.9376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0839    1.1458   -0.5013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6334   -0.4109   -0.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172   -1.2704    0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2554   -1.0049    0.9172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5863   -2.4610    0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559   -2.8032    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4941   -4.1002    0.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4957   -1.9450   -0.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8872   -0.7503   -0.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5955    0.0242   -1.8700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435    1.2097   -2.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8310    1.9402   -3.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4338    5.0843   -5.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0839    3.5391   -6.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6568    4.2301   -6.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7880    4.6005   -3.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7616    5.4178   -2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3906    4.7488   -1.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403    4.5590   -3.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5523   -0.1398    0.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0590   -3.1173    1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5858   -4.0146    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1917   -4.3873    1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007   -4.8924    0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747   -2.2047   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7986    1.5427   -3.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  7  2  0
 20 19  2  0
  7  6  1  0
 21 20  1  0
  6  5  2  0
 19 17  1  0
  5 23  1  0
 23 22  2  0
 13 11  1  0
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 17 16  2  0
  7  8  1  0
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  8  9  1  0
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  5  3  1  0
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  3  2  1  0
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  3  4  2  0
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  6 27  1  0
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 18 33  1  0
 18 34  1  0
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 15 31  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.166   4.111  -5.837  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.346   3.379  -4.925  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.167   3.984  -4.636  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.783   5.053  -5.081  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.373   3.162  -3.683  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.120   3.647  -3.278  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.321   2.922  -2.382  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.906   3.348  -1.955  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.407   4.586  -2.440  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.794   1.691  -1.887  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.024   0.852  -0.938  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.084   1.146  -0.501  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.633  -0.411  -0.496  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.017  -1.270   0.396  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.255  -1.005   0.917  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.586  -2.461   0.796  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.856  -2.803   0.315  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.494  -4.100   0.717  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.496  -1.945  -0.590  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.887  -0.750  -0.989  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.595   0.024  -1.870  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.043   1.210  -2.292  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.831   1.940  -3.186  0.00  0.00           C+0
HETATM   24  H   UNK     0      -5.434   5.084  -5.415  0.00  0.00           H+0
HETATM   25  H   UNK     0      -6.084   3.539  -6.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.657   4.230  -6.799  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.788   4.601  -3.680  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.762   5.418  -2.140  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.391   4.749  -1.989  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.540   4.559  -3.527  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.552  -0.140   0.550  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.059  -3.117   1.485  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.586  -4.015   0.716  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.192  -4.387   1.729  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.201  -4.892   0.021  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.475  -2.205  -0.988  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.799   1.543  -3.484  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6   23    3                                                  
CONECT    6    7    5   27                                                  
CONECT    7   10    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   28   29   30                                             
CONECT   10    7   11   22                                                  
CONECT   11   13   12   10                                                  
CONECT   12   11                                                            
CONECT   13   11   14   20                                                  
CONECT   14   16   15   13                                                  
CONECT   15   14   31                                                       
CONECT   16   17   14   32                                                  
CONECT   17   19   16   18                                                  
CONECT   18   17   33   34   35                                             
CONECT   19   20   17   36                                                  
CONECT   20   19   21   13                                                  
CONECT   21   20   22                                                       
CONECT   22   23   10   21                                                  
CONECT   23    5   22   37                                                  
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    6                                                            
CONECT   28    9                                                            
CONECT   29    9                                                            
CONECT   30    9                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
CONECT   33   18                                                            
CONECT   34   18                                                            
CONECT   35   18                                                            
CONECT   36   19                                                            
CONECT   37   23                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

RDKit          3D

37 39  0  0  0  0  0  0  0  0999 V2000
   -5.1659    4.1105   -5.8372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3456    3.3786   -4.9245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1675    3.9837   -4.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832    5.0534   -5.0810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3729    3.1622   -3.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1200    3.6465   -3.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3212    2.9221   -2.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9061    3.3481   -1.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4072    4.5862   -2.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939    1.6908   -1.8872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0237    0.8521   -0.9376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0839    1.1458   -0.5013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6334   -0.4109   -0.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172   -1.2704    0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2554   -1.0049    0.9172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5863   -2.4610    0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559   -2.8032    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4941   -4.1002    0.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4957   -1.9450   -0.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8872   -0.7503   -0.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5955    0.0242   -1.8700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435    1.2097   -2.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8310    1.9402   -3.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4338    5.0843   -5.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0839    3.5391   -6.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6568    4.2301   -6.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7880    4.6005   -3.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7616    5.4178   -2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3906    4.7488   -1.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403    4.5590   -3.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5523   -0.1398    0.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0590   -3.1173    1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5858   -4.0146    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1917   -4.3873    1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007   -4.8924    0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747   -2.2047   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7986    1.5427   -3.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  7  2  0
 20 19  2  0
  7  6  1  0
 21 20  1  0
  6  5  2  0
 19 17  1  0
  5 23  1  0
 23 22  2  0
 13 11  1  0
 11 12  2  0
 17 16  2  0
  7  8  1  0
 17 18  1  0
 16 14  1  0
 14 15  1  0
 14 13  2  0
  8  9  1  0
 10 11  1  0
  5  3  1  0
 13 20  1  0
  3  2  1  0
 22 10  1  0
  2  1  1  0
 22 21  1  0
  3  4  2  0
 19 36  1  0
 16 32  1  0
  6 27  1  0
 23 37  1  0
 18 33  1  0
 18 34  1  0
 18 35  1  0
 15 31  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₄O₆

Average Mass

314.2930 Da

Monoisotopic Mass

314.07904 Da

IUPAC Name

methyl 8-hydroxy-1-methoxy-6-methyl-9-oxo-9H-xanthene-3-carboxylate

Traditional Name

methyl 8-hydroxy-1-methoxy-6-methyl-9-oxoxanthene-3-carboxylate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H14O6/c1-8-4-10(18)14-12(5-8)23-13-7-9(17(20)22-3)6-11(21-2)15(13)16(14)19/h4-7,18H,1-3H3

InChI Key

ZBJMNXXNKCWWHA-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-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
Aspergillus wentii	JEOL database	Sun, R.-R., et al., Magn. Reson. Chem. 51, 65 (2013)

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
M-methoxybenzoic acid or derivatives
Chromone
Anisole
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Methyl ester
Vinylogous acid
Vinylogous ester
Carboxylic acid ester
Carboxylic acid derivative
Oxacycle
Ether
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen 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	3.02	ALOGPS
logP	3.67	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.48	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	82.33 m³·mol⁻¹	ChemAxon
Polarizability	32.53 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30770922

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72948691

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sun RR, Miao FP, Zhang J, Wang G, Yin XL, Ji NY: Three new xanthone derivatives from an algicolous isolate of Aspergillus wentii. Magn Reson Chem. 2013 Jan;51(1):65-8. doi: 10.1002/mrc.3903. Epub 2012 Nov 22. [PubMed:23172582 ]
Sun, R.-R., et al. (2013). Sun, R.-R., et al., Magn. Reson. Chem. 51, 65 (2013). Mag. Reson. Chem..

Showing NP-Card for yicathin B (NP0042797)

MOL for NP0042797 (yicathin B)

3D MOL for NP0042797 (yicathin B)

3D SDF for NP0042797 (yicathin B)

3D-SDF for NP0042797 (yicathin B)

PDB for NP0042797 (yicathin B)

3D PDB for NP0042797 (yicathin B)

SMILES for NP0042797 (yicathin B)

INCHI for NP0042797 (yicathin B)

Structure for NP0042797 (yicathin B)

3D Structure for NP0042797 (yicathin B)