NP-MRD: Showing NP-Card for Globosuxanthone D (NP0006508)

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Record Information

Version

2.0

Created at

2020-12-09 03:30:21 UTC

Updated at

2021-07-15 16:54:59 UTC

NP-MRD ID

NP0006508

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Globosuxanthone D

Provided By

NPAtlas

Description

Globosuxanthone D is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Globosuxanthone D is found in Chaetomium globosum. Based on a literature review very few articles have been published on globosuxanthone D.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118283D          

 27 29  0  0  0  0            999 V2000
   -2.0421   -2.6928   -0.3373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6597   -1.7036   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9566   -1.9871    0.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2428   -0.3308   -0.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2749    0.6382   -0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9486    1.9557   -0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6290    2.3387   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5954    1.4365   -0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6439    1.8564   -0.3226 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596    1.0309   -0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9580    1.4909   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9905    0.6050   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7978   -0.7345    0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4827   -1.2141    0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3030   -2.5270    0.3054 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4405   -0.3137   -0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230   -0.7897    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0932   -1.9983    0.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    0.0827   -0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0477   -2.3809    1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2846    0.2678   -0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7468    2.7005   -0.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3715    3.3767   -0.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1459    2.5656   -0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0312    0.9642   -0.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6123   -1.4491    0.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353   -3.1882    0.3786 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
  2  4  1  0  0  0  0
  4  5  2  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
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19  4  1  0  0  0  0
 19  8  2  0  0  0  0
 16 10  1  0  0  0  0
  3 20  1  0  0  0  0
  5 21  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
 11 24  1  0  0  0  0
 12 25  1  0  0  0  0
 13 26  1  0  0  0  0
 15 27  1  0  0  0  0
M  END


  Mrv1652306242118283D          

 27 29  0  0  0  0            999 V2000
   -2.0421   -2.6928   -0.3373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6597   -1.7036   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9566   -1.9871    0.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2428   -0.3308   -0.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2749    0.6382   -0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9486    1.9557   -0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6290    2.3387   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5954    1.4365   -0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6439    1.8564   -0.3226 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596    1.0309   -0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9580    1.4909   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9905    0.6050   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7978   -0.7345    0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4827   -1.2141    0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3030   -2.5270    0.3054 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4405   -0.3137   -0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230   -0.7897    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0932   -1.9983    0.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    0.0827   -0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0477   -2.3809    1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2846    0.2678   -0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7468    2.7005   -0.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3715    3.3767   -0.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1459    2.5656   -0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0312    0.9642   -0.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6123   -1.4491    0.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353   -3.1882    0.3786 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
  2  4  1  0  0  0  0
  4  5  2  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
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19  4  1  0  0  0  0
 19  8  2  0  0  0  0
 16 10  1  0  0  0  0
  3 20  1  0  0  0  0
  5 21  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
 11 24  1  0  0  0  0
 12 25  1  0  0  0  0
 13 26  1  0  0  0  0
 15 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006508

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])C([H])=C([H])C2=C1C(=O)C1=C(O[H])C([H])=C([H])C([H])=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C14H8O5/c15-8-4-2-6-10-12(8)13(16)11-7(14(17)18)3-1-5-9(11)19-10/h1-6,15H,(H,17,18)

> <INCHI_KEY>
QRODRMXJCCGNJF-UHFFFAOYSA-N

> <FORMULA>
C14H8O5

> <MOLECULAR_WEIGHT>
256.213

> <EXACT_MASS>
256.037173358

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
24.336737367927533

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-hydroxy-9-oxo-9H-xanthene-1-carboxylic acid

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
2.963657806666666

> <ALOGPS_LOGS>
-2.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.417081849023324

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9676550015362255

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7676609646201817

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
66.05340000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxy-9-oxoxanthene-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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      -2.042  -2.693  -0.337  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.660  -1.704  -0.009  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.957  -1.987   0.528  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.243  -0.331  -0.098  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.275   0.638  -0.242  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.949   1.956  -0.408  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.629   2.339  -0.433  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.595   1.437  -0.296  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.644   1.856  -0.323  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.660   1.031  -0.188  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.958   1.491  -0.220  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.990   0.605  -0.077  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.798  -0.735   0.099  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.483  -1.214   0.133  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.303  -2.527   0.305  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.440  -0.314  -0.012  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.123  -0.790   0.020  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.093  -1.998   0.183  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.931   0.083  -0.126  0.00  0.00           C+0
HETATM   20  H   UNK     0      -4.048  -2.381   1.453  0.00  0.00           H+0
HETATM   21  H   UNK     0      -4.285   0.268  -0.212  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.747   2.700  -0.519  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.371   3.377  -0.565  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.146   2.566  -0.360  0.00  0.00           H+0
HETATM   25  H   UNK     0       5.031   0.964  -0.101  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.612  -1.449   0.214  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.635  -3.188   0.379  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2   20                                                       
CONECT    4    2    5   19                                                  
CONECT    5    4    6   21                                                  
CONECT    6    5    7   22                                                  
CONECT    7    6    8   23                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12   24                                                  
CONECT   12   11   13   25                                                  
CONECT   13   12   14   26                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   27                                                       
CONECT   16   14   17   10                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    4    8                                                  
CONECT   20    3                                                            
CONECT   21    5                                                            
CONECT   22    6                                                            
CONECT   23    7                                                            
CONECT   24   11                                                            
CONECT   25   12                                                            
CONECT   26   13                                                            
CONECT   27   15                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₄H₈O₅

Average Mass

256.2130 Da

Monoisotopic Mass

256.03717 Da

IUPAC Name

8-hydroxy-9-oxo-9H-xanthene-1-carboxylic acid

Traditional Name

8-hydroxy-9-oxoxanthene-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=C2C(OC3=C(C(O)=CC=C3)C2=O)=CC=C1

InChI Identifier

InChI=1S/C14H8O5/c15-8-4-2-6-10-12(8)13(16)11-7(14(17)18)3-1-5-9(11)19-10/h1-6,15H,(H,17,18)

InChI Key

QRODRMXJCCGNJF-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
Chaetomium globosum	NPAtlas	16904330

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
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenols (CHEBI:68715 )
hydroxy monocarboxylic acid (CHEBI:68715 )
xanthones (CHEBI:68715 )

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	2.37	ALOGPS
logP	2.96	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	2.97	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	66.05 m³·mol⁻¹	ChemAxon
Polarizability	24.34 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

NPA008353

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30785584

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

68715

Good Scents ID

Not Available

References

General References

Showing NP-Card for Globosuxanthone D (NP0006508)

MOL for NP0006508 (Globosuxanthone D)

3D MOL for NP0006508 (Globosuxanthone D)

3D SDF for NP0006508 (Globosuxanthone D)

3D-SDF for NP0006508 (Globosuxanthone D)

PDB for NP0006508 (Globosuxanthone D)

3D PDB for NP0006508 (Globosuxanthone D)

SMILES for NP0006508 (Globosuxanthone D)

INCHI for NP0006508 (Globosuxanthone D)

Structure for NP0006508 (Globosuxanthone D)

3D Structure for NP0006508 (Globosuxanthone D)