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Showing NP-Card for Artomunoxanthentrione (NP0048936)

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Record Information
Version2.0
Created at2022-03-17 21:04:32 UTC
Updated at2022-03-17 21:04:32 UTC
NP-MRD IDNP0048936
Secondary Accession NumbersNone
Natural Product Identification
Common NameArtomunoxanthentrione
DescriptionArtomunoxanthentrione belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system. Thus, artomunoxanthentrione is considered to be a flavonoid lipid molecule. Artomunoxanthentrione is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Artomunoxanthentrione has been detected, but not quantified in, breadfruits and fruits. This could make artomunoxanthentrione a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048936 (Artomunoxanthentrione)


  Mrv0541 01241302032D          

 33 37  0  0  0  0            999 V2000
    1.4536   -5.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7391   -5.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7391   -6.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4536   -7.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680   -6.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680   -5.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8825   -5.5393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8825   -7.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5970   -6.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5970   -5.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3114   -5.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3114   -7.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0259   -6.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0259   -5.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0259   -4.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3114   -4.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7404   -5.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7404   -4.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7391   -4.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246   -4.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246   -5.5393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4536   -4.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6898   -4.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246   -3.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4536   -8.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8825   -8.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7404   -7.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4548   -6.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7404   -8.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5970   -4.3018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4548   -5.9518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4548   -4.3018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1693   -4.7143    0.0000 C   0  0  0  0  0  0  0  0  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
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 11 10  2  0  0  0  0
 10  9  1  0  0  0  0
  9 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 17  1  0  0  0  0
 11 14  1  0  0  0  0
 16 11  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 15 18  2  0  0  0  0
  1 22  1  0  0  0  0
  1  2  2  0  0  0  0
 21  2  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 20 23  1  0  0  0  0
 20 24  1  0  0  0  0
  4 25  1  0  0  0  0
  8 26  2  0  0  0  0
 13 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 16 30  2  0  0  0  0
 17 31  2  0  0  0  0
 18 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
Download

3D MOL for NP0048936 (Artomunoxanthentrione)

Download
3D SDF for NP0048936 (Artomunoxanthentrione)

  Mrv0541 01241302032D          

 33 37  0  0  0  0            999 V2000
    1.4536   -5.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7391   -5.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7391   -6.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4536   -7.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680   -6.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680   -5.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8825   -5.5393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8825   -7.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5970   -6.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5970   -5.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3114   -5.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3114   -7.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0259   -6.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0259   -5.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0259   -4.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3114   -4.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7404   -5.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7404   -4.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7391   -4.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246   -4.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246   -5.5393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4536   -4.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6898   -4.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246   -3.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4536   -8.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8825   -8.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7404   -7.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4548   -6.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7404   -8.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5970   -4.3018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4548   -5.9518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4548   -4.3018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1693   -4.7143    0.0000 C   0  0  0  0  0  0  0  0  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
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 11 10  2  0  0  0  0
 10  9  1  0  0  0  0
  9 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 17  1  0  0  0  0
 11 14  1  0  0  0  0
 16 11  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 15 18  2  0  0  0  0
  1 22  1  0  0  0  0
  1  2  2  0  0  0  0
 21  2  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 20 23  1  0  0  0  0
 20 24  1  0  0  0  0
  4 25  1  0  0  0  0
  8 26  2  0  0  0  0
 13 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 16 30  2  0  0  0  0
 17 31  2  0  0  0  0
 18 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048936

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=O)C2=C3OC4=C(C(O)=CC5=C4C=CC(C)(C)O5)C(=O)C3=CC(C(C)=C)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H20O7/c1-11(2)13-8-14-22(29)21-16(28)9-17-12(6-7-26(3,4)33-17)24(21)32-25(14)20-15(27)10-18(31-5)23(30)19(13)20/h6-10,28H,1H2,2-5H3

> <INCHI_KEY>
HYOUKKTWDGSFHB-UHFFFAOYSA-N

> <FORMULA>
C26H20O7

> <MOLECULAR_WEIGHT>
444.4328

> <EXACT_MASS>
444.120902994

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
46.5976278777044

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11-hydroxy-19-methoxy-7,7-dimethyl-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(22),3(12),4(9),5,10,14,16,19-octaene-13,18,21-trione

> <ALOGPS_LOGP>
3.59

> <JCHEM_LOGP>
4.358036816333334

> <ALOGPS_LOGS>
-5.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.325356335492527

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.34996996538834

> <JCHEM_PKA_STRONGEST_BASIC>
-4.597838704552317

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000001

> <JCHEM_REFRACTIVITY>
124.0027

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.25e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
artomunoxanthentrione

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048936 (Artomunoxanthentrione)
Download
PDB for NP0048936 (Artomunoxanthentrione)
HEADER    PROTEIN                                 24-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JAN-13         0                                  
HETATM    1  C   UNK     0       2.713 -10.340   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.380 -11.110   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.380 -12.650   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.713 -13.420   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.047 -12.650   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.047 -11.110   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.381 -10.340   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.381 -13.420   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.714 -12.650   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.714 -11.110   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.048 -10.340   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.048 -13.420   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.382 -12.650   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.382 -11.110   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.382  -8.030   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.048  -8.800   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.715 -10.340   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.715  -8.800   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.380  -8.030   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.046  -8.800   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.046 -10.340   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.713  -8.800   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.288  -8.030   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.046  -7.260   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.713 -14.960   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.381 -14.960   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.715 -13.420   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.049 -12.650   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.715 -14.960   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.714  -8.030   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      12.049 -11.110   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      12.049  -8.030   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      13.383  -8.800   0.000  0.00  0.00           C+0
CONECT    1    6   22    2                                                  
CONECT    2    3    1   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   25                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9   26                                                  
CONECT    9    8   10   12                                                  
CONECT   10    7   11    9                                                  
CONECT   11   10   14   16                                                  
CONECT   12    9   13                                                       
CONECT   13   12   14   27                                                  
CONECT   14   13   17   11                                                  
CONECT   15   16   18                                                       
CONECT   16   11   15   30                                                  
CONECT   17   14   18   31                                                  
CONECT   18   17   15   32                                                  
CONECT   19   20   22                                                       
CONECT   20   19   21   23   24                                             
CONECT   21    2   20                                                       
CONECT   22    1   19                                                       
CONECT   23   20                                                            
CONECT   24   20                                                            
CONECT   25    4                                                            
CONECT   26    8                                                            
CONECT   27   13   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   16                                                            
CONECT   31   17                                                            
CONECT   32   18   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

Download
3D PDB for NP0048936 (Artomunoxanthentrione)
Download
SMILES for NP0048936 (Artomunoxanthentrione)
COC1=CC(=O)C2=C3OC4=C(C(O)=CC5=C4C=CC(C)(C)O5)C(=O)C3=CC(C(C)=C)=C2C1=O
Download
INCHI for NP0048936 (Artomunoxanthentrione)
InChI=1S/C26H20O7/c1-11(2)13-8-14-22(29)21-16(28)9-17-12(6-7-26(3,4)33-17)24(21)32-25(14)20-15(27)10-18(31-5)23(30)19(13)20/h6-10,28H,1H2,2-5H3
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View in JSmol
Synonyms
ValueSource
6-Hydroxy-11-methoxy-3,3-dimethyl-9-(1-methylethenyl)-3H,7H-benzo[c]pyrano[3,2-H]xanthene-7,10,13-trioneHMDB
Chemical FormulaC26H20O7
Average Mass444.4328 Da
Monoisotopic Mass444.12090 Da
IUPAC Name11-hydroxy-19-methoxy-7,7-dimethyl-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(22),3(12),4(9),5,10,14,16,19-octaene-13,18,21-trione
Traditional Nameartomunoxanthentrione
CAS Registry Number139921-73-6
SMILES
COC1=CC(=O)C2=C3OC4=C(C(O)=CC5=C4C=CC(C)(C)O5)C(=O)C3=CC(C(C)=C)=C2C1=O
InChI Identifier
InChI=1S/C26H20O7/c1-11(2)13-8-14-22(29)21-16(28)9-17-12(6-7-26(3,4)33-17)24(21)32-25(14)20-15(27)10-18(31-5)23(30)19(13)20/h6-10,28H,1H2,2-5H3
InChI KeyHYOUKKTWDGSFHB-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Artocarpus altilisFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassBenzopyrans  
Sub Class1-benzopyrans  
Direct ParentPyranoxanthones  
Alternative Parents
Substituents
  • Pyranoxanthone
    • 

  • Naphthopyranone
    • 

  • Naphthopyran
    • 

  • Pyranochromene
    • 

  • Naphthoquinone
    • 

  • 2,2-dimethyl-1-benzopyran
    • 

  • Chromone
    • 

  • Naphthalene
    • 

  • Quinone
    • 

  • Styrene
    • 

  • Aryl ketone
    • 

  • Alkyl aryl ether
    • 

  • Pyranone
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Pyran
    • 

  • Benzenoid
    • 

  • Vinylogous ester
    • 

  • Heteroaromatic compound
    • 

  • Vinylogous acid
    • 

  • Ketone
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.59ALOGPS
logP4.36ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)9.35ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area99.13 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity124 m³·mol⁻¹ChemAxon
Polarizability46.6 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0037913  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB017069  
KNApSAcK IDC00013483  
Chemspider ID24844329  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15725888  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available