Showing NP-Card for Dihydroisocycloartomunin (NP0049650)

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Record Information
Version2.0
Created at2022-03-17 21:15:53 UTC
Updated at2022-03-17 21:15:54 UTC
NP-MRD IDNP0049650
Secondary Accession NumbersNone
Natural Product Identification
Common NameDihydroisocycloartomunin
DescriptionDihydroisocycloartomunin belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton. Thus, dihydroisocycloartomunin is considered to be a flavonoid lipid molecule. Dihydroisocycloartomunin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Dihydroisocycloartomunin has been detected, but not quantified in, breadfruits and fruits. This could make dihydroisocycloartomunin a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0049650 (Dihydroisocycloartomunin)

  Mrv0541 02241211532D          

 33 36  0  0  0  0            999 V2000
    1.0725    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2148   -1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0711    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0711   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2148   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2148   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0711   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 30  2  0  0  0  0
  2  3  1  0  0  0  0
  2 21  1  0  0  0  0
  3  5  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  4 20  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 32  1  0  0  0  0
 11 12  1  0  0  0  0
 11 26  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  2  0  0  0  0
 14 15  2  0  0  0  0
 14 24  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 28  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
Download

3D MOL for NP0049650 (Dihydroisocycloartomunin)

Download
3D SDF for NP0049650 (Dihydroisocycloartomunin)
  Mrv0541 02241211532D          

 33 36  0  0  0  0            999 V2000
    1.0725    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2148   -1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0711    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0711   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2148   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2148   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0711   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 30  2  0  0  0  0
  2  3  1  0  0  0  0
  2 21  1  0  0  0  0
  3  5  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  4 20  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 32  1  0  0  0  0
 11 12  1  0  0  0  0
 11 26  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  2  0  0  0  0
 14 15  2  0  0  0  0
 14 24  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 28  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049650

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C2OC(C=C(C)C)C3=C(OC4=C(CC=C(C)C)C(O)=CC(O)=C4C3=O)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H26O7/c1-12(2)6-7-14-16(27)10-18(29)22-24(30)23-21(8-13(3)4)32-19-11-17(28)20(31-5)9-15(19)26(23)33-25(14)22/h6,8-11,21,27-29H,7H2,1-5H3

> <INCHI_KEY>
JFHXTPDDKBBGNW-UHFFFAOYSA-N

> <FORMULA>
C26H26O7

> <MOLECULAR_WEIGHT>
450.4804

> <EXACT_MASS>
450.167853186

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
47.80970779315764

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3,8-trihydroxy-7-methoxy-4-(3-methylbut-2-en-1-yl)-11-(2-methylprop-1-en-1-yl)-11,12-dihydro-5,10-dioxatetraphen-12-one

> <ALOGPS_LOGP>
4.14

> <JCHEM_LOGP>
5.174283162666668

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.884598172244061

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.390740642222678

> <JCHEM_PKA_STRONGEST_BASIC>
-4.545351167506344

> <JCHEM_POLAR_SURFACE_AREA>
105.45

> <JCHEM_REFRACTIVITY>
126.74199999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.16e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dihydroisocycloartomunin

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049650 (Dihydroisocycloartomunin)
Download
PDB for NP0049650 (Dihydroisocycloartomunin)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.002   3.465   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.002   1.925   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.334   1.155   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.002  -1.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.334  -0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.669  -1.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.669  -2.695   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.334  -3.465   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.002  -2.695   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.001  -3.465   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.666  -3.465   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.334  -2.695   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.334  -1.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.666  -0.385   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.666   1.155   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.334   1.925   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.999   1.155   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.999  -0.385   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.667  -1.155   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.667  -0.385   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.667   1.155   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.667   1.925   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.667   3.465   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -6.001  -1.155   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.001  -5.775   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.666  -5.005   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.334  -5.775   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -3.334   3.465   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.334   5.775   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.334   4.235   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.669   3.465   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.334  -5.005   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.999  -5.775   0.000  0.00  0.00           C+0
CONECT    1    2   30                                                       
CONECT    2    1    3   21                                                  
CONECT    3    2    5                                                       
CONECT    4    5    9   20                                                  
CONECT    5    3    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9   32                                                  
CONECT    9    4    8                                                       
CONECT   10    7                                                            
CONECT   11   12   26                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   28                                                  
CONECT   17   16   18   22                                                  
CONECT   18   13   17   19                                                  
CONECT   19   18   20                                                       
CONECT   20    4   19   21                                                  
CONECT   21    2   20   22                                                  
CONECT   22   17   21   23                                                  
CONECT   23   22                                                            
CONECT   24   14                                                            
CONECT   25   26                                                            
CONECT   26   11   25   27                                                  
CONECT   27   26                                                            
CONECT   28   16                                                            
CONECT   29   30                                                            
CONECT   30    1   29   31                                                  
CONECT   31   30                                                            
CONECT   32    8   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

Download
3D PDB for NP0049650 (Dihydroisocycloartomunin)
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SMILES for NP0049650 (Dihydroisocycloartomunin)
COC1=C(O)C=C2OC(C=C(C)C)C3=C(OC4=C(CC=C(C)C)C(O)=CC(O)=C4C3=O)C2=C1
Download
INCHI for NP0049650 (Dihydroisocycloartomunin)
InChI=1S/C26H26O7/c1-12(2)6-7-14-16(27)10-18(29)22-24(30)23-21(8-13(3)4)32-19-11-17(28)20(31-5)9-15(19)26(23)33-25(14)22/h6,8-11,21,27-29H,7H2,1-5H3
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View in JSmol
Synonyms
ValueSource
3,8,10-Trihydroxy-2-methoxy-11-(3-methyl-2-butenyl)-6-(2-methyl-1-propenyl)-6H,7H-[1]benzopyrano[4,3-b][1]benzopyran-7-oneHMDB
Chemical FormulaC26H26O7
Average Mass450.4804 Da
Monoisotopic Mass450.16785 Da
IUPAC Name1,3,8-trihydroxy-7-methoxy-4-(3-methylbut-2-en-1-yl)-11-(2-methylprop-1-en-1-yl)-11,12-dihydro-5,10-dioxatetraphen-12-one
Traditional Namedihydroisocycloartomunin
CAS Registry Number145643-97-6
SMILES
COC1=C(O)C=C2OC(C=C(C)C)C3=C(OC4=C(CC=C(C)C)C(O)=CC(O)=C4C3=O)C2=C1
InChI Identifier
InChI=1S/C26H26O7/c1-12(2)6-7-14-16(27)10-18(29)22-24(30)23-21(8-13(3)4)32-19-11-17(28)20(31-5)9-15(19)26(23)33-25(14)22/h6,8-11,21,27-29H,7H2,1-5H3
InChI KeyJFHXTPDDKBBGNW-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 pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassFlavonoids  
Sub ClassPyranoflavonoids  
Direct ParentPyranoflavonoids  
Alternative Parents
Substituents
  • Pyranoflavonoid
    • 

  • Chromone
    • 

  • Benzopyran
    • 

  • 1-benzopyran
    • 

  • Anisole
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Pyranone
    • 

  • Benzenoid
    • 

  • Pyran
    • 

  • Heteroaromatic compound
    • 

  • Vinylogous acid
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Polyol
    • 

  • Organoheterocyclic compound
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • 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
logP4.14ALOGPS
logP5.17ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)6.39ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area105.45 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity126.74 m³·mol⁻¹ChemAxon
Polarizability47.81 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0040481  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB020240  
KNApSAcK IDC00004103  
Chemspider ID8270829  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10095293  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available