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Showing NP-Card for Cyclocommunol (NP0049610)

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Record Information
Version2.0
Created at2022-03-17 21:15:14 UTC
Updated at2022-03-17 21:15:14 UTC
NP-MRD IDNP0049610
Secondary Accession NumbersNone
Natural Product Identification
Common NameCyclocommunol
DescriptionCyclocommunol 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, cyclocommunol is considered to be a flavonoid lipid molecule. Cyclocommunol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Cyclocommunol has been detected, but not quantified in, breadfruits and fruits. Cyclocommunol is found in Artocarpus champeden Spreng., Artocarpus nobilis and Artocarpus tonkinensis. This could make cyclocommunol a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0049610 (Cyclocommunol)


  Mrv0541 05061311442D          

 26 29  0  0  0  0            999 V2000
    0.9845    5.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    6.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    2.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    2.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    5.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    2.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    6.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    2.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    2.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    3.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    3.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    4.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    2.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    3.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    4.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    3.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    2.5757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5753    1.6402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    4.4466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    4.9143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    4.4466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    2.5757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  5  2  0  0  0  0
 10  3  1  0  0  0  0
 10  7  2  0  0  0  0
 11  6  2  0  0  0  0
 11  8  1  0  0  0  0
 12  4  1  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 14 12  2  0  0  0  0
 15  5  1  0  0  0  0
 16  8  2  0  0  0  0
 17 13  2  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 19 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 12  1  0  0  0  0
 20 18  2  0  0  0  0
 21 10  1  0  0  0  0
 22 11  1  0  0  0  0
 23 13  1  0  0  0  0
 24 19  2  0  0  0  0
 25 14  1  0  0  0  0
 25 15  1  0  0  0  0
 26 16  1  0  0  0  0
 26 20  1  0  0  0  0
M  END
Download

3D MOL for NP0049610 (Cyclocommunol)

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3D SDF for NP0049610 (Cyclocommunol)

  Mrv0541 05061311442D          

 26 29  0  0  0  0            999 V2000
    0.9845    5.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    6.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    2.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    2.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    5.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    2.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    6.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    2.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    2.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    3.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    3.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    4.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    2.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    3.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    4.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    3.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    2.5757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5753    1.6402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    4.4466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    4.9143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    4.4466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    2.5757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  5  2  0  0  0  0
 10  3  1  0  0  0  0
 10  7  2  0  0  0  0
 11  6  2  0  0  0  0
 11  8  1  0  0  0  0
 12  4  1  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 14 12  2  0  0  0  0
 15  5  1  0  0  0  0
 16  8  2  0  0  0  0
 17 13  2  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 19 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 12  1  0  0  0  0
 20 18  2  0  0  0  0
 21 10  1  0  0  0  0
 22 11  1  0  0  0  0
 23 13  1  0  0  0  0
 24 19  2  0  0  0  0
 25 14  1  0  0  0  0
 25 15  1  0  0  0  0
 26 16  1  0  0  0  0
 26 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049610

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC1OC2=C(C=CC(O)=C2)C2=C1C(=O)C1=C(O)C=C(O)C=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O6/c1-9(2)5-15-18-19(24)17-13(23)6-11(22)8-16(17)26-20(18)12-4-3-10(21)7-14(12)25-15/h3-8,15,21-23H,1-2H3

> <INCHI_KEY>
VHNPAPHWKVLGHG-UHFFFAOYSA-N

> <FORMULA>
C20H16O6

> <MOLECULAR_WEIGHT>
352.3374

> <EXACT_MASS>
352.094688244

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
36.273844264461616

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
3.6033874290000005

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.606946030869528

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.573270955141229

> <JCHEM_PKA_STRONGEST_BASIC>
-4.820192421774665

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
96.03599999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.75e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cyclocommunol

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0049610 (Cyclocommunol)
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PDB for NP0049610 (Cyclocommunol)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.838  10.920   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.854  12.666   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.830   3.935   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.342   4.226   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.358  10.047   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.903   5.681   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.326   6.554   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.887   3.935   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.350  11.211   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.179   5.099   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.399   4.226   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.846   5.681   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.895   6.845   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.838   6.845   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.854   8.591   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.879   5.099   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.383   6.554   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.862   7.427   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.374   7.718   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.358   5.972   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.691   4.808   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.407   3.062   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.399   8.300   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.879   9.173   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.342   8.300   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.366   4.808   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3    4   10                                                       
CONECT    4    3   12                                                       
CONECT    5    9   15                                                       
CONECT    6   11   13                                                       
CONECT    7   10   14                                                       
CONECT    8   11   16                                                       
CONECT    9    1    2    5                                                  
CONECT   10    3    7   21                                                  
CONECT   11    6    8   22                                                  
CONECT   12    4   14   20                                                  
CONECT   13    6   17   23                                                  
CONECT   14    7   12   25                                                  
CONECT   15    5   18   25                                                  
CONECT   16    8   17   26                                                  
CONECT   17   13   16   19                                                  
CONECT   18   15   19   20                                                  
CONECT   19   17   18   24                                                  
CONECT   20   12   18   26                                                  
CONECT   21   10                                                            
CONECT   22   11                                                            
CONECT   23   13                                                            
CONECT   24   19                                                            
CONECT   25   14   15                                                       
CONECT   26   16   20                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

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3D PDB for NP0049610 (Cyclocommunol)
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SMILES for NP0049610 (Cyclocommunol)
CC(C)=CC1OC2=C(C=CC(O)=C2)C2=C1C(=O)C1=C(O)C=C(O)C=C1O2
Download
INCHI for NP0049610 (Cyclocommunol)
InChI=1S/C20H16O6/c1-9(2)5-15-18-19(24)17-13(23)6-11(22)8-16(17)26-20(18)12-4-3-10(21)7-14(12)25-15/h3-8,15,21-23H,1-2H3
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Synonyms
ValueSource
3,8,10-Trihydroxy-6-(2-methyl-1-propenyl)-6H,7H-[1]benzopyrano[4,3-b]benzopyran-7-one, 9ciHMDB
Chemical FormulaC20H16O6
Average Mass352.3374 Da
Monoisotopic Mass352.09469 Da
IUPAC Name1,3,8-trihydroxy-11-(2-methylprop-1-en-1-yl)-11,12-dihydro-5,10-dioxatetraphen-12-one
Traditional Namecyclocommunol
CAS Registry Number145643-96-5
SMILES
CC(C)=CC1OC2=C(C=CC(O)=C2)C2=C1C(=O)C1=C(O)C=C(O)C=C1O2
InChI Identifier
InChI=1S/C20H16O6/c1-9(2)5-15-18-19(24)17-13(23)6-11(22)8-16(17)26-20(18)12-4-3-10(21)7-14(12)25-15/h3-8,15,21-23H,1-2H3
InChI KeyVHNPAPHWKVLGHG-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Artocarpus altilisFooDB
Artocarpus champeden Spreng.Plant
Artocarpus nobilisLOTUS Database
Artocarpus tonkinensisLOTUS Database
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
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Pyranone
    • 

  • Pyran
    • 

  • Benzenoid
    • 

  • Heteroaromatic compound
    • 

  • Vinylogous acid
    • 

  • Oxacycle
    • 

  • Polyol
    • 

  • Ether
    • 

  • Organoheterocyclic compound
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • 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
logP3.52ALOGPS
logP3.6ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)6.57ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area96.22 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity96.04 m³·mol⁻¹ChemAxon
Polarizability36.27 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0040304  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB020027  
KNApSAcK IDC00004102  
Chemspider ID8491452  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10315987  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available