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Showing NP-Card for KB 2 (NP0047697)

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Record Information
Version2.0
Created at2022-03-17 20:44:27 UTC
Updated at2022-03-17 20:44:27 UTC
NP-MRD IDNP0047697
Secondary Accession NumbersNone
Natural Product Identification
Common NameKB 2
DescriptionKB 2, also known as KB-2 or phosphomannan, belongs to the class of organic compounds known as 3-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 3-position. Thus, KB 2 is considered to be a flavonoid lipid molecule. KB 2 is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. In humans, KB 2 is involved in P53 signaling pathway. Outside of the human body, KB 2 has been detected, but not quantified in, breadfruits and fruits. This could make KB 2 a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0047697 (KB 2)


  Mrv0541 02241216002D          

 33 36  0  0  0  0            999 V2000
   -2.0957    0.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0957   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091   -1.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    1.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608    0.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770   -1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054   -1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201   -0.6454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0957   -2.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473   -1.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054    1.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905    1.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905    2.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0909   -2.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6201   -1.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473    1.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473    0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673    0.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809    0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809    1.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -2.2936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905   -2.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201   -2.2936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757    2.2413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 26  2  0  0  0  0
  2  3  1  0  0  0  0
  2 14  2  0  0  0  0
  3 21  1  0  0  0  0
  4  5  1  0  0  0  0
  4 18  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 24  1  0  0  0  0
  7  8  1  0  0  0  0
  7 16  1  0  0  0  0
  8  9  2  0  0  0  0
  8 29  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 31  2  0  0  0  0
 12 13  2  0  0  0  0
 12 21  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 25  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 33  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
Download

3D MOL for NP0047697 (KB 2)

Download
3D SDF for NP0047697 (KB 2)

  Mrv0541 02241216002D          

 33 36  0  0  0  0            999 V2000
   -2.0957    0.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0957   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091   -1.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    1.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608    0.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770   -1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054   -1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201   -0.6454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0957   -2.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673   -0.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473   -1.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054    1.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905    1.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905    2.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0909   -2.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6201   -1.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473    1.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473    0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673    0.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809    0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809    1.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -2.2936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905   -2.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201   -2.2936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757    2.2413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 26  2  0  0  0  0
  2  3  1  0  0  0  0
  2 14  2  0  0  0  0
  3 21  1  0  0  0  0
  4  5  1  0  0  0  0
  4 18  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 24  1  0  0  0  0
  7  8  1  0  0  0  0
  7 16  1  0  0  0  0
  8  9  2  0  0  0  0
  8 29  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 31  2  0  0  0  0
 12 13  2  0  0  0  0
 12 21  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 25  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 33  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047697

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O)CCC1=C(OC2=C(C(O)=CC3=C2C=CC(C)(C)O3)C1=O)C1=CC(O)=C(O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O8/c1-24(2,31)7-5-13-21(30)20-18(29)11-19-12(6-8-25(3,4)33-19)23(20)32-22(13)14-9-16(27)17(28)10-15(14)26/h6,8-11,26-29,31H,5,7H2,1-4H3

> <INCHI_KEY>
HENAAGIOPZLIKO-UHFFFAOYSA-N

> <FORMULA>
C25H26O8

> <MOLECULAR_WEIGHT>
454.4691

> <EXACT_MASS>
454.162767808

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
47.70136197272029

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-h]chromen-4-one

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
3.8489081096666675

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.922859685538175

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.31370829356047

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2104496292599776

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
123.83299999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-2-(2,4,5-trihydroxyphenyl)pyrano[2,3-h]chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0047697 (KB 2)
Download
PDB for NP0047697 (KB 2)
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      -3.912   0.337   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.912  -1.205   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.244  -1.975   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.757   2.644   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.757   1.107   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.420   0.337   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.420  -1.205   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.757  -1.975   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.089  -1.205   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.423  -1.975   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.758  -1.205   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.912  -4.281   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.578  -3.509   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.578  -1.975   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.246  -1.205   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.088  -1.975   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.423   2.644   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.089   3.414   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.089   4.956   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.770  -4.956   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.244  -3.509   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.758  -3.245   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.088   2.644   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.088   1.107   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.246   0.337   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.578   1.107   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.578   2.644   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.420  -4.281   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.757  -3.509   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.089  -4.281   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.423  -3.509   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.758  -4.281   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       2.755   4.184   0.000  0.00  0.00           O+0
CONECT    1    2   26                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2   21                                                       
CONECT    4    5   18                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   24                                                  
CONECT    7    6    8   16                                                  
CONECT    8    7    9   29                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   31                                                  
CONECT   11   10                                                            
CONECT   12   13   21                                                       
CONECT   13   12   14                                                       
CONECT   14    2   13   15                                                  
CONECT   15   14   16   25                                                  
CONECT   16    7   15                                                       
CONECT   17   18                                                            
CONECT   18    4   17   19   33                                             
CONECT   19   18                                                            
CONECT   20   21                                                            
CONECT   21    3   12   20   22                                             
CONECT   22   21                                                            
CONECT   23   24                                                            
CONECT   24    6   23   25                                                  
CONECT   25   15   24   26                                                  
CONECT   26    1   25   27                                                  
CONECT   27   26                                                            
CONECT   28   29                                                            
CONECT   29    8   28   30                                                  
CONECT   30   29   31                                                       
CONECT   31   10   30   32                                                  
CONECT   32   31                                                            
CONECT   33   18                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

Download
3D PDB for NP0047697 (KB 2)
Download
SMILES for NP0047697 (KB 2)
CC(C)(O)CCC1=C(OC2=C(C(O)=CC3=C2C=CC(C)(C)O3)C1=O)C1=CC(O)=C(O)C=C1O
Download
INCHI for NP0047697 (KB 2)
InChI=1S/C25H26O8/c1-24(2,31)7-5-13-21(30)20-18(29)11-19-12(6-8-25(3,4)33-19)23(20)32-22(13)14-9-16(27)17(28)10-15(14)26/h6,8-11,26-29,31H,5,7H2,1-4H3
Download
View in JSmol
Synonyms
ValueSource
5,2',4',5'-Tetrahydroxy-3-(3-hydroxy-3-methylbutyl)-6'',6''-dimethylpyrano[2'',3'':7,8]flavoneHMDB
KB-2HMDB
PhosphomannanHMDB
Phosphomannan backboneHMDB
Chemical FormulaC25H26O8
Average Mass454.4691 Da
Monoisotopic Mass454.16277 Da
IUPAC Name5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-h]chromen-4-one
Traditional Name5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-2-(2,4,5-trihydroxyphenyl)pyrano[2,3-h]chromen-4-one
CAS Registry Number133740-64-4
SMILES
CC(C)(O)CCC1=C(OC2=C(C(O)=CC3=C2C=CC(C)(C)O3)C1=O)C1=CC(O)=C(O)C=C1O
InChI Identifier
InChI=1S/C25H26O8/c1-24(2,31)7-5-13-21(30)20-18(29)11-19-12(6-8-25(3,4)33-19)23(20)32-22(13)14-9-16(27)17(28)10-15(14)26/h6,8-11,26-29,31H,5,7H2,1-4H3
InChI KeyHENAAGIOPZLIKO-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 3-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 3-position.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassFlavonoids  
Sub ClassFlavones  
Direct Parent3-prenylated flavones  
Alternative Parents
Substituents
  • 3-prenylated flavone
    • 

  • Pyranoflavonoid
    • 

  • 3'-hydroxyflavonoid
    • 

  • 4'-hydroxyflavonoid
    • 

  • 5-hydroxyflavonoid
    • 

  • Hydroxyflavonoid
    • 

  • Pyranochromene
    • 

  • 2,2-dimethyl-1-benzopyran
    • 

  • Chromone
    • 

  • Benzopyran
    • 

  • 1-benzopyran
    • 

  • Hydroxyquinol derivative
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Phenol
    • 

  • Pyranone
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Pyran
    • 

  • Vinylogous acid
    • 

  • Heteroaromatic compound
    • 

  • Tertiary alcohol
    • 

  • Ether
    • 

  • Organoheterocyclic compound
    • 

  • Oxacycle
    • 

  • Polyol
    • 

  • Organooxygen compound
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • 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
logP3.61ALOGPS
logP3.85ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)8.31ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area136.68 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity123.83 m³·mol⁻¹ChemAxon
Polarizability47.7 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0033666  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011769  
KNApSAcK IDC00004105  
Chemspider ID10283325  
KEGG Compound IDC02347  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14630497  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available