Np mrd loader

Showing NP-Card for Mozambioside (NP0048664)

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Record Information
Version2.0
Created at2022-03-17 21:00:12 UTC
Updated at2022-03-17 21:00:12 UTC
NP-MRD IDNP0048664
Secondary Accession NumbersNone
Natural Product Identification
Common NameMozambioside
DescriptionMozambioside belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Mozambioside is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, mozambioside has been detected, but not quantified in, coffee and coffee products. Mozambioside is found in Coffea pseudozanguebariae. This could make mozambioside a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048664 (Mozambioside)


  Mrv0541 05061309302D          

 36 41  0  0  0  0            999 V2000
    3.2852    1.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7368   -0.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5193   -0.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9028   -0.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2675   -0.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6561    1.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8309    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1096    1.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1339    4.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6622   -0.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5466   -0.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1969    0.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9575   -0.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326   -0.0771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9345    1.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5111    1.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6799    4.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563    4.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4024    3.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7720    2.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3584    0.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8731    0.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5955    2.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7086    0.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4068   -0.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9450   -0.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    5.6881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783   -0.8733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3355    2.0859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4867    5.0479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788    3.6702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3180    2.1950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1850    0.1863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1680    0.4986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9651    2.0976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0495    3.5240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
 12  6  1  0  0  0  0
 12  7  1  0  0  0  0
 13  3  1  0  0  0  0
 14  2  1  0  0  0  0
 14 13  1  0  0  0  0
 15  8  1  0  0  0  0
 16  6  1  0  0  0  0
 17  9  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 13  2  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 23 20  1  0  0  0  0
 24  1  1  0  0  0  0
 24  8  1  0  0  0  0
 24 14  1  0  0  0  0
 24 22  1  0  0  0  0
 25  4  1  0  0  0  0
 25  7  1  0  0  0  0
 25 10  1  0  0  0  0
 25 22  1  0  0  0  0
 26 10  1  0  0  0  0
 26 11  1  0  0  0  0
 26 12  1  0  0  0  0
 27  9  1  0  0  0  0
 28 11  1  0  0  0  0
 29 15  2  0  0  0  0
 30 18  1  0  0  0  0
 31 19  1  0  0  0  0
 32 20  1  0  0  0  0
 33 26  1  0  0  0  0
 34  5  1  0  0  0  0
 34 21  1  0  0  0  0
 35 16  1  0  0  0  0
 35 23  1  0  0  0  0
 36 17  1  0  0  0  0
 36 23  1  0  0  0  0
M  END
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3D MOL for NP0048664 (Mozambioside)

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3D SDF for NP0048664 (Mozambioside)

  Mrv0541 05061309302D          

 36 41  0  0  0  0            999 V2000
    3.2852    1.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7368   -0.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5193   -0.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9028   -0.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2675   -0.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6561    1.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8309    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1096    1.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1339    4.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6622   -0.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5466   -0.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1969    0.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9575   -0.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326   -0.0771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9345    1.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5111    1.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6799    4.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563    4.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4024    3.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7720    2.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3584    0.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8731    0.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5955    2.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7086    0.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4068   -0.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9450   -0.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    5.6881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783   -0.8733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3355    2.0859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4867    5.0479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788    3.6702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3180    2.1950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1850    0.1863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1680    0.4986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9651    2.0976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0495    3.5240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
 12  6  1  0  0  0  0
 12  7  1  0  0  0  0
 13  3  1  0  0  0  0
 14  2  1  0  0  0  0
 14 13  1  0  0  0  0
 15  8  1  0  0  0  0
 16  6  1  0  0  0  0
 17  9  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 13  2  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 23 20  1  0  0  0  0
 24  1  1  0  0  0  0
 24  8  1  0  0  0  0
 24 14  1  0  0  0  0
 24 22  1  0  0  0  0
 25  4  1  0  0  0  0
 25  7  1  0  0  0  0
 25 10  1  0  0  0  0
 25 22  1  0  0  0  0
 26 10  1  0  0  0  0
 26 11  1  0  0  0  0
 26 12  1  0  0  0  0
 27  9  1  0  0  0  0
 28 11  1  0  0  0  0
 29 15  2  0  0  0  0
 30 18  1  0  0  0  0
 31 19  1  0  0  0  0
 32 20  1  0  0  0  0
 33 26  1  0  0  0  0
 34  5  1  0  0  0  0
 34 21  1  0  0  0  0
 35 16  1  0  0  0  0
 35 23  1  0  0  0  0
 36 17  1  0  0  0  0
 36 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048664

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CC(=O)C3=C(C=CO3)C1CCC13CC(CC(OC4OC(CO)C(O)C(O)C4O)C21)C(O)(CO)C3

> <INCHI_IDENTIFIER>
InChI=1S/C26H36O10/c1-24-8-15(29)21-13(3-5-34-21)14(24)2-4-25-7-12(26(33,10-25)11-28)6-16(22(24)25)35-23-20(32)19(31)18(30)17(9-27)36-23/h3,5,12,14,16-20,22-23,27-28,30-33H,2,4,6-11H2,1H3

> <INCHI_KEY>
FNIBRRHOZLASGI-UHFFFAOYSA-N

> <FORMULA>
C26H36O10

> <MOLECULAR_WEIGHT>
508.558

> <EXACT_MASS>
508.230847372

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
51.993571954249035

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
17-hydroxy-17-(hydroxymethyl)-12-methyl-14-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6-dien-10-one

> <ALOGPS_LOGP>
-0.77

> <JCHEM_LOGP>
-1.3910405519999998

> <ALOGPS_LOGS>
-2.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.086160681048788

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.195471464979889

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083542798875

> <JCHEM_POLAR_SURFACE_AREA>
170.05

> <JCHEM_REFRACTIVITY>
123.18839999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.39e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
17-hydroxy-17-(hydroxymethyl)-12-methyl-14-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6-dien-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0048664 (Mozambioside)
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PDB for NP0048664 (Mozambioside)
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       6.132   2.499   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.975  -1.504   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.303  -1.247   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.419  -1.538   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.699  -0.598   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.091   2.668   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.418   0.578   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.671   2.523   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.850   9.241   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.103  -1.184   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.020  -1.600   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.234   1.294   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.254  -0.119   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.714  -0.144   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.211   2.548   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.687   2.630   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.002   7.955   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.465   8.046   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.618   6.760   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.308   5.383   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.002   1.227   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.363   1.155   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.845   5.292   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.923   1.177   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.493  -0.243   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.764  -0.251   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.160  10.618   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.519  -1.630   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       9.960   3.894   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.775   9.423   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       1.080   6.851   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       2.460   4.097   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.345   0.348   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      11.514   0.931   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       5.535   3.916   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       5.692   6.578   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2    4   14                                                       
CONECT    3    5   13                                                       
CONECT    4    2   25                                                       
CONECT    5    3   34                                                       
CONECT    6   12   16                                                       
CONECT    7   12   25                                                       
CONECT    8   15   24                                                       
CONECT    9   17   27                                                       
CONECT   10   25   26                                                       
CONECT   11   26   28                                                       
CONECT   12    6    7   26                                                  
CONECT   13    3   14   21                                                  
CONECT   14    2   13   24                                                  
CONECT   15    8   21   29                                                  
CONECT   16    6   22   35                                                  
CONECT   17    9   18   36                                                  
CONECT   18   17   19   30                                                  
CONECT   19   18   20   31                                                  
CONECT   20   19   23   32                                                  
CONECT   21   13   15   34                                                  
CONECT   22   16   24   25                                                  
CONECT   23   20   35   36                                                  
CONECT   24    1    8   14   22                                             
CONECT   25    4    7   10   22                                             
CONECT   26   10   11   12   33                                             
CONECT   27    9                                                            
CONECT   28   11                                                            
CONECT   29   15                                                            
CONECT   30   18                                                            
CONECT   31   19                                                            
CONECT   32   20                                                            
CONECT   33   26                                                            
CONECT   34    5   21                                                       
CONECT   35   16   23                                                       
CONECT   36   17   23                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   82    0
END

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3D PDB for NP0048664 (Mozambioside)
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SMILES for NP0048664 (Mozambioside)
CC12CC(=O)C3=C(C=CO3)C1CCC13CC(CC(OC4OC(CO)C(O)C(O)C4O)C21)C(O)(CO)C3
Download
INCHI for NP0048664 (Mozambioside)
InChI=1S/C26H36O10/c1-24-8-15(29)21-13(3-5-34-21)14(24)2-4-25-7-12(26(33,10-25)11-28)6-16(22(24)25)35-23-20(32)19(31)18(30)17(9-27)36-23/h3,5,12,14,16-20,22-23,27-28,30-33H,2,4,6-11H2,1H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC26H36O10
Average Mass508.5580 Da
Monoisotopic Mass508.23085 Da
IUPAC Name17-hydroxy-17-(hydroxymethyl)-12-methyl-14-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6-dien-10-one
Traditional Name17-hydroxy-17-(hydroxymethyl)-12-methyl-14-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6-dien-10-one
CAS Registry Number70717-95-2
SMILES
CC12CC(=O)C3=C(C=CO3)C1CCC13CC(CC(OC4OC(CO)C(O)C(O)C4O)C21)C(O)(CO)C3
InChI Identifier
InChI=1S/C26H36O10/c1-24-8-15(29)21-13(3-5-34-21)14(24)2-4-25-7-12(26(33,10-25)11-28)6-16(22(24)25)35-23-20(32)19(31)18(30)17(9-27)36-23/h3,5,12,14,16-20,22-23,27-28,30-33H,2,4,6-11H2,1H3
InChI KeyFNIBRRHOZLASGI-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Coffea arabica L.FooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Coffea canephoraFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Coffea pseudozanguebariaeLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon  made up of two fused benzene rings.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassNaphthofurans
Sub ClassNot Available
Direct ParentNaphthofurans
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
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
logP-0.77ALOGPS
logP-1.4ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)12.2ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area170.05 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity123.19 m³·mol⁻¹ChemAxon
Polarizability51.99 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0037002  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB015977  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound73822377  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available