NP-MRD: Showing NP-Card for 6,7-dihydroxy-8-isopropyl-2-methyl-5-[(e)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione (NP0313039)

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Record Information

Version

2.0

Created at

2022-09-11 10:18:58 UTC

Updated at

2022-09-11 10:18:58 UTC

NP-MRD ID

NP0313039

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6,7-dihydroxy-8-isopropyl-2-methyl-5-[(e)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione

Description

Gossyrubilone belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 6,7-dihydroxy-8-isopropyl-2-methyl-5-[(e)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione is found in Gossypium hirsutum. Gossyrubilone is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061307012D          

 25 26  0  0  0  0            999 V2000
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  6  1  0  0  0  0
 11  3  1  0  0  0  0
 11  4  1  0  0  0  0
 12  5  1  0  0  0  0
 12  8  2  0  0  0  0
 13  9  1  0  0  0  0
 14  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16 13  2  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  2  0  0  0  0
 21  7  1  0  0  0  0
 21  9  2  0  0  0  0
 22 14  2  0  0  0  0
 23 18  2  0  0  0  0
 24 19  1  0  0  0  0
 25 20  1  0  0  0  0
M  END

     RDKit          3D

 50 51  0  0  0  0  0  0  0  0999 V2000
   -4.7116    3.7914   -0.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5096    2.9371   -0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3060    3.3539   -0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1198    2.4704   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104    2.9544   -0.8044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2637    1.0580   -0.2814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1790    0.2221   -0.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766    0.6635   -0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1485   -0.2115   -0.3227 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    0.1630   -0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4823   -0.4861    0.4319 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8712    0.0135    0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9417   -0.5518    0.9482 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1221   -0.3070   -1.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035   -1.1235    0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7049   -1.9415    0.1900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6841   -1.5701    0.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8517   -2.8885    0.6285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8012   -0.7542    0.2515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1643   -1.2472    0.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1723   -2.6825    1.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8745   -1.4298   -0.8888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5786    0.5849   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6962    1.5124   -0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8707    1.1076    0.0439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4784    4.8087   -0.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1213    3.8807   -1.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5395    3.4149    0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1276    4.3979   -0.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938    1.6363   -0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6079    1.2548   -0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7948   -0.2108   -1.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4279   -1.5899    0.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2564   -0.2427    1.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8438    1.1280    0.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8559    0.0683    0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6027   -0.4910    1.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1209   -1.6297    0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2283   -0.3874   -1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7041   -1.2955   -1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7751    0.5156   -2.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7007   -2.9173    0.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1678   -3.5962    0.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7673   -0.7159    1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6584   -2.7611    1.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2722   -2.8396    1.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9969   -3.4432    0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3203   -0.8899   -1.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8130   -2.5064   -1.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9456   -1.2270   -0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 14  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6  4  1  0
  4  5  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 24  1  0
 24 25  2  0
 24 23  1  0
 23 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 19 17  1  0
 17 18  1  0
 17 15  2  0
 15 16  1  0
 15  7  1  0
 23  6  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 12 35  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 11 33  1  0
 11 34  1  0
 10 31  1  0
 10 32  1  0
  8 30  1  0
  3 29  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 18 43  1  0
 16 42  1  0
M  END


  Mrv0541 05061307012D          

 25 26  0  0  0  0            999 V2000
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  6  1  0  0  0  0
 11  3  1  0  0  0  0
 11  4  1  0  0  0  0
 12  5  1  0  0  0  0
 12  8  2  0  0  0  0
 13  9  1  0  0  0  0
 14  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16 13  2  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  2  0  0  0  0
 21  7  1  0  0  0  0
 21  9  2  0  0  0  0
 22 14  2  0  0  0  0
 23 18  2  0  0  0  0
 24 19  1  0  0  0  0
 25 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0313039

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC\N=C\C1=C2C(=O)C=C(C)C(=O)C2=C(C(C)C)C(O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H25NO4/c1-10(2)6-7-21-9-13-16-14(22)8-12(5)18(23)17(16)15(11(3)4)20(25)19(13)24/h8-11,24-25H,6-7H2,1-5H3/b21-9+

> <INCHI_KEY>
UYIGQGYXLRGUGA-ZVBGSRNCSA-N

> <FORMULA>
C20H25NO4

> <MOLECULAR_WEIGHT>
343.4168

> <EXACT_MASS>
343.178358293

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
38.86635851734967

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,7-dihydroxy-2-methyl-5-[(1E)-[(3-methylbutyl)imino]methyl]-8-(propan-2-yl)-1,4-dihydronaphthalene-1,4-dione

> <ALOGPS_LOGP>
3.84

> <JCHEM_LOGP>
3.833668527936803

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.689125678947054

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.1799368396414085

> <JCHEM_PKA_STRONGEST_BASIC>
5.734761346586407

> <JCHEM_POLAR_SURFACE_AREA>
86.96000000000001

> <JCHEM_REFRACTIVITY>
100.65289999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,7-dihydroxy-8-isopropyl-2-methyl-5-[(1E)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

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       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       6.668   2.310   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   11                                                            
CONECT    5   12                                                            
CONECT    6    7   10                                                       
CONECT    7    6   21                                                       
CONECT    8   12   14                                                       
CONECT    9   13   21                                                       
CONECT   10    1    2    6                                                  
CONECT   11    3    4   15                                                  
CONECT   12    5    8   18                                                  
CONECT   13    9   16   19                                                  
CONECT   14    8   16   22                                                  
CONECT   15   11   17   20                                                  
CONECT   16   13   14   17                                                  
CONECT   17   15   16   18                                                  
CONECT   18   12   17   23                                                  
CONECT   19   13   20   24                                                  
CONECT   20   15   19   25                                                  
CONECT   21    7    9                                                       
CONECT   22   14                                                            
CONECT   23   18                                                            
CONECT   24   19                                                            
CONECT   25   20                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

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Synonyms

Value	Source
6,7-Dihydroxy-2-methyl-5-[[(3-methylbutyl)imino]methyl]-8-(1-methylethyl)-1,4-naphthalenedione	HMDB
6,7-Dihydroxy-5-(isobutyliminomethyl)-8-isopropyl-2-methyl-1,4-naphthoquinone	HMDB

Chemical Formula

C₂₀H₂₅NO₄

Average Mass

343.4168 Da

Monoisotopic Mass

343.17836 Da

IUPAC Name

6,7-dihydroxy-2-methyl-5-[(1E)-[(3-methylbutyl)imino]methyl]-8-(propan-2-yl)-1,4-dihydronaphthalene-1,4-dione

Traditional Name

6,7-dihydroxy-8-isopropyl-2-methyl-5-[(1E)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione

CAS Registry Number

Not Available

SMILES

CC(C)CC\N=C\C1=C2C(=O)C=C(C)C(=O)C2=C(C(C)C)C(O)=C1O

InChI Identifier

InChI=1S/C20H25NO4/c1-10(2)6-7-21-9-13-16-14(22)8-12(5)18(23)17(16)15(11(3)4)20(25)19(13)24/h8-11,24-25H,6-7H2,1-5H3/b21-9+

InChI Key

UYIGQGYXLRGUGA-ZVBGSRNCSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Gossypium hirsutum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Cadinane sesquiterpenoid
Sesquiterpenoid
Naphthoquinone
Naphthalene
Aryl ketone
Quinone
Benzenoid
Ketone
Shiff base
Aldimine
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organic oxygen compound
Imine
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.84	ALOGPS
logP	3.83	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	7.18	ChemAxon
pKa (Strongest Basic)	5.73	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	86.96 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	100.65 m³·mol⁻¹	ChemAxon
Polarizability	38.87 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0033266

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB011289

KNApSAcK ID

Not Available

Chemspider ID

30776987

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6,7-dihydroxy-8-isopropyl-2-methyl-5-[(e)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione (NP0313039)

MOL for NP0313039 (6,7-dihydroxy-8-isopropyl-2-methyl-5-[(e)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione)

3D MOL for NP0313039 (6,7-dihydroxy-8-isopropyl-2-methyl-5-[(e)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione)

3D SDF for NP0313039 (6,7-dihydroxy-8-isopropyl-2-methyl-5-[(e)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione)

3D-SDF for NP0313039 (6,7-dihydroxy-8-isopropyl-2-methyl-5-[(e)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione)

PDB for NP0313039 (6,7-dihydroxy-8-isopropyl-2-methyl-5-[(e)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione)

3D PDB for NP0313039 (6,7-dihydroxy-8-isopropyl-2-methyl-5-[(e)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione)

SMILES for NP0313039 (6,7-dihydroxy-8-isopropyl-2-methyl-5-[(e)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione)

INCHI for NP0313039 (6,7-dihydroxy-8-isopropyl-2-methyl-5-[(e)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione)

Structure for NP0313039 (6,7-dihydroxy-8-isopropyl-2-methyl-5-[(e)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione)

3D Structure for NP0313039 (6,7-dihydroxy-8-isopropyl-2-methyl-5-[(e)-[(3-methylbutyl)imino]methyl]naphthalene-1,4-dione)