NP-MRD: Showing NP-Card for Kealiiquinone (NP0083251)

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Record Information

Version

2.0

Created at

2022-04-29 04:17:43 UTC

Updated at

2022-04-29 04:17:43 UTC

NP-MRD ID

NP0083251

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Kealiiquinone

Description

Kealiiquinone belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone). Kealiiquinone is found in Leucetta chagosensis and Notodoris gardineri. Kealiiquinone was first documented in 2012 (PMID: 22530654). Based on a literature review a small amount of articles have been published on Kealiiquinone (PMID: 30091606) (PMID: 24697833) (PMID: 24533685) (PMID: 24076171).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292206172D          

 29 32  0  0  0  0            999 V2000
    1.3556   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -6.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580   -2.6029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429   -1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679   -1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580   -1.2680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129   -0.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
  1 24  1  0  0  0  0
 24 25  2  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 47 50  0  0  0  0  0  0  0  0999 V2000
   -5.5760   -1.5169   -0.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3046   -2.0665   -0.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1060   -1.3950   -0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9909   -2.1128   -0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9153   -3.4790   -0.4276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736   -4.3779   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148   -1.3876   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3553   -2.0482   -0.1257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841    0.0672   -0.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8531    0.8107   -0.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8687    2.1879   -0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646    2.8342    0.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5199    2.1698    0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5535    3.0182    0.3747 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0015    4.2387    0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6803    5.2906    0.5646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3336    4.1577    0.2853 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3105    5.2381    0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4902    0.7667    0.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538    0.0494    0.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5723   -0.0657   -0.9240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7715   -0.7360   -0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1460   -1.2988    0.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3371   -1.9760    0.5679 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194   -2.1982   -0.3977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213   -1.1868    1.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1312   -0.5080    1.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1058    0.0548   -0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1744    0.7302   -0.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7824   -0.6912   -1.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7387   -1.1583    0.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3393   -2.3067   -0.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7700   -4.3076   -0.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1578   -4.2362   -1.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4610   -5.4118   -0.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7739    2.7605   -0.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5494    2.7186    0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8969    6.0725   -0.3189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4434    5.6463    1.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2785    4.8985   -0.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3400    0.3563   -1.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4171   -0.8221   -1.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0687   -3.1074   -0.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2868   -2.3210    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4365   -1.3004   -1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5718   -1.6107    2.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4947   -0.4400    2.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 23  1  0
 23 22  2  0
 22 21  1  0
 21 20  2  0
 20 27  1  0
 27 26  2  0
 20 19  1  0
 19  9  2  0
  9  7  1  0
  7  8  2  0
  7  4  1  0
  4  5  1  0
  5  6  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  0
  3 28  1  0
 28 29  2  0
 28 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 26 23  1  0
 13 19  1  0
 10  9  1  0
 17 12  1  0
 25 43  1  0
 25 44  1  0
 25 45  1  0
 22 42  1  0
 21 41  1  0
 27 47  1  0
 26 46  1  0
  6 33  1  0
  6 34  1  0
  6 35  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 11 36  1  0
 14 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
M  END


  Mrv1652304292206172D          

 29 32  0  0  0  0            999 V2000
    1.3556   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -6.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580   -2.6029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429   -1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679   -1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580   -1.2680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129   -0.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
  1 24  1  0  0  0  0
 24 25  2  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0083251

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)C1=C2C(=O)C(OC)=C(OC)C(=O)C2=CC2=C1NC(=O)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C21H18N2O6/c1-23-13-9-12-15(18(25)20(29-4)19(28-3)17(12)24)14(16(13)22-21(23)26)10-5-7-11(27-2)8-6-10/h5-9H,1-4H3,(H,22,26)

> <INCHI_KEY>
VFOZXTRKCQFIOX-UHFFFAOYSA-N

> <FORMULA>
C21H18N2O6

> <MOLECULAR_WEIGHT>
394.383

> <EXACT_MASS>
394.116486308

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
40.37387865420269

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,7-dimethoxy-4-(4-methoxyphenyl)-1-methyl-1H,2H,3H,5H,8H-naphtho[2,3-d]imidazole-2,5,8-trione

> <ALOGPS_LOGP>
2.26

> <JCHEM_LOGP>
1.389374393999999

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.361592325858425

> <JCHEM_PKA_STRONGEST_BASIC>
-4.452198502407302

> <JCHEM_POLAR_SURFACE_AREA>
94.17000000000002

> <JCHEM_REFRACTIVITY>
108.27249999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.53e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,7-dimethoxy-4-(4-methoxyphenyl)-1-methyl-3H-naphtho[2,3-d]imidazole-2,5,8-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       2.530  -4.383   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.137  -2.843   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.137  -4.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.197  -5.153   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.197  -6.693   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530  -7.463   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.530  -9.003   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.197  -9.773   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.137  -9.003   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.137  -7.463   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.197 -11.313   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.137 -12.083   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -1.602  -4.859   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -2.507  -3.613   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.047  -3.613   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0      -1.602  -2.367   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -2.077  -0.902   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.864  -0.533   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.198  -2.843   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.198  -4.383   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.864  -5.153   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.864  -6.693   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.531  -5.153   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.531  -6.693   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.531  -2.073   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.531  -0.533   0.000  0.00  0.00           C+0
CONECT    1    2    6   24                                                  
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6   15                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10   14                                                       
CONECT   14   13                                                            
CONECT   15    5   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    4   19                                                  
CONECT   19   18                                                            
CONECT   20    2   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   28                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23    1   25                                                  
CONECT   25   24                                                            
CONECT   26   23   27                                                       
CONECT   27   26                                                            
CONECT   28   22   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₁₈N₂O₆

Average Mass

394.3830 Da

Monoisotopic Mass

394.11649 Da

IUPAC Name

6,7-dimethoxy-4-(4-methoxyphenyl)-1-methyl-1H,2H,3H,5H,8H-naphtho[2,3-d]imidazole-2,5,8-trione

Traditional Name

6,7-dimethoxy-4-(4-methoxyphenyl)-1-methyl-3H-naphtho[2,3-d]imidazole-2,5,8-trione

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C1=C2C(=O)C(OC)=C(OC)C(=O)C2=CC2=C1NC(=O)N2C

InChI Identifier

InChI=1S/C21H18N2O6/c1-23-13-9-12-15(18(25)20(29-4)19(28-3)17(12)24)14(16(13)22-21(23)26)10-5-7-11(27-2)8-6-10/h5-9H,1-4H3,(H,22,26)

InChI Key

VFOZXTRKCQFIOX-UHFFFAOYSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Leucetta chagosensis	-	KNApSAcK
Notodoris gardineri	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone).

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Naphthoquinone
Benzimidazole
Anisole
Phenoxy compound
Phenol ether
Quinone
Aryl ketone
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
N-substituted imidazole
Heteroaromatic compound
Vinylogous ester
Azole
Imidazole
Urea
Ketone
Organoheterocyclic compound
Azacycle
Ether
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.26	ALOGPS
logP	1.39	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	12.36	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	94.17 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	108.27 m³·mol⁻¹	ChemAxon
Polarizability	40.37 Å³	ChemAxon
Number of Rings	4	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00050288

Chemspider ID

10000031

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11825380

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ramadoss V, Alonso-Castro AJ, Campos-Xolalpa N, Solorio-Alvarado CR: Protecting-Group-Free Total Synthesis and Biological Evaluation of 3-Methylkealiiquinone and Structural Analogues. J Org Chem. 2018 Sep 7;83(17):10627-10635. doi: 10.1021/acs.joc.8b01436. Epub 2018 Aug 22. [PubMed:30091606 ]
Das J, Mukherjee R, Basak A: Selectivity in Garratt-Braverman cyclization of aryl-/heteroaryl-substituted unsymmetrical bis-propargyl systems: formal synthesis of 7'-desmethylkealiiquinone. J Org Chem. 2014 May 2;79(9):3789-98. doi: 10.1021/jo402749d. Epub 2014 Apr 14. [PubMed:24697833 ]
Lima HM, Sivappa R, Yousufuddin M, Lovely CJ: Total synthesis of 7'-desmethylkealiiquinone, 4'-desmethoxykealiiquinone, and 2-deoxykealiiquinone. J Org Chem. 2014 Mar 21;79(6):2481-90. doi: 10.1021/jo4027337. Epub 2014 Mar 3. [PubMed:24533685 ]
Das J, Bhan A, Mandal SS, Lovely CJ: Total syntheses and cytotoxicity of kealiiquinone, 2-deoxy-2-aminokealiiquinone and analogs. Bioorg Med Chem Lett. 2013 Nov 15;23(22):6183-7. doi: 10.1016/j.bmcl.2013.08.093. Epub 2013 Sep 6. [PubMed:24076171 ]
Lima HM, Sivappa R, Yousufuddin M, Lovely CJ: Total synthesis of 7'-desmethylkealiiquinone. Org Lett. 2012 May 4;14(9):2274-7. doi: 10.1021/ol300704w. Epub 2012 Apr 24. [PubMed:22530654 ]

Showing NP-Card for Kealiiquinone (NP0083251)

MOL for NP0083251 (Kealiiquinone)

3D MOL for NP0083251 (Kealiiquinone)

3D SDF for NP0083251 (Kealiiquinone)

3D-SDF for NP0083251 (Kealiiquinone)

PDB for NP0083251 (Kealiiquinone)

3D PDB for NP0083251 (Kealiiquinone)

SMILES for NP0083251 (Kealiiquinone)

INCHI for NP0083251 (Kealiiquinone)

Structure for NP0083251 (Kealiiquinone)

3D Structure for NP0083251 (Kealiiquinone)