NP-MRD: Showing NP-Card for 6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0²,⁷.0⁹,¹⁸.0¹²,¹⁷]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol (NP0285087)

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Record Information

Version

2.0

Created at

2022-09-09 13:05:53 UTC

Updated at

2022-09-09 13:05:54 UTC

NP-MRD ID

NP0285087

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0²,⁷.0⁹,¹⁸.0¹²,¹⁷]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol

Description

Kiamycin belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. 6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0²,⁷.0⁹,¹⁸.0¹²,¹⁷]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol was first documented in 2012 (PMID: 22611353). Based on a literature review a small amount of articles have been published on Kiamycin (PMID: 22536997) (PMID: 26958869).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092215052D          

 24 28  0  0  0  0            999 V2000
    5.3220    0.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4986    0.6946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1322   -0.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5891   -0.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2227   -1.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3994   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9425   -0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3089   -0.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519    0.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2184    1.3293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0286    0.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2880    1.3210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2771    1.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827    0.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779    0.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5600   -0.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941   -1.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250   -1.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1027   -1.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8336   -1.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677   -0.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6622   -0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1191   -0.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6070   -1.5351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  0  0  0  0
  7 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 24  1  0  0  0  0
M  END

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
   -5.3278    0.2258   -1.6977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0306    0.6285   -1.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3434   -0.1070   -0.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8758   -1.2381    0.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1800   -1.9589    1.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9226   -1.5246    1.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3382   -0.3917    0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0746    0.2941    0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4493    1.5204   -0.6393 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5489    2.5829    0.2604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0573    1.0905   -0.9070 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2328   -0.2851   -1.3952 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7641    1.7782   -1.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1027    1.6303   -1.8769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6933    0.7674   -0.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9887    0.2636   -0.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3460   -0.7625    0.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7385   -1.2902   -0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4156   -1.2780    0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1127   -0.7730    0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8821    0.2064    0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6132    0.9113    0.4134 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0051    0.0298    1.4123 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9276   -1.0135    1.7051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9858    0.0578   -0.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7179    1.0441   -2.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2410   -0.7195   -2.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8635   -1.5578   -0.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6223   -2.8366    1.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3812   -2.0807    2.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0338    1.7882   -1.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4363    2.4759    0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5377   -0.8112   -1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3501    2.4366   -2.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7631    2.0807   -2.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6679    0.6904   -1.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0667   -1.4879   -1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8103   -2.2411    0.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3794   -0.5400    0.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6778   -2.0669    1.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9437    1.9014    0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1130    0.5599    2.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  8  3  1  0
 22 11  1  0
 23  7  1  0
 21 15  1  0
 24 20  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  6
 10 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 16 36  1  0
 18 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 22 41  1  1
 23 42  1  1
M  END


  Mrv1652309092215052D          

 24 28  0  0  0  0            999 V2000
    5.3220    0.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4986    0.6946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1322   -0.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5891   -0.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2227   -1.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3994   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9425   -0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3089   -0.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519    0.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2184    1.3293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0286    0.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2880    1.3210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2771    1.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827    0.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779    0.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5600   -0.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941   -1.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250   -1.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1027   -1.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8336   -1.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677   -0.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6622   -0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1191   -0.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6070   -1.5351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  0  0  0  0
  7 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0285087

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=CC2=C1C(O)C1(O)C=CC3=CC(C)=CC4=C3C1C2O4

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O4/c1-10-8-11-6-7-20(22)17-15(11)14(9-10)24-18(17)12-4-3-5-13(23-2)16(12)19(20)21/h3-9,17-19,21-22H,1-2H3

> <INCHI_KEY>
DZZWPZQOEKAGKX-UHFFFAOYSA-N

> <FORMULA>
C20H18O4

> <MOLECULAR_WEIGHT>
322.36

> <EXACT_MASS>
322.12050906

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
33.8676541009888

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0^{2,7}.0^{9,18}.0^{12,17}]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol

> <JCHEM_LOGP>
2.4308754219999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.98154793095216

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.58628561933537

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6991219776748716

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
90.86959999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0^{2,7}.0^{9,18}.0^{12,17}]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       9.934   1.394   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.397   1.297   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.713  -0.083   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.566  -1.365   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.882  -2.745   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.346  -2.843   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.493  -1.560   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.177  -0.181   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.324   1.102   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.008   2.481   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.787   1.004   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.271   2.466   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.384   2.193   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.901   1.778   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.519   0.286   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.045  -0.681   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.109  -2.219   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.473  -2.933   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.192  -3.044   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.556  -2.329   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.620  -0.791   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.103  -0.376   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.956  -1.658   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.000  -2.865   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   23                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   22                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   15   22                                                  
CONECT   22   21   11   23                                                  
CONECT   23   22    7   24                                                  
CONECT   24   23   20                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈O₄

Average Mass

322.3600 Da

Monoisotopic Mass

322.12051 Da

IUPAC Name

6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0^{2,7}.0^{9,18}.0^{12,17}]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol

Traditional Name

6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0^{2,7}.0^{9,18}.0^{12,17}]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol

CAS Registry Number

Not Available

SMILES

COC1=CC=CC2=C1C(O)C1(O)C=CC3=CC(C)=CC4=C3C1C2O4

InChI Identifier

InChI=1S/C20H18O4/c1-10-8-11-6-7-20(22)17-15(11)14(9-10)24-18(17)12-4-3-5-13(23-2)16(12)19(20)21/h3-9,17-19,21-22H,1-2H3

InChI Key

DZZWPZQOEKAGKX-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, 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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
Naphthofuran
Naphthalene
Tetralin
Coumaran
Phenol ether
Anisole
Alkyl aryl ether
Tertiary alcohol
Secondary alcohol
1,2-diol
Organoheterocyclic compound
Ether
Oxacycle
Alcohol
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
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	2.43	ChemAxon
pKa (Strongest Acidic)	12.59	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.87 m³·mol⁻¹	ChemAxon
Polarizability	33.87 Å³	ChemAxon
Number of Rings	5	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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102450569

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Xie Z, Liu B, Wang H, Yang S, Zhang H, Wang Y, Ji N, Qin S, Laatsch H: Kiamycin, a unique cytotoxic angucyclinone derivative from a marine Streptomyces sp. Mar Drugs. 2012 Mar;10(3):551-8. doi: 10.3390/md10030551. Epub 2012 Feb 27. [PubMed:22611353 ]
Zhang H, Wang H, Wang Y, Cui H, Xie Z, Pu Y, Pei S, Li F, Qin S: Genomic sequence-based discovery of novel angucyclinone antibiotics from marine Streptomyces sp. W007. FEMS Microbiol Lett. 2012 Jul;332(2):105-12. doi: 10.1111/j.1574-6968.2012.02582.x. Epub 2012 May 21. [PubMed:22536997 ]
Xie Z, Zhou L, Guo L, Yang X, Qu G, Wu C, Zhang S: Grisemycin, a Bridged Angucyclinone with a Methylsulfinyl Moiety from a Marine-Derived Streptomyces sp. Org Lett. 2016 Mar 18;18(6):1402-5. doi: 10.1021/acs.orglett.6b00332. Epub 2016 Mar 9. [PubMed:26958869 ]
LOTUS database [Link]

Showing NP-Card for 6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0²,⁷.0⁹,¹⁸.0¹²,¹⁷]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol (NP0285087)

MOL for NP0285087 (6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0²,⁷.0⁹,¹⁸.0¹²,¹⁷]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol)

3D MOL for NP0285087 (6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0²,⁷.0⁹,¹⁸.0¹²,¹⁷]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol)

3D SDF for NP0285087 (6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0²,⁷.0⁹,¹⁸.0¹²,¹⁷]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol)

3D-SDF for NP0285087 (6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0²,⁷.0⁹,¹⁸.0¹²,¹⁷]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol)

PDB for NP0285087 (6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0²,⁷.0⁹,¹⁸.0¹²,¹⁷]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol)

3D PDB for NP0285087 (6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0²,⁷.0⁹,¹⁸.0¹²,¹⁷]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol)

SMILES for NP0285087 (6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0²,⁷.0⁹,¹⁸.0¹²,¹⁷]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol)

INCHI for NP0285087 (6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0²,⁷.0⁹,¹⁸.0¹²,¹⁷]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol)

Structure for NP0285087 (6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0²,⁷.0⁹,¹⁸.0¹²,¹⁷]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol)

3D Structure for NP0285087 (6-methoxy-14-methyl-19-oxapentacyclo[14.2.1.0²,⁷.0⁹,¹⁸.0¹²,¹⁷]nonadeca-2(7),3,5,10,12,14,16-heptaene-8,9-diol)