NP-MRD: Showing NP-Card for (1s)-1-methyl-18-oxa-7λ⁶-thia-10-azahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0²⁰,²⁴]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone (NP0221554)

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Record Information

Version

2.0

Created at

2022-09-05 23:10:05 UTC

Updated at

2022-09-05 23:10:05 UTC

NP-MRD ID

NP0221554

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s)-1-methyl-18-oxa-7λ⁶-thia-10-azahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0²⁰,²⁴]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone

Description

Adociaquinone B belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. (1s)-1-methyl-18-oxa-7λ⁶-thia-10-azahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0²⁰,²⁴]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone was first documented in 2009 (PMID: 19028102). Based on a literature review very few articles have been published on Adociaquinone B (PMID: 35453294).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062201102D          

 30 35  0  0  1  0            999 V2000
    2.4329   -1.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486   -0.5520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5771   -1.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925   -1.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794   -1.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5241   -1.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7495   -1.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 10  1  0  0  0  0
  2 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  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  2  0  0  0  0
 13 18  1  0  0  0  0
  2 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  2  0  0  0  0
 22 29  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END

     RDKit          3D

 47 52  0  0  0  0  0  0  0  0999 V2000
   -2.7487    0.3156    1.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878   -0.1047    0.0716 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9742   -1.5524   -0.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516   -1.7826    0.5143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3875   -0.7484    0.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9108    0.3762   -0.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4807    1.3045   -1.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5075    2.0431   -2.0332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3547    1.6410   -1.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5752    0.6243   -0.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9521    2.0519   -1.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6654    2.9734   -2.6448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9336    1.2777   -1.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4141    1.5512   -1.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4450    0.8517   -0.8086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750   -0.1846    0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1451   -0.4714    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2068    0.2342   -0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2803   -0.9126    0.6643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0225   -1.8549    1.4525 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6727   -0.5892    0.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9496    0.3976   -0.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3146    0.7484   -0.7248 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3617    0.6310    0.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5007   -0.7450    0.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9375   -1.5089    1.1516 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.9736   -2.9148    0.5711 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6538   -1.6277    2.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8478    1.1511   -1.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1060    2.1062   -1.8607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8107    0.5311    1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4458   -0.5384    2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1120    1.2189    1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0387   -1.7740   -1.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2867   -2.2265    0.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6696   -2.7948    0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3031   -1.9558    1.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9271   -0.3754    1.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2100   -1.2289   -0.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5377    1.4301   -1.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6429    2.3742   -2.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3621   -1.2854    0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4909    1.0947   -1.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3130    0.8918   -0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2285    1.3876    1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0101   -0.6394    1.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1451   -1.3914    0.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  2  0
 22 29  1  0
 29 30  2  0
 10  2  1  0
 18 13  1  0
 26 21  1  0
 18  2  1  0
 10  6  1  0
 29 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
 14 41  1  0
 17 42  1  0
 23 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
 25 47  1  0
M  END


  Mrv1652309062201102D          

 30 35  0  0  1  0            999 V2000
    2.4329   -1.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486   -0.5520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5771   -1.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925   -1.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794   -1.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5241   -1.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7495   -1.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 10  1  0  0  0  0
  2 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  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  2  0  0  0  0
 13 18  1  0  0  0  0
  2 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  2  0  0  0  0
 22 29  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0221554

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12CCCC3=COC(=C13)C(=O)C1=CC3=C(C=C21)C(=O)C1=C(NCCS1(=O)=O)C3=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H17NO6S/c1-22-4-2-3-10-9-29-20(15(10)22)18(25)13-7-11-12(8-14(13)22)19(26)21-16(17(11)24)23-5-6-30(21,27)28/h7-9,23H,2-6H2,1H3/t22-/m0/s1

> <INCHI_KEY>
KJMXEMKLXNMFIG-QFIPXVFZSA-N

> <FORMULA>
C22H17NO6S

> <MOLECULAR_WEIGHT>
423.44

> <EXACT_MASS>
423.077658445

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
42.76773007842911

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S)-1-methyl-18-oxa-7lambda6-thia-10-azahexacyclo[15.6.1.0^{2,15}.0^{4,13}.0^{6,11}.0^{20,24}]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone

> <JCHEM_LOGP>
1.096418469333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.3101504376348

> <JCHEM_PKA_STRONGEST_BASIC>
-2.891034411621887

> <JCHEM_POLAR_SURFACE_AREA>
110.51999999999998

> <JCHEM_REFRACTIVITY>
120.11089999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-1-methyl-18-oxa-7lambda6-thia-10-azahexacyclo[15.6.1.0^{2,15}.0^{4,13}.0^{6,11}.0^{20,24}]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       4.541  -1.891   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.264  -1.030   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.944  -2.537   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.479  -3.013   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.335  -1.982   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.250   0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.655   2.016   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.120  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.453   2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.453   3.850   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.454  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.788  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.122  -0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.122   1.540   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      11.455   2.310   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      12.789   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.789  -0.000   0.000  0.00  0.00           C+0
HETATM   26  S   UNK     0      11.455  -0.770   0.000  0.00  0.00           S+0
HETATM   27  O   UNK     0      12.178  -2.130   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      10.732  -2.130   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.788   3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10   18                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    6    2                                                  
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   29                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13    2                                                  
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21   27   28                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   22   15   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₁₇NO₆S

Average Mass

423.4400 Da

Monoisotopic Mass

423.07766 Da

IUPAC Name

(1S)-1-methyl-18-oxa-7lambda6-thia-10-azahexacyclo[15.6.1.0^{2,15}.0^{4,13}.0^{6,11}.0^{20,24}]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone

Traditional Name

(1S)-1-methyl-18-oxa-7lambda6-thia-10-azahexacyclo[15.6.1.0^{2,15}.0^{4,13}.0^{6,11}.0^{20,24}]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone

CAS Registry Number

Not Available

SMILES

C[C@@]12CCCC3=COC(=C13)C(=O)C1=CC3=C(C=C21)C(=O)C1=C(NCCS1(=O)=O)C3=O

InChI Identifier

InChI=1S/C22H17NO6S/c1-22-4-2-3-10-9-29-20(15(10)22)18(25)13-7-11-12(8-14(13)22)19(26)21-16(17(11)24)23-5-6-30(21,27)28/h7-9,23H,2-6H2,1H3/t22-/m0/s1

InChI Key

KJMXEMKLXNMFIG-QFIPXVFZSA-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 anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Anthraquinone
1,4-anthraquinone
Phenanthrene
Naphthofuran
Naphthalene
Aryl ketone
Quinone
Para-thiazine
Furan
Heteroaromatic compound
Vinylogous amide
Sulfone
Ketone
Secondary aliphatic amine
Enamine
Oxacycle
Azacycle
Organoheterocyclic compound
Secondary amine
Hydrocarbon derivative
Amine
Organic oxygen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic nitrogen 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	1.1	ChemAxon
pKa (Strongest Acidic)	18.31	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	110.52 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	120.11 m³·mol⁻¹	ChemAxon
Polarizability	42.77 Å³	ChemAxon
Number of Rings	6	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

9376110

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11201041

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Susana SR, Salvador-Reyes LA: Anti-Inflammatory Activity of Monosubstituted Xestoquinone Analogues from the Marine Sponge Neopetrosia compacta. Antioxidants (Basel). 2022 Mar 22;11(4). pii: antiox11040607. doi: 10.3390/antiox11040607. [PubMed:35453294 ]
Cao S, Murphy BT, Foster C, Lazo JS, Kingston DG: Bioactivities of simplified adociaquinone B and naphthoquinone derivatives against Cdc25B, MKP-1, and MKP-3 phosphatases. Bioorg Med Chem. 2009 Mar 15;17(6):2276-81. doi: 10.1016/j.bmc.2008.10.090. Epub 2008 Nov 8. [PubMed:19028102 ]
LOTUS database [Link]

Showing NP-Card for (1s)-1-methyl-18-oxa-7λ⁶-thia-10-azahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0²⁰,²⁴]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone (NP0221554)

MOL for NP0221554 ((1s)-1-methyl-18-oxa-7λ⁶-thia-10-azahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0²⁰,²⁴]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone)

3D MOL for NP0221554 ((1s)-1-methyl-18-oxa-7λ⁶-thia-10-azahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0²⁰,²⁴]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone)

3D SDF for NP0221554 ((1s)-1-methyl-18-oxa-7λ⁶-thia-10-azahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0²⁰,²⁴]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone)

3D-SDF for NP0221554 ((1s)-1-methyl-18-oxa-7λ⁶-thia-10-azahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0²⁰,²⁴]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone)

PDB for NP0221554 ((1s)-1-methyl-18-oxa-7λ⁶-thia-10-azahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0²⁰,²⁴]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone)

3D PDB for NP0221554 ((1s)-1-methyl-18-oxa-7λ⁶-thia-10-azahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0²⁰,²⁴]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone)

SMILES for NP0221554 ((1s)-1-methyl-18-oxa-7λ⁶-thia-10-azahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0²⁰,²⁴]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone)

INCHI for NP0221554 ((1s)-1-methyl-18-oxa-7λ⁶-thia-10-azahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0²⁰,²⁴]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone)

Structure for NP0221554 ((1s)-1-methyl-18-oxa-7λ⁶-thia-10-azahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0²⁰,²⁴]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone)

3D Structure for NP0221554 ((1s)-1-methyl-18-oxa-7λ⁶-thia-10-azahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0²⁰,²⁴]tetracosa-2,4(13),6(11),14,17(24),19-hexaene-5,7,7,12,16-pentone)