NP-MRD: Showing NP-Card for 5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]docos-6-ene-2,8,12,18-tetrone (NP0311114)

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Record Information

Version

2.0

Created at

2022-09-11 06:53:51 UTC

Updated at

2022-09-11 06:53:51 UTC

NP-MRD ID

NP0311114

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]docos-6-ene-2,8,12,18-tetrone

Description

5,15-Dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]Docos-6-ene-2,8,12,18-tetrone belongs to the class of organic compounds known as epipolythiodioxopiperazines. Epipolythiodioxopiperazines are compounds containing an epipolythiodioxopiperazine moiety, which consists of a 2,3-dithia-5,7-diazabicyclo[2.2.2]Octane-6,8-dione ring system. One distinct characteristics of Epipolythiodioxopiperazines is the presence of unique di- or polysulfide bridges. 5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]docos-6-ene-2,8,12,18-tetrone is found in Penicillium brocae. Based on a literature review very few articles have been published on 5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]Docos-6-ene-2,8,12,18-tetrone.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112208532D          

 28 33  0  0  0  0            999 V2000
    9.7877   -1.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4956   -0.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0177    0.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7256    1.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9113    1.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6192    2.0570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3892    0.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6813   -0.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9917   -0.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2463   -0.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5274    0.1186    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8028    0.8203    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0783    1.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3653    1.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6545    1.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8431    1.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5662    2.0681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3085    0.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5854   -0.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3968   -0.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6737   -1.0404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9314    0.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7875    0.2590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3602   -0.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1176   -1.2541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9535    1.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1896    2.2006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5337    0.6825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 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
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
 10 24  1  0  0  0  0
 24 25  2  0  0  0  0
 13 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  7 28  1  0  0  0  0
 10 28  1  0  0  0  0
M  END

     RDKit          3D

 46 51  0  0  0  0  0  0  0  0999 V2000
   -4.2750   -1.6316    2.3764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9631   -0.7771    1.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5349    0.6214    1.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5640    1.2163    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1854    1.2957   -0.4244 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2284    1.0045   -1.7805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2871    0.3045    0.2490 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9970   -1.0159    0.4670 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7966   -1.8664    0.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8225   -1.4599   -0.0836 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8377   -2.4165   -1.6379 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8055   -1.4666   -2.6950 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1023   -0.0167   -1.5987 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1637    0.8796   -2.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3729    0.3334   -1.3558 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4459    1.3072   -1.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6418    2.2494   -1.8937 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2606    1.1162    0.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9498    0.1639    0.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7528   -0.7321    0.7794 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3008   -1.2107    1.9841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7487    0.0852    0.0301 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5110   -0.5179   -0.2712 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6120   -1.4258    0.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9246   -2.2234    1.2637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2330    0.5740   -1.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5813    1.6121   -1.9605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1143   -0.0640   -0.4588 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8774    1.2415    2.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5746    0.5548    1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9368    2.2469    0.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2787    0.6798   -0.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7392    2.3057   -0.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1638    0.7993   -2.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0058    0.6732    1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4353   -1.4363   -0.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0707   -2.9308    0.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4981   -1.4858    1.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3338    0.7001   -3.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034    1.9332   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7717   -0.5825   -1.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1365    1.7515    0.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5481    0.0314    1.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0457   -1.5852    0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9001   -1.9356    2.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6690    1.1002    0.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2  8  1  0
  8  9  1  0
 10  9  1  1
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 14 15  1  0
 15 22  1  0
 22 20  1  0
 20 21  1  0
 20 19  1  0
 19 18  2  0
 18 16  1  0
 16 17  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 13 26  1  0
 26 27  2  0
 26 28  1  0
 28  7  1  0
  7  5  1  0
  7  8  1  0
 24 10  1  0
 28 10  1  0
 23 13  1  0
 16 15  1  0
  6 34  1  0
  5 33  1  6
  4 31  1  0
  4 32  1  0
  3 29  1  0
  3 30  1  0
  8 36  1  6
  9 37  1  0
  9 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  6
 22 46  1  1
 20 44  1  6
 21 45  1  0
 19 43  1  0
 18 42  1  0
  7 35  1  1
M  END


  Mrv1652309112208532D          

 28 33  0  0  0  0            999 V2000
    9.7877   -1.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4956   -0.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0177    0.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7256    1.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9113    1.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6192    2.0570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3892    0.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6813   -0.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9917   -0.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2463   -0.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5274    0.1186    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8028    0.8203    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0783    1.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3653    1.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6545    1.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8431    1.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5662    2.0681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3085    0.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5854   -0.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3968   -0.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6737   -1.0404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9314    0.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7875    0.2590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3602   -0.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1176   -1.2541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9535    1.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1896    2.2006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5337    0.6825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 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
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
 10 24  1  0  0  0  0
 24 25  2  0  0  0  0
 13 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  7 28  1  0  0  0  0
 10 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0311114

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CCC(=O)C2CC34SSC5(CC6C(C(O)C=CC6=O)N5C3=O)C(=O)N4C12

> <INCHI_IDENTIFIER>
InChI=1S/C18H18N2O6S2/c21-9-1-3-11(23)13-7(9)5-17-15(25)20-14-8(10(22)2-4-12(14)24)6-18(20,28-27-17)16(26)19(13)17/h1,3,7-8,11-14,23-24H,2,4-6H2

> <INCHI_KEY>
NOMAQNRAYYWNOP-UHFFFAOYSA-N

> <FORMULA>
C18H18N2O6S2

> <MOLECULAR_WEIGHT>
422.47

> <EXACT_MASS>
422.060628656

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
39.547460859339935

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0^{1,13}.0^{3,11}.0^{4,9}.0^{14,19}]docos-6-ene-2,8,12,18-tetrone

> <JCHEM_LOGP>
0.05552110299999974

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.526444236428684

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.888118690542644

> <JCHEM_PKA_STRONGEST_BASIC>
-3.00326492491289

> <JCHEM_POLAR_SURFACE_AREA>
115.21999999999998

> <JCHEM_REFRACTIVITY>
101.00569999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0^{1,13}.0^{3,11}.0^{4,9}.0^{14,19}]docos-6-ene-2,8,12,18-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  O   UNK     0      18.270  -1.921   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      17.725  -0.481   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.700   0.711   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.154   2.152   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.634   2.399   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      16.089   3.840   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      15.660   1.207   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.205  -0.233   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.918  -1.142   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.526  -0.348   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0      12.184   0.221   0.000  0.00  0.00           S+0
HETATM   12  S   UNK     0      12.699   1.531   0.000  0.00  0.00           S+0
HETATM   13  C   UNK     0      11.346   2.096   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.015   2.963   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.688   2.132   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.174   2.410   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.657   3.861   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.176   1.237   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.693  -0.214   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.207  -0.491   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.724  -1.942   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.205   0.681   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      10.803   0.484   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      11.872  -0.869   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.420  -2.341   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      12.980   2.632   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      13.420   4.108   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0      14.063   1.274   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   28                                                  
CONECT    8    7    2    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   24   28                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   23   26                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   15   23                                                  
CONECT   23   22   13   24                                                  
CONECT   24   23   10   25                                                  
CONECT   25   24                                                            
CONECT   26   13   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    7   10                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₈N₂O₆S₂

Average Mass

422.4700 Da

Monoisotopic Mass

422.06063 Da

IUPAC Name

5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0^{1,13}.0^{3,11}.0^{4,9}.0^{14,19}]docos-6-ene-2,8,12,18-tetrone

Traditional Name

5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0^{1,13}.0^{3,11}.0^{4,9}.0^{14,19}]docos-6-ene-2,8,12,18-tetrone

CAS Registry Number

Not Available

SMILES

OC1CCC(=O)C2CC34SSC5(CC6C(C(O)C=CC6=O)N5C3=O)C(=O)N4C12

InChI Identifier

InChI=1S/C18H18N2O6S2/c21-9-1-3-11(23)13-7(9)5-17-15(25)20-14-8(10(22)2-4-12(14)24)6-18(20,28-27-17)16(26)19(13)17/h1,3,7-8,11-14,23-24H,2,4-6H2

InChI Key

NOMAQNRAYYWNOP-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

Species Name	Source	Reference
Penicillium brocae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as epipolythiodioxopiperazines. Epipolythiodioxopiperazines are compounds containing an epipolythiodioxopiperazine moiety, which consists of a 2,3-dithia-5,7-diazabicyclo[2.2.2]Octane-6,8-dione ring system. One distinct characteristics of Epipolythiodioxopiperazines is the presence of unique di- or polysulfide bridges.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazinanes

Sub Class

Piperazines

Direct Parent

Epipolythiodioxopiperazines

Alternative Parents

Substituents

Epipolythiodioxopiperazine
Alpha-amino acid or derivatives
Indole or derivatives
Cyclohexenone
N-alkylpiperazine
Dithiazinane
Tertiary carboxylic acid amide
Pyrrolidine
Cyclic alcohol
Secondary alcohol
Organic disulfide
Lactam
Ketone
Carboxamide group
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.056	ChemAxon
pKa (Strongest Acidic)	13.89	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	115.22 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	101.01 m³·mol⁻¹	ChemAxon
Polarizability	39.55 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

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

163063323

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]docos-6-ene-2,8,12,18-tetrone (NP0311114)

MOL for NP0311114 (5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]docos-6-ene-2,8,12,18-tetrone)

3D MOL for NP0311114 (5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]docos-6-ene-2,8,12,18-tetrone)

3D SDF for NP0311114 (5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]docos-6-ene-2,8,12,18-tetrone)

3D-SDF for NP0311114 (5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]docos-6-ene-2,8,12,18-tetrone)

PDB for NP0311114 (5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]docos-6-ene-2,8,12,18-tetrone)

3D PDB for NP0311114 (5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]docos-6-ene-2,8,12,18-tetrone)

SMILES for NP0311114 (5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]docos-6-ene-2,8,12,18-tetrone)

INCHI for NP0311114 (5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]docos-6-ene-2,8,12,18-tetrone)

Structure for NP0311114 (5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]docos-6-ene-2,8,12,18-tetrone)

3D Structure for NP0311114 (5,15-dihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.0¹,¹³.0³,¹¹.0⁴,⁹.0¹⁴,¹⁹]docos-6-ene-2,8,12,18-tetrone)