NP-MRD: Showing NP-Card for (1r,3s,7r,11r,14r)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]octadeca-5(9),17-diene-4,13-dione (NP0239233)

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Record Information

Version

2.0

Created at

2022-09-06 22:46:52 UTC

Updated at

2022-09-06 22:46:53 UTC

NP-MRD ID

NP0239233

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3s,7r,11r,14r)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]octadeca-5(9),17-diene-4,13-dione

Description

(1R,3S,7R,11R,14R)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]Octadeca-5(9),17-diene-4,13-dione 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. (1r,3s,7r,11r,14r)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]octadeca-5(9),17-diene-4,13-dione is found in Leptosphaeria maculans. Based on a literature review very few articles have been published on (1R,3S,7R,11R,14R)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]Octadeca-5(9),17-diene-4,13-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072200462D          

 27 31  0  0  1  0            999 V2000
    7.2353    1.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4286    1.1471    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8145    1.6980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1008    1.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2739    0.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6618   -0.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8349   -0.8823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8767    0.1778    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9318   -0.6454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1133   -0.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4038    0.2834    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8195    0.7527    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0311    1.4695    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4763    1.9723    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0710    2.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2461    2.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0499    1.1797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4366    0.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9712   -0.3393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4223    1.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8744    2.6148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8378    1.0887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7037    0.9844    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3157    1.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0945    0.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1047   -0.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8054   -0.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  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
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 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  6  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 11 22  1  1  0  0  0
 23 22  1  6  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
  4 24  1  0  0  0  0
  5 25  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 47 51  0  0  0  0  0  0  0  0999 V2000
   -3.8460   -0.8274    1.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7030    0.6473    1.5668 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4271    1.0437    2.0323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4881    0.6649    1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1072    0.2388   -0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3789   -0.6017   -0.9603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0076   -1.3318   -1.7402 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0795   -0.5707   -0.9596 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6414   -0.5068   -2.2257 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7027   -1.7257   -0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -1.2093    0.1552 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4687   -1.4907    1.9184 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4220   -0.5466    1.9453 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4940    0.0830    0.2182 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7596    0.7963   -0.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8768    1.2603   -1.3481 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2958   -1.0990   -0.6242 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1614   -1.6925   -0.6390 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0187   -2.8204   -1.4332 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2718    0.9076    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3968    2.1511   -0.0488 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0106    0.2534   -0.0061 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6286    0.6297   -0.1824 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0045    0.7214    1.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4771    0.8047    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4868    0.0691   -0.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3952    2.2721   -0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5104   -1.0284    2.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1678   -1.3782    0.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8568   -1.2892    2.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5232    1.2549    1.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6202   -1.4356   -2.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1020   -1.9494    0.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7052   -2.6499   -0.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7631    1.7122    0.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6255    0.1980    0.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    1.1441   -1.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6352   -3.6923   -1.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5478    1.5571   -0.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2258    1.7581    1.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4015    0.0015    1.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4080   -0.0529   -0.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8447    0.7130   -1.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2091   -0.9342   -1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5025    2.6795    0.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2672    2.4853   -1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3106    2.7856    0.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  6
  8 10  1  0
 11 10  1  6
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  6
 15 16  1  0
 14 17  1  0
 17 18  2  0
 18 19  1  0
 14 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
  5 25  1  0
 25 26  1  0
 25 27  1  0
 25  2  1  0
 24  4  1  0
 23  8  1  0
 18 11  1  0
 22 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  1
  9 32  1  0
 10 33  1  0
 10 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 19 38  1  0
 23 39  1  6
 24 40  1  0
 24 41  1  0
 26 42  1  0
 26 43  1  0
 26 44  1  0
 27 45  1  0
 27 46  1  0
 27 47  1  0
M  END


  Mrv1652309072200462D          

 27 31  0  0  1  0            999 V2000
    7.2353    1.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4286    1.1471    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8145    1.6980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1008    1.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2739    0.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6618   -0.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8349   -0.8823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8767    0.1778    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9318   -0.6454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1133   -0.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4038    0.2834    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8195    0.7527    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0311    1.4695    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4763    1.9723    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0710    2.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2461    2.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0499    1.1797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4366    0.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9712   -0.3393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4223    1.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8744    2.6148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8378    1.0887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7037    0.9844    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3157    1.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0945    0.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1047   -0.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8054   -0.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  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
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 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  6  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 11 22  1  1  0  0  0
 23 22  1  6  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
  4 24  1  0  0  0  0
  5 25  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0239233

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1OC2=C(C(=O)[C@]3(O)C[C@@]45SS[C@@](CO)(N=C4O)C(=O)N5[C@@H]3C2)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C17H20N2O6S2/c1-7-14(2,3)10-8(25-7)4-9-15(24,11(10)21)5-17-12(22)18-16(6-20,26-27-17)13(23)19(9)17/h7,9,20,24H,4-6H2,1-3H3,(H,18,22)/t7-,9-,15+,16-,17-/m1/s1

> <INCHI_KEY>
OSRGMDLTJLMMIF-KCJKAOPISA-N

> <FORMULA>
C17H20N2O6S2

> <MOLECULAR_WEIGHT>
412.48

> <EXACT_MASS>
412.07627872

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
38.93273268272519

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,7R,11R,14R)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0^{1,12}.0^{3,11}.0^{5,9}]octadeca-5(9),17-diene-4,13-dione

> <JCHEM_LOGP>
1.252205761333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.342942032636191

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8717433864343844

> <JCHEM_PKA_STRONGEST_BASIC>
-2.854926612381942

> <JCHEM_POLAR_SURFACE_AREA>
119.66000000000001

> <JCHEM_REFRACTIVITY>
99.39939999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,7R,11R,14R)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0^{1,12}.0^{3,11}.0^{5,9}]octadeca-5(9),17-diene-4,13-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      13.506   2.464   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.000   2.141   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.854   3.170   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       9.521   2.397   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.845   0.891   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.702  -0.141   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.025  -1.647   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.237   0.332   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.339  -1.205   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.811  -0.349   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.487   0.529   0.000  0.00  0.00           C+0
HETATM   12  S   UNK     0       3.396   1.405   0.000  0.00  0.00           S+0
HETATM   13  S   UNK     0       3.791   2.743   0.000  0.00  0.00           S+0
HETATM   14  C   UNK     0       2.756   3.682   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.999   5.023   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.459   5.039   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       1.960   2.202   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       2.682   0.638   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.813  -0.633   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.522   3.593   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.366   4.881   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0       5.297   2.032   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       6.913   1.838   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.056   2.870   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.376   0.733   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.395  -0.807   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.703  -0.048   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   24                                                  
CONECT    5    4    6   25                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   23                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   18   22                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17   20                                             
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18                                                       
CONECT   18   17   11   19                                                  
CONECT   19   18                                                            
CONECT   20   14   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   11   23                                                  
CONECT   23   22    8   24                                                  
CONECT   24   23    4                                                       
CONECT   25    5    2   26   27                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₀N₂O₆S₂

Average Mass

412.4800 Da

Monoisotopic Mass

412.07628 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H]1OC2=C(C(=O)[C@]3(O)C[C@@]45SS[C@@](CO)(N=C4O)C(=O)N5[C@@H]3C2)C1(C)C

InChI Identifier

InChI=1S/C17H20N2O6S2/c1-7-14(2,3)10-8(25-7)4-9-15(24,11(10)21)5-17-12(22)18-16(6-20,26-27-17)13(23)19(9)17/h7,9,20,24H,4-6H2,1-3H3,(H,18,22)/t7-,9-,15+,16-,17-/m1/s1

InChI Key

OSRGMDLTJLMMIF-KCJKAOPISA-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
Leptosphaeria maculans	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

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

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

14540511

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3s,7r,11r,14r)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]octadeca-5(9),17-diene-4,13-dione (NP0239233)

MOL for NP0239233 ((1r,3s,7r,11r,14r)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]octadeca-5(9),17-diene-4,13-dione)

3D MOL for NP0239233 ((1r,3s,7r,11r,14r)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]octadeca-5(9),17-diene-4,13-dione)

3D SDF for NP0239233 ((1r,3s,7r,11r,14r)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]octadeca-5(9),17-diene-4,13-dione)

3D-SDF for NP0239233 ((1r,3s,7r,11r,14r)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]octadeca-5(9),17-diene-4,13-dione)

PDB for NP0239233 ((1r,3s,7r,11r,14r)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]octadeca-5(9),17-diene-4,13-dione)

3D PDB for NP0239233 ((1r,3s,7r,11r,14r)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]octadeca-5(9),17-diene-4,13-dione)

SMILES for NP0239233 ((1r,3s,7r,11r,14r)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]octadeca-5(9),17-diene-4,13-dione)

INCHI for NP0239233 ((1r,3s,7r,11r,14r)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]octadeca-5(9),17-diene-4,13-dione)

Structure for NP0239233 ((1r,3s,7r,11r,14r)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]octadeca-5(9),17-diene-4,13-dione)

3D Structure for NP0239233 ((1r,3s,7r,11r,14r)-3,17-dihydroxy-14-(hydroxymethyl)-6,6,7-trimethyl-8-oxa-15,16-dithia-12,18-diazapentacyclo[12.2.2.0¹,¹².0³,¹¹.0⁵,⁹]octadeca-5(9),17-diene-4,13-dione)