NP-MRD: Showing NP-Card for (12e,25z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2¹⁴,¹⁷.1³,⁷.1¹⁹,²³]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol (NP0298841)

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Record Information

Version

2.0

Created at

2022-09-10 10:20:45 UTC

Updated at

2022-09-10 10:20:45 UTC

NP-MRD ID

NP0298841

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(12e,25z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2¹⁴,¹⁷.1³,⁷.1¹⁹,²³]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol

Description

Bastadin 18 belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. (12e,25z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2¹⁴,¹⁷.1³,⁷.1¹⁹,²³]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol is found in Ianthella basta. Based on a literature review very few articles have been published on Bastadin 18.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309102212202D          

 50 54  0  0  0  0            999 V2000
   14.6858    2.8098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8892    2.0103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2984    1.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7902    0.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9075   -0.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0726   -0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6203   -0.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7959   -0.7940    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   14.0159   -1.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5583   -2.2343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8449   -1.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2769   -0.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6913   -2.5090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1303   -3.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3811   -2.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6602   -3.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6387   -4.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3784   -4.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1018   -4.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8093   -4.4457    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   11.7980   -4.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9490   -4.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8668   -5.0415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5367   -5.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1216   -4.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8666   -4.8466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3524   -3.7007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7224   -3.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2654   -2.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8872   -1.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0422   -1.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6258   -0.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8009   -0.8413    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.0533   -0.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6352    0.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8897   -0.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2757   -0.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2937    0.6706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8340    1.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5811    0.9824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2943    1.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3144    2.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5666    2.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8481    2.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1344    2.6163    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   11.1564    2.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0104    2.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8410    2.2723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6162    1.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0275    2.6485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  4  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 30 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 39 44  1  0  0  0  0
 44 45  1  0  0  0  0
 42 46  1  0  0  0  0
 46 47  1  0  0  0  0
 48 47  1  4  0  0  0
 48 49  2  0  0  0  0
  3 49  1  0  0  0  0
 49 50  1  0  0  0  0
M  END


  Mrv1652309102212202D          

 50 54  0  0  0  0            999 V2000
   14.6858    2.8098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8892    2.0103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2984    1.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7902    0.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9075   -0.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0726   -0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6203   -0.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7959   -0.7940    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   14.0159   -1.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5583   -2.2343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8449   -1.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2769   -0.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6913   -2.5090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1303   -3.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3811   -2.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6602   -3.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6387   -4.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3784   -4.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1018   -4.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8093   -4.4457    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   11.7980   -4.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9490   -4.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8668   -5.0415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5367   -5.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1216   -4.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8666   -4.8466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3524   -3.7007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7224   -3.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2654   -2.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8872   -1.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0422   -1.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6258   -0.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8009   -0.8413    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.0533   -0.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6352    0.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8897   -0.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2757   -0.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2937    0.6706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8340    1.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5811    0.9824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2943    1.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3144    2.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5666    2.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8481    2.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1344    2.6163    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   11.1564    2.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0104    2.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8410    2.2723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6162    1.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0275    2.6485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  4  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 30 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 39 44  1  0  0  0  0
 44 45  1  0  0  0  0
 42 46  1  0  0  0  0
 46 47  1  0  0  0  0
 48 47  1  4  0  0  0
 48 49  2  0  0  0  0
  3 49  1  0  0  0  0
 49 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0298841

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O\N=C1/CC2=CC=C(OC3=CC(C\C(=N\O)C(O)=NCCC4=CC=C(OC5=CC(CCN=C1O)=CC(Br)=C5O)C(Br)=C4)=CC(Br)=C3O)C(Br)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C34H28Br4N4O8/c35-21-9-17-1-3-27(21)49-29-15-19(11-23(37)31(29)43)6-8-40-33(45)25(41-47)13-18-2-4-28(22(36)10-18)50-30-16-20(12-24(38)32(30)44)14-26(42-48)34(46)39-7-5-17/h1-4,9-12,15-16,43-44,47-48H,5-8,13-14H2,(H,39,46)(H,40,45)/b41-25+,42-26-

> <INCHI_KEY>
XNURAFAZUGIXOZ-OOGRQSFXSA-N

> <FORMULA>
C34H28Br4N4O8

> <MOLECULAR_WEIGHT>
940.234

> <EXACT_MASS>
935.864066

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
74.9107775657029

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(12E,25Z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2^{14,17}.1^{3,7}.1^{19,23}]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol

> <JCHEM_LOGP>
8.667319347034116

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
1.460695152295652

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8656736511534033

> <JCHEM_PKA_STRONGEST_BASIC>
3.4924844215376494

> <JCHEM_POLAR_SURFACE_AREA>
189.28

> <JCHEM_REFRACTIVITY>
201.10159999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(12E,25Z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2^{14,17}.1^{3,7}.1^{19,23}]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  O   UNK     0      27.414   5.245   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0      27.793   3.752   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      26.690   2.678   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.608   1.353   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.827  -0.241   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.269  -0.255   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.424  -1.543   0.000  0.00  0.00           C+0
HETATM    8 Br   UNK     0      23.886  -1.482   0.000  0.00  0.00          Br+0
HETATM    9  C   UNK     0      26.163  -2.889   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      25.309  -4.171   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      27.710  -3.055   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.517  -1.687   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      27.424  -4.683   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      26.377  -5.924   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.978  -5.224   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.632  -5.980   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.592  -7.542   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.973  -8.287   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      26.323  -7.507   0.000  0.00  0.00           C+0
HETATM   20 Br   UNK     0      27.644  -8.299   0.000  0.00  0.00          Br+0
HETATM   21  C   UNK     0      22.023  -7.894   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.438  -7.878   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      20.285  -9.411   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0      21.535 -10.310   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      18.894  -7.582   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      18.418  -9.047   0.000  0.00  0.00           O+0
HETATM   27  N   UNK     0      17.458  -6.908   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      16.282  -5.854   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.429  -4.490   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.723  -3.033   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.145  -2.945   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.368  -1.588   0.000  0.00  0.00           C+0
HETATM   33 Br   UNK     0      10.828  -1.570   0.000  0.00  0.00          Br+0
HETATM   34  C   UNK     0      13.166  -0.266   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      12.386   1.062   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      14.727  -0.211   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.448  -1.628   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      15.481   1.252   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      16.490   2.528   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      17.885   1.834   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      19.216   2.621   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      19.254   4.187   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      17.858   4.909   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      16.516   4.111   0.000  0.00  0.00           C+0
HETATM   45 Br   UNK     0      15.184   4.884   0.000  0.00  0.00          Br+0
HETATM   46  C   UNK     0      20.825   4.570   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      22.419   4.555   0.000  0.00  0.00           C+0
HETATM   48  N   UNK     0      23.970   4.242   0.000  0.00  0.00           N+0
HETATM   49  C   UNK     0      25.417   3.609   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      26.185   4.944   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   49                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11    5                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19                                                            
CONECT   21   17   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   37                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38                                                  
CONECT   37   36   30                                                       
CONECT   38   36   39                                                       
CONECT   39   38   40   44                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   46                                                  
CONECT   43   42   44                                                       
CONECT   44   43   39   45                                                  
CONECT   45   44                                                            
CONECT   46   42   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48    3   50                                                  
CONECT   50   49                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  108    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₂₈Br₄N₄O₈

Average Mass

940.2340 Da

Monoisotopic Mass

935.86407 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

O\N=C1/CC2=CC=C(OC3=CC(C\C(=N\O)C(O)=NCCC4=CC=C(OC5=CC(CCN=C1O)=CC(Br)=C5O)C(Br)=C4)=CC(Br)=C3O)C(Br)=C2

InChI Identifier

InChI=1S/C34H28Br4N4O8/c35-21-9-17-1-3-27(21)49-29-15-19(11-23(37)31(29)43)6-8-40-33(45)25(41-47)13-18-2-4-28(22(36)10-18)50-30-16-20(12-24(38)32(30)44)14-26(42-48)34(46)39-7-5-17/h1-4,9-12,15-16,43-44,47-48H,5-8,13-14H2,(H,39,46)(H,40,45)/b41-25+,42-26-

InChI Key

XNURAFAZUGIXOZ-OOGRQSFXSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ianthella basta	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Not Available

Sub Class

Not Available

Direct Parent

Lignans, neolignans and related compounds

Alternative Parents

Substituents

Oxyneolignan skeleton
Macrolactam
Diaryl ether
2-halophenol
2-bromophenol
Phenol
Aryl bromide
Aryl halide
Benzenoid
Carboxamide group
Lactam
Secondary carboxylic acid amide
Carboxylic acid derivative
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Oxime
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organohalogen compound
Organobromide
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

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

102213942

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (12e,25z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2¹⁴,¹⁷.1³,⁷.1¹⁹,²³]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol (NP0298841)

MOL for NP0298841 ((12e,25z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2¹⁴,¹⁷.1³,⁷.1¹⁹,²³]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol)

3D MOL for NP0298841 ((12e,25z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2¹⁴,¹⁷.1³,⁷.1¹⁹,²³]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol)

3D SDF for NP0298841 ((12e,25z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2¹⁴,¹⁷.1³,⁷.1¹⁹,²³]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol)

3D-SDF for NP0298841 ((12e,25z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2¹⁴,¹⁷.1³,⁷.1¹⁹,²³]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol)

PDB for NP0298841 ((12e,25z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2¹⁴,¹⁷.1³,⁷.1¹⁹,²³]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol)

3D PDB for NP0298841 ((12e,25z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2¹⁴,¹⁷.1³,⁷.1¹⁹,²³]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol)

SMILES for NP0298841 ((12e,25z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2¹⁴,¹⁷.1³,⁷.1¹⁹,²³]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol)

INCHI for NP0298841 ((12e,25z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2¹⁴,¹⁷.1³,⁷.1¹⁹,²³]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol)

Structure for NP0298841 ((12e,25z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2¹⁴,¹⁷.1³,⁷.1¹⁹,²³]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol)

3D Structure for NP0298841 ((12e,25z)-5,21,33,36-tetrabromo-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.2¹⁴,¹⁷.1³,⁷.1¹⁹,²³]octatriaconta-1(32),3(38),4,6,10,14,16,19(35),20,22,26,30,33,36-tetradecaene-4,11,20,26-tetrol)