NP-MRD: Showing NP-Card for (2e)-3-(3-bromo-4-hydroxyphenyl)-n-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(n-hydroxyimino)propanimidic acid (NP0268425)

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Record Information

Version

1.0

Created at

2022-09-08 13:32:18 UTC

Updated at

2022-09-08 13:32:19 UTC

NP-MRD ID

NP0268425

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-3-(3-bromo-4-hydroxyphenyl)-n-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(n-hydroxyimino)propanimidic acid

Description

Psammaplin D belongs to the class of organic compounds known as o-bromophenols. These are bromophenols carrying a iodine at the C2 position of the benzene ring. (2e)-3-(3-bromo-4-hydroxyphenyl)-n-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(n-hydroxyimino)propanimidic acid is found in Pseudoceratina purpurea. It was first documented in 2003 (PMID: 14640526). Based on a literature review a small amount of articles have been published on Psammaplin D (PMID: 12737565) (PMID: 32697400) (PMID: 24020294).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082215322D          

 26 26  0  0  0  0            999 V2000
   -5.7158   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  4  0  0  0
  6  7  1  0  0  0  0
  7  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
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 17 24  1  0  0  0  0
 15 25  2  0  0  0  0
 25 26  1  0  0  0  0
M  END

     RDKit          3D

 46 46  0  0  0  0  0  0  0  0999 V2000
    5.3155   -2.7109    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1987   -1.9484   -0.5820 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2508   -0.5769   -0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3891    0.0869   -0.9028 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2272    0.0784   -0.1520 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1206    1.5010   -0.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3723    2.0058   -1.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7397    1.2219   -1.2718 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5605    1.8624    0.3624 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7854    0.8110    1.8132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378   -0.5811    1.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1666   -0.4228    1.2016 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6723   -0.5776    0.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1844   -0.9260   -1.0087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0997   -0.4052   -0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0067   -0.0411    0.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4225    0.0926    0.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2742   -1.0079    0.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5876   -0.8935    0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1275    0.3038   -0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4750    0.4089   -0.6434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2818    1.3853   -0.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0068    3.0481   -0.8934 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.9643    1.2913    0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5607   -0.5729   -1.3954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8579   -0.4436   -1.7645 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4687   -3.7812    0.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6549   -2.5333    1.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2670   -2.4575    0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1122   -0.2563   -1.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5409    1.7892    0.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064    2.0029    0.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2427    3.1154   -1.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9188    1.8450   -2.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1549    1.2604    2.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8389    0.7276    2.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3365   -1.2535    2.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7964   -0.9637    0.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1715   -1.3809   -1.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9273   -0.7882    1.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6773    0.9360    1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8712   -1.9621    0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2589   -1.7490    0.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8060    1.3065   -0.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3059    2.1636    0.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2986   -1.0104   -2.4776 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
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
 15 25  2  0
 25 26  1  0
 24 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 24 45  1  0
 26 46  1  0
M  END


  Mrv1652309082215322D          

 26 26  0  0  0  0            999 V2000
   -5.7158   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  4  0  0  0
  6  7  1  0  0  0  0
  7  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
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 17 24  1  0  0  0  0
 15 25  2  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0268425

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(O)=NCCSSCCN=C(O)C(\CC1=CC=C(O)C(Br)=C1)=N\O

> <INCHI_IDENTIFIER>
InChI=1S/C15H20BrN3O5S2/c1-24-15(22)18-5-7-26-25-6-4-17-14(21)12(19-23)9-10-2-3-13(20)11(16)8-10/h2-3,8,20,23H,4-7,9H2,1H3,(H,17,21)(H,18,22)/b19-12+

> <INCHI_KEY>
QBAGBBYBQAYFBT-XDHOZWIPSA-N

> <FORMULA>
C15H20BrN3O5S2

> <MOLECULAR_WEIGHT>
466.37

> <EXACT_MASS>
465.002776

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
43.01470312930869

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(3-bromo-4-hydroxyphenyl)-N-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(N-hydroxyimino)propanimidic acid

> <JCHEM_LOGP>
2.039666965565033

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
1.826268369268666

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1006170159834192

> <JCHEM_PKA_STRONGEST_BASIC>
3.7132276288102832

> <JCHEM_POLAR_SURFACE_AREA>
127.23

> <JCHEM_REFRACTIVITY>
108.52880000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(3-bromo-4-hydroxyphenyl)-N-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(N-hydroxyimino)propanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0     -10.669 -10.780   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -9.336 -11.550   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -8.002 -10.780   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -8.002  -9.240   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      -6.668 -11.550   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -5.335 -10.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0      -2.667 -10.780   0.000  0.00  0.00           S+0
HETATM    9  S   UNK     0      -1.334 -11.550   0.000  0.00  0.00           S+0
HETATM   10  C   UNK     0       0.000 -10.780   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.667 -10.780   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.001 -13.090   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.335 -10.780   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002 -10.780   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336  -8.470   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      12.003  -8.470   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      10.669 -10.780   0.000  0.00  0.00           C+0
HETATM   23 Br   UNK     0      12.003 -11.550   0.000  0.00  0.00          Br+0
HETATM   24  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       5.335  -9.240   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0       6.668  -8.470   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   25                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   17                                                       
CONECT   25   15   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀BrN₃O₅S₂

Average Mass

466.3700 Da

Monoisotopic Mass

465.00278 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(O)=NCCSSCCN=C(O)C(\CC1=CC=C(O)C(Br)=C1)=N\O

InChI Identifier

InChI=1S/C15H20BrN3O5S2/c1-24-15(22)18-5-7-26-25-6-4-17-14(21)12(19-23)9-10-2-3-13(20)11(16)8-10/h2-3,8,20,23H,4-7,9H2,1H3,(H,17,21)(H,18,22)/b19-12+

InChI Key

QBAGBBYBQAYFBT-XDHOZWIPSA-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
Pseudoceratina purpurea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-bromophenols. These are bromophenols carrying a iodine at the C2 position of the benzene ring.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

2-bromophenol
1-hydroxy-2-unsubstituted benzenoid
Bromobenzene
Halobenzene
Aryl bromide
Aryl halide
Monocyclic benzene moiety
Fatty acyl
Fatty amide
Methylcarbamate
Carbamic acid ester
Ketoxime
Dialkyldisulfide
Carboxamide group
Secondary carboxylic acid amide
Organic disulfide
Sulfenyl compound
Carboxylic acid derivative
Oxime
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organohalogen compound
Organobromide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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

C00040081

Chemspider ID

10195779

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21581855

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Park Y, Liu Y, Hong J, Lee CO, Cho H, Kim DK, Im KS, Jung JH: New bromotyrosine derivatives from an association of two sponges, Jaspis wondoensis and Poecillastra wondoensis. J Nat Prod. 2003 Nov;66(11):1495-8. doi: 10.1021/np030162j. [PubMed:14640526 ]
Pina IC, Gautschi JT, Wang GY, Sanders ML, Schmitz FJ, France D, Cornell-Kennon S, Sambucetti LC, Remiszewski SW, Perez LB, Bair KW, Crews P: Psammaplins from the sponge Pseudoceratina purpurea: inhibition of both histone deacetylase and DNA methyltransferase. J Org Chem. 2003 May 16;68(10):3866-73. doi: 10.1021/jo034248t. [PubMed:12737565 ]
Oluwabusola ET, Tabudravu JN, Al Maqbali KS, Annang F, Perez-Moreno G, Reyes F, Jaspars M: Antiparasitic Activity of Bromotyrosine Alkaloids and New Analogues Isolated from the Fijian Marine Sponge Aplysinella rhax. Chem Biodivers. 2020 Oct;17(10):e2000335. doi: 10.1002/cbdv.202000335. Epub 2020 Sep 29. [PubMed:32697400 ]
Hiusen TJ, Kamble-Shripat T: Delayed toxicity of two chitinolytic enzyme inhibitors (psammaplin a and pentoxifylline) against eastern subterranean termites (Isoptera: Rhinotermitidae). J Econ Entomol. 2013 Aug;106(4):1788-93. doi: 10.1603/ec12442. [PubMed:24020294 ]
LOTUS database [Link]

Showing NP-Card for (2e)-3-(3-bromo-4-hydroxyphenyl)-n-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(n-hydroxyimino)propanimidic acid (NP0268425)

MOL for NP0268425 ((2e)-3-(3-bromo-4-hydroxyphenyl)-n-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(n-hydroxyimino)propanimidic acid)

3D MOL for NP0268425 ((2e)-3-(3-bromo-4-hydroxyphenyl)-n-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(n-hydroxyimino)propanimidic acid)

3D SDF for NP0268425 ((2e)-3-(3-bromo-4-hydroxyphenyl)-n-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(n-hydroxyimino)propanimidic acid)

3D-SDF for NP0268425 ((2e)-3-(3-bromo-4-hydroxyphenyl)-n-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(n-hydroxyimino)propanimidic acid)

PDB for NP0268425 ((2e)-3-(3-bromo-4-hydroxyphenyl)-n-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(n-hydroxyimino)propanimidic acid)

3D PDB for NP0268425 ((2e)-3-(3-bromo-4-hydroxyphenyl)-n-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(n-hydroxyimino)propanimidic acid)

SMILES for NP0268425 ((2e)-3-(3-bromo-4-hydroxyphenyl)-n-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(n-hydroxyimino)propanimidic acid)

INCHI for NP0268425 ((2e)-3-(3-bromo-4-hydroxyphenyl)-n-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(n-hydroxyimino)propanimidic acid)

Structure for NP0268425 ((2e)-3-(3-bromo-4-hydroxyphenyl)-n-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(n-hydroxyimino)propanimidic acid)

3D Structure for NP0268425 ((2e)-3-(3-bromo-4-hydroxyphenyl)-n-{2-[(2-{[hydroxy(methoxy)methylidene]amino}ethyl)disulfanyl]ethyl}-2-(n-hydroxyimino)propanimidic acid)