NP-MRD: Showing NP-Card for methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate (NP0274133)

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Record Information

Version

2.0

Created at

2022-09-08 21:24:32 UTC

Updated at

2022-09-08 21:24:32 UTC

NP-MRD ID

NP0274133

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate

Description

Methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate belongs to the class of organic compounds known as 1,4-dioxepanes. These are dioxepanes with the two ring oxygen atoms at position 1 and 4, respectively. methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate is found in Rhodomela confervoides. Methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251515192D          

 31 33  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -4.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -5.6495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -4.1974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -3.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -4.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1792   -5.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7923   -5.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6207   -6.6605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5769   -5.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1900   -6.1506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7484   -4.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5330   -4.5367    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -4.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -3.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -3.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045   -3.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4892   -3.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -4.0268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6607   -2.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4453   -2.4128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0476   -2.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2191   -1.3088    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2630   -2.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6499   -1.8187    0.0000 Br  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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 12 20  1  0  0  0  0
 20 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
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 22 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
    6.1063   -0.9029    0.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1100   -0.2893   -0.0394 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058   -0.7369   -0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4847   -1.7088    0.5949 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8476   -0.0239   -0.9576 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0425   -0.7338   -2.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6406   -2.1345   -1.9013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5601   -1.8531   -0.8858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8865   -2.7057   -0.2789 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4585   -0.4155   -0.7556 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2708    0.3567   -0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1161    0.6260    0.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6304    0.1798    1.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1980    0.4965    3.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9543    0.0453    4.2858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9471    1.2368    3.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3838    1.5562    4.6551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003    1.6866    2.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2876    2.7127    2.6360 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2877    1.3829    1.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1081    1.8548   -0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9759    0.8102   -0.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2358   -0.3359    0.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0420   -1.3455   -0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2855   -2.4808    0.2926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6063   -1.1869   -1.6905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4280   -2.1502   -2.2462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3543   -0.0276   -2.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1479    0.1635   -4.1553 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.5337    0.9767   -1.9216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1777    2.5635   -2.9151 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.0773   -0.3987    0.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8337   -0.7559    1.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2135   -1.9834    0.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0301    1.0158   -1.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3290   -0.2820   -3.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0602   -0.6414   -2.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1404   -2.6116   -2.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4641   -2.7190   -1.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3658    1.3835   -1.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5972   -0.1460   -1.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5383   -0.4047    1.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7931   -0.4964    4.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8635    1.2466    5.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4941    2.3709   -0.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7861    2.6508    0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7825   -0.4344    1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8604   -3.2459   -0.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8399   -2.0310   -3.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 10  5  1  0
 20 12  1  0
 30 22  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  6
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
 11 40  1  0
 11 41  1  0
 13 42  1  0
 15 43  1  0
 17 44  1  0
 21 45  1  0
 21 46  1  0
 23 47  1  0
 25 48  1  0
 27 49  1  0
M  END


  Mrv1533004251515192D          

 31 33  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -4.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -5.6495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -4.1974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -3.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -4.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1792   -5.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7923   -5.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6207   -6.6605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5769   -5.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1900   -6.1506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7484   -4.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5330   -4.5367    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -4.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -3.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -3.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045   -3.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4892   -3.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -4.0268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6607   -2.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4453   -2.4128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0476   -2.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2191   -1.3088    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2630   -2.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6499   -1.8187    0.0000 Br  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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 12 20  1  0  0  0  0
 20 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
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 22 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0274133

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1CCC(=O)N1CC1=CC(O)=C(O)C(Br)=C1CC1=CC(O)=C(O)C(Br)=C1Br

> <INCHI_IDENTIFIER>
InChI=1S/C20H18Br3NO7/c1-31-20(30)11-2-3-14(27)24(11)7-9-6-13(26)18(28)16(22)10(9)4-8-5-12(25)19(29)17(23)15(8)21/h5-6,11,25-26,28-29H,2-4,7H2,1H3

> <INCHI_KEY>
JTKHRHBOOCMXFM-UHFFFAOYSA-N

> <FORMULA>
C20H18Br3NO7

> <MOLECULAR_WEIGHT>
624.076

> <EXACT_MASS>
620.863341

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
47.88266350384425

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate

> <ALOGPS_LOGP>
4.31

> <JCHEM_LOGP>
4.388164153

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.368690536776702

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.643187132588232

> <JCHEM_PKA_STRONGEST_BASIC>
-2.028877547815565

> <JCHEM_POLAR_SURFACE_AREA>
127.53000000000002

> <JCHEM_REFRACTIVITY>
122.8954

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.31e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.580  -7.835   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.104  -9.300   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.564  -9.300   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.342 -10.546   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       0.088  -7.835   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -1.377  -7.359   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.521  -8.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.201  -9.896   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.346 -10.927   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.025 -12.433   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.810 -10.451   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.955 -11.481   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.130  -8.944   0.000  0.00  0.00           C+0
HETATM   19 Br   UNK     0      -6.595  -8.468   0.000  0.00  0.00          Br+0
HETATM   20  C   UNK     0      -3.986  -7.914   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.306  -6.408   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.771  -5.932   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.915  -6.962   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.380  -6.486   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -9.524  -7.517   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -8.700  -4.980   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -10.165  -4.504   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -7.556  -3.949   0.000  0.00  0.00           C+0
HETATM   29 Br   UNK     0      -7.876  -2.443   0.000  0.00  0.00          Br+0
HETATM   30  C   UNK     0      -6.091  -4.425   0.000  0.00  0.00           C+0
HETATM   31 Br   UNK     0      -4.946  -3.395   0.000  0.00  0.00          Br+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    5   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   12   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   30                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   22   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
Methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylic acid	Generator

Chemical Formula

C₂₀H₁₈Br₃NO₇

Average Mass

624.0760 Da

Monoisotopic Mass

620.86334 Da

IUPAC Name

methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate

Traditional Name

methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1CCC(=O)N1CC1=CC(O)=C(O)C(Br)=C1CC1=CC(O)=C(O)C(Br)=C1Br

InChI Identifier

InChI=1S/C20H18Br3NO7/c1-31-20(30)11-2-3-14(27)24(11)7-9-6-13(26)18(28)16(22)10(9)4-8-5-12(25)19(29)17(23)15(8)21/h5-6,11,25-26,28-29H,2-4,7H2,1H3

InChI Key

JTKHRHBOOCMXFM-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
Rhodomela confervoides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,4-dioxepanes. These are dioxepanes with the two ring oxygen atoms at position 1 and 4, respectively.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dioxepanes

Sub Class

1,4-dioxepanes

Direct Parent

1,4-dioxepanes

Alternative Parents

Substituents

1,4-dioxepane
Oxane
Oxacycle
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	4.31	ALOGPS
logP	4.39	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	7.64	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	127.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	122.9 m³·mol⁻¹	ChemAxon
Polarizability	47.88 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

11319566

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate (NP0274133)

MOL for NP0274133 (methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate)

3D MOL for NP0274133 (methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate)

3D SDF for NP0274133 (methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate)

3D-SDF for NP0274133 (methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate)

PDB for NP0274133 (methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate)

3D PDB for NP0274133 (methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate)

SMILES for NP0274133 (methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate)

INCHI for NP0274133 (methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate)

Structure for NP0274133 (methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate)

3D Structure for NP0274133 (methyl 1-({3-bromo-2-[(2,3-dibromo-4,5-dihydroxyphenyl)methyl]-4,5-dihydroxyphenyl}methyl)-5-oxopyrrolidine-2-carboxylate)