NP-MRD: Showing NP-Card for 8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2h-1-benzopyran-5-ol (NP0235982)

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Record Information

Version

2.0

Created at

2022-09-06 18:46:15 UTC

Updated at

2022-09-06 18:46:15 UTC

NP-MRD ID

NP0235982

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2h-1-benzopyran-5-ol

Description

8-(2-Amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2H-1-benzopyran-5-ol belongs to the class of organic compounds known as neoflavans. These are neoflavonoids with a structure based on a 3,4-dihydro-4-aryl-2H-1-benzopyran skeleton. 8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2h-1-benzopyran-5-ol is found in Thermovibrio ammonificans. 8-(2-Amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2H-1-benzopyran-5-ol is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201501192D          

 31 34  0  0  0  0            999 V2000
    0.7145   -3.7125    0.0000 N   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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  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  0  0  0  0
  5 15  1  0  0  0  0
 10 15  2  0  0  0  0
 12 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
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 17 23  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 24 31  1  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
   -6.4578   -0.9220   -2.3512 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5629    0.1009   -1.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2031   -0.4982   -1.5950 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2605   -1.6018   -0.7199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1812    0.4686   -1.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5570    1.8154   -1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6734    2.7981   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3636    2.4416   -0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479    3.4904   -0.0138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9660    1.1152   -0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9037    0.1608   -0.8444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4650   -1.1656   -0.9023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1030   -1.4126   -1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8403   -0.6410   -0.4374 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1149   -0.5985   -0.9782 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755   -1.1531   -0.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3673   -1.9397    0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5576   -2.4931    0.9166 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7125   -2.2564    0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6405   -1.4686   -0.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8058   -1.2526   -1.6973 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4287   -0.9232   -1.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3927    0.7370   -0.0654 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6677    0.9189    1.4095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7868    1.5588    1.8910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0326    1.7254    3.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1507    1.2492    4.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5289    1.4996    5.9990 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.0017    0.5937    3.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1982   -0.0520    5.0288 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2151    0.4424    2.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9887   -1.2176   -3.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4901   -1.7792   -1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9699    0.5906   -0.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5378    0.8759   -2.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8725   -0.9172   -2.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6236   -1.5185    0.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5609    2.1326   -1.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9827    3.8556   -0.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098    3.3203    0.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0294   -1.1773   -2.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0934   -2.4910   -1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9030   -1.2589    0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5155   -2.1799    1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6285   -3.1059    1.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6477   -2.6921    0.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4166   -0.4529   -1.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4089   -0.3103   -2.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0747    1.4808   -0.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017    1.9452    1.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9198    2.2315    3.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1098   -0.0690    2.0037 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 14 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 11  5  1  0
 22 16  1  0
 31 24  1  0
 23 10  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  4 37  1  0
  6 38  1  0
  7 39  1  0
  9 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  1
 17 44  1  0
 18 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  6
 25 50  1  0
 26 51  1  0
 31 52  1  0
M  END


  Mrv1533004201501192D          

 31 34  0  0  0  0            999 V2000
    0.7145   -3.7125    0.0000 N   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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  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  0  0  0  0
  5 15  1  0  0  0  0
 10 15  2  0  0  0  0
 12 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
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 17 23  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 24 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0235982

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCC(O)C1=CC=C(O)C2=C1OCC(OC1=CC=CC(O)=C1)C2C1=CC=C(Br)C(Br)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H21Br2NO5/c24-16-6-4-12(8-17(16)25)21-20(31-14-3-1-2-13(27)9-14)11-30-23-15(19(29)10-26)5-7-18(28)22(21)23/h1-9,19-21,27-29H,10-11,26H2

> <INCHI_KEY>
RXHDLZKGVZUGQS-UHFFFAOYSA-N

> <FORMULA>
C23H21Br2NO5

> <MOLECULAR_WEIGHT>
551.231

> <EXACT_MASS>
548.978649

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
48.392798806581425

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2H-1-benzopyran-5-ol

> <ALOGPS_LOGP>
4.10

> <JCHEM_LOGP>
3.952900303575349

> <ALOGPS_LOGS>
-4.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.945117646807105

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.412742982889574

> <JCHEM_PKA_STRONGEST_BASIC>
8.848882373015245

> <JCHEM_POLAR_SURFACE_AREA>
105.17000000000002

> <JCHEM_REFRACTIVITY>
124.26310000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2H-1-benzopyran-5-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  N   UNK     0       1.334  -6.930   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   28 Br   UNK     0       5.335   6.160   0.000  0.00  0.00          Br+0
HETATM   29  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   30 Br   UNK     0       8.002   4.620   0.000  0.00  0.00          Br+0
HETATM   31  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12   24                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    5   10                                                  
CONECT   16   12   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   17                                                       
CONECT   24   11   25   31                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   24                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₁Br₂NO₅

Average Mass

551.2310 Da

Monoisotopic Mass

548.97865 Da

IUPAC Name

8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2H-1-benzopyran-5-ol

Traditional Name

8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2H-1-benzopyran-5-ol

CAS Registry Number

Not Available

SMILES

NCC(O)C1=CC=C(O)C2=C1OCC(OC1=CC=CC(O)=C1)C2C1=CC=C(Br)C(Br)=C1

InChI Identifier

InChI=1S/C23H21Br2NO5/c24-16-6-4-12(8-17(16)25)21-20(31-14-3-1-2-13(27)9-14)11-30-23-15(19(29)10-26)5-7-18(28)22(21)23/h1-9,19-21,27-29H,10-11,26H2

InChI Key

RXHDLZKGVZUGQS-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
Thermovibrio ammonificans	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as neoflavans. These are neoflavonoids with a structure based on a 3,4-dihydro-4-aryl-2H-1-benzopyran skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Neoflavonoids

Sub Class

Neoflavans

Direct Parent

Neoflavans

Alternative Parents

Substituents

Neoflavan
Chromane
Benzopyran
1-benzopyran
Phenoxy compound
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Bromobenzene
Aralkylamine
Halobenzene
Phenol
Aryl bromide
Aryl halide
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
1,2-aminoalcohol
Oxacycle
Ether
Organoheterocyclic compound
Primary amine
Primary aliphatic amine
Amine
Organohalogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Alcohol
Organobromide
Organooxygen compound
Aromatic alcohol
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
logP	4.1	ALOGPS
logP	3.95	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	9.41	ChemAxon
pKa (Strongest Basic)	8.85	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	105.17 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	124.26 m³·mol⁻¹	ChemAxon
Polarizability	48.39 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74941450

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2h-1-benzopyran-5-ol (NP0235982)

MOL for NP0235982 (8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2h-1-benzopyran-5-ol)

3D MOL for NP0235982 (8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2h-1-benzopyran-5-ol)

3D SDF for NP0235982 (8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2h-1-benzopyran-5-ol)

3D-SDF for NP0235982 (8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2h-1-benzopyran-5-ol)

PDB for NP0235982 (8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2h-1-benzopyran-5-ol)

3D PDB for NP0235982 (8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2h-1-benzopyran-5-ol)

SMILES for NP0235982 (8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2h-1-benzopyran-5-ol)

INCHI for NP0235982 (8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2h-1-benzopyran-5-ol)

Structure for NP0235982 (8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2h-1-benzopyran-5-ol)

3D Structure for NP0235982 (8-(2-amino-1-hydroxyethyl)-4-(3,4-dibromophenyl)-3-(3-hydroxyphenoxy)-3,4-dihydro-2h-1-benzopyran-5-ol)