NP-MRD: Showing NP-Card for Lophirone E (NP0054854)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 01:04:31 UTC

Updated at

2022-04-28 01:04:31 UTC

NP-MRD ID

NP0054854

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lophirone E

Description

Lophirone e belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Thus, lophirone e is considered to be a flavonoid. Lophirone E is found in Lophira alata and Lophira lanceolata . Lophirone E was first documented in 2019 (PMID: 31585261). Based on a literature review a small amount of articles have been published on Lophirone e (PMID: 35056779) (PMID: 32192964).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282203042D          

 28 31  0  0  0  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -3.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -3.8396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  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  2  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
  2 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
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 28  1  0  0  0  0
M  END

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    4.0125   -2.0254   -0.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0990   -1.0113   -0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8921   -0.3021    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7409   -0.7526   -0.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4596   -0.1298   -0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2780    0.9631    0.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9955    1.4987    0.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1283    0.9782    0.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4012    1.2473    0.3628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0914    0.4175   -0.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5207    0.3849   -0.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3988    1.2936   -0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7685    1.2331   -0.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2837    0.2582   -1.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6502    0.1781   -1.4595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4075   -0.6570   -1.7367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0496   -0.5805   -1.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1753   -0.4647   -0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9352   -0.1248   -0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6926   -0.6660   -0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4068   -0.6311    0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5240   -1.3795   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7934   -1.0890    0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0511   -0.0371    1.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3397    0.2579    1.6563 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9711    0.7086    1.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6674    0.4121    1.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6564    1.2099    1.6303 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8498    0.5505    0.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7908   -1.6028   -0.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1426    1.4231    1.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0921    2.3703    1.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0184    2.0612    0.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4412    1.9550    0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2805   -0.3752   -0.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8333   -1.4126   -2.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3843   -1.3098   -1.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3644   -1.2992   -1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5530   -1.5328   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3240   -2.2171   -0.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6370   -1.6876    0.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8849    0.9003    1.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1233    1.5429    2.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8213    1.9822    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 11 17  1  0
 17 16  2  0
 11 10  1  0
 10 18  2  0
 18 19  1  0
 19 20  2  0
 20  5  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  2 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
 16 14  1  0
  9 10  1  0
  8 19  1  0
 27 21  1  0
 15 35  1  0
 13 34  1  0
 12 33  1  0
 17 37  1  0
 16 36  1  0
 18 38  1  0
 20 39  1  0
  4 30  1  0
  3 29  1  0
 22 40  1  0
 23 41  1  0
 25 42  1  0
 26 43  1  0
 28 44  1  0
  6 31  1  0
  7 32  1  0
M  END


  Mrv1652304282203042D          

 28 31  0  0  0  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -3.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -3.8396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  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  2  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
  2 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
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0054854

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(C=C1)C1=CC2=CC(\C=C\C(=O)C3=CC=C(O)C=C3O)=CC=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C23H16O5/c24-17-5-3-15(4-6-17)23-12-16-11-14(2-10-22(16)28-23)1-9-20(26)19-8-7-18(25)13-21(19)27/h1-13,24-25,27H/b9-1+

> <INCHI_KEY>
ASHHFRLYDYFCHN-XLUWADSXSA-N

> <FORMULA>
C23H16O5

> <MOLECULAR_WEIGHT>
372.376

> <EXACT_MASS>
372.099773615

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
40.43966119587135

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-1-(2,4-dihydroxyphenyl)-3-[2-(4-hydroxyphenyl)-1-benzofuran-5-yl]prop-2-en-1-one

> <ALOGPS_LOGP>
4.81

> <JCHEM_LOGP>
5.355979230333333

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.66499479229358

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.1139395989992025

> <JCHEM_PKA_STRONGEST_BASIC>
-2.911687230484341

> <JCHEM_POLAR_SURFACE_AREA>
90.9

> <JCHEM_REFRACTIVITY>
106.67449999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.68e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lophirone E

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.090   1.509   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.630   1.509   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.400   2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.630   4.177   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.090   4.177   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.940   2.843   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.591   1.303   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.591  -0.237   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.925  -1.007   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.259  -0.237   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.925  -2.547   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.259  -3.317   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.259  -4.857   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.925  -5.627   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.591  -4.857   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.591  -3.317   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.258  -2.547   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.925  -7.167   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13                                                            
CONECT   17    2   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   25   21   27                                                  
CONECT   27   26                                                            
CONECT   28   24                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₁₆O₅

Average Mass

372.3760 Da

Monoisotopic Mass

372.09977 Da

IUPAC Name

(2E)-1-(2,4-dihydroxyphenyl)-3-[2-(4-hydroxyphenyl)-1-benzofuran-5-yl]prop-2-en-1-one

Traditional Name

lophirone E

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1)C1=CC2=CC(\C=C\C(=O)C3=CC=C(O)C=C3O)=CC=C2O1

InChI Identifier

InChI=1S/C23H16O5/c24-17-5-3-15(4-6-17)23-12-16-11-14(2-10-22(16)28-23)1-9-20(26)19-8-7-18(25)13-21(19)27/h1-13,24-25,27H/b9-1+

InChI Key

ASHHFRLYDYFCHN-XLUWADSXSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Lophira alata	LOTUS Database	35616633
Lophira lanceolata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Furanochalcone
2'-hydroxychalcone
2-phenylbenzofuran
Phenylbenzofuran
Cinnamic acid or derivatives
Benzofuran
Benzoyl
Resorcinol
Aryl ketone
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Acryloyl-group
Heteroaromatic compound
Enone
Furan
Vinylogous acid
Alpha,beta-unsaturated ketone
Ketone
Oxacycle
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120075 )

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	4.81	ALOGPS
logP	5.36	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	7.11	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.9 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	106.67 m³·mol⁻¹	ChemAxon
Polarizability	40.44 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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

C00007166

Chemspider ID

24845882

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14376454

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pozzetti L, Ibba R, Rossi S, Taglialatela-Scafati O, Taramelli D, Basilico N, D'Alessandro S, Parapini S, Butini S, Campiani G, Gemma S: Total Synthesis of the Natural Chalcone Lophirone E, Synthetic Studies toward Benzofuran and Indole-Based Analogues, and Investigation of Anti-Leishmanial Activity. Molecules. 2022 Jan 11;27(2). pii: molecules27020463. doi: 10.3390/molecules27020463. [PubMed:35056779 ]
Sore H, Lopatriello A, Ebstie YA, Tenoh Guedoung AR, Hilou A, Pereira JA, Kijjoa A, Habluetzel A, Taglialatela-Scafati O: Plasmodium stage-selective antimalarials from Lophira lanceolata stem bark. Phytochemistry. 2020 Jun;174:112336. doi: 10.1016/j.phytochem.2020.112336. Epub 2020 Mar 16. [PubMed:32192964 ]
Lopatriello A, Sore H, Habluetzel A, Parapini S, D'Alessandro S, Taramelli D, Taglialatela-Scafati O: Identification of a potent and selective gametocytocidal antimalarial agent from the stem barks of Lophira lanceolata. Bioorg Chem. 2019 Dec;93:103321. doi: 10.1016/j.bioorg.2019.103321. Epub 2019 Sep 26. [PubMed:31585261 ]

Showing NP-Card for Lophirone E (NP0054854)

MOL for NP0054854 (Lophirone E)

3D MOL for NP0054854 (Lophirone E)

3D SDF for NP0054854 (Lophirone E)

3D-SDF for NP0054854 (Lophirone E)

PDB for NP0054854 (Lophirone E)

3D PDB for NP0054854 (Lophirone E)

SMILES for NP0054854 (Lophirone E)

INCHI for NP0054854 (Lophirone E)

Structure for NP0054854 (Lophirone E)

3D Structure for NP0054854 (Lophirone E)