NP-MRD: Showing NP-Card for Balsaminone A (NP0083015)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 04:04:20 UTC

Updated at

2022-04-29 04:04:20 UTC

NP-MRD ID

NP0083015

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Balsaminone A

Description

Balsaminone A belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Balsaminone A is found in Impatiens balsamina . Balsaminone A was first documented in 2011 (PMID: 21870880). Based on a literature review a small amount of articles have been published on Balsaminone A (PMID: 35468453) (PMID: 32874349) (PMID: 22876680).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292206042D          

 26 30  0  0  0  0            999 V2000
    6.5943    0.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2332   -0.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4103   -0.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9484    0.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3095    1.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1324    1.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8476    1.7797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0246    1.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636    0.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1254    0.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180   -0.3544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8426   -0.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8707    0.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1707    1.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1989    2.0128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4426    0.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4145   -0.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1144   -0.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0863   -1.2853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6863   -0.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0137    0.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0145    0.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7426    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5628    2.4051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7398    2.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2086    2.5215    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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 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
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  2  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 16 23  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  1  0  0  0  0
  7 26  1  0  0  0  0
M  END

     RDKit          3D

 38 42  0  0  0  0  0  0  0  0999 V2000
   -0.7826   -3.3806    0.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8638   -2.3105    1.1968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3537   -1.1183    0.6835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7479   -0.9604    0.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4812   -2.0231    1.1041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3348    0.1912    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7012    0.3220    0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2590    1.4685   -0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4324    2.4681   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0615    2.3766   -0.8323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5063    1.1974   -0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1289    1.0781   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1699    1.9066   -0.6505 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9956    1.3605   -0.4161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7903    0.0915    0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5817   -0.0916    0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8881   -0.7581    0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7377   -1.8872    1.0226 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2758   -0.2920    0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3448   -1.1086    0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6458   -0.6930    0.4837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8451    0.5560   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7906    1.3562   -0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4794    0.9530   -0.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3622    1.8124   -0.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6270    2.9459   -1.1205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4498   -4.3097    0.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7986   -3.5361   -0.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1188   -3.0840   -0.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4692   -2.0274    1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3347   -0.4673    0.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3454    1.5477   -0.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9074    3.3619   -1.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3986    3.1584   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1513   -2.0947    1.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5023   -1.2955    0.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8673    0.9340   -0.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9242    2.3521   -0.8628 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
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 16  2  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 14 25  1  0
 25 26  2  0
 25 24  1  0
 24 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 19 17  1  0
 17 18  2  0
 16  3  1  0
 17 15  1  0
 11  6  1  0
 13 12  1  0
 23 24  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
M  END


  Mrv1652304292206042D          

 26 30  0  0  0  0            999 V2000
    6.5943    0.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2332   -0.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4103   -0.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9484    0.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3095    1.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1324    1.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8476    1.7797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0246    1.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636    0.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1254    0.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180   -0.3544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8426   -0.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8707    0.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1707    1.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1989    2.0128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4426    0.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4145   -0.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1144   -0.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0863   -1.2853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6863   -0.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0137    0.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0145    0.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7426    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5628    2.4051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7398    2.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2086    2.5215    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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 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
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  2  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 16 23  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  1  0  0  0  0
  7 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0083015

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C2=CC=CC=C2C2=C1C1=C(O2)C(=O)C2=C(C=CC=C2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H12O5/c1-25-20-15-14-16(22)10-6-2-3-7-11(10)18(24)21(14)26-19(15)13-9-5-4-8-12(13)17(20)23/h2-9,23H,1H3

> <INCHI_KEY>
JQFHQCMGGLBEJC-UHFFFAOYSA-N

> <FORMULA>
C21H12O5

> <MOLECULAR_WEIGHT>
344.322

> <EXACT_MASS>
344.068473486

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
35.53456584107857

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
20-hydroxy-21-methoxy-12-oxapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{14,19}]henicosa-1(13),2(11),4(9),5,7,14,16,18,20-nonaene-3,10-dione

> <ALOGPS_LOGP>
3.72

> <JCHEM_LOGP>
3.5260707683333328

> <ALOGPS_LOGS>
-4.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.061320829900328

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1460698485226604

> <JCHEM_POLAR_SURFACE_AREA>
76.74000000000001

> <JCHEM_REFRACTIVITY>
94.76390000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.80e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
20-hydroxy-21-methoxy-12-oxapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{14,19}]henicosa-1(13),2(11),4(9),5,7,14,16,18,20-nonaene-3,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      12.309   0.879   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.635  -0.506   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.099  -0.615   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.237   0.661   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.911   2.046   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.447   2.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.049   3.322   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.513   3.213   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.839   1.829   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.701   0.553   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.754  -0.662   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.306  -0.136   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.359   1.403   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.052   2.218   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.105   3.757   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.693   1.494   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.640  -0.045   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.947  -0.860   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.894  -2.399   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.281  -0.769   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.025   0.046   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.027   1.585   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.386   2.309   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.650   4.489   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.114   4.381   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.723   4.707   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   26                                                  
CONECT    8    7    9   24                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12    9   14                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   23                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   12   19                                                  
CONECT   19   18                                                            
CONECT   20   17   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   16                                                       
CONECT   24    8   25                                                       
CONECT   25   24                                                            
CONECT   26    7                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Value	Source
5-Hydroxy-6-methoxy-dinaphtho(1,2-b-2',3'-D)furan-7,12-dione	MeSH

Chemical Formula

C₂₁H₁₂O₅

Average Mass

344.3220 Da

Monoisotopic Mass

344.06847 Da

IUPAC Name

20-hydroxy-21-methoxy-12-oxapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{14,19}]henicosa-1(13),2(11),4(9),5,7,14,16,18,20-nonaene-3,10-dione

Traditional Name

20-hydroxy-21-methoxy-12-oxapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{14,19}]henicosa-1(13),2(11),4(9),5,7,14,16,18,20-nonaene-3,10-dione

CAS Registry Number

Not Available

SMILES

COC1=C(O)C2=CC=CC=C2C2=C1C1=C(O2)C(=O)C2=C(C=CC=C2)C1=O

InChI Identifier

InChI=1S/C21H12O5/c1-25-20-15-14-16(22)10-6-2-3-7-11(10)18(24)21(14)26-19(15)13-9-5-4-8-12(13)17(20)23/h2-9,23H,1H3

InChI Key

JQFHQCMGGLBEJC-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, 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
Impatiens balsamina	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Naphthofuran
1-naphthol
Naphthalene
Benzofuran
Anisole
Aryl ketone
Phenol ether
Alkyl aryl ether
Phenol
Benzenoid
Heteroaromatic compound
Furan
Ketone
Ether
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen 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	3.72	ALOGPS
logP	3.53	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.06	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	76.74 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	94.76 m³·mol⁻¹	ChemAxon
Polarizability	35.53 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

C00050009

Chemspider ID

7973969

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9798203

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kar B, Dehury B, Singh MK, Pati S, Bhattacharya D: Identification of phytocompounds as newer antiviral drugs against COVID-19 through molecular docking and simulation based study. J Mol Graph Model. 2022 Jul;114:108192. doi: 10.1016/j.jmgm.2022.108192. Epub 2022 Apr 14. [PubMed:35468453 ]
Daley SK, Downer-Riley N: The biomimetic synthesis of balsaminone A and ellagic acid via oxidative dimerization. Beilstein J Org Chem. 2020 Aug 18;16:2026-2031. doi: 10.3762/bjoc.16.169. eCollection 2020. [PubMed:32874349 ]
Pei H, Lei J, Qian SH: A new cytotoxic dinaphthofuran-7,12-dione derivatives from the seeds of Impatiens balsamina. Zhong Yao Cai. 2012 Mar;35(3):407-10. [PubMed:22876680 ]
Padwal J, Lewis W, Moody CJ: Synthesis of balsaminone A, a naturally occurring pentacyclic dinaphthofuran quinone. J Org Chem. 2011 Oct 7;76(19):8082-7. doi: 10.1021/jo201395n. Epub 2011 Aug 29. [PubMed:21870880 ]

Showing NP-Card for Balsaminone A (NP0083015)

MOL for NP0083015 (Balsaminone A)

3D MOL for NP0083015 (Balsaminone A)

3D SDF for NP0083015 (Balsaminone A)

3D-SDF for NP0083015 (Balsaminone A)

PDB for NP0083015 (Balsaminone A)

3D PDB for NP0083015 (Balsaminone A)

SMILES for NP0083015 (Balsaminone A)

INCHI for NP0083015 (Balsaminone A)

Structure for NP0083015 (Balsaminone A)

3D Structure for NP0083015 (Balsaminone A)