NP-MRD: Showing NP-Card for 2-[(2s)-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate (NP0262853)

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Record Information

Version

2.0

Created at

2022-09-08 05:51:11 UTC

Updated at

2022-09-08 05:51:11 UTC

NP-MRD ID

NP0262853

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(2s)-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate

Description

FELAMIDIN belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. 2-[(2s)-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate is found in Ferulago sylvatica. 2-[(2s)-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate was first documented in 2009 (PMID: 20120111). Based on a literature review a small amount of articles have been published on FELAMIDIN (PMID: 32641960) (PMID: 29233045).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082207512D          

 26 29  0  0  1  0            999 V2000
    0.5433   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5433   -1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5433   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817   -1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6942   -1.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817   -0.5065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5192   -1.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9317   -1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7567   -1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -1.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7567   -0.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9317   -0.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683   -1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8532   -1.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    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
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -2.7604    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
    1.8532   -2.6029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 13  2  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 15 25  2  0  0  0  0
 25 26  1  0  0  0  0
 13 26  1  0  0  0  0
M  END

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    1.1968   -3.1755    1.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1147   -1.6788    1.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3901   -1.6094    2.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0693   -1.0266    0.6745 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3913    0.2968    0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7573    1.0716    1.4004 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4355    0.8588   -0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1670    0.0672   -1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1444    0.6213   -1.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4268    1.9786   -1.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6918    2.7695   -1.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7101    2.2093   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036   -1.2854    1.2165 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7542   -1.4726   -0.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9627   -0.6123   -0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -0.5639   -1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0576    0.3831   -0.8335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1824    0.4241   -1.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1294    1.3919   -1.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9420    2.2644   -0.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8377    3.1199   -0.1196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747    2.1977    0.4330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9424    1.2876    0.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8210    1.2326    1.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8399    0.2872    0.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6289    0.0432    1.4611 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3179   -3.3313    0.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9879   -3.6502    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2406   -3.6367    1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4806   -1.3672    3.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2206   -2.5716    3.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8473   -0.7608    3.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9524   -1.0112   -1.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7311    0.0034   -2.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2020    2.3937   -2.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9135    3.8285   -1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1383    2.8341    0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9322   -2.0039    1.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078   -1.1043   -0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9969   -2.5446   -0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2180   -1.2554   -1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2973   -0.2816   -2.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0029    1.4267   -2.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7222    1.9521    1.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 25  2  0
 25 26  1  0
 25 24  1  0
 24 23  2  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17 16  2  0
 12  7  1  0
 26 13  1  0
 17 23  1  0
 16 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  1
 14 39  1  0
 14 40  1  0
 24 44  1  0
 19 43  1  0
 18 42  1  0
 16 41  1  0
M  END


  Mrv1652309082207512D          

 26 29  0  0  1  0            999 V2000
    0.5433   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5433   -1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5433   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817   -1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6942   -1.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817   -0.5065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5192   -1.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9317   -1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7567   -1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -1.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7567   -0.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9317   -0.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683   -1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8532   -1.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    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
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -2.7604    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
    1.8532   -2.6029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 13  2  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 15 25  2  0  0  0  0
 25 26  1  0  0  0  0
 13 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0262853

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(OC(=O)C1=CC=CC=C1)[C@@H]1CC2=C(O1)C=C1OC(=O)C=CC1=C2

> <INCHI_IDENTIFIER>
InChI=1S/C21H18O5/c1-21(2,26-20(23)13-6-4-3-5-7-13)18-11-15-10-14-8-9-19(22)25-16(14)12-17(15)24-18/h3-10,12,18H,11H2,1-2H3/t18-/m0/s1

> <INCHI_KEY>
VIPXLQMQEIDXMH-SFHVURJKSA-N

> <FORMULA>
C21H18O5

> <MOLECULAR_WEIGHT>
350.37

> <EXACT_MASS>
350.11542368

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
36.92560506419083

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2S)-7-oxo-2H,3H,7H-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate

> <JCHEM_LOGP>
4.2276934556666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.882766215652028

> <JCHEM_POLAR_SURFACE_AREA>
61.830000000000005

> <JCHEM_REFRACTIVITY>
96.16290000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2S)-7-oxo-2H,3H-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       1.014  -5.153   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.014  -3.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.014  -2.073   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.526  -3.613   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.296  -2.279   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.526  -0.945   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.836  -2.279   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.606  -3.613   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.146  -3.613   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.916  -2.279   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.146  -0.945   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.606  -0.945   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.554  -3.613   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.459  -2.367   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.591  -2.843   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.925  -2.073   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.259  -2.843   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.259  -4.383   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.592  -5.153   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.925  -5.153   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.591  -4.383   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.258  -5.153   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.924  -4.383   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.459  -4.859   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   13                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13    2   14   26                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   25                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   17   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   15   26                                                  
CONECT   26   25   13                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

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Synonyms

Not Available

Chemical Formula

C₂₁H₁₈O₅

Average Mass

350.3700 Da

Monoisotopic Mass

350.11542 Da

IUPAC Name

2-[(2S)-7-oxo-2H,3H,7H-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate

Traditional Name

2-[(2S)-7-oxo-2H,3H-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate

CAS Registry Number

Not Available

SMILES

CC(C)(OC(=O)C1=CC=CC=C1)[C@@H]1CC2=C(O1)C=C1OC(=O)C=CC1=C2

InChI Identifier

InChI=1S/C21H18O5/c1-21(2,26-20(23)13-6-4-3-5-7-13)18-11-15-10-14-8-9-19(22)25-16(14)12-17(15)24-18/h3-10,12,18H,11H2,1-2H3/t18-/m0/s1

InChI Key

VIPXLQMQEIDXMH-SFHVURJKSA-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
Ferulago sylvatica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Psoralens

Alternative Parents

Substituents

Psoralen
Benzoate ester
Benzopyran
1-benzopyran
Coumaran
Benzoic acid or derivatives
Benzoyl
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Carboxylic acid ester
Lactone
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen 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	4.23	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.16 m³·mol⁻¹	ChemAxon
Polarizability	36.93 Å³	ChemAxon
Number of Rings	4	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

Not Available

Chemspider ID

895427

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1042895

PDB ID

Not Available

ChEBI ID

92642

Good Scents ID

Not Available

References

General References

Karakaya S, Simsek D, Ozbek H, Guvenalp Z, Altanlar N, Cavit C, Kilic CS: Antimicrobial Activities of Extracts and Isolated Coumarins from the Roots of Four Ferulago Species Growing in Turkey. Iran J Pharm Res. 2019 Summer;18(3):1516-1529. doi: 10.22037/ijpr.2019.1100718. [PubMed:32641960 ]
Karakaya S, Gozcu S, Guvenalp Z, Ozbek H, Yuca H, Dursunoglu B, Kazaz C, Kilic CS: The alpha-amylase and alpha-glucosidase inhibitory activities of the dichloromethane extracts and constituents of Ferulago bracteata roots. Pharm Biol. 2018 Dec;56(1):18-24. doi: 10.1080/13880209.2017.1414857. [PubMed:29233045 ]
Rosselli S, Maggio AM, Faraone N, Spadaro V, Morris-Natschke SL, Bastow KF, Lee KH, Bruno M: The cytotoxic properties of natural coumarins isolated from roots of Ferulago campestris (Apiaceae) and of synthetic ester derivatives of aegelinol. Nat Prod Commun. 2009 Dec;4(12):1701-6. [PubMed:20120111 ]
LOTUS database [Link]

Showing NP-Card for 2-[(2s)-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate (NP0262853)

MOL for NP0262853 (2-[(2s)-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate)

3D MOL for NP0262853 (2-[(2s)-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate)

3D SDF for NP0262853 (2-[(2s)-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate)

3D-SDF for NP0262853 (2-[(2s)-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate)

PDB for NP0262853 (2-[(2s)-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate)

3D PDB for NP0262853 (2-[(2s)-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate)

SMILES for NP0262853 (2-[(2s)-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate)

INCHI for NP0262853 (2-[(2s)-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate)

Structure for NP0262853 (2-[(2s)-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate)

3D Structure for NP0262853 (2-[(2s)-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl benzoate)