NP-MRD: Showing NP-Card for 2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one (NP0147357)

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Record Information

Version

2.0

Created at

2022-09-02 02:57:00 UTC

Updated at

2022-09-02 02:57:00 UTC

NP-MRD ID

NP0147357

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one

Description

Ferprenin belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. 2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one is found in Ferula communis. 2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one was first documented in 2015 (PMID: 26314757). Based on a literature review very few articles have been published on Ferprenin (PMID: 31034847).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022204572D          

 27 29  0  0  0  0            999 V2000
    8.0512   -4.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2760   -4.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6440   -5.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1327   -3.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3575   -3.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2142   -2.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4390   -2.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8070   -3.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2957   -1.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205   -1.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3772   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
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 12 13  1  0  0  0  0
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 14 15  2  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
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 20 21  2  0  0  0  0
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 18 23  1  0  0  0  0
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 16 25  1  0  0  0  0
 25 26  2  0  0  0  0
 17 27  1  0  0  0  0
 12 27  1  0  0  0  0
M  END

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
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    5.4959    1.1378    0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9777    1.5170    0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6872    1.3797   -0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7189    1.6730   -1.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9583    0.5821   -2.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205   -0.1739   -1.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5446   -1.0304   -0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7199   -0.1464   -1.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3693   -0.7456   -0.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2611   -1.3248    0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6841   -1.8266    1.0012 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5525   -2.3829    2.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3624    0.6569    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0533    1.6937    1.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.9052    3.0457    0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2022    2.0212   -0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4393    0.8713   -0.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7309   -0.1163   -1.4640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0408   -1.2300   -1.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3985   -2.1039   -2.3651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5236   -0.6928    1.0139 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2766   -0.7412    1.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0083    0.5197    1.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6813    0.6323    2.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4634    1.0855    1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9848    2.6235    0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4422    1.1236   -0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7093    2.0743   -1.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1594    2.3041   -2.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9272    2.4232   -1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7191   -0.1781   -2.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4006    0.8893   -3.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2817   -0.6255    0.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0106   -0.6118    1.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3465   -2.2225    0.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9269   -1.6945    3.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9770   -3.3508    2.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4957   -2.5944    2.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5679   -3.7697   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4511   -3.4972   -1.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1965    1.5186    1.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5594    3.6614    1.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4428    3.9766    0.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0560    2.1680   -1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 12 11  1  6
 12 13  1  0
 12 27  1  0
 27 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  2  0
 16 25  1  0
 25 26  2  0
 25 24  1  0
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 23 22  2  0
 22 21  1  0
 21 20  2  0
 20 19  1  0
 19 18  2  0
 14 12  1  0
 18 23  1  0
 18 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
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 11 45  1  0
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 13 47  1  0
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 13 49  1  0
 15 51  1  0
 14 50  1  0
 22 55  1  0
 21 54  1  0
 20 53  1  0
 19 52  1  0
M  END


  Mrv1652309022204572D          

 27 29  0  0  0  0            999 V2000
    8.0512   -4.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2760   -4.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6440   -5.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1327   -3.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3575   -3.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2142   -2.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4390   -2.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8070   -3.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2957   -1.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205   -1.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3772   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
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 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
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 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
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 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  2  0  0  0  0
 17 27  1  0  0  0  0
 12 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0147357

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C\CCC1(C)OC2=C(C=C1)C(=O)OC1=CC=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C24H28O3/c1-17(2)9-7-10-18(3)11-8-15-24(4)16-14-20-22(27-24)19-12-5-6-13-21(19)26-23(20)25/h5-6,9,11-14,16H,7-8,10,15H2,1-4H3/b18-11+

> <INCHI_KEY>
JQLNFODDCYXPCO-WOJGMQOQSA-N

> <FORMULA>
C24H28O3

> <MOLECULAR_WEIGHT>
364.485

> <EXACT_MASS>
364.203844762

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
42.48769851774012

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]-2-methyl-2H,5H-pyrano[3,2-c]chromen-5-one

> <ALOGPS_LOGP>
7.16

> <JCHEM_LOGP>
5.397746153333332

> <ALOGPS_LOGS>
-5.33

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.928702770894557

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
112.9664

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.71e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      15.029  -9.264   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.582  -8.737   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.402  -9.727   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.314  -7.220   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.867  -6.694   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.600  -5.177   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.153  -4.650   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.973  -5.640   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.885  -3.134   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.438  -2.607   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.171  -1.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.456  -2.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.874   3.437   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.184   4.771   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.184  -0.564   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   27                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   25                                                  
CONECT   17   16   18   27                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   16   26                                                  
CONECT   26   25                                                            
CONECT   27   17   12                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₈O₃

Average Mass

364.4850 Da

Monoisotopic Mass

364.20384 Da

IUPAC Name

2-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]-2-methyl-2H,5H-pyrano[3,2-c]chromen-5-one

Traditional Name

2-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CCC1(C)OC2=C(C=C1)C(=O)OC1=CC=CC=C21

InChI Identifier

InChI=1S/C24H28O3/c1-17(2)9-7-10-18(3)11-8-15-24(4)16-14-20-22(27-24)19-12-5-6-13-21(19)26-23(20)25/h5-6,9,11-14,16H,7-8,10,15H2,1-4H3/b18-11+

InChI Key

JQLNFODDCYXPCO-WOJGMQOQSA-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
Ferula communis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Angular pyranocoumarin
Pyranocoumarin
Coumarin
Aromatic monoterpenoid
Benzopyran
Monoterpenoid
1-benzopyran
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous ester
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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	7.16	ALOGPS
logP	5.4	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	112.97 m³·mol⁻¹	ChemAxon
Polarizability	42.49 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00019768

Chemspider ID

4534067

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5387614

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Gault G, Lefebvre S, Benoit E, Lattard V, Grancher D: Variability of ferulenol and ferprenin concentration in French giant fennel (Ferula sp.) leaves. Toxicon. 2019 Jul;165:47-55. doi: 10.1016/j.toxicon.2019.04.010. Epub 2019 Apr 26. [PubMed:31034847 ]
Louvet MS, Gault G, Lefebvre S, Popowycz F, Boulven M, Besse S, Benoit E, Lattard V, Grancher D: Comparative inhibitory effect of prenylated coumarins, ferulenol and ferprenin, contained in the 'poisonous chemotype' of Ferula communis on mammal liver microsomal VKORC1 activity. Phytochemistry. 2015 Oct;118:124-30. doi: 10.1016/j.phytochem.2015.08.012. Epub 2015 Aug 24. [PubMed:26314757 ]
LOTUS database [Link]

Showing NP-Card for 2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one (NP0147357)

MOL for NP0147357 (2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one)

3D MOL for NP0147357 (2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one)

3D SDF for NP0147357 (2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one)

3D-SDF for NP0147357 (2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one)

PDB for NP0147357 (2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one)

3D PDB for NP0147357 (2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one)

SMILES for NP0147357 (2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one)

INCHI for NP0147357 (2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one)

Structure for NP0147357 (2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one)

3D Structure for NP0147357 (2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methylpyrano[3,2-c]chromen-5-one)