NP-MRD: Showing NP-Card for 8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione (NP0154322)

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Record Information

Version

2.0

Created at

2022-09-02 11:06:47 UTC

Updated at

2022-09-02 11:06:47 UTC

NP-MRD ID

NP0154322

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione

Description

8,12,17,21-Tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]Hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione belongs to the class of organic compounds known as linear furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring linearly fused to a coumarin. 8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione is found in Dorstenia lindeniana. 8,12,17,21-Tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]Hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171505522D          

 28 34  0  0  0  0            999 V2000
    3.6829    5.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    4.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    4.2834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    3.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    3.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    2.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7249    1.6689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3894    0.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5689    1.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    1.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    2.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    3.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    3.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    4.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429    1.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2775    0.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6131    1.6689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.2834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.5209    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  4 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  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
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 17 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END

     RDKit          3D

 40 46  0  0  0  0  0  0  0  0999 V2000
    0.9511   -3.2027   -2.9246 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182   -2.4788   -2.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3037   -1.4512   -2.3528 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4362   -0.3927   -1.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2982    0.6584   -1.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4827    1.7285   -0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2223    2.8109   -0.8640 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0592    3.5527    0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1403    2.9203    1.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7732    1.7615    0.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9122    0.7217    0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7302   -0.3608   -0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7980   -1.4192    0.0942 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0140   -2.7346   -0.6158 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5083   -2.8893   -0.5459 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9384   -3.2818    0.8291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3124   -4.2434    1.3701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9654   -2.6406    1.4950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3084   -1.3502    1.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306   -0.6612    1.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037    0.6153    1.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6163    1.4659    1.8106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5966    2.5758    1.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5963    2.4670    0.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0140    1.2120    0.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9994    0.5429   -0.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6430   -0.7465    0.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5448   -1.3802   -0.6482 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8409    0.6077   -2.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5530    4.4854    0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    3.2509    1.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3613    0.7634    1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6873   -1.5200    1.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5844   -3.4913   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9571   -3.4474   -1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8405   -1.1668    2.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2452    3.4458    1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2932    3.2094   -0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4864    1.0588   -1.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4306   -0.9954   -1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4 12  2  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  1  0
  6  5  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 28  1  0
 28 27  1  0
 27 19  2  0
 19 18  1  0
 18 16  1  0
 16 17  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 14  2  1  0
 16 15  1  0
 25 21  1  0
  5  4  1  0
 28 13  1  0
 26 27  1  0
  6 10  1  0
 11 32  1  0
  9 31  1  0
  8 30  1  0
  5 29  1  0
 13 33  1  1
 14 34  1  1
 15 35  1  6
 28 40  1  6
 20 36  1  0
 23 37  1  0
 24 38  1  0
 26 39  1  0
M  END


  Mrv1533004171505522D          

 28 34  0  0  0  0            999 V2000
    3.6829    5.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    4.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    4.2834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    3.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    3.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    2.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7249    1.6689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3894    0.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5689    1.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    1.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    2.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    3.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    3.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    4.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429    1.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2775    0.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6131    1.6689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.2834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.5209    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  4 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  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
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 17 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0154322

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1OC2=C(C=C3C=COC3=C2)C2C1C1C2C2=C(OC1=O)C=C1OC=CC1=C2

> <INCHI_IDENTIFIER>
InChI=1S/C22H12O6/c23-21-19-17(11-5-9-1-3-25-13(9)7-15(11)27-21)18-12-6-10-2-4-26-14(10)8-16(12)28-22(24)20(18)19/h1-8,17-20H

> <INCHI_KEY>
ZNCWXXJTDDGKHO-UHFFFAOYSA-N

> <FORMULA>
C22H12O6

> <MOLECULAR_WEIGHT>
372.332

> <EXACT_MASS>
372.063388106

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
36.921684168032876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione

> <ALOGPS_LOGP>
3.88

> <JCHEM_LOGP>
3.044870003333333

> <ALOGPS_LOGS>
-4.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5942209901758955

> <JCHEM_POLAR_SURFACE_AREA>
78.88

> <JCHEM_REFRACTIVITY>
94.8306

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0       6.875  10.306   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.875   8.766   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.208   7.996   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       8.208   6.456   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.542   5.686   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.542   4.146   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      10.687   3.115   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      10.060   1.708   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.529   1.869   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.208   3.376   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.875   4.146   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.875   5.686   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.541   6.456   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.541   7.996   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   7.996   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   6.456   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   5.686   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   4.146   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   3.376   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.013   1.869   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.518   1.708   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.144   3.115   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.000   4.146   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   5.686   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334   6.456   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.334   7.996   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.667   8.766   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.667  10.306   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11    4   13                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13    2   15                                                  
CONECT   15   14   16   27                                                  
CONECT   16   15   13   17                                                  
CONECT   17   16   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   19   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   17   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   15   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₁₂O₆

Average Mass

372.3320 Da

Monoisotopic Mass

372.06339 Da

IUPAC Name

8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione

Traditional Name

8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione

CAS Registry Number

Not Available

SMILES

O=C1OC2=C(C=C3C=COC3=C2)C2C1C1C2C2=C(OC1=O)C=C1OC=CC1=C2

InChI Identifier

InChI=1S/C22H12O6/c23-21-19-17(11-5-9-1-3-25-13(9)7-15(11)27-21)18-12-6-10-2-4-26-14(10)8-16(12)28-22(24)20(18)19/h1-8,17-20H

InChI Key

ZNCWXXJTDDGKHO-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Dorstenia lindeniana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring linearly fused to a coumarin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Linear furanocoumarins

Alternative Parents

Substituents

Linear furanocoumarin
3,4-dihydrocoumarin
Chromane
Benzopyran
1-benzopyran
Benzofuran
Benzenoid
Dicarboxylic acid or derivatives
Heteroaromatic compound
Furan
Carboxylic acid ester
Lactone
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Carbonyl group
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	3.88	ALOGPS
logP	3.04	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.88 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	94.83 m³·mol⁻¹	ChemAxon
Polarizability	36.92 Å³	ChemAxon
Number of Rings	7	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100989491

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione (NP0154322)

MOL for NP0154322 (8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione)

3D MOL for NP0154322 (8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione)

3D SDF for NP0154322 (8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione)

3D-SDF for NP0154322 (8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione)

PDB for NP0154322 (8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione)

3D PDB for NP0154322 (8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione)

SMILES for NP0154322 (8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione)

INCHI for NP0154322 (8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione)

Structure for NP0154322 (8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione)

3D Structure for NP0154322 (8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione)