NP-MRD: Showing NP-Card for Isosamidin (NP0051449)

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Record Information

Version

2.0

Created at

2022-04-27 22:48:42 UTC

Updated at

2022-04-27 22:48:43 UTC

NP-MRD ID

NP0051449

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isosamidin

Description

Isosamidin belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. Isosamidin is found in Acacia desmondii, Angelica mori, Musineon divaricatum, Seseli gummiferum, Seseli tortuosum and Zizia aptera. Isosamidin was first documented in 2008 (PMID: 18954117). Based on a literature review a small amount of articles have been published on Isosamidin (PMID: 32560521) (PMID: 29388272) (PMID: 20410639).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200482D          

 28 30  0  0  1  0            999 V2000
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    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
    1.5395   -1.0164    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
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    2.5559    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   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429    0.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429    0.0252    0.0000 C   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
  9 11  1  0  0  0  0
  4 11  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  1  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
 17 19  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
   -0.8713   -4.5612   -1.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916   -3.1679   -1.2023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1208   -2.8349   -2.1743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1294   -2.2342   -0.2332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6268   -0.9119   -0.2518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4966    0.0835   -0.3558 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5101   -0.1371    0.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8279   -0.4118    0.3012 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1002   -0.4581   -0.9431 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8573   -0.6374    1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1089   -0.8983    0.9956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1156   -1.1196    2.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5791   -0.9851   -0.4182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0691    1.4620   -0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1103    1.6747    0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6386    2.9652    0.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0986    3.9853    0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0473    3.7469   -0.8535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4889    4.7578   -1.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597    4.4982   -2.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0124    3.1962   -2.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9835    2.9867   -3.3294 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4987    2.2250   -1.8111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079    2.4848   -0.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6095    0.6231    1.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4989   -0.6962    0.9378 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9123   -1.1480    0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1062   -1.6333    2.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3328   -4.8123   -2.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2991   -4.7950   -0.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7814   -5.2250   -1.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2623   -0.7356   -1.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1139    0.0120   -1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5912   -0.5905    2.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0032   -0.4824    1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4596   -2.1693    2.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7685   -0.7306    3.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4967   -0.0314   -0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6379   -1.3057   -0.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0021   -1.8146   -0.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4592    3.1061    1.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4881    4.9787    0.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8771    5.7468   -1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0169    5.2766   -3.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1941   -0.5942   -0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6391   -0.9210    1.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8993   -2.2349    0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5786   -2.4873    1.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0140   -1.9521    2.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4662   -1.0928    2.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  6 14  1  0
 14 24  2  0
 24 23  1  0
 23 21  1  0
 21 22  2  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  2  0
 17 16  1  0
 16 15  2  0
 15 25  1  0
 25 26  1  0
 26 27  1  6
 26 28  1  0
 26  5  1  0
 15 14  1  0
 18 24  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  6
  6 33  1  6
 10 34  1  0
 12 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 20 44  1  0
 19 43  1  0
 17 42  1  0
 16 41  1  0
 27 45  1  0
 27 46  1  0
 27 47  1  0
 28 48  1  0
 28 49  1  0
 28 50  1  0
M  END


  Mrv1652304282200482D          

 28 30  0  0  1  0            999 V2000
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    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
    1.5395   -1.0164    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
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    2.5559    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   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429    0.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429    0.0252    0.0000 C   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
  9 11  1  0  0  0  0
  4 11  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  1  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
 17 19  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051449

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1[C@H](OC(=O)C=C(C)C)C2=C3OC(=O)C=CC3=CC=C2OC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O7/c1-11(2)10-16(24)27-19-17-14(28-21(4,5)20(19)25-12(3)22)8-6-13-7-9-15(23)26-18(13)17/h6-10,19-20H,1-5H3/t19-,20-/m1/s1

> <INCHI_KEY>
VPDWBGHNQKUFNN-WOJBJXKFSA-N

> <FORMULA>
C21H22O7

> <MOLECULAR_WEIGHT>
386.4

> <EXACT_MASS>
386.136553048

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
39.10334744176922

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(13R,14R)-13-(acetyloxy)-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1,5,7,9-tetraen-14-yl 3-methylbut-2-enoate

> <ALOGPS_LOGP>
3.14

> <JCHEM_LOGP>
3.3152708873333325

> <ALOGPS_LOGS>
-4.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.899789122655664

> <JCHEM_POLAR_SURFACE_AREA>
88.13000000000001

> <JCHEM_REFRACTIVITY>
100.4546

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(13R,14R)-13-(acetyloxy)-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1,5,7,9-tetraen-14-yl 3-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.206   3.437   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.104   2.104   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.414   3.437   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.184   4.771   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.724   4.771   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.414   6.105   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.184   7.438   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414   8.772   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.724   7.438   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.494   3.437   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.804   2.104   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.804   4.771   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.724  -0.564   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.853   1.493   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.853   0.047   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   26                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    4                                                       
CONECT   12    3   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   12   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   20   26   27   28                                             
CONECT   26   25    2                                                       
CONECT   27   25                                                            
CONECT   28   25                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₇

Average Mass

386.4000 Da

Monoisotopic Mass

386.13655 Da

IUPAC Name

(13R,14R)-13-(acetyloxy)-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1,5,7,9-tetraen-14-yl 3-methylbut-2-enoate

Traditional Name

(13R,14R)-13-(acetyloxy)-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1,5,7,9-tetraen-14-yl 3-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1[C@H](OC(=O)C=C(C)C)C2=C3OC(=O)C=CC3=CC=C2OC1(C)C

InChI Identifier

InChI=1S/C21H22O7/c1-11(2)10-16(24)27-19-17-14(28-21(4,5)20(19)25-12(3)22)8-6-13-7-9-15(23)26-18(13)17/h6-10,19-20H,1-5H3/t19-,20-/m1/s1

InChI Key

VPDWBGHNQKUFNN-WOJBJXKFSA-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
Acacia desmondii	LOTUS Database	35616633
Angelica mori	Plant	KNApSAcK
Musineon divaricatum	LOTUS Database	35616633
Seseli gummiferum	Plant	KNApSAcK
Seseli tortuosum	Plant	KNApSAcK
Zizia aptera	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Angular pyranocoumarins

Alternative Parents

Substituents

Angular pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Alkyl aryl ether
Fatty acid ester
Pyranone
Dicarboxylic acid or derivatives
Pyran
Fatty acyl
Benzenoid
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Lactone
Carboxylic acid ester
Oxacycle
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

coumarins (CHEBI:6056 )
coumarins (C09270 )

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	3.14	ALOGPS
logP	3.32	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	88.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	100.45 m³·mol⁻¹	ChemAxon
Polarizability	39.1 Å³	ChemAxon
Number of Rings	3	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

C00002478

Chemspider ID

390653

KEGG Compound ID

C09270

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442133

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Torres-Valencia JM, Chavez-Rios OE, Cerda-Garcia-Rojas CM, Burgueno-Tapia E, Joseph-Nathan P: Dihydrofurochromones from Prionosciadium thapsoides. J Nat Prod. 2008 Nov;71(11):1956-60. doi: 10.1021/np800387w. Epub 2008 Oct 27. [PubMed:18954117 ]
Do MH, Lee JH, Ahn J, Hong MJ, Kim J, Kim SY: Isosamidin from Peucedanum japonicum Roots Prevents Methylglyoxal-Induced Glucotoxicity in Human Umbilical Vein Endothelial Cells via Suppression of ROS-Mediated Bax/Bcl-2. Antioxidants (Basel). 2020 Jun 17;9(6). pii: antiox9060531. doi: 10.3390/antiox9060531. [PubMed:32560521 ]
Suzuki T, Otsuka A, Ito Y, Yamada S, Miyake H, Ozono S: Isosamidin, an extract of Peucedanum japonicum, inhibits phenylephrine-mediated contractions of the human prostate in vitro. Phytother Res. 2018 May;32(5):949-952. doi: 10.1002/ptr.6039. Epub 2018 Feb 1. [PubMed:29388272 ]
Mohammadi M, Yousefi M, Habibi Z, Shafiee A: Two new coumarins from the chloroform extract of Angelica urumiensis from Iran. Chem Pharm Bull (Tokyo). 2010 Apr;58(4):546-8. doi: 10.1248/cpb.58.546. [PubMed:20410639 ]

Showing NP-Card for Isosamidin (NP0051449)

MOL for NP0051449 (Isosamidin)

3D MOL for NP0051449 (Isosamidin)

3D SDF for NP0051449 (Isosamidin)

3D-SDF for NP0051449 (Isosamidin)

PDB for NP0051449 (Isosamidin)

3D PDB for NP0051449 (Isosamidin)

SMILES for NP0051449 (Isosamidin)

INCHI for NP0051449 (Isosamidin)

Structure for NP0051449 (Isosamidin)

3D Structure for NP0051449 (Isosamidin)