NP-MRD: Showing NP-Card for nodakenin (NP0313774)

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Record Information

Version

2.0

Created at

2022-09-11 11:31:30 UTC

Updated at

2022-09-11 11:31:30 UTC

NP-MRD ID

NP0313774

Secondary Accession Numbers

None

Natural Product Identification

Common Name

nodakenin

Description

Nodakenin 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. nodakenin is found in Angelica biserrata, Angelica dahurica, Angelica decursiva, Angelica gigas, Angelica pubescens, Cicuta virosa, Hansenia forbesii, Peucedanum praeruptorum, Rhodiola sachalinensis and Angelica capitellata. nodakenin was first documented in 2022 (PMID: 35566342). Based on a literature review a small amount of articles have been published on Nodakenin (PMID: 34999146) (PMID: 36080482) (PMID: 35754501) (PMID: 34875347).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112213312D          

 29 32  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  2  0  0  0  0  0  0  0  0  0
   -1.5192   -1.2210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9317   -0.5065    0.0000 C   0  0  2  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
   -3.1692    0.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5192    0.2080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9317    0.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6942    0.2080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2817    0.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817   -0.5065    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5433   -0.5065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683   -1.9354    0.0000 C   0  0  1  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
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  1  0  0  0
 16  2  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 18 28  2  0  0  0  0
 28 29  1  0  0  0  0
 16 29  1  0  0  0  0
M  END

     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
   -1.1659   -2.7795    0.5837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8409   -1.5600   -0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7789   -1.9995   -1.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7643   -0.5534   -0.1409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9768   -0.0399    1.1119 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2786   -0.2820    1.4461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2520    0.4951    0.9201 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7192   -0.1764   -0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7242    0.5594   -0.9981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9255    1.9049    0.5851 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1479    2.7254    1.7164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5104    2.1236    0.1697 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2862    1.4601   -1.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6301    1.4361    1.2137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9968    1.9109    2.4468 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5066   -1.0470    0.1456 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6165   -2.0404   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8037   -1.1440   -0.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1544   -1.2874   -0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9825   -0.2013   -0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3597   -0.3581   -0.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1381    0.7534   -0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5685    1.9386   -0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3078    2.9340   -0.8809 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2821    2.0728   -0.8463 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099    1.0301   -0.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1359    1.1740   -0.8133 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109    0.0874   -0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9125    0.0179   -0.7169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0549   -3.3294    0.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2313   -2.5731    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3079   -3.4854    0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8037   -1.8890   -2.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1287   -1.3351   -2.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5123   -3.0697   -1.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3376   -0.5426    1.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1833    0.4247    1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0274   -1.2232   -0.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8735   -0.2375   -1.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2092    1.0382   -0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5639    2.2968   -0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5975    3.5554    1.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2366    3.1981    0.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6172    1.9727   -1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5996    1.6219    0.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3804    1.2546    3.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5728   -0.7134    1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5386   -2.5977   -1.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7336   -2.7408    0.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5174   -2.2593    0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7552   -1.3149    0.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2219    0.6534   -0.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7341    2.1405   -1.1211 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 18 28  2  0
 28 29  1  0
 28 27  1  0
 27 26  2  0
 26 25  1  0
 25 23  1  0
 23 24  2  0
 23 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  2  0
 14  5  1  0
 29 16  1  0
 20 26  1  0
 19 18  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  5 36  1  1
  7 37  1  1
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  0
 12 43  1  6
 13 44  1  0
 14 45  1  6
 15 46  1  0
 16 47  1  1
 17 48  1  0
 17 49  1  0
 27 53  1  0
 22 52  1  0
 21 51  1  0
 19 50  1  0
M  END


  Mrv1652309112213312D          

 29 32  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  2  0  0  0  0  0  0  0  0  0
   -1.5192   -1.2210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9317   -0.5065    0.0000 C   0  0  2  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
   -3.1692    0.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5192    0.2080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9317    0.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6942    0.2080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2817    0.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817   -0.5065    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5433   -0.5065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683   -1.9354    0.0000 C   0  0  1  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
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  1  0  0  0
 16  2  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 18 28  2  0  0  0  0
 28 29  1  0  0  0  0
 16 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0313774

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O9/c1-20(2,29-19-18(25)17(24)16(23)13(8-21)28-19)14-6-10-5-9-3-4-15(22)27-11(9)7-12(10)26-14/h3-5,7,13-14,16-19,21,23-25H,6,8H2,1-2H3/t13-,14-,16-,17+,18-,19+/m1/s1

> <INCHI_KEY>
HXCGUCZXPFBNRD-DNLMCPORSA-N

> <FORMULA>
C20H24O9

> <MOLECULAR_WEIGHT>
408.403

> <EXACT_MASS>
408.142032353

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
40.966223428721584

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-(2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2H,3H,7H-furo[3,2-g]chromen-7-one

> <JCHEM_LOGP>
-0.03844203866666626

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.199894718854129

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210060736438566

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810836827693903

> <JCHEM_POLAR_SURFACE_AREA>
134.91000000000003

> <JCHEM_REFRACTIVITY>
98.75419999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
nodakenin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-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      -2.836  -2.279   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.606  -0.945   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.146  -0.945   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.916   0.388   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.836   0.388   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.606   1.722   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.296   0.388   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.526   1.722   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.526  -0.945   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.014  -0.945   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.554  -3.613   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.459  -2.367   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.591  -2.843   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.925  -2.073   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.259  -2.843   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.259  -4.383   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      11.592  -5.153   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.925  -5.153   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.591  -4.383   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.258  -5.153   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.924  -4.383   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.459  -4.859   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   16                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    5   15                                                  
CONECT   15   14                                                            
CONECT   16    2   17   29                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   28                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   20   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   18   29                                                  
CONECT   29   28   16                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄O₉

Average Mass

408.4030 Da

Monoisotopic Mass

408.14203 Da

IUPAC Name

(2R)-2-(2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2H,3H,7H-furo[3,2-g]chromen-7-one

Traditional Name

nodakenin

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H24O9/c1-20(2,29-19-18(25)17(24)16(23)13(8-21)28-19)14-6-10-5-9-3-4-15(22)27-11(9)7-12(10)26-14/h3-5,7,13-14,16-19,21,23-25H,6,8H2,1-2H3/t13-,14-,16-,17+,18-,19+/m1/s1

InChI Key

HXCGUCZXPFBNRD-DNLMCPORSA-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
Angelica biserrata	LOTUS Database	35616633
Angelica dahurica	LOTUS Database	35616633
Angelica decursiva	LOTUS Database	35616633
Angelica gigas	LOTUS Database	35616633
Angelica pubescens	LOTUS Database	35616633
Cicuta virosa	LOTUS Database	35616633
Notopterygium franchetii	LOTUS Database	35616633
Peucedanum praeruptorum	LOTUS Database	35616633
Rhodiola sachalinensis	LOTUS Database	35616633
Sphenosciadium capitellatum	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
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Coumaran
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Monosaccharide
Oxane
Heteroaromatic compound
Lactone
Secondary alcohol
Acetal
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Primary alcohol
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

furanocoumarin (CHEBI:7607 )
Furanocoumarins (C09279 )

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	-0.038	ChemAxon
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	134.91 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	98.75 m³·mol⁻¹	ChemAxon
Polarizability	40.97 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

C00002486

Chemspider ID

65952

KEGG Compound ID

C09279

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73191

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

rw1840791

References

General References

Seo CS, Shin HK: Simultaneous Analysis of 19 Marker Components for Quality Control of Oncheong-Eum Using HPLC-DAD. Molecules. 2022 May 6;27(9). pii: molecules27092992. doi: 10.3390/molecules27092992. [PubMed:35566342 ]
Wu SS, Xu XX, Shi YY, Chen Y, Li YQ, Jiang SQ, Wang T, Li P, Li F: System pharmacology analysis to decipher the effect and mechanism of active ingredients combination from herb couple on rheumatoid arthritis in rats. J Ethnopharmacol. 2022 Apr 24;288:114969. doi: 10.1016/j.jep.2022.114969. Epub 2022 Jan 7. [PubMed:34999146 ]
Li Z, Li Q: Ultrasonic-Assisted Efficient Extraction of Coumarins from Peucedanum decursivum (Miq.) Maxim Using Deep Eutectic Solvents Combined with an Enzyme Pretreatment. Molecules. 2022 Sep 5;27(17):5715. doi: 10.3390/molecules27175715. [PubMed:36080482 ]
Qu ZH, Liu L, Zhang XF, Guo DY, Zhai BT, Zou JB, Shi YJ: Exploring the Scientific Rationality of the Phenomenon of "Different Dosage Forms of the Same Prescription" of Chinese Proprietary Medicine Based on Biopharmaceutical Properties of Powder and Pill of Chuanxiong Chatiao Prescription. Front Pharmacol. 2022 Jun 9;13:893552. doi: 10.3389/fphar.2022.893552. eCollection 2022. [PubMed:35754501 ]
Han NR, Kim KC, Kim JS, Ko SG, Park HJ, Moon PD: The immune-enhancing effects of a mixture of Astragalus membranaceus (Fisch.) Bunge, Angelica gigas Nakai, and Trichosanthes Kirilowii (Maxim.) or its active constituent nodakenin. J Ethnopharmacol. 2022 Mar 1;285:114893. doi: 10.1016/j.jep.2021.114893. Epub 2021 Dec 4. [PubMed:34875347 ]
LOTUS database [Link]

Showing NP-Card for nodakenin (NP0313774)

MOL for NP0313774 (nodakenin)

3D MOL for NP0313774 (nodakenin)

3D SDF for NP0313774 (nodakenin)

3D-SDF for NP0313774 (nodakenin)

PDB for NP0313774 (nodakenin)

3D PDB for NP0313774 (nodakenin)

SMILES for NP0313774 (nodakenin)

INCHI for NP0313774 (nodakenin)

Structure for NP0313774 (nodakenin)

3D Structure for NP0313774 (nodakenin)