NP-MRD: Showing NP-Card for Kusunokinin (NP0138721)

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Record Information

Version

2.0

Created at

2022-06-29 18:33:09 UTC

Updated at

2022-06-29 18:33:09 UTC

NP-MRD ID

NP0138721

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Kusunokinin

Description

Kusunokinin belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Kusunokinin is found in Cinnamomum camphora, Haplophyllum acutifolium, Virola michelii and Virola sebifera. Kusunokinin was first documented in 2020 (PMID: 32619673). Based on a literature review a small amount of articles have been published on Kusunokinin (PMID: 33458512) (PMID: 35807438) (PMID: 34992691) (PMID: 34361688).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292220332D          

 27 30  0  0  1  0            999 V2000
    3.0452    6.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6582    5.7108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4867    4.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0998    4.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9283    3.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1437    3.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5306    3.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7021    4.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9721    2.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5852    1.9309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3922    2.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8047    1.3880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2527    0.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4242   -0.0321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8844    4.6068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4975    4.0547    0.0000 C   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
  3  4  2  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  2  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  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
 17 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 25  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 49 52  0  0  0  0  0  0  0  0999 V2000
   -6.7833    2.6054    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3508    1.2634    0.2535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0217    0.9400    0.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0841    1.9009    0.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7459    1.5953    1.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3328    0.2617    0.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9288   -0.1388    1.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1296   -0.1879   -0.0988 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1406    1.1692   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6898    1.9058    0.1654 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6724    1.0507    0.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6362    1.4591    1.3660 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3592   -0.3190    0.2668 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0755   -0.7813   -0.9650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5280   -0.9517   -0.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1043   -2.1362   -0.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4773   -2.2152   -0.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2760   -1.1070   -0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7036    0.0746   -0.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3364    0.1490   -1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7402    1.0081   -1.0032 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8923    0.5280   -0.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6574   -0.8714   -0.3398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2787   -0.6906    0.6544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5938   -0.3695    0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4889   -1.3866    0.1446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1213   -2.7380    0.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8953    2.6141    0.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4332    3.0332    1.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3919    3.1726   -0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4406    2.9312    0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0360    2.3795    1.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9707   -1.1377    1.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4865    0.5892    1.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4447   -0.9947   -0.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3697    1.2071   -1.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1415    1.5973   -0.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4461   -1.0614    1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8540   -0.1805   -1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6739   -1.8128   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4464   -2.9825   -0.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9237   -3.1354    0.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9264    1.0965   -1.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8254    0.9261    0.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8270    0.8099   -0.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9859   -1.7205    0.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0517   -3.3641    0.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6788   -2.9109   -0.9303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4842   -3.0742    0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 25  2  0
 25 26  1  0
 26 27  1  0
 25 24  1  0
 24  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 20  2  0
 20 19  1  0
 19 18  2  0
 18 23  1  0
 23 22  1  0
 22 21  1  0
 18 17  1  0
 17 16  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
 13  8  1  0
 16 15  1  0
 21 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 27 47  1  0
 27 48  1  0
 27 49  1  0
 24 46  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  6
  9 36  1  0
  9 37  1  0
 13 38  1  1
 14 39  1  0
 14 40  1  0
 20 43  1  0
 22 44  1  0
 22 45  1  0
 17 42  1  0
 16 41  1  0
  5 32  1  0
  4 31  1  0
M  END


  Mrv1652306292220332D          

 27 30  0  0  1  0            999 V2000
    3.0452    6.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6582    5.7108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4867    4.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0998    4.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9283    3.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1437    3.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5306    3.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7021    4.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9721    2.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5852    1.9309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3922    2.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8047    1.3880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2527    0.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4242   -0.0321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8844    4.6068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4975    4.0547    0.0000 C   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
  3  4  2  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  2  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  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
 17 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 25  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138721

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C=C(C[C@H]2COC(=O)[C@@H]2CC2=CC3=C(OCO3)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O6/c1-23-17-5-3-13(9-19(17)24-2)7-15-11-25-21(22)16(15)8-14-4-6-18-20(10-14)27-12-26-18/h3-6,9-10,15-16H,7-8,11-12H2,1-2H3/t15-,16+/m0/s1

> <INCHI_KEY>
LEVKKQBBEVGIKN-JKSUJKDBSA-N

> <FORMULA>
C21H22O6

> <MOLECULAR_WEIGHT>
370.401

> <EXACT_MASS>
370.141638428

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
38.49559269706578

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,4R)-3-[(2H-1,3-benzodioxol-5-yl)methyl]-4-[(3,4-dimethoxyphenyl)methyl]oxolan-2-one

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
3.5221466220000006

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3586519783525155

> <JCHEM_POLAR_SURFACE_AREA>
63.22000000000001

> <JCHEM_REFRACTIVITY>
97.43950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.71e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R)-3-(2H-1,3-benzodioxol-5-ylmethyl)-4-[(3,4-dimethoxyphenyl)methyl]oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0       5.684  11.691   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.829  10.660   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.509   9.154   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.653   8.123   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.333   6.617   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.868   6.141   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.724   7.172   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.044   8.678   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.548   4.635   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.692   3.604   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.199   3.925   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.969   2.591   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       7.938   1.446   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.259  -0.060   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.268   1.597   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       9.118   8.599   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.262   7.569   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   26                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   10   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   25                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   20   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   19                                                       
CONECT   26    4   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₆

Average Mass

370.4010 Da

Monoisotopic Mass

370.14164 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

58311-20-9

SMILES

COC1=C(OC)C=C(C[C@H]2COC(=O)[C@@H]2CC2=CC3=C(OCO3)C=C2)C=C1

InChI Identifier

InChI=1S/C21H22O6/c1-23-17-5-3-13(9-19(17)24-2)7-15-11-25-21(22)16(15)8-14-4-6-18-20(10-14)27-12-26-18/h3-6,9-10,15-16H,7-8,11-12H2,1-2H3/t15-,16+/m0/s1

InChI Key

LEVKKQBBEVGIKN-JKSUJKDBSA-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
Cinnamomum camphora	LOTUS Database	35616633
Haplophyllum acutifolium	LOTUS Database	35616633
Virola michelii	LOTUS Database	35616633
Virola sebifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

Dibenzylbutyrolactone lignans

Alternative Parents

Substituents

Dibenzylbutyrolactone
Lignan lactone
O-dimethoxybenzene
Dimethoxybenzene
Benzodioxole
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Lactone
Acetal
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00034356

Chemspider ID

341037

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

384876

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tanawattanasuntorn T, Thongpanchang T, Rungrotmongkol T, Hanpaibool C, Graidist P, Tipmanee V: (-)-Kusunokinin as a Potential Aldose Reductase Inhibitor: Equivalency Observed via AKR1B1 Dynamics Simulation. ACS Omega. 2020 Dec 21;6(1):606-614. doi: 10.1021/acsomega.0c05102. eCollection 2021 Jan 12. [PubMed:33458512 ]
Tedasen A, Dokduang S, Sukpondma Y, Lailerd N, Madla S, Sriwiriyajan S, Rattanaburee T, Tipmanee V, Graidist P: (-)-Kusunokinin inhibits breast cancer in N-nitrosomethylurea-induced mammary tumor rats. Eur J Pharmacol. 2020 Sep 5;882:173311. doi: 10.1016/j.ejphar.2020.173311. Epub 2020 Jun 30. [PubMed:32619673 ]
Chompunud Na Ayudhya C, Graidist P, Tipmanee V: Potential Stereoselective Binding of Trans-(+/-)-Kusunokinin and Cis-(+/-)-Kusunokinin Isomers to CSF1R. Molecules. 2022 Jun 29;27(13):4194. doi: 10.3390/molecules27134194. [PubMed:35807438 ]
Mad-Adam N, Rattanaburee T, Tanawattanasuntorn T, Graidist P: Effects of trans-(+/-)-kusunokinin on chemosensitive and chemoresistant ovarian cancer cells. Oncol Lett. 2022 Feb;23(2):59. doi: 10.3892/ol.2021.13177. Epub 2021 Dec 22. [PubMed:34992691 ]
Rattanaburee T, Tanawattanasuntorn T, Thongpanchang T, Tipmanee V, Graidist P: Trans-(-)-Kusunokinin: A Potential Anticancer Lignan Compound against HER2 in Breast Cancer Cell Lines? Molecules. 2021 Jul 27;26(15):4537. doi: 10.3390/molecules26154537. [PubMed:34361688 ]

Showing NP-Card for Kusunokinin (NP0138721)

MOL for NP0138721 (Kusunokinin)

3D MOL for NP0138721 (Kusunokinin)

3D SDF for NP0138721 (Kusunokinin)

3D-SDF for NP0138721 (Kusunokinin)

PDB for NP0138721 (Kusunokinin)

3D PDB for NP0138721 (Kusunokinin)

SMILES for NP0138721 (Kusunokinin)

INCHI for NP0138721 (Kusunokinin)

Structure for NP0138721 (Kusunokinin)

3D Structure for NP0138721 (Kusunokinin)