NP-MRD: Showing NP-Card for (3r,4r)-3-hydroxy-2,2-dimethyl-8-oxo-3h,4h-pyrano[3,2-g]chromen-4-yl 3-methylbut-2-enoate (NP0156892)

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Record Information

Version

2.0

Created at

2022-09-02 14:10:13 UTC

Updated at

2022-09-02 14:10:14 UTC

NP-MRD ID

NP0156892

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r,4r)-3-hydroxy-2,2-dimethyl-8-oxo-3h,4h-pyrano[3,2-g]chromen-4-yl 3-methylbut-2-enoate

Description

Pd-C-II belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. (3r,4r)-3-hydroxy-2,2-dimethyl-8-oxo-3h,4h-pyrano[3,2-g]chromen-4-yl 3-methylbut-2-enoate is found in Angelica decursiva. (3r,4r)-3-hydroxy-2,2-dimethyl-8-oxo-3h,4h-pyrano[3,2-g]chromen-4-yl 3-methylbut-2-enoate was first documented in 2016 (PMID: 26474585). Based on a literature review a small amount of articles have been published on Pd-C-II (PMID: 30047040) (PMID: 29230690) (PMID: 33672051).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022216102D          

 25 27  0  0  1  0            999 V2000
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468   -3.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  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  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
  9 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  1  6  0  0  0
M  END

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
    5.7854    1.6563   -0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6691    0.8147   -0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8259   -0.0154   -1.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5307    0.7880    0.0473 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3960   -0.0327   -0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4433   -0.7642   -1.3858 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448   -0.0085    0.3534 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0807   -0.7325    0.0808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0978    0.1070   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0543    1.4822   -0.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2243    2.1610   -0.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2413    3.5394   -0.6291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4498    4.1464   -0.9055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6080    3.4242   -1.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7136    3.9541   -1.3463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5498    2.1350   -1.0085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4266    1.5063   -0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4721    0.1342   -0.6774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2911   -0.5590   -0.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2468   -1.9423   -0.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4512   -2.5387    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4076   -2.8672    1.8458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9957   -3.8815    0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2971   -1.7150    1.1465 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6303   -1.1130    2.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7802    1.1978   -0.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8034    2.6620   -0.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8120    1.7739    0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1345    0.2570   -2.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8575    0.1198   -2.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7424   -1.1017   -1.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4607    1.4230    0.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2850   -1.3279   -0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1145    1.9863   -0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3317    4.0816   -0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5066    5.2290   -0.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4069   -0.4184   -0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3376   -3.2404    1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9812   -3.6594    2.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6522   -1.9421    2.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0124   -3.8607   -0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0498   -4.0898    0.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6308   -4.7168    0.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5644   -2.3847    1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3346   -1.6670    3.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8 24  1  0
 24 25  1  0
 24 21  1  0
 21 22  1  0
 21 23  1  0
 21 20  1  0
 20 19  1  0
 19  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
  9  8  1  0
 17 11  1  0
 18 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  8 33  1  6
 24 44  1  1
 25 45  1  0
 22 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
 10 34  1  0
 12 35  1  0
 13 36  1  0
 18 37  1  0
M  END


  Mrv1652309022216102D          

 25 27  0  0  1  0            999 V2000
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468   -3.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  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  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
  9 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0156892

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC(=O)O[C@H]1[C@@H](O)C(C)(C)OC2=C1C=C1C=CC(=O)OC1=C2

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O6/c1-10(2)7-16(21)24-17-12-8-11-5-6-15(20)23-13(11)9-14(12)25-19(3,4)18(17)22/h5-9,17-18,22H,1-4H3/t17-,18-/m1/s1

> <INCHI_KEY>
ZXBLITQYGGJILQ-QZTJIDSGSA-N

> <FORMULA>
C19H20O6

> <MOLECULAR_WEIGHT>
344.363

> <EXACT_MASS>
344.125988364

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.543601057558526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6R,7R)-6-hydroxy-5,5-dimethyl-13-oxo-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1,3(8),9,11-tetraen-7-yl 3-methylbut-2-enoate

> <ALOGPS_LOGP>
2.64

> <JCHEM_LOGP>
2.874145477000001

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.87967240154006

> <JCHEM_PKA_STRONGEST_BASIC>
-3.726231291566376

> <JCHEM_POLAR_SURFACE_AREA>
82.06000000000002

> <JCHEM_REFRACTIVITY>
91.30310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6R,7R)-6-hydroxy-5,5-dimethyl-13-oxo-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1,3(8),9,11-tetraen-7-yl 3-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.141  -6.067   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.151  -4.353   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   24                                                  
CONECT    9    8   10   19                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   11   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18    9   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21    8   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

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Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₆

Average Mass

344.3630 Da

Monoisotopic Mass

344.12599 Da

IUPAC Name

(6R,7R)-6-hydroxy-5,5-dimethyl-13-oxo-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1,3(8),9,11-tetraen-7-yl 3-methylbut-2-enoate

Traditional Name

(6R,7R)-6-hydroxy-5,5-dimethyl-13-oxo-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1,3(8),9,11-tetraen-7-yl 3-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

CC(C)=CC(=O)O[C@H]1[C@@H](O)C(C)(C)OC2=C1C=C1C=CC(=O)OC1=C2

InChI Identifier

InChI=1S/C19H20O6/c1-10(2)7-16(21)24-17-12-8-11-5-6-15(20)23-13(11)9-14(12)25-19(3,4)18(17)22/h5-9,17-18,22H,1-4H3/t17-,18-/m1/s1

InChI Key

ZXBLITQYGGJILQ-QZTJIDSGSA-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 decursiva	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Linear pyranocoumarins

Alternative Parents

Substituents

Linear pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
1-benzopyran
Benzopyran
Chromane
Pyranone
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Benzenoid
Pyran
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	2.64	ALOGPS
logP	2.87	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	12.88	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	91.3 m³·mol⁻¹	ChemAxon
Polarizability	34.54 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

C00030936

Chemspider ID

65056575

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122169320

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ali MY, Seong SH, Jung HA, Jannat S, Choi JS: Kinetics and molecular docking of dihydroxanthyletin-type coumarins from Angelica decursiva that inhibit cholinesterase and BACE1. Arch Pharm Res. 2018 Jul;41(7):753-764. doi: 10.1007/s12272-018-1056-9. Epub 2018 Jul 25. [PubMed:30047040 ]
Ali MY, Jung HA, Jannat S, Choi JS: Dihydroxanthyletin-type coumarins from Angelica decursiva that inhibits the formation of advanced glycation end products and human recombinant aldose reductase. Arch Pharm Res. 2018 Feb;41(2):196-207. doi: 10.1007/s12272-017-0999-6. Epub 2017 Dec 11. [PubMed:29230690 ]
Ishita IJ, Nurul Islam M, Kim YS, Choi RJ, Sohn HS, Jung HA, Choi JS: Coumarins from Angelica decursiva inhibit lipopolysaccharide-induced nitrite oxide production in RAW 264.7 cells. Arch Pharm Res. 2016 Jan;39(1):115-26. doi: 10.1007/s12272-015-0668-6. Epub 2015 Oct 16. [PubMed:26474585 ]
Ali MY, Jannat S, Jung HA, Choi JS: Insulin-Mimetic Dihydroxanthyletin-Type Coumarins from Angelica decursiva with Protein Tyrosine Phosphatase 1B and alpha-Glucosidase Inhibitory Activities and Docking Studies of Their Molecular Mechanisms. Antioxidants (Basel). 2021 Feb 15;10(2):292. doi: 10.3390/antiox10020292. [PubMed:33672051 ]
LOTUS database [Link]

Showing NP-Card for (3r,4r)-3-hydroxy-2,2-dimethyl-8-oxo-3h,4h-pyrano[3,2-g]chromen-4-yl 3-methylbut-2-enoate (NP0156892)

MOL for NP0156892 ((3r,4r)-3-hydroxy-2,2-dimethyl-8-oxo-3h,4h-pyrano[3,2-g]chromen-4-yl 3-methylbut-2-enoate)

3D MOL for NP0156892 ((3r,4r)-3-hydroxy-2,2-dimethyl-8-oxo-3h,4h-pyrano[3,2-g]chromen-4-yl 3-methylbut-2-enoate)

3D SDF for NP0156892 ((3r,4r)-3-hydroxy-2,2-dimethyl-8-oxo-3h,4h-pyrano[3,2-g]chromen-4-yl 3-methylbut-2-enoate)

3D-SDF for NP0156892 ((3r,4r)-3-hydroxy-2,2-dimethyl-8-oxo-3h,4h-pyrano[3,2-g]chromen-4-yl 3-methylbut-2-enoate)

PDB for NP0156892 ((3r,4r)-3-hydroxy-2,2-dimethyl-8-oxo-3h,4h-pyrano[3,2-g]chromen-4-yl 3-methylbut-2-enoate)

3D PDB for NP0156892 ((3r,4r)-3-hydroxy-2,2-dimethyl-8-oxo-3h,4h-pyrano[3,2-g]chromen-4-yl 3-methylbut-2-enoate)

SMILES for NP0156892 ((3r,4r)-3-hydroxy-2,2-dimethyl-8-oxo-3h,4h-pyrano[3,2-g]chromen-4-yl 3-methylbut-2-enoate)

INCHI for NP0156892 ((3r,4r)-3-hydroxy-2,2-dimethyl-8-oxo-3h,4h-pyrano[3,2-g]chromen-4-yl 3-methylbut-2-enoate)

Structure for NP0156892 ((3r,4r)-3-hydroxy-2,2-dimethyl-8-oxo-3h,4h-pyrano[3,2-g]chromen-4-yl 3-methylbut-2-enoate)

3D Structure for NP0156892 ((3r,4r)-3-hydroxy-2,2-dimethyl-8-oxo-3h,4h-pyrano[3,2-g]chromen-4-yl 3-methylbut-2-enoate)