NP-MRD: Showing NP-Card for (+)-Hyuganin D (NP0072140)

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Record Information

Version

1.0

Created at

2022-04-28 17:31:19 UTC

Updated at

2022-04-28 17:31:19 UTC

NP-MRD ID

NP0072140

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Hyuganin D

Description

Hyuganin D 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. (+)-Hyuganin D is found in Angelica furcijuga and Musineon divaricatum. It was first documented in 2006 (PMID: 16226032). Based on a literature review very few articles have been published on Hyuganin D (PMID: 27286335).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282219312D          

 27 29  0  0  1  0            999 V2000
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    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  2  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  2  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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  8 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
  7 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  1 27  1  0  0  0  0
M  END

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
   -1.5574   -2.7660    2.6342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7797   -2.5848    1.3758 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2561   -3.2738    1.1805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1521   -1.6764    0.3946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3711   -1.5510   -0.7792 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2503   -0.1495   -0.8563 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1635   -0.0611    0.1899 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5419    0.0890   -0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8708    0.1364   -1.2498 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5300    0.1844    1.0585 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3410    1.3296    1.9906 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8993    0.3008    0.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8649    0.8025   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9229    0.5455   -1.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0340    1.3582   -1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0809    2.4517   -0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0419    2.7072   -0.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1245    3.8121    0.7869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0688    4.0412    1.6464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0135    3.1662    1.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9345    3.4568    2.4631 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0672    2.1258    0.8442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    1.8950    0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7819   -0.5775   -2.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2392   -1.7864   -2.0020 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3682   -2.4784   -3.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4220   -2.6876   -1.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9230   -1.7699    2.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3907   -3.4677    2.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9141   -3.2528    3.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4855   -2.2490   -0.7367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7128   -0.0884   -1.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5639   -0.7499    1.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4981    1.1910    2.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2625    2.3039    1.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2556    1.4042    2.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8666   -0.2888   -0.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1641    1.3471    0.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6620   -0.1869    1.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8546    1.1419   -2.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9309    3.1095   -0.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9799    4.4480    0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1085    4.8875    2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9342   -3.0498   -3.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3257   -1.7289   -3.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2617   -3.2125   -2.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381   -2.1438   -0.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0346   -2.7812   -2.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0779   -3.6737   -1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10 12  1  0
 10  8  1  0
  8  9  2  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 25  1  0
 25 26  1  6
 25 27  1  0
 25 24  1  0
 24 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 13  2  0
 13  6  1  0
 13 14  1  0
 23 17  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 10 33  1  1
 12 37  1  0
 12 38  1  0
 12 39  1  0
  6 32  1  6
  5 31  1  1
  1 28  1  0
  1 29  1  0
  1 30  1  0
 26 44  1  0
 26 45  1  0
 26 46  1  0
 27 47  1  0
 27 48  1  0
 27 49  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
M  END


  Mrv1652304282219312D          

 27 29  0  0  1  0            999 V2000
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    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  2  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  2  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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  8 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
  7 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  1 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0072140

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(=O)O[C@H]1[C@@H](OC(C)=O)C(C)(C)OC2=CC=C3C=CC(=O)OC3=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O7/c1-10(2)19(23)26-17-15-13(27-20(4,5)18(17)24-11(3)21)8-6-12-7-9-14(22)25-16(12)15/h6-10,17-18H,1-5H3/t17-,18-/m1/s1

> <INCHI_KEY>
BUTUNJHEBGRWGK-QZTJIDSGSA-N

> <FORMULA>
C20H22O7

> <MOLECULAR_WEIGHT>
374.389

> <EXACT_MASS>
374.136553048

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
37.80254624923624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9R,10R)-9-(acetyloxy)-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-10-yl 2-methylpropanoate

> <ALOGPS_LOGP>
3.00

> <JCHEM_LOGP>
2.9391704059999997

> <ALOGPS_LOGS>
-3.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.902176293736792

> <JCHEM_POLAR_SURFACE_AREA>
88.13000000000001

> <JCHEM_REFRACTIVITY>
95.05279999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.53e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9R,10R)-9-(acetyloxy)-8,8-dimethyl-2-oxo-9H,10H-pyrano[2,3-h]chromen-10-yl 2-methylpropanoate

> <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   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.564   2.104   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.566   0.047   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.566   1.493   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.206  -1.897   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.746  -1.897   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.516  -3.231   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.516  -0.564   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.874  -1.897   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.104  -3.231   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.564  -3.231   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.874  -4.565   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.414  -4.565   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.104  -5.898   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.494  -1.897   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.184  -0.564   0.000  0.00  0.00           O+0
CONECT    1    2    6   27                                                  
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   11   12                                             
CONECT   10    9    5                                                       
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13    8   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    7   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    2   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    1                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₂O₇

Average Mass

374.3890 Da

Monoisotopic Mass

374.13655 Da

IUPAC Name

(9R,10R)-9-(acetyloxy)-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-h]chromen-10-yl 2-methylpropanoate

Traditional Name

(9R,10R)-9-(acetyloxy)-8,8-dimethyl-2-oxo-9H,10H-pyrano[2,3-h]chromen-10-yl 2-methylpropanoate

CAS Registry Number

Not Available

SMILES

CC(C)C(=O)O[C@H]1[C@@H](OC(C)=O)C(C)(C)OC2=CC=C3C=CC(=O)OC3=C12

InChI Identifier

InChI=1S/C20H22O7/c1-10(2)19(23)26-17-15-13(27-20(4,5)18(17)24-11(3)21)8-6-12-7-9-14(22)25-16(12)15/h6-10,17-18H,1-5H3/t17-,18-/m1/s1

InChI Key

BUTUNJHEBGRWGK-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, 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
Angelica furcijuga	Plant	KNApSAcK
Musineon divaricatum	LOTUS Database	35616633

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
Pyranone
Dicarboxylic acid or derivatives
Benzenoid
Pyran
Heteroaromatic compound
Carboxylic acid ester
Lactone
Ether
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3	ALOGPS
logP	2.94	ChemAxon
logS	-3.8	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	95.05 m³·mol⁻¹	ChemAxon
Polarizability	37.8 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

C00031869

Chemspider ID

8492729

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10317265

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Skalicka-Wozniak K, Mroczek T, Walasek M, Glowniak K: Efficient Isolation of Dihydropyranocoumarins and Simple Coumarins from Mutellina purpurea Fruits. Planta Med. 2016 Jul;82(11-12):1105-9. doi: 10.1055/s-0042-108738. Epub 2016 Jun 10. [PubMed:27286335 ]
Yoshikawa M, Nishida N, Ninomiya K, Ohgushi T, Kubo M, Morikawa T, Matsuda H: Inhibitory effects of coumarin and acetylene constituents from the roots of Angelica furcijuga on D-galactosamine/lipopolysaccharide-induced liver injury in mice and on nitric oxide production in lipopolysaccharide-activated mouse peritoneal macrophages. Bioorg Med Chem. 2006 Jan 15;14(2):456-63. doi: 10.1016/j.bmc.2005.08.038. Epub 2005 Oct 12. [PubMed:16226032 ]

Showing NP-Card for (+)-Hyuganin D (NP0072140)

MOL for NP0072140 ((+)-Hyuganin D)

3D MOL for NP0072140 ((+)-Hyuganin D)

3D SDF for NP0072140 ((+)-Hyuganin D)

3D-SDF for NP0072140 ((+)-Hyuganin D)

PDB for NP0072140 ((+)-Hyuganin D)

3D PDB for NP0072140 ((+)-Hyuganin D)

SMILES for NP0072140 ((+)-Hyuganin D)

INCHI for NP0072140 ((+)-Hyuganin D)

Structure for NP0072140 ((+)-Hyuganin D)

3D Structure for NP0072140 ((+)-Hyuganin D)