NP-MRD: Showing NP-Card for 5-Chloropropacin (NP0074199)

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Record Information

Version

2.0

Created at

2022-04-28 19:21:55 UTC

Updated at

2022-04-28 19:21:55 UTC

NP-MRD ID

NP0074199

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-Chloropropacin

Description

(2R,3S)-6-chloro-3-(4-hydroxy-3-methoxyphenyl)-5-methoxy-2-methyl-2H,3H,9H-[1,4]dioxino[2,3-h]chromen-9-one belongs to the class of organic compounds known as coumarinolignans. These are lignans with a structure characterized by the presence of a 1,4-dioxane bridge substituted by a phenyl group, and fused to a coumarin. 5-Chloropropacin is found in Mondia whitei . Based on a literature review very few articles have been published on (2R,3S)-6-chloro-3-(4-hydroxy-3-methoxyphenyl)-5-methoxy-2-methyl-2H,3H,9H-[1,4]dioxino[2,3-h]chromen-9-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282221212D          

 28 31  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  1  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
   -0.9355    0.4125    0.0000 C   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
   -2.1730   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 Cl  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  6  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 19  1  0  0  0  0
  8 20  1  6  0  0  0
  4 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3 23  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  1 28  1  0  0  0  0
M  END

     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
    5.6481    1.2586    0.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6104    0.1372    0.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3913   -0.3854   -0.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2112    0.1896    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9644   -0.2785   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    0.3688    0.1401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2290   -0.6031    0.5606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5738   -0.3114    0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4024   -0.8682    1.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8563   -1.7893    2.5166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8470   -3.1700    2.1947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7505   -0.5176    1.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7928   -1.2367    2.8864 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.2786    0.3961    0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6120    0.7465    0.8434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0618    1.6669   -0.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1422    2.1627   -0.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5304    3.0054   -1.8355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8811    1.8086   -1.0030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4237    0.9417   -0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0910    0.6121   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2078    1.1349   -1.1394 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604    1.3516   -0.8352 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9487    1.3680   -2.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9283   -1.3715   -1.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1029   -1.9511   -1.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3406   -1.4780   -1.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5240   -2.0933   -1.6783 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2762    0.9883    1.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6475    1.7290    0.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9544    2.0694    0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1899    1.0626    0.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9865    0.9403    1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8356   -3.8001    3.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7346   -3.4031    1.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9537   -3.3567    1.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2953    0.3237    1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1132    1.9941   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2184    2.4117   -0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6792    0.5119   -2.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6652    2.2879   -2.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0116    1.4417   -1.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9473   -1.7459   -1.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0726   -2.8179   -2.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4186   -1.7316   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 27  3  1  0
 23  6  1  0
 21  8  1  0
 20 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
 25 43  1  0
 26 44  1  0
 28 45  1  0
  6 33  1  1
 11 34  1  0
 11 35  1  0
 11 36  1  0
 15 37  1  0
 16 38  1  0
 23 39  1  1
 24 40  1  0
 24 41  1  0
 24 42  1  0
M  END


  Mrv1652304282221212D          

 28 31  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  1  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
   -0.9355    0.4125    0.0000 C   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
   -2.1730   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 Cl  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  6  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 19  1  0  0  0  0
  8 20  1  6  0  0  0
  4 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3 23  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  1 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0074199

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC=C1O)[C@@H]1OC2=C(OC)C(Cl)=C3C=CC(=O)OC3=C2O[C@@H]1C

> <INCHI_IDENTIFIER>
InChI=1S/C20H17ClO7/c1-9-16(10-4-6-12(22)13(8-10)24-2)28-20-18(25-3)15(21)11-5-7-14(23)27-17(11)19(20)26-9/h4-9,16,22H,1-3H3/t9-,16-/m1/s1

> <INCHI_KEY>
YAFMPQNTPUSIBR-JDNHERCYSA-N

> <FORMULA>
C20H17ClO7

> <MOLECULAR_WEIGHT>
404.8

> <EXACT_MASS>
404.0662806

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
39.32556632442317

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S)-6-chloro-3-(4-hydroxy-3-methoxyphenyl)-5-methoxy-2-methyl-2H,3H,9H-[1,4]dioxino[2,3-h]chromen-9-one

> <ALOGPS_LOGP>
3.99

> <JCHEM_LOGP>
3.482444175999999

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.908220094321537

> <JCHEM_PKA_STRONGEST_BASIC>
-4.37278079070249

> <JCHEM_POLAR_SURFACE_AREA>
83.45

> <JCHEM_REFRACTIVITY>
100.91969999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-6-chloro-3-(4-hydroxy-3-methoxyphenyl)-5-methoxy-2-methyl-2H,3H-[1,4]dioxino[2,3-h]chromen-9-one

> <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  O   UNK     0       2.104  -0.564   0.000  0.00  0.00           O+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      -1.746   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.516  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.056  -0.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.826   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.056   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.516   2.104   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.826   3.437   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -6.366   3.437   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -6.366   0.770   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.206  -1.897   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.104   4.771   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.564   4.771   0.000  0.00  0.00           C+0
HETATM   23 Cl   UNK     0       5.184   4.771   0.000  0.00  0.00          Cl+0
HETATM   24  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.494  -1.897   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.184  -0.564   0.000  0.00  0.00           O+0
CONECT    1    2    6   28                                                  
CONECT    2    1    3   24                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5   21                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    5                                                       
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   11                                                       
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19   14                                                            
CONECT   20    8                                                            
CONECT   21    4   22                                                       
CONECT   22   21                                                            
CONECT   23    3                                                            
CONECT   24    2   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    1                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₇ClO₇

Average Mass

404.8000 Da

Monoisotopic Mass

404.06628 Da

IUPAC Name

(2R,3S)-6-chloro-3-(4-hydroxy-3-methoxyphenyl)-5-methoxy-2-methyl-2H,3H,9H-[1,4]dioxino[2,3-h]chromen-9-one

Traditional Name

(2R,3S)-6-chloro-3-(4-hydroxy-3-methoxyphenyl)-5-methoxy-2-methyl-2H,3H-[1,4]dioxino[2,3-h]chromen-9-one

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC=C1O)[C@@H]1OC2=C(OC)C(Cl)=C3C=CC(=O)OC3=C2O[C@@H]1C

InChI Identifier

InChI=1S/C20H17ClO7/c1-9-16(10-4-6-12(22)13(8-10)24-2)28-20-18(25-3)15(21)11-5-7-14(23)27-17(11)19(20)26-9/h4-9,16,22H,1-3H3/t9-,16-/m1/s1

InChI Key

YAFMPQNTPUSIBR-JDNHERCYSA-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
Mondia whitei	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarinolignans. These are lignans with a structure characterized by the presence of a 1,4-dioxane bridge substituted by a phenyl group, and fused to a coumarin.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Coumarinolignans

Sub Class

Not Available

Direct Parent

Coumarinolignans

Alternative Parents

Substituents

Angular-fused coumarolignan skeleton
Phenylbenzodioxane
2-phenylbenzo-1,4-dioxane
P-dioxolo[2,3-h]coumarin
Coumarin
1-benzopyran
Methoxyphenol
Benzopyran
Benzodioxane
Benzo-1,4-dioxane
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Alkyl aryl ether
Benzenoid
Pyran
Para-dioxin
Monocyclic benzene moiety
Aryl halide
Aryl chloride
Heteroaromatic compound
Lactone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen 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	3.99	ALOGPS
logP	3.48	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	100.92 m³·mol⁻¹	ChemAxon
Polarizability	39.33 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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163044030

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 5-Chloropropacin (NP0074199)

MOL for NP0074199 (5-Chloropropacin)

3D MOL for NP0074199 (5-Chloropropacin)

3D SDF for NP0074199 (5-Chloropropacin)

3D-SDF for NP0074199 (5-Chloropropacin)

PDB for NP0074199 (5-Chloropropacin)

3D PDB for NP0074199 (5-Chloropropacin)

SMILES for NP0074199 (5-Chloropropacin)

INCHI for NP0074199 (5-Chloropropacin)

Structure for NP0074199 (5-Chloropropacin)

3D Structure for NP0074199 (5-Chloropropacin)