NP-MRD: Showing NP-Card for (+)-5-methoxypurpurin (NP0043594)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-21 00:57:28 UTC

Updated at

2021-06-30 00:19:21 UTC

NP-MRD ID

NP0043594

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-5-methoxypurpurin

Provided By

JEOL Database JEOL Logo

Description

CHEMBL516163 belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position. (+)-5-methoxypurpurin is found in Indigofera spicata and Tephrosia purpurea. It was first documented in 2013 (Perez, L. B., et al.). Based on a literature review very few articles have been published on CHEMBL516163.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102573D          

 55 59  0  0  0  0            999 V2000
    1.5961   -1.9886   -4.8460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4748   -1.8404   -3.7296 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8989   -1.0515   -2.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1410    0.3245   -2.8516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6393    1.1316   -1.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9099    0.6203   -0.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -0.7393   -0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -1.5943   -1.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9547   -3.0537   -1.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2704   -3.8814   -2.3583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3389   -3.4799   -0.2066 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6827   -2.4266    0.1844 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4060   -2.8160    1.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6907   -3.3771    1.3915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3653   -3.7512    2.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7632   -3.5741    3.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -3.0251    3.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8090   -2.6506    2.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0365   -1.1616    0.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4736    1.7325    0.0837 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3111    2.8740   -0.5082 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7938    2.4903   -1.8167 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4871    4.0453   -0.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939    3.7424   -0.0188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7866    4.2573    1.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710    4.4776   -0.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9501    2.2172   -0.1333 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8393    1.7106    0.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6661    0.6943    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5282    0.3015    1.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219    0.1803   -0.6006 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -1.0449   -5.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0308   -2.7341   -5.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6040   -2.3408   -4.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7200    0.7437   -3.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1421   -4.4552   -0.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1435   -3.5803    0.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285   -2.2909   -0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1785   -3.5241    0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3605   -4.1839    2.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2881   -3.8683    4.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134   -2.8911    4.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1891   -2.2248    2.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118    1.5525    1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815    3.1079    0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0118    3.7653    2.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7527    4.1055    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5546    5.3285    1.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8352    4.1961   -1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8731    4.2613   -0.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103    5.5612   -0.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981    1.9647   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1581    1.1449    1.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9027   -0.0193    2.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1748   -0.5301    1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 13  1  0  0  0  0
  5  6  2  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22  5  1  0  0  0  0
 21 20  1  0  0  0  0
 12 19  1  0  0  0  0
  5  4  1  0  0  0  0
  9 10  2  0  0  0  0
 12 13  1  0  0  0  0
 20 27  1  0  0  0  0
 27 24  1  0  0  0  0
 24 23  1  0  0  0  0
 23 21  1  0  0  0  0
  4  3  2  0  0  0  0
 21 45  1  1  0  0  0
 13 14  2  0  0  0  0
 20 44  1  1  0  0  0
  3  8  1  0  0  0  0
 24 25  1  1  0  0  0
 14 15  1  0  0  0  0
 24 26  1  0  0  0  0
  7  6  1  0  0  0  0
 27 28  1  0  0  0  0
 15 16  2  0  0  0  0
 28 29  1  0  0  0  0
  7  8  2  0  0  0  0
 29 30  1  0  0  0  0
 16 17  1  0  0  0  0
 29 31  2  0  0  0  0
  7 19  1  0  0  0  0
  3  2  1  0  0  0  0
 17 18  2  0  0  0  0
  2  1  1  0  0  0  0
  4 35  1  0  0  0  0
 11 36  1  0  0  0  0
 11 37  1  0  0  0  0
 12 38  1  6  0  0  0
 14 39  1  0  0  0  0
 15 40  1  0  0  0  0
 16 41  1  0  0  0  0
 17 42  1  0  0  0  0
 18 43  1  0  0  0  0
 27 52  1  6  0  0  0
 25 46  1  0  0  0  0
 25 47  1  0  0  0  0
 25 48  1  0  0  0  0
 26 49  1  0  0  0  0
 26 50  1  0  0  0  0
 26 51  1  0  0  0  0
 30 53  1  0  0  0  0
 30 54  1  0  0  0  0
 30 55  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
M  END

     RDKit          3D

 55 59  0  0  0  0  0  0  0  0999 V2000
    1.5961   -1.9886   -4.8460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4748   -1.8404   -3.7296 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8989   -1.0515   -2.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1410    0.3245   -2.8516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6393    1.1316   -1.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9099    0.6203   -0.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -0.7393   -0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -1.5943   -1.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9547   -3.0537   -1.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2704   -3.8814   -2.3583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3389   -3.4799   -0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6827   -2.4266    0.1844 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4060   -2.8160    1.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6907   -3.3771    1.3915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3653   -3.7512    2.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7632   -3.5741    3.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -3.0251    3.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8090   -2.6506    2.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0365   -1.1616    0.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4736    1.7325    0.0837 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3111    2.8740   -0.5082 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7938    2.4903   -1.8167 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4871    4.0453   -0.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939    3.7424   -0.0188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7866    4.2573    1.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710    4.4776   -0.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9501    2.2172   -0.1333 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8393    1.7106    0.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6661    0.6943    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5282    0.3015    1.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219    0.1803   -0.6006 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -1.0449   -5.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0308   -2.7341   -5.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6040   -2.3408   -4.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7200    0.7437   -3.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1421   -4.4552   -0.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1435   -3.5803    0.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285   -2.2909   -0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1785   -3.5241    0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3605   -4.1839    2.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2881   -3.8683    4.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134   -2.8911    4.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1891   -2.2248    2.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118    1.5525    1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815    3.1079    0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0118    3.7653    2.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7527    4.1055    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5546    5.3285    1.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8352    4.1961   -1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8731    4.2613   -0.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103    5.5612   -0.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981    1.9647   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1581    1.1449    1.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9027   -0.0193    2.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1748   -0.5301    1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 13  1  0
  5  6  2  0
  8  9  1  0
  9 11  1  0
 11 12  1  0
  6 20  1  0
 21 22  1  0
 22  5  1  0
 21 20  1  0
 12 19  1  0
  5  4  1  0
  9 10  2  0
 12 13  1  0
 20 27  1  0
 27 24  1  0
 24 23  1  0
 23 21  1  0
  4  3  2  0
 21 45  1  1
 13 14  2  0
 20 44  1  1
  3  8  1  0
 24 25  1  1
 14 15  1  0
 24 26  1  0
  7  6  1  0
 27 28  1  0
 15 16  2  0
 28 29  1  0
  7  8  2  0
 29 30  1  0
 16 17  1  0
 29 31  2  0
  7 19  1  0
  3  2  1  0
 17 18  2  0
  2  1  1  0
  4 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  6
 14 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 27 52  1  6
 25 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
 30 53  1  0
 30 54  1  0
 30 55  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
M  END


  Mrv1652306212102573D          

 55 59  0  0  0  0            999 V2000
    1.5961   -1.9886   -4.8460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4748   -1.8404   -3.7296 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8989   -1.0515   -2.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1410    0.3245   -2.8516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6393    1.1316   -1.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9099    0.6203   -0.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -0.7393   -0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -1.5943   -1.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9547   -3.0537   -1.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2704   -3.8814   -2.3583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3389   -3.4799   -0.2066 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6827   -2.4266    0.1844 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4060   -2.8160    1.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6907   -3.3771    1.3915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3653   -3.7512    2.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7632   -3.5741    3.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -3.0251    3.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8090   -2.6506    2.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0365   -1.1616    0.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4736    1.7325    0.0837 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3111    2.8740   -0.5082 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7938    2.4903   -1.8167 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4871    4.0453   -0.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939    3.7424   -0.0188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7866    4.2573    1.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710    4.4776   -0.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9501    2.2172   -0.1333 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8393    1.7106    0.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6661    0.6943    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5282    0.3015    1.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219    0.1803   -0.6006 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -1.0449   -5.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0308   -2.7341   -5.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6040   -2.3408   -4.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7200    0.7437   -3.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1421   -4.4552   -0.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1435   -3.5803    0.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285   -2.2909   -0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1785   -3.5241    0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3605   -4.1839    2.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2881   -3.8683    4.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134   -2.8911    4.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1891   -2.2248    2.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118    1.5525    1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815    3.1079    0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0118    3.7653    2.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7527    4.1055    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5546    5.3285    1.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8352    4.1961   -1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8731    4.2613   -0.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103    5.5612   -0.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981    1.9647   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1581    1.1449    1.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9027   -0.0193    2.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1748   -0.5301    1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 13  1  0  0  0  0
  5  6  2  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22  5  1  0  0  0  0
 21 20  1  0  0  0  0
 12 19  1  0  0  0  0
  5  4  1  0  0  0  0
  9 10  2  0  0  0  0
 12 13  1  0  0  0  0
 20 27  1  0  0  0  0
 27 24  1  0  0  0  0
 24 23  1  0  0  0  0
 23 21  1  0  0  0  0
  4  3  2  0  0  0  0
 21 45  1  1  0  0  0
 13 14  2  0  0  0  0
 20 44  1  1  0  0  0
  3  8  1  0  0  0  0
 24 25  1  1  0  0  0
 14 15  1  0  0  0  0
 24 26  1  0  0  0  0
  7  6  1  0  0  0  0
 27 28  1  0  0  0  0
 15 16  2  0  0  0  0
 28 29  1  0  0  0  0
  7  8  2  0  0  0  0
 29 30  1  0  0  0  0
 16 17  1  0  0  0  0
 29 31  2  0  0  0  0
  7 19  1  0  0  0  0
  3  2  1  0  0  0  0
 17 18  2  0  0  0  0
  2  1  1  0  0  0  0
  4 35  1  0  0  0  0
 11 36  1  0  0  0  0
 11 37  1  0  0  0  0
 12 38  1  6  0  0  0
 14 39  1  0  0  0  0
 15 40  1  0  0  0  0
 16 41  1  0  0  0  0
 17 42  1  0  0  0  0
 18 43  1  0  0  0  0
 27 52  1  6  0  0  0
 25 46  1  0  0  0  0
 25 47  1  0  0  0  0
 25 48  1  0  0  0  0
 26 49  1  0  0  0  0
 26 50  1  0  0  0  0
 26 51  1  0  0  0  0
 30 53  1  0  0  0  0
 30 54  1  0  0  0  0
 30 55  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043594

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C([H])=C(C([H])=C1[H])[C@@]1([H])OC2=C(C(OC([H])([H])[H])=C([H])C3=C2[C@@]2([H])[C@@]([H])(O3)OC(C([H])([H])[H])(C([H])([H])[H])[C@]2([H])OC(=O)C([H])([H])[H])C(=O)C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H24O7/c1-12(25)28-22-20-19-17(30-23(20)31-24(22,2)3)11-16(27-4)18-14(26)10-15(29-21(18)19)13-8-6-5-7-9-13/h5-9,11,15,20,22-23H,10H2,1-4H3/t15-,20+,22+,23-/m0/s1

> <INCHI_KEY>
YRLRQNVYUYVRRD-RLTFZFDCSA-N

> <FORMULA>
C24H24O7

> <MOLECULAR_WEIGHT>
424.449

> <EXACT_MASS>
424.152203113

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
43.92302796083613

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4S,12S,15R,16R)-8-methoxy-14,14-dimethyl-6-oxo-4-phenyl-3,11,13-trioxatetracyclo[8.6.0.0^{2,7}.0^{12,16}]hexadeca-1(10),2(7),8-trien-15-yl acetate

> <ALOGPS_LOGP>
3.42

> <JCHEM_LOGP>
3.2007944099999994

> <ALOGPS_LOGS>
-4.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.054651613244463

> <JCHEM_PKA_STRONGEST_BASIC>
-4.128938118307178

> <JCHEM_POLAR_SURFACE_AREA>
80.29000000000002

> <JCHEM_REFRACTIVITY>
109.36860000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.35e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,12S,15R,16R)-8-methoxy-14,14-dimethyl-6-oxo-4-phenyl-3,11,13-trioxatetracyclo[8.6.0.0^{2,7}.0^{12,16}]hexadeca-1(10),2(7),8-trien-15-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 55 59  0  0  0  0  0  0  0  0999 V2000
    1.5961   -1.9886   -4.8460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4748   -1.8404   -3.7296 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8989   -1.0515   -2.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1410    0.3245   -2.8516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6393    1.1316   -1.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9099    0.6203   -0.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -0.7393   -0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -1.5943   -1.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9547   -3.0537   -1.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2704   -3.8814   -2.3583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3389   -3.4799   -0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6827   -2.4266    0.1844 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4060   -2.8160    1.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6907   -3.3771    1.3915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3653   -3.7512    2.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7632   -3.5741    3.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -3.0251    3.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8090   -2.6506    2.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0365   -1.1616    0.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4736    1.7325    0.0837 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3111    2.8740   -0.5082 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7938    2.4903   -1.8167 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4871    4.0453   -0.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939    3.7424   -0.0188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7866    4.2573    1.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710    4.4776   -0.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9501    2.2172   -0.1333 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8393    1.7106    0.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6661    0.6943    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5282    0.3015    1.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219    0.1803   -0.6006 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -1.0449   -5.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0308   -2.7341   -5.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6040   -2.3408   -4.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7200    0.7437   -3.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1421   -4.4552   -0.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1435   -3.5803    0.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285   -2.2909   -0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1785   -3.5241    0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3605   -4.1839    2.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2881   -3.8683    4.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134   -2.8911    4.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1891   -2.2248    2.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118    1.5525    1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815    3.1079    0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0118    3.7653    2.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7527    4.1055    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5546    5.3285    1.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8352    4.1961   -1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8731    4.2613   -0.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103    5.5612   -0.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981    1.9647   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1581    1.1449    1.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9027   -0.0193    2.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1748   -0.5301    1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 13  1  0
  5  6  2  0
  8  9  1  0
  9 11  1  0
 11 12  1  0
  6 20  1  0
 21 22  1  0
 22  5  1  0
 21 20  1  0
 12 19  1  0
  5  4  1  0
  9 10  2  0
 12 13  1  0
 20 27  1  0
 27 24  1  0
 24 23  1  0
 23 21  1  0
  4  3  2  0
 21 45  1  1
 13 14  2  0
 20 44  1  1
  3  8  1  0
 24 25  1  1
 14 15  1  0
 24 26  1  0
  7  6  1  0
 27 28  1  0
 15 16  2  0
 28 29  1  0
  7  8  2  0
 29 30  1  0
 16 17  1  0
 29 31  2  0
  7 19  1  0
  3  2  1  0
 17 18  2  0
  2  1  1  0
  4 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  6
 14 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 27 52  1  6
 25 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
 30 53  1  0
 30 54  1  0
 30 55  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       1.596  -1.989  -4.846  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.475  -1.840  -3.730  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.899  -1.052  -2.769  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.141   0.325  -2.852  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.639   1.132  -1.853  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.910   0.620  -0.794  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.669  -0.739  -0.695  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.181  -1.594  -1.683  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.955  -3.054  -1.511  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.270  -3.881  -2.358  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.339  -3.480  -0.207  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.683  -2.427   0.184  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.406  -2.816   1.460  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.691  -3.377   1.391  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.365  -3.751   2.555  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.763  -3.574   3.799  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.485  -3.025   3.881  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.809  -2.651   2.719  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.037  -1.162   0.397  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.474   1.732   0.084  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.311   2.874  -0.508  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.794   2.490  -1.817  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.487   4.045  -0.599  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.794   3.742  -0.019  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.787   4.257   1.427  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.871   4.478  -0.814  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.950   2.217  -0.133  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.839   1.711   0.873  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.666   0.694   0.507  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.528   0.302   1.668  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.722   0.180  -0.601  0.00  0.00           O+0
HETATM   32  H   UNK     0       1.509  -1.045  -5.395  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.031  -2.734  -5.518  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.604  -2.341  -4.542  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.720   0.744  -3.667  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.142  -4.455  -0.342  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.143  -3.580   0.531  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.429  -2.291  -0.613  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.179  -3.524   0.430  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.361  -4.184   2.490  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.288  -3.868   4.704  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.013  -2.891   4.851  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.189  -2.225   2.803  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.712   1.553   1.137  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.182   3.108   0.117  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.012   3.765   2.025  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.753   4.106   1.919  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.555   5.329   1.452  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.835   4.196  -1.873  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.873   4.261  -0.430  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.710   5.561  -0.781  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.298   1.965  -1.145  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.158   1.145   1.962  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.903  -0.019   2.504  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.175  -0.530   1.375  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    3    1                                                       
CONECT    3    4    8    2                                                  
CONECT    4    5    3   35                                                  
CONECT    5    6   22    4                                                  
CONECT    6    5   20    7                                                  
CONECT    7    6    8   19                                                  
CONECT    8    9    3    7                                                  
CONECT    9    8   11   10                                                  
CONECT   10    9                                                            
CONECT   11    9   12   36   37                                             
CONECT   12   11   19   13   38                                             
CONECT   13   18   12   14                                                  
CONECT   14   13   15   39                                                  
CONECT   15   14   16   40                                                  
CONECT   16   15   17   41                                                  
CONECT   17   16   18   42                                                  
CONECT   18   13   17   43                                                  
CONECT   19   12    7                                                       
CONECT   20    6   21   27   44                                             
CONECT   21   22   20   23   45                                             
CONECT   22   21    5                                                       
CONECT   23   24   21                                                       
CONECT   24   27   23   25   26                                             
CONECT   25   24   46   47   48                                             
CONECT   26   24   49   50   51                                             
CONECT   27   20   24   28   52                                             
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29   53   54   55                                             
CONECT   31   29                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    4                                                            
CONECT   36   11                                                            
CONECT   37   11                                                            
CONECT   38   12                                                            
CONECT   39   14                                                            
CONECT   40   15                                                            
CONECT   41   16                                                            
CONECT   42   17                                                            
CONECT   43   18                                                            
CONECT   44   20                                                            
CONECT   45   21                                                            
CONECT   46   25                                                            
CONECT   47   25                                                            
CONECT   48   25                                                            
CONECT   49   26                                                            
CONECT   50   26                                                            
CONECT   51   26                                                            
CONECT   52   27                                                            
CONECT   53   30                                                            
CONECT   54   30                                                            
CONECT   55   30                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  118    0
END

RDKit          3D

55 59  0  0  0  0  0  0  0  0999 V2000
    1.5961   -1.9886   -4.8460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4748   -1.8404   -3.7296 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8989   -1.0515   -2.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1410    0.3245   -2.8516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6393    1.1316   -1.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9099    0.6203   -0.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -0.7393   -0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -1.5943   -1.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9547   -3.0537   -1.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2704   -3.8814   -2.3583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3389   -3.4799   -0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6827   -2.4266    0.1844 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4060   -2.8160    1.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6907   -3.3771    1.3915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3653   -3.7512    2.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7632   -3.5741    3.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -3.0251    3.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8090   -2.6506    2.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0365   -1.1616    0.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4736    1.7325    0.0837 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3111    2.8740   -0.5082 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7938    2.4903   -1.8167 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4871    4.0453   -0.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939    3.7424   -0.0188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7866    4.2573    1.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710    4.4776   -0.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9501    2.2172   -0.1333 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8393    1.7106    0.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6661    0.6943    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5282    0.3015    1.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219    0.1803   -0.6006 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -1.0449   -5.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0308   -2.7341   -5.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6040   -2.3408   -4.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7200    0.7437   -3.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1421   -4.4552   -0.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1435   -3.5803    0.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4285   -2.2909   -0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1785   -3.5241    0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3605   -4.1839    2.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2881   -3.8683    4.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134   -2.8911    4.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1891   -2.2248    2.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118    1.5525    1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815    3.1079    0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0118    3.7653    2.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7527    4.1055    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5546    5.3285    1.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8352    4.1961   -1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8731    4.2613   -0.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103    5.5612   -0.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981    1.9647   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1581    1.1449    1.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9027   -0.0193    2.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1748   -0.5301    1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 13  1  0
  5  6  2  0
  8  9  1  0
  9 11  1  0
 11 12  1  0
  6 20  1  0
 21 22  1  0
 22  5  1  0
 21 20  1  0
 12 19  1  0
  5  4  1  0
  9 10  2  0
 12 13  1  0
 20 27  1  0
 27 24  1  0
 24 23  1  0
 23 21  1  0
  4  3  2  0
 21 45  1  1
 13 14  2  0
 20 44  1  1
  3  8  1  0
 24 25  1  1
 14 15  1  0
 24 26  1  0
  7  6  1  0
 27 28  1  0
 15 16  2  0
 28 29  1  0
  7  8  2  0
 29 30  1  0
 16 17  1  0
 29 31  2  0
  7 19  1  0
  3  2  1  0
 17 18  2  0
  2  1  1  0
  4 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  6
 14 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 27 52  1  6
 25 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
 30 53  1  0
 30 54  1  0
 30 55  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₄H₂₄O₇

Average Mass

424.4490 Da

Monoisotopic Mass

424.15220 Da

IUPAC Name

(4S,12S,15R,16R)-8-methoxy-14,14-dimethyl-6-oxo-4-phenyl-3,11,13-trioxatetracyclo[8.6.0.0^{2,7}.0^{12,16}]hexadeca-1(10),2(7),8-trien-15-yl acetate

Traditional Name

(4S,12S,15R,16R)-8-methoxy-14,14-dimethyl-6-oxo-4-phenyl-3,11,13-trioxatetracyclo[8.6.0.0^{2,7}.0^{12,16}]hexadeca-1(10),2(7),8-trien-15-yl acetate

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C([H])=C(C([H])=C1[H])[C@@]1([H])OC2=C(C(OC([H])([H])[H])=C([H])C3=C2[C@@]2([H])[C@@]([H])(O3)OC(C([H])([H])[H])(C([H])([H])[H])[C@]2([H])OC(=O)C([H])([H])[H])C(=O)C1([H])[H]

InChI Identifier

InChI=1S/C24H24O7/c1-12(25)28-22-20-19-17(30-23(20)31-24(22,2)3)11-16(27-4)18-14(26)10-15(29-21(18)19)13-8-6-5-7-9-13/h5-9,11,15,20,22-23H,10H2,1-4H3/t15-,20+,22+,23-/m0/s1

InChI Key

YRLRQNVYUYVRRD-RLTFZFDCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Indigofera spicata	JEOL database	Perez, L. B., et al, J. Nat. Prod. 76, 1498 (2013)
Tephrosia purpurea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

8-prenylated flavanones

Alternative Parents

Substituents

8-prenylated flavanone
5-methoxyflavonoid-skeleton
Flavanone
Chromone
Chromane
Benzopyran
1-benzopyran
Coumaran
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Tetrahydrofuran
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Acetal
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Oxacycle
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
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	3.42	ALOGPS
logP	3.2	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	14.05	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	80.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.37 m³·mol⁻¹	ChemAxon
Polarizability	43.92 Å³	ChemAxon
Number of Rings	5	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

23326955

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44559427

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Perez, L. B., et al. (2013). Perez, L. B., et al, J. Nat. Prod. 76, 1498 (2013). J. Nat. Prod..

Showing NP-Card for (+)-5-methoxypurpurin (NP0043594)

MOL for NP0043594 ((+)-5-methoxypurpurin)

3D MOL for NP0043594 ((+)-5-methoxypurpurin)

3D SDF for NP0043594 ((+)-5-methoxypurpurin)

3D-SDF for NP0043594 ((+)-5-methoxypurpurin)

PDB for NP0043594 ((+)-5-methoxypurpurin)

3D PDB for NP0043594 ((+)-5-methoxypurpurin)

SMILES for NP0043594 ((+)-5-methoxypurpurin)

INCHI for NP0043594 ((+)-5-methoxypurpurin)

Structure for NP0043594 ((+)-5-methoxypurpurin)

3D Structure for NP0043594 ((+)-5-methoxypurpurin)