NP-MRD: Showing NP-Card for stemofuran O (NP0035770)

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Record Information

Version

2.0

Created at

2021-06-20 19:07:23 UTC

Updated at

2021-06-30 00:06:58 UTC

NP-MRD ID

NP0035770

Secondary Accession Numbers

None

Natural Product Identification

Common Name

stemofuran O

Provided By

JEOL Database JEOL Logo

Description

2-(3,5-Dimethoxy-2,4,6-trimethylphenyl)-1-benzofuran-4-ol belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. stemofuran O is found in Stemona aphylla. stemofuran O was first documented in 2011 (Sastraruji, T., et al.). Based on a literature review very few articles have been published on 2-(3,5-dimethoxy-2,4,6-trimethylphenyl)-1-benzofuran-4-ol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121073D          

 43 45  0  0  0  0            999 V2000
    0.4135   -2.5433   -2.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194   -1.2608   -2.9408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -0.9648   -1.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9844   -1.3588   -1.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8741   -2.0762   -2.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4232   -1.0944   -0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6722   -1.5294    0.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5799   -2.8221    0.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6531   -0.3354    0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1906   -0.0046    2.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3634    0.0949    0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4585    0.8662    1.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8510    2.1879    1.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6609    2.3156    2.6347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3667    3.3453    3.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3950    4.6385    2.8165 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0783    3.0696    4.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0941    1.7788    4.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4017    0.7321    4.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7047    1.0464    3.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9749    0.1680    2.4619 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282   -0.2187   -0.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938    0.2556   -1.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3073   -3.3432   -2.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2344   -2.5896   -2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8331   -2.7050   -3.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7491   -3.1585   -2.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9273   -1.8248   -2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6491   -1.7881   -3.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1820   -3.5633    0.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5909   -3.1314    1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9691   -2.7970    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2774   -0.1201    2.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367   -0.6617    3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9880    1.0392    2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5776    2.9560    0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8517    4.6738    2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6224    3.8691    4.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6534    1.5838    5.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4031   -0.2744    4.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7816   -0.1193   -2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119    1.3485   -1.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2594   -0.0874   -0.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 17  2  0  0  0  0
 11 22  1  0  0  0  0
 14 20  2  0  0  0  0
 22  3  2  0  0  0  0
 17 18  1  0  0  0  0
  3  4  1  0  0  0  0
  4  6  2  0  0  0  0
 18 19  2  0  0  0  0
  6  9  1  0  0  0  0
  9 11  2  0  0  0  0
 19 20  1  0  0  0  0
 15 16  1  0  0  0  0
  6  7  1  0  0  0  0
 20 21  1  0  0  0  0
  3  2  1  0  0  0  0
 21 12  1  0  0  0  0
  2  1  1  0  0  0  0
 12 13  2  0  0  0  0
  7  8  1  0  0  0  0
 13 14  1  0  0  0  0
  9 10  1  0  0  0  0
 14 15  1  0  0  0  0
  4  5  1  0  0  0  0
 12 11  1  0  0  0  0
 22 23  1  0  0  0  0
 17 38  1  0  0  0  0
 18 39  1  0  0  0  0
 19 40  1  0  0  0  0
 13 36  1  0  0  0  0
 16 37  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  8 30  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
 23 41  1  0  0  0  0
 23 42  1  0  0  0  0
 23 43  1  0  0  0  0
M  END

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
    0.4135   -2.5433   -2.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194   -1.2608   -2.9408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -0.9648   -1.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9844   -1.3588   -1.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8741   -2.0762   -2.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4232   -1.0944   -0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6722   -1.5294    0.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5799   -2.8221    0.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6531   -0.3354    0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1906   -0.0046    2.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3634    0.0949    0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4585    0.8662    1.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8510    2.1879    1.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6609    2.3156    2.6347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3667    3.3453    3.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3950    4.6385    2.8165 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0783    3.0696    4.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0941    1.7788    4.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4017    0.7321    4.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7047    1.0464    3.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9749    0.1680    2.4619 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282   -0.2187   -0.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938    0.2556   -1.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3073   -3.3432   -2.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2344   -2.5896   -2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8331   -2.7050   -3.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7491   -3.1585   -2.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9273   -1.8248   -2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6491   -1.7881   -3.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1820   -3.5633    0.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5909   -3.1314    1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9691   -2.7970    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2774   -0.1201    2.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367   -0.6617    3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9880    1.0392    2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5776    2.9560    0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8517    4.6738    2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6224    3.8691    4.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6534    1.5838    5.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4031   -0.2744    4.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7816   -0.1193   -2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119    1.3485   -1.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2594   -0.0874   -0.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 17  2  0
 11 22  1  0
 14 20  2  0
 22  3  2  0
 17 18  1  0
  3  4  1  0
  4  6  2  0
 18 19  2  0
  6  9  1  0
  9 11  2  0
 19 20  1  0
 15 16  1  0
  6  7  1  0
 20 21  1  0
  3  2  1  0
 21 12  1  0
  2  1  1  0
 12 13  2  0
  7  8  1  0
 13 14  1  0
  9 10  1  0
 14 15  1  0
  4  5  1  0
 12 11  1  0
 22 23  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 13 36  1  0
 16 37  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
  5 27  1  0
  5 28  1  0
  5 29  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
M  END


  Mrv1652306202121073D          

 43 45  0  0  0  0            999 V2000
    0.4135   -2.5433   -2.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194   -1.2608   -2.9408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -0.9648   -1.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9844   -1.3588   -1.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8741   -2.0762   -2.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4232   -1.0944   -0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6722   -1.5294    0.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5799   -2.8221    0.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6531   -0.3354    0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1906   -0.0046    2.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3634    0.0949    0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4585    0.8662    1.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8510    2.1879    1.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6609    2.3156    2.6347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3667    3.3453    3.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3950    4.6385    2.8165 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0783    3.0696    4.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0941    1.7788    4.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4017    0.7321    4.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7047    1.0464    3.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9749    0.1680    2.4619 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282   -0.2187   -0.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938    0.2556   -1.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3073   -3.3432   -2.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2344   -2.5896   -2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8331   -2.7050   -3.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7491   -3.1585   -2.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9273   -1.8248   -2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6491   -1.7881   -3.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1820   -3.5633    0.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5909   -3.1314    1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9691   -2.7970    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2774   -0.1201    2.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367   -0.6617    3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9880    1.0392    2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5776    2.9560    0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8517    4.6738    2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6224    3.8691    4.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6534    1.5838    5.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4031   -0.2744    4.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7816   -0.1193   -2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119    1.3485   -1.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2594   -0.0874   -0.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 17  2  0  0  0  0
 11 22  1  0  0  0  0
 14 20  2  0  0  0  0
 22  3  2  0  0  0  0
 17 18  1  0  0  0  0
  3  4  1  0  0  0  0
  4  6  2  0  0  0  0
 18 19  2  0  0  0  0
  6  9  1  0  0  0  0
  9 11  2  0  0  0  0
 19 20  1  0  0  0  0
 15 16  1  0  0  0  0
  6  7  1  0  0  0  0
 20 21  1  0  0  0  0
  3  2  1  0  0  0  0
 21 12  1  0  0  0  0
  2  1  1  0  0  0  0
 12 13  2  0  0  0  0
  7  8  1  0  0  0  0
 13 14  1  0  0  0  0
  9 10  1  0  0  0  0
 14 15  1  0  0  0  0
  4  5  1  0  0  0  0
 12 11  1  0  0  0  0
 22 23  1  0  0  0  0
 17 38  1  0  0  0  0
 18 39  1  0  0  0  0
 19 40  1  0  0  0  0
 13 36  1  0  0  0  0
 16 37  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  8 30  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
 23 41  1  0  0  0  0
 23 42  1  0  0  0  0
 23 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035770

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C2=C1C([H])=C(O2)C1=C(C(OC([H])([H])[H])=C(C(OC([H])([H])[H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O4/c1-10-17(11(2)19(22-5)12(3)18(10)21-4)16-9-13-14(20)7-6-8-15(13)23-16/h6-9,20H,1-5H3

> <INCHI_KEY>
OHZINUTYNDAXCG-UHFFFAOYSA-N

> <FORMULA>
C19H20O4

> <MOLECULAR_WEIGHT>
312.365

> <EXACT_MASS>
312.136159124

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.77689225395831

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,5-dimethoxy-2,4,6-trimethylphenyl)-1-benzofuran-4-ol

> <ALOGPS_LOGP>
4.53

> <JCHEM_LOGP>
4.620952017333334

> <ALOGPS_LOGS>
-4.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.839918808346818

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8586874926360424

> <JCHEM_POLAR_SURFACE_AREA>
51.83

> <JCHEM_REFRACTIVITY>
89.9437

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,5-dimethoxy-2,4,6-trimethylphenyl)-1-benzofuran-4-ol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
    0.4135   -2.5433   -2.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194   -1.2608   -2.9408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -0.9648   -1.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9844   -1.3588   -1.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8741   -2.0762   -2.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4232   -1.0944   -0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6722   -1.5294    0.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5799   -2.8221    0.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6531   -0.3354    0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1906   -0.0046    2.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3634    0.0949    0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4585    0.8662    1.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8510    2.1879    1.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6609    2.3156    2.6347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3667    3.3453    3.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3950    4.6385    2.8165 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0783    3.0696    4.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0941    1.7788    4.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4017    0.7321    4.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7047    1.0464    3.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9749    0.1680    2.4619 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282   -0.2187   -0.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938    0.2556   -1.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3073   -3.3432   -2.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2344   -2.5896   -2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8331   -2.7050   -3.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7491   -3.1585   -2.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9273   -1.8248   -2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6491   -1.7881   -3.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1820   -3.5633    0.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5909   -3.1314    1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9691   -2.7970    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2774   -0.1201    2.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367   -0.6617    3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9880    1.0392    2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5776    2.9560    0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8517    4.6738    2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6224    3.8691    4.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6534    1.5838    5.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4031   -0.2744    4.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7816   -0.1193   -2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119    1.3485   -1.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2594   -0.0874   -0.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 17  2  0
 11 22  1  0
 14 20  2  0
 22  3  2  0
 17 18  1  0
  3  4  1  0
  4  6  2  0
 18 19  2  0
  6  9  1  0
  9 11  2  0
 19 20  1  0
 15 16  1  0
  6  7  1  0
 20 21  1  0
  3  2  1  0
 21 12  1  0
  2  1  1  0
 12 13  2  0
  7  8  1  0
 13 14  1  0
  9 10  1  0
 14 15  1  0
  4  5  1  0
 12 11  1  0
 22 23  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 13 36  1  0
 16 37  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
  5 27  1  0
  5 28  1  0
  5 29  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.414  -2.543  -2.944  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.219  -1.261  -2.941  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.685  -0.965  -1.681  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.984  -1.359  -1.326  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.874  -2.076  -2.304  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.423  -1.094  -0.019  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.672  -1.529   0.360  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.580  -2.822   0.963  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.653  -0.335   0.881  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.191  -0.005   2.253  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.363   0.095   0.485  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.459   0.866   1.411  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.851   2.188   1.474  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.661   2.316   2.635  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.367   3.345   3.283  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.395   4.638   2.817  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.078   3.070   4.454  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.094   1.779   4.988  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.402   0.732   4.369  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.705   1.046   3.203  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.975   0.168   2.462  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.128  -0.219  -0.806  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.494   0.256  -1.242  0.00  0.00           C+0
HETATM   24  H   UNK     0      -0.307  -3.343  -2.747  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.234  -2.590  -2.220  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.833  -2.705  -3.941  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.749  -3.159  -2.205  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.927  -1.825  -2.141  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.649  -1.788  -3.336  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.182  -3.563   0.262  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.591  -3.131   1.244  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.969  -2.797   1.872  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.277  -0.120   2.310  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.737  -0.662   3.002  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.988   1.039   2.515  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.578   2.956   0.766  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.852   4.674   2.012  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.622   3.869   4.951  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.653   1.584   5.901  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.403  -0.274   4.769  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.782  -0.119  -2.228  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.512   1.349  -1.301  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.259  -0.087  -0.538  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1                                                       
CONECT    3   22    4    2                                                  
CONECT    4    3    6    5                                                  
CONECT    5    4   27   28   29                                             
CONECT    6    4    9    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7   30   31   32                                             
CONECT    9    6   11   10                                                  
CONECT   10    9   33   34   35                                             
CONECT   11   22    9   12                                                  
CONECT   12   21   13   11                                                  
CONECT   13   12   14   36                                                  
CONECT   14   20   13   15                                                  
CONECT   15   17   16   14                                                  
CONECT   16   15   37                                                       
CONECT   17   15   18   38                                                  
CONECT   18   17   19   39                                                  
CONECT   19   18   20   40                                                  
CONECT   20   14   19   21                                                  
CONECT   21   20   12                                                       
CONECT   22   11    3   23                                                  
CONECT   23   22   41   42   43                                             
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    5                                                            
CONECT   28    5                                                            
CONECT   29    5                                                            
CONECT   30    8                                                            
CONECT   31    8                                                            
CONECT   32    8                                                            
CONECT   33   10                                                            
CONECT   34   10                                                            
CONECT   35   10                                                            
CONECT   36   13                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   18                                                            
CONECT   40   19                                                            
CONECT   41   23                                                            
CONECT   42   23                                                            
CONECT   43   23                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   90    0
END

RDKit          3D

43 45  0  0  0  0  0  0  0  0999 V2000
    0.4135   -2.5433   -2.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194   -1.2608   -2.9408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -0.9648   -1.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9844   -1.3588   -1.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8741   -2.0762   -2.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4232   -1.0944   -0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6722   -1.5294    0.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5799   -2.8221    0.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6531   -0.3354    0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1906   -0.0046    2.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3634    0.0949    0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4585    0.8662    1.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8510    2.1879    1.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6609    2.3156    2.6347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3667    3.3453    3.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3950    4.6385    2.8165 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0783    3.0696    4.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0941    1.7788    4.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4017    0.7321    4.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7047    1.0464    3.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9749    0.1680    2.4619 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282   -0.2187   -0.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938    0.2556   -1.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3073   -3.3432   -2.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2344   -2.5896   -2.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8331   -2.7050   -3.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7491   -3.1585   -2.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9273   -1.8248   -2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6491   -1.7881   -3.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1820   -3.5633    0.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5909   -3.1314    1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9691   -2.7970    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2774   -0.1201    2.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367   -0.6617    3.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9880    1.0392    2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5776    2.9560    0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8517    4.6738    2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6224    3.8691    4.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6534    1.5838    5.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4031   -0.2744    4.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7816   -0.1193   -2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119    1.3485   -1.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2594   -0.0874   -0.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 17  2  0
 11 22  1  0
 14 20  2  0
 22  3  2  0
 17 18  1  0
  3  4  1  0
  4  6  2  0
 18 19  2  0
  6  9  1  0
  9 11  2  0
 19 20  1  0
 15 16  1  0
  6  7  1  0
 20 21  1  0
  3  2  1  0
 21 12  1  0
  2  1  1  0
 12 13  2  0
  7  8  1  0
 13 14  1  0
  9 10  1  0
 14 15  1  0
  4  5  1  0
 12 11  1  0
 22 23  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 13 36  1  0
 16 37  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
  5 27  1  0
  5 28  1  0
  5 29  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₄

Average Mass

312.3650 Da

Monoisotopic Mass

312.13616 Da

IUPAC Name

2-(3,5-dimethoxy-2,4,6-trimethylphenyl)-1-benzofuran-4-ol

Traditional Name

2-(3,5-dimethoxy-2,4,6-trimethylphenyl)-1-benzofuran-4-ol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C([H])C2=C1C([H])=C(O2)C1=C(C(OC([H])([H])[H])=C(C(OC([H])([H])[H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C19H20O4/c1-10-17(11(2)19(22-5)12(3)18(10)21-4)16-9-13-14(20)7-6-8-15(13)23-16/h6-9,20H,1-5H3

InChI Key

OHZINUTYNDAXCG-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Stemona aphylla	JEOL database	Sastraruji, T., et al, J. Nat. Prod. 74, 60 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
2-phenylbenzofuran
Phenylbenzofuran
M-dimethoxybenzene
Dimethoxybenzene
Benzofuran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzofurans (CHEBI:70129 )

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	4.53	ALOGPS
logP	4.62	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.84	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	89.94 m³·mol⁻¹	ChemAxon
Polarizability	34.78 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

C00056135

Chemspider ID

35518354

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sastraruji, T., et al. (2011). Sastraruji, T., et al, J. Nat. Prod. 74, 60 (2011). J. Nat. Prod..

Showing NP-Card for stemofuran O (NP0035770)

MOL for NP0035770 (stemofuran O)

3D MOL for NP0035770 (stemofuran O)

3D SDF for NP0035770 (stemofuran O)

3D-SDF for NP0035770 (stemofuran O)

PDB for NP0035770 (stemofuran O)

3D PDB for NP0035770 (stemofuran O)

SMILES for NP0035770 (stemofuran O)

INCHI for NP0035770 (stemofuran O)

Structure for NP0035770 (stemofuran O)

3D Structure for NP0035770 (stemofuran O)