NP-MRD: Showing NP-Card for holophyllol B (NP0042969)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-21 00:29:50 UTC

Updated at

2021-06-30 00:18:23 UTC

NP-MRD ID

NP0042969

Secondary Accession Numbers

None

Natural Product Identification

Common Name

holophyllol B

Provided By

JEOL Database JEOL Logo

Description

4-{[(2S,3S,4R)-4-[(R)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-2-methoxyoxolan-3-yl]methyl}-2-methoxyphenol belongs to the class of organic compounds known as 9,9'-epoxylignans. These are lignans with a structure based on the 9,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries two benzyl groups at the 3- and 4-positions. Additionally they are oxygenated at the 2-position to form dibenzylbutyrolactones (oxo group) or a dibenzylbutyrolactols (hydroxyl group). holophyllol B is found in Abies holophylla. holophyllol B was first documented in 2013 (Kim, C. S., et al.). Based on a literature review very few articles have been published on 4-{[(2S,3S,4R)-4-[(R)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-2-methoxyoxolan-3-yl]methyl}-2-methoxyphenol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102293D          

 54 56  0  0  0  0            999 V2000
    1.4890    0.4560    4.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4265   -0.1179    4.8159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6695   -0.5400    4.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8422   -0.4472    2.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0220   -0.9181    2.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898   -0.7977    0.6200 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4712    0.6568    0.1928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9735    0.9476    0.2274 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1598    2.3620    0.3063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5335    2.7037    0.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4917    0.4405   -1.0118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4180    0.3855   -1.9681 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1839    0.9542   -1.2824 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8661    0.4595   -1.8871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7611    0.9650   -3.2187 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3694    0.8712   -1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3285   -0.0950   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495    0.2568   -0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6158    1.5768    0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126    1.8922    1.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6942    2.5681    0.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9948    3.8249    0.4934 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410    4.8466    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5782    2.2109   -0.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0276   -1.4870    2.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8614   -1.5828    4.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6912   -1.1106    4.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553   -1.2168    6.2315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1612    1.3664    3.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2824    0.7359    4.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9076   -0.2697    3.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0747   -0.0087    2.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9820   -1.4747    0.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2680   -1.1814    0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204    1.3628    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4811    0.4629    1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6086    3.7913    0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0962    2.3860   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9616    2.2571    1.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    0.9587   -2.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2903   -0.6624   -2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2349    2.0448   -1.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8905   -0.6323   -1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848    1.0730   -3.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030   -1.1343   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1855   -0.4918    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6613    2.8604    1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0710    4.6124    0.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4054    5.7724    0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9469    5.0198   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1528    2.9561   -1.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9451   -1.8602    2.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6365   -2.0225    4.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773   -0.8335    6.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
  3 27  2  0  0  0  0
 16 17  2  0  0  0  0
  5  6  1  0  0  0  0
 17 18  1  0  0  0  0
 14 13  1  0  0  0  0
 18 19  2  0  0  0  0
  7  6  1  0  0  0  0
 19 21  1  0  0  0  0
  7 13  1  0  0  0  0
 21 24  2  0  0  0  0
 24 16  1  0  0  0  0
  5  4  2  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  2  1  1  0  0  0  0
  5 25  1  0  0  0  0
 27 28  1  0  0  0  0
 21 22  1  0  0  0  0
 27 26  1  0  0  0  0
 22 23  1  0  0  0  0
 13 12  1  0  0  0  0
 19 20  1  0  0  0  0
 12 11  1  0  0  0  0
  7 35  1  1  0  0  0
 11  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8  7  1  0  0  0  0
 13 42  1  1  0  0  0
 26 25  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  9 10  1  0  0  0  0
 26 53  1  0  0  0  0
  4 32  1  0  0  0  0
 25 52  1  0  0  0  0
 14 43  1  6  0  0  0
  6 33  1  0  0  0  0
  6 34  1  0  0  0  0
 12 40  1  0  0  0  0
 12 41  1  0  0  0  0
  8 36  1  1  0  0  0
 17 45  1  0  0  0  0
 18 46  1  0  0  0  0
 24 51  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
 28 54  1  0  0  0  0
 23 48  1  0  0  0  0
 23 49  1  0  0  0  0
 23 50  1  0  0  0  0
 20 47  1  0  0  0  0
 15 44  1  0  0  0  0
 10 37  1  0  0  0  0
 10 38  1  0  0  0  0
 10 39  1  0  0  0  0
M  END

     RDKit          3D

 54 56  0  0  0  0  0  0  0  0999 V2000
    1.4890    0.4560    4.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4265   -0.1179    4.8159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6695   -0.5400    4.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8422   -0.4472    2.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0220   -0.9181    2.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898   -0.7977    0.6200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4712    0.6568    0.1928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9735    0.9476    0.2274 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1598    2.3620    0.3063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5335    2.7037    0.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4917    0.4405   -1.0118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4180    0.3855   -1.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1839    0.9542   -1.2824 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8661    0.4595   -1.8871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7611    0.9650   -3.2187 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3694    0.8712   -1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3285   -0.0950   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495    0.2568   -0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6158    1.5768    0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126    1.8922    1.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6942    2.5681    0.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9948    3.8249    0.4934 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410    4.8466    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5782    2.2109   -0.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0276   -1.4870    2.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8614   -1.5828    4.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6912   -1.1106    4.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553   -1.2168    6.2315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1612    1.3664    3.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2824    0.7359    4.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9076   -0.2697    3.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0747   -0.0087    2.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9820   -1.4747    0.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2680   -1.1814    0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204    1.3628    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4811    0.4629    1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6086    3.7913    0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0962    2.3860   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9616    2.2571    1.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    0.9587   -2.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2903   -0.6624   -2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2349    2.0448   -1.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8905   -0.6323   -1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848    1.0730   -3.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030   -1.1343   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1855   -0.4918    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6613    2.8604    1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0710    4.6124    0.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4054    5.7724    0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9469    5.0198   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1528    2.9561   -1.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9451   -1.8602    2.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6365   -2.0225    4.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773   -0.8335    6.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
  3 27  2  0
 16 17  2  0
  5  6  1  0
 17 18  1  0
 14 13  1  0
 18 19  2  0
  7  6  1  0
 19 21  1  0
  7 13  1  0
 21 24  2  0
 24 16  1  0
  5  4  2  0
  3  2  1  0
  4  3  1  0
  2  1  1  0
  5 25  1  0
 27 28  1  0
 21 22  1  0
 27 26  1  0
 22 23  1  0
 13 12  1  0
 19 20  1  0
 12 11  1  0
  7 35  1  1
 11  8  1  0
  8  9  1  0
  8  7  1  0
 13 42  1  1
 26 25  2  0
 14 15  1  0
 14 16  1  0
  9 10  1  0
 26 53  1  0
  4 32  1  0
 25 52  1  0
 14 43  1  6
  6 33  1  0
  6 34  1  0
 12 40  1  0
 12 41  1  0
  8 36  1  1
 17 45  1  0
 18 46  1  0
 24 51  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 28 54  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 20 47  1  0
 15 44  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
M  END


  Mrv1652306212102293D          

 54 56  0  0  0  0            999 V2000
    1.4890    0.4560    4.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4265   -0.1179    4.8159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6695   -0.5400    4.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8422   -0.4472    2.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0220   -0.9181    2.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898   -0.7977    0.6200 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4712    0.6568    0.1928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9735    0.9476    0.2274 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1598    2.3620    0.3063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5335    2.7037    0.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4917    0.4405   -1.0118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4180    0.3855   -1.9681 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1839    0.9542   -1.2824 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8661    0.4595   -1.8871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7611    0.9650   -3.2187 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3694    0.8712   -1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3285   -0.0950   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495    0.2568   -0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6158    1.5768    0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126    1.8922    1.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6942    2.5681    0.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9948    3.8249    0.4934 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410    4.8466    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5782    2.2109   -0.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0276   -1.4870    2.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8614   -1.5828    4.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6912   -1.1106    4.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553   -1.2168    6.2315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1612    1.3664    3.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2824    0.7359    4.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9076   -0.2697    3.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0747   -0.0087    2.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9820   -1.4747    0.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2680   -1.1814    0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204    1.3628    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4811    0.4629    1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6086    3.7913    0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0962    2.3860   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9616    2.2571    1.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    0.9587   -2.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2903   -0.6624   -2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2349    2.0448   -1.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8905   -0.6323   -1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848    1.0730   -3.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030   -1.1343   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1855   -0.4918    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6613    2.8604    1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0710    4.6124    0.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4054    5.7724    0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9469    5.0198   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1528    2.9561   -1.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9451   -1.8602    2.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6365   -2.0225    4.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773   -0.8335    6.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
  3 27  2  0  0  0  0
 16 17  2  0  0  0  0
  5  6  1  0  0  0  0
 17 18  1  0  0  0  0
 14 13  1  0  0  0  0
 18 19  2  0  0  0  0
  7  6  1  0  0  0  0
 19 21  1  0  0  0  0
  7 13  1  0  0  0  0
 21 24  2  0  0  0  0
 24 16  1  0  0  0  0
  5  4  2  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  2  1  1  0  0  0  0
  5 25  1  0  0  0  0
 27 28  1  0  0  0  0
 21 22  1  0  0  0  0
 27 26  1  0  0  0  0
 22 23  1  0  0  0  0
 13 12  1  0  0  0  0
 19 20  1  0  0  0  0
 12 11  1  0  0  0  0
  7 35  1  1  0  0  0
 11  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8  7  1  0  0  0  0
 13 42  1  1  0  0  0
 26 25  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  9 10  1  0  0  0  0
 26 53  1  0  0  0  0
  4 32  1  0  0  0  0
 25 52  1  0  0  0  0
 14 43  1  6  0  0  0
  6 33  1  0  0  0  0
  6 34  1  0  0  0  0
 12 40  1  0  0  0  0
 12 41  1  0  0  0  0
  8 36  1  1  0  0  0
 17 45  1  0  0  0  0
 18 46  1  0  0  0  0
 24 51  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
 28 54  1  0  0  0  0
 23 48  1  0  0  0  0
 23 49  1  0  0  0  0
 23 50  1  0  0  0  0
 20 47  1  0  0  0  0
 15 44  1  0  0  0  0
 10 37  1  0  0  0  0
 10 38  1  0  0  0  0
 10 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042969

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1OC([H])([H])[H])[C@]([H])(O[H])[C@@]1([H])C([H])([H])O[C@]([H])(OC([H])([H])[H])[C@@]1([H])C([H])([H])C1=C([H])C(OC([H])([H])[H])=C(O[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O7/c1-25-18-9-12(4-6-16(18)22)8-14-15(11-28-21(14)27-3)20(24)13-5-7-17(23)19(10-13)26-2/h4-7,9-10,14-15,20-24H,8,11H2,1-3H3/t14-,15-,20-,21-/m0/s1

> <INCHI_KEY>
WZOCBGLXULOIIY-PBFVBANWSA-N

> <FORMULA>
C21H26O7

> <MOLECULAR_WEIGHT>
390.432

> <EXACT_MASS>
390.167853177

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
40.359588050525346

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{[(2S,3S,4R)-4-[(R)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-2-methoxyoxolan-3-yl]methyl}-2-methoxyphenol

> <ALOGPS_LOGP>
1.78

> <JCHEM_LOGP>
2.469862144

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.415173591445718

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.747829534994292

> <JCHEM_PKA_STRONGEST_BASIC>
-3.194547608448792

> <JCHEM_POLAR_SURFACE_AREA>
97.61000000000001

> <JCHEM_REFRACTIVITY>
103.0299

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{[(2S,3S,4R)-4-[(R)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-2-methoxyoxolan-3-yl]methyl}-2-methoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 54 56  0  0  0  0  0  0  0  0999 V2000
    1.4890    0.4560    4.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4265   -0.1179    4.8159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6695   -0.5400    4.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8422   -0.4472    2.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0220   -0.9181    2.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898   -0.7977    0.6200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4712    0.6568    0.1928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9735    0.9476    0.2274 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1598    2.3620    0.3063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5335    2.7037    0.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4917    0.4405   -1.0118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4180    0.3855   -1.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1839    0.9542   -1.2824 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8661    0.4595   -1.8871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7611    0.9650   -3.2187 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3694    0.8712   -1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3285   -0.0950   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495    0.2568   -0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6158    1.5768    0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126    1.8922    1.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6942    2.5681    0.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9948    3.8249    0.4934 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410    4.8466    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5782    2.2109   -0.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0276   -1.4870    2.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8614   -1.5828    4.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6912   -1.1106    4.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553   -1.2168    6.2315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1612    1.3664    3.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2824    0.7359    4.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9076   -0.2697    3.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0747   -0.0087    2.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9820   -1.4747    0.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2680   -1.1814    0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204    1.3628    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4811    0.4629    1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6086    3.7913    0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0962    2.3860   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9616    2.2571    1.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    0.9587   -2.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2903   -0.6624   -2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2349    2.0448   -1.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8905   -0.6323   -1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848    1.0730   -3.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030   -1.1343   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1855   -0.4918    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6613    2.8604    1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0710    4.6124    0.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4054    5.7724    0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9469    5.0198   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1528    2.9561   -1.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9451   -1.8602    2.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6365   -2.0225    4.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773   -0.8335    6.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
  3 27  2  0
 16 17  2  0
  5  6  1  0
 17 18  1  0
 14 13  1  0
 18 19  2  0
  7  6  1  0
 19 21  1  0
  7 13  1  0
 21 24  2  0
 24 16  1  0
  5  4  2  0
  3  2  1  0
  4  3  1  0
  2  1  1  0
  5 25  1  0
 27 28  1  0
 21 22  1  0
 27 26  1  0
 22 23  1  0
 13 12  1  0
 19 20  1  0
 12 11  1  0
  7 35  1  1
 11  8  1  0
  8  9  1  0
  8  7  1  0
 13 42  1  1
 26 25  2  0
 14 15  1  0
 14 16  1  0
  9 10  1  0
 26 53  1  0
  4 32  1  0
 25 52  1  0
 14 43  1  6
  6 33  1  0
  6 34  1  0
 12 40  1  0
 12 41  1  0
  8 36  1  1
 17 45  1  0
 18 46  1  0
 24 51  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 28 54  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 20 47  1  0
 15 44  1  0
 10 37  1  0
 10 38  1  0
 10 39  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       1.489   0.456   4.059  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.427  -0.118   4.816  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.670  -0.540   4.108  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.842  -0.447   2.728  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.022  -0.918   2.119  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.190  -0.798   0.620  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.471   0.657   0.193  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.974   0.948   0.227  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.160   2.362   0.306  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.534   2.704   0.431  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.492   0.441  -1.012  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.418   0.386  -1.968  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.184   0.954  -1.282  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.866   0.460  -1.887  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.761   0.965  -3.219  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.369   0.871  -1.106  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.329  -0.095  -0.758  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.450   0.257  -0.008  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.616   1.577   0.386  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.713   1.892   1.141  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.694   2.568   0.036  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.995   3.825   0.493  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.041   4.847   0.222  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.578   2.211  -0.722  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.028  -1.487   2.911  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.861  -1.583   4.292  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.691  -1.111   4.874  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.555  -1.217   6.231  0.00  0.00           O+0
HETATM   29  H   UNK     0       1.161   1.366   3.547  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.282   0.736   4.759  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.908  -0.270   3.354  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.075  -0.009   2.097  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.982  -1.475   0.276  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.268  -1.181   0.173  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.920   1.363   0.826  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.481   0.463   1.068  0.00  0.00           H+0
HETATM   37  H   UNK     0      -5.609   3.791   0.514  0.00  0.00           H+0
HETATM   38  H   UNK     0      -6.096   2.386  -0.452  0.00  0.00           H+0
HETATM   39  H   UNK     0      -5.962   2.257   1.334  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.701   0.959  -2.856  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.290  -0.662  -2.259  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.235   2.045  -1.421  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.891  -0.632  -1.980  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.185   1.073  -3.422  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.203  -1.134  -1.056  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.186  -0.492   0.271  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.661   2.860   1.267  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.071   4.612   0.673  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.405   5.772   0.677  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.947   5.020  -0.856  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.153   2.956  -1.021  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.945  -1.860   2.462  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.636  -2.022   4.912  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.677  -0.834   6.424  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    3    1                                                       
CONECT    3   27    2    4                                                  
CONECT    4    5    3   32                                                  
CONECT    5    6    4   25                                                  
CONECT    6    5    7   33   34                                             
CONECT    7    6   13   35    8                                             
CONECT    8   11    9    7   36                                             
CONECT    9    8   10                                                       
CONECT   10    9   37   38   39                                             
CONECT   11   12    8                                                       
CONECT   12   13   11   40   41                                             
CONECT   13   14    7   12   42                                             
CONECT   14   13   15   16   43                                             
CONECT   15   14   44                                                       
CONECT   16   17   24   14                                                  
CONECT   17   16   18   45                                                  
CONECT   18   17   19   46                                                  
CONECT   19   18   21   20                                                  
CONECT   20   19   47                                                       
CONECT   21   19   24   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   48   49   50                                             
CONECT   24   21   16   51                                                  
CONECT   25    5   26   52                                                  
CONECT   26   27   25   53                                                  
CONECT   27    3   28   26                                                  
CONECT   28   27   54                                                       
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    4                                                            
CONECT   33    6                                                            
CONECT   34    6                                                            
CONECT   35    7                                                            
CONECT   36    8                                                            
CONECT   37   10                                                            
CONECT   38   10                                                            
CONECT   39   10                                                            
CONECT   40   12                                                            
CONECT   41   12                                                            
CONECT   42   13                                                            
CONECT   43   14                                                            
CONECT   44   15                                                            
CONECT   45   17                                                            
CONECT   46   18                                                            
CONECT   47   20                                                            
CONECT   48   23                                                            
CONECT   49   23                                                            
CONECT   50   23                                                            
CONECT   51   24                                                            
CONECT   52   25                                                            
CONECT   53   26                                                            
CONECT   54   28                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  112    0
END

RDKit          3D

54 56  0  0  0  0  0  0  0  0999 V2000
    1.4890    0.4560    4.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4265   -0.1179    4.8159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6695   -0.5400    4.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8422   -0.4472    2.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0220   -0.9181    2.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898   -0.7977    0.6200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4712    0.6568    0.1928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9735    0.9476    0.2274 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1598    2.3620    0.3063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5335    2.7037    0.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4917    0.4405   -1.0118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4180    0.3855   -1.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1839    0.9542   -1.2824 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8661    0.4595   -1.8871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7611    0.9650   -3.2187 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3694    0.8712   -1.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3285   -0.0950   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495    0.2568   -0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6158    1.5768    0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126    1.8922    1.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6942    2.5681    0.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9948    3.8249    0.4934 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410    4.8466    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5782    2.2109   -0.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0276   -1.4870    2.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8614   -1.5828    4.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6912   -1.1106    4.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553   -1.2168    6.2315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1612    1.3664    3.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2824    0.7359    4.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9076   -0.2697    3.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0747   -0.0087    2.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9820   -1.4747    0.2759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2680   -1.1814    0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204    1.3628    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4811    0.4629    1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6086    3.7913    0.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0962    2.3860   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9616    2.2571    1.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    0.9587   -2.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2903   -0.6624   -2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2349    2.0448   -1.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8905   -0.6323   -1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848    1.0730   -3.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030   -1.1343   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1855   -0.4918    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6613    2.8604    1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0710    4.6124    0.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4054    5.7724    0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9469    5.0198   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1528    2.9561   -1.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9451   -1.8602    2.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6365   -2.0225    4.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773   -0.8335    6.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
  3 27  2  0
 16 17  2  0
  5  6  1  0
 17 18  1  0
 14 13  1  0
 18 19  2  0
  7  6  1  0
 19 21  1  0
  7 13  1  0
 21 24  2  0
 24 16  1  0
  5  4  2  0
  3  2  1  0
  4  3  1  0
  2  1  1  0
  5 25  1  0
 27 28  1  0
 21 22  1  0
 27 26  1  0
 22 23  1  0
 13 12  1  0
 19 20  1  0
 12 11  1  0
  7 35  1  1
 11  8  1  0
  8  9  1  0
  8  7  1  0
 13 42  1  1
 26 25  2  0
 14 15  1  0
 14 16  1  0
  9 10  1  0
 26 53  1  0
  4 32  1  0
 25 52  1  0
 14 43  1  6
  6 33  1  0
  6 34  1  0
 12 40  1  0
 12 41  1  0
  8 36  1  1
 17 45  1  0
 18 46  1  0
 24 51  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 28 54  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 20 47  1  0
 15 44  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₆O₇

Average Mass

390.4320 Da

Monoisotopic Mass

390.16785 Da

IUPAC Name

4-{[(2S,3S,4R)-4-[(R)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-2-methoxyoxolan-3-yl]methyl}-2-methoxyphenol

Traditional Name

4-{[(2S,3S,4R)-4-[(R)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-2-methoxyoxolan-3-yl]methyl}-2-methoxyphenol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1OC([H])([H])[H])[C@]([H])(O[H])[C@@]1([H])C([H])([H])O[C@]([H])(OC([H])([H])[H])[C@@]1([H])C([H])([H])C1=C([H])C(OC([H])([H])[H])=C(O[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C21H26O7/c1-25-18-9-12(4-6-16(18)22)8-14-15(11-28-21(14)27-3)20(24)13-5-7-17(23)19(10-13)26-2/h4-7,9-10,14-15,20-24H,8,11H2,1-3H3/t14-,15-,20-,21-/m0/s1

InChI Key

WZOCBGLXULOIIY-PBFVBANWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Abies holophylla	JEOL database	Kim, C. S., et al, J. Nat. Prod. 76, 2131 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 9,9'-epoxylignans. These are lignans with a structure based on the 9,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries two benzyl groups at the 3- and 4-positions. Additionally they are oxygenated at the 2-position to form dibenzylbutyrolactones (oxo group) or a dibenzylbutyrolactols (hydroxyl group).

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

9,9'-epoxylignans

Alternative Parents

Substituents

9,9p-epoxylignan
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Oxolane
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Ether
Acetal
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	1.78	ALOGPS
logP	2.47	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.75	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	97.61 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	103.03 m³·mol⁻¹	ChemAxon
Polarizability	40.36 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	Yes	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

58838683

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72948046

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kim, C. S., et al. (2013). Kim, C. S., et al, J. Nat. Prod. 76, 2131 (2013). J. Nat. Prod..

Showing NP-Card for holophyllol B (NP0042969)

MOL for NP0042969 (holophyllol B)

3D MOL for NP0042969 (holophyllol B)

3D SDF for NP0042969 (holophyllol B)

3D-SDF for NP0042969 (holophyllol B)

PDB for NP0042969 (holophyllol B)

3D PDB for NP0042969 (holophyllol B)

SMILES for NP0042969 (holophyllol B)

INCHI for NP0042969 (holophyllol B)

Structure for NP0042969 (holophyllol B)

3D Structure for NP0042969 (holophyllol B)