NP-MRD: Showing NP-Card for 4beta-Hydroxywithanolide E (NP0044757)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-02-24 21:15:02 UTC

Updated at

2022-02-24 21:15:02 UTC

NP-MRD ID

NP0044757

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4beta-Hydroxywithanolide E

Description

4Beta-hydroxywithanolide e belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring. Thus, 4beta-hydroxywithanolide e is considered to be a sterol. 4beta-Hydroxywithanolide E is found in Physalis cinerascens, Physalis peruviana and Physalis viscosa. 4beta-Hydroxywithanolide E was first documented in 2014 (PMID: 24566854). Based on a literature review a significant number of articles have been published on 4beta-hydroxywithanolide e (PMID: 33633307) (PMID: 33338476) (PMID: 33200287) (PMID: 32159343) (PMID: 31402707) (PMID: 27920947).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652302242222152D          

 40 45  0  0  1  0            999 V2000
    1.0924   -1.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8121   -0.9702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5318   -0.1943    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0636    0.4364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2515    0.5816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8758    0.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561   -0.4847    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6242   -1.1154    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9045   -1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -2.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2485   -1.4059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6083   -2.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9682   -0.6299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7705    0.1710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6195   -0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3024   -0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0730   -1.3791    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8339   -1.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1528   -0.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5150   -2.4588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5948   -2.0168    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2514   -1.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0123   -1.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6689   -1.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1166   -2.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8775   -2.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4600   -3.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5643   -3.9724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6991   -2.8352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9382   -2.5163    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1944   -2.1951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3439   -0.3395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4364   -1.2606    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    1.2485    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803   -0.0491    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5606    0.7268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8121   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5606   -2.3768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  3  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  1  0  0  0
 18 20  1  1  0  0  0
 21 18  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 21 29  1  0  0  0  0
 21 30  1  6  0  0  0
 17 31  1  6  0  0  0
  8 32  1  1  0  0  0
  7 33  1  6  0  0  0
  4 34  1  1  0  0  0
  3 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
  2 39  1  0  0  0  0
 39 40  2  0  0  0  0
M  END

     RDKit          3D

 74 79  0  0  0  0  0  0  0  0999 V2000
    6.6915   -1.5173    0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4379   -0.9366    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4839    0.2550    1.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7624    1.0455    1.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2429    0.8129    1.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2518    1.9527    2.4047 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0933    0.0463    1.7765 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9182   -0.9197    0.7594 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6583   -0.3905   -0.5789 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7744   -1.4935   -1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854    0.4219   -0.9016 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4773    0.4334   -0.8858 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6759    0.6799   -2.2943 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5595    1.8732   -0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0943    2.3274   -0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5921    1.1242   -0.0054 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4546    0.9603    1.3753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0324    0.9880   -0.3305 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8771    2.1414    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2744    1.9353   -0.3068 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3236    1.1582   -1.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7554    0.6014   -0.3794 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2197    0.3065   -0.3649 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5892   -0.5534   -1.4194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7755   -0.1003    0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0113   -0.5217    1.8872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5719   -0.5915    1.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8527   -0.7423    2.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9796   -0.4855    0.3012 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2729   -1.8597   -0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5192   -0.2366    0.4194 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7339   -1.4721    0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263   -1.2146    0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1128   -0.0334   -0.7492 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5813   -0.2032   -2.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2044   -1.7151    0.7693 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3129   -0.7197   -0.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2749   -2.0759    0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3983   -2.2114   -0.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8754    1.7223    0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7410    1.5884    2.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6056    0.3298    1.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1597   -1.6973    1.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4185   -1.0526   -2.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3078   -2.4295   -1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8555   -1.7219   -1.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6559    1.3169   -0.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5464    1.1505   -2.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1568    2.5425   -0.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953    1.9396    0.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1103    2.5188   -1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0932    3.1756    0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0856    1.7289    1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2907    0.9937   -1.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4864    3.1141   -0.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9451    2.0229    1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9755    2.7908   -0.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7334    1.2798   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8319   -0.0783   -2.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8565   -0.0367    1.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4956   -0.8104    2.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -2.6153    0.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0137   -1.9092   -1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3675   -2.0579   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2665    0.0092    1.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0919   -2.0843   -0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8858   -2.1541    1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2210   -2.1660   -0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0326   -0.9071    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5184   -0.7345   -2.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0821   -0.7882   -2.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6610    0.8068   -2.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2582   -2.4523   -0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1502   -2.4041    1.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 18  1  0
 18 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  6
 34 16  1  0
 16 17  1  1
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 13  1  6
 12  9  1  0
  9 10  1  0
  9 11  1  6
  9  8  1  0
  8 36  1  0
 36  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
 31 29  1  0
 29 30  1  6
 29 27  1  0
 27 28  2  0
 27 26  1  0
 26 25  2  0
 25 23  1  0
 23 24  1  0
 23 22  1  0
 22 21  1  6
 22 20  1  0
 21 20  1  0
 16 18  1  0
  7  8  1  0
 22 29  1  0
 12 34  1  0
 20 57  1  6
 19 55  1  0
 19 56  1  0
 18 54  1  6
 31 65  1  1
 32 66  1  0
 32 67  1  0
 33 68  1  0
 33 69  1  0
 35 70  1  0
 35 71  1  0
 35 72  1  0
 17 53  1  0
 15 51  1  0
 15 52  1  0
 14 49  1  0
 14 50  1  0
 13 48  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
  8 43  1  1
 36 73  1  0
 36 74  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  4 41  1  0
  4 42  1  0
 30 62  1  0
 30 63  1  0
 30 64  1  0
 26 61  1  0
 25 60  1  0
 23 58  1  6
 24 59  1  0
M  END


  Mrv1652302242222152D          

 40 45  0  0  1  0            999 V2000
    1.0924   -1.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8121   -0.9702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5318   -0.1943    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0636    0.4364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2515    0.5816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8758    0.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561   -0.4847    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6242   -1.1154    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9045   -1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -2.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2485   -1.4059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6083   -2.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9682   -0.6299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7705    0.1710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6195   -0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3024   -0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0730   -1.3791    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8339   -1.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1528   -0.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5150   -2.4588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5948   -2.0168    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2514   -1.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0123   -1.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6689   -1.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1166   -2.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8775   -2.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4600   -3.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5643   -3.9724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6991   -2.8352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9382   -2.5163    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1944   -2.1951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3439   -0.3395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4364   -1.2606    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    1.2485    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803   -0.0491    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5606    0.7268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8121   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5606   -2.3768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  3  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  1  0  0  0
 18 20  1  1  0  0  0
 21 18  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 21 29  1  0  0  0  0
 21 30  1  6  0  0  0
 17 31  1  6  0  0  0
  8 32  1  1  0  0  0
  7 33  1  6  0  0  0
  4 34  1  1  0  0  0
  3 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
  2 39  1  0  0  0  0
 39 40  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0044757

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3(O)CC[C@@]4(O)[C@@](C)(O)[C@@]3([H])CC(C)=C(C)C(=O)O3)[C@@]3(C)C(=O)C=C[C@H](O)[C@@]13O2

> <INCHI_IDENTIFIER>
InChI=1S/C28H38O8/c1-14-12-20(35-22(31)15(14)2)25(5,32)27(34)11-10-26(33)17-13-21-28(36-21)19(30)7-6-18(29)24(28,4)16(17)8-9-23(26,27)3/h6-7,16-17,19-21,30,32-34H,8-13H2,1-5H3/t16-,17+,19-,20+,21+,23-,24-,25-,26+,27-,28+/m0/s1

> <INCHI_KEY>
UPBUGICUKQIKTJ-KABTZXSUSA-N

> <FORMULA>
C28H38O8

> <MOLECULAR_WEIGHT>
502.604

> <EXACT_MASS>
502.256668184

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
53.2142618649308

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,6S,7R,9R,11R,12R,15S,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-1-hydroxyethyl]-6,12,15-trihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-3-one

> <ALOGPS_LOGP>
0.95

> <JCHEM_LOGP>
1.7746146259999995

> <ALOGPS_LOGS>
-3.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.371491467248873

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.642618878036064

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2010147477534394

> <JCHEM_POLAR_SURFACE_AREA>
136.82000000000002

> <JCHEM_REFRACTIVITY>
129.61929999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,6S,7R,9R,11R,12R,15S,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6,12,15-trihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-22         0                                  
HETATM    1  C   UNK     0       2.039  -3.259   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.516  -1.811   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.993  -0.363   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.985   0.815   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.470   1.086   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.501   0.544   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.025  -0.905   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.032  -2.082   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.555  -3.531   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.071  -3.802   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.064  -2.624   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.736  -4.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.541  -1.176   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.172   0.319   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.756  -0.231   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.031  -1.095   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.603  -2.574   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.023  -3.169   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.619  -1.749   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.428  -4.590   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.444  -3.765   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.669  -2.832   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.090  -3.428   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.315  -2.495   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.284  -4.955   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.705  -5.550   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.059  -5.888   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      12.253  -7.415   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      10.638  -5.292   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0       9.218  -4.697   0.000  0.00  0.00           H+0
HETATM   31  O   UNK     0       7.830  -4.097   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0       2.509  -0.634   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.548  -2.353   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.257   2.331   0.000  0.00  0.00           H+0
HETATM   35  C   UNK     0      -0.523  -0.092   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -1.046   1.357   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -1.516  -1.269   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.993  -2.717   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.523  -2.988   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       1.046  -4.437   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8   39                                             
CONECT    3    2    4    5   35                                             
CONECT    4    3    5    6   34                                             
CONECT    5    4    3                                                       
CONECT    6    4    7                                                       
CONECT    7    6    8   13   33                                             
CONECT    8    7    2    9   32                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   17                                             
CONECT   12   11                                                            
CONECT   13   11    7   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   11   18   31                                             
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18   22   29   30                                             
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   21                                                       
CONECT   30   21                                                            
CONECT   31   17                                                            
CONECT   32    8                                                            
CONECT   33    7                                                            
CONECT   34    4                                                            
CONECT   35    3   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38    2   40                                                  
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   90    0
END

View in JSmol

Synonyms

Value	Source
4b-Hydroxywithanolide e	Generator
4Β-hydroxywithanolide e	Generator
4-Hydroxywithanolide e	MeSH

Chemical Formula

C₂₈H₃₈O₈

Average Mass

502.6040 Da

Monoisotopic Mass

502.25667 Da

IUPAC Name

(1S,2R,6S,7R,9R,11R,12R,15S,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-1-hydroxyethyl]-6,12,15-trihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-3-one

Traditional Name

(1S,2R,6S,7R,9R,11R,12R,15S,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6,12,15-trihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-3-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3(O)CC[C@@]4(O)[C@@](C)(O)[C@@]3([H])CC(C)=C(C)C(=O)O3)[C@@]3(C)C(=O)C=C[C@H](O)[C@@]13O2

InChI Identifier

InChI=1S/C28H38O8/c1-14-12-20(35-22(31)15(14)2)25(5,32)27(34)11-10-26(33)17-13-21-28(36-21)19(30)7-6-18(29)24(28,4)16(17)8-9-23(26,27)3/h6-7,16-17,19-21,30,32-34H,8-13H2,1-5H3/t16-,17+,19-,20+,21+,23-,24-,25-,26+,27-,28+/m0/s1

InChI Key

UPBUGICUKQIKTJ-KABTZXSUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Pyridine-d5, 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, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Physalis cinerascens	LOTUS Database	35616633
Physalis peruviana	LOTUS Database	35616633
Physalis viscosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Withanolides and derivatives

Alternative Parents

Substituents

Withanolide-skeleton
5,6-epoxysteroid
Dihydropyranone
Oxepane
Cyclohexenone
Pyran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Ketone
Secondary alcohol
Lactone
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Dialkyl ether
Oxirane
Ether
Polyol
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.95	ALOGPS
logP	1.77	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	12.64	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	136.82 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	129.62 m³·mol⁻¹	ChemAxon
Polarizability	53.21 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

66285

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73621

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hsieh KY, Tsai JY, Lin YH, Chang FR, Wang HC, Wu CC: Golden berry 4beta-hydroxywithanolide E prevents tumor necrosis factor alpha-induced procoagulant activity with enhanced cytotoxicity against human lung cancer cells. Sci Rep. 2021 Feb 25;11(1):4610. doi: 10.1038/s41598-021-84207-8. [PubMed:33633307 ]
Xu WJ, Xiao Q, Lian CL, Zhang C, Liu JQ: The synthesis and cytotoxic activity of derivatives of 4beta-hydroxywithanolide E. Steroids. 2021 Feb;166:108776. doi: 10.1016/j.steroids.2020.108776. Epub 2020 Dec 15. [PubMed:33338476 ]
Kumagai M, Yoshida I, Mishima T, Ide M, Fujita K, Doe M, Nishikawa K, Morimoto Y: 4beta-Hydroxywithanolide E and withanolide E from Physalis peruviana L. inhibit adipocyte differentiation of 3T3-L1 cells through modulation of mitotic clonal expansion. J Nat Med. 2021 Jan;75(1):232-239. doi: 10.1007/s11418-020-01458-x. Epub 2020 Nov 16. [PubMed:33200287 ]
Yang WJ, Chen XM, Wang SQ, Hu HX, Cheng XP, Xu LT, Ren DM, Wang XN, Zhao BB, Lou HX, Shen T: 4beta-Hydroxywithanolide E from Goldenberry (Whole Fruits of Physalis peruviana L.) as a Promising Agent against Chronic Obstructive Pulmonary Disease. J Nat Prod. 2020 Apr 24;83(4):1217-1228. doi: 10.1021/acs.jnatprod.9b01265. Epub 2020 Mar 11. [PubMed:32159343 ]
Le Canh VC, Le Ba V, Thi Hai Yen P, Le Thi L, Thi Thuy Hoai P, Huu Dat TT, Thao DT, Bach LG, Kim YH, Tuan Anh HL: Identification Of Potential Cytotoxic Inhibitors From Physalis Minima. Nat Prod Res. 2021 Jun;35(12):2082-2085. doi: 10.1080/14786419.2019.1650360. Epub 2019 Aug 12. [PubMed:31402707 ]
Chang LC, Sang-Ngern M, Pezzuto JM, Ma C: The Daniel K. Inouye College of Pharmacy Scripts: Poha Berry (Physalis peruviana) with Potential Anti-inflammatory and Cancer Prevention Activities. Hawaii J Med Public Health. 2016 Nov;75(11):353-359. [PubMed:27920947 ]
Ye ZN, Yuan F, Liu JQ, Peng XR, An T, Li X, Kong LM, Qiu MH, Li Y: Physalis peruviana-Derived 4beta-Hydroxywithanolide E, a Novel Antagonist of Wnt Signaling, Inhibits Colorectal Cancer In Vitro and In Vivo. Molecules. 2019 Mar 22;24(6). pii: molecules24061146. doi: 10.3390/molecules24061146. [PubMed:30909473 ]
Wang HC, Hu HH, Chang FR, Tsai JY, Kuo CY, Wu YC, Wu CC: Different effects of 4beta-hydroxywithanolide E and withaferin A, two withanolides from Solanaceae plants, on the Akt signaling pathway in human breast cancer cells. Phytomedicine. 2019 Feb;53:213-222. doi: 10.1016/j.phymed.2018.09.017. Epub 2018 Sep 5. [PubMed:30668401 ]
Park EJ, Sang-Ngern M, Chang LC, Pezzuto JM: Physalactone and 4beta-Hydroxywithanolide E Isolated from Physalis peruviana Inhibit LPS-Induced Expression of COX-2 and iNOS Accompanied by Abatement of Akt and STAT1. J Nat Prod. 2019 Mar 22;82(3):492-499. doi: 10.1021/acs.jnatprod.8b00861. Epub 2019 Jan 16. [PubMed:30649869 ]
Ballesteros-Vivas D, Alvarez-Rivera G, Del Pilar Sanchez-Camargo A, Ibanez E, Parada-Alfonso F, Cifuentes A: A multi-analytical platform based on pressurized-liquid extraction, in vitro assays and liquid chromatography/gas chromatography coupled to high resolution mass spectrometry for food by-products valorisation. Part 1: Withanolides-rich fractions from goldenberry (Physalis peruviana L.) calyces obtained after extraction optimization as case study. J Chromatogr A. 2019 Jan 11;1584:155-164. doi: 10.1016/j.chroma.2018.11.055. Epub 2018 Nov 24. [PubMed:30553502 ]
Tang JY, Huang HW, Wang HR, Chan YC, Haung JW, Shu CW, Wu YC, Chang HW: 4beta-Hydroxywithanolide E selectively induces oxidative DNA damage for selective killing of oral cancer cells. Environ Toxicol. 2018 Mar;33(3):295-304. doi: 10.1002/tox.22516. Epub 2017 Nov 22. [PubMed:29165875 ]
Lee CC, Chang WH, Chang YS, Liu TY, Chen YC, Wu YC, Chang JG: 4beta-Hydroxywithanolide E Modulates Alternative Splicing of Apoptotic Genes in Human Hepatocellular Carcinoma Huh-7 Cells. Sci Rep. 2017 Aug 4;7(1):7290. doi: 10.1038/s41598-017-07472-6. [PubMed:28779122 ]
Peng CY, You BJ, Lee CL, Wu YC, Lin WH, Lu TL, Chang FC, Lee HZ: The Roles of 4beta-Hydroxywithanolide E from Physalis peruviana on the Nrf2-Anti-Oxidant System and the Cell Cycle in Breast Cancer Cells. Am J Chin Med. 2016;44(3):617-36. doi: 10.1142/S0192415X16500348. Epub 2016 Apr 24. [PubMed:27109152 ]
Park EJ, Sang-Ngern M, Chang LC, Pezzuto JM: Induction of cell cycle arrest and apoptosis with downregulation of Hsp90 client proteins and histone modification by 4beta-hydroxywithanolide E isolated from Physalis peruviana. Mol Nutr Food Res. 2016 Jun;60(6):1482-500. doi: 10.1002/mnfr.201500977. Epub 2016 May 11. [PubMed:27006100 ]
Takimoto T, Kanbayashi Y, Toyoda T, Adachi Y, Furuta C, Suzuki K, Miwa T, Bannai M: 4beta-Hydroxywithanolide E isolated from Physalis pruinosa calyx decreases inflammatory responses by inhibiting the NF-kappaB signaling in diabetic mouse adipose tissue. Int J Obes (Lond). 2014 Nov;38(11):1432-9. doi: 10.1038/ijo.2014.33. Epub 2014 Feb 25. [PubMed:24566854 ]
N. D. Abdullaev, E. A. Maslennikova, R. N. Tursunova, N. K. Abubakirov, M. R. Yagudaev. (1984). N. D. Abdullaev, E. A. Maslennikova, R. N. Tursunova, N. K. Abubakirov, M. R. Yagudaev. Withasteroids of Physalis. IV. 28-Hydrowithaphysanolide.13C NMR spectrum of 14-?-hydroxywithasteroids. Chemistry of Natural Compounds 1984, 20 (2) , 182-191. https://doi.org/10.1007/BF00579480. Chemistry of Natural Compounds.

Showing NP-Card for 4beta-Hydroxywithanolide E (NP0044757)

MOL for NP0044757 (4beta-Hydroxywithanolide E)

3D MOL for NP0044757 (4beta-Hydroxywithanolide E)

3D SDF for NP0044757 (4beta-Hydroxywithanolide E)

3D-SDF for NP0044757 (4beta-Hydroxywithanolide E)

PDB for NP0044757 (4beta-Hydroxywithanolide E)

3D PDB for NP0044757 (4beta-Hydroxywithanolide E)

SMILES for NP0044757 (4beta-Hydroxywithanolide E)

INCHI for NP0044757 (4beta-Hydroxywithanolide E)

Structure for NP0044757 (4beta-Hydroxywithanolide E)

3D Structure for NP0044757 (4beta-Hydroxywithanolide E)