NP-MRD: Showing NP-Card for Physagulin A (NP0044813)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-02-24 21:17:11 UTC

Updated at

2026-02-14 04:01:53 UTC

NP-MRD ID

NP0044813

Natural Product DOI

https://doi.org/10.57994/6799

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Physagulin A

Description

Physagulin a 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, physagulin a is considered to be a sterol. Physagulin A was first documented in 2021 (PMID: 33957208). Based on a literature review very few articles have been published on Physagulin a.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652302242222172D          

 41 46  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  1  0  0  0  0  0  0  0  0  0
    3.5927    0.7010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8652    1.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1645    0.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8384    1.9146    0.0000 O   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  0  0  0  0  0  0  0  0  0  0
    4.5794   -2.0304    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2685   -2.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3966   -1.9175    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7075   -1.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5248   -1.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8357   -0.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0311   -1.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8484   -1.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7202   -2.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2266   -3.1073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9030   -2.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0857   -2.6817    0.0000 H   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  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  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  2  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 24 22  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 24 32  1  0  0  0  0
 24 33  1  6  0  0  0
  8 34  1  1  0  0  0
  7 35  1  6  0  0  0
  4 36  1  1  0  0  0
  3 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
  2 40  1  0  0  0  0
 40 41  2  0  0  0  0
M  END

     RDKit          3D

 75 80  0  0  0  0  0  0  0  0999 V2000
   -1.5508   -2.6245   -4.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1322   -2.6519   -3.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2146   -3.6736   -2.4895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6374   -1.5095   -2.6438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1996   -1.3818   -1.2966 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2012   -0.8884   -1.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4376    0.1190   -0.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8001    0.7585   -0.4518 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8192    2.1786   -0.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7961    0.0075   -1.3514 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1656    0.6363   -1.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8728    0.3002    0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9967    1.1771    0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5763   -0.7478    0.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3461   -1.0096    2.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4967   -1.6286    0.3314 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2203   -2.6308    1.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8241   -1.3260   -0.8322 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2193    0.4018    0.1633 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3207   -0.3907    1.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837    1.8040    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4832    1.8380    1.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5409    0.9432    0.5593 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0011   -0.4289    0.2007 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1277   -1.2196   -0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0626   -1.5226    0.7521 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5542   -1.4625    2.0491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3611   -0.4152    1.6402 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8042   -0.3720    2.0891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6063    0.0903    0.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1417    1.1020    0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8634    1.7058    0.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7002    2.9355    0.3685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8046    0.9196    1.3286 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5779    1.6348    2.6696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8649   -0.1753   -0.7272 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2025    0.7738   -1.6735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0561   -1.8014   -5.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2229   -3.5714   -5.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6362   -2.4664   -4.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2980   -2.2977   -0.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9128   -1.3606   -2.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1668    0.6822    0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003    2.7851   -0.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    2.6359   -0.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2756    2.2630   -1.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5014    0.0392   -2.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1290    1.7289   -1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8389    0.2602   -2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8900    0.5384    0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3083    1.8242   -0.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6436    1.7210    1.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0869   -1.8095    1.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5934   -1.3060    2.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8386   -0.1036    2.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2976   -0.0184    2.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2312   -1.4871    1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3909   -0.2583    1.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5209    2.4212    0.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4099    2.2763   -0.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3207    1.6925    2.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802    2.8884    0.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7529    1.4106   -0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259   -0.9278    1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6309   -0.7068   -1.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7083   -2.1952   -0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7530   -2.3453    0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9752    0.2972    2.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0998   -1.3938    2.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5267   -0.4043    0.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6975    1.4814   -0.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9202    1.0388    3.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5444    1.7366    3.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2262    2.6755    2.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4647    0.4042   -2.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  1  1
 19  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 36  1  0
 36 37  1  6
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 16 18  1  0
 23 34  1  0
 34 35  1  1
 34 32  1  0
 32 33  2  0
 32 31  1  0
 31 30  2  0
 30 29  1  0
 29 28  1  0
 28 27  1  1
 28 26  1  0
 27 26  1  0
 36 24  1  0
 18 10  1  0
 28 34  1  0
 36 19  1  0
 26 67  1  6
 25 65  1  0
 25 66  1  0
 24 64  1  1
 23 63  1  6
 22 61  1  0
 22 62  1  0
 21 59  1  0
 21 60  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
  6 42  1  0
  5 41  1  1
  1 38  1  0
  1 39  1  0
  1 40  1  0
 37 75  1  0
  8 43  1  1
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  6
 11 48  1  0
 11 49  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 15 53  1  0
 15 54  1  0
 15 55  1  0
 35 72  1  0
 35 73  1  0
 35 74  1  0
 31 71  1  0
 30 70  1  0
 29 68  1  0
 29 69  1  0
M  END


  Mrv1652302242222172D          

 41 46  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  1  0  0  0  0  0  0  0  0  0
    3.5927    0.7010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8652    1.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1645    0.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8384    1.9146    0.0000 O   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  0  0  0  0  0  0  0  0  0  0
    4.5794   -2.0304    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2685   -2.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3966   -1.9175    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7075   -1.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5248   -1.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8357   -0.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0311   -1.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8484   -1.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7202   -2.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2266   -3.1073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9030   -2.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0857   -2.6817    0.0000 H   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  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  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  2  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 24 22  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 24 32  1  0  0  0  0
 24 33  1  6  0  0  0
  8 34  1  1  0  0  0
  7 35  1  6  0  0  0
  4 36  1  1  0  0  0
  3 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
  2 40  1  0  0  0  0
 40 41  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0044813

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@]3([H])[C@]([H])(CC[C@]4(C)C(=C[C@H](OC(C)=O)[C@@]34O)[C@H](C)[C@@]3([H])CC(C)=C(C)C(=O)O3)[C@@]3(C)C(=O)C=CC[C@@]13O2

> <INCHI_IDENTIFIER>
InChI=1S/C30H38O7/c1-15-12-22(36-26(33)16(15)2)17(3)20-13-25(35-18(4)31)30(34)21-14-24-29(37-24)10-7-8-23(32)28(29,6)19(21)9-11-27(20,30)5/h7-8,13,17,19,21-22,24-25,34H,9-12,14H2,1-6H3/t17-,19-,21+,22+,24+,25-,27+,28-,29+,30-/m0/s1

> <INCHI_KEY>
GPTVOZHQPZXWDW-SOSCMSTKSA-N

> <FORMULA>
C30H38O7

> <MOLECULAR_WEIGHT>
510.627

> <EXACT_MASS>
510.261753564

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
55.04254324362678

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,7S,9R,11R,12R,13S,16R)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-12-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadeca-4,14-dien-13-yl acetate

> <ALOGPS_LOGP>
4.16

> <JCHEM_LOGP>
3.816945164999998

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.651463060738514

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.1231182919588

> <JCHEM_PKA_STRONGEST_BASIC>
-3.613805574420808

> <JCHEM_POLAR_SURFACE_AREA>
102.43

> <JCHEM_REFRACTIVITY>
136.8726

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.91e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,7S,9R,11R,12R,13S,16R)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-12-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadeca-4,14-dien-13-yl acetate

> <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  O   UNK     0       6.706   1.308   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.348   2.035   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.040   1.222   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.298   3.574   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.031  -1.095   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.603  -2.574   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.548  -3.790   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.968  -5.217   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.074  -3.579   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.654  -2.153   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.180  -1.942   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.760  -0.516   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.125  -3.158   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.650  -2.947   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.544  -4.585   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      13.490  -5.800   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      11.019  -4.795   0.000  0.00  0.00           O+0
HETATM   33  H   UNK     0       9.493  -5.006   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.509  -0.634   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.548  -2.353   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.257   2.331   0.000  0.00  0.00           H+0
HETATM   37  C   UNK     0      -0.523  -0.092   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.516  -1.269   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.993  -2.717   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.523  -2.988   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       1.046  -4.437   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8   40                                             
CONECT    3    2    4    5   37                                             
CONECT    4    3    5    6   36                                             
CONECT    5    4    3                                                       
CONECT    6    4    7                                                       
CONECT    7    6    8   13   35                                             
CONECT    8    7    2    9   34                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   21                                             
CONECT   12   11                                                            
CONECT   13   11    7   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   15   21                                                       
CONECT   21   20   11   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   32   33                                             
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   24                                                       
CONECT   33   24                                                            
CONECT   34    8                                                            
CONECT   35    7                                                            
CONECT   36    4                                                            
CONECT   37    3   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39    2   41                                                  
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₈O₇

Average Mass

510.6270 Da

Monoisotopic Mass

510.26175 Da

IUPAC Name

(1S,2R,7S,9R,11R,12R,13S,16R)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-12-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadeca-4,14-dien-13-yl acetate

Traditional Name

(1S,2R,7S,9R,11R,12R,13S,16R)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-12-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadeca-4,14-dien-13-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@]3([H])[C@]([H])(CC[C@]4(C)C(=C[C@H](OC(C)=O)[C@@]34O)[C@H](C)[C@@]3([H])CC(C)=C(C)C(=O)O3)[C@@]3(C)C(=O)C=CC[C@@]13O2

InChI Identifier

InChI=1S/C30H38O7/c1-15-12-22(36-26(33)16(15)2)17(3)20-13-25(35-18(4)31)30(34)21-14-24-29(37-24)10-7-8-23(32)28(29,6)19(21)9-11-27(20,30)5/h7-8,13,17,19,21-22,24-25,34H,9-12,14H2,1-6H3/t17-,19-,21+,22+,24+,25-,27+,28-,29+,30-/m0/s1

InChI Key

GPTVOZHQPZXWDW-SOSCMSTKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Methanol-d4, 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

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400.0, Methanol-d4, simulated)	[email protected]	Not Available	Not Available	2026-02-14	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, simulated)	[email protected]	Not Available	Not Available	2026-02-14	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Physalis angulata		Not Available

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
Steroid ester
5,6-epoxysteroid
Dihydropyranone
Oxepane
Cyclohexenone
Dicarboxylic acid or derivatives
Pyran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Ketone
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Carbonyl group
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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	4.16	ALOGPS
logP	3.82	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	13.12	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	102.43 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	136.87 m³·mol⁻¹	ChemAxon
Polarizability	55.04 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

C00057073

Chemspider ID

8499540

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10324077

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang L, Lu S, Wang L, Xin M, Xu Y, Wang G, Chen D, Chen L, Liu S, Zhao F: Anti-inflammatory effects of three withanolides isolated from Physalis angulata L. in LPS-activated RAW 264.7 cells through blocking NF-kappaB signaling pathway. J Ethnopharmacol. 2021 Aug 10;276:114186. doi: 10.1016/j.jep.2021.114186. Epub 2021 May 4. [PubMed:33957208 ]
Kazushi SHINGU, Shoji YAHARA, Toshihiro NOHARA, Hikaru OKABE (1992). Kazushi SHINGU, Shoji YAHARA, Toshihiro NOHARA, Hikaru OKABE. Three New Withanolides, Physagulins A, B and D from Physalis angulata L. Chemical and Pharmaceutical Bulletin, Volume 40 Issue 8 Pages 2088-2091, 1992 DOI: 10.1248/cpb.40.2088. Chemical and Pharmaceutical Bulletin.
DOI: 10.1248/cpb.40.2088

Showing NP-Card for Physagulin A (NP0044813)

MOL for NP0044813 (Physagulin A)

3D MOL for NP0044813 (Physagulin A)

3D SDF for NP0044813 (Physagulin A)

3D-SDF for NP0044813 (Physagulin A)

PDB for NP0044813 (Physagulin A)

3D PDB for NP0044813 (Physagulin A)

SMILES for NP0044813 (Physagulin A)

INCHI for NP0044813 (Physagulin A)

Structure for NP0044813 (Physagulin A)

3D Structure for NP0044813 (Physagulin A)