NP-MRD: Showing NP-Card for Ascosalipyrrolidinone A (NP0003498)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 00:43:47 UTC

Updated at

2021-07-15 16:46:34 UTC

NP-MRD ID

NP0003498

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ascosalipyrrolidinone A

Provided By

NPAtlas

Description

4-[(1S,2R,4aR,6R,8S,8aS)-2-[(2E)-but-2-en-2-yl]-3,6,8-trimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-2-butoxy-2-methyl-2H-pyrrol-5-ol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Ascosalipyrrolidinone A is found in Ascochyta. Ascosalipyrrolidinone A was first documented in 2000 (PMID: 11052082). Based on a literature review very few articles have been published on 4-[(1S,2R,4aR,6R,8S,8aS)-2-[(2E)-but-2-en-2-yl]-3,6,8-trimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-2-butoxy-2-methyl-2H-pyrrol-5-ol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117483D          

 72 74  0  0  0  0            999 V2000
   -3.6510    3.2130    1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2208    2.0961    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9743    1.6612    0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0417    2.3278    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5932    0.5765   -0.8409 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6108    0.2305   -1.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119    1.3080   -2.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1002   -0.9776   -2.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6806   -2.1215   -1.2132 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8325   -3.0710   -1.0454 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9619   -2.5443   -0.2195 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1911   -2.2300   -1.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5144   -1.3948    0.6142 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0897   -1.6863    1.1206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9425   -0.9731    2.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488   -1.7264    0.1367 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0770   -0.6688   -0.1758 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0647   -0.4795    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1291   -0.5641    1.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4485   -0.1880    0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    0.0297    1.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7380    0.2949    0.3466 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1682    1.7479    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6679   -0.5534    0.8189 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8988   -0.6747    0.3127 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7966    0.5099    0.3325 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1755    0.1545   -0.2737 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9889    1.4317   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3845    0.1350   -1.0260 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9642   -0.1340   -1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -0.2845   -2.1426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546    4.1524    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735    3.1723    1.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7099    3.1575    1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0301    1.7325   -0.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2517    3.4368    1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0177    2.2864    0.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1595    1.9713    2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725    1.0386   -1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1951    1.3528   -2.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7231    1.1351   -3.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219    2.2720   -2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8550   -1.1253   -2.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9166   -2.6763   -1.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2261   -3.2641   -2.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4728   -4.0792   -0.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2688   -3.3728    0.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1903   -1.1978   -1.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0858   -2.3284   -0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2690   -3.0033   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1516   -1.4051    1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6421   -0.4176    0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2677   -2.7708    1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9747   -0.9948    2.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390    0.1006    2.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3453   -1.5359    3.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3897   -2.6423    0.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5533   -1.1533   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4526    0.0244    2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3598    2.3114   -0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2479    2.2557    1.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9129    1.8105    1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8497   -1.0689   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4350   -1.5124    0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4693    1.3640   -0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0400    0.7875    1.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6481   -0.6508    0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0151   -0.0872   -1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7726    1.8759    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0772    1.2381   -0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6314    2.1619   -0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0363    0.2033   -1.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  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  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  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
 27 28  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 17  5  1  0  0  0  0
 30 20  1  0  0  0  0
 16  9  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  2 35  1  0  0  0  0
  4 36  1  0  0  0  0
  4 37  1  0  0  0  0
  4 38  1  0  0  0  0
  5 39  1  6  0  0  0
  7 40  1  0  0  0  0
  7 41  1  0  0  0  0
  7 42  1  0  0  0  0
  8 43  1  0  0  0  0
  9 44  1  6  0  0  0
 10 45  1  0  0  0  0
 10 46  1  0  0  0  0
 11 47  1  1  0  0  0
 12 48  1  0  0  0  0
 12 49  1  0  0  0  0
 12 50  1  0  0  0  0
 13 51  1  0  0  0  0
 13 52  1  0  0  0  0
 14 53  1  1  0  0  0
 15 54  1  0  0  0  0
 15 55  1  0  0  0  0
 15 56  1  0  0  0  0
 16 57  1  1  0  0  0
 17 58  1  6  0  0  0
 21 59  1  0  0  0  0
 23 60  1  0  0  0  0
 23 61  1  0  0  0  0
 23 62  1  0  0  0  0
 25 63  1  0  0  0  0
 25 64  1  0  0  0  0
 26 65  1  0  0  0  0
 26 66  1  0  0  0  0
 27 67  1  0  0  0  0
 27 68  1  0  0  0  0
 28 69  1  0  0  0  0
 28 70  1  0  0  0  0
 28 71  1  0  0  0  0
 29 72  1  0  0  0  0
M  END

     RDKit          3D

 72 74  0  0  0  0  0  0  0  0999 V2000
   -3.6510    3.2130    1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2208    2.0961    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9743    1.6612    0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0417    2.3278    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5932    0.5765   -0.8409 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6108    0.2305   -1.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119    1.3080   -2.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1002   -0.9776   -2.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6806   -2.1215   -1.2132 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8325   -3.0710   -1.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9619   -2.5443   -0.2195 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1911   -2.2300   -1.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5144   -1.3948    0.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897   -1.6863    1.1206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9425   -0.9731    2.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488   -1.7264    0.1367 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0770   -0.6688   -0.1758 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0647   -0.4795    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1291   -0.5641    1.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4485   -0.1880    0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    0.0297    1.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7380    0.2949    0.3466 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1682    1.7479    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6679   -0.5534    0.8189 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8988   -0.6747    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7966    0.5099    0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1755    0.1545   -0.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9889    1.4317   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3845    0.1350   -1.0260 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9642   -0.1340   -1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -0.2845   -2.1426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546    4.1524    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735    3.1723    1.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7099    3.1575    1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0301    1.7325   -0.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2517    3.4368    1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0177    2.2864    0.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1595    1.9713    2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725    1.0386   -1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1951    1.3528   -2.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7231    1.1351   -3.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219    2.2720   -2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8550   -1.1253   -2.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9166   -2.6763   -1.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2261   -3.2641   -2.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4728   -4.0792   -0.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2688   -3.3728    0.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1903   -1.1978   -1.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0858   -2.3284   -0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2690   -3.0033   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1516   -1.4051    1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6421   -0.4176    0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2677   -2.7708    1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9747   -0.9948    2.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390    0.1006    2.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3453   -1.5359    3.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3897   -2.6423    0.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5533   -1.1533   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4526    0.0244    2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3598    2.3114   -0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2479    2.2557    1.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9129    1.8105    1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8497   -1.0689   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4350   -1.5124    0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4693    1.3640   -0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0400    0.7875    1.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6481   -0.6508    0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0151   -0.0872   -1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7726    1.8759    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0772    1.2381   -0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6314    2.1619   -0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0363    0.2033   -1.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  1
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 22 29  1  0
 29 30  1  0
 30 31  2  0
 17  5  1  0
 30 20  1  0
 16  9  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  4 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  6
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  9 44  1  6
 10 45  1  0
 10 46  1  0
 11 47  1  1
 12 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  1
 15 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  1
 17 58  1  6
 21 59  1  0
 23 60  1  0
 23 61  1  0
 23 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  0
M  END


  Mrv1652306242117483D          

 72 74  0  0  0  0            999 V2000
   -3.6510    3.2130    1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2208    2.0961    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9743    1.6612    0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0417    2.3278    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5932    0.5765   -0.8409 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6108    0.2305   -1.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119    1.3080   -2.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1002   -0.9776   -2.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6806   -2.1215   -1.2132 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8325   -3.0710   -1.0454 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9619   -2.5443   -0.2195 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1911   -2.2300   -1.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5144   -1.3948    0.6142 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0897   -1.6863    1.1206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9425   -0.9731    2.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488   -1.7264    0.1367 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0770   -0.6688   -0.1758 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0647   -0.4795    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1291   -0.5641    1.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4485   -0.1880    0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    0.0297    1.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7380    0.2949    0.3466 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1682    1.7479    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6679   -0.5534    0.8189 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8988   -0.6747    0.3127 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7966    0.5099    0.3325 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1755    0.1545   -0.2737 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9889    1.4317   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3845    0.1350   -1.0260 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9642   -0.1340   -1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -0.2845   -2.1426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546    4.1524    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735    3.1723    1.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7099    3.1575    1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0301    1.7325   -0.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2517    3.4368    1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0177    2.2864    0.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1595    1.9713    2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725    1.0386   -1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1951    1.3528   -2.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7231    1.1351   -3.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219    2.2720   -2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8550   -1.1253   -2.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9166   -2.6763   -1.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2261   -3.2641   -2.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4728   -4.0792   -0.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2688   -3.3728    0.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1903   -1.1978   -1.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0858   -2.3284   -0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2690   -3.0033   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1516   -1.4051    1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6421   -0.4176    0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2677   -2.7708    1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9747   -0.9948    2.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390    0.1006    2.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3453   -1.5359    3.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3897   -2.6423    0.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5533   -1.1533   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4526    0.0244    2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3598    2.3114   -0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2479    2.2557    1.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9129    1.8105    1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8497   -1.0689   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4350   -1.5124    0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4693    1.3640   -0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0400    0.7875    1.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6481   -0.6508    0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0151   -0.0872   -1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7726    1.8759    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0772    1.2381   -0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6314    2.1619   -0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0363    0.2033   -1.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  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  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  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
 27 28  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 17  5  1  0  0  0  0
 30 20  1  0  0  0  0
 16  9  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  2 35  1  0  0  0  0
  4 36  1  0  0  0  0
  4 37  1  0  0  0  0
  4 38  1  0  0  0  0
  5 39  1  6  0  0  0
  7 40  1  0  0  0  0
  7 41  1  0  0  0  0
  7 42  1  0  0  0  0
  8 43  1  0  0  0  0
  9 44  1  6  0  0  0
 10 45  1  0  0  0  0
 10 46  1  0  0  0  0
 11 47  1  1  0  0  0
 12 48  1  0  0  0  0
 12 49  1  0  0  0  0
 12 50  1  0  0  0  0
 13 51  1  0  0  0  0
 13 52  1  0  0  0  0
 14 53  1  1  0  0  0
 15 54  1  0  0  0  0
 15 55  1  0  0  0  0
 15 56  1  0  0  0  0
 16 57  1  1  0  0  0
 17 58  1  6  0  0  0
 21 59  1  0  0  0  0
 23 60  1  0  0  0  0
 23 61  1  0  0  0  0
 23 62  1  0  0  0  0
 25 63  1  0  0  0  0
 25 64  1  0  0  0  0
 26 65  1  0  0  0  0
 26 66  1  0  0  0  0
 27 67  1  0  0  0  0
 27 68  1  0  0  0  0
 28 69  1  0  0  0  0
 28 70  1  0  0  0  0
 28 71  1  0  0  0  0
 29 72  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003498

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C(=O)C(=C([H])[C@]1(OC([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])[H])C(=O)[C@]1([H])[C@]([H])(C(=C(/[H])C([H])([H])[H])\C([H])([H])[H])C(=C([H])[C@]2([H])C([H])([H])[C@]([H])(C([H])([H])[H])C([H])([H])[C@]([H])(C([H])([H])[H])[C@]12[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H41NO3/c1-8-10-11-31-27(7)15-21(26(30)28-27)25(29)24-22(17(4)9-2)19(6)14-20-13-16(3)12-18(5)23(20)24/h9,14-16,18,20,22-24H,8,10-13H2,1-7H3,(H,28,30)/b17-9+/t16-,18+,20+,22-,23+,24-,27-/m1/s1

> <INCHI_KEY>
LWSFRBCBNLKKFV-WTVWDHOSSA-N

> <FORMULA>
C27H41NO3

> <MOLECULAR_WEIGHT>
427.629

> <EXACT_MASS>
427.308644184

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
51.19219861488217

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5R)-3-[(2R,4aR,6R,8S,8aS)-2-[(2E)-but-2-en-2-yl]-3,6,8-trimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-5-butoxy-5-methyl-2,5-dihydro-1H-pyrrol-2-one

> <ALOGPS_LOGP>
5.63

> <JCHEM_LOGP>
5.967880251333334

> <ALOGPS_LOGS>
-5.63

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.089419787040272

> <JCHEM_PKA_STRONGEST_BASIC>
-1.255650211251107

> <JCHEM_POLAR_SURFACE_AREA>
55.4

> <JCHEM_REFRACTIVITY>
128.84329999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.00e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5R)-3-[(2R,4aR,6R,8S,8aS)-2-[(2E)-but-2-en-2-yl]-3,6,8-trimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-5-butoxy-5-methyl-1H-pyrrol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 72 74  0  0  0  0  0  0  0  0999 V2000
   -3.6510    3.2130    1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2208    2.0961    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9743    1.6612    0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0417    2.3278    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5932    0.5765   -0.8409 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6108    0.2305   -1.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119    1.3080   -2.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1002   -0.9776   -2.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6806   -2.1215   -1.2132 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8325   -3.0710   -1.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9619   -2.5443   -0.2195 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1911   -2.2300   -1.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5144   -1.3948    0.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897   -1.6863    1.1206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9425   -0.9731    2.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488   -1.7264    0.1367 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0770   -0.6688   -0.1758 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0647   -0.4795    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1291   -0.5641    1.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4485   -0.1880    0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    0.0297    1.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7380    0.2949    0.3466 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1682    1.7479    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6679   -0.5534    0.8189 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8988   -0.6747    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7966    0.5099    0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1755    0.1545   -0.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9889    1.4317   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3845    0.1350   -1.0260 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9642   -0.1340   -1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -0.2845   -2.1426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546    4.1524    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735    3.1723    1.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7099    3.1575    1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0301    1.7325   -0.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2517    3.4368    1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0177    2.2864    0.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1595    1.9713    2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725    1.0386   -1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1951    1.3528   -2.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7231    1.1351   -3.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219    2.2720   -2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8550   -1.1253   -2.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9166   -2.6763   -1.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2261   -3.2641   -2.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4728   -4.0792   -0.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2688   -3.3728    0.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1903   -1.1978   -1.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0858   -2.3284   -0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2690   -3.0033   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1516   -1.4051    1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6421   -0.4176    0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2677   -2.7708    1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9747   -0.9948    2.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390    0.1006    2.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3453   -1.5359    3.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3897   -2.6423    0.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5533   -1.1533   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4526    0.0244    2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3598    2.3114   -0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2479    2.2557    1.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9129    1.8105    1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8497   -1.0689   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4350   -1.5124    0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4693    1.3640   -0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0400    0.7875    1.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6481   -0.6508    0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0151   -0.0872   -1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7726    1.8759    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0772    1.2381   -0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6314    2.1619   -0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0363    0.2033   -1.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  1
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 22 29  1  0
 29 30  1  0
 30 31  2  0
 17  5  1  0
 30 20  1  0
 16  9  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  4 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  6
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  9 44  1  6
 10 45  1  0
 10 46  1  0
 11 47  1  1
 12 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  1
 15 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  1
 17 58  1  6
 21 59  1  0
 23 60  1  0
 23 61  1  0
 23 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.651   3.213   1.023  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.221   2.096   0.092  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.974   1.661   0.087  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.042   2.328   1.038  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.593   0.577  -0.841  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.611   0.231  -1.850  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.112   1.308  -2.779  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.100  -0.978  -2.017  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.681  -2.122  -1.213  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.833  -3.071  -1.045  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.962  -2.544  -0.220  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.191  -2.230  -1.046  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.514  -1.395   0.614  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.090  -1.686   1.121  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.942  -0.973   2.417  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.049  -1.726   0.137  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.077  -0.669  -0.176  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.065  -0.480   0.714  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.129  -0.564   1.962  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.448  -0.188   0.328  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.479   0.030   1.113  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.738   0.295   0.347  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.168   1.748   0.614  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.668  -0.553   0.819  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.899  -0.675   0.313  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.797   0.510   0.333  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.175   0.155  -0.274  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.989   1.432  -0.196  0.00  0.00           C+0
HETATM   29  N   UNK     0       3.385   0.135  -1.026  0.00  0.00           N+0
HETATM   30  C   UNK     0       1.964  -0.134  -1.030  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.370  -0.285  -2.143  0.00  0.00           O+0
HETATM   32  H   UNK     0      -3.355   4.152   0.504  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.074   3.172   1.970  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.710   3.158   1.275  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.030   1.732  -0.526  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.252   3.437   1.095  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.018   2.286   0.712  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.159   1.971   2.081  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.773   1.039  -1.458  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.195   1.353  -2.852  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.723   1.135  -3.810  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.722   2.272  -2.417  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.855  -1.125  -2.794  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.917  -2.676  -1.824  0.00  0.00           H+0
HETATM   45  H   UNK     0      -4.226  -3.264  -2.063  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.473  -4.079  -0.686  0.00  0.00           H+0
HETATM   47  H   UNK     0      -5.269  -3.373   0.475  0.00  0.00           H+0
HETATM   48  H   UNK     0      -6.190  -1.198  -1.437  0.00  0.00           H+0
HETATM   49  H   UNK     0      -7.086  -2.328  -0.391  0.00  0.00           H+0
HETATM   50  H   UNK     0      -6.269  -3.003  -1.828  0.00  0.00           H+0
HETATM   51  H   UNK     0      -5.152  -1.405   1.549  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.642  -0.418   0.186  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.268  -2.771   1.467  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.975  -0.995   2.904  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.739   0.101   2.372  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.345  -1.536   3.181  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.390  -2.642   0.349  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.553  -1.153  -1.106  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.453   0.024   2.187  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.360   2.311  -0.300  0.00  0.00           H+0
HETATM   61  H   UNK     0       3.248   2.256   1.065  0.00  0.00           H+0
HETATM   62  H   UNK     0       4.913   1.811   1.410  0.00  0.00           H+0
HETATM   63  H   UNK     0       5.850  -1.069  -0.765  0.00  0.00           H+0
HETATM   64  H   UNK     0       6.435  -1.512   0.844  0.00  0.00           H+0
HETATM   65  H   UNK     0       6.469   1.364  -0.294  0.00  0.00           H+0
HETATM   66  H   UNK     0       7.040   0.788   1.382  0.00  0.00           H+0
HETATM   67  H   UNK     0       8.648  -0.651   0.294  0.00  0.00           H+0
HETATM   68  H   UNK     0       8.015  -0.087  -1.337  0.00  0.00           H+0
HETATM   69  H   UNK     0       8.773   1.876   0.807  0.00  0.00           H+0
HETATM   70  H   UNK     0      10.077   1.238  -0.269  0.00  0.00           H+0
HETATM   71  H   UNK     0       8.631   2.162  -0.946  0.00  0.00           H+0
HETATM   72  H   UNK     0       4.036   0.203  -1.837  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    1    3   35                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3   36   37   38                                             
CONECT    5    3    6   17   39                                             
CONECT    6    5    7    8                                                  
CONECT    7    6   40   41   42                                             
CONECT    8    6    9   43                                                  
CONECT    9    8   10   16   44                                             
CONECT   10    9   11   45   46                                             
CONECT   11   10   12   13   47                                             
CONECT   12   11   48   49   50                                             
CONECT   13   11   14   51   52                                             
CONECT   14   13   15   16   53                                             
CONECT   15   14   54   55   56                                             
CONECT   16   14   17    9   57                                             
CONECT   17   16   18    5   58                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   30                                                  
CONECT   21   20   22   59                                                  
CONECT   22   21   23   24   29                                             
CONECT   23   22   60   61   62                                             
CONECT   24   22   25                                                       
CONECT   25   24   26   63   64                                             
CONECT   26   25   27   65   66                                             
CONECT   27   26   28   67   68                                             
CONECT   28   27   69   70   71                                             
CONECT   29   22   30   72                                                  
CONECT   30   29   31   20                                                  
CONECT   31   30                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    2                                                            
CONECT   36    4                                                            
CONECT   37    4                                                            
CONECT   38    4                                                            
CONECT   39    5                                                            
CONECT   40    7                                                            
CONECT   41    7                                                            
CONECT   42    7                                                            
CONECT   43    8                                                            
CONECT   44    9                                                            
CONECT   45   10                                                            
CONECT   46   10                                                            
CONECT   47   11                                                            
CONECT   48   12                                                            
CONECT   49   12                                                            
CONECT   50   12                                                            
CONECT   51   13                                                            
CONECT   52   13                                                            
CONECT   53   14                                                            
CONECT   54   15                                                            
CONECT   55   15                                                            
CONECT   56   15                                                            
CONECT   57   16                                                            
CONECT   58   17                                                            
CONECT   59   21                                                            
CONECT   60   23                                                            
CONECT   61   23                                                            
CONECT   62   23                                                            
CONECT   63   25                                                            
CONECT   64   25                                                            
CONECT   65   26                                                            
CONECT   66   26                                                            
CONECT   67   27                                                            
CONECT   68   27                                                            
CONECT   69   28                                                            
CONECT   70   28                                                            
CONECT   71   28                                                            
CONECT   72   29                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  148    0
END

RDKit          3D

72 74  0  0  0  0  0  0  0  0999 V2000
   -3.6510    3.2130    1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2208    2.0961    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9743    1.6612    0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0417    2.3278    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5932    0.5765   -0.8409 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6108    0.2305   -1.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119    1.3080   -2.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1002   -0.9776   -2.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6806   -2.1215   -1.2132 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8325   -3.0710   -1.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9619   -2.5443   -0.2195 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1911   -2.2300   -1.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5144   -1.3948    0.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897   -1.6863    1.1206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9425   -0.9731    2.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488   -1.7264    0.1367 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0770   -0.6688   -0.1758 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0647   -0.4795    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1291   -0.5641    1.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4485   -0.1880    0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    0.0297    1.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7380    0.2949    0.3466 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1682    1.7479    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6679   -0.5534    0.8189 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8988   -0.6747    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7966    0.5099    0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1755    0.1545   -0.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9889    1.4317   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3845    0.1350   -1.0260 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9642   -0.1340   -1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -0.2845   -2.1426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546    4.1524    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735    3.1723    1.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7099    3.1575    1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0301    1.7325   -0.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2517    3.4368    1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0177    2.2864    0.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1595    1.9713    2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725    1.0386   -1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1951    1.3528   -2.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7231    1.1351   -3.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219    2.2720   -2.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8550   -1.1253   -2.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9166   -2.6763   -1.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2261   -3.2641   -2.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4728   -4.0792   -0.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2688   -3.3728    0.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1903   -1.1978   -1.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0858   -2.3284   -0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2690   -3.0033   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1516   -1.4051    1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6421   -0.4176    0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2677   -2.7708    1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9747   -0.9948    2.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390    0.1006    2.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3453   -1.5359    3.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3897   -2.6423    0.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5533   -1.1533   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4526    0.0244    2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3598    2.3114   -0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2479    2.2557    1.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9129    1.8105    1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8497   -1.0689   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4350   -1.5124    0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4693    1.3640   -0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0400    0.7875    1.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6481   -0.6508    0.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0151   -0.0872   -1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7726    1.8759    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0772    1.2381   -0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6314    2.1619   -0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0363    0.2033   -1.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  1
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 22 29  1  0
 29 30  1  0
 30 31  2  0
 17  5  1  0
 30 20  1  0
 16  9  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  4 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  6
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  9 44  1  6
 10 45  1  0
 10 46  1  0
 11 47  1  1
 12 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  1
 15 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  1
 17 58  1  6
 21 59  1  0
 23 60  1  0
 23 61  1  0
 23 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 27 68  1  0
 28 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₇H₄₁NO₃

Average Mass

427.6290 Da

Monoisotopic Mass

427.30864 Da

IUPAC Name

(5R)-3-[(2R,4aR,6R,8S,8aS)-2-[(2E)-but-2-en-2-yl]-3,6,8-trimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-5-butoxy-5-methyl-2,5-dihydro-1H-pyrrol-2-one

Traditional Name

(5R)-3-[(2R,4aR,6R,8S,8aS)-2-[(2E)-but-2-en-2-yl]-3,6,8-trimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-5-butoxy-5-methyl-1H-pyrrol-2-one

CAS Registry Number

Not Available

SMILES

CCCCOC1(C)NC(=O)C(=C1)C(=O)[C@H]1[C@H]2[C@@H](C)C[C@@H](C)C[C@H]2C=C(C)[C@H]1\C(C)=C\C

InChI Identifier

InChI=1S/C27H41NO3/c1-8-10-11-31-27(7)15-21(26(30)28-27)25(29)24-22(17(4)9-2)19(6)14-20-13-16(3)12-18(5)23(20)24/h9,14-16,18,20,22-24H,8,10-13H2,1-7H3,(H,28,30)/b17-9+/t16-,18+,20+,22-,23+,24-,27?/m1/s1

InChI Key

LWSFRBCBNLKKFV-WTVWDHOSSA-N

Experimental Spectra

Not Available

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
Ascochyta	NPAtlas	11052082

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Pyrroline
Carboxamide group
Ketone
Lactam
Secondary carboxylic acid amide
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
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	5.63	ALOGPS
logP	5.97	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	11.09	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.4 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	128.84 m³·mol⁻¹	ChemAxon
Polarizability	51.19 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA011272

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

7999617

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9823870

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Osterhage C, Kaminsky R, Konig GM, Wright AD: Ascosalipyrrolidinone A, an antimicrobial alkaloid, from the obligate marine fungus Ascochyta salicorniae. J Org Chem. 2000 Oct 6;65(20):6412-7. doi: 10.1021/jo000307g. [PubMed:11052082 ]

Showing NP-Card for Ascosalipyrrolidinone A (NP0003498)

MOL for NP0003498 (Ascosalipyrrolidinone A)

3D MOL for NP0003498 (Ascosalipyrrolidinone A)

3D SDF for NP0003498 (Ascosalipyrrolidinone A)

3D-SDF for NP0003498 (Ascosalipyrrolidinone A)

PDB for NP0003498 (Ascosalipyrrolidinone A)

3D PDB for NP0003498 (Ascosalipyrrolidinone A)

SMILES for NP0003498 (Ascosalipyrrolidinone A)

INCHI for NP0003498 (Ascosalipyrrolidinone A)

Structure for NP0003498 (Ascosalipyrrolidinone A)

3D Structure for NP0003498 (Ascosalipyrrolidinone A)