NP-MRD: Showing NP-Card for 9beta-(3-Hydroxy-3-methylpentanoyloxy)parthenolide (NP0024608)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 16:56:37 UTC

Updated at

2021-06-29 23:49:03 UTC

NP-MRD ID

NP0024608

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9beta-(3-Hydroxy-3-methylpentanoyloxy)parthenolide

Provided By

JEOL Database JEOL Logo

Description

9beta-(3-Hydroxy-3-methylpentanoyloxy)parthenolide is found in Inula verbascifolia subsp. methanea. 9beta-(3-Hydroxy-3-methylpentanoyloxy)parthenolide was first documented in 2002 (Harvala, E., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192118563D          

 57 59  0  0  0  0            999 V2000
    2.1322   -2.3496    2.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1655   -2.9004    2.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3883   -4.0737    2.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6567   -4.7990    3.5077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841   -4.2055    1.7406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8057   -3.0334    0.9009 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6244   -2.5206    0.7617 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9174   -1.0878    0.2900 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2424   -0.5555   -1.0001 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1649    0.3146   -1.7026 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3444    1.5598   -1.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440    1.9762   -0.1524 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2790    2.3578   -2.0564 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7323    2.3437   -1.5682 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3304    0.9325   -1.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4747    3.1571   -2.4928 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9314    2.9179   -0.1486 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4470    4.3527    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1962   -1.6109   -2.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9097   -2.3156   -2.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -1.9216   -2.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7409   -1.2907   -1.7058 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4289   -2.1154   -0.6062 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1116   -1.7067    0.8219 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2825   -1.2969    1.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9847   -0.8363    0.9641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8197   -2.1300    1.5371 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6925   -1.4834    2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898   -2.7604    3.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1552   -3.4096   -0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1348   -3.1974    0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0063   -0.9973    0.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796   -0.3868    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138    0.0631   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8896    3.3808   -2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2183    1.9845   -3.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4067    0.9532   -1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8616    0.2481   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2205    0.5165   -2.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3983    3.1975   -2.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4402    2.2799    0.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0028    2.9087    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9241    5.0264   -0.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6932    4.7081    1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3628    4.4297   -0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5364   -3.1660   -3.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6725   -2.6995   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3933   -1.6259   -3.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857   -2.7011   -2.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358   -1.2233   -2.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861   -0.2531   -1.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2484   -3.1887   -0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111   -1.9936   -0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8204   -0.4661    1.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9756   -2.1361    1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9733   -0.9738    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8192   -2.1847    2.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 19  2  0  0  0  0
 27  6  1  0  0  0  0
 19  9  1  0  0  0  0
  9  8  1  0  0  0  0
 24 27  1  0  0  0  0
 24 25  1  1  0  0  0
 19 20  1  0  0  0  0
 27 26  1  0  0  0  0
  9 10  1  0  0  0  0
  2  1  2  3  0  0  0
  6  5  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  0  0  0  0
 10 11  1  0  0  0  0
  3  2  1  0  0  0  0
 11 12  2  0  0  0  0
  7  2  1  0  0  0  0
 11 13  1  0  0  0  0
 22 23  1  0  0  0  0
 13 14  1  0  0  0  0
  7  8  1  0  0  0  0
 14 15  1  0  0  0  0
 23 24  1  0  0  0  0
 14 17  1  0  0  0  0
 22 21  1  0  0  0  0
 14 16  1  6  0  0  0
  7  6  1  0  0  0  0
 17 18  1  0  0  0  0
 24 26  1  0  0  0  0
 22 50  1  0  0  0  0
 22 51  1  0  0  0  0
 23 52  1  0  0  0  0
 23 53  1  0  0  0  0
 27 57  1  1  0  0  0
  7 31  1  6  0  0  0
  6 30  1  6  0  0  0
  8 32  1  0  0  0  0
  8 33  1  0  0  0  0
 21 49  1  0  0  0  0
  9 34  1  1  0  0  0
 25 54  1  0  0  0  0
 25 55  1  0  0  0  0
 25 56  1  0  0  0  0
 20 46  1  0  0  0  0
 20 47  1  0  0  0  0
 20 48  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
 17 41  1  0  0  0  0
 17 42  1  0  0  0  0
 16 40  1  0  0  0  0
 18 43  1  0  0  0  0
 18 44  1  0  0  0  0
 18 45  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    2.1322   -2.3496    2.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1655   -2.9004    2.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3883   -4.0737    2.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6567   -4.7990    3.5077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841   -4.2055    1.7406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8057   -3.0334    0.9009 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6244   -2.5206    0.7617 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9174   -1.0878    0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424   -0.5555   -1.0001 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1649    0.3146   -1.7026 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3444    1.5598   -1.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440    1.9762   -0.1524 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2790    2.3578   -2.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323    2.3437   -1.5682 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3304    0.9325   -1.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4747    3.1571   -2.4928 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9314    2.9179   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4470    4.3527    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1962   -1.6109   -2.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9097   -2.3156   -2.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -1.9216   -2.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7409   -1.2907   -1.7058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4289   -2.1154   -0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116   -1.7067    0.8219 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2825   -1.2969    1.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9847   -0.8363    0.9641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8197   -2.1300    1.5371 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6925   -1.4834    2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898   -2.7604    3.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1552   -3.4096   -0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1348   -3.1974    0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0063   -0.9973    0.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796   -0.3868    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138    0.0631   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8896    3.3808   -2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2183    1.9845   -3.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4067    0.9532   -1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8616    0.2481   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2205    0.5165   -2.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3983    3.1975   -2.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4402    2.2799    0.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0028    2.9087    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9241    5.0264   -0.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6932    4.7081    1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3628    4.4297   -0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5364   -3.1660   -3.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6725   -2.6995   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3933   -1.6259   -3.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857   -2.7011   -2.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358   -1.2233   -2.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861   -0.2531   -1.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2484   -3.1887   -0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111   -1.9936   -0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8204   -0.4661    1.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9756   -2.1361    1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9733   -0.9738    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8192   -2.1847    2.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 19  2  0
 27  6  1  0
 19  9  1  0
  9  8  1  0
 24 27  1  0
 24 25  1  1
 19 20  1  0
 27 26  1  0
  9 10  1  0
  2  1  2  3
  6  5  1  0
  3  4  2  0
  5  3  1  0
 10 11  1  0
  3  2  1  0
 11 12  2  0
  7  2  1  0
 11 13  1  0
 22 23  1  0
 13 14  1  0
  7  8  1  0
 14 15  1  0
 23 24  1  0
 14 17  1  0
 22 21  1  0
 14 16  1  6
  7  6  1  0
 17 18  1  0
 24 26  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 27 57  1  1
  7 31  1  6
  6 30  1  6
  8 32  1  0
  8 33  1  0
 21 49  1  0
  9 34  1  1
 25 54  1  0
 25 55  1  0
 25 56  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
  1 28  1  0
  1 29  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 17 41  1  0
 17 42  1  0
 16 40  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
M  END


  Mrv1652306192118563D          

 57 59  0  0  0  0            999 V2000
    2.1322   -2.3496    2.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1655   -2.9004    2.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3883   -4.0737    2.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6567   -4.7990    3.5077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841   -4.2055    1.7406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8057   -3.0334    0.9009 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6244   -2.5206    0.7617 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9174   -1.0878    0.2900 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2424   -0.5555   -1.0001 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1649    0.3146   -1.7026 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3444    1.5598   -1.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440    1.9762   -0.1524 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2790    2.3578   -2.0564 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7323    2.3437   -1.5682 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3304    0.9325   -1.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4747    3.1571   -2.4928 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9314    2.9179   -0.1486 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4470    4.3527    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1962   -1.6109   -2.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9097   -2.3156   -2.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -1.9216   -2.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7409   -1.2907   -1.7058 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4289   -2.1154   -0.6062 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1116   -1.7067    0.8219 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2825   -1.2969    1.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9847   -0.8363    0.9641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8197   -2.1300    1.5371 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6925   -1.4834    2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898   -2.7604    3.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1552   -3.4096   -0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1348   -3.1974    0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0063   -0.9973    0.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796   -0.3868    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138    0.0631   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8896    3.3808   -2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2183    1.9845   -3.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4067    0.9532   -1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8616    0.2481   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2205    0.5165   -2.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3983    3.1975   -2.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4402    2.2799    0.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0028    2.9087    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9241    5.0264   -0.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6932    4.7081    1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3628    4.4297   -0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5364   -3.1660   -3.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6725   -2.6995   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3933   -1.6259   -3.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857   -2.7011   -2.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358   -1.2233   -2.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861   -0.2531   -1.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2484   -3.1887   -0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111   -1.9936   -0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8204   -0.4661    1.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9756   -2.1361    1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9733   -0.9738    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8192   -2.1847    2.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 19  2  0  0  0  0
 27  6  1  0  0  0  0
 19  9  1  0  0  0  0
  9  8  1  0  0  0  0
 24 27  1  0  0  0  0
 24 25  1  1  0  0  0
 19 20  1  0  0  0  0
 27 26  1  0  0  0  0
  9 10  1  0  0  0  0
  2  1  2  3  0  0  0
  6  5  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  0  0  0  0
 10 11  1  0  0  0  0
  3  2  1  0  0  0  0
 11 12  2  0  0  0  0
  7  2  1  0  0  0  0
 11 13  1  0  0  0  0
 22 23  1  0  0  0  0
 13 14  1  0  0  0  0
  7  8  1  0  0  0  0
 14 15  1  0  0  0  0
 23 24  1  0  0  0  0
 14 17  1  0  0  0  0
 22 21  1  0  0  0  0
 14 16  1  6  0  0  0
  7  6  1  0  0  0  0
 17 18  1  0  0  0  0
 24 26  1  0  0  0  0
 22 50  1  0  0  0  0
 22 51  1  0  0  0  0
 23 52  1  0  0  0  0
 23 53  1  0  0  0  0
 27 57  1  1  0  0  0
  7 31  1  6  0  0  0
  6 30  1  6  0  0  0
  8 32  1  0  0  0  0
  8 33  1  0  0  0  0
 21 49  1  0  0  0  0
  9 34  1  1  0  0  0
 25 54  1  0  0  0  0
 25 55  1  0  0  0  0
 25 56  1  0  0  0  0
 20 46  1  0  0  0  0
 20 47  1  0  0  0  0
 20 48  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
 17 41  1  0  0  0  0
 17 42  1  0  0  0  0
 16 40  1  0  0  0  0
 18 43  1  0  0  0  0
 18 44  1  0  0  0  0
 18 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0024608

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@](C([H])([H])[H])(C([H])([H])C(=O)O[C@@]1([H])\C(=C([H])/C([H])([H])C([H])([H])[C@@]2(O[C@]2([H])[C@]2([H])OC(=O)C(=C([H])[H])[C@]2([H])C1([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O6/c1-6-20(4,24)11-16(22)25-15-10-14-13(3)19(23)26-17(14)18-21(5,27-18)9-7-8-12(15)2/h8,14-15,17-18,24H,3,6-7,9-11H2,1-2,4-5H3/b12-8-/t14-,15+,17+,18+,20-,21-/m0/s1

> <INCHI_KEY>
NXPRFOOHJTWPQI-BZIAGOPTSA-N

> <FORMULA>
C21H30O6

> <MOLECULAR_WEIGHT>
378.465

> <EXACT_MASS>
378.204238686

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.62018790257747

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,4S,7Z,9R,11S)-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.0^{2,4}]tetradec-7-en-9-yl (3S)-3-hydroxy-3-methylpentanoate

> <ALOGPS_LOGP>
2.90

> <JCHEM_LOGP>
2.92104572

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.800029430757679

> <JCHEM_PKA_STRONGEST_BASIC>
-2.886267126986591

> <JCHEM_POLAR_SURFACE_AREA>
85.36

> <JCHEM_REFRACTIVITY>
99.20249999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,4S,7Z,9R,11S)-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.0^{2,4}]tetradec-7-en-9-yl (3S)-3-hydroxy-3-methylpentanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    2.1322   -2.3496    2.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1655   -2.9004    2.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3883   -4.0737    2.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6567   -4.7990    3.5077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841   -4.2055    1.7406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8057   -3.0334    0.9009 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6244   -2.5206    0.7617 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9174   -1.0878    0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424   -0.5555   -1.0001 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1649    0.3146   -1.7026 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3444    1.5598   -1.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440    1.9762   -0.1524 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2790    2.3578   -2.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323    2.3437   -1.5682 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3304    0.9325   -1.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4747    3.1571   -2.4928 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9314    2.9179   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4470    4.3527    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1962   -1.6109   -2.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9097   -2.3156   -2.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -1.9216   -2.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7409   -1.2907   -1.7058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4289   -2.1154   -0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116   -1.7067    0.8219 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2825   -1.2969    1.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9847   -0.8363    0.9641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8197   -2.1300    1.5371 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6925   -1.4834    2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898   -2.7604    3.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1552   -3.4096   -0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1348   -3.1974    0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0063   -0.9973    0.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796   -0.3868    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138    0.0631   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8896    3.3808   -2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2183    1.9845   -3.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4067    0.9532   -1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8616    0.2481   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2205    0.5165   -2.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3983    3.1975   -2.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4402    2.2799    0.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0028    2.9087    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9241    5.0264   -0.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6932    4.7081    1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3628    4.4297   -0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5364   -3.1660   -3.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6725   -2.6995   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3933   -1.6259   -3.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857   -2.7011   -2.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358   -1.2233   -2.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861   -0.2531   -1.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2484   -3.1887   -0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111   -1.9936   -0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8204   -0.4661    1.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9756   -2.1361    1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9733   -0.9738    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8192   -2.1847    2.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 19  2  0
 27  6  1  0
 19  9  1  0
  9  8  1  0
 24 27  1  0
 24 25  1  1
 19 20  1  0
 27 26  1  0
  9 10  1  0
  2  1  2  3
  6  5  1  0
  3  4  2  0
  5  3  1  0
 10 11  1  0
  3  2  1  0
 11 12  2  0
  7  2  1  0
 11 13  1  0
 22 23  1  0
 13 14  1  0
  7  8  1  0
 14 15  1  0
 23 24  1  0
 14 17  1  0
 22 21  1  0
 14 16  1  6
  7  6  1  0
 17 18  1  0
 24 26  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 27 57  1  1
  7 31  1  6
  6 30  1  6
  8 32  1  0
  8 33  1  0
 21 49  1  0
  9 34  1  1
 25 54  1  0
 25 55  1  0
 25 56  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
  1 28  1  0
  1 29  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 17 41  1  0
 17 42  1  0
 16 40  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       2.132  -2.350   2.848  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.165  -2.900   2.104  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.388  -4.074   2.570  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.657  -4.799   3.508  0.00  0.00           O+0
HETATM    5  O   UNK     0      -0.684  -4.205   1.741  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.806  -3.033   0.901  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.624  -2.521   0.762  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.917  -1.088   0.290  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.242  -0.556  -1.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.165   0.315  -1.703  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.344   1.560  -1.187  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.844   1.976  -0.152  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.279   2.358  -2.056  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.732   2.344  -1.568  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.330   0.933  -1.645  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.475   3.157  -2.493  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.931   2.918  -0.149  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.447   4.353   0.027  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.196  -1.611  -2.001  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.910  -2.316  -2.752  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.485  -1.922  -2.262  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.741  -1.291  -1.706  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.429  -2.115  -0.606  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.112  -1.707   0.822  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.282  -1.297   1.666  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.985  -0.836   0.964  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.820  -2.130   1.537  0.00  0.00           C+0
HETATM   28  H   UNK     0       2.692  -1.483   2.514  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.390  -2.760   3.822  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.155  -3.410  -0.060  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.135  -3.197   0.061  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.006  -0.997   0.169  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.680  -0.387   1.102  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.614   0.063  -0.725  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.890   3.381  -2.127  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.218   1.984  -3.088  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.407   0.953  -1.438  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.862   0.248  -0.932  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.221   0.517  -2.653  0.00  0.00           H+0
HETATM   40  H   UNK     0       5.398   3.197  -2.189  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.440   2.280   0.595  0.00  0.00           H+0
HETATM   42  H   UNK     0       5.003   2.909   0.092  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.924   5.026  -0.692  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.693   4.708   1.033  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.363   4.430  -0.092  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.536  -3.166  -3.333  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.673  -2.700  -2.070  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.393  -1.626  -3.452  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.686  -2.701  -2.999  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.436  -1.223  -2.555  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.586  -0.253  -1.397  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.248  -3.189  -0.738  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.511  -1.994  -0.751  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.820  -0.466   1.198  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.976  -2.136   1.784  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.973  -0.974   2.666  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.819  -2.185   2.619  0.00  0.00           H+0
CONECT    1    2   28   29                                                  
CONECT    2    1    3    7                                                  
CONECT    3    4    5    2                                                  
CONECT    4    3                                                            
CONECT    5    6    3                                                       
CONECT    6   27    5    7   30                                             
CONECT    7    2    8    6   31                                             
CONECT    8    9    7   32   33                                             
CONECT    9   19    8   10   34                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   35   36                                             
CONECT   14   13   15   17   16                                             
CONECT   15   14   37   38   39                                             
CONECT   16   14   40                                                       
CONECT   17   14   18   41   42                                             
CONECT   18   17   43   44   45                                             
CONECT   19   21    9   20                                                  
CONECT   20   19   46   47   48                                             
CONECT   21   19   22   49                                                  
CONECT   22   23   21   50   51                                             
CONECT   23   22   24   52   53                                             
CONECT   24   27   25   23   26                                             
CONECT   25   24   54   55   56                                             
CONECT   26   27   24                                                       
CONECT   27    6   24   26   57                                             
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    6                                                            
CONECT   31    7                                                            
CONECT   32    8                                                            
CONECT   33    8                                                            
CONECT   34    9                                                            
CONECT   35   13                                                            
CONECT   36   13                                                            
CONECT   37   15                                                            
CONECT   38   15                                                            
CONECT   39   15                                                            
CONECT   40   16                                                            
CONECT   41   17                                                            
CONECT   42   17                                                            
CONECT   43   18                                                            
CONECT   44   18                                                            
CONECT   45   18                                                            
CONECT   46   20                                                            
CONECT   47   20                                                            
CONECT   48   20                                                            
CONECT   49   21                                                            
CONECT   50   22                                                            
CONECT   51   22                                                            
CONECT   52   23                                                            
CONECT   53   23                                                            
CONECT   54   25                                                            
CONECT   55   25                                                            
CONECT   56   25                                                            
CONECT   57   27                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  118    0
END

RDKit          3D

57 59  0  0  0  0  0  0  0  0999 V2000
    2.1322   -2.3496    2.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1655   -2.9004    2.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3883   -4.0737    2.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6567   -4.7990    3.5077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841   -4.2055    1.7406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8057   -3.0334    0.9009 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6244   -2.5206    0.7617 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9174   -1.0878    0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424   -0.5555   -1.0001 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1649    0.3146   -1.7026 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3444    1.5598   -1.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440    1.9762   -0.1524 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2790    2.3578   -2.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323    2.3437   -1.5682 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3304    0.9325   -1.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4747    3.1571   -2.4928 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9314    2.9179   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4470    4.3527    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1962   -1.6109   -2.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9097   -2.3156   -2.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -1.9216   -2.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7409   -1.2907   -1.7058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4289   -2.1154   -0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116   -1.7067    0.8219 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2825   -1.2969    1.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9847   -0.8363    0.9641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8197   -2.1300    1.5371 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6925   -1.4834    2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898   -2.7604    3.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1552   -3.4096   -0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1348   -3.1974    0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0063   -0.9973    0.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796   -0.3868    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138    0.0631   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8896    3.3808   -2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2183    1.9845   -3.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4067    0.9532   -1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8616    0.2481   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2205    0.5165   -2.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3983    3.1975   -2.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4402    2.2799    0.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0028    2.9087    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9241    5.0264   -0.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6932    4.7081    1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3628    4.4297   -0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5364   -3.1660   -3.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6725   -2.6995   -2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3933   -1.6259   -3.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857   -2.7011   -2.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358   -1.2233   -2.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861   -0.2531   -1.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2484   -3.1887   -0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111   -1.9936   -0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8204   -0.4661    1.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9756   -2.1361    1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9733   -0.9738    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8192   -2.1847    2.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 19  2  0
 27  6  1  0
 19  9  1  0
  9  8  1  0
 24 27  1  0
 24 25  1  1
 19 20  1  0
 27 26  1  0
  9 10  1  0
  2  1  2  3
  6  5  1  0
  3  4  2  0
  5  3  1  0
 10 11  1  0
  3  2  1  0
 11 12  2  0
  7  2  1  0
 11 13  1  0
 22 23  1  0
 13 14  1  0
  7  8  1  0
 14 15  1  0
 23 24  1  0
 14 17  1  0
 22 21  1  0
 14 16  1  6
  7  6  1  0
 17 18  1  0
 24 26  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 27 57  1  1
  7 31  1  6
  6 30  1  6
  8 32  1  0
  8 33  1  0
 21 49  1  0
  9 34  1  1
 25 54  1  0
 25 55  1  0
 25 56  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
  1 28  1  0
  1 29  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 17 41  1  0
 17 42  1  0
 16 40  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₆

Average Mass

378.4650 Da

Monoisotopic Mass

378.20424 Da

IUPAC Name

(1R,2R,4S,7Z,9R,11S)-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.0^{2,4}]tetradec-7-en-9-yl (3S)-3-hydroxy-3-methylpentanoate

Traditional Name

(1R,2R,4S,7Z,9R,11S)-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.0^{2,4}]tetradec-7-en-9-yl (3S)-3-hydroxy-3-methylpentanoate

CAS Registry Number

Not Available

SMILES

[H]O[C@](C([H])([H])[H])(C([H])([H])C(=O)O[C@@]1([H])\C(=C([H])/C([H])([H])C([H])([H])[C@@]2(O[C@]2([H])[C@]2([H])OC(=O)C(=C([H])[H])[C@]2([H])C1([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])[H]

InChI Identifier

InChI=1S/C21H30O6/c1-6-20(4,24)11-16(22)25-15-10-14-13(3)19(23)26-17(14)18-21(5,27-18)9-7-8-12(15)2/h8,14-15,17-18,24H,3,6-7,9-11H2,1-2,4-5H3/b12-8-/t14-,15+,17+,18+,20-,21-/m0/s1

InChI Key

NXPRFOOHJTWPQI-BZIAGOPTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Inula verbascifolia subsp. methanea	JEOL database	Harvala, E., et al, J. Nat. Prod. 65, 1045 (2002)

Chemical Taxonomy

Classification

Not classified

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	2.9	ALOGPS
logP	2.92	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	14.8	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	99.2 m³·mol⁻¹	ChemAxon
Polarizability	40.62 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Harvala, E., et al. (2002). Harvala, E., et al, J. Nat. Prod. 65, 1045 (2002). J. Nat. Prod..

Showing NP-Card for 9beta-(3-Hydroxy-3-methylpentanoyloxy)parthenolide (NP0024608)

MOL for NP0024608 (9beta-(3-Hydroxy-3-methylpentanoyloxy)parthenolide)

3D MOL for NP0024608 (9beta-(3-Hydroxy-3-methylpentanoyloxy)parthenolide)

3D SDF for NP0024608 (9beta-(3-Hydroxy-3-methylpentanoyloxy)parthenolide)

3D-SDF for NP0024608 (9beta-(3-Hydroxy-3-methylpentanoyloxy)parthenolide)

PDB for NP0024608 (9beta-(3-Hydroxy-3-methylpentanoyloxy)parthenolide)

3D PDB for NP0024608 (9beta-(3-Hydroxy-3-methylpentanoyloxy)parthenolide)

SMILES for NP0024608 (9beta-(3-Hydroxy-3-methylpentanoyloxy)parthenolide)

INCHI for NP0024608 (9beta-(3-Hydroxy-3-methylpentanoyloxy)parthenolide)

Structure for NP0024608 (9beta-(3-Hydroxy-3-methylpentanoyloxy)parthenolide)

3D Structure for NP0024608 (9beta-(3-Hydroxy-3-methylpentanoyloxy)parthenolide)