NP-MRD: Showing NP-Card for chlorovaltrate J (NP0041971)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 23:45:14 UTC

Updated at

2021-06-30 00:16:48 UTC

NP-MRD ID

NP0041971

Secondary Accession Numbers

None

Natural Product Identification

Common Name

chlorovaltrate J

Provided By

JEOL Database JEOL Logo

Description

[(1S,4aS,6S,7S,7aS)-7-(chloromethyl)-6,7-dihydroxy-1-[(3-methylbutanoyl)oxy]-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. chlorovaltrate J is found in Valeriana jatamansi. chlorovaltrate J was first documented in 2013 (Lin, S., et al.). Based on a literature review very few articles have been published on [(1S,4aS,6S,7S,7aS)-7-(chloromethyl)-6,7-dihydroxy-1-[(3-methylbutanoyl)oxy]-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101453D          

 59 60  0  0  0  0            999 V2000
    0.1308   -3.5241    0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4562   -2.0599    0.3998 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2786   -1.1487    1.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9765   -1.8378    0.4500 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4074   -0.4556    0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2179    0.2293    0.6239 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8107   -0.1103   -1.1524 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1383    1.1916   -1.6504 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0089    1.6086   -2.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1872    1.7943   -3.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    2.0918   -4.7708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1201    1.7194   -4.3577 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2509    0.2853   -4.4730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5190   -0.1794   -4.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5223    0.5172   -4.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288   -1.6882   -4.5992 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0137   -2.2851   -3.2808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8588   -3.8001   -3.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9458   -1.9575   -2.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4706    2.1492   -2.9290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3434    1.8275   -1.9215 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3334    3.0091   -0.9262 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6164    3.7904   -1.2020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6905    3.1904   -0.4847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7999    3.6422   -2.7259 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8424    4.4649   -3.4026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2131    3.9816   -3.2259 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6064    5.7030   -2.9234 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6154   -4.1855   -0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4702   -3.8113    1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9483   -3.7022    0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0851   -1.8372   -0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3587   -1.3261    1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1102   -0.0927    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0540   -1.3252    2.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4933   -2.5558   -0.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3427   -1.9990    1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2568    1.9196   -0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0853    1.1208   -2.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1466    1.7348   -4.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7943    2.1898   -5.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5534   -2.0234   -4.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171   -2.0182   -5.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0259   -1.8661   -3.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8183   -4.2804   -3.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4666   -4.2346   -2.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1611   -4.0493   -4.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5789   -2.4101   -1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0094   -0.8774   -1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9582   -2.3339   -2.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3483    1.5782   -2.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6252    0.9083   -1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2842    2.6439    0.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5317    3.6620   -1.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5142    4.8341   -0.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5496    3.3802    0.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1595    5.3871   -3.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2857    3.8469   -4.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9861    3.3739   -2.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0  0  0  0
 27 28  1  0  0  0  0
 11 10  1  0  0  0  0
  9  8  1  0  0  0  0
 21 22  1  0  0  0  0
 25 26  1  6  0  0  0
 22 23  1  0  0  0  0
 13 14  1  0  0  0  0
 23 25  1  0  0  0  0
 14 15  2  0  0  0  0
 25 20  1  0  0  0  0
 14 16  1  0  0  0  0
 10  9  2  0  0  0  0
 16 17  1  0  0  0  0
 20 51  1  1  0  0  0
 17 18  1  0  0  0  0
 20 21  1  0  0  0  0
 17 19  1  0  0  0  0
 21 52  1  1  0  0  0
  8  7  1  0  0  0  0
  7  5  1  0  0  0  0
 23 24  1  0  0  0  0
  5  4  1  0  0  0  0
 21  9  1  0  0  0  0
  4  2  1  0  0  0  0
  2  3  1  0  0  0  0
 12 13  1  0  0  0  0
  2  1  1  0  0  0  0
 20 12  1  0  0  0  0
  5  6  2  0  0  0  0
 25 27  1  0  0  0  0
 12 41  1  6  0  0  0
 10 40  1  0  0  0  0
 22 53  1  0  0  0  0
 22 54  1  0  0  0  0
 23 55  1  6  0  0  0
 24 56  1  0  0  0  0
 27 58  1  0  0  0  0
 27 59  1  0  0  0  0
  8 38  1  0  0  0  0
  8 39  1  0  0  0  0
 26 57  1  0  0  0  0
 16 42  1  0  0  0  0
 16 43  1  0  0  0  0
 17 44  1  1  0  0  0
 18 45  1  0  0  0  0
 18 46  1  0  0  0  0
 18 47  1  0  0  0  0
 19 48  1  0  0  0  0
 19 49  1  0  0  0  0
 19 50  1  0  0  0  0
  4 36  1  0  0  0  0
  4 37  1  0  0  0  0
  2 32  1  6  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  3 33  1  0  0  0  0
  3 34  1  0  0  0  0
  3 35  1  0  0  0  0
M  END

     RDKit          3D

 59 60  0  0  0  0  0  0  0  0999 V2000
    0.1308   -3.5241    0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4562   -2.0599    0.3998 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2786   -1.1487    1.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9765   -1.8378    0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074   -0.4556    0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2179    0.2293    0.6239 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8107   -0.1103   -1.1524 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1383    1.1916   -1.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0089    1.6086   -2.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1872    1.7943   -3.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    2.0918   -4.7708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1201    1.7194   -4.3577 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2509    0.2853   -4.4730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5190   -0.1794   -4.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5223    0.5172   -4.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288   -1.6882   -4.5992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0137   -2.2851   -3.2808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8588   -3.8001   -3.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9458   -1.9575   -2.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4706    2.1492   -2.9290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3434    1.8275   -1.9215 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3334    3.0091   -0.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6164    3.7904   -1.2020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6905    3.1904   -0.4847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7999    3.6422   -2.7259 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8424    4.4649   -3.4026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2131    3.9816   -3.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6064    5.7030   -2.9234 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6154   -4.1855   -0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4702   -3.8113    1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9483   -3.7022    0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0851   -1.8372   -0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3587   -1.3261    1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1102   -0.0927    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0540   -1.3252    2.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4933   -2.5558   -0.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3427   -1.9990    1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2568    1.9196   -0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0853    1.1208   -2.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1466    1.7348   -4.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7943    2.1898   -5.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5534   -2.0234   -4.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171   -2.0182   -5.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0259   -1.8661   -3.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8183   -4.2804   -3.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4666   -4.2346   -2.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1611   -4.0493   -4.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5789   -2.4101   -1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0094   -0.8774   -1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9582   -2.3339   -2.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3483    1.5782   -2.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6252    0.9083   -1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2842    2.6439    0.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5317    3.6620   -1.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5142    4.8341   -0.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5496    3.3802    0.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1595    5.3871   -3.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2857    3.8469   -4.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9861    3.3739   -2.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 27 28  1  0
 11 10  1  0
  9  8  1  0
 21 22  1  0
 25 26  1  6
 22 23  1  0
 13 14  1  0
 23 25  1  0
 14 15  2  0
 25 20  1  0
 14 16  1  0
 10  9  2  0
 16 17  1  0
 20 51  1  1
 17 18  1  0
 20 21  1  0
 17 19  1  0
 21 52  1  1
  8  7  1  0
  7  5  1  0
 23 24  1  0
  5  4  1  0
 21  9  1  0
  4  2  1  0
  2  3  1  0
 12 13  1  0
  2  1  1  0
 20 12  1  0
  5  6  2  0
 25 27  1  0
 12 41  1  6
 10 40  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  6
 24 56  1  0
 27 58  1  0
 27 59  1  0
  8 38  1  0
  8 39  1  0
 26 57  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  1
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
  4 36  1  0
  4 37  1  0
  2 32  1  6
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
M  END


  Mrv1652306212101453D          

 59 60  0  0  0  0            999 V2000
    0.1308   -3.5241    0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4562   -2.0599    0.3998 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2786   -1.1487    1.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9765   -1.8378    0.4500 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4074   -0.4556    0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2179    0.2293    0.6239 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8107   -0.1103   -1.1524 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1383    1.1916   -1.6504 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0089    1.6086   -2.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1872    1.7943   -3.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    2.0918   -4.7708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1201    1.7194   -4.3577 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2509    0.2853   -4.4730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5190   -0.1794   -4.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5223    0.5172   -4.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288   -1.6882   -4.5992 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0137   -2.2851   -3.2808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8588   -3.8001   -3.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9458   -1.9575   -2.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4706    2.1492   -2.9290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3434    1.8275   -1.9215 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3334    3.0091   -0.9262 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6164    3.7904   -1.2020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6905    3.1904   -0.4847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7999    3.6422   -2.7259 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8424    4.4649   -3.4026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2131    3.9816   -3.2259 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6064    5.7030   -2.9234 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6154   -4.1855   -0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4702   -3.8113    1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9483   -3.7022    0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0851   -1.8372   -0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3587   -1.3261    1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1102   -0.0927    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0540   -1.3252    2.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4933   -2.5558   -0.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3427   -1.9990    1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2568    1.9196   -0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0853    1.1208   -2.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1466    1.7348   -4.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7943    2.1898   -5.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5534   -2.0234   -4.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171   -2.0182   -5.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0259   -1.8661   -3.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8183   -4.2804   -3.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4666   -4.2346   -2.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1611   -4.0493   -4.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5789   -2.4101   -1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0094   -0.8774   -1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9582   -2.3339   -2.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3483    1.5782   -2.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6252    0.9083   -1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2842    2.6439    0.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5317    3.6620   -1.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5142    4.8341   -0.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5496    3.3802    0.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1595    5.3871   -3.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2857    3.8469   -4.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9861    3.3739   -2.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0  0  0  0
 27 28  1  0  0  0  0
 11 10  1  0  0  0  0
  9  8  1  0  0  0  0
 21 22  1  0  0  0  0
 25 26  1  6  0  0  0
 22 23  1  0  0  0  0
 13 14  1  0  0  0  0
 23 25  1  0  0  0  0
 14 15  2  0  0  0  0
 25 20  1  0  0  0  0
 14 16  1  0  0  0  0
 10  9  2  0  0  0  0
 16 17  1  0  0  0  0
 20 51  1  1  0  0  0
 17 18  1  0  0  0  0
 20 21  1  0  0  0  0
 17 19  1  0  0  0  0
 21 52  1  1  0  0  0
  8  7  1  0  0  0  0
  7  5  1  0  0  0  0
 23 24  1  0  0  0  0
  5  4  1  0  0  0  0
 21  9  1  0  0  0  0
  4  2  1  0  0  0  0
  2  3  1  0  0  0  0
 12 13  1  0  0  0  0
  2  1  1  0  0  0  0
 20 12  1  0  0  0  0
  5  6  2  0  0  0  0
 25 27  1  0  0  0  0
 12 41  1  6  0  0  0
 10 40  1  0  0  0  0
 22 53  1  0  0  0  0
 22 54  1  0  0  0  0
 23 55  1  6  0  0  0
 24 56  1  0  0  0  0
 27 58  1  0  0  0  0
 27 59  1  0  0  0  0
  8 38  1  0  0  0  0
  8 39  1  0  0  0  0
 26 57  1  0  0  0  0
 16 42  1  0  0  0  0
 16 43  1  0  0  0  0
 17 44  1  1  0  0  0
 18 45  1  0  0  0  0
 18 46  1  0  0  0  0
 18 47  1  0  0  0  0
 19 48  1  0  0  0  0
 19 49  1  0  0  0  0
 19 50  1  0  0  0  0
  4 36  1  0  0  0  0
  4 37  1  0  0  0  0
  2 32  1  6  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  3 33  1  0  0  0  0
  3 34  1  0  0  0  0
  3 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041971

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C([H])([H])[C@]2([H])C(=C([H])O[C@@]([H])(OC(=O)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])[C@]2([H])[C@@]1(O[H])C([H])([H])Cl)C([H])([H])OC(=O)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H31ClO7/c1-11(2)5-16(23)26-8-13-9-27-19(28-17(24)6-12(3)4)18-14(13)7-15(22)20(18,25)10-21/h9,11-12,14-15,18-19,22,25H,5-8,10H2,1-4H3/t14-,15+,18-,19+,20-/m1/s1

> <INCHI_KEY>
QSXUMRLTTSXLEV-RNEXODBNSA-N

> <FORMULA>
C20H31ClO7

> <MOLECULAR_WEIGHT>
418.91

> <EXACT_MASS>
418.175831

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
42.605516293230984

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1S,4aS,6S,7S,7aS)-7-(chloromethyl)-6,7-dihydroxy-1-[(3-methylbutanoyl)oxy]-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate

> <ALOGPS_LOGP>
2.43

> <JCHEM_LOGP>
2.2379583489999995

> <ALOGPS_LOGS>
-3.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.740409665068793

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.725457178195107

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2686675368527807

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
101.9675

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.41e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,4aS,6S,7S,7aS)-7-(chloromethyl)-6,7-dihydroxy-1-[(3-methylbutanoyl)oxy]-1H,4aH,5H,6H,7aH-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 59 60  0  0  0  0  0  0  0  0999 V2000
    0.1308   -3.5241    0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4562   -2.0599    0.3998 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2786   -1.1487    1.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9765   -1.8378    0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074   -0.4556    0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2179    0.2293    0.6239 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8107   -0.1103   -1.1524 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1383    1.1916   -1.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0089    1.6086   -2.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1872    1.7943   -3.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    2.0918   -4.7708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1201    1.7194   -4.3577 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2509    0.2853   -4.4730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5190   -0.1794   -4.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5223    0.5172   -4.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288   -1.6882   -4.5992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0137   -2.2851   -3.2808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8588   -3.8001   -3.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9458   -1.9575   -2.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4706    2.1492   -2.9290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3434    1.8275   -1.9215 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3334    3.0091   -0.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6164    3.7904   -1.2020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6905    3.1904   -0.4847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7999    3.6422   -2.7259 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8424    4.4649   -3.4026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2131    3.9816   -3.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6064    5.7030   -2.9234 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6154   -4.1855   -0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4702   -3.8113    1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9483   -3.7022    0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0851   -1.8372   -0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3587   -1.3261    1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1102   -0.0927    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0540   -1.3252    2.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4933   -2.5558   -0.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3427   -1.9990    1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2568    1.9196   -0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0853    1.1208   -2.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1466    1.7348   -4.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7943    2.1898   -5.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5534   -2.0234   -4.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171   -2.0182   -5.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0259   -1.8661   -3.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8183   -4.2804   -3.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4666   -4.2346   -2.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1611   -4.0493   -4.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5789   -2.4101   -1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0094   -0.8774   -1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9582   -2.3339   -2.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3483    1.5782   -2.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6252    0.9083   -1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2842    2.6439    0.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5317    3.6620   -1.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5142    4.8341   -0.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5496    3.3802    0.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1595    5.3871   -3.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2857    3.8469   -4.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9861    3.3739   -2.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 27 28  1  0
 11 10  1  0
  9  8  1  0
 21 22  1  0
 25 26  1  6
 22 23  1  0
 13 14  1  0
 23 25  1  0
 14 15  2  0
 25 20  1  0
 14 16  1  0
 10  9  2  0
 16 17  1  0
 20 51  1  1
 17 18  1  0
 20 21  1  0
 17 19  1  0
 21 52  1  1
  8  7  1  0
  7  5  1  0
 23 24  1  0
  5  4  1  0
 21  9  1  0
  4  2  1  0
  2  3  1  0
 12 13  1  0
  2  1  1  0
 20 12  1  0
  5  6  2  0
 25 27  1  0
 12 41  1  6
 10 40  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  6
 24 56  1  0
 27 58  1  0
 27 59  1  0
  8 38  1  0
  8 39  1  0
 26 57  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  1
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
  4 36  1  0
  4 37  1  0
  2 32  1  6
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       0.131  -3.524   0.699  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.456  -2.060   0.400  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.279  -1.149   1.385  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.976  -1.838   0.450  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.407  -0.456   0.015  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.218   0.229   0.624  0.00  0.00           O+0
HETATM    7  O   UNK     0       1.811  -0.110  -1.152  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.138   1.192  -1.650  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.009   1.609  -2.554  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.187   1.794  -3.869  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.205   2.092  -4.771  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.120   1.719  -4.358  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.251   0.285  -4.473  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.519  -0.179  -4.591  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.522   0.517  -4.662  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.529  -1.688  -4.599  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.014  -2.285  -3.281  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.859  -3.800  -3.415  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.946  -1.958  -2.112  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.471   2.149  -2.929  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.343   1.827  -1.922  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.333   3.009  -0.926  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.616   3.790  -1.202  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.691   3.190  -0.485  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.800   3.642  -2.726  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.842   4.465  -3.403  0.00  0.00           O+0
HETATM   27  C   UNK     0      -3.213   3.982  -3.226  0.00  0.00           C+0
HETATM   28 Cl   UNK     0      -3.606   5.703  -2.923  0.00  0.00          Cl+0
HETATM   29  H   UNK     0       0.615  -4.186  -0.027  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.470  -3.811   1.700  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.948  -3.702   0.642  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.085  -1.837  -0.608  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.359  -1.326   1.344  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.110  -0.093   1.150  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.054  -1.325   2.414  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.493  -2.556  -0.198  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.343  -1.999   1.471  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.257   1.920  -0.840  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.085   1.121  -2.197  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.147   1.735  -4.369  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.794   2.190  -5.082  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.553  -2.023  -4.801  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.917  -2.018  -5.447  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.026  -1.866  -3.051  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.818  -4.280  -3.636  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.467  -4.235  -2.490  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.161  -4.049  -4.222  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.579  -2.410  -1.185  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.009  -0.877  -1.946  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.958  -2.334  -2.293  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.348   1.578  -2.594  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.625   0.908  -1.390  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.284   2.644   0.106  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.532   3.662  -1.096  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.514   4.834  -0.887  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.550   3.380   0.461  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.159   5.387  -3.347  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.286   3.847  -4.309  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.986   3.374  -2.747  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    4    3    1   32                                             
CONECT    3    2   33   34   35                                             
CONECT    4    5    2   36   37                                             
CONECT    5    7    4    6                                                  
CONECT    6    5                                                            
CONECT    7    8    5                                                       
CONECT    8    9    7   38   39                                             
CONECT    9    8   10   21                                                  
CONECT   10   11    9   40                                                  
CONECT   11   12   10                                                       
CONECT   12   11   13   20   41                                             
CONECT   13   14   12                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   42   43                                             
CONECT   17   16   18   19   44                                             
CONECT   18   17   45   46   47                                             
CONECT   19   17   48   49   50                                             
CONECT   20   25   51   21   12                                             
CONECT   21   22   20   52    9                                             
CONECT   22   21   23   53   54                                             
CONECT   23   22   25   24   55                                             
CONECT   24   23   56                                                       
CONECT   25   26   23   20   27                                             
CONECT   26   25   57                                                       
CONECT   27   28   25   58   59                                             
CONECT   28   27                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    2                                                            
CONECT   33    3                                                            
CONECT   34    3                                                            
CONECT   35    3                                                            
CONECT   36    4                                                            
CONECT   37    4                                                            
CONECT   38    8                                                            
CONECT   39    8                                                            
CONECT   40   10                                                            
CONECT   41   12                                                            
CONECT   42   16                                                            
CONECT   43   16                                                            
CONECT   44   17                                                            
CONECT   45   18                                                            
CONECT   46   18                                                            
CONECT   47   18                                                            
CONECT   48   19                                                            
CONECT   49   19                                                            
CONECT   50   19                                                            
CONECT   51   20                                                            
CONECT   52   21                                                            
CONECT   53   22                                                            
CONECT   54   22                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   26                                                            
CONECT   58   27                                                            
CONECT   59   27                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  120    0
END

RDKit          3D

59 60  0  0  0  0  0  0  0  0999 V2000
    0.1308   -3.5241    0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4562   -2.0599    0.3998 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2786   -1.1487    1.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9765   -1.8378    0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074   -0.4556    0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2179    0.2293    0.6239 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8107   -0.1103   -1.1524 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1383    1.1916   -1.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0089    1.6086   -2.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1872    1.7943   -3.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    2.0918   -4.7708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1201    1.7194   -4.3577 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2509    0.2853   -4.4730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5190   -0.1794   -4.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5223    0.5172   -4.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288   -1.6882   -4.5992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0137   -2.2851   -3.2808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8588   -3.8001   -3.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9458   -1.9575   -2.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4706    2.1492   -2.9290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3434    1.8275   -1.9215 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3334    3.0091   -0.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6164    3.7904   -1.2020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6905    3.1904   -0.4847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7999    3.6422   -2.7259 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8424    4.4649   -3.4026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2131    3.9816   -3.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6064    5.7030   -2.9234 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6154   -4.1855   -0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4702   -3.8113    1.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9483   -3.7022    0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0851   -1.8372   -0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3587   -1.3261    1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1102   -0.0927    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0540   -1.3252    2.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4933   -2.5558   -0.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3427   -1.9990    1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2568    1.9196   -0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0853    1.1208   -2.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1466    1.7348   -4.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7943    2.1898   -5.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5534   -2.0234   -4.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171   -2.0182   -5.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0259   -1.8661   -3.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8183   -4.2804   -3.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4666   -4.2346   -2.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1611   -4.0493   -4.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5789   -2.4101   -1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0094   -0.8774   -1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9582   -2.3339   -2.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3483    1.5782   -2.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6252    0.9083   -1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2842    2.6439    0.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5317    3.6620   -1.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5142    4.8341   -0.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5496    3.3802    0.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1595    5.3871   -3.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2857    3.8469   -4.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9861    3.3739   -2.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 27 28  1  0
 11 10  1  0
  9  8  1  0
 21 22  1  0
 25 26  1  6
 22 23  1  0
 13 14  1  0
 23 25  1  0
 14 15  2  0
 25 20  1  0
 14 16  1  0
 10  9  2  0
 16 17  1  0
 20 51  1  1
 17 18  1  0
 20 21  1  0
 17 19  1  0
 21 52  1  1
  8  7  1  0
  7  5  1  0
 23 24  1  0
  5  4  1  0
 21  9  1  0
  4  2  1  0
  2  3  1  0
 12 13  1  0
  2  1  1  0
 20 12  1  0
  5  6  2  0
 25 27  1  0
 12 41  1  6
 10 40  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  6
 24 56  1  0
 27 58  1  0
 27 59  1  0
  8 38  1  0
  8 39  1  0
 26 57  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  1
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
  4 36  1  0
  4 37  1  0
  2 32  1  6
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
M  END

View in JSmol

Synonyms

Value	Source
[(1S,4AS,6S,7S,7as)-7-(chloromethyl)-6,7-dihydroxy-1-[(3-methylbutanoyl)oxy]-1H,4ah,5H,6H,7H,7ah-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoic acid	Generator

Chemical Formula

C₂₀H₃₁ClO₇

Average Mass

418.9100 Da

Monoisotopic Mass

418.17583 Da

IUPAC Name

[(1S,4aS,6S,7S,7aS)-7-(chloromethyl)-6,7-dihydroxy-1-[(3-methylbutanoyl)oxy]-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate

Traditional Name

[(1S,4aS,6S,7S,7aS)-7-(chloromethyl)-6,7-dihydroxy-1-[(3-methylbutanoyl)oxy]-1H,4aH,5H,6H,7aH-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C([H])([H])[C@]2([H])C(=C([H])O[C@@]([H])(OC(=O)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])[C@]2([H])[C@@]1(O[H])C([H])([H])Cl)C([H])([H])OC(=O)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C20H31ClO7/c1-11(2)5-16(23)26-8-13-9-27-19(28-17(24)6-12(3)4)18-14(13)7-15(22)20(18,25)10-21/h9,11-12,14-15,18-19,22,25H,5-8,10H2,1-4H3/t14-,15+,18-,19+,20-/m1/s1

InChI Key

QSXUMRLTTSXLEV-RNEXODBNSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, 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
Valeriana jatamansi	JEOL database	Lin, S., et al, Phytochemistry 85, 185 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Iridoids and derivatives

Alternative Parents

Substituents

Iridoid-skeleton
Bicyclic monoterpenoid
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Chlorohydrin
Halohydrin
1,2-diol
Oxacycle
Organoheterocyclic compound
Acetal
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organohalogen compound
Organochloride
Carbonyl group
Organic oxygen compound
Alkyl halide
Alkyl chloride
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.43	ALOGPS
logP	2.24	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	12.73	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	101.97 m³·mol⁻¹	ChemAxon
Polarizability	42.61 Å³	ChemAxon
Number of Rings	2	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

62663582

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71545438

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lin, S., et al. (2013). Lin, S., et al, Phytochemistry 85, 185 (2013) . Phytochem..

Showing NP-Card for chlorovaltrate J (NP0041971)

MOL for NP0041971 (chlorovaltrate J)

3D MOL for NP0041971 (chlorovaltrate J)

3D SDF for NP0041971 (chlorovaltrate J)

3D-SDF for NP0041971 (chlorovaltrate J)

PDB for NP0041971 (chlorovaltrate J)

3D PDB for NP0041971 (chlorovaltrate J)

SMILES for NP0041971 (chlorovaltrate J)

INCHI for NP0041971 (chlorovaltrate J)

Structure for NP0041971 (chlorovaltrate J)

3D Structure for NP0041971 (chlorovaltrate J)