NP-MRD: Showing NP-Card for briarenolide B (NP0025124)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 17:19:22 UTC

Updated at

2021-06-29 23:49:51 UTC

NP-MRD ID

NP0025124

Secondary Accession Numbers

None

Natural Product Identification

Common Name

briarenolide B

Provided By

JEOL Database JEOL Logo

Description

briarenolide B is found in Briareum sp. briarenolide B was first documented in 2007 (Su, J.-H., et al.). Based on a literature review very few articles have been published on (1S,3S,4R,7S,8Z,12S,13S,14S,16S)-14-(acetyloxy)-16-hydroperoxy-3-hydroxy-4,9,13-trimethyl-17-methylidene-2,5-dioxo-6-oxatricyclo[11.4.0.0³,⁷]Heptadec-8-en-12-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119193D          

 66 68  0  0  0  0            999 V2000
    0.4722   -0.6198   -1.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2176    0.2113   -0.8580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1326    1.7196   -1.0437 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4101    2.0944   -2.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8303    3.4905   -2.3638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2824    2.1681   -0.6903 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6390    1.7888    0.7474 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7407    2.5284    1.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1842    3.7292    2.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1476    4.3470    2.9689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2616    4.2389    1.8107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995    0.2435    1.0722 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6353   -0.4962    0.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6942    0.0999    2.6370 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9779    0.7030    2.9747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0222    1.5930    4.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4190    2.1048    4.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0699    1.9429    4.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7472   -1.3239    3.2192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0165   -1.4652    4.5670 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4317   -1.0107    4.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7327    0.0369    5.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333   -1.4751    3.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3964   -2.5661    2.8002 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4618   -3.4778    3.0901 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8959   -4.0256    1.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7286   -4.9164    1.8621 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1868   -3.4113    0.7441 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1289   -3.2474   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6367   -2.1122    1.3482 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6160   -1.0787    1.2674 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634   -1.7268    0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5207   -2.6034    0.3760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0644   -0.2228    0.5953 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6457   -0.2430   -2.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4807   -1.7013   -1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8818    2.1901   -0.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1357    3.8286   -2.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0071    1.7440   -1.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3504    3.2561   -0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6758    2.0971    0.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7238    4.6313    2.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5627    5.2411    3.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1378    3.6437    3.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4901   -0.4875   -0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6079   -0.0308    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219   -1.5410    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8849    0.6605    3.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4489    2.8017    5.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7319    2.6345    3.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0952    1.2731    4.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7923   -1.6204    3.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3535   -2.0660    2.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0604   -2.5134    4.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5907   -0.9074    5.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7993    0.2807    5.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955    0.9630    5.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4302   -0.3198    6.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4298   -1.0514    3.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4767   -3.1537    2.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825   -4.1061    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6502   -2.6965   -1.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0529   -2.7291   -0.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4231   -4.2283   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7665   -0.8503    0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6543    0.3106    1.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0  0  0  0
 24 25  1  0  0  0  0
 32 34  1  0  0  0  0
  2  1  2  3  0  0  0
 34 12  1  0  0  0  0
 32 33  2  0  0  0  0
 12 14  1  0  0  0  0
 26 27  2  0  0  0  0
 14 19  1  0  0  0  0
 21 22  1  0  0  0  0
 19 20  1  0  0  0  0
 12 13  1  6  0  0  0
 14 15  1  0  0  0  0
 20 21  1  0  0  0  0
 28 29  1  0  0  0  0
  6  3  1  0  0  0  0
 30 31  1  1  0  0  0
 21 23  2  0  0  0  0
 34 66  1  1  0  0  0
 24 23  1  0  0  0  0
  7  8  1  0  0  0  0
 24 30  1  0  0  0  0
 15 16  1  0  0  0  0
  6  7  1  0  0  0  0
 16 17  1  0  0  0  0
  3  2  1  0  0  0  0
 16 18  2  0  0  0  0
  2 34  1  0  0  0  0
  8  9  1  0  0  0  0
 12  7  1  0  0  0  0
  9 10  1  0  0  0  0
 30 32  1  0  0  0  0
  9 11  2  0  0  0  0
 30 28  1  0  0  0  0
  3  4  1  0  0  0  0
 28 26  1  0  0  0  0
  4  5  1  0  0  0  0
  6 39  1  0  0  0  0
  6 40  1  0  0  0  0
  3 37  1  1  0  0  0
  7 41  1  1  0  0  0
 14 48  1  1  0  0  0
 19 52  1  0  0  0  0
 19 53  1  0  0  0  0
 20 54  1  0  0  0  0
 20 55  1  0  0  0  0
 23 59  1  0  0  0  0
 24 60  1  6  0  0  0
 28 61  1  6  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
 22 56  1  0  0  0  0
 22 57  1  0  0  0  0
 22 58  1  0  0  0  0
 13 45  1  0  0  0  0
 13 46  1  0  0  0  0
 13 47  1  0  0  0  0
 29 62  1  0  0  0  0
 29 63  1  0  0  0  0
 29 64  1  0  0  0  0
 31 65  1  0  0  0  0
 17 49  1  0  0  0  0
 17 50  1  0  0  0  0
 17 51  1  0  0  0  0
 10 42  1  0  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
  5 38  1  0  0  0  0
M  END

     RDKit          3D

 66 68  0  0  0  0  0  0  0  0999 V2000
    0.4722   -0.6198   -1.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2176    0.2113   -0.8580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1326    1.7196   -1.0437 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4101    2.0944   -2.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8303    3.4905   -2.3638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2824    2.1681   -0.6903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390    1.7888    0.7474 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7407    2.5284    1.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1842    3.7292    2.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1476    4.3470    2.9689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2616    4.2389    1.8107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995    0.2435    1.0722 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6353   -0.4962    0.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6942    0.0999    2.6370 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9779    0.7030    2.9747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0222    1.5930    4.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4190    2.1048    4.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0699    1.9429    4.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7472   -1.3239    3.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0165   -1.4652    4.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4317   -1.0107    4.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7327    0.0369    5.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333   -1.4751    3.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3964   -2.5661    2.8002 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4618   -3.4778    3.0901 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8959   -4.0256    1.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7286   -4.9164    1.8621 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1868   -3.4113    0.7441 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1289   -3.2474   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6367   -2.1122    1.3482 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6160   -1.0787    1.2674 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634   -1.7268    0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5207   -2.6034    0.3760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0644   -0.2228    0.5953 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6457   -0.2430   -2.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4807   -1.7013   -1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8818    2.1901   -0.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1357    3.8286   -2.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0071    1.7440   -1.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3504    3.2561   -0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6758    2.0971    0.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7238    4.6313    2.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5627    5.2411    3.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1378    3.6437    3.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4901   -0.4875   -0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6079   -0.0308    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219   -1.5410    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8849    0.6605    3.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4489    2.8017    5.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7319    2.6345    3.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0952    1.2731    4.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7923   -1.6204    3.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3535   -2.0660    2.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0604   -2.5134    4.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5907   -0.9074    5.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7993    0.2807    5.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955    0.9630    5.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4302   -0.3198    6.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4298   -1.0514    3.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4767   -3.1537    2.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825   -4.1061    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6502   -2.6965   -1.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0529   -2.7291   -0.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4231   -4.2283   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7665   -0.8503    0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6543    0.3106    1.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 24 25  1  0
 32 34  1  0
  2  1  2  3
 34 12  1  0
 32 33  2  0
 12 14  1  0
 26 27  2  0
 14 19  1  0
 21 22  1  0
 19 20  1  0
 12 13  1  6
 14 15  1  0
 20 21  1  0
 28 29  1  0
  6  3  1  0
 30 31  1  1
 21 23  2  0
 34 66  1  1
 24 23  1  0
  7  8  1  0
 24 30  1  0
 15 16  1  0
  6  7  1  0
 16 17  1  0
  3  2  1  0
 16 18  2  0
  2 34  1  0
  8  9  1  0
 12  7  1  0
  9 10  1  0
 30 32  1  0
  9 11  2  0
 30 28  1  0
  3  4  1  0
 28 26  1  0
  4  5  1  0
  6 39  1  0
  6 40  1  0
  3 37  1  1
  7 41  1  1
 14 48  1  1
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 23 59  1  0
 24 60  1  6
 28 61  1  6
  1 35  1  0
  1 36  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
 13 45  1  0
 13 46  1  0
 13 47  1  0
 29 62  1  0
 29 63  1  0
 29 64  1  0
 31 65  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 10 42  1  0
 10 43  1  0
 10 44  1  0
  5 38  1  0
M  END


  Mrv1652306192119193D          

 66 68  0  0  0  0            999 V2000
    0.4722   -0.6198   -1.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2176    0.2113   -0.8580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1326    1.7196   -1.0437 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4101    2.0944   -2.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8303    3.4905   -2.3638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2824    2.1681   -0.6903 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6390    1.7888    0.7474 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7407    2.5284    1.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1842    3.7292    2.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1476    4.3470    2.9689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2616    4.2389    1.8107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995    0.2435    1.0722 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6353   -0.4962    0.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6942    0.0999    2.6370 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9779    0.7030    2.9747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0222    1.5930    4.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4190    2.1048    4.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0699    1.9429    4.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7472   -1.3239    3.2192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0165   -1.4652    4.5670 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4317   -1.0107    4.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7327    0.0369    5.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333   -1.4751    3.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3964   -2.5661    2.8002 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4618   -3.4778    3.0901 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8959   -4.0256    1.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7286   -4.9164    1.8621 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1868   -3.4113    0.7441 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1289   -3.2474   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6367   -2.1122    1.3482 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6160   -1.0787    1.2674 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634   -1.7268    0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5207   -2.6034    0.3760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0644   -0.2228    0.5953 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6457   -0.2430   -2.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4807   -1.7013   -1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8818    2.1901   -0.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1357    3.8286   -2.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0071    1.7440   -1.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3504    3.2561   -0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6758    2.0971    0.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7238    4.6313    2.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5627    5.2411    3.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1378    3.6437    3.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4901   -0.4875   -0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6079   -0.0308    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219   -1.5410    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8849    0.6605    3.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4489    2.8017    5.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7319    2.6345    3.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0952    1.2731    4.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7923   -1.6204    3.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3535   -2.0660    2.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0604   -2.5134    4.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5907   -0.9074    5.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7993    0.2807    5.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955    0.9630    5.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4302   -0.3198    6.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4298   -1.0514    3.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4767   -3.1537    2.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825   -4.1061    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6502   -2.6965   -1.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0529   -2.7291   -0.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4231   -4.2283   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7665   -0.8503    0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6543    0.3106    1.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0  0  0  0
 24 25  1  0  0  0  0
 32 34  1  0  0  0  0
  2  1  2  3  0  0  0
 34 12  1  0  0  0  0
 32 33  2  0  0  0  0
 12 14  1  0  0  0  0
 26 27  2  0  0  0  0
 14 19  1  0  0  0  0
 21 22  1  0  0  0  0
 19 20  1  0  0  0  0
 12 13  1  6  0  0  0
 14 15  1  0  0  0  0
 20 21  1  0  0  0  0
 28 29  1  0  0  0  0
  6  3  1  0  0  0  0
 30 31  1  1  0  0  0
 21 23  2  0  0  0  0
 34 66  1  1  0  0  0
 24 23  1  0  0  0  0
  7  8  1  0  0  0  0
 24 30  1  0  0  0  0
 15 16  1  0  0  0  0
  6  7  1  0  0  0  0
 16 17  1  0  0  0  0
  3  2  1  0  0  0  0
 16 18  2  0  0  0  0
  2 34  1  0  0  0  0
  8  9  1  0  0  0  0
 12  7  1  0  0  0  0
  9 10  1  0  0  0  0
 30 32  1  0  0  0  0
  9 11  2  0  0  0  0
 30 28  1  0  0  0  0
  3  4  1  0  0  0  0
 28 26  1  0  0  0  0
  4  5  1  0  0  0  0
  6 39  1  0  0  0  0
  6 40  1  0  0  0  0
  3 37  1  1  0  0  0
  7 41  1  1  0  0  0
 14 48  1  1  0  0  0
 19 52  1  0  0  0  0
 19 53  1  0  0  0  0
 20 54  1  0  0  0  0
 20 55  1  0  0  0  0
 23 59  1  0  0  0  0
 24 60  1  6  0  0  0
 28 61  1  6  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
 22 56  1  0  0  0  0
 22 57  1  0  0  0  0
 22 58  1  0  0  0  0
 13 45  1  0  0  0  0
 13 46  1  0  0  0  0
 13 47  1  0  0  0  0
 29 62  1  0  0  0  0
 29 63  1  0  0  0  0
 29 64  1  0  0  0  0
 31 65  1  0  0  0  0
 17 49  1  0  0  0  0
 17 50  1  0  0  0  0
 17 51  1  0  0  0  0
 10 42  1  0  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
  5 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025124

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OO[C@]1([H])C(=C([H])[H])[C@]2([H])C(=O)[C@@]3(O[H])[C@@]([H])(OC(=O)[C@]3([H])C([H])([H])[H])\C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]2(C([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O10/c1-11-7-8-17(31-14(4)25)23(6)18(32-15(5)26)10-16(34-30)12(2)20(23)21(27)24(29)13(3)22(28)33-19(24)9-11/h9,13,16-20,29-30H,2,7-8,10H2,1,3-6H3/b11-9-/t13-,16-,17-,18-,19-,20+,23-,24-/m0/s1

> <INCHI_KEY>
JVKRVRSDGKJIHG-YACSDUSDSA-N

> <FORMULA>
C24H32O10

> <MOLECULAR_WEIGHT>
480.51

> <EXACT_MASS>
480.19954723

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
47.991797046958254

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3S,4R,7S,8Z,12S,13S,14S,16S)-14-(acetyloxy)-16-hydroperoxy-3-hydroxy-4,9,13-trimethyl-17-methylidene-2,5-dioxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadec-8-en-12-yl acetate

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
1.4174540493333339

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.614023788970432

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.507685322668559

> <JCHEM_PKA_STRONGEST_BASIC>
-4.23748203938418

> <JCHEM_POLAR_SURFACE_AREA>
145.66

> <JCHEM_REFRACTIVITY>
116.06089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3S,4R,7S,8Z,12S,13S,14S,16S)-14-(acetyloxy)-16-hydroperoxy-3-hydroxy-4,9,13-trimethyl-17-methylidene-2,5-dioxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadec-8-en-12-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 66 68  0  0  0  0  0  0  0  0999 V2000
    0.4722   -0.6198   -1.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2176    0.2113   -0.8580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1326    1.7196   -1.0437 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4101    2.0944   -2.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8303    3.4905   -2.3638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2824    2.1681   -0.6903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390    1.7888    0.7474 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7407    2.5284    1.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1842    3.7292    2.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1476    4.3470    2.9689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2616    4.2389    1.8107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995    0.2435    1.0722 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6353   -0.4962    0.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6942    0.0999    2.6370 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9779    0.7030    2.9747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0222    1.5930    4.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4190    2.1048    4.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0699    1.9429    4.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7472   -1.3239    3.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0165   -1.4652    4.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4317   -1.0107    4.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7327    0.0369    5.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333   -1.4751    3.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3964   -2.5661    2.8002 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4618   -3.4778    3.0901 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8959   -4.0256    1.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7286   -4.9164    1.8621 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1868   -3.4113    0.7441 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1289   -3.2474   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6367   -2.1122    1.3482 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6160   -1.0787    1.2674 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634   -1.7268    0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5207   -2.6034    0.3760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0644   -0.2228    0.5953 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6457   -0.2430   -2.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4807   -1.7013   -1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8818    2.1901   -0.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1357    3.8286   -2.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0071    1.7440   -1.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3504    3.2561   -0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6758    2.0971    0.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7238    4.6313    2.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5627    5.2411    3.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1378    3.6437    3.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4901   -0.4875   -0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6079   -0.0308    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219   -1.5410    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8849    0.6605    3.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4489    2.8017    5.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7319    2.6345    3.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0952    1.2731    4.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7923   -1.6204    3.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3535   -2.0660    2.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0604   -2.5134    4.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5907   -0.9074    5.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7993    0.2807    5.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955    0.9630    5.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4302   -0.3198    6.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4298   -1.0514    3.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4767   -3.1537    2.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825   -4.1061    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6502   -2.6965   -1.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0529   -2.7291   -0.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4231   -4.2283   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7665   -0.8503    0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6543    0.3106    1.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 24 25  1  0
 32 34  1  0
  2  1  2  3
 34 12  1  0
 32 33  2  0
 12 14  1  0
 26 27  2  0
 14 19  1  0
 21 22  1  0
 19 20  1  0
 12 13  1  6
 14 15  1  0
 20 21  1  0
 28 29  1  0
  6  3  1  0
 30 31  1  1
 21 23  2  0
 34 66  1  1
 24 23  1  0
  7  8  1  0
 24 30  1  0
 15 16  1  0
  6  7  1  0
 16 17  1  0
  3  2  1  0
 16 18  2  0
  2 34  1  0
  8  9  1  0
 12  7  1  0
  9 10  1  0
 30 32  1  0
  9 11  2  0
 30 28  1  0
  3  4  1  0
 28 26  1  0
  4  5  1  0
  6 39  1  0
  6 40  1  0
  3 37  1  1
  7 41  1  1
 14 48  1  1
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 23 59  1  0
 24 60  1  6
 28 61  1  6
  1 35  1  0
  1 36  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
 13 45  1  0
 13 46  1  0
 13 47  1  0
 29 62  1  0
 29 63  1  0
 29 64  1  0
 31 65  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 10 42  1  0
 10 43  1  0
 10 44  1  0
  5 38  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       0.472  -0.620  -1.889  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.218   0.211  -0.858  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.133   1.720  -1.044  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.410   2.094  -2.400  0.00  0.00           O+0
HETATM    5  O   UNK     0       0.830   3.490  -2.364  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.282   2.168  -0.690  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.639   1.789   0.747  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.741   2.528   1.614  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.184   3.729   2.082  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.148   4.347   2.969  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.262   4.239   1.811  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.500   0.244   1.072  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.635  -0.496   0.325  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.694   0.100   2.637  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.978   0.703   2.975  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.022   1.593   4.002  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.419   2.105   4.173  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.070   1.943   4.683  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.747  -1.324   3.219  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.016  -1.465   4.567  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.432  -1.011   4.606  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.733   0.037   5.653  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.433  -1.475   3.832  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.396  -2.566   2.800  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.462  -3.478   3.090  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.896  -4.026   1.923  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.729  -4.916   1.862  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.187  -3.411   0.744  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.129  -3.247  -0.440  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.637  -2.112   1.348  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.616  -1.079   1.267  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.263  -1.727   0.751  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.521  -2.603   0.376  0.00  0.00           O+0
HETATM   34  C   UNK     0      -0.064  -0.223   0.595  0.00  0.00           C+0
HETATM   35  H   UNK     0       0.646  -0.243  -2.895  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.481  -1.701  -1.806  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.882   2.190  -0.394  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.136   3.829  -2.958  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.007   1.744  -1.397  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.350   3.256  -0.816  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.676   2.097   0.932  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.724   4.631   2.374  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.563   5.241   3.442  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.138   3.644   3.756  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.490  -0.488  -0.760  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.608  -0.031   0.522  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.722  -1.541   0.634  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.885   0.661   3.113  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.449   2.802   5.016  0.00  0.00           H+0
HETATM   50  H   UNK     0      -4.732   2.635   3.270  0.00  0.00           H+0
HETATM   51  H   UNK     0      -5.095   1.273   4.386  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.792  -1.620   3.382  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.353  -2.066   2.536  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.060  -2.513   4.890  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.591  -0.907   5.318  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.799   0.281   5.705  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.196   0.963   5.434  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.430  -0.320   6.643  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.430  -1.051   3.973  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.477  -3.154   2.898  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.383  -4.106   0.474  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.650  -2.696  -1.254  0.00  0.00           H+0
HETATM   63  H   UNK     0       4.053  -2.729  -0.162  0.00  0.00           H+0
HETATM   64  H   UNK     0       3.423  -4.228  -0.830  0.00  0.00           H+0
HETATM   65  H   UNK     0       2.767  -0.850   0.331  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.654   0.311   1.231  0.00  0.00           H+0
CONECT    1    2   35   36                                                  
CONECT    2    1    3   34                                                  
CONECT    3    6    2    4   37                                             
CONECT    4    3    5                                                       
CONECT    5    4   38                                                       
CONECT    6    3    7   39   40                                             
CONECT    7    8    6   12   41                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9   42   43   44                                             
CONECT   11    9                                                            
CONECT   12   34   14   13    7                                             
CONECT   13   12   45   46   47                                             
CONECT   14   12   19   15   48                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   49   50   51                                             
CONECT   18   16                                                            
CONECT   19   14   20   52   53                                             
CONECT   20   19   21   54   55                                             
CONECT   21   22   20   23                                                  
CONECT   22   21   56   57   58                                             
CONECT   23   21   24   59                                                  
CONECT   24   25   23   30   60                                             
CONECT   25   26   24                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   29   30   26   61                                             
CONECT   29   28   62   63   64                                             
CONECT   30   31   24   32   28                                             
CONECT   31   30   65                                                       
CONECT   32   34   33   30                                                  
CONECT   33   32                                                            
CONECT   34   32   12   66    2                                             
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    3                                                            
CONECT   38    5                                                            
CONECT   39    6                                                            
CONECT   40    6                                                            
CONECT   41    7                                                            
CONECT   42   10                                                            
CONECT   43   10                                                            
CONECT   44   10                                                            
CONECT   45   13                                                            
CONECT   46   13                                                            
CONECT   47   13                                                            
CONECT   48   14                                                            
CONECT   49   17                                                            
CONECT   50   17                                                            
CONECT   51   17                                                            
CONECT   52   19                                                            
CONECT   53   19                                                            
CONECT   54   20                                                            
CONECT   55   20                                                            
CONECT   56   22                                                            
CONECT   57   22                                                            
CONECT   58   22                                                            
CONECT   59   23                                                            
CONECT   60   24                                                            
CONECT   61   28                                                            
CONECT   62   29                                                            
CONECT   63   29                                                            
CONECT   64   29                                                            
CONECT   65   31                                                            
CONECT   66   34                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  136    0
END

RDKit          3D

66 68  0  0  0  0  0  0  0  0999 V2000
    0.4722   -0.6198   -1.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2176    0.2113   -0.8580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1326    1.7196   -1.0437 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4101    2.0944   -2.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8303    3.4905   -2.3638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2824    2.1681   -0.6903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390    1.7888    0.7474 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7407    2.5284    1.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1842    3.7292    2.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1476    4.3470    2.9689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2616    4.2389    1.8107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995    0.2435    1.0722 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6353   -0.4962    0.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6942    0.0999    2.6370 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9779    0.7030    2.9747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0222    1.5930    4.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4190    2.1048    4.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0699    1.9429    4.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7472   -1.3239    3.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0165   -1.4652    4.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4317   -1.0107    4.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7327    0.0369    5.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333   -1.4751    3.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3964   -2.5661    2.8002 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4618   -3.4778    3.0901 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8959   -4.0256    1.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7286   -4.9164    1.8621 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1868   -3.4113    0.7441 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1289   -3.2474   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6367   -2.1122    1.3482 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6160   -1.0787    1.2674 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634   -1.7268    0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5207   -2.6034    0.3760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0644   -0.2228    0.5953 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6457   -0.2430   -2.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4807   -1.7013   -1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8818    2.1901   -0.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1357    3.8286   -2.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0071    1.7440   -1.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3504    3.2561   -0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6758    2.0971    0.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7238    4.6313    2.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5627    5.2411    3.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1378    3.6437    3.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4901   -0.4875   -0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6079   -0.0308    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219   -1.5410    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8849    0.6605    3.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4489    2.8017    5.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7319    2.6345    3.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0952    1.2731    4.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7923   -1.6204    3.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3535   -2.0660    2.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0604   -2.5134    4.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5907   -0.9074    5.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7993    0.2807    5.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955    0.9630    5.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4302   -0.3198    6.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4298   -1.0514    3.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4767   -3.1537    2.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825   -4.1061    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6502   -2.6965   -1.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0529   -2.7291   -0.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4231   -4.2283   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7665   -0.8503    0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6543    0.3106    1.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 24 25  1  0
 32 34  1  0
  2  1  2  3
 34 12  1  0
 32 33  2  0
 12 14  1  0
 26 27  2  0
 14 19  1  0
 21 22  1  0
 19 20  1  0
 12 13  1  6
 14 15  1  0
 20 21  1  0
 28 29  1  0
  6  3  1  0
 30 31  1  1
 21 23  2  0
 34 66  1  1
 24 23  1  0
  7  8  1  0
 24 30  1  0
 15 16  1  0
  6  7  1  0
 16 17  1  0
  3  2  1  0
 16 18  2  0
  2 34  1  0
  8  9  1  0
 12  7  1  0
  9 10  1  0
 30 32  1  0
  9 11  2  0
 30 28  1  0
  3  4  1  0
 28 26  1  0
  4  5  1  0
  6 39  1  0
  6 40  1  0
  3 37  1  1
  7 41  1  1
 14 48  1  1
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 23 59  1  0
 24 60  1  6
 28 61  1  6
  1 35  1  0
  1 36  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
 13 45  1  0
 13 46  1  0
 13 47  1  0
 29 62  1  0
 29 63  1  0
 29 64  1  0
 31 65  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 10 42  1  0
 10 43  1  0
 10 44  1  0
  5 38  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
(1S,3S,4R,7S,8Z,12S,13S,14S,16S)-14-(Acetyloxy)-16-hydroperoxy-3-hydroxy-4,9,13-trimethyl-17-methylidene-2,5-dioxo-6-oxatricyclo[11.4.0.0,]heptadec-8-en-12-yl acetic acid	Generator

Chemical Formula

C₂₄H₃₂O₁₀

Average Mass

480.5100 Da

Monoisotopic Mass

480.19955 Da

IUPAC Name

(1S,3S,4R,7S,8Z,12S,13S,14S,16S)-14-(acetyloxy)-16-hydroperoxy-3-hydroxy-4,9,13-trimethyl-17-methylidene-2,5-dioxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadec-8-en-12-yl acetate

Traditional Name

(1S,3S,4R,7S,8Z,12S,13S,14S,16S)-14-(acetyloxy)-16-hydroperoxy-3-hydroxy-4,9,13-trimethyl-17-methylidene-2,5-dioxo-6-oxatricyclo[11.4.0.0^{3,7}]heptadec-8-en-12-yl acetate

CAS Registry Number

Not Available

SMILES

[H]OO[C@]1([H])C(=C([H])[H])[C@]2([H])C(=O)[C@@]3(O[H])[C@@]([H])(OC(=O)[C@]3([H])C([H])([H])[H])\C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]2(C([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[H])C1([H])[H]

InChI Identifier

InChI=1S/C24H32O10/c1-11-7-8-17(31-14(4)25)23(6)18(32-15(5)26)10-16(34-30)12(2)20(23)21(27)24(29)13(3)22(28)33-19(24)9-11/h9,13,16-20,29-30H,2,7-8,10H2,1,3-6H3/b11-9-/t13-,16-,17-,18-,19-,20+,23-,24-/m0/s1

InChI Key

JVKRVRSDGKJIHG-YACSDUSDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Briareum sp.	JEOL database	Su, J.-H., et al, Tetrahedron 63, 8282 (2007)

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	1.38	ALOGPS
logP	1.42	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	9.51	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	145.66 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	116.06 m³·mol⁻¹	ChemAxon
Polarizability	47.99 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

23076513

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24763742

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Su, J.-H., et al. (2007). Su, J.-H., et al, Tetrahedron 63, 8282 (2007). Tetrahedron.

Showing NP-Card for briarenolide B (NP0025124)

MOL for NP0025124 (briarenolide B)

3D MOL for NP0025124 (briarenolide B)

3D SDF for NP0025124 (briarenolide B)

3D-SDF for NP0025124 (briarenolide B)

PDB for NP0025124 (briarenolide B)

3D PDB for NP0025124 (briarenolide B)

SMILES for NP0025124 (briarenolide B)

INCHI for NP0025124 (briarenolide B)

Structure for NP0025124 (briarenolide B)

3D Structure for NP0025124 (briarenolide B)