NP-MRD: Showing NP-Card for 8-O-acetyl-malyngamide C (NP0039628)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 22:00:15 UTC

Updated at

2021-06-30 00:13:04 UTC

NP-MRD ID

NP0039628

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-O-acetyl-malyngamide C

Provided By

JEOL Database JEOL Logo

Description

(4E,7S)-N-[(2Z)-2-[(1S,5S,6S)-5-(acetyloxy)-2-oxo-7-oxabicyclo[4.1.0]Heptan-1-yl]-3-chloroprop-2-en-1-yl]-7-methoxytetradec-4-enimidic acid belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. 8-O-acetyl-malyngamide C was first documented in 1990 (Wright, A. D., et al.). Based on a literature review very few articles have been published on (4E,7S)-N-[(2Z)-2-[(1S,5S,6S)-5-(acetyloxy)-2-oxo-7-oxabicyclo[4.1.0]Heptan-1-yl]-3-chloroprop-2-en-1-yl]-7-methoxytetradec-4-enimidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100003D          

 74 75  0  0  0  0            999 V2000
   -4.2048    2.2154   -4.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8705    2.8013   -4.3818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6193    2.7025   -2.8748 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5680    3.5724   -2.0446 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3327    3.4552   -0.5349 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9915    4.0351   -0.0809 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8358    3.9481    1.4428 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4637    4.4683    1.9075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3777    4.5616    3.4491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4260    3.2175    4.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6343    2.6565    4.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6394    1.2569    5.2756 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6120    0.3581    4.5138 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0058   -0.2663    3.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8426   -1.4808    3.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7258    0.5989    2.2477 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1779    0.1669    0.9865 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2691    0.1816   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111    1.1019   -1.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3592    1.2796   -2.2944 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3374   -0.8445    0.0844 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7258   -1.6903   -1.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9425   -2.3085   -0.0043 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6504   -3.3390    0.8237 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6786   -4.5602    0.0627 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421   -5.7046    0.7778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449   -6.8861   -0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9729   -5.7744    1.9910 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0822   -2.9028    1.1530 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1116   -1.5343    1.8150 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4897   -0.4472    0.9628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8622    0.7221    1.0521 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5382    3.5799    1.3809 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8314    4.1698    1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3096    1.1804   -4.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2785    2.2218   -5.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0457    2.7957   -4.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8077    3.8473   -4.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0698    2.2615   -4.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839    3.0107   -2.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6998    1.6562   -2.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4749    4.6211   -2.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6040    3.2748   -2.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1425    3.9860   -0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033    2.4026   -0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9168    5.0825   -0.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1718    3.4938   -0.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6346    4.5272    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9585    2.8995    1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178    5.4721    1.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986    5.1803    3.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5490    5.0787    3.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3626    2.6675    4.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744    3.2030    4.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3682    0.8243    5.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9535    1.3152    6.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5277    0.8909    4.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9143   -0.4679    5.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9132    1.5942    2.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2664   -0.8298    1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    0.8606    0.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4320    1.8486   -1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9260   -2.5858   -0.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0719   -3.4858    1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9663   -7.8018    0.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8944   -6.9403   -0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6795   -6.8074   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5588   -3.6380    1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6894   -2.8907    0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1536   -1.2555    2.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5896   -1.5607    2.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    3.4380    0.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2075    4.4318    2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8078    5.0544    0.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 23 24  1  0  0  0  0
  9  8  1  0  0  0  0
 17 16  1  0  0  0  0
  8  7  1  0  0  0  0
 21 31  1  0  0  0  0
  7  6  1  0  0  0  0
 18 19  2  0  0  0  0
  6  5  1  0  0  0  0
 31 30  1  0  0  0  0
  5  4  1  0  0  0  0
 19 20  1  0  0  0  0
  4  3  1  0  0  0  0
 30 29  1  0  0  0  0
  3  2  1  0  0  0  0
 16 14  1  0  0  0  0
  2  1  1  0  0  0  0
 29 24  1  0  0  0  0
 14 15  2  0  0  0  0
 14 13  1  0  0  0  0
 31 32  2  0  0  0  0
  8 33  1  0  0  0  0
 13 12  1  0  0  0  0
 24 25  1  0  0  0  0
 21 18  1  6  0  0  0
 23 22  1  0  0  0  0
 21 22  1  0  0  0  0
 12 11  1  0  0  0  0
 33 34  1  0  0  0  0
 23 21  1  0  0  0  0
 25 26  1  0  0  0  0
 11 10  2  0  0  0  0
 26 27  1  0  0  0  0
 18 17  1  0  0  0  0
 26 28  2  0  0  0  0
 23 63  1  6  0  0  0
 30 70  1  0  0  0  0
 30 71  1  0  0  0  0
 29 68  1  0  0  0  0
 29 69  1  0  0  0  0
 24 64  1  1  0  0  0
 17 60  1  0  0  0  0
 17 61  1  0  0  0  0
 16 59  1  0  0  0  0
 19 62  1  0  0  0  0
 13 57  1  0  0  0  0
 13 58  1  0  0  0  0
 12 55  1  0  0  0  0
 12 56  1  0  0  0  0
 11 54  1  0  0  0  0
 10 53  1  0  0  0  0
  9 51  1  0  0  0  0
  9 52  1  0  0  0  0
  8 50  1  6  0  0  0
  7 48  1  0  0  0  0
  7 49  1  0  0  0  0
  6 46  1  0  0  0  0
  6 47  1  0  0  0  0
  5 44  1  0  0  0  0
  5 45  1  0  0  0  0
  4 42  1  0  0  0  0
  4 43  1  0  0  0  0
  3 40  1  0  0  0  0
  3 41  1  0  0  0  0
  2 38  1  0  0  0  0
  2 39  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
 34 72  1  0  0  0  0
 34 73  1  0  0  0  0
 34 74  1  0  0  0  0
 27 65  1  0  0  0  0
 27 66  1  0  0  0  0
 27 67  1  0  0  0  0
M  END

     RDKit          3D

 74 75  0  0  0  0  0  0  0  0999 V2000
   -4.2048    2.2154   -4.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8705    2.8013   -4.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6193    2.7025   -2.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5680    3.5724   -2.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3327    3.4552   -0.5349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9915    4.0351   -0.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8358    3.9481    1.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4637    4.4683    1.9075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3777    4.5616    3.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4260    3.2175    4.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6343    2.6565    4.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6394    1.2569    5.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6120    0.3581    4.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0058   -0.2663    3.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8426   -1.4808    3.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7258    0.5989    2.2477 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1779    0.1669    0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691    0.1816   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111    1.1019   -1.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3592    1.2796   -2.2944 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3374   -0.8445    0.0844 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7258   -1.6903   -1.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9425   -2.3085   -0.0043 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6504   -3.3390    0.8237 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6786   -4.5602    0.0627 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421   -5.7046    0.7778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449   -6.8861   -0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9729   -5.7744    1.9910 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0822   -2.9028    1.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1116   -1.5343    1.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897   -0.4472    0.9628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8622    0.7221    1.0521 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5382    3.5799    1.3809 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8314    4.1698    1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3096    1.1804   -4.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2785    2.2218   -5.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0457    2.7957   -4.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8077    3.8473   -4.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0698    2.2615   -4.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839    3.0107   -2.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6998    1.6562   -2.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4749    4.6211   -2.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6040    3.2748   -2.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1425    3.9860   -0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033    2.4026   -0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9168    5.0825   -0.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1718    3.4938   -0.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6346    4.5272    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9585    2.8995    1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178    5.4721    1.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986    5.1803    3.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5490    5.0787    3.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3626    2.6675    4.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744    3.2030    4.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3682    0.8243    5.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9535    1.3152    6.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5277    0.8909    4.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9143   -0.4679    5.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9132    1.5942    2.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2664   -0.8298    1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    0.8606    0.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4320    1.8486   -1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9260   -2.5858   -0.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0719   -3.4858    1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9663   -7.8018    0.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8944   -6.9403   -0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6795   -6.8074   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5588   -3.6380    1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6894   -2.8907    0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1536   -1.2555    2.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5896   -1.5607    2.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    3.4380    0.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2075    4.4318    2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8078    5.0544    0.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
 23 24  1  0
  9  8  1  0
 17 16  1  0
  8  7  1  0
 21 31  1  0
  7  6  1  0
 18 19  2  0
  6  5  1  0
 31 30  1  0
  5  4  1  0
 19 20  1  0
  4  3  1  0
 30 29  1  0
  3  2  1  0
 16 14  1  0
  2  1  1  0
 29 24  1  0
 14 15  2  0
 14 13  1  0
 31 32  2  0
  8 33  1  0
 13 12  1  0
 24 25  1  0
 21 18  1  6
 23 22  1  0
 21 22  1  0
 12 11  1  0
 33 34  1  0
 23 21  1  0
 25 26  1  0
 11 10  2  0
 26 27  1  0
 18 17  1  0
 26 28  2  0
 23 63  1  6
 30 70  1  0
 30 71  1  0
 29 68  1  0
 29 69  1  0
 24 64  1  1
 17 60  1  0
 17 61  1  0
 16 59  1  0
 19 62  1  0
 13 57  1  0
 13 58  1  0
 12 55  1  0
 12 56  1  0
 11 54  1  0
 10 53  1  0
  9 51  1  0
  9 52  1  0
  8 50  1  6
  7 48  1  0
  7 49  1  0
  6 46  1  0
  6 47  1  0
  5 44  1  0
  5 45  1  0
  4 42  1  0
  4 43  1  0
  3 40  1  0
  3 41  1  0
  2 38  1  0
  2 39  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 34 72  1  0
 34 73  1  0
 34 74  1  0
 27 65  1  0
 27 66  1  0
 27 67  1  0
M  END


  Mrv1652306212100003D          

 74 75  0  0  0  0            999 V2000
   -4.2048    2.2154   -4.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8705    2.8013   -4.3818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6193    2.7025   -2.8748 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5680    3.5724   -2.0446 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3327    3.4552   -0.5349 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9915    4.0351   -0.0809 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8358    3.9481    1.4428 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4637    4.4683    1.9075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3777    4.5616    3.4491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4260    3.2175    4.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6343    2.6565    4.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6394    1.2569    5.2756 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6120    0.3581    4.5138 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0058   -0.2663    3.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8426   -1.4808    3.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7258    0.5989    2.2477 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1779    0.1669    0.9865 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2691    0.1816   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111    1.1019   -1.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3592    1.2796   -2.2944 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3374   -0.8445    0.0844 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7258   -1.6903   -1.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9425   -2.3085   -0.0043 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6504   -3.3390    0.8237 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6786   -4.5602    0.0627 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421   -5.7046    0.7778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449   -6.8861   -0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9729   -5.7744    1.9910 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0822   -2.9028    1.1530 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1116   -1.5343    1.8150 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4897   -0.4472    0.9628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8622    0.7221    1.0521 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5382    3.5799    1.3809 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8314    4.1698    1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3096    1.1804   -4.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2785    2.2218   -5.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0457    2.7957   -4.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8077    3.8473   -4.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0698    2.2615   -4.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839    3.0107   -2.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6998    1.6562   -2.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4749    4.6211   -2.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6040    3.2748   -2.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1425    3.9860   -0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033    2.4026   -0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9168    5.0825   -0.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1718    3.4938   -0.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6346    4.5272    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9585    2.8995    1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178    5.4721    1.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986    5.1803    3.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5490    5.0787    3.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3626    2.6675    4.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744    3.2030    4.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3682    0.8243    5.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9535    1.3152    6.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5277    0.8909    4.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9143   -0.4679    5.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9132    1.5942    2.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2664   -0.8298    1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    0.8606    0.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4320    1.8486   -1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9260   -2.5858   -0.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0719   -3.4858    1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9663   -7.8018    0.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8944   -6.9403   -0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6795   -6.8074   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5588   -3.6380    1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6894   -2.8907    0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1536   -1.2555    2.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5896   -1.5607    2.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    3.4380    0.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2075    4.4318    2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8078    5.0544    0.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 23 24  1  0  0  0  0
  9  8  1  0  0  0  0
 17 16  1  0  0  0  0
  8  7  1  0  0  0  0
 21 31  1  0  0  0  0
  7  6  1  0  0  0  0
 18 19  2  0  0  0  0
  6  5  1  0  0  0  0
 31 30  1  0  0  0  0
  5  4  1  0  0  0  0
 19 20  1  0  0  0  0
  4  3  1  0  0  0  0
 30 29  1  0  0  0  0
  3  2  1  0  0  0  0
 16 14  1  0  0  0  0
  2  1  1  0  0  0  0
 29 24  1  0  0  0  0
 14 15  2  0  0  0  0
 14 13  1  0  0  0  0
 31 32  2  0  0  0  0
  8 33  1  0  0  0  0
 13 12  1  0  0  0  0
 24 25  1  0  0  0  0
 21 18  1  6  0  0  0
 23 22  1  0  0  0  0
 21 22  1  0  0  0  0
 12 11  1  0  0  0  0
 33 34  1  0  0  0  0
 23 21  1  0  0  0  0
 25 26  1  0  0  0  0
 11 10  2  0  0  0  0
 26 27  1  0  0  0  0
 18 17  1  0  0  0  0
 26 28  2  0  0  0  0
 23 63  1  6  0  0  0
 30 70  1  0  0  0  0
 30 71  1  0  0  0  0
 29 68  1  0  0  0  0
 29 69  1  0  0  0  0
 24 64  1  1  0  0  0
 17 60  1  0  0  0  0
 17 61  1  0  0  0  0
 16 59  1  0  0  0  0
 19 62  1  0  0  0  0
 13 57  1  0  0  0  0
 13 58  1  0  0  0  0
 12 55  1  0  0  0  0
 12 56  1  0  0  0  0
 11 54  1  0  0  0  0
 10 53  1  0  0  0  0
  9 51  1  0  0  0  0
  9 52  1  0  0  0  0
  8 50  1  6  0  0  0
  7 48  1  0  0  0  0
  7 49  1  0  0  0  0
  6 46  1  0  0  0  0
  6 47  1  0  0  0  0
  5 44  1  0  0  0  0
  5 45  1  0  0  0  0
  4 42  1  0  0  0  0
  4 43  1  0  0  0  0
  3 40  1  0  0  0  0
  3 41  1  0  0  0  0
  2 38  1  0  0  0  0
  2 39  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
 34 72  1  0  0  0  0
 34 73  1  0  0  0  0
 34 74  1  0  0  0  0
 27 65  1  0  0  0  0
 27 66  1  0  0  0  0
 27 67  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0039628

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N(C(=O)C([H])([H])C([H])([H])C(\[H])=C(/[H])C([H])([H])[C@@]([H])(OC([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])C(=C(/[H])Cl)\[C@]12O[C@@]1([H])[C@@]([H])(OC(=O)C([H])([H])[H])C([H])([H])C([H])([H])C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H40ClNO6/c1-4-5-6-7-9-12-21(32-3)13-10-8-11-14-24(31)28-18-20(17-27)26-23(30)16-15-22(25(26)34-26)33-19(2)29/h8,10,17,21-22,25H,4-7,9,11-16,18H2,1-3H3,(H,28,31)/b10-8+,20-17-/t21-,22-,25-,26+/m0/s1

> <INCHI_KEY>
UADSYHULFVDMCJ-HFNSIDMNSA-N

> <FORMULA>
C26H40ClNO6

> <MOLECULAR_WEIGHT>
498.06

> <EXACT_MASS>
497.2544157

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
53.651811626991105

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,6S)-6-[(1Z)-1-chloro-3-[(4E,7S)-7-methoxytetradec-4-enamido]prop-1-en-2-yl]-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl acetate

> <ALOGPS_LOGP>
5.14

> <JCHEM_LOGP>
4.354387797666666

> <ALOGPS_LOGS>
-5.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.320343745820804

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.278047697165384

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0434844779443084

> <JCHEM_POLAR_SURFACE_AREA>
94.23

> <JCHEM_REFRACTIVITY>
131.96619999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.40e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,6S)-6-[(1Z)-1-chloro-3-[(4E,7S)-7-methoxytetradec-4-enamido]prop-1-en-2-yl]-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 74 75  0  0  0  0  0  0  0  0999 V2000
   -4.2048    2.2154   -4.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8705    2.8013   -4.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6193    2.7025   -2.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5680    3.5724   -2.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3327    3.4552   -0.5349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9915    4.0351   -0.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8358    3.9481    1.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4637    4.4683    1.9075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3777    4.5616    3.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4260    3.2175    4.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6343    2.6565    4.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6394    1.2569    5.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6120    0.3581    4.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0058   -0.2663    3.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8426   -1.4808    3.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7258    0.5989    2.2477 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1779    0.1669    0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691    0.1816   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111    1.1019   -1.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3592    1.2796   -2.2944 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3374   -0.8445    0.0844 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7258   -1.6903   -1.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9425   -2.3085   -0.0043 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6504   -3.3390    0.8237 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6786   -4.5602    0.0627 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421   -5.7046    0.7778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449   -6.8861   -0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9729   -5.7744    1.9910 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0822   -2.9028    1.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1116   -1.5343    1.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897   -0.4472    0.9628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8622    0.7221    1.0521 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5382    3.5799    1.3809 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8314    4.1698    1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3096    1.1804   -4.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2785    2.2218   -5.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0457    2.7957   -4.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8077    3.8473   -4.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0698    2.2615   -4.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839    3.0107   -2.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6998    1.6562   -2.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4749    4.6211   -2.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6040    3.2748   -2.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1425    3.9860   -0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033    2.4026   -0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9168    5.0825   -0.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1718    3.4938   -0.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6346    4.5272    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9585    2.8995    1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178    5.4721    1.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986    5.1803    3.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5490    5.0787    3.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3626    2.6675    4.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744    3.2030    4.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3682    0.8243    5.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9535    1.3152    6.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5277    0.8909    4.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9143   -0.4679    5.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9132    1.5942    2.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2664   -0.8298    1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    0.8606    0.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4320    1.8486   -1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9260   -2.5858   -0.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0719   -3.4858    1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9663   -7.8018    0.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8944   -6.9403   -0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6795   -6.8074   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5588   -3.6380    1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6894   -2.8907    0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1536   -1.2555    2.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5896   -1.5607    2.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    3.4380    0.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2075    4.4318    2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8078    5.0544    0.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
 23 24  1  0
  9  8  1  0
 17 16  1  0
  8  7  1  0
 21 31  1  0
  7  6  1  0
 18 19  2  0
  6  5  1  0
 31 30  1  0
  5  4  1  0
 19 20  1  0
  4  3  1  0
 30 29  1  0
  3  2  1  0
 16 14  1  0
  2  1  1  0
 29 24  1  0
 14 15  2  0
 14 13  1  0
 31 32  2  0
  8 33  1  0
 13 12  1  0
 24 25  1  0
 21 18  1  6
 23 22  1  0
 21 22  1  0
 12 11  1  0
 33 34  1  0
 23 21  1  0
 25 26  1  0
 11 10  2  0
 26 27  1  0
 18 17  1  0
 26 28  2  0
 23 63  1  6
 30 70  1  0
 30 71  1  0
 29 68  1  0
 29 69  1  0
 24 64  1  1
 17 60  1  0
 17 61  1  0
 16 59  1  0
 19 62  1  0
 13 57  1  0
 13 58  1  0
 12 55  1  0
 12 56  1  0
 11 54  1  0
 10 53  1  0
  9 51  1  0
  9 52  1  0
  8 50  1  6
  7 48  1  0
  7 49  1  0
  6 46  1  0
  6 47  1  0
  5 44  1  0
  5 45  1  0
  4 42  1  0
  4 43  1  0
  3 40  1  0
  3 41  1  0
  2 38  1  0
  2 39  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 34 72  1  0
 34 73  1  0
 34 74  1  0
 27 65  1  0
 27 66  1  0
 27 67  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      -4.205   2.215  -4.817  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.870   2.801  -4.382  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.619   2.703  -2.875  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.568   3.572  -2.045  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.333   3.455  -0.535  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.992   4.035  -0.081  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.836   3.948   1.443  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.464   4.468   1.908  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.378   4.562   3.449  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.426   3.217   4.128  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.634   2.656   4.729  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.639   1.257   5.276  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.612   0.358   4.514  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.006  -0.266   3.272  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.843  -1.481   3.173  0.00  0.00           O+0
HETATM   16  N   UNK     0       0.726   0.599   2.248  0.00  0.00           N+0
HETATM   17  C   UNK     0       0.178   0.167   0.987  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.269   0.182  -0.057  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.211   1.102  -1.036  0.00  0.00           C+0
HETATM   20 Cl   UNK     0       2.359   1.280  -2.294  0.00  0.00          Cl+0
HETATM   21  C   UNK     0       2.337  -0.845   0.084  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.726  -1.690  -1.026  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.942  -2.309  -0.004  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.650  -3.339   0.824  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.679  -4.560   0.063  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.842  -5.705   0.778  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.845  -6.886  -0.143  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.973  -5.774   1.991  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.082  -2.903   1.153  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.112  -1.534   1.815  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.490  -0.447   0.963  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.862   0.722   1.052  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.538   3.580   1.381  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.831   4.170   1.299  0.00  0.00           C+0
HETATM   35  H   UNK     0      -4.310   1.180  -4.477  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.279   2.222  -5.909  0.00  0.00           H+0
HETATM   37  H   UNK     0      -5.046   2.796  -4.427  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.808   3.847  -4.704  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.070   2.261  -4.902  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.584   3.011  -2.692  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.700   1.656  -2.556  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.475   4.621  -2.352  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.604   3.275  -2.241  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.143   3.986  -0.019  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.403   2.403  -0.234  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.917   5.082  -0.397  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.172   3.494  -0.561  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.635   4.527   1.921  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.958   2.900   1.739  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.318   5.472   1.487  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.199   5.180   3.831  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.549   5.079   3.725  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.363   2.668   4.063  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.574   3.203   4.787  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.368   0.824   5.267  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.954   1.315   6.325  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.528   0.891   4.230  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.914  -0.468   5.170  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.913   1.594   2.347  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.266  -0.830   1.074  0.00  0.00           H+0
HETATM   61  H   UNK     0      -0.633   0.861   0.739  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.432   1.849  -1.115  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.926  -2.586  -0.246  0.00  0.00           H+0
HETATM   64  H   UNK     0       2.072  -3.486   1.744  0.00  0.00           H+0
HETATM   65  H   UNK     0       2.966  -7.802   0.443  0.00  0.00           H+0
HETATM   66  H   UNK     0       1.894  -6.940  -0.680  0.00  0.00           H+0
HETATM   67  H   UNK     0       3.680  -6.807  -0.844  0.00  0.00           H+0
HETATM   68  H   UNK     0       4.559  -3.638   1.811  0.00  0.00           H+0
HETATM   69  H   UNK     0       4.689  -2.891   0.238  0.00  0.00           H+0
HETATM   70  H   UNK     0       5.154  -1.256   2.008  0.00  0.00           H+0
HETATM   71  H   UNK     0       3.590  -1.561   2.776  0.00  0.00           H+0
HETATM   72  H   UNK     0       2.512   3.438   0.856  0.00  0.00           H+0
HETATM   73  H   UNK     0       2.208   4.432   2.291  0.00  0.00           H+0
HETATM   74  H   UNK     0       1.808   5.054   0.656  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    3    1   38   39                                             
CONECT    3    4    2   40   41                                             
CONECT    4    5    3   42   43                                             
CONECT    5    6    4   44   45                                             
CONECT    6    7    5   46   47                                             
CONECT    7    8    6   48   49                                             
CONECT    8    9    7   33   50                                             
CONECT    9   10    8   51   52                                             
CONECT   10    9   11   53                                                  
CONECT   11   12   10   54                                                  
CONECT   12   13   11   55   56                                             
CONECT   13   14   12   57   58                                             
CONECT   14   16   15   13                                                  
CONECT   15   14                                                            
CONECT   16   17   14   59                                                  
CONECT   17   16   18   60   61                                             
CONECT   18   19   21   17                                                  
CONECT   19   18   20   62                                                  
CONECT   20   19                                                            
CONECT   21   31   18   22   23                                             
CONECT   22   23   21                                                       
CONECT   23   24   22   21   63                                             
CONECT   24   23   29   25   64                                             
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26   65   66   67                                             
CONECT   28   26                                                            
CONECT   29   30   24   68   69                                             
CONECT   30   31   29   70   71                                             
CONECT   31   21   30   32                                                  
CONECT   32   31                                                            
CONECT   33    8   34                                                       
CONECT   34   33   72   73   74                                             
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    2                                                            
CONECT   39    2                                                            
CONECT   40    3                                                            
CONECT   41    3                                                            
CONECT   42    4                                                            
CONECT   43    4                                                            
CONECT   44    5                                                            
CONECT   45    5                                                            
CONECT   46    6                                                            
CONECT   47    6                                                            
CONECT   48    7                                                            
CONECT   49    7                                                            
CONECT   50    8                                                            
CONECT   51    9                                                            
CONECT   52    9                                                            
CONECT   53   10                                                            
CONECT   54   11                                                            
CONECT   55   12                                                            
CONECT   56   12                                                            
CONECT   57   13                                                            
CONECT   58   13                                                            
CONECT   59   16                                                            
CONECT   60   17                                                            
CONECT   61   17                                                            
CONECT   62   19                                                            
CONECT   63   23                                                            
CONECT   64   24                                                            
CONECT   65   27                                                            
CONECT   66   27                                                            
CONECT   67   27                                                            
CONECT   68   29                                                            
CONECT   69   29                                                            
CONECT   70   30                                                            
CONECT   71   30                                                            
CONECT   72   34                                                            
CONECT   73   34                                                            
CONECT   74   34                                                            
MASTER        0    0    0    0    0    0    0    0   74    0  150    0
END

RDKit          3D

74 75  0  0  0  0  0  0  0  0999 V2000
   -4.2048    2.2154   -4.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8705    2.8013   -4.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6193    2.7025   -2.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5680    3.5724   -2.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3327    3.4552   -0.5349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9915    4.0351   -0.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8358    3.9481    1.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4637    4.4683    1.9075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3777    4.5616    3.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4260    3.2175    4.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6343    2.6565    4.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6394    1.2569    5.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6120    0.3581    4.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0058   -0.2663    3.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8426   -1.4808    3.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7258    0.5989    2.2477 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1779    0.1669    0.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691    0.1816   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111    1.1019   -1.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3592    1.2796   -2.2944 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3374   -0.8445    0.0844 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7258   -1.6903   -1.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9425   -2.3085   -0.0043 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6504   -3.3390    0.8237 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6786   -4.5602    0.0627 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421   -5.7046    0.7778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449   -6.8861   -0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9729   -5.7744    1.9910 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0822   -2.9028    1.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1116   -1.5343    1.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897   -0.4472    0.9628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8622    0.7221    1.0521 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5382    3.5799    1.3809 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8314    4.1698    1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3096    1.1804   -4.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2785    2.2218   -5.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0457    2.7957   -4.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8077    3.8473   -4.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0698    2.2615   -4.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839    3.0107   -2.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6998    1.6562   -2.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4749    4.6211   -2.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6040    3.2748   -2.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1425    3.9860   -0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033    2.4026   -0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9168    5.0825   -0.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1718    3.4938   -0.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6346    4.5272    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9585    2.8995    1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178    5.4721    1.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986    5.1803    3.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5490    5.0787    3.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3626    2.6675    4.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744    3.2030    4.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3682    0.8243    5.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9535    1.3152    6.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5277    0.8909    4.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9143   -0.4679    5.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9132    1.5942    2.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2664   -0.8298    1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    0.8606    0.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4320    1.8486   -1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9260   -2.5858   -0.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0719   -3.4858    1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9663   -7.8018    0.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8944   -6.9403   -0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6795   -6.8074   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5588   -3.6380    1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6894   -2.8907    0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1536   -1.2555    2.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5896   -1.5607    2.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    3.4380    0.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2075    4.4318    2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8078    5.0544    0.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
 23 24  1  0
  9  8  1  0
 17 16  1  0
  8  7  1  0
 21 31  1  0
  7  6  1  0
 18 19  2  0
  6  5  1  0
 31 30  1  0
  5  4  1  0
 19 20  1  0
  4  3  1  0
 30 29  1  0
  3  2  1  0
 16 14  1  0
  2  1  1  0
 29 24  1  0
 14 15  2  0
 14 13  1  0
 31 32  2  0
  8 33  1  0
 13 12  1  0
 24 25  1  0
 21 18  1  6
 23 22  1  0
 21 22  1  0
 12 11  1  0
 33 34  1  0
 23 21  1  0
 25 26  1  0
 11 10  2  0
 26 27  1  0
 18 17  1  0
 26 28  2  0
 23 63  1  6
 30 70  1  0
 30 71  1  0
 29 68  1  0
 29 69  1  0
 24 64  1  1
 17 60  1  0
 17 61  1  0
 16 59  1  0
 19 62  1  0
 13 57  1  0
 13 58  1  0
 12 55  1  0
 12 56  1  0
 11 54  1  0
 10 53  1  0
  9 51  1  0
  9 52  1  0
  8 50  1  6
  7 48  1  0
  7 49  1  0
  6 46  1  0
  6 47  1  0
  5 44  1  0
  5 45  1  0
  4 42  1  0
  4 43  1  0
  3 40  1  0
  3 41  1  0
  2 38  1  0
  2 39  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 34 72  1  0
 34 73  1  0
 34 74  1  0
 27 65  1  0
 27 66  1  0
 27 67  1  0
M  END

View in JSmol

Synonyms

Value	Source
(4E,7S)-N-[(2Z)-2-[(1S,5S,6S)-5-(Acetyloxy)-2-oxo-7-oxabicyclo[4.1.0]heptan-1-yl]-3-chloroprop-2-en-1-yl]-7-methoxytetradec-4-enimidate	Generator

Chemical Formula

C₂₆H₄₀ClNO₆

Average Mass

498.0600 Da

Monoisotopic Mass

497.25442 Da

IUPAC Name

(1S,2S,6S)-6-[(1Z)-1-chloro-3-[(4E,7S)-7-methoxytetradec-4-enamido]prop-1-en-2-yl]-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl acetate

Traditional Name

(1S,2S,6S)-6-[(1Z)-1-chloro-3-[(4E,7S)-7-methoxytetradec-4-enamido]prop-1-en-2-yl]-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl acetate

CAS Registry Number

Not Available

SMILES

[H]N(C(=O)C([H])([H])C([H])([H])C(\[H])=C(/[H])C([H])([H])[C@@]([H])(OC([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])C(=C(/[H])Cl)\[C@]12O[C@@]1([H])[C@@]([H])(OC(=O)C([H])([H])[H])C([H])([H])C([H])([H])C2=O

InChI Identifier

InChI=1S/C26H40ClNO6/c1-4-5-6-7-9-12-21(32-3)13-10-8-11-14-24(31)28-18-20(17-27)26-23(30)16-15-22(25(26)34-26)33-19(2)29/h8,10,17,21-22,25H,4-7,9,11-16,18H2,1-3H3,(H,28,31)/b10-8+,20-17-/t21-,22-,25-,26+/m0/s1

InChI Key

UADSYHULFVDMCJ-HFNSIDMNSA-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

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Oxepane
Fatty amide
N-acyl-amine
Fatty acyl
Carboxamide group
Carboxylic acid ester
Ketone
Secondary carboxylic acid amide
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Oxacycle
Chloroalkene
Vinyl chloride
Vinyl halide
Haloalkene
Organic oxygen compound
Hydrocarbon derivative
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	5.14	ALOGPS
logP	4.35	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	15.28	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	94.23 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	131.97 m³·mol⁻¹	ChemAxon
Polarizability	53.65 Å³	ChemAxon
Number of Rings	2	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

10275265

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14756339

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wright, A. D., et al. (1990). Wright, A. D., et al, J. Nat. Prod. 53, 845 (1990). J. Nat. Prod..

Showing NP-Card for 8-O-acetyl-malyngamide C (NP0039628)

MOL for NP0039628 (8-O-acetyl-malyngamide C )

3D MOL for NP0039628 (8-O-acetyl-malyngamide C )

3D SDF for NP0039628 (8-O-acetyl-malyngamide C )

3D-SDF for NP0039628 (8-O-acetyl-malyngamide C )

PDB for NP0039628 (8-O-acetyl-malyngamide C )

3D PDB for NP0039628 (8-O-acetyl-malyngamide C )

SMILES for NP0039628 (8-O-acetyl-malyngamide C )

INCHI for NP0039628 (8-O-acetyl-malyngamide C )

Structure for NP0039628 (8-O-acetyl-malyngamide C )

3D Structure for NP0039628 (8-O-acetyl-malyngamide C )