NP-MRD: Showing NP-Card for (5r,6s,9r,17s)-17-[(s)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1²,⁵.0¹,¹².0³,⁷.0⁷,¹¹.0¹²,¹⁶]henicosan-6-yl (2z)-2-methylbut-2-enoate (NP0231027)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 11:41:37 UTC

Updated at

2022-09-06 11:41:37 UTC

NP-MRD ID

NP0231027

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5r,6s,9r,17s)-17-[(s)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1²,⁵.0¹,¹².0³,⁷.0⁷,¹¹.0¹²,¹⁶]henicosan-6-yl (2z)-2-methylbut-2-enoate

Description

Swietenialide B belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. (5r,6s,9r,17s)-17-[(s)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1²,⁵.0¹,¹².0³,⁷.0⁷,¹¹.0¹²,¹⁶]henicosan-6-yl (2z)-2-methylbut-2-enoate is found in Swietenia mahagoni. Based on a literature review very few articles have been published on Swietenialide B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062213412D          

 58 65  0  0  1  0            999 V2000
    5.3611   -0.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9593   -0.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1344   -0.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7325   -1.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113   -0.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1131    0.6682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8864   -0.0646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4633    0.6437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6155    0.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8271   -0.1017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2171   -0.6511    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8238   -1.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6113   -0.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167   -1.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0345   -2.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5234   -0.2172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7744    0.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2271    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3039    1.4677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9606    1.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6177    2.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3716    2.3655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4446    2.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1419    2.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0783    3.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0125    2.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2653    1.5365    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0080    1.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7557    0.8730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4263    0.1166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9168   -0.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7365   -0.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5874   -1.3032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5754    0.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325    0.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8834    0.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7904    1.5190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9820    1.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000    0.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1079    0.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0948   -0.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8027   -0.8528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6261   -0.8301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392   -1.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3427    1.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3903    2.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2334    3.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2908    2.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6327    3.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4539    3.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332    2.5904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7958    4.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6170    4.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7939    1.4537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6181    1.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    2.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7986    1.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9852    1.4150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 11 14  1  6  0  0  0
 14 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  6  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 34 38  2  0  0  0  0
 27 39  1  0  0  0  0
 18 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 39 45  1  0  0  0  0
 20 45  1  0  0  0  0
 23 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 48 54  1  0  0  0  0
  8 54  1  0  0  0  0
 54 55  1  6  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
  9 57  1  0  0  0  0
 46 57  1  0  0  0  0
 57 58  1  0  0  0  0
M  END

     RDKit          3D

112119  0  0  0  0  0  0  0  0999 V2000
    2.8600   -0.4267   -3.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1350   -1.1571   -3.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7988   -1.2472   -2.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0887   -2.0197   -2.1391 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4037   -0.6772   -0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1659   -0.8365    0.2045 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2588    0.0544   -0.5483 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9942    0.5536    0.7051 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7631    0.0490    1.4144 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0831   -0.9167    2.3984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7504   -2.1676    1.8448 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2868   -3.0031    3.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -4.3328    2.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7355   -2.6761    1.0869 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5937   -3.8106    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5910   -1.8659    1.1154 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8013   -0.6263    0.5258 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3703    0.1232    0.0722 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1641    0.5217   -1.2986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3329    1.2781   -1.4086 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4928    1.9215   -2.7432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0992    2.2087   -0.3973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138    1.4497    0.6993 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7584    1.2671    1.6346 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6417    1.8388    2.8997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1184   -0.1455    1.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -0.9594    0.7663 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6424   -2.3961    1.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9741   -0.4871    0.4576 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5836   -1.0275   -0.6852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1713   -0.1769   -1.6072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8442   -0.6358   -2.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1731    1.0917   -1.4404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9721   -0.7058    1.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7390   -1.8307    1.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5376   -1.5759    2.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2490   -0.3900    3.2913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3264    0.1722    2.5581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6234   -0.6595   -0.3032 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2039   -1.7392   -1.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2256   -2.4189   -2.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9103   -3.3962   -1.6539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4761   -1.9642   -3.3321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4433   -2.5987   -4.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2613    0.3328   -1.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5375    2.1800    1.2377 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0043    3.3233    2.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6404    2.7049    0.4366 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5539    3.0681   -0.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5907    4.0369   -1.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6021    3.7026   -2.0555 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4438    5.3798   -1.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4264    6.3079   -1.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9188    2.0265    0.8515 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1691    2.7800    0.7346 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5762    2.0294    2.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2790    1.2374    2.1696 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7687    1.0417    3.3920 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5103   -0.3048   -4.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0368    0.5660   -2.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646   -0.9173   -2.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4993   -1.6194   -4.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3943   -2.3288   -1.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9947   -2.9348   -2.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8976   -1.4168   -2.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8445    0.2592    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1536   -3.1530    3.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5562   -2.4228    3.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2408   -4.3915    1.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1692   -4.4861    3.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3754   -5.1919    2.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4011   -4.7456    0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7949   -3.7308   -0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5336   -3.9621   -0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3981   -0.9170   -0.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1056    1.2531   -3.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0610    2.8565   -2.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5292    2.0746   -3.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6892    1.7354    1.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4940    1.7162    3.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9614   -0.1134    2.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3445   -0.7231    2.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8199   -3.0316    0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6395   -2.4506    2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5670   -2.9188    0.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0169    0.6464    0.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8932   -0.2227   -2.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9402   -1.7189   -2.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3666   -0.1661   -3.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8082   -2.7580    1.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2628   -2.2715    3.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9330    1.1583    2.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5172   -2.4899   -0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5017   -1.2374   -1.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9678   -1.8298   -4.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1708   -3.1925   -3.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9256   -3.2448   -4.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6708    4.2397    1.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9623    3.7027    1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1776    3.1519    3.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8814    3.7506    0.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6076    3.5799   -1.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7717    2.2065   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3503    6.5126   -2.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4368    5.9192   -1.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2993    7.2685   -0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9620    3.8599    0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7406    2.7166    1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8812    2.4730   -0.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3817    3.0444    2.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3269    1.4636    2.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4622    0.9265    4.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 11  1  0
 11 14  1  6
 14 15  1  0
 11 16  1  0
 16 17  1  0
 17  9  1  0
  9 10  1  1
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  2  1  1  0
  8 54  1  0
 54 55  1  1
 54 56  1  0
 56 57  1  0
 57 58  1  1
 57 46  1  0
 46 47  1  1
 46 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  2  0
 50 52  1  0
 52 53  1  0
 46 23  1  0
 23 22  1  6
 22 20  1  0
 20 21  1  6
 20 45  1  0
 45 39  1  0
 39 40  1  6
 40 41  1  0
 41 42  2  0
 41 43  1  0
 43 44  1  0
 39 18  1  0
 18 19  1  6
 39 27  1  0
 27 28  1  1
 27 26  1  0
 26 24  1  0
 24 25  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 29 34  1  0
 34 38  2  0
 38 37  1  0
 37 36  1  0
 36 35  2  0
 10 11  1  0
 48 54  1  0
 18 23  1  0
 35 34  1  0
 18 17  1  0
 57  9  1  0
 24 23  1  0
 19 20  1  0
 13 69  1  0
 13 70  1  0
 13 71  1  0
 12 67  1  0
 12 68  1  0
 15 72  1  0
 15 73  1  0
 15 74  1  0
 17 75  1  6
  8 66  1  1
  4 63  1  0
  4 64  1  0
  4 65  1  0
  2 62  1  0
  1 59  1  0
  1 60  1  0
  1 61  1  0
 55107  1  0
 55108  1  0
 55109  1  0
 56110  1  0
 56111  1  0
 58112  1  0
 47 98  1  0
 47 99  1  0
 47100  1  0
 48101  1  1
 49102  1  0
 49103  1  0
 53104  1  0
 53105  1  0
 53106  1  0
 21 76  1  0
 21 77  1  0
 21 78  1  0
 40 93  1  0
 40 94  1  0
 44 95  1  0
 44 96  1  0
 44 97  1  0
 28 83  1  0
 28 84  1  0
 28 85  1  0
 26 81  1  0
 26 82  1  0
 24 79  1  6
 25 80  1  0
 29 86  1  6
 32 87  1  0
 32 88  1  0
 32 89  1  0
 38 92  1  0
 36 91  1  0
 35 90  1  0
M  END


  Mrv1652309062213412D          

 58 65  0  0  1  0            999 V2000
    5.3611   -0.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9593   -0.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1344   -0.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7325   -1.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113   -0.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1131    0.6682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8864   -0.0646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4633    0.6437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6155    0.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8271   -0.1017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2171   -0.6511    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8238   -1.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6113   -0.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167   -1.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0345   -2.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5234   -0.2172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7744    0.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2271    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3039    1.4677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9606    1.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6177    2.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3716    2.3655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4446    2.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1419    2.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0783    3.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0125    2.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2653    1.5365    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0080    1.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7557    0.8730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4263    0.1166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9168   -0.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7365   -0.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5874   -1.3032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5754    0.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325    0.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8834    0.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7904    1.5190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9820    1.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000    0.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1079    0.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0948   -0.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8027   -0.8528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6261   -0.8301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392   -1.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3427    1.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3903    2.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2334    3.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2908    2.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6327    3.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4539    3.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332    2.5904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7958    4.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6170    4.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7939    1.4537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6181    1.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    2.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7986    1.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9852    1.4150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 11 14  1  6  0  0  0
 14 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  6  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 34 38  2  0  0  0  0
 27 39  1  0  0  0  0
 18 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 39 45  1  0  0  0  0
 20 45  1  0  0  0  0
 23 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 48 54  1  0  0  0  0
  8 54  1  0  0  0  0
 54 55  1  6  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
  9 57  1  0  0  0  0
 46 57  1  0  0  0  0
 57 58  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0231027

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@]1(OC)OC2C3(O1)[C@@H](OC(=O)C(\C)=C/C)[C@]1(C)CC3(O)C(C)(C1CC(=O)OC)C13OC4(C)OC(CC(=O)OC)(C21O4)[C@@](C)(CC3O)[C@@H](OC(C)=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C41H54O17/c1-12-21(3)29(46)53-30-32(5)20-36(47)34(7,24(32)16-26(44)48-9)40-25(43)17-33(6,28(52-22(4)42)23-14-15-51-19-23)37(18-27(45)49-10)41(40,57-35(8,55-37)56-40)31-39(30,36)58-38(13-2,50-11)54-31/h12,14-15,19,24-25,28,30-31,43,47H,13,16-18,20H2,1-11H3/b21-12-/t24?,25?,28-,30-,31?,32+,33-,34?,35?,36?,37?,38+,39?,40?,41?/m0/s1

> <INCHI_KEY>
UHYLXNDBODUIRM-BBJPVVENSA-N

> <FORMULA>
C41H54O17

> <MOLECULAR_WEIGHT>
818.866

> <EXACT_MASS>
818.336100279

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
112

> <JCHEM_AVERAGE_POLARIZABILITY>
82.1924933085599

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5R,6S,9R,17S)-17-[(R)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1^{2,5}.0^{1,12}.0^{3,7}.0^{7,11}.0^{12,16}]henicosan-6-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_LOGP>
3.8257264913333318

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.905470207679546

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.985571682111857

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8436283098922717

> <JCHEM_POLAR_SURFACE_AREA>
214.17999999999995

> <JCHEM_REFRACTIVITY>
193.6262000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(5R,6S,9R,17S)-17-[(R)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1^{2,5}.0^{1,12}.0^{3,7}.0^{7,11}.0^{12,16}]henicosan-6-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      10.007  -0.052   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.257  -1.397   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.718  -1.420   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.967  -2.765   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.928  -0.098   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       7.678   1.247   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       5.388  -0.121   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.598   1.202   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.016   1.371   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.411  -0.190   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.272  -1.215   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.404  -2.259   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.874  -1.800   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.338  -2.440   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.931  -3.861   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.977  -0.405   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.446   1.111   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.424   2.246   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.567   2.740   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.793   3.514   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.020   4.445   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.694   4.416   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.830   3.874   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.265   5.156   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.146   6.640   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.890   4.611   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.362   2.868   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.748   3.539   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.277   1.630   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.663   0.218   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -3.578  -1.021   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.108  -0.847   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.963  -2.433   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -4.807   1.803   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.847   0.667   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -7.249   1.305   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -7.075   2.836   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -5.566   3.143   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.120   1.530   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.201   0.739   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.177  -0.801   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       1.498  -1.592   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -1.169  -1.550   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -1.193  -3.089   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -2.506   1.893   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       2.595   4.126   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       2.302   5.638   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       4.276   4.539   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       4.914   5.941   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       6.447   6.089   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       7.342   4.835   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       7.086   7.490   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0       8.618   7.638   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       5.215   2.714   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       6.754   2.781   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       4.986   3.739   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       3.357   2.899   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0       1.839   2.641   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   54                                                  
CONECT    9    8   10   17   57                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   14   16                                             
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14                                                            
CONECT   16   11   17                                                       
CONECT   17   16    9   18                                                  
CONECT   18   17   19   23   39                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   22   45                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   18   24   46                                             
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29   39                                             
CONECT   28   27                                                            
CONECT   29   27   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   29   35   38                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   34                                                       
CONECT   39   27   18   40   45                                             
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43                                                            
CONECT   45   39   20                                                       
CONECT   46   23   47   48   57                                             
CONECT   47   46                                                            
CONECT   48   46   49   54                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   53                                                       
CONECT   53   52                                                            
CONECT   54   48    8   55   56                                             
CONECT   55   54                                                            
CONECT   56   54   57                                                       
CONECT   57   56    9   46   58                                             
CONECT   58   57                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  130    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₁H₅₄O₁₇

Average Mass

818.8660 Da

Monoisotopic Mass

818.33610 Da

IUPAC Name

(5R,6S,9R,17S)-17-[(R)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1^{2,5}.0^{1,12}.0^{3,7}.0^{7,11}.0^{12,16}]henicosan-6-yl (2Z)-2-methylbut-2-enoate

Traditional Name

CAS Registry Number

Not Available

SMILES

CC[C@@]1(OC)OC2C3(O1)[C@@H](OC(=O)C(\C)=C/C)[C@]1(C)CC3(O)C(C)(C1CC(=O)OC)C13OC4(C)OC(CC(=O)OC)(C21O4)[C@@](C)(CC3O)[C@@H](OC(C)=O)C1=COC=C1

InChI Identifier

InChI=1S/C41H54O17/c1-12-21(3)29(46)53-30-32(5)20-36(47)34(7,24(32)16-26(44)48-9)40-25(43)17-33(6,28(52-22(4)42)23-14-15-51-19-23)37(18-27(45)49-10)41(40,57-35(8,55-37)56-40)31-39(30,36)58-38(13-2,50-11)54-31/h12,14-15,19,24-25,28,30-31,43,47H,13,16-18,20H2,1-11H3/b21-12-/t24?,25?,28-,30-,31?,32+,33-,34?,35?,36?,37?,38+,39?,40?,41?/m0/s1

InChI Key

UHYLXNDBODUIRM-BBJPVVENSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Swietenia mahagoni	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Diterpenoid
Tetracarboxylic acid or derivatives
Ortho ester
Fatty acid ester
Carboxylic acid orthoester
Meta-dioxane
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tertiary alcohol
Furan
Cyclic alcohol
Meta-dioxolane
Secondary alcohol
Orthocarboxylic acid derivative
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.83	ChemAxon
pKa (Strongest Acidic)	12.99	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	214.18 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	193.63 m³·mol⁻¹	ChemAxon
Polarizability	82.19 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101758880

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

MOL for NP0231027 ((5r,6s,9r,17s)-17-[(s)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1²,⁵.0¹,¹².0³,⁷.0⁷,¹¹.0¹²,¹⁶]henicosan-6-yl (2z)-2-methylbut-2-enoate)

3D MOL for NP0231027 ((5r,6s,9r,17s)-17-[(s)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1²,⁵.0¹,¹².0³,⁷.0⁷,¹¹.0¹²,¹⁶]henicosan-6-yl (2z)-2-methylbut-2-enoate)

3D SDF for NP0231027 ((5r,6s,9r,17s)-17-[(s)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1²,⁵.0¹,¹².0³,⁷.0⁷,¹¹.0¹²,¹⁶]henicosan-6-yl (2z)-2-methylbut-2-enoate)

3D-SDF for NP0231027 ((5r,6s,9r,17s)-17-[(s)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1²,⁵.0¹,¹².0³,⁷.0⁷,¹¹.0¹²,¹⁶]henicosan-6-yl (2z)-2-methylbut-2-enoate)

PDB for NP0231027 ((5r,6s,9r,17s)-17-[(s)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1²,⁵.0¹,¹².0³,⁷.0⁷,¹¹.0¹²,¹⁶]henicosan-6-yl (2z)-2-methylbut-2-enoate)

3D PDB for NP0231027 ((5r,6s,9r,17s)-17-[(s)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1²,⁵.0¹,¹².0³,⁷.0⁷,¹¹.0¹²,¹⁶]henicosan-6-yl (2z)-2-methylbut-2-enoate)

SMILES for NP0231027 ((5r,6s,9r,17s)-17-[(s)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1²,⁵.0¹,¹².0³,⁷.0⁷,¹¹.0¹²,¹⁶]henicosan-6-yl (2z)-2-methylbut-2-enoate)

INCHI for NP0231027 ((5r,6s,9r,17s)-17-[(s)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1²,⁵.0¹,¹².0³,⁷.0⁷,¹¹.0¹²,¹⁶]henicosan-6-yl (2z)-2-methylbut-2-enoate)

Structure for NP0231027 ((5r,6s,9r,17s)-17-[(s)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1²,⁵.0¹,¹².0³,⁷.0⁷,¹¹.0¹²,¹⁶]henicosan-6-yl (2z)-2-methylbut-2-enoate)

3D Structure for NP0231027 ((5r,6s,9r,17s)-17-[(s)-(acetyloxy)(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.1²,⁵.0¹,¹².0³,⁷.0⁷,¹¹.0¹²,¹⁶]henicosan-6-yl (2z)-2-methylbut-2-enoate)