NP-MRD: Showing NP-Card for 10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate (NP0304646)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 19:53:47 UTC

Updated at

2022-09-10 19:53:47 UTC

NP-MRD ID

NP0304646

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate

Description

10-Hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]Nonacosan-3-yl acetate belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. 10-Hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]Nonacosan-3-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201502212D          

 43 50  0  0  0  0            999 V2000
    6.0655   -0.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3359    0.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8467   -0.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4572   -1.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130   -1.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8206   -2.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1126   -1.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6991   -0.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6439   -0.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2916    0.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4116   -0.2389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820   -0.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9159   -0.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2612   -0.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4150   -1.6744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0401   -1.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5455   -1.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2336   -2.5518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7692   -0.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4638   -1.0738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9268    0.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3238    1.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8233    0.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2996    1.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2677    0.2265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6076   -0.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8587   -1.0450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7626    1.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1650    0.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2653    0.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3960    0.8536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2296    1.3714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8708    1.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4480    1.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    2.3583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7460    2.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916    3.7558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5529    2.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9031    0.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2075    1.2663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345    1.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090    2.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9508    1.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  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  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  2  0  0  0  0
 23 28  1  0  0  0  0
  2 28  1  0  0  0  0
 28 29  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 13 30  1  0  0  0  0
 30 31  1  0  0  0  0
 10 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 34 39  1  0  0  0  0
 12 39  1  0  0  0  0
 39 40  1  0  0  0  0
 10 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
M  END

     RDKit          3D

 87 94  0  0  0  0  0  0  0  0999 V2000
    3.8685   -3.0678   -1.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6923   -1.7601   -1.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8590   -0.8601   -1.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3682   -1.3168   -0.7769 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4776   -2.4170   -0.7063 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3209   -1.8431   -1.2181 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5768   -2.9545   -1.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3320   -3.6590   -0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7010   -3.9985   -1.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7954   -3.1660   -0.6464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8685   -1.7727   -1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7501   -0.9441   -0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0148    0.3372    0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9390   -0.1136    1.0367 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5579   -0.7148    2.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8517    0.8506    1.3501 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8706    1.0870    0.2518 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6069    2.5543    0.4026 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9869    2.9576    0.4858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3026    2.2455    1.6580 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6134    2.5114    2.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2878    2.7940    2.5302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1889    3.0260    1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8563    3.5368    2.1446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0723    3.2432   -0.7909 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4378    4.6072   -0.6896 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4039    3.2068   -0.9267 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0617    4.2874   -1.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4067    5.3983   -1.0066 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0840    2.6458    0.1221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9757    1.8025   -0.9281 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0296    0.7327   -1.1656 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7819   -0.4209   -1.8059 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8035   -1.2238   -2.3796 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2357    0.1729   -0.0050 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3522   -1.0522   -0.3762 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1704   -0.1537    1.1053 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6070   -1.1154    2.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.7785    0.5924 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5788    0.0439    0.8198 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6510   -0.2280    1.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7923    0.7173    1.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6369   -1.3188    2.2683 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8206   -3.4429   -1.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0353   -3.7398   -1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1705   -0.9734   -2.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7239   -1.1986   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6725    0.1915   -1.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0503   -3.7285   -2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2595   -2.5887   -2.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4215   -3.0727    0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8296   -4.6537   -0.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270   -3.8815   -2.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9623   -5.0698   -1.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7582   -3.7173   -0.8731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7627   -3.1446    0.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3786   -1.8964   -2.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9073   -1.3112   -1.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6342   -0.5919   -0.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1168   -1.5064    0.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8027    0.9598    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6161    0.7778   -0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4699   -0.9788    0.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0586   -0.2997    3.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6601   -0.5933    2.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3764   -1.8065    2.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3893    0.4761    2.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5114    1.0355   -0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5300    3.3031    3.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1883    1.7255    2.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2215    3.0783    1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6195    2.8715   -1.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0966    5.0607    0.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9435    3.8547   -2.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3002    4.5787   -2.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6394    6.1192   -1.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292    1.7804   -1.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2554    1.0303   -1.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4954   -0.0665   -2.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4806    0.7517    1.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3059   -1.9920    2.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5325   -0.6579    3.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3288   -1.6020    1.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7082   -1.6926    1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7222    0.1126    1.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8276    1.4841    1.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7901    1.1362    2.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
 38 37  1  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 41 43  2  0
 39  4  1  0
  4  5  1  0
  6  5  1  1
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  2  0
 18 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  6
 28 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 32 35  1  0
 35 36  1  6
  4  2  1  6
  2  3  1  0
  2  1  2  3
 35 37  1  0
 33  4  1  0
 34  6  1  0
 36  6  1  0
 20 16  1  0
 31 27  1  0
 35 17  1  0
 18 23  1  1
 38 81  1  0
 38 82  1  0
 38 83  1  0
 37 80  1  1
 39 84  1  1
 42 85  1  0
 42 86  1  0
 42 87  1  0
  7 49  1  0
  7 50  1  0
  8 51  1  0
  8 52  1  0
  9 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 11 57  1  0
 11 58  1  0
 12 59  1  0
 12 60  1  0
 13 61  1  0
 13 62  1  0
 14 63  1  6
 15 64  1  0
 15 65  1  0
 15 66  1  0
 16 67  1  1
 17 68  1  6
 21 69  1  0
 21 70  1  0
 21 71  1  0
 25 72  1  6
 26 73  1  0
 28 74  1  0
 28 75  1  0
 29 76  1  0
 31 77  1  6
 32 78  1  6
 33 79  1  6
  3 46  1  0
  3 47  1  0
  3 48  1  0
  1 44  1  0
  1 45  1  0
M  END


  Mrv1533004201502212D          

 43 50  0  0  0  0            999 V2000
    6.0655   -0.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3359    0.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8467   -0.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4572   -1.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130   -1.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8206   -2.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1126   -1.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6991   -0.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6439   -0.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2916    0.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4116   -0.2389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820   -0.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9159   -0.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2612   -0.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4150   -1.6744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0401   -1.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5455   -1.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2336   -2.5518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7692   -0.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4638   -1.0738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9268    0.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3238    1.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8233    0.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2996    1.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2677    0.2265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6076   -0.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8587   -1.0450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7626    1.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1650    0.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2653    0.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3960    0.8536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2296    1.3714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8708    1.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4480    1.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    2.3583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7460    2.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916    3.7558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5529    2.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9031    0.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2075    1.2663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345    1.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090    2.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9508    1.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  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  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  2  0  0  0  0
 23 28  1  0  0  0  0
  2 28  1  0  0  0  0
 28 29  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 13 30  1  0  0  0  0
 30 31  1  0  0  0  0
 10 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 34 39  1  0  0  0  0
 12 39  1  0  0  0  0
 39 40  1  0  0  0  0
 10 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0304646

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C(OC(C)=O)C2(OC34CCCCCCCC(C)C5C6C7(OC5(C)OC7=O)C(O)C5(CO)OC5C(C2O3)C16O4)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C32H44O11/c1-15(2)30-22(37-18(5)34)17(4)31-20-23-28(14-33,38-23)25(35)32-21(31)19(27(6,41-32)40-26(32)36)16(3)12-10-8-7-9-11-13-29(42-30,43-31)39-24(20)30/h16-17,19-25,33,35H,1,7-14H2,2-6H3

> <INCHI_KEY>
SKISMDCNTKLSHQ-UHFFFAOYSA-N

> <FORMULA>
C32H44O11

> <MOLECULAR_WEIGHT>
604.693

> <EXACT_MASS>
604.288362237

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
62.301472144632356

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
3.3791102753333315

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.302536675612533

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.481254219922103

> <JCHEM_PKA_STRONGEST_BASIC>
-3.149766647427005

> <JCHEM_POLAR_SURFACE_AREA>
142.51

> <JCHEM_REFRACTIVITY>
145.961

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0      11.322  -0.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.960   0.408   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.047  -1.071   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.320  -2.546   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.744  -3.508   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.265  -4.124   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.944  -3.229   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.172  -1.814   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.069  -0.171   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.278   1.004   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.502  -0.446   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.753  -0.183   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.310  -0.261   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.954  -1.612   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.241  -3.126   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       9.408  -2.120   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.352  -3.338   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.769  -4.763   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.769  -1.173   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      12.066  -2.004   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      11.063   0.471   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      11.804   2.255   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      12.737   1.782   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.626   3.039   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      13.566   0.423   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      12.334  -0.484   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      12.803  -1.951   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      10.757   2.200   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.641   1.402   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.962   1.034   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.339   1.593   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       7.895   2.560   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.092   3.529   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.436   2.937   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       5.961   4.402   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.993   5.546   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       6.518   7.011   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       8.499   5.225   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.419   1.707   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       4.121   2.364   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       5.104   3.214   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       5.430   4.719   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.642   3.696   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   31   40                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   39                                                  
CONECT   13   12   14   30                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   16                                                       
CONECT   16   15   14   17   19                                             
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26   29                                             
CONECT   22   21   23                                                       
CONECT   23   22   24   25   28                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   21   27                                                  
CONECT   27   26                                                            
CONECT   28   23    2   29                                                  
CONECT   29   28   21   30                                                  
CONECT   30   29   13   31   32                                             
CONECT   31   30   10                                                       
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   34   12   40   41                                             
CONECT   40   39   10                                                       
CONECT   41   39   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
MASTER        0    0    0    0    0    0    0    0   43    0  100    0
END

View in JSmol

Synonyms

Value	Source
10-Hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1,.1,.1,.0,.0,.0,]nonacosan-3-yl acetic acid	Generator
10-Hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetic acid	Generator

Chemical Formula

C₃₂H₄₄O₁₁

Average Mass

604.6930 Da

Monoisotopic Mass

604.28836 Da

IUPAC Name

10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1C(OC(C)=O)C2(OC34CCCCCCCC(C)C5C6C7(OC5(C)OC7=O)C(O)C5(CO)OC5C(C2O3)C16O4)C(C)=C

InChI Identifier

InChI=1S/C32H44O11/c1-15(2)30-22(37-18(5)34)17(4)31-20-23-28(14-33,38-23)25(35)32-21(31)19(27(6,41-32)40-26(32)36)16(3)12-10-8-7-9-11-13-29(42-30,43-31)39-24(20)30/h16-17,19-25,33,35H,1,7-14H2,2-6H3

InChI Key

SKISMDCNTKLSHQ-UHFFFAOYSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Ketal
1,3-dioxepane
Dioxepane
Carboxylic acid orthoester
Delta_valerolactone
Delta valerolactone
Ortho ester
Meta-dioxane
Dicarboxylic acid or derivatives
Oxane
Meta-dioxolane
Tetrahydrofuran
Cyclic alcohol
Lactone
Secondary alcohol
Carboxylic acid ester
Orthocarboxylic acid derivative
Acetal
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Ether
Oxirane
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Primary alcohol
Organooxygen compound
Alcohol
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.91	ALOGPS
logP	3.38	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	12.48	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	142.51 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	145.96 m³·mol⁻¹	ChemAxon
Polarizability	62.3 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

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

75082456

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate (NP0304646)

MOL for NP0304646 (10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate)

3D MOL for NP0304646 (10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate)

3D SDF for NP0304646 (10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate)

3D-SDF for NP0304646 (10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate)

PDB for NP0304646 (10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate)

3D PDB for NP0304646 (10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate)

SMILES for NP0304646 (10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate)

INCHI for NP0304646 (10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate)

Structure for NP0304646 (10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate)

3D Structure for NP0304646 (10-hydroxy-9-(hydroxymethyl)-2,14,16-trimethyl-12-oxo-4-(prop-1-en-2-yl)-8,13,25,27,28,29-hexaoxaoctacyclo[13.10.1.1⁴,²⁴.1⁵,²⁴.1¹¹,¹⁴.0¹,⁶.0⁷,⁹.0¹¹,²⁶]nonacosan-3-yl acetate)