NP-MRD: Showing NP-Card for (1r,2r,8r,10r,11r,15s,16s)-15-[(3s,5s,6r)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadeca-3,12-dien-10-yl acetate (NP0289903)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 20:19:08 UTC

Updated at

2022-09-09 20:19:08 UTC

NP-MRD ID

NP0289903

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,8r,10r,11r,15s,16s)-15-[(3s,5s,6r)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadeca-3,12-dien-10-yl acetate

Description

Luvungin F 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. Based on a literature review very few articles have been published on Luvungin F.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092222192D          

 39 43  0  0  1  0            999 V2000
    2.3400   -2.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502   -2.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6900   -2.7534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4205   -1.3501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8807   -0.7262    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0705   -0.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5307   -0.2579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7527   -0.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935   -1.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1709   -1.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0530   -0.0955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0417    0.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8211    0.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401    1.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602    1.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8010    0.5215    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1289    1.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6112    0.6771    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8816    1.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6918    1.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2316    0.9883    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5819    1.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9612    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6190   -0.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2959    0.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0564    0.9720    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5544    1.6298    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1779    2.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5170    3.1159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3165    3.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9483    3.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9399    4.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9742    2.8217    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7083    3.1982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9950    1.9969    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7470    1.6578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3631    1.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1510    0.0532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6909   -0.5706    0.0000 C   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
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 27 37  1  0  0  0  0
 23 38  1  0  0  0  0
  5 38  1  0  0  0  0
 18 38  1  0  0  0  0
 38 39  1  1  0  0  0
M  END

     RDKit          3D

 87 91  0  0  0  0  0  0  0  0999 V2000
   -2.5914   -5.1982    0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9324   -3.7680    1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6655   -3.4640    2.1409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4644   -2.7289    0.3806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7287   -1.3611    0.5711 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6877   -0.9591   -0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0437    0.4876   -0.5659 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4879    0.6868   -0.7697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9644   -0.5005   -1.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3718    0.6992    0.4188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7898    1.8182   -1.6084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9167    2.8247   -1.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9891    3.3568   -3.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8696    3.3624   -1.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1980    2.7688   -0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2720    1.3529    0.3640 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7332    1.5556    1.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8328    0.8666    0.2170 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8222    1.8611    0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5538    1.2574    0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7549    0.0923   -0.1943 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6296    0.3647   -1.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2599   -0.9232    0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1995   -2.1317    0.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5814   -2.0163   -0.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334   -0.6350    0.0534 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2631   -0.3140   -0.6328 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8476    1.0528   -0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855    1.2718    0.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0159    1.1614    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7584    1.0643    1.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5702    2.4428   -0.4614 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4500    0.0330   -0.6728 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7021    0.4541   -2.0076 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6149   -1.1880   -0.6712 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3499   -2.2823   -0.2015 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3532   -1.1539    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5900   -0.4705    0.8105 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3779   -0.4004    2.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5385   -5.2153    0.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6039   -5.8193    1.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2540   -5.5730    0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3909   -1.3706    1.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2446   -1.3665   -1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012   -1.5885   -0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6160    0.8302   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7393   -0.1878   -2.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1593   -0.9553   -2.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4856   -1.2637   -1.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7433    1.7473    0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9592    0.2189    1.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3407    0.1378    0.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5709    4.4046   -1.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4632    3.3646    0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9960    2.2911    2.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6619    2.1908    1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7985    0.7434    2.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7287    0.7324   -0.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0175    2.4425    1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7506    2.6248   -0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2595    2.0982    0.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7521    0.8882    1.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2932    1.4072   -1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0583   -0.3136   -2.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6079    0.1568   -2.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2806   -3.0821    0.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4779   -1.8698   -1.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296   -2.8223   -0.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1007   -0.8246    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3288   -0.7125   -1.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5409    1.1725   -1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1942    1.9047   -0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5518    0.0817    1.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4830    1.8969    2.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8560    1.0661    1.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6803    2.5052   -0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1261    3.3282    0.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4337    2.4128   -1.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4901   -0.2613   -0.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3636   -0.2465   -2.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3322   -1.4344   -1.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7349   -2.9720    0.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4492   -0.6041    1.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0016   -2.1510    0.3189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4619   -0.9889    2.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1920   -0.9695    2.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4053    0.6055    2.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7 16  1  0
 16 17  1  1
 16 15  1  0
 15 14  2  0
 14 12  1  0
 12 13  2  0
 12 11  1  0
 11  8  1  0
  8  9  1  0
  8 10  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 26  1  0
 26 25  1  0
 25 24  1  0
 24 23  2  0
 23 38  1  0
 38 39  1  1
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 37  1  0
 38  5  1  0
 37 27  1  0
  8  7  1  0
 38 18  1  0
 23 21  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  5 43  1  1
  6 44  1  0
  6 45  1  0
  7 46  1  6
 17 55  1  0
 17 56  1  0
 17 57  1  0
 15 54  1  0
 14 53  1  0
  9 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 10 52  1  0
 18 58  1  6
 19 59  1  0
 19 60  1  0
 20 61  1  0
 20 62  1  0
 22 63  1  0
 22 64  1  0
 22 65  1  0
 26 69  1  1
 25 67  1  0
 25 68  1  0
 24 66  1  0
 39 85  1  0
 39 86  1  0
 39 87  1  0
 27 70  1  6
 28 71  1  0
 28 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
 32 76  1  0
 32 77  1  0
 32 78  1  0
 33 79  1  1
 34 80  1  0
 35 81  1  6
 36 82  1  0
 37 83  1  0
 37 84  1  0
M  END


  Mrv1652309092222192D          

 39 43  0  0  1  0            999 V2000
    2.3400   -2.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502   -2.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6900   -2.7534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4205   -1.3501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8807   -0.7262    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0705   -0.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5307   -0.2579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7527   -0.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935   -1.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1709   -1.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0530   -0.0955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0417    0.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8211    0.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401    1.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602    1.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8010    0.5215    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1289    1.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6112    0.6771    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8816    1.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6918    1.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2316    0.9883    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5819    1.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9612    0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6190   -0.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2959    0.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0564    0.9720    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5544    1.6298    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1779    2.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5170    3.1159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3165    3.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9483    3.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9399    4.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9742    2.8217    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7083    3.1982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9950    1.9969    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7470    1.6578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3631    1.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1510    0.0532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6909   -0.5706    0.0000 C   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
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 27 37  1  0  0  0  0
 23 38  1  0  0  0  0
  5 38  1  0  0  0  0
 18 38  1  0  0  0  0
 38 39  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0289903

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1C[C@@H]2[C@](C)(C=CC(=O)OC2(C)C)[C@H]2CC[C@@]3(C)[C@@H](CC=C3[C@]12C)[C@H]1COC(C)(C)[C@H](O)[C@@H](O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C32H48O7/c1-18(33)38-25-16-24-28(2,3)39-26(35)12-14-31(24,7)23-11-13-30(6)20(9-10-22(30)32(23,25)8)19-15-21(34)27(36)29(4,5)37-17-19/h10,12,14,19-21,23-25,27,34,36H,9,11,13,15-17H2,1-8H3/t19-,20+,21+,23-,24+,25-,27-,30+,31-,32+/m1/s1

> <INCHI_KEY>
OTRBJFPFSWOFPT-NAFAWPMISA-N

> <FORMULA>
C32H48O7

> <MOLECULAR_WEIGHT>
544.729

> <EXACT_MASS>
544.340003886

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
61.67716522074975

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,8R,10R,11R,15S,16S)-15-[(3S,5S,6R)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0^{2,8}.0^{12,16}]octadeca-3,12-dien-10-yl acetate

> <JCHEM_LOGP>
3.569564699333331

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.982207119559156

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.045841628388839

> <JCHEM_PKA_STRONGEST_BASIC>
-3.190159306877047

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
148.96720000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,8R,10R,11R,15S,16S)-15-[(3S,5S,6R)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0^{2,8}.0^{12,16}]octadeca-3,12-dien-10-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       4.368  -4.265   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.880  -3.975   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.888  -5.140   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       6.385  -2.520   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.377  -1.356   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.865  -1.646   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.857  -0.481   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.405  -0.994   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.228  -2.296   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.319  -2.086   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.099  -0.178   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.078   1.352   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.533   1.856   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.008   2.443   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.539   2.275   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.362   0.974   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.974   2.387   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.874   1.264   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.379   2.719   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.891   3.009   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.899   1.845   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.553   3.239   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.394   0.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.622  -0.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.886   0.341   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.439   1.814   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.368   3.042   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.665   4.412   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.298   5.816   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      11.791   6.197   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.970   7.187   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.088   7.567   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.019   5.267   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      14.389   5.970   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      13.057   3.728   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      14.461   3.095   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      11.878   2.737   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.882   0.099   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.890  -1.065   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   38                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    7   17   18                                             
CONECT   17   16                                                            
CONECT   18   16   19   38                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23   26                                             
CONECT   22   21                                                            
CONECT   23   21   24   38                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21   27                                                  
CONECT   27   26   28   37                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   27                                                       
CONECT   38   23    5   18   39                                             
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₈O₇

Average Mass

544.7290 Da

Monoisotopic Mass

544.34000 Da

IUPAC Name

(1R,2R,8R,10R,11R,15S,16S)-15-[(3S,5S,6R)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0^{2,8}.0^{12,16}]octadeca-3,12-dien-10-yl acetate

Traditional Name

(1R,2R,8R,10R,11R,15S,16S)-15-[(3S,5S,6R)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0^{2,8}.0^{12,16}]octadeca-3,12-dien-10-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1C[C@@H]2[C@](C)(C=CC(=O)OC2(C)C)[C@H]2CC[C@@]3(C)[C@@H](CC=C3[C@]12C)[C@H]1COC(C)(C)[C@H](O)[C@@H](O)C1

InChI Identifier

InChI=1S/C32H48O7/c1-18(33)38-25-16-24-28(2,3)39-26(35)12-14-31(24,7)23-11-13-30(6)20(9-10-22(30)32(23,25)8)19-15-21(34)27(36)29(4,5)37-17-19/h10,12,14,19-21,23-25,27,34,36H,9,11,13,15-17H2,1-8H3/t19-,20+,21+,23-,24+,25-,27-,30+,31-,32+/m1/s1

InChI Key

OTRBJFPFSWOFPT-NAFAWPMISA-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 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
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Lactone
Carboxylic acid ester
1,2-diol
Oxacycle
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	3.57	ChemAxon
pKa (Strongest Acidic)	13.05	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	148.97 m³·mol⁻¹	ChemAxon
Polarizability	61.68 Å³	ChemAxon
Number of Rings	5	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

C00037448

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

101193285

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,8r,10r,11r,15s,16s)-15-[(3s,5s,6r)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadeca-3,12-dien-10-yl acetate (NP0289903)

MOL for NP0289903 ((1r,2r,8r,10r,11r,15s,16s)-15-[(3s,5s,6r)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadeca-3,12-dien-10-yl acetate)

3D MOL for NP0289903 ((1r,2r,8r,10r,11r,15s,16s)-15-[(3s,5s,6r)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadeca-3,12-dien-10-yl acetate)

3D SDF for NP0289903 ((1r,2r,8r,10r,11r,15s,16s)-15-[(3s,5s,6r)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadeca-3,12-dien-10-yl acetate)

3D-SDF for NP0289903 ((1r,2r,8r,10r,11r,15s,16s)-15-[(3s,5s,6r)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadeca-3,12-dien-10-yl acetate)

PDB for NP0289903 ((1r,2r,8r,10r,11r,15s,16s)-15-[(3s,5s,6r)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadeca-3,12-dien-10-yl acetate)

3D PDB for NP0289903 ((1r,2r,8r,10r,11r,15s,16s)-15-[(3s,5s,6r)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadeca-3,12-dien-10-yl acetate)

SMILES for NP0289903 ((1r,2r,8r,10r,11r,15s,16s)-15-[(3s,5s,6r)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadeca-3,12-dien-10-yl acetate)

INCHI for NP0289903 ((1r,2r,8r,10r,11r,15s,16s)-15-[(3s,5s,6r)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadeca-3,12-dien-10-yl acetate)

Structure for NP0289903 ((1r,2r,8r,10r,11r,15s,16s)-15-[(3s,5s,6r)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadeca-3,12-dien-10-yl acetate)

3D Structure for NP0289903 ((1r,2r,8r,10r,11r,15s,16s)-15-[(3s,5s,6r)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0²,⁸.0¹²,¹⁶]octadeca-3,12-dien-10-yl acetate)