NP-MRD: Showing NP-Card for Naheedin (NP0084241)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 05:02:15 UTC

Updated at

2022-04-29 05:02:15 UTC

NP-MRD ID

NP0084241

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Naheedin

Description

Naheedin is found in Azadirachta indica . Based on a literature review very few articles have been published on (1R,2S,7R,9R,10R,14S,15S,17R)-17-hydroxy-14-[(2S,3R,5R)-2-hydroxy-5-(2-methylpropyl)oxolan-3-yl]-2,6,6,10,15-pentamethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadeca-3,11-dien-9-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292207022D          

 42 46  0  0  1  0            999 V2000
    2.2580   -2.3340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3721   -3.2963    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7373   -3.1140    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2744   -2.4312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570   -3.8899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084   -4.3963    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0816   -5.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3541   -5.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273   -6.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6534   -5.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912   -3.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4534   -0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7337   -0.1885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0140    0.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4822    1.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261    0.7326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1413   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1376   -0.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1351   -0.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7050   -2.3711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7686   -3.6325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  0  0  0  0
  3 13  1  1  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 17 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 16 40  1  0  0  0  0
  2 40  1  0  0  0  0
 40 41  1  6  0  0  0
 30 42  2  0  0  0  0
M  END

     RDKit          3D

 86 90  0  0  0  0  0  0  0  0999 V2000
   -1.9539    3.4420    3.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4752    3.1207    1.8268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9359    4.0682    1.1309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4853    1.8540    1.2888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9742    1.5209    0.0034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2358    0.7399    0.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0999   -0.7308    0.2001 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3625   -1.4393    0.4583 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5829   -0.8439   -0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7337   -1.3695    1.9498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3459   -2.8811    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3237   -3.5799    0.5007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1863   -3.4107   -0.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2289   -2.6842   -1.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2649   -1.2150   -0.9671 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9055   -0.7584   -2.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8961   -0.6102   -0.7042 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7825   -1.3502   -1.3071 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5870   -2.5362   -0.5270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5423   -0.6579   -1.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5767    0.3907   -0.1059 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4646   -0.1188    1.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5488    1.3535   -0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1065    2.5895   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3328    2.5784    0.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7646    1.2538   -0.3625 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0456    0.8754    0.2268 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6541   -0.4203   -0.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1223   -0.1157    0.0963 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0399   -1.1336   -0.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4692   -0.7908   -0.1723 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3936   -1.8103   -0.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6763   -0.8465    1.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2697    1.1349   -0.4435 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1086    1.8550   -0.3025 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3270    2.8832    0.6090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9160    0.8706   -0.8135 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9448    1.3793   -2.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6590    4.5247    3.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0199    2.8863    3.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7374    3.3144    3.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2724    2.4742   -0.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6711    1.0253    1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0348    1.0413   -0.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4318   -0.9552    1.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5748   -1.0213   -1.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7913    0.1829    0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4488   -1.4538    0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8259   -1.3705    2.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2350   -2.2541    2.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2267   -0.4933    2.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1064   -4.5127   -0.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4305   -3.1615   -1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1951   -0.6826   -3.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6116    0.0708   -2.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5865   -1.6092   -2.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7619   -0.7967    0.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9726   -1.7354   -2.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0161   -3.1292   -1.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3881   -1.3503   -1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7528   -0.1357   -2.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4083    0.0560    1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3051    0.3627    1.9174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3941   -1.2490    1.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6524    3.5117   -0.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4676    2.5916    1.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9096    3.3684   -0.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8776    1.3716   -1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1458    0.9298    1.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278   -0.5627   -1.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3761   -1.2938    0.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1757   -0.1540    1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8220   -2.1146   -0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9149   -1.2285   -1.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7092    0.2249   -0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8469   -2.3821   -1.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3057   -1.3072   -1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7202   -2.5583   -0.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6596   -1.2876    1.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066   -1.4837    1.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731    0.1707    1.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908    2.3117   -1.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4838    2.4593    1.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4200    2.3942   -2.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9617    1.6397   -2.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507    0.7642   -2.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 29 34  1  0
 34 35  1  0
 35 36  1  0
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 23  2  0
 23 21  1  0
 21 22  1  1
 21 20  1  0
 20 18  1  0
 18 19  1  0
 18 17  1  0
 17 37  1  0
 37 38  1  6
 37  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  6
  8 10  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  6
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 35 27  1  0
 21 26  1  0
 15 17  1  0
 37 23  1  0
 15  7  1  0
 27 69  1  1
 28 70  1  0
 28 71  1  0
 29 72  1  1
 30 73  1  0
 30 74  1  0
 31 75  1  6
 32 76  1  0
 32 77  1  0
 32 78  1  0
 33 79  1  0
 33 80  1  0
 33 81  1  0
 35 82  1  6
 36 83  1  0
 26 68  1  6
 25 66  1  0
 25 67  1  0
 24 65  1  0
 22 62  1  0
 22 63  1  0
 22 64  1  0
 20 60  1  0
 20 61  1  0
 18 58  1  6
 19 59  1  0
 17 57  1  1
 38 84  1  0
 38 85  1  0
 38 86  1  0
  5 42  1  6
  6 43  1  0
  6 44  1  0
  7 45  1  1
  9 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 10 51  1  0
 13 52  1  0
 14 53  1  0
 16 54  1  0
 16 55  1  0
 16 56  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
M  END


  Mrv1652304292207022D          

 42 46  0  0  1  0            999 V2000
    2.2580   -2.3340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3721   -3.2963    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7373   -3.1140    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2744   -2.4312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570   -3.8899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084   -4.3963    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0816   -5.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3541   -5.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273   -6.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6534   -5.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912   -3.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4534   -0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7337   -0.1885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0140    0.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4822    1.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261    0.7326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1413   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1376   -0.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1351   -0.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7050   -2.3711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7686   -3.6325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  0  0  0  0
  3 13  1  1  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 17 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 16 40  1  0  0  0  0
  2 40  1  0  0  0  0
 40 41  1  6  0  0  0
 30 42  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0084241

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(C[C@@H](CC(C)C)O[C@@H]1O)[C@]1([H])CC=C2[C@@]1(C)C[C@@H](O)[C@@]1([H])[C@@]2(C)[C@@H](C[C@@]2([H])C(C)(C)C(=O)C=C[C@]12C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H48O6/c1-17(2)13-19-14-20(28(36)38-19)21-9-10-23-31(21,7)16-22(34)27-30(6)12-11-25(35)29(4,5)24(30)15-26(32(23,27)8)37-18(3)33/h10-12,17,19-22,24,26-28,34,36H,9,13-16H2,1-8H3/t19-,20-,21+,22-,24+,26-,27-,28+,30+,31+,32-/m1/s1

> <INCHI_KEY>
DAFKNRHQXXGASP-JVXKQVLSSA-N

> <FORMULA>
C32H48O6

> <MOLECULAR_WEIGHT>
528.73

> <EXACT_MASS>
528.345089266

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
60.959979954729874

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,7R,9R,10R,14S,15S,17R)-17-hydroxy-14-[(2S,3R,5R)-2-hydroxy-5-(2-methylpropyl)oxolan-3-yl]-2,6,6,10,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,11-dien-9-yl acetate

> <ALOGPS_LOGP>
4.51

> <JCHEM_LOGP>
4.556496052666668

> <ALOGPS_LOGS>
-5.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.86280419129383

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.16617650719981

> <JCHEM_PKA_STRONGEST_BASIC>
-2.859193874944694

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
147.58800000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,7R,9R,10R,14S,15S,17R)-17-hydroxy-14-[(2S,3R,5R)-2-hydroxy-5-(2-methylpropyl)oxolan-3-yl]-2,6,6,10,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,11-dien-9-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  H   UNK     0       4.215  -4.357   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0       6.295  -6.153   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0       3.243  -5.813   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.379  -4.538   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       2.720  -7.261   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.936  -8.206   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.886  -9.746   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.528 -10.472   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.478 -12.011   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.220  -9.659   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.210  -7.342   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.313  -1.800   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.836  -0.352   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.360   1.096   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.367   2.274   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.875   1.368   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0      13.330  -3.613   0.000  0.00  0.00           H+0
HETATM   27  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.323  -0.719   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.185  -1.391   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   36  H   UNK     0       8.783  -4.426   0.000  0.00  0.00           H+0
HETATM   37  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      10.768  -6.781   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14   40                                             
CONECT    3    2    4    5   13                                             
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8    3                                                       
CONECT   14    2   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   40                                                  
CONECT   17   16   18   19   35                                             
CONECT   18   17                                                            
CONECT   19   17   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19   25                                                       
CONECT   25   24   26   27   33                                             
CONECT   26   25                                                            
CONECT   27   25   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   31   42                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   25   34   35                                             
CONECT   34   33                                                            
CONECT   35   33   17   36   37                                             
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   16    2   41                                             
CONECT   41   40                                                            
CONECT   42   30                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,7R,9R,10R,14S,15S,17R)-17-Hydroxy-14-[(2S,3R,5R)-2-hydroxy-5-(2-methylpropyl)oxolan-3-yl]-2,6,6,10,15-pentamethyl-5-oxotetracyclo[8.7.0.0,.0,]heptadeca-3,11-dien-9-yl acetic acid	Generator

Chemical Formula

C₃₂H₄₈O₆

Average Mass

528.7300 Da

Monoisotopic Mass

528.34509 Da

IUPAC Name

(1R,2S,7R,9R,10R,14S,15S,17R)-17-hydroxy-14-[(2S,3R,5R)-2-hydroxy-5-(2-methylpropyl)oxolan-3-yl]-2,6,6,10,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,11-dien-9-yl acetate

Traditional Name

(1R,2S,7R,9R,10R,14S,15S,17R)-17-hydroxy-14-[(2S,3R,5R)-2-hydroxy-5-(2-methylpropyl)oxolan-3-yl]-2,6,6,10,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,11-dien-9-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@@]1(C[C@@H](CC(C)C)O[C@@H]1O)[C@]1([H])CC=C2[C@@]1(C)C[C@@H](O)[C@@]1([H])[C@@]2(C)[C@@H](C[C@@]2([H])C(C)(C)C(=O)C=C[C@]12C)OC(C)=O

InChI Identifier

InChI=1S/C32H48O6/c1-17(2)13-19-14-20(28(36)38-19)21-9-10-23-31(21,7)16-22(34)27-30(6)12-11-25(35)29(4,5)24(30)15-26(32(23,27)8)37-18(3)33/h10-12,17,19-22,24,26-28,34,36H,9,13-16H2,1-8H3/t19-,20-,21+,22-,24+,26-,27-,28+,30+,31+,32-/m1/s1

InChI Key

DAFKNRHQXXGASP-JVXKQVLSSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Azadirachta indica	Plant	KNApSAcK

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.51	ALOGPS
logP	4.56	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	12.17	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	147.59 m³·mol⁻¹	ChemAxon
Polarizability	60.96 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

C00053531

Chemspider ID

19982370

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21121178

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Naheedin (NP0084241)

MOL for NP0084241 (Naheedin)

3D MOL for NP0084241 (Naheedin)

3D SDF for NP0084241 (Naheedin)

3D-SDF for NP0084241 (Naheedin)

PDB for NP0084241 (Naheedin)

3D PDB for NP0084241 (Naheedin)

SMILES for NP0084241 (Naheedin)

INCHI for NP0084241 (Naheedin)

Structure for NP0084241 (Naheedin)

3D Structure for NP0084241 (Naheedin)