NP-MRD: Showing NP-Card for (1r,3s,7s,8s,10s,12s,15z,18r)-7-hydroxy-12-[(1s,2e)-1-hydroxy-3-[(2s)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]docosa-15,19-dien-14-one (NP0314293)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 12:19:03 UTC

Updated at

2022-09-11 12:19:03 UTC

NP-MRD ID

NP0314293

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3s,7s,8s,10s,12s,15z,18r)-7-hydroxy-12-[(1s,2e)-1-hydroxy-3-[(2s)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]docosa-15,19-dien-14-one

Description

(1R,3S,7S,8S,10S,12S,15Z,18R)-7-hydroxy-12-[(1S,2E)-1-hydroxy-3-[(2S)-4-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]Docosa-15,19-dien-14-one 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. (1r,3s,7s,8s,10s,12s,15z,18r)-7-hydroxy-12-[(1s,2e)-1-hydroxy-3-[(2s)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]docosa-15,19-dien-14-one is found in Cacospongia mycofijiensis. Based on a literature review very few articles have been published on (1R,3S,7S,8S,10S,12S,15Z,18R)-7-hydroxy-12-[(1S,2E)-1-hydroxy-3-[(2S)-4-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]Docosa-15,19-dien-14-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112214192D          

 38 41  0  0  1  0            999 V2000
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2881    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  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  2  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  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 23 30  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 34 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
  2 37  1  0  0  0  0
 11 38  1  1  0  0  0
  7 38  1  6  0  0  0
M  END

     RDKit          3D

 78 81  0  0  0  0  0  0  0  0999 V2000
   -3.4718    3.2197   -1.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3353    2.8255   -0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8089    1.4705    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2164    1.2186   -0.0921 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1884    1.3756    1.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4173   -0.0573   -0.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7230   -1.2602   -0.3407 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6023   -1.4321    1.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3132   -2.9093    1.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3358   -3.3363    0.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6287   -2.2699   -0.2213 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5736   -2.9042   -1.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6427   -3.6285   -0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6185   -3.6910   -0.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3041   -2.7510   -1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958   -3.3290   -2.1953 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0228   -1.4243   -1.5157 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2262   -0.4000   -0.6116 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0466   -0.7410    0.6009 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4750   -1.7596    1.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4619   -0.9908    0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2153   -0.1250   -0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6530   -0.4195   -0.6450 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5738    0.4069    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9730    0.1342   -0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0733    0.3250    0.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2950   -0.2823   -1.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2729   -0.4875   -2.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6114   -0.8796   -3.5039 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9444   -0.2285   -2.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0390    0.2842   -0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0884    1.7772   -0.0978 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7666    2.3193    0.9931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6257    2.3661    1.0552 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1885    3.7441    0.8095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8122    4.2300   -0.4213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118    3.7314    0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4524   -1.4122   -0.8965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1209    4.2135   -1.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9266    2.5582   -2.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1073    0.7584   -0.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8017    1.4311    1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4736    2.0495   -0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5849    1.3940    2.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9583    0.5801    1.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7380    2.3396    1.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5286   -0.2320   -0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1377    0.0810   -1.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2996   -2.1548   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6827   -0.9632    1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5072   -1.2226    1.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8234   -3.5197    2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1102   -4.3871    0.4765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0660   -1.6658    0.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1252   -3.6871   -1.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1422   -2.2237   -1.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0358   -4.0982    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251   -4.4987   -0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8137    0.4006   -1.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9971    0.1723    1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7311   -1.6412    2.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9165   -1.9148    0.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7878    0.8285   -0.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8330   -1.4849   -0.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4008    1.5000    0.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3607    0.2031    1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6365    1.2779    0.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6345    0.4407    1.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7408   -0.5444    0.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3390   -0.4730   -1.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079   -0.0157   -0.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2729   -0.0778    0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701    2.3405   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0524    1.7611    1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8180    4.4484    1.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0084    5.1749   -0.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0840    4.7553    0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9044    3.3874    2.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 37  2  1  0
  2  1  2  3
  2  3  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 11 38  1  0
  3  4  1  0
 30 23  1  0
 38  7  1  0
 34 32  1  0
  5 44  1  0
  5 45  1  0
  5 46  1  0
  4 43  1  6
  6 47  1  0
  6 48  1  0
  7 49  1  6
  8 50  1  0
  8 51  1  0
  9 52  1  0
 10 53  1  0
 11 54  1  1
 12 55  1  0
 12 56  1  0
 13 57  1  0
 14 58  1  0
 18 59  1  6
 31 71  1  0
 31 72  1  0
 32 73  1  6
 34 74  1  1
 35 75  1  1
 36 76  1  0
 37 77  1  0
 37 78  1  0
  1 39  1  0
  1 40  1  0
  3 41  1  0
  3 42  1  0
 19 60  1  1
 20 61  1  0
 21 62  1  0
 22 63  1  0
 23 64  1  1
 24 65  1  0
 24 66  1  0
 26 67  1  0
 26 68  1  0
 26 69  1  0
 27 70  1  0
M  END


  Mrv1652309112214192D          

 38 41  0  0  1  0            999 V2000
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2881    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  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  2  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  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 23 30  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 34 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
  2 37  1  0  0  0  0
 11 38  1  1  0  0  0
  7 38  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0314293

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C[C@@H]2CC=C[C@@H](C\C=C/C(=O)O[C@@H](C[C@@H]3O[C@H]3[C@@H](O)CC(=C)C1)[C@@H](O)\C=C\[C@@H]1CC(C)=CC(=O)O1)O2

> <INCHI_IDENTIFIER>
InChI=1S/C30H40O8/c1-18-12-19(2)15-25(32)30-27(38-30)17-26(24(31)11-10-23-14-20(3)16-29(34)36-23)37-28(33)9-5-7-21-6-4-8-22(13-18)35-21/h4-6,9-11,16,18,21-27,30-32H,2,7-8,12-15,17H2,1,3H3/b9-5-,11-10+/t18-,21-,22-,23+,24-,25-,26-,27-,30-/m0/s1

> <INCHI_KEY>
NUXJLCUOWNGMFR-VJKRWVGGSA-N

> <FORMULA>
C30H40O8

> <MOLECULAR_WEIGHT>
528.642

> <EXACT_MASS>
528.272318248

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
57.26610952819835

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,7S,8S,10S,12S,15Z,18R)-7-hydroxy-12-[(1S,2E)-1-hydroxy-3-[(2S)-4-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0^{8,10}]docosa-15,19-dien-14-one

> <JCHEM_LOGP>
3.923794625666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.239558269203634

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.59995230885086

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2148740032223193

> <JCHEM_POLAR_SURFACE_AREA>
114.82000000000001

> <JCHEM_REFRACTIVITY>
144.85829999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,7S,8S,10S,12S,15Z,18R)-7-hydroxy-12-[(1S,2E)-1-hydroxy-3-[(2S)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0^{8,10}]docosa-15,19-dien-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.336   6.930   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      12.003   8.470   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.670   6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.004   6.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.338   6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      18.672   6.160   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      20.005   6.930   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.672   4.620   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.338   3.850   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      17.338   2.310   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      16.004   4.620   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      10.669   3.080   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   37                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   38                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   38                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   31                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   30                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   23                                                       
CONECT   31   18   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32   34                                                       
CONECT   34   33   32   35                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35    2                                                       
CONECT   38   11    7                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₀O₈

Average Mass

528.6420 Da

Monoisotopic Mass

528.27232 Da

IUPAC Name

Traditional Name

(1R,3S,7S,8S,10S,12S,15Z,18R)-7-hydroxy-12-[(1S,2E)-1-hydroxy-3-[(2S)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0^{8,10}]docosa-15,19-dien-14-one

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@@H]2CC=C[C@@H](C\C=C/C(=O)O[C@@H](C[C@@H]3O[C@H]3[C@@H](O)CC(=C)C1)[C@@H](O)\C=C\[C@@H]1CC(C)=CC(=O)O1)O2

InChI Identifier

InChI=1S/C30H40O8/c1-18-12-19(2)15-25(32)30-27(38-30)17-26(24(31)11-10-23-14-20(3)16-29(34)36-23)37-28(33)9-5-7-21-6-4-8-22(13-18)35-21/h4-6,9-11,16,18,21-27,30-32H,2,7-8,12-15,17H2,1,3H3/b9-5-,11-10+/t18-,21-,22-,23+,24-,25-,26-,27-,30-/m0/s1

InChI Key

NUXJLCUOWNGMFR-VJKRWVGGSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cacospongia mycofijiensis	LOTUS Database	35616633

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
Dihydropyranone
Dicarboxylic acid or derivatives
Pyran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	3.92	ChemAxon
pKa (Strongest Acidic)	13.6	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	114.82 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	144.86 m³·mol⁻¹	ChemAxon
Polarizability	57.27 Å³	ChemAxon
Number of Rings	4	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

27023102

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16757058

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3s,7s,8s,10s,12s,15z,18r)-7-hydroxy-12-[(1s,2e)-1-hydroxy-3-[(2s)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]docosa-15,19-dien-14-one (NP0314293)

MOL for NP0314293 ((1r,3s,7s,8s,10s,12s,15z,18r)-7-hydroxy-12-[(1s,2e)-1-hydroxy-3-[(2s)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]docosa-15,19-dien-14-one)

3D MOL for NP0314293 ((1r,3s,7s,8s,10s,12s,15z,18r)-7-hydroxy-12-[(1s,2e)-1-hydroxy-3-[(2s)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]docosa-15,19-dien-14-one)

3D SDF for NP0314293 ((1r,3s,7s,8s,10s,12s,15z,18r)-7-hydroxy-12-[(1s,2e)-1-hydroxy-3-[(2s)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]docosa-15,19-dien-14-one)

3D-SDF for NP0314293 ((1r,3s,7s,8s,10s,12s,15z,18r)-7-hydroxy-12-[(1s,2e)-1-hydroxy-3-[(2s)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]docosa-15,19-dien-14-one)

PDB for NP0314293 ((1r,3s,7s,8s,10s,12s,15z,18r)-7-hydroxy-12-[(1s,2e)-1-hydroxy-3-[(2s)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]docosa-15,19-dien-14-one)

3D PDB for NP0314293 ((1r,3s,7s,8s,10s,12s,15z,18r)-7-hydroxy-12-[(1s,2e)-1-hydroxy-3-[(2s)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]docosa-15,19-dien-14-one)

SMILES for NP0314293 ((1r,3s,7s,8s,10s,12s,15z,18r)-7-hydroxy-12-[(1s,2e)-1-hydroxy-3-[(2s)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]docosa-15,19-dien-14-one)

INCHI for NP0314293 ((1r,3s,7s,8s,10s,12s,15z,18r)-7-hydroxy-12-[(1s,2e)-1-hydroxy-3-[(2s)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]docosa-15,19-dien-14-one)

Structure for NP0314293 ((1r,3s,7s,8s,10s,12s,15z,18r)-7-hydroxy-12-[(1s,2e)-1-hydroxy-3-[(2s)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]docosa-15,19-dien-14-one)

3D Structure for NP0314293 ((1r,3s,7s,8s,10s,12s,15z,18r)-7-hydroxy-12-[(1s,2e)-1-hydroxy-3-[(2s)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]prop-2-en-1-yl]-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0⁸,¹⁰]docosa-15,19-dien-14-one)