NP-MRD: Showing NP-Card for 4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione (NP0154949)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 11:56:06 UTC

Updated at

2022-09-02 11:56:06 UTC

NP-MRD ID

NP0154949

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione

Description

4,8-Dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione 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. 4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione is found in Sorangium cellulosum. 4,8-Dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191515272D          

 36 37  0  0  0  0            999 V2000
    7.1447    8.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    8.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    8.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    7.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    7.1786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    8.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    8.4161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    8.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    9.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    9.6536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    9.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7565   10.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8171   10.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    9.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4862    8.5736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    9.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   10.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    9.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    8.4161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    9.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   10.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    9.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    5.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9543    4.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993    3.4340    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8743    3.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3894    2.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6194    4.2187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    5.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
  2 27  1  0  0  0  0
  9 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  4  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 30 35  1  0  0  0  0
 28 36  1  0  0  0  0
M  END

     RDKit          3D

 81 82  0  0  0  0  0  0  0  0999 V2000
    4.5231    0.5267   -2.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3284    0.0834   -1.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4217   -0.4849   -0.3899 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7081   -0.7775    0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7289   -1.3769   -0.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9596   -1.4597    0.7477 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.1133   -0.7386    2.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5955   -0.4691    3.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9390   -0.4726    1.5002 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0157    0.3753   -2.2079 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9182    1.9075   -2.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    2.4533   -0.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4187    3.4708   -0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3688    4.2292   -1.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9968    3.6801   -0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0358    2.8807    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4950    2.5447    0.7772 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1966    3.9088    0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0035    1.6414   -0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1514    0.7771    0.0234 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9694    1.1920    1.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9098   -0.6938    0.0847 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9953   -1.2810   -1.1981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6970   -1.1937    0.7495 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7564   -1.1641    2.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5202   -2.6273    0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5323   -3.2461    0.0603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2660   -3.3830    0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2250   -4.1597    1.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3579   -4.4511   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0087   -2.6145    0.2173 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0198   -3.3949    0.8060 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4408   -2.4405   -1.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0364   -1.0996   -1.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1081   -1.0555   -2.2689 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9038   -0.0687   -1.5486 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3146    1.4367   -2.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7033   -0.2682   -3.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4335    0.6353   -1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261   -0.7702    0.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7235   -1.7154   -1.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1192   -1.1848    4.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6974   -0.6402    3.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4296    0.5956    3.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1599    0.0606   -3.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8616    2.1701   -2.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5567    2.3448   -3.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8440    1.9817   -0.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6457    3.7844    0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5735    4.2024   -2.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4196    5.3245   -0.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6957    4.5482   -0.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3479    3.0397   -1.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4434    1.9572    0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6441    3.5015    1.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4467    2.1119    1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4831    4.6925    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0414    3.9448    1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5991    4.0850   -0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1505    0.9911   -0.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1819    2.3102   -1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8768    0.8870   -0.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5054    0.2980    1.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8123    1.8873    0.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4317    1.6586    2.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7932   -1.1444    0.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9261   -0.6280   -1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7683   -0.6755    0.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4228   -1.9893    2.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7105   -1.2920    2.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334   -0.2390    2.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8459   -3.5269    2.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2100   -4.5930    1.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4984   -4.9910    1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8245   -4.1036   -1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0490   -5.2505   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3974   -4.9865   -0.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0292   -1.6478    0.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3265   -4.0753    0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5512   -2.5254   -1.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0181   -3.2203   -1.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  1  0
 10 36  1  0
 36 34  1  0
 34 35  2  0
 34 33  1  0
 33 31  1  0
 31 32  1  0
 31 28  1  0
 28 29  1  0
 28 30  1  0
 28 26  1  0
 26 27  2  0
 26 24  1  0
 24 25  1  0
 24 22  1  0
 22 23  1  0
 22 20  1  0
 20 21  1  0
 20 19  1  0
 10  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
 19 17  1  0
  9  4  1  0
 18 57  1  0
 18 58  1  0
 18 59  1  0
 17 56  1  1
 16 54  1  0
 16 55  1  0
 15 52  1  0
 15 53  1  0
 14 50  1  0
 14 51  1  0
 13 49  1  0
 12 48  1  0
 11 46  1  0
 11 47  1  0
 10 45  1  6
 33 80  1  0
 33 81  1  0
 31 78  1  1
 32 79  1  0
 29 72  1  0
 29 73  1  0
 29 74  1  0
 30 75  1  0
 30 76  1  0
 30 77  1  0
 24 68  1  6
 25 69  1  0
 25 70  1  0
 25 71  1  0
 22 66  1  1
 23 67  1  0
 20 62  1  6
 21 63  1  0
 21 64  1  0
 21 65  1  0
 19 60  1  0
 19 61  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  5 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
M  END


  Mrv1533004191515272D          

 36 37  0  0  0  0            999 V2000
    7.1447    8.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    8.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    8.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    7.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    7.1786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    8.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    8.4161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    8.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    9.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    9.6536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    9.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7565   10.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8171   10.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    9.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4862    8.5736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    9.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   10.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    9.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    8.4161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    9.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   10.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    9.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    5.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9543    4.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993    3.4340    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8743    3.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3894    2.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6194    4.2187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    5.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
  2 27  1  0  0  0  0
  9 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  4  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 30 35  1  0  0  0  0
 28 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0154949

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCCC=CCC(OC(=O)CC(O)C(C)(C)C(=O)C(C)C(O)C(C)C1)C(C)=CC1=CSC(C)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C29H45NO5S/c1-18-12-10-8-9-11-13-24(19(2)15-23-17-36-22(5)30-23)35-26(32)16-25(31)29(6,7)28(34)21(4)27(33)20(3)14-18/h9,11,15,17-18,20-21,24-25,27,31,33H,8,10,12-14,16H2,1-7H3

> <INCHI_KEY>
ZRXGTLZTTTXSFQ-UHFFFAOYSA-N

> <FORMULA>
C29H45NO5S

> <MOLECULAR_WEIGHT>
519.74

> <EXACT_MASS>
519.301844727

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
59.172397691265076

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione

> <ALOGPS_LOGP>
5.50

> <JCHEM_LOGP>
6.029104427333333

> <ALOGPS_LOGS>
-5.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.72726843012692

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.086741223022326

> <JCHEM_PKA_STRONGEST_BASIC>
2.726300048024028

> <JCHEM_POLAR_SURFACE_AREA>
96.72

> <JCHEM_REFRACTIVITY>
145.5117

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      13.337  14.940   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.670  15.710   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.004  14.940   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.004  13.400   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.670  12.630   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337  13.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003  12.630   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669  13.400   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  12.630   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.002  13.400   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.002  14.940   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.336  15.710   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.668  15.710   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  17.250   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.335  18.020   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.002  18.020   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.012  19.200   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.992  19.200   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336  17.250   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.241  16.004   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.669  18.020   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.669  19.560   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.003  17.250   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      12.003  15.710   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      13.337  18.020   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.337  19.560   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.670  17.250   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.336  11.090   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.002  10.320   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.002   8.780   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.248   7.875   0.000  0.00  0.00           C+0
HETATM   32  S   UNK     0       8.772   6.410   0.000  0.00  0.00           S+0
HETATM   33  C   UNK     0       7.232   6.410   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.327   5.164   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0       6.756   7.875   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0      10.669  10.320   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   27                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   28                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    2                                                       
CONECT   28    9   29   36                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   30                                                       
CONECT   36   28                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₅NO₅S

Average Mass

519.7400 Da

Monoisotopic Mass

519.30184 Da

IUPAC Name

4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione

Traditional Name

4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione

CAS Registry Number

Not Available

SMILES

CC1CCCC=CCC(OC(=O)CC(O)C(C)(C)C(=O)C(C)C(O)C(C)C1)C(C)=CC1=CSC(C)=N1

InChI Identifier

InChI=1S/C29H45NO5S/c1-18-12-10-8-9-11-13-24(19(2)15-23-17-36-22(5)30-23)35-26(32)16-25(31)29(6,7)28(34)21(4)27(33)20(3)14-18/h9,11,15,17-18,20-21,24-25,27,31,33H,8,10,12-14,16H2,1-7H3

InChI Key

ZRXGTLZTTTXSFQ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Sorangium cellulosum	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
2,4-disubstituted 1,3-thiazole
Azole
Heteroaromatic compound
Thiazole
Carboxylic acid ester
Ketone
Lactone
Secondary alcohol
Cyclic ketone
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	5.5	ALOGPS
logP	6.03	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	14.09	ChemAxon
pKa (Strongest Basic)	2.73	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.72 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	145.51 m³·mol⁻¹	ChemAxon
Polarizability	59.17 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85407320

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione (NP0154949)

MOL for NP0154949 (4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione)

3D MOL for NP0154949 (4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione)

3D SDF for NP0154949 (4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione)

3D-SDF for NP0154949 (4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione)

PDB for NP0154949 (4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione)

3D PDB for NP0154949 (4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione)

SMILES for NP0154949 (4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione)

INCHI for NP0154949 (4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione)

Structure for NP0154949 (4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione)

3D Structure for NP0154949 (4,8-dihydroxy-5,5,7,9,11-pentamethyl-18-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclooctadec-15-ene-2,6-dione)