NP-MRD: Showing NP-Card for Macrolactin I (NP0003708)

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Record Information

Version

2.0

Created at

2020-12-09 00:53:04 UTC

Updated at

2024-09-12 20:22:54 UTC

NP-MRD ID

NP0003708

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Macrolactin I

Provided By

NPAtlas

Description

Macrolactin I is found in Bacillus sp. PP19-H3. Based on a literature review very few articles have been published on (3Z,5Z,9Z,11Z,17Z,19Z)-8,14,16-trihydroxy-24-methyl-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-2-one.

Structure

MOL SDF PDB SMILES InChI

NP0003708
  Mrv2104 05272322553D          

 63 63  0  0  0  0            999 V2000
    6.1811   -0.1640   -0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6811    0.0326   -0.4432 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1681   -0.6172    0.8528 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4254   -2.1210    0.9983 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9065   -3.0055   -0.1396 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4148   -2.9568   -0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6007   -3.9782   -0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1709   -4.0143   -0.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6559   -2.9609   -0.1328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -3.0323   -0.3399 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4414   -2.2986   -1.5184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8871   -2.4596    0.8699 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4177   -2.4132    0.7370 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9380   -2.1385    2.0501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0101   -1.3939   -0.2631 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3507   -0.0437   -0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8168    1.0518    0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0370    2.2667    0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5258    2.8800   -0.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5242    4.0031   -0.6394 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2287    5.2352   -0.7701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5875    4.0489    0.5861 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2092    4.5497    0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8305    3.7160    0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1649    4.1540   -0.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2199    3.3715   -0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2119    1.8935   -0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2519    1.1947   -0.9165 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4716    1.4618   -0.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5244    0.3984   -1.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7437    0.2192    0.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4401   -1.2157   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1593   -0.3695   -1.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0930   -0.4269    0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6219   -0.1023    1.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5036   -2.2911    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9767   -2.4548    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2247   -4.0368    0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3815   -2.7285   -1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0099   -2.0445   -0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0238   -4.8955    0.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2350   -5.0020   -0.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2586   -1.9745    0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4669   -4.0662   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7531   -2.5128   -2.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6355   -3.0636    1.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5166   -1.4538    1.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7833   -3.4124    0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9056   -2.0828    1.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9304   -1.7890   -1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0836   -1.2752   -0.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3912    0.0040   -0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7409    1.0222    0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8390    2.6342    1.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7707    2.4965   -1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204    3.8850   -1.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9946    5.1897   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986    4.7020    1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4797    3.0505    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1008    5.6230    0.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6663    2.6469    0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3262    5.2313   -0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1840    3.8331   -0.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29  2  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  2 33  1  0  0  0  0
  3 34  1  0  0  0  0
  3 35  1  0  0  0  0
  4 36  1  0  0  0  0
  4 37  1  0  0  0  0
  5 38  1  0  0  0  0
  5 39  1  0  0  0  0
  6 40  1  0  0  0  0
  7 41  1  0  0  0  0
  8 42  1  0  0  0  0
  9 43  1  0  0  0  0
 10 44  1  0  0  0  0
 11 45  1  0  0  0  0
 12 46  1  0  0  0  0
 12 47  1  0  0  0  0
 13 48  1  0  0  0  0
 14 49  1  0  0  0  0
 15 50  1  0  0  0  0
 15 51  1  0  0  0  0
 16 52  1  0  0  0  0
 17 53  1  0  0  0  0
 18 54  1  0  0  0  0
 19 55  1  0  0  0  0
 20 56  1  0  0  0  0
 21 57  1  0  0  0  0
 22 58  1  0  0  0  0
 22 59  1  0  0  0  0
 23 60  1  0  0  0  0
 24 61  1  0  0  0  0
 25 62  1  0  0  0  0
 26 63  1  0  0  0  0
M  END

NP0003708
  Mrv2104 05272322553D          

 63 63  0  0  0  0            999 V2000
    6.1811   -0.1640   -0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6811    0.0326   -0.4432 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1681   -0.6172    0.8528 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4254   -2.1210    0.9983 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9065   -3.0055   -0.1396 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4148   -2.9568   -0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6007   -3.9782   -0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1709   -4.0143   -0.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6559   -2.9609   -0.1328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -3.0323   -0.3399 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4414   -2.2986   -1.5184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8871   -2.4596    0.8699 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4177   -2.4132    0.7370 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9380   -2.1385    2.0501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0101   -1.3939   -0.2631 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3507   -0.0437   -0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8168    1.0518    0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0370    2.2667    0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5258    2.8800   -0.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5242    4.0031   -0.6394 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2287    5.2352   -0.7701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5875    4.0489    0.5861 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2092    4.5497    0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8305    3.7160    0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1649    4.1540   -0.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2199    3.3715   -0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2119    1.8935   -0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2519    1.1947   -0.9165 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4716    1.4618   -0.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5244    0.3984   -1.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7437    0.2192    0.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4401   -1.2157   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1593   -0.3695   -1.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0930   -0.4269    0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6219   -0.1023    1.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5036   -2.2911    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9767   -2.4548    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2247   -4.0368    0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3815   -2.7285   -1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0099   -2.0445   -0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0238   -4.8955    0.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2350   -5.0020   -0.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2586   -1.9745    0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4669   -4.0662   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7531   -2.5128   -2.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6355   -3.0636    1.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5166   -1.4538    1.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7833   -3.4124    0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9056   -2.0828    1.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9304   -1.7890   -1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0836   -1.2752   -0.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3912    0.0040   -0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7409    1.0222    0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8390    2.6342    1.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7707    2.4965   -1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204    3.8850   -1.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9946    5.1897   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986    4.7020    1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4797    3.0505    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1008    5.6230    0.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6663    2.6469    0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3262    5.2313   -0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1840    3.8331   -0.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
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 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29  2  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  2 33  1  0  0  0  0
  3 34  1  0  0  0  0
  3 35  1  0  0  0  0
  4 36  1  0  0  0  0
  4 37  1  0  0  0  0
  5 38  1  0  0  0  0
  5 39  1  0  0  0  0
  6 40  1  0  0  0  0
  7 41  1  0  0  0  0
  8 42  1  0  0  0  0
  9 43  1  0  0  0  0
 10 44  1  0  0  0  0
 11 45  1  0  0  0  0
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 13 48  1  0  0  0  0
 14 49  1  0  0  0  0
 15 50  1  0  0  0  0
 15 51  1  0  0  0  0
 16 52  1  0  0  0  0
 17 53  1  0  0  0  0
 18 54  1  0  0  0  0
 19 55  1  0  0  0  0
 20 56  1  0  0  0  0
 21 57  1  0  0  0  0
 22 58  1  0  0  0  0
 22 59  1  0  0  0  0
 23 60  1  0  0  0  0
 24 61  1  0  0  0  0
 25 62  1  0  0  0  0
 26 63  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003708

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])\C([H])=C(/[H])\C(\[H])=C([H])\C([H])([H])[C@]([H])(O[H])C([H])([H])[C@@]([H])(O[H])\C([H])=C(/[H])\C(\[H])=C([H])\C([H])([H])C([H])([H])C([H])([H])[C@@]([H])(OC(=O)\C([H])=C(\[H])/C(/[H])=C([H])/C1([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1/C24H34O5/c1-20-13-7-3-2-4-8-16-22(26)19-23(27)17-11-5-9-14-21(25)15-10-6-12-18-24(28)29-20/h2,4-6,8-12,14,16,18,20-23,25-27H,3,7,13,15,17,19H2,1H3/b4-2+,10-6+,11-5+,14-9+,16-8+,18-12-/t20-,21+,22-,23-/s2

> <INCHI_KEY>
XXDIJWSZFWZBRM-CMQZVCBLNA-N

> <FORMULA>
C24H34O5

> <MOLECULAR_WEIGHT>
402.531

> <EXACT_MASS>
402.240624195

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
46.45984477673443

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z,5E,8S,9E,11E,14S,16R,17E,19E,24S)-8,14,16-trihydroxy-24-methyl-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-2-one

> <JCHEM_LOGP>
3.5133448379999987

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.386664363309029

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.629219062823093

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5775923958996727

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
123.47909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3Z,5E,8S,9E,11E,14S,16R,17E,19E,24S)-8,14,16-trihydroxy-24-methyl-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0003708                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       6.181  -0.164  -0.643  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.681   0.033  -0.443  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.168  -0.617   0.853  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.425  -2.121   0.998  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.906  -3.006  -0.140  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.415  -2.957  -0.318  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.601  -3.978  -0.006  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.171  -4.014  -0.222  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.656  -2.961  -0.133  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.144  -3.032  -0.340  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.441  -2.299  -1.518  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.887  -2.460   0.870  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.418  -2.413   0.737  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.938  -2.139   2.050  0.00  0.00           O+0
HETATM   15  C   UNK     0      -5.010  -1.394  -0.263  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.351  -0.044  -0.237  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.817   1.052   0.382  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.037   2.267   0.447  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.526   2.880  -0.634  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.524   4.003  -0.639  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.229   5.235  -0.770  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.587   4.049   0.586  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.209   4.550   0.227  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.831   3.716   0.064  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.165   4.154  -0.270  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.220   3.372  -0.547  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.212   1.894  -0.643  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.252   1.195  -0.917  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.472   1.462  -0.379  0.00  0.00           O+0
HETATM   30  H   UNK     0       6.524   0.398  -1.518  0.00  0.00           H+0
HETATM   31  H   UNK     0       6.744   0.219   0.216  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.440  -1.216  -0.792  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.159  -0.370  -1.320  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.093  -0.427   0.956  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.622  -0.102   1.710  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.504  -2.291   1.106  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.977  -2.455   1.943  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.225  -4.037   0.060  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.381  -2.728  -1.087  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.010  -2.045  -0.753  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.024  -4.896   0.401  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.235  -5.002  -0.435  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.259  -1.974   0.101  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.467  -4.066  -0.508  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.753  -2.513  -2.173  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.636  -3.064   1.754  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.517  -1.454   1.108  0.00  0.00           H+0
HETATM   48  H   UNK     0      -4.783  -3.412   0.472  0.00  0.00           H+0
HETATM   49  H   UNK     0      -5.906  -2.083   1.978  0.00  0.00           H+0
HETATM   50  H   UNK     0      -4.930  -1.789  -1.282  0.00  0.00           H+0
HETATM   51  H   UNK     0      -6.084  -1.275  -0.068  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.391   0.004  -0.752  0.00  0.00           H+0
HETATM   53  H   UNK     0      -5.741   1.022   0.952  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.839   2.634   1.451  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.771   2.497  -1.624  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.920   3.885  -1.548  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.995   5.190  -0.173  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.999   4.702   1.365  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.480   3.050   1.029  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.101   5.623   0.091  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.666   2.647   0.190  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.326   5.231  -0.268  0.00  0.00           H+0
HETATM   63  H   UNK     0       4.184   3.833  -0.736  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    1    3   29   33                                             
CONECT    3    2    4   34   35                                             
CONECT    4    3    5   36   37                                             
CONECT    5    4    6   38   39                                             
CONECT    6    5    7   40                                                  
CONECT    7    6    8   41                                                  
CONECT    8    7    9   42                                                  
CONECT    9    8   10   43                                                  
CONECT   10    9   11   12   44                                             
CONECT   11   10   45                                                       
CONECT   12   10   13   46   47                                             
CONECT   13   12   14   15   48                                             
CONECT   14   13   49                                                       
CONECT   15   13   16   50   51                                             
CONECT   16   15   17   52                                                  
CONECT   17   16   18   53                                                  
CONECT   18   17   19   54                                                  
CONECT   19   18   20   55                                                  
CONECT   20   19   21   22   56                                             
CONECT   21   20   57                                                       
CONECT   22   20   23   58   59                                             
CONECT   23   22   24   60                                                  
CONECT   24   23   25   61                                                  
CONECT   25   24   26   62                                                  
CONECT   26   25   27   63                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27    2                                                       
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    2                                                            
CONECT   34    3                                                            
CONECT   35    3                                                            
CONECT   36    4                                                            
CONECT   37    4                                                            
CONECT   38    5                                                            
CONECT   39    5                                                            
CONECT   40    6                                                            
CONECT   41    7                                                            
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44   10                                                            
CONECT   45   11                                                            
CONECT   46   12                                                            
CONECT   47   12                                                            
CONECT   48   13                                                            
CONECT   49   14                                                            
CONECT   50   15                                                            
CONECT   51   15                                                            
CONECT   52   16                                                            
CONECT   53   17                                                            
CONECT   54   18                                                            
CONECT   55   19                                                            
CONECT   56   20                                                            
CONECT   57   21                                                            
CONECT   58   22                                                            
CONECT   59   22                                                            
CONECT   60   23                                                            
CONECT   61   24                                                            
CONECT   62   25                                                            
CONECT   63   26                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  126    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₄O₅

Average Mass

402.5310 Da

Monoisotopic Mass

402.24062 Da

IUPAC Name

(3Z,5E,8S,9E,11E,14S,16R,17E,19E,24S)-8,14,16-trihydroxy-24-methyl-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-2-one

Traditional Name

(3Z,5E,8S,9E,11E,14S,16R,17E,19E,24S)-8,14,16-trihydroxy-24-methyl-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-2-one

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])\C([H])=C(/[H])\C(\[H])=C([H])\C([H])([H])[C@]([H])(O[H])C([H])([H])[C@@]([H])(O[H])\C([H])=C(/[H])\C(\[H])=C([H])\C([H])([H])C([H])([H])C([H])([H])[C@@]([H])(OC(=O)\C([H])=C(\[H])/C(/[H])=C([H])/C1([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1/C24H34O5/c1-20-13-7-3-2-4-8-16-22(26)19-23(27)17-11-5-9-14-21(25)15-10-6-12-18-24(28)29-20/h2,4-6,8-12,14,16,18,20-23,25-27H,3,7,13,15,17,19H2,1H3/b4-2+,10-6+,11-5+,14-9+,16-8+,18-12-/t20-,21+,22-,23-/s2

InChI Key

XXDIJWSZFWZBRM-CMQZVCBLNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bacillus sp. PP19-H3	NPAtlas	11426657

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	3.51	ChemAxon
pKa (Strongest Acidic)	14.63	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	123.48 m³·mol⁻¹	ChemAxon
Polarizability	46.46 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA003342

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

101716360

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Macrolactin I (NP0003708)

MOL for NP0003708 (Macrolactin I)

3D MOL for NP0003708 (Macrolactin I)

3D SDF for NP0003708 (Macrolactin I)

3D-SDF for NP0003708 (Macrolactin I)

PDB for NP0003708 (Macrolactin I)

3D PDB for NP0003708 (Macrolactin I)

SMILES for NP0003708 (Macrolactin I)

INCHI for NP0003708 (Macrolactin I)

Structure for NP0003708 (Macrolactin I)

3D Structure for NP0003708 (Macrolactin I)