NP-MRD: Showing NP-Card for Macrolactin R (NP0007282)

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Record Information

Version

2.0

Created at

2020-12-09 04:07:12 UTC

Updated at

2024-09-12 20:06:09 UTC

NP-MRD ID

NP0007282

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Macrolactin R

Provided By

NPAtlas

Description

Macrolactin R belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Macrolactin R is found in Bacillus. Macrolactin R was first documented in 2023 (PMID: 36918502). Based on a literature review very few articles have been published on Macrolactin R.

Structure

MOL SDF PDB SMILES InChI

NP0007282
  Mrv2104 05272322383D          

 84 85  0  0  0  0            999 V2000
   -4.6524    4.1263    2.6947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5208    3.8497    1.2005 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5567    2.8165    0.7364 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4722    2.5801   -0.7779 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5368    1.6131   -1.3053 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3361    0.2010   -0.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8334   -0.7710   -1.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6573   -2.1460   -1.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1772   -2.5466   -0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9410   -3.9868    0.3412 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7930   -4.2924    1.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561   -4.2759    0.6302 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9742   -3.8481    2.0248 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6702   -4.6541    2.9891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4579   -4.0551    2.1891 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6625   -2.8133    1.9038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1121   -2.6466    0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9654   -1.4924    0.6503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231   -1.3025   -0.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7431   -0.1997   -0.5835 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9430   -0.8801   -0.9566 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1470   -0.2951   -0.4564 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6649    0.5851   -1.4579 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9389    1.1469   -1.1245 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3558    2.0798   -2.2730 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6279    2.6738   -2.0101 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9972    0.0471   -0.9020 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2569    0.5724   -0.4540 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5068   -0.9308    0.1644 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4169   -2.0401    0.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1147   -1.4598   -0.1594 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6609   -2.2388    0.9638 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3751    0.8330   -1.6633 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1052    1.5887   -1.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0516    2.9011   -1.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1736    3.6253   -0.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1499    3.1951   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3760    3.9978    0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5926    5.0795   -0.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046    3.3008    0.9784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8872    4.8422    3.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4958    3.2132    3.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6370    4.5346    2.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6745    4.7876    0.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5659    3.1570    0.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3820    1.8691    1.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4781    2.2029   -1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5966    3.5407   -1.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5243    1.6449   -2.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5353    1.9535   -1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6402   -0.0186    0.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5615   -0.5558   -2.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8993   -2.8852   -1.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9142   -1.8124    0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2518   -4.6324   -0.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2426   -4.7374    2.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3278   -5.3646    0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8304   -3.8259   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2462   -2.8044    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3174   -4.4304    3.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2261   -4.3563    3.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1217   -4.8931    1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6873   -2.0471    2.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1571   -3.4194    0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0202   -0.7840    1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6894   -2.0153   -1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8696    0.3040    0.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9545    0.2616    0.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8434    1.7528   -0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4137    1.5267   -3.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6149    2.8761   -2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8209    3.2666   -2.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1868   -0.4963   -1.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4140    1.3898   -0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5117   -0.4526    1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3073   -1.6311    0.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1553   -2.1431   -1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2969   -2.9789    1.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2750    0.3401   -2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2086    1.5344   -1.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1896    1.0017   -1.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9596    3.5022   -1.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2649    4.5936   -1.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0925    2.2509    0.5076 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
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 20 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40  2  1  0  0  0  0
 31 22  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  2 44  1  6  0  0  0
  3 45  1  0  0  0  0
  3 46  1  0  0  0  0
  4 47  1  0  0  0  0
  4 48  1  0  0  0  0
  5 49  1  0  0  0  0
  5 50  1  0  0  0  0
  6 51  1  0  0  0  0
  7 52  1  0  0  0  0
  8 53  1  0  0  0  0
  9 54  1  0  0  0  0
 10 55  1  6  0  0  0
 11 56  1  0  0  0  0
 12 57  1  0  0  0  0
 12 58  1  0  0  0  0
 13 59  1  1  0  0  0
 14 60  1  0  0  0  0
 15 61  1  0  0  0  0
 15 62  1  0  0  0  0
 16 63  1  0  0  0  0
 17 64  1  0  0  0  0
 18 65  1  0  0  0  0
 19 66  1  0  0  0  0
 20 67  1  1  0  0  0
 22 68  1  1  0  0  0
 24 69  1  1  0  0  0
 25 70  1  0  0  0  0
 25 71  1  0  0  0  0
 26 72  1  0  0  0  0
 27 73  1  6  0  0  0
 28 74  1  0  0  0  0
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 31 77  1  6  0  0  0
 32 78  1  0  0  0  0
 33 79  1  0  0  0  0
 33 80  1  0  0  0  0
 34 81  1  0  0  0  0
 35 82  1  0  0  0  0
 36 83  1  0  0  0  0
 37 84  1  0  0  0  0
M  END

NP0007282
  Mrv2104 05272322383D          

 84 85  0  0  0  0            999 V2000
   -4.6524    4.1263    2.6947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5208    3.8497    1.2005 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5567    2.8165    0.7364 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4722    2.5801   -0.7779 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5368    1.6131   -1.3053 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3361    0.2010   -0.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8334   -0.7710   -1.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6573   -2.1460   -1.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1772   -2.5466   -0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9410   -3.9868    0.3412 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7930   -4.2924    1.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561   -4.2759    0.6302 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9742   -3.8481    2.0248 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6702   -4.6541    2.9891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4579   -4.0551    2.1891 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6625   -2.8133    1.9038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1121   -2.6466    0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9654   -1.4924    0.6503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231   -1.3025   -0.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7431   -0.1997   -0.5835 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9430   -0.8801   -0.9566 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1470   -0.2951   -0.4564 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6649    0.5851   -1.4579 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9389    1.1469   -1.1245 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3558    2.0798   -2.2730 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6279    2.6738   -2.0101 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9972    0.0471   -0.9020 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2569    0.5724   -0.4540 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5068   -0.9308    0.1644 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4169   -2.0401    0.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1147   -1.4598   -0.1594 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6609   -2.2388    0.9638 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3751    0.8330   -1.6633 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1052    1.5887   -1.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0516    2.9011   -1.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1736    3.6253   -0.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1499    3.1951   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3760    3.9978    0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5926    5.0795   -0.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046    3.3008    0.9784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8872    4.8422    3.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4958    3.2132    3.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6370    4.5346    2.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6745    4.7876    0.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5659    3.1570    0.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3820    1.8691    1.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4781    2.2029   -1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5966    3.5407   -1.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5243    1.6449   -2.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5353    1.9535   -1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6402   -0.0186    0.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5615   -0.5558   -2.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8993   -2.8852   -1.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9142   -1.8124    0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2518   -4.6324   -0.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2426   -4.7374    2.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3278   -5.3646    0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8304   -3.8259   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2462   -2.8044    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3174   -4.4304    3.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2261   -4.3563    3.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1217   -4.8931    1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6873   -2.0471    2.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1571   -3.4194    0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0202   -0.7840    1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6894   -2.0153   -1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8696    0.3040    0.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9545    0.2616    0.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8434    1.7528   -0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4137    1.5267   -3.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6149    2.8761   -2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8209    3.2666   -2.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1868   -0.4963   -1.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4140    1.3898   -0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5117   -0.4526    1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3073   -1.6311    0.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1553   -2.1431   -1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2969   -2.9789    1.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2750    0.3401   -2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2086    1.5344   -1.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1896    1.0017   -1.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9596    3.5022   -1.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2649    4.5936   -1.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0925    2.2509    0.5076 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
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 20 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40  2  1  0  0  0  0
 31 22  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  2 44  1  6  0  0  0
  3 45  1  0  0  0  0
  3 46  1  0  0  0  0
  4 47  1  0  0  0  0
  4 48  1  0  0  0  0
  5 49  1  0  0  0  0
  5 50  1  0  0  0  0
  6 51  1  0  0  0  0
  7 52  1  0  0  0  0
  8 53  1  0  0  0  0
  9 54  1  0  0  0  0
 10 55  1  6  0  0  0
 11 56  1  0  0  0  0
 12 57  1  0  0  0  0
 12 58  1  0  0  0  0
 13 59  1  1  0  0  0
 14 60  1  0  0  0  0
 15 61  1  0  0  0  0
 15 62  1  0  0  0  0
 16 63  1  0  0  0  0
 17 64  1  0  0  0  0
 18 65  1  0  0  0  0
 19 66  1  0  0  0  0
 20 67  1  1  0  0  0
 22 68  1  1  0  0  0
 24 69  1  1  0  0  0
 25 70  1  0  0  0  0
 25 71  1  0  0  0  0
 26 72  1  0  0  0  0
 27 73  1  6  0  0  0
 28 74  1  0  0  0  0
 29 75  1  1  0  0  0
 30 76  1  0  0  0  0
 31 77  1  6  0  0  0
 32 78  1  0  0  0  0
 33 79  1  0  0  0  0
 33 80  1  0  0  0  0
 34 81  1  0  0  0  0
 35 82  1  0  0  0  0
 36 83  1  0  0  0  0
 37 84  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007282

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(O[C@]2([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])\C2([H])[H])C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1/C30H44O10/c1-21-13-7-3-2-4-8-14-22(32)19-23(33)15-9-5-10-16-24(17-11-6-12-18-26(34)38-21)39-30-29(37)28(36)27(35)25(20-31)40-30/h2,4-6,8-12,14,16,18,21-25,27-33,35-37H,3,7,13,15,17,19-20H2,1H3/b4-2+,9-5+,11-6+,14-8+,16-10+,18-12+/t21-,22+,23+,24-,25-,27-,28+,29-,30-/s2

> <INCHI_KEY>
NDMBRILKNZCXKI-BGRAADRXNA-N

> <FORMULA>
C30H44O10

> <MOLECULAR_WEIGHT>
564.672

> <EXACT_MASS>
564.293447617

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
62.61098668652316

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3E,5E,8S,9E,11E,14S,16R,17E,19E,24R)-14,16-dihydroxy-24-methyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-2-one

> <JCHEM_LOGP>
1.7425091923333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.185680957947868

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.208443141129

> <JCHEM_PKA_STRONGEST_BASIC>
-2.749981175443426

> <JCHEM_POLAR_SURFACE_AREA>
166.14

> <JCHEM_REFRACTIVITY>
155.89240000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3E,5E,8S,9E,11E,14S,16R,17E,19E,24R)-14,16-dihydroxy-24-methyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-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: NP0007282                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0      -4.652   4.126   2.695  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.521   3.850   1.200  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.557   2.817   0.736  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.472   2.580  -0.778  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.537   1.613  -1.305  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.336   0.201  -0.832  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.833  -0.771  -1.609  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.657  -2.146  -1.203  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.177  -2.547  -0.015  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.941  -3.987   0.341  0.00  0.00           C+0
HETATM   11  O   UNK     0      -5.793  -4.292   1.438  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.456  -4.276   0.630  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.974  -3.848   2.025  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.670  -4.654   2.989  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.458  -4.055   2.189  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.663  -2.813   1.904  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.112  -2.647   0.821  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.965  -1.492   0.650  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.723  -1.303  -0.444  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.743  -0.200  -0.584  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.943  -0.880  -0.957  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.147  -0.295  -0.456  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.665   0.585  -1.458  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.939   1.147  -1.125  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.356   2.080  -2.273  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.628   2.674  -2.010  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.997   0.047  -0.902  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.257   0.572  -0.454  0.00  0.00           O+0
HETATM   29  C   UNK     0       7.507  -0.931   0.164  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.417  -2.040   0.271  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.115  -1.460  -0.159  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.661  -2.239   0.964  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.375   0.833  -1.663  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.105   1.589  -1.368  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.052   2.901  -1.090  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.174   3.625  -0.835  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.150   3.195  -0.022  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.376   3.998   0.163  0.00  0.00           C+0
HETATM   39  O   UNK     0      -2.593   5.080  -0.354  0.00  0.00           O+0
HETATM   40  O   UNK     0      -3.205   3.301   0.978  0.00  0.00           O+0
HETATM   41  H   UNK     0      -3.887   4.842   3.018  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.496   3.213   3.278  0.00  0.00           H+0
HETATM   43  H   UNK     0      -5.637   4.535   2.939  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.675   4.788   0.654  0.00  0.00           H+0
HETATM   45  H   UNK     0      -6.566   3.157   0.998  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.382   1.869   1.260  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.478   2.203  -1.050  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.597   3.541  -1.294  0.00  0.00           H+0
HETATM   49  H   UNK     0      -6.524   1.645  -2.402  0.00  0.00           H+0
HETATM   50  H   UNK     0      -7.535   1.954  -1.006  0.00  0.00           H+0
HETATM   51  H   UNK     0      -6.640  -0.019   0.192  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.561  -0.556  -2.643  0.00  0.00           H+0
HETATM   53  H   UNK     0      -5.899  -2.885  -1.963  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.914  -1.812   0.738  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.252  -4.632  -0.488  0.00  0.00           H+0
HETATM   56  H   UNK     0      -5.243  -4.737   2.116  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.328  -5.365   0.557  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.830  -3.826  -0.148  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.246  -2.804   2.222  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.317  -4.430   3.868  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.226  -4.356   3.219  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.122  -4.893   1.563  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.687  -2.047   2.677  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.157  -3.419   0.058  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.020  -0.784   1.472  0.00  0.00           H+0
HETATM   66  H   UNK     0       1.689  -2.015  -1.264  0.00  0.00           H+0
HETATM   67  H   UNK     0       2.870   0.304   0.383  0.00  0.00           H+0
HETATM   68  H   UNK     0       4.955   0.262   0.470  0.00  0.00           H+0
HETATM   69  H   UNK     0       6.843   1.753  -0.214  0.00  0.00           H+0
HETATM   70  H   UNK     0       7.414   1.527  -3.217  0.00  0.00           H+0
HETATM   71  H   UNK     0       6.615   2.876  -2.406  0.00  0.00           H+0
HETATM   72  H   UNK     0       8.821   3.267  -2.764  0.00  0.00           H+0
HETATM   73  H   UNK     0       8.187  -0.496  -1.836  0.00  0.00           H+0
HETATM   74  H   UNK     0       9.414   1.390  -0.978  0.00  0.00           H+0
HETATM   75  H   UNK     0       7.512  -0.453   1.153  0.00  0.00           H+0
HETATM   76  H   UNK     0       9.307  -1.631   0.321  0.00  0.00           H+0
HETATM   77  H   UNK     0       6.155  -2.143  -1.016  0.00  0.00           H+0
HETATM   78  H   UNK     0       6.297  -2.979   1.021  0.00  0.00           H+0
HETATM   79  H   UNK     0       2.275   0.340  -2.638  0.00  0.00           H+0
HETATM   80  H   UNK     0       3.209   1.534  -1.785  0.00  0.00           H+0
HETATM   81  H   UNK     0       0.190   1.002  -1.412  0.00  0.00           H+0
HETATM   82  H   UNK     0       1.960   3.502  -1.096  0.00  0.00           H+0
HETATM   83  H   UNK     0      -0.265   4.594  -1.329  0.00  0.00           H+0
HETATM   84  H   UNK     0      -1.093   2.251   0.508  0.00  0.00           H+0
CONECT    1    2   41   42   43                                             
CONECT    2    1    3   40   44                                             
CONECT    3    2    4   45   46                                             
CONECT    4    3    5   47   48                                             
CONECT    5    4    6   49   50                                             
CONECT    6    5    7   51                                                  
CONECT    7    6    8   52                                                  
CONECT    8    7    9   53                                                  
CONECT    9    8   10   54                                                  
CONECT   10    9   11   12   55                                             
CONECT   11   10   56                                                       
CONECT   12   10   13   57   58                                             
CONECT   13   12   14   15   59                                             
CONECT   14   13   60                                                       
CONECT   15   13   16   61   62                                             
CONECT   16   15   17   63                                                  
CONECT   17   16   18   64                                                  
CONECT   18   17   19   65                                                  
CONECT   19   18   20   66                                                  
CONECT   20   19   21   33   67                                             
CONECT   21   20   22                                                       
CONECT   22   21   23   31   68                                             
CONECT   23   22   24                                                       
CONECT   24   23   25   27   69                                             
CONECT   25   24   26   70   71                                             
CONECT   26   25   72                                                       
CONECT   27   24   28   29   73                                             
CONECT   28   27   74                                                       
CONECT   29   27   30   31   75                                             
CONECT   30   29   76                                                       
CONECT   31   29   32   22   77                                             
CONECT   32   31   78                                                       
CONECT   33   20   34   79   80                                             
CONECT   34   33   35   81                                                  
CONECT   35   34   36   82                                                  
CONECT   36   35   37   83                                                  
CONECT   37   36   38   84                                                  
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38    2                                                       
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    2                                                            
CONECT   45    3                                                            
CONECT   46    3                                                            
CONECT   47    4                                                            
CONECT   48    4                                                            
CONECT   49    5                                                            
CONECT   50    5                                                            
CONECT   51    6                                                            
CONECT   52    7                                                            
CONECT   53    8                                                            
CONECT   54    9                                                            
CONECT   55   10                                                            
CONECT   56   11                                                            
CONECT   57   12                                                            
CONECT   58   12                                                            
CONECT   59   13                                                            
CONECT   60   14                                                            
CONECT   61   15                                                            
CONECT   62   15                                                            
CONECT   63   16                                                            
CONECT   64   17                                                            
CONECT   65   18                                                            
CONECT   66   19                                                            
CONECT   67   20                                                            
CONECT   68   22                                                            
CONECT   69   24                                                            
CONECT   70   25                                                            
CONECT   71   25                                                            
CONECT   72   26                                                            
CONECT   73   27                                                            
CONECT   74   28                                                            
CONECT   75   29                                                            
CONECT   76   30                                                            
CONECT   77   31                                                            
CONECT   78   32                                                            
CONECT   79   33                                                            
CONECT   80   33                                                            
CONECT   81   34                                                            
CONECT   82   35                                                            
CONECT   83   36                                                            
CONECT   84   37                                                            
MASTER        0    0    0    0    0    0    0    0   84    0  170    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₄O₁₀

Average Mass

564.6720 Da

Monoisotopic Mass

564.29345 Da

IUPAC Name

(3E,5E,8S,9E,11E,14S,16R,17E,19E,24R)-14,16-dihydroxy-24-methyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-2-one

Traditional Name

(3E,5E,8S,9E,11E,14S,16R,17E,19E,24R)-14,16-dihydroxy-24-methyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-2-one

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(O[C@]2([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])\C2([H])[H])C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1/C30H44O10/c1-21-13-7-3-2-4-8-14-22(32)19-23(33)15-9-5-10-16-24(17-11-6-12-18-26(34)38-21)39-30-29(37)28(36)27(35)25(20-31)40-30/h2,4-6,8-12,14,16,18,21-25,27-33,35-37H,3,7,13,15,17,19-20H2,1H3/b4-2+,9-5+,11-6+,14-8+,16-10+,18-12+/t21-,22+,23+,24-,25-,27-,28+,29-,30-/s2

InChI Key

NDMBRILKNZCXKI-BGRAADRXNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bacillus	NPAtlas	17887720

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. These are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Fatty alcohol ester
Alkyl glycoside
Fatty alcohol
Fatty acid ester
Oxane
Monosaccharide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	1.74	ChemAxon
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	166.14 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	155.89 m³·mol⁻¹	ChemAxon
Polarizability	62.61 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

NPAtlas ID

NPA001093

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ni J, Yu L, Li F, Li Y, Zhang M, Deng Y, Liu X: Macrolactin R from Bacillus siamensis and its antifungal activity against Botrytis cinerea. World J Microbiol Biotechnol. 2023 Mar 15;39(5):117. doi: 10.1007/s11274-023-03563-x. [PubMed:36918502 ]

Showing NP-Card for Macrolactin R (NP0007282)

MOL for NP0007282 (Macrolactin R)

3D MOL for NP0007282 (Macrolactin R)

3D SDF for NP0007282 (Macrolactin R)

3D-SDF for NP0007282 (Macrolactin R)

PDB for NP0007282 (Macrolactin R)

3D PDB for NP0007282 (Macrolactin R)

SMILES for NP0007282 (Macrolactin R)

INCHI for NP0007282 (Macrolactin R)

Structure for NP0007282 (Macrolactin R)

3D Structure for NP0007282 (Macrolactin R)