NP-MRD: Showing NP-Card for 13,17-epoxy-16-hydroxy macrolactin A (NP0010500)

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Record Information

Version

2.0

Created at

2021-01-05 19:59:58 UTC

Updated at

2024-09-12 19:49:54 UTC

NP-MRD ID

NP0010500

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13,17-epoxy-16-hydroxy macrolactin A

Provided By

NPAtlas

Description

13,17-Epoxy-16-hydroxy macrolactin A 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. 13,17-epoxy-16-hydroxy macrolactin A is found in Bacillus. Based on a literature review very few articles have been published on 13,17-epoxy-16-hydroxy macrolactin A.

Structure

MOL SDF PDB SMILES InChI

NP0010500
  Mrv2104 05272322223D          

 64 65  0  0  0  0            999 V2000
    2.1039   -2.0829   -3.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0036   -1.9237   -2.1879 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1964   -1.8593   -0.8833 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6980   -3.2373   -0.4376 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6905   -3.1726    0.7147 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6428   -2.6456    0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3642   -1.7298    0.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6931   -1.2021    0.4548 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6793    0.2084    0.7265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8758    0.7483    1.3034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7865    2.2833    1.2473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0103    2.8569    2.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7076    3.1748    2.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7430    2.9696    1.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5469    3.3170    1.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5933    3.0891    0.4774 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2498    4.3427    0.2871 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5821    1.9928    0.9262 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7365    1.6561    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0024    2.1738   -1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1730    1.8427   -1.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6295    0.6248   -2.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014   -0.6637   -1.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6315   -1.5869   -1.4724 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7060   -0.6773   -2.3602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0888    0.2436    0.5247 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1993   -1.2769    0.6181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5536   -1.8044   -0.6722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8923   -1.9437    1.0831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9379   -3.3292    0.7185 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947   -1.2514   -3.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5426   -3.0208   -3.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060   -2.0668   -4.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7051   -2.7661   -2.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220   -1.4370   -0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3627   -1.1569   -1.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625   -3.8307   -0.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2500   -3.7793   -1.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0986   -2.5755    1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5376   -4.1889    1.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0463   -3.0674   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9912   -1.3220    1.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7379   -1.3118   -0.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9408    0.4249    2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3552    2.6076    0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7910    2.7224    1.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5998    3.0481    3.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3283    3.6053    3.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0782    2.4890    0.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8876    3.7893    2.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1315    2.8117   -0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9622    4.4041    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0247    2.2847    1.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0257    1.0633    1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4208    0.9164    0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3677    2.9483   -1.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    2.7087   -2.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5656    0.5233   -2.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0101    0.6936    0.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0065    0.5502   -0.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0054   -1.5679    1.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4094   -1.4096   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8273   -1.8888    2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3416   -3.3386   -0.1737 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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 10 26  1  0  0  0  0
 26 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
 25  2  1  0  0  0  0
 29  8  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  2 34  1  1  0  0  0
  3 35  1  0  0  0  0
  3 36  1  0  0  0  0
  4 37  1  0  0  0  0
  4 38  1  0  0  0  0
  5 39  1  0  0  0  0
  5 40  1  0  0  0  0
  6 41  1  0  0  0  0
  7 42  1  0  0  0  0
  8 43  1  6  0  0  0
 10 44  1  1  0  0  0
 11 45  1  0  0  0  0
 11 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
 16 51  1  6  0  0  0
 17 52  1  0  0  0  0
 18 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
 26 59  1  0  0  0  0
 26 60  1  0  0  0  0
 27 61  1  1  0  0  0
 28 62  1  0  0  0  0
 29 63  1  1  0  0  0
 30 64  1  0  0  0  0
M  END

NP0010500
  Mrv2104 05272322223D          

 64 65  0  0  0  0            999 V2000
    2.1039   -2.0829   -3.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0036   -1.9237   -2.1879 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1964   -1.8593   -0.8833 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6980   -3.2373   -0.4376 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6905   -3.1726    0.7147 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6428   -2.6456    0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3642   -1.7298    0.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6931   -1.2021    0.4548 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6793    0.2084    0.7265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8758    0.7483    1.3034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7865    2.2833    1.2473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0103    2.8569    2.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7076    3.1748    2.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7430    2.9696    1.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5469    3.3170    1.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5933    3.0891    0.4774 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2498    4.3427    0.2871 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5821    1.9928    0.9262 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7365    1.6561    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0024    2.1738   -1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1730    1.8427   -1.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6295    0.6248   -2.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014   -0.6637   -1.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6315   -1.5869   -1.4724 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7060   -0.6773   -2.3602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0888    0.2436    0.5247 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1993   -1.2769    0.6181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5536   -1.8044   -0.6722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8923   -1.9437    1.0831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9379   -3.3292    0.7185 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947   -1.2514   -3.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5426   -3.0208   -3.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060   -2.0668   -4.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7051   -2.7661   -2.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220   -1.4370   -0.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3627   -1.1569   -1.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625   -3.8307   -0.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2500   -3.7793   -1.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0986   -2.5755    1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5376   -4.1889    1.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0463   -3.0674   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9912   -1.3220    1.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7379   -1.3118   -0.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9408    0.4249    2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3552    2.6076    0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7910    2.7224    1.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5998    3.0481    3.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3283    3.6053    3.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0782    2.4890    0.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8876    3.7893    2.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1315    2.8117   -0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9622    4.4041    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0247    2.2847    1.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0257    1.0633    1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4208    0.9164    0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3677    2.9483   -1.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    2.7087   -2.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5656    0.5233   -2.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0101    0.6936    0.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0065    0.5502   -0.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0054   -1.5679    1.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4094   -1.4096   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8273   -1.8888    2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3416   -3.3386   -0.1737 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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 10 26  1  0  0  0  0
 26 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
 25  2  1  0  0  0  0
 29  8  1  0  0  0  0
  1 31  1  0  0  0  0
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  1 33  1  0  0  0  0
  2 34  1  1  0  0  0
  3 35  1  0  0  0  0
  3 36  1  0  0  0  0
  4 37  1  0  0  0  0
  4 38  1  0  0  0  0
  5 39  1  0  0  0  0
  5 40  1  0  0  0  0
  6 41  1  0  0  0  0
  7 42  1  0  0  0  0
  8 43  1  6  0  0  0
 10 44  1  1  0  0  0
 11 45  1  0  0  0  0
 11 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
 16 51  1  6  0  0  0
 17 52  1  0  0  0  0
 18 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
 26 59  1  0  0  0  0
 26 60  1  0  0  0  0
 27 61  1  1  0  0  0
 28 62  1  0  0  0  0
 29 63  1  1  0  0  0
 30 64  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0010500

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1/C24H34O6/c1-18-11-5-2-9-15-22-24(28)21(26)17-20(30-22)14-8-3-6-12-19(25)13-7-4-10-16-23(27)29-18/h3-4,6-10,12,15-16,18-22,24-26,28H,2,5,11,13-14,17H2,1H3/b7-4+,8-3-,12-6+,15-9+,16-10-/t18-,19-,20+,21-,22+,24-/s2

> <INCHI_KEY>
CTOADWSMRKKIPA-RSSHOEAXNA-N

> <FORMULA>
C24H34O6

> <MOLECULAR_WEIGHT>
418.53

> <EXACT_MASS>
418.235538815

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
46.658914269731355

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2E,7R,10Z,12E,15S,16E,18Z,21S,23R,24R)-15,23,24-trihydroxy-7-methyl-8,25-dioxabicyclo[19.3.1]pentacosa-2,10,12,16,18-pentaen-9-one

> <JCHEM_LOGP>
2.8871628529999995

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.92366919639169

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.10748033823905

> <JCHEM_PKA_STRONGEST_BASIC>
-1.576593784838339

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
121.57539999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2E,7R,10Z,12E,15S,16E,18Z,21S,23R,24R)-15,23,24-trihydroxy-7-methyl-8,25-dioxabicyclo[19.3.1]pentacosa-2,10,12,16,18-pentaen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0010500                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       2.104  -2.083  -3.411  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.004  -1.924  -2.188  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.196  -1.859  -0.883  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.698  -3.237  -0.438  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.691  -3.173   0.715  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.643  -2.646   0.266  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.364  -1.730   0.934  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.693  -1.202   0.455  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.679   0.208   0.727  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.876   0.748   1.303  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.787   2.283   1.247  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.010   2.857   2.406  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.708   3.175   2.454  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.743   2.970   1.400  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.547   3.317   1.530  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.593   3.089   0.477  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.250   4.343   0.287  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.582   1.993   0.926  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.736   1.656   0.014  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.002   2.174  -1.196  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.173   1.843  -1.976  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.630   0.625  -2.305  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.001  -0.664  -1.964  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.632  -1.587  -1.472  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.706  -0.677  -2.360  0.00  0.00           O+0
HETATM   26  C   UNK     0      -5.089   0.244   0.525  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.199  -1.277   0.618  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.554  -1.804  -0.672  0.00  0.00           O+0
HETATM   29  C   UNK     0      -3.892  -1.944   1.083  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.938  -3.329   0.719  0.00  0.00           O+0
HETATM   31  H   UNK     0       1.395  -1.251  -3.490  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.543  -3.021  -3.389  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.706  -2.067  -4.327  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.705  -2.766  -2.164  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.822  -1.437  -0.086  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.363  -1.157  -1.007  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.563  -3.831  -0.114  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.250  -3.779  -1.278  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.099  -2.575   1.538  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.538  -4.189   1.097  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.046  -3.067  -0.653  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.991  -1.322   1.870  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.738  -1.312  -0.637  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.941   0.425   2.351  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.355   2.608   0.293  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.791   2.722   1.297  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.600   3.048   3.301  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.328   3.605   3.380  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.078   2.489   0.483  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.888   3.789   2.449  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.131   2.812  -0.478  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.962   4.404   0.945  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.025   2.285   1.888  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.026   1.063   1.108  0.00  0.00           H+0
HETATM   55  H   UNK     0       4.421   0.916   0.430  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.368   2.948  -1.625  0.00  0.00           H+0
HETATM   57  H   UNK     0       5.731   2.709  -2.330  0.00  0.00           H+0
HETATM   58  H   UNK     0       6.566   0.523  -2.842  0.00  0.00           H+0
HETATM   59  H   UNK     0      -6.010   0.694   0.913  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.006   0.550  -0.526  0.00  0.00           H+0
HETATM   61  H   UNK     0      -6.005  -1.568   1.301  0.00  0.00           H+0
HETATM   62  H   UNK     0      -6.409  -1.410  -0.920  0.00  0.00           H+0
HETATM   63  H   UNK     0      -3.827  -1.889   2.177  0.00  0.00           H+0
HETATM   64  H   UNK     0      -4.342  -3.339  -0.174  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    1    3   25   34                                             
CONECT    3    2    4   35   36                                             
CONECT    4    3    5   37   38                                             
CONECT    5    4    6   39   40                                             
CONECT    6    5    7   41                                                  
CONECT    7    6    8   42                                                  
CONECT    8    7    9   29   43                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   26   44                                             
CONECT   11   10   12   45   46                                             
CONECT   12   11   13   47                                                  
CONECT   13   12   14   48                                                  
CONECT   14   13   15   49                                                  
CONECT   15   14   16   50                                                  
CONECT   16   15   17   18   51                                             
CONECT   17   16   52                                                       
CONECT   18   16   19   53   54                                             
CONECT   19   18   20   55                                                  
CONECT   20   19   21   56                                                  
CONECT   21   20   22   57                                                  
CONECT   22   21   23   58                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    2                                                       
CONECT   26   10   27   59   60                                             
CONECT   27   26   28   29   61                                             
CONECT   28   27   62                                                       
CONECT   29   27   30    8   63                                             
CONECT   30   29   64                                                       
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    2                                                            
CONECT   35    3                                                            
CONECT   36    3                                                            
CONECT   37    4                                                            
CONECT   38    4                                                            
CONECT   39    5                                                            
CONECT   40    5                                                            
CONECT   41    6                                                            
CONECT   42    7                                                            
CONECT   43    8                                                            
CONECT   44   10                                                            
CONECT   45   11                                                            
CONECT   46   11                                                            
CONECT   47   12                                                            
CONECT   48   13                                                            
CONECT   49   14                                                            
CONECT   50   15                                                            
CONECT   51   16                                                            
CONECT   52   17                                                            
CONECT   53   18                                                            
CONECT   54   18                                                            
CONECT   55   19                                                            
CONECT   56   20                                                            
CONECT   57   21                                                            
CONECT   58   22                                                            
CONECT   59   26                                                            
CONECT   60   26                                                            
CONECT   61   27                                                            
CONECT   62   28                                                            
CONECT   63   29                                                            
CONECT   64   30                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  130    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₄O₆

Average Mass

418.5300 Da

Monoisotopic Mass

418.23554 Da

IUPAC Name

(1S,2E,7R,10Z,12E,15S,16E,18Z,21S,23R,24R)-15,23,24-trihydroxy-7-methyl-8,25-dioxabicyclo[19.3.1]pentacosa-2,10,12,16,18-pentaen-9-one

Traditional Name

(1S,2E,7R,10Z,12E,15S,16E,18Z,21S,23R,24R)-15,23,24-trihydroxy-7-methyl-8,25-dioxabicyclo[19.3.1]pentacosa-2,10,12,16,18-pentaen-9-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1/C24H34O6/c1-18-11-5-2-9-15-22-24(28)21(26)17-20(30-22)14-8-3-6-12-19(25)13-7-4-10-16-23(27)29-18/h3-4,6-10,12,15-16,18-22,24-26,28H,2,5,11,13-14,17H2,1H3/b7-4+,8-3-,12-6+,15-9+,16-10-/t18-,19-,20+,21-,22+,24-/s2

InChI Key

CTOADWSMRKKIPA-RSSHOEAXNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bacillus	NPAtlas	22133265

Chemical Taxonomy

Description

This compound 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
Oxane
Monosaccharide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.89	ChemAxon
pKa (Strongest Acidic)	13.11	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	121.58 m³·mol⁻¹	ChemAxon
Polarizability	46.66 Å³	ChemAxon
Number of Rings	2	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

NPA014318

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

Showing NP-Card for 13,17-epoxy-16-hydroxy macrolactin A (NP0010500)

MOL for NP0010500 (13,17-epoxy-16-hydroxy macrolactin A)

3D MOL for NP0010500 (13,17-epoxy-16-hydroxy macrolactin A)

3D SDF for NP0010500 (13,17-epoxy-16-hydroxy macrolactin A)

3D-SDF for NP0010500 (13,17-epoxy-16-hydroxy macrolactin A)

PDB for NP0010500 (13,17-epoxy-16-hydroxy macrolactin A)

3D PDB for NP0010500 (13,17-epoxy-16-hydroxy macrolactin A)

SMILES for NP0010500 (13,17-epoxy-16-hydroxy macrolactin A)

INCHI for NP0010500 (13,17-epoxy-16-hydroxy macrolactin A)

Structure for NP0010500 (13,17-epoxy-16-hydroxy macrolactin A)

3D Structure for NP0010500 (13,17-epoxy-16-hydroxy macrolactin A)