NP-MRD: Showing NP-Card for 22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol (NP0283754)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 11:09:15 UTC

Updated at

2022-09-09 11:09:16 UTC

NP-MRD ID

NP0283754

Secondary Accession Numbers

None

Natural Product Identification

Common Name

22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol

Description

22-(1-Hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]Tricosa-2,21-diene-9,12-diol belongs to the class of organic compounds known as 1,4-oxazepines. These are organic compounds containing an aromatic seven-membered wring containing a nitrogen and an oxygen atom, a positions 1 and 4, respectively. 22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol is found in Phyllobates aurotaenia. 22-(1-Hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]Tricosa-2,21-diene-9,12-diol is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241513512D          

 30 35  0  0  0  0            999 V2000
    4.4891   -2.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649   -2.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -2.8180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2216   -1.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5239   -0.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8873   -0.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1915   -0.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6871    0.1181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5118    0.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0445   -0.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8841   -1.2974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6645   -1.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1514   -1.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3981   -1.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8082   -1.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0386   -1.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4593   -2.2100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2883   -1.4999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5120   -1.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0144   -2.1825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9840   -0.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7282    0.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0774   -0.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4650   -0.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    0.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9933    0.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3561   -0.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9906   -1.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  4 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  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  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  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
  7 29  1  0  0  0  0
 18 29  1  0  0  0  0
 26 30  1  0  0  0  0
 20 30  1  0  0  0  0
M  END

     RDKit          3D

 65 70  0  0  0  0  0  0  0  0999 V2000
   -4.0431   -3.3518    0.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -1.9444    1.0485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6233   -1.1178    0.7785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3616   -1.6354    0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556   -2.4485   -0.8103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8353   -1.8712   -1.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7893   -0.4203   -1.0449 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4335    0.2777   -2.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2685    1.5980   -2.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7429    2.5226   -1.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3641    2.0109    0.0069 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3281    2.8654    0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6684    0.6843    0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5823   -0.3601    0.1908 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8164   -0.4035    1.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4783    0.2939    1.5255 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4536    1.6379    1.8427 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4073   -0.0616    0.3830 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9103   -1.3273    0.7333 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2546   -1.4430    0.8033 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5788   -2.7328    1.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9410   -0.4941    1.7506 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3938    0.8774    1.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5578    0.8587    0.2564 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2722    2.2644   -0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4767    0.2958   -0.8417 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7598    0.3667   -2.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3251    0.0008   -2.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6675   -0.1417   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8334   -1.1432   -0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8178   -3.6152    1.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5184   -3.3811   -0.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2148   -4.0971    0.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2142   -1.8908    2.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9670   -1.4398   -0.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4131   -3.4541   -1.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1345   -2.3923   -1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0646   -1.9231   -2.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2079    1.8735   -2.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8210    1.8610   -3.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4460    3.2927   -1.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8852    3.1747   -0.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8925    3.8626    0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2664    2.9270    0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6224    2.3508    1.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4334    0.3672   -0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1399    0.5816    1.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4805    0.0434    2.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6715   -1.4689    1.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9989   -0.1317    2.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0859    2.2485    1.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751   -2.7771    2.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0171   -0.4752    1.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9211   -0.8428    2.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8173    1.2779    2.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1990    1.6404    1.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3867    2.4222   -0.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1206    2.6704   -0.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3125    2.9480    0.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3619    0.9650   -0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2054   -0.3568   -2.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8545    1.3681   -2.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8220   -0.1621   -3.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9468   -1.2779   -0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4214   -1.8465   -1.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  6
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  1
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 26 30  1  0
 14  4  1  1
 24 18  1  0
 14  7  1  0
 29 18  1  0
 29  7  1  0
 30 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  1
  3 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 12 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  1
 17 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  6
 27 61  1  0
 27 62  1  0
 28 63  1  0
 30 64  1  0
 30 65  1  0
M  END


  Mrv1533004241513512D          

 30 35  0  0  0  0            999 V2000
    4.4891   -2.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649   -2.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -2.8180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2216   -1.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5239   -0.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8873   -0.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1915   -0.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6871    0.1181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5118    0.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0445   -0.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8841   -1.2974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6645   -1.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1514   -1.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3981   -1.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8082   -1.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0386   -1.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4593   -2.2100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2883   -1.4999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5120   -1.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0144   -2.1825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9840   -0.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7282    0.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0774   -0.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4650   -0.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    0.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9933    0.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3561   -0.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9906   -1.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  4 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  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  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  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
  7 29  1  0  0  0  0
 18 29  1  0  0  0  0
 26 30  1  0  0  0  0
 20 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0283754

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)C1=CCC23OCCN(C)CC12CC(O)C12OC4(O)CCC1(C)C(CC=C32)C4

> <INCHI_IDENTIFIER>
InChI=1S/C24H35NO5/c1-15(26)17-6-7-23-18-5-4-16-12-22(28)9-8-20(16,2)24(18,30-22)19(27)13-21(17,23)14-25(3)10-11-29-23/h5-6,15-16,19,26-28H,4,7-14H2,1-3H3

> <INCHI_KEY>
ZKCSFQZJDZSMCH-UHFFFAOYSA-N

> <FORMULA>
C24H35NO5

> <MOLECULAR_WEIGHT>
417.546

> <EXACT_MASS>
417.251523231

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
44.95180137789296

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol

> <ALOGPS_LOGP>
1.85

> <JCHEM_LOGP>
0.3787372193333317

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.839503979342709

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.023206830944204

> <JCHEM_PKA_STRONGEST_BASIC>
8.314564668358535

> <JCHEM_POLAR_SURFACE_AREA>
82.39000000000001

> <JCHEM_REFRACTIVITY>
114.1292

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       8.380  -3.827   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.841  -3.894   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.130  -5.260   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       6.014  -2.595   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.578  -1.163   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.390  -0.183   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.091  -1.011   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.016   0.220   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.555   0.265   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.550  -0.911   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       7.250  -2.422   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       8.707  -2.921   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.883  -3.130   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.476  -2.502   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.375  -3.584   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.939  -3.029   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.857  -4.125   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.316  -1.480   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.538  -2.800   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.956  -2.846   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.027  -4.074   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.837  -1.162   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.359   0.295   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.145  -0.142   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.972   1.157   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.868  -0.478   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.151   1.118   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.854   1.038   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.531  -0.451   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.849  -1.999   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   14   29                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    4    7   15                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   24   29                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   22   30                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   18   25   26                                             
CONECT   25   24                                                            
CONECT   26   24   27   30                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28    7   18                                                  
CONECT   30   26   20                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₅NO₅

Average Mass

417.5460 Da

Monoisotopic Mass

417.25152 Da

IUPAC Name

22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol

Traditional Name

22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol

CAS Registry Number

Not Available

SMILES

CC(O)C1=CCC23OCCN(C)CC12CC(O)C12OC4(O)CCC1(C)C(CC=C32)C4

InChI Identifier

InChI=1S/C24H35NO5/c1-15(26)17-6-7-23-18-5-4-16-12-22(28)9-8-20(16,2)24(18,30-22)19(27)13-21(17,23)14-25(3)10-11-29-23/h5-6,15-16,19,26-28H,4,7-14H2,1-3H3

InChI Key

ZKCSFQZJDZSMCH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Phyllobates aurotaenia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,4-oxazepines. These are organic compounds containing an aromatic seven-membered wring containing a nitrogen and an oxygen atom, a positions 1 and 4, respectively.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxazepines

Sub Class

1,4-oxazepines

Direct Parent

1,4-oxazepines

Alternative Parents

Substituents

Para-oxazepine
Oxane
Cyclic alcohol
Hemiacetal
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Dialkyl ether
Ether
Oxacycle
Azacycle
Organonitrogen compound
Organopnictogen compound
Alcohol
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Amine
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	1.85	ALOGPS
logP	0.38	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	12.02	ChemAxon
pKa (Strongest Basic)	8.31	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	82.39 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	114.13 m³·mol⁻¹	ChemAxon
Polarizability	44.95 Å³	ChemAxon
Number of Rings	6	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

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

631640

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol (NP0283754)

MOL for NP0283754 (22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol)

3D MOL for NP0283754 (22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol)

3D SDF for NP0283754 (22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol)

3D-SDF for NP0283754 (22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol)

PDB for NP0283754 (22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol)

3D PDB for NP0283754 (22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol)

SMILES for NP0283754 (22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol)

INCHI for NP0283754 (22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol)

Structure for NP0283754 (22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol)

3D Structure for NP0283754 (22-(1-hydroxyethyl)-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.1⁵,⁹.0¹,¹⁴.0²,¹¹.0⁶,¹¹]tricosa-2,21-diene-9,12-diol)