NP-MRD: Showing NP-Card for Maytenoid H (NP0332042)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2023-10-31 04:26:21 UTC

Updated at

2024-09-03 04:17:48 UTC

NP-MRD ID

NP0332042

Natural Product DOI

https://doi.org/10.57994/1170

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Maytenoid H

Description

Maytenoid H belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review very few articles have been published on Maytenoid H.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 10312304262D          

 65 69  0  0  1  0            999 V2000
    2.9180    3.0080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7117    2.2093    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3110    2.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4224    2.6529    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9444    3.1114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9160    1.8120    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2665    2.3207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5012    2.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854    1.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1483    2.5213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6981    1.0163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8138    3.9260    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3409    4.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5868    4.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3575    4.0240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4882    3.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2590    2.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3896    2.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7495    1.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8802    0.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2400    0.2452    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8372   -0.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8715   -0.2857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7274   -1.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9518   -1.3794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3588   -1.6290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1604    1.8066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8005    2.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6699    3.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8991    3.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8481    2.6890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4676    0.2241    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4111    0.3014    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1949   -0.4947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7763   -1.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5601   -1.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625   -2.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1415   -2.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9253   -3.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5739   -0.8692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2092    0.5106    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0312    0.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3819   -0.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2040   -0.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106   -0.9829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5475    1.2635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8481    0.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772    0.0015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1778   -0.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508   -0.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2069   -1.2605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6182    3.8368    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9783    4.5790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155    5.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6926    5.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8755    6.0043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9846    3.3084    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1598    3.3256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378    4.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0626    4.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1895    4.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9245    2.4560    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6138    0.2330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3834    0.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3638    1.3550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  4  2  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12  5  1  0  0  0  0
 12 13  1  1  0  0  0
 12 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
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 18 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 17 30  1  0  0  0  0
 16 31  2  0  0  0  0
 11 32  1  1  0  0  0
 11 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 38 39  1  0  0  0  0
 35 40  2  0  0  0  0
 41 33  1  0  0  0  0
 41 42  1  6  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 46 41  1  0  0  0  0
  4 46  1  0  0  0  0
 46 47  1  1  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  2  0  0  0  0
 46 52  1  0  0  0  0
 52 53  1  6  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  2  0  0  0  0
 52 57  1  0  0  0  0
 57 58  1  6  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 59 61  2  0  0  0  0
 62 57  1  0  0  0  0
  2 62  1  0  0  0  0
 62 63  1  1  0  0  0
 63 64  1  0  0  0  0
 21 64  1  0  0  0  0
 64 65  2  0  0  0  0
M  END


  Mrv2104 10312304262D          

 65 69  0  0  1  0            999 V2000
    2.9180    3.0080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7117    2.2093    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3110    2.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4224    2.6529    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9444    3.1114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9160    1.8120    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2665    2.3207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5012    2.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854    1.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1483    2.5213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6981    1.0163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8138    3.9260    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3409    4.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5868    4.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3575    4.0240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4882    3.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2590    2.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3896    2.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7495    1.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8802    0.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2400    0.2452    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8372   -0.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8715   -0.2857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7274   -1.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9518   -1.3794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3588   -1.6290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1604    1.8066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8005    2.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6699    3.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8991    3.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8481    2.6890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4676    0.2241    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4111    0.3014    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1949   -0.4947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7763   -1.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5601   -1.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625   -2.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1415   -2.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9253   -3.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5739   -0.8692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2092    0.5106    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0312    0.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3819   -0.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2040   -0.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106   -0.9829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5475    1.2635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8481    0.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772    0.0015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1778   -0.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508   -0.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2069   -1.2605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6182    3.8368    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9783    4.5790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155    5.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6926    5.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8755    6.0043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9846    3.3084    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1598    3.3256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378    4.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0626    4.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1895    4.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9245    2.4560    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6138    0.2330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3834    0.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3638    1.3550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  4  2  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12  5  1  0  0  0  0
 12 13  1  1  0  0  0
 12 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
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 18 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 17 30  1  0  0  0  0
 16 31  2  0  0  0  0
 11 32  1  1  0  0  0
 11 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 38 39  1  0  0  0  0
 35 40  2  0  0  0  0
 41 33  1  0  0  0  0
 41 42  1  6  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 46 41  1  0  0  0  0
  4 46  1  0  0  0  0
 46 47  1  1  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  2  0  0  0  0
 46 52  1  0  0  0  0
 52 53  1  6  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  2  0  0  0  0
 52 57  1  0  0  0  0
 57 58  1  6  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 59 61  2  0  0  0  0
 62 57  1  0  0  0  0
  2 62  1  0  0  0  0
 62 63  1  1  0  0  0
 63 64  1  0  0  0  0
 21 64  1  0  0  0  0
 64 65  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332042

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12[C@@H](OC(C)=O)[C@@]34O[C@@]1(C)COC(=O)C1=C(CC[C@@](C)(OC(C)=O)C(=O)O[C@@H]([C@H](OC(C)=O)[C@H](OC(C)=O)[C@@]3(COC(C)=O)[C@H](OC(C)=O)[C@H]2OC(=O)C(\C)=C\C)[C@]4(C)O)N=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C43H53NO20/c1-12-20(2)36(51)61-30-29-32(58-23(5)47)43-41(11,54)33(31(57-22(4)46)35(60-25(7)49)42(43,19-55-21(3)45)34(30)59-24(6)48)62-38(53)39(9,63-26(8)50)16-15-28-27(14-13-17-44-28)37(52)56-18-40(29,10)64-43/h12-14,17,29-35,54H,15-16,18-19H2,1-11H3/b20-12+/t29-,30+,31+,32-,33+,34-,35+,39-,40+,41+,42-,43?/m1/s1

> <INCHI_KEY>
PJZVIULXEOYVSP-UHDSTLFKSA-N

> <FORMULA>
C43H53NO20

> <MOLECULAR_WEIGHT>
903.884

> <EXACT_MASS>
903.316093111

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
117

> <JCHEM_AVERAGE_POLARIZABILITY>
88.55129967078213

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,15R,18S,19R,20R,21R,22S,23S,24R,25R,26S)-15,19,20,22,25-pentakis(acetyloxy)-21-[(acetyloxy)methyl]-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0^{1,21}.0^{3,24}.0^{7,12}]hexacosa-7(12),8,10-trien-23-yl (2E)-2-methylbut-2-enoate

> <JCHEM_LOGP>
0.8902544033333301

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.73513663442099

> <JCHEM_PKA_STRONGEST_BASIC>
2.7148548756983413

> <JCHEM_POLAR_SURFACE_AREA>
279.0499999999999

> <JCHEM_REFRACTIVITY>
208.28390000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,15R,18S,19R,20R,21R,22S,23S,24R,25R,26S)-15,19,20,22,25-pentakis(acetyloxy)-21-[(acetyloxy)methyl]-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0^{1,21}.0^{3,24}.0^{7,12}]hexacosa-7(12),8,10-trien-23-yl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-OCT-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-OCT-23         0                                  
HETATM    1  O   UNK     0       5.447   5.615   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.062   4.124   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.314   5.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.388   4.952   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.230   5.808   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.577   3.382   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.364   4.332   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.936   3.757   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.719   2.232   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.277   4.706   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.170   1.897   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.986   7.329   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.103   8.591   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.429   8.061   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      11.867   7.512   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      12.111   5.991   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.550   5.442   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.794   3.921   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.599   2.950   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.843   1.429   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.648   0.458   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.896  -0.886   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      12.827  -0.533   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      12.558  -2.050   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.110  -2.575   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.736  -3.041   0.000  0.00  0.00           O+0
HETATM   27  N   UNK     0      15.233   3.372   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      16.428   4.344   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.184   5.864   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.745   6.413   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      10.916   5.019   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0       2.739   0.418   0.000  0.00  0.00           H+0
HETATM   33  C   UNK     0       4.501   0.563   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.097  -0.924   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.182  -2.016   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.779  -3.502   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.290  -3.896   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.864  -4.595   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.461  -6.081   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       6.671  -1.623   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       5.990   0.953   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       7.525   0.823   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       8.180  -0.571   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       9.714  -0.701   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       7.300  -1.835   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       2.889   2.359   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       1.583   1.542   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       1.638   0.003   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       0.332  -0.814   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -1.028  -0.091   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       0.386  -2.353   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       3.021   7.162   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       3.693   8.548   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       2.829   9.822   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       1.293   9.712   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       3.501  11.208   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0       1.838   6.176   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0       0.298   6.208   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      -0.444   7.557   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -1.983   7.589   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0       0.354   8.875   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0       3.592   4.585   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0       8.612   0.435   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      10.049   0.990   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      10.013   2.529   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   62                                             
CONECT    3    2                                                            
CONECT    4    2    5    6   46                                             
CONECT    5    4   12                                                       
CONECT    6    4    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6   12   32   33                                             
CONECT   12   11    5   13   14                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   31                                                  
CONECT   17   16   18   30                                                  
CONECT   18   17   19   27                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23   64                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   18   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   17                                                       
CONECT   31   16                                                            
CONECT   32   11                                                            
CONECT   33   11   34   41                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   40                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38                                                            
CONECT   40   35                                                            
CONECT   41   33   42   46                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   41    4   47   52                                             
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52   46   53   57                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   52   58   62                                                  
CONECT   58   57   59                                                       
CONECT   59   58   60   61                                                  
CONECT   60   59                                                            
CONECT   61   59                                                            
CONECT   62   57    2   63                                                  
CONECT   63   62   64                                                       
CONECT   64   63   21   65                                                  
CONECT   65   64                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  138    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₃H₅₃NO₂₀

Average Mass

903.8840 Da

Monoisotopic Mass

903.31609 Da

IUPAC Name

(1S,3R,15R,18S,19R,20R,21R,22S,23S,24R,25R,26S)-15,19,20,22,25-pentakis(acetyloxy)-21-[(acetyloxy)methyl]-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0^{1,21}.0^{3,24}.0^{7,12}]hexacosa-7(12),8,10-trien-23-yl (2E)-2-methylbut-2-enoate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]12[C@@H](OC(C)=O)[C@@]34O[C@@]1(C)COC(=O)C1=C(CC[C@@](C)(OC(C)=O)C(=O)O[C@@H]([C@H](OC(C)=O)[C@H](OC(C)=O)[C@@]3(COC(C)=O)[C@H](OC(C)=O)[C@H]2OC(=O)C(\C)=C\C)[C@]4(C)O)N=CC=C1

InChI Identifier

InChI=1S/C43H53NO20/c1-12-20(2)36(51)61-30-29-32(58-23(5)47)43-41(11,54)33(31(57-22(4)46)35(60-25(7)49)42(43,19-55-21(3)45)34(30)59-24(6)48)62-38(53)39(9,63-26(8)50)16-15-28-27(14-13-17-44-28)37(52)56-18-40(29,10)64-43/h12-14,17,29-35,54H,15-16,18-19H2,1-11H3/b20-12+/t29-,30+,31+,32-,33+,34-,35+,39-,40+,41+,42-,43?/m1/s1

InChI Key

PJZVIULXEOYVSP-UHDSTLFKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	kl14ji@163.com	Not Available	Not Available	2023-10-31	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	kl14ji@163.com	Not Available	Not Available	2023-10-31	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	kl14ji@163.com	Not Available	Not Available	2023-10-31	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	kl14ji@163.com	Not Available	Not Available	2023-10-31	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	kl14ji@163.com	Not Available	Not Available	2023-10-31	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)	kl14ji@163.com	Not Available	Not Available	2023-10-31	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CDCl3, experimental)	kl14ji@163.com	Not Available	Not Available	2023-10-31	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Farsesane sesquiterpenoid
Sesquiterpenoid
Elemane sesquiterpenoid
Agarofuran
Pyridine carboxylic acid
Polyhalopyridine
2-halopyridine
Methylpyridine
Hydroxypyridine
Oxepane
Fatty acid ester
Fatty acyl
Pyridine
Monosaccharide
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Lactone
Carboxylic acid ester
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Dialkyl ether
Carboxylic acid derivative
Aldimine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	0.89	ChemAxon
pKa (Strongest Acidic)	12.74	ChemAxon
pKa (Strongest Basic)	2.71	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	279.05 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	208.28 m³·mol⁻¹	ChemAxon
Polarizability	88.55 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Maytenoid H (NP0332042)

MOL for NP0332042 (Maytenoid H)

3D MOL for NP0332042 (Maytenoid H)

3D SDF for NP0332042 (Maytenoid H)

3D-SDF for NP0332042 (Maytenoid H)

PDB for NP0332042 (Maytenoid H)

3D PDB for NP0332042 (Maytenoid H)

SMILES for NP0332042 (Maytenoid H)

INCHI for NP0332042 (Maytenoid H)

Structure for NP0332042 (Maytenoid H)

3D Structure for NP0332042 (Maytenoid H)