NP-MRD: Showing NP-Card for 18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate (NP0222300)

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Record Information

Version

2.0

Created at

2022-09-06 00:06:11 UTC

Updated at

2022-09-06 00:06:11 UTC

NP-MRD ID

NP0222300

Secondary Accession Numbers

None

Natural Product Identification

Common Name

18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate

Description

18,21,22-Tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]Pentacosa-7(12),8,10-trien-19-yl benzoate belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. 18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate is found in Euonymus japonicus. 18,21,22-Tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]Pentacosa-7(12),8,10-trien-19-yl benzoate is a moderately basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004191522022D          

 59 64  0  0  0  0            999 V2000
    9.0140    3.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5384    2.9594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0338    2.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8044    2.5813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1140    1.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9365    1.5170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4036    0.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0483    0.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2258    0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7587    0.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0796    0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4948   -0.5246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3047   -0.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4926   -0.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6417   -0.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5163   -1.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0225    0.5145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4429    1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0500    0.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3221    0.9169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7589   -0.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9812    0.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2846   -0.1468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3191   -0.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0501   -1.3534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6224   -1.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9387    1.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122    1.5519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5103    1.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5350    0.2936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7839    1.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6974    1.6098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8978    1.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6739    2.6070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8743    2.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4160    3.4961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2986    2.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7731    2.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0889    2.9162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1459    3.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8871    4.1014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4616    4.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203    3.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0361    4.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0931    5.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344    5.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5186    5.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5169    2.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5400    3.6621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2657    4.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2888    4.8792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9684    3.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2390    2.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9626    2.8690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7374    3.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6913    4.0247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1726    1.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9948    1.5165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5900    0.8729    0.0000 O   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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 15 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  2  0  0  0  0
 24 26  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 27 32  1  0  0  0  0
 18 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 32 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 42 47  1  0  0  0  0
 38 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
 48 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
  2 55  1  0  0  0  0
 55 56  2  0  0  0  0
 53 57  1  0  0  0  0
 18 57  1  0  0  0  0
 57 58  1  0  0  0  0
 57 59  1  0  0  0  0
M  END


  Mrv1533004191522022D          

 59 64  0  0  0  0            999 V2000
    9.0140    3.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5384    2.9594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0338    2.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8044    2.5813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1140    1.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9365    1.5170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4036    0.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0483    0.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2258    0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7587    0.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0796    0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4948   -0.5246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3047   -0.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4926   -0.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6417   -0.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5163   -1.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0225    0.5145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4429    1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0500    0.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3221    0.9169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7589   -0.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9812    0.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2846   -0.1468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3191   -0.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0501   -1.3534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6224   -1.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9387    1.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122    1.5519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5103    1.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5350    0.2936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7839    1.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6974    1.6098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8978    1.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6739    2.6070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8743    2.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4160    3.4961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2986    2.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7731    2.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0889    2.9162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1459    3.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8871    4.1014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4616    4.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203    3.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0361    4.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0931    5.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344    5.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5186    5.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5169    2.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5400    3.6621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2657    4.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2888    4.8792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9684    3.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2390    2.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9626    2.8690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7374    3.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6913    4.0247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1726    1.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9948    1.5165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5900    0.8729    0.0000 O   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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 15 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  2  0  0  0  0
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 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 27 32  1  0  0  0  0
 18 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 32 38  1  0  0  0  0
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 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 42 47  1  0  0  0  0
 38 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
 48 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
  2 55  1  0  0  0  0
 55 56  2  0  0  0  0
 53 57  1  0  0  0  0
 18 57  1  0  0  0  0
 57 58  1  0  0  0  0
 57 59  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0222300

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C(C)C(=O)OC2C(OC(C)=O)C(OC(=O)C3=CC=CC=C3)C3(COC(C)=O)C(OC(C)=O)C(OC(C)=O)C4C(O)C3(OC4(C)COC(=O)C3=CC=CN=C13)C2(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C41H47NO17/c1-19-20(2)35(48)57-32-30(55-23(5)45)34(58-36(49)25-13-10-9-11-14-25)40(18-52-21(3)43)33(56-24(6)46)29(54-22(4)44)27-31(47)41(40,39(32,8)51)59-38(27,7)17-53-37(50)26-15-12-16-42-28(19)26/h9-16,19-20,27,29-34,47,51H,17-18H2,1-8H3

> <INCHI_KEY>
CYMKPLHGMJGZSE-UHFFFAOYSA-N

> <FORMULA>
C41H47NO17

> <MOLECULAR_WEIGHT>
825.817

> <EXACT_MASS>
825.284399057

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
106

> <JCHEM_AVERAGE_POLARIZABILITY>
79.93352446362735

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate

> <ALOGPS_LOGP>
2.39

> <JCHEM_LOGP>
1.3700701229999968

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.646977108188114

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.664457195166001

> <JCHEM_PKA_STRONGEST_BASIC>
2.611835408285105

> <JCHEM_POLAR_SURFACE_AREA>
246.67999999999995

> <JCHEM_REFRACTIVITY>
194.31560000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      16.826   6.783   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.938   5.524   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.863   4.268   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.302   4.818   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.013   2.711   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      18.548   2.832   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      19.420   1.562   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.757   0.173   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.221   0.052   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.350   1.321   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.082   0.351   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      15.857  -0.979   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      13.635  -0.263   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.120  -0.721   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.531  -0.497   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.297  -2.019   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.242   0.960   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.160   2.164   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.427   0.987   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.068   1.711   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.883  -0.222   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.432   0.551   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.131  -0.274   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.196  -1.813   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.560  -2.526   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.895  -2.638   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.352   2.167   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.996   2.897   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.686   2.087   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.732   0.548   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.330   2.817   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.769   3.005   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.276   3.384   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       6.858   4.866   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.365   5.246   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       4.510   6.526   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       4.291   4.142   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.910   4.583   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       7.633   5.444   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       7.739   6.980   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       9.123   7.656   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       6.462   7.840   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       5.078   7.164   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.801   8.024   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.907   9.561   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       5.291  10.237   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       6.568   9.376   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      10.298   5.297   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      10.341   6.836   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      11.696   7.568   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      11.739   9.108   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      13.008   6.761   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      11.646   4.506   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      12.997   5.355   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      14.443   5.975   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      14.357   7.513   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      11.522   2.958   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      13.057   2.831   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      12.301   1.629   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   55                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   21                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   32   57                                             
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   15   22                                                  
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   27   18   33   38                                             
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   32   39   48                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43   47                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   42                                                       
CONECT   48   38   49   53                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50                                                            
CONECT   53   48   54   57                                                  
CONECT   54   53   55                                                       
CONECT   55   54    2   56                                                  
CONECT   56   55                                                            
CONECT   57   53   18   58   59                                             
CONECT   58   57                                                            
CONECT   59   57                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  128    0
END

View in JSmol

Synonyms

Value	Source
18,21,22-Tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0,.0,.0,]pentacosa-7(12),8,10-trien-19-yl benzoic acid	Generator
18,21,22-Tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7(12),8,10-trien-19-yl benzoic acid	Generator

Chemical Formula

C₄₁H₄₇NO₁₇

Average Mass

825.8170 Da

Monoisotopic Mass

825.28440 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1C(C)C(=O)OC2C(OC(C)=O)C(OC(=O)C3=CC=CC=C3)C3(COC(C)=O)C(OC(C)=O)C(OC(C)=O)C4C(O)C3(OC4(C)COC(=O)C3=CC=CN=C13)C2(C)O

InChI Identifier

InChI=1S/C41H47NO17/c1-19-20(2)35(48)57-32-30(55-23(5)45)34(58-36(49)25-13-10-9-11-14-25)40(18-52-21(3)43)33(56-24(6)46)29(54-22(4)44)27-31(47)41(40,39(32,8)51)59-38(27,7)17-53-37(50)26-15-12-16-42-28(19)26/h9-16,19-20,27,29-34,47,51H,17-18H2,1-8H3

InChI Key

CYMKPLHGMJGZSE-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Euonymus japonicus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Not Available

Sub Class

Not Available

Direct Parent

Alkaloids and derivatives

Alternative Parents

Substituents

Evoninate alkaloid
Terpene lactone
Agarofuran
Sesquiterpenoid
Benzoate ester
Pyridine carboxylic acid
Benzoic acid or derivatives
Benzoyl
Oxepane
Pyridine
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Tertiary alcohol
Tetrahydrofuran
Heteroaromatic compound
Cyclic alcohol
Carboxylic acid ester
Lactone
Secondary alcohol
Azacycle
Ether
Dialkyl ether
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organonitrogen compound
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
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	2.39	ALOGPS
logP	1.37	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	12.66	ChemAxon
pKa (Strongest Basic)	2.61	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	246.68 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	194.32 m³·mol⁻¹	ChemAxon
Polarizability	79.93 Å³	ChemAxon
Number of Rings	6	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

14635598

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate (NP0222300)

MOL for NP0222300 (18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate)

3D MOL for NP0222300 (18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate)

3D SDF for NP0222300 (18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate)

3D-SDF for NP0222300 (18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate)

PDB for NP0222300 (18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate)

3D PDB for NP0222300 (18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate)

SMILES for NP0222300 (18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate)

INCHI for NP0222300 (18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate)

Structure for NP0222300 (18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate)

3D Structure for NP0222300 (18,21,22-tris(acetyloxy)-20-[(acetyloxy)methyl]-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.0¹,²⁰.0³,²³.0⁷,¹²]pentacosa-7,9,11-trien-19-yl benzoate)