NP-MRD: Showing NP-Card for Sempervirone (NP0067727)

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Record Information

Version

2.0

Created at

2022-04-28 12:34:30 UTC

Updated at

2022-04-28 12:34:30 UTC

NP-MRD ID

NP0067727

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sempervirone

Description

(1R,3S,6R,7Z,10R,11R,14S,15S,20S)-7-ethylidene-6,10,15,19-tetramethyl-17-oxa-19-azahexacyclo[12.8.0.0¹,³.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]Docosan-8-one belongs to the class of organic compounds known as 16-oxosteroids. These are steroid derivatives carrying a C=O group at the 16-position of the steroid skeleton. Sempervirone is found in Buxus sempervirens . Based on a literature review very few articles have been published on (1R,3S,6R,7Z,10R,11R,14S,15S,20S)-7-ethylidene-6,10,15,19-tetramethyl-17-oxa-19-azahexacyclo[12.8.0.0¹,³.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]Docosan-8-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282214342D          

 29 34  0  0  1  0            999 V2000
    6.9824    1.5873    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4057    2.2954    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0041    3.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1792    3.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7559    2.3205    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1575    1.5998    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7342    0.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9093    0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5077    1.6249    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9310    2.3330    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5294    3.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7045    3.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2812    2.3581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6828    1.6375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2595    0.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4346    0.9419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0330    1.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4563    2.3707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0547    3.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0844    0.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3543    3.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2100    2.1116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8314    2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6121    2.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2837    1.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9919    0.8666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5251    0.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9007    2.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6354    0.8388    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 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  1  0  0  0  0
 13 18  1  1  0  0  0
 18 19  1  0  0  0  0
 14 20  1  1  0  0  0
 10 21  1  1  0  0  0
  5 21  1  1  0  0  0
  2 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  1 27  1  0  0  0  0
  2 28  1  6  0  0  0
  1 29  1  1  0  0  0
M  END

     RDKit          3D

 68 73  0  0  0  0  0  0  0  0999 V2000
   -6.7103    1.0072   -0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2810    1.2984   -0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3750    0.6618    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5545   -0.3219    1.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6560   -0.5709    2.0415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2120   -0.9517    1.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4603   -0.6093    0.5389 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9732   -1.4665   -0.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9883   -0.5395    0.6373 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3346   -1.6813    1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1484   -1.2940    1.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7163   -1.3305    0.0606 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1499   -0.8349    0.1386 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0538   -1.6319   -0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7030   -0.9685    1.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0234   -0.5439    1.5164 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1391    0.8020    1.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6757    0.9665   -0.1608 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9931    2.2169   -0.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2656    0.6276   -0.2215 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7920    0.8860   -1.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7284   -0.0377   -2.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9189   -0.6684   -0.9919 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2186   -1.5444   -1.5479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4519   -0.3072   -0.7377 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0326    0.9073   -1.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4460    1.2083   -1.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9294    0.8305    0.2786 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4512    1.7671    1.3561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9824    1.0637    1.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3370    1.7658   -0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9553    0.0339   -0.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9964    2.0117   -1.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3960   -2.0615    1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7891   -0.6257    2.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0936   -1.3690   -0.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7700   -2.5419   -0.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6497   -1.1490   -1.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7349    0.3867    1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7443   -1.7100    2.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4847   -2.6613    0.9004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1541   -0.2616    1.8578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6217   -2.0332    2.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8053   -2.4230   -0.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8572   -2.1595   -0.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5526   -1.0163   -1.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4553   -2.4359   -1.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7203   -2.0327    1.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1669   -0.3119    2.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2210    1.0412    1.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6428    1.4670    1.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1675    2.9353   -0.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8126    2.6866   -0.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4603    2.0626   -1.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    1.2554    0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4727    1.9630   -1.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6608    0.7896   -2.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1825   -0.8885   -2.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0657    0.4823   -2.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3618   -2.5465   -1.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4905   -1.4546   -2.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3592    1.7775   -1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9272    0.7927   -2.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5804    2.3289   -1.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1740    0.8041   -1.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2184    1.2894    2.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5881    2.3809    1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2892    2.4866    1.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 23  1  0
 23 24  1  6
 25 24  1  6
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  1
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 18  1  0
 18 19  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 13  1  0
 13 14  1  6
 28  3  1  0
 13 20  1  0
 28  7  1  0
 25  9  1  0
 13 12  1  0
 25 23  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  1
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  6
 24 60  1  0
 24 61  1  0
 26 62  1  0
 26 63  1  0
 27 64  1  0
 27 65  1  0
 29 66  1  0
 29 67  1  0
 29 68  1  0
 22 58  1  0
 22 59  1  0
 21 56  1  0
 21 57  1  0
 20 55  1  1
 19 52  1  0
 19 53  1  0
 19 54  1  0
 17 50  1  0
 17 51  1  0
 15 48  1  0
 15 49  1  0
 14 45  1  0
 14 46  1  0
 14 47  1  0
M  END


  Mrv1652304282214342D          

 29 34  0  0  1  0            999 V2000
    6.9824    1.5873    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4057    2.2954    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0041    3.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1792    3.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7559    2.3205    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1575    1.5998    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7342    0.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9093    0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5077    1.6249    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9310    2.3330    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5294    3.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7045    3.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2812    2.3581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6828    1.6375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2595    0.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4346    0.9419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0330    1.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4563    2.3707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0547    3.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0844    0.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3543    3.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2100    2.1116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8314    2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6121    2.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2837    1.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9919    0.8666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5251    0.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9007    2.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6354    0.8388    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 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  1  0  0  0  0
 13 18  1  1  0  0  0
 18 19  1  0  0  0  0
 14 20  1  1  0  0  0
 10 21  1  1  0  0  0
  5 21  1  1  0  0  0
  2 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  1 27  1  0  0  0  0
  2 28  1  6  0  0  0
  1 29  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0067727

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C1/C(=O)C[C@]2(C)[C@H]3CC[C@H]4[C@]5(C[C@@]35CC[C@@]12C)CC[C@@H]1N(C)COC[C@@]41C

> <INCHI_IDENTIFIER>
InChI=1S/C26H39NO2/c1-6-17-18(28)13-24(4)20-8-7-19-22(2)15-29-16-27(5)21(22)9-10-25(19)14-26(20,25)12-11-23(17,24)3/h6,19-21H,7-16H2,1-5H3/b17-6+/t19-,20-,21+,22+,23+,24-,25-,26+/m1/s1

> <INCHI_KEY>
LQEYGBHACPWUTB-ASHNFCJTSA-N

> <FORMULA>
C26H39NO2

> <MOLECULAR_WEIGHT>
397.603

> <EXACT_MASS>
397.2980795

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
47.51074626681629

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,6R,7Z,10R,11R,14S,15S,20S)-7-ethylidene-6,10,15,19-tetramethyl-17-oxa-19-azahexacyclo[12.8.0.0^{1,3}.0^{3,11}.0^{6,10}.0^{15,20}]docosan-8-one

> <ALOGPS_LOGP>
4.43

> <JCHEM_LOGP>
4.537744045666666

> <ALOGPS_LOGS>
-5.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
6.581715520896395

> <JCHEM_POLAR_SURFACE_AREA>
29.54

> <JCHEM_REFRACTIVITY>
116.3184

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.21e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,6R,7Z,10R,11R,14S,15S,20S)-7-ethylidene-6,10,15,19-tetramethyl-17-oxa-19-azahexacyclo[12.8.0.0^{1,3}.0^{3,11}.0^{6,10}.0^{15,20}]docosan-8-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      13.034   2.963   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.824   4.285   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.074   5.630   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.535   5.653   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.744   4.332   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.494   2.986   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.704   1.665   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.164   1.688   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.414   3.033   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.205   4.355   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.455   5.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.915   5.724   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.125   4.402   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.875   3.057   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.084   1.735   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.545   1.758   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.795   3.103   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       4.585   4.425   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       3.835   5.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.624   1.711   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.995   5.677   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.325   3.942   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.485   4.955   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.943   4.456   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.463   2.408   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      16.785   1.618   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      14.047   1.803   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.748   5.517   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.386   1.566   0.000  0.00  0.00           C+0
CONECT    1    2    6   27   29                                             
CONECT    2    1    3   22   28                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10   21                                             
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9    5   11   21                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13    9   15   20                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18                                                            
CONECT   20   14                                                            
CONECT   21   10    5                                                       
CONECT   22    2   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    1                                                       
CONECT   28    2                                                            
CONECT   29    1                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₉NO₂

Average Mass

397.6030 Da

Monoisotopic Mass

397.29808 Da

IUPAC Name

(1R,3S,6R,7Z,10R,11R,14S,15S,20S)-7-ethylidene-6,10,15,19-tetramethyl-17-oxa-19-azahexacyclo[12.8.0.0^{1,3}.0^{3,11}.0^{6,10}.0^{15,20}]docosan-8-one

Traditional Name

(1R,3S,6R,7Z,10R,11R,14S,15S,20S)-7-ethylidene-6,10,15,19-tetramethyl-17-oxa-19-azahexacyclo[12.8.0.0^{1,3}.0^{3,11}.0^{6,10}.0^{15,20}]docosan-8-one

CAS Registry Number

Not Available

SMILES

C\C=C1/C(=O)C[C@]2(C)[C@H]3CC[C@H]4[C@]5(C[C@@]35CC[C@@]12C)CC[C@@H]1N(C)COC[C@@]41C

InChI Identifier

InChI=1S/C26H39NO2/c1-6-17-18(28)13-24(4)20-8-7-19-22(2)15-29-16-27(5)21(22)9-10-25(19)14-26(20,25)12-11-23(17,24)3/h6,19-21H,7-16H2,1-5H3/b17-6+/t19-,20-,21+,22+,23+,24-,25-,26+/m1/s1

InChI Key

LQEYGBHACPWUTB-ASHNFCJTSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Buxus sempervirens	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 16-oxosteroids. These are steroid derivatives carrying a C=O group at the 16-position of the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

16-oxosteroids

Alternative Parents

Substituents

16-oxosteroid
Oxazinane
1,3-oxazinane
Cyclic ketone
Ketone
Hemiaminal
Oxacycle
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	4.43	ALOGPS
logP	4.54	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	6.58	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	116.32 m³·mol⁻¹	ChemAxon
Polarizability	47.51 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

162877442

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Sempervirone (NP0067727)

MOL for NP0067727 (Sempervirone)

3D MOL for NP0067727 (Sempervirone)

3D SDF for NP0067727 (Sempervirone)

3D-SDF for NP0067727 (Sempervirone)

PDB for NP0067727 (Sempervirone)

3D PDB for NP0067727 (Sempervirone)

SMILES for NP0067727 (Sempervirone)

INCHI for NP0067727 (Sempervirone)

Structure for NP0067727 (Sempervirone)

3D Structure for NP0067727 (Sempervirone)