NP-MRD: Showing NP-Card for Kurchessine (NP0051301)

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Record Information

Version

2.0

Created at

2022-04-27 22:40:48 UTC

Updated at

2022-04-27 22:40:48 UTC

NP-MRD ID

NP0051301

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Kurchessine

Description

Kurchessine belongs to the class of organic compounds known as azasteroids and derivatives. These are steroid derivatives in which one carbon atom in the steroidal skeleton has been substituted with a nitrogen atom. Kurchessine is found in Holarrhena antidysenterica and Sarcococca saligna. Kurchessine was first documented in 2007 (PMID: 17541193). Based on a literature review very few articles have been published on Kurchessine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200402D          

 27 30  0  0  1  0            999 V2000
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3705   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424   -0.6800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0685    0.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.0722    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  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
  9 11  1  1  0  0  0
  8 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 14 24  1  1  0  0  0
  2 25  1  1  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 71 74  0  0  0  0  0  0  0  0999 V2000
   -4.7023    1.8733    0.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6443    0.3984    0.0282 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3785   -0.2709    0.3359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5039   -1.7849    0.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0431   -2.2171    0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2393   -0.9683    0.3645 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1403   -1.0667   -0.2180 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9109   -1.9679    0.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3568   -1.8353    0.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8640   -0.8813   -0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3317   -0.8404   -0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7782    0.4015    0.2260 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1781    0.5739    0.0133 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8281   -0.6195    0.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7227    1.7178    0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9175    1.5848    0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8540    1.4855   -1.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0700    0.1958   -0.9759 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8596   -0.2426   -2.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7803    0.2863   -0.2059 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0952    1.3892   -0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5350    1.3194   -0.3006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1568   -0.0130   -0.4164 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1098   -0.5494   -1.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7325   -0.0289    0.9269 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0158    0.3834    0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4430    0.1276    2.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3767    2.3997   -0.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7947    2.1675    0.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2490    2.2829    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9790    0.0723   -0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1497   -0.0819    1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0601   -2.2145    1.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9754   -2.1226   -0.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8822   -2.7397    1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688   -2.9450   -0.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1278   -0.5930    1.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1468   -1.5733   -1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7233   -1.7079    1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5688   -3.0051    0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0011   -2.6109    0.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5724   -0.7267   -1.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8623   -1.6985   -0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6649    0.0863    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0201   -1.3897   -0.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7649   -0.3575    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1648   -1.0854    1.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8000    2.6262    0.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1646    1.9073    1.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7601    1.4590    1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783    2.4474   -0.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4460    1.9478    0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587    2.3324   -0.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2957    1.6242   -2.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0704    0.3383   -2.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6182   -1.3082   -2.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8469   -0.1295   -2.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0926    0.5187    0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0158    1.6051   -1.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2868    2.3424   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6293    1.6437    0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0252    2.1244   -0.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8224   -0.0613   -2.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1000   -0.3254   -2.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2629   -1.6257   -1.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3264    1.2594    1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7562   -0.4112    0.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0597    0.6081   -0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1691   -0.7974    2.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6950    0.9501    2.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3752    0.4935    2.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 12 13  1  0
 13 14  1  0
 13 15  1  0
  2 25  1  0
 25 26  1  0
 25 27  1  0
 23  3  1  0
 23  6  1  0
 20  7  1  0
 18 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  6
  3 32  1  1
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  1
  7 38  1  6
  8 39  1  0
  8 40  1  0
  9 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  1
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 19 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  1
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 24 63  1  0
 24 64  1  0
 24 65  1  0
 14 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 15 50  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
M  END


  Mrv1652304282200402D          

 27 30  0  0  1  0            999 V2000
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3705   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424   -0.6800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0685    0.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.0722    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  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
  9 11  1  1  0  0  0
  8 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 14 24  1  1  0  0  0
  2 25  1  1  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051301

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]([C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)N(C)C)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C25H44N2/c1-17(26(4)5)21-10-11-22-20-9-8-18-16-19(27(6)7)12-14-24(18,2)23(20)13-15-25(21,22)3/h8,17,19-23H,9-16H2,1-7H3/t17-,19-,20-,21+,22-,23-,24-,25+/m0/s1

> <INCHI_KEY>
YTNIUPZRMQLHNV-XSIUSZODSA-N

> <FORMULA>
C25H44N2

> <MOLECULAR_WEIGHT>
372.641

> <EXACT_MASS>
372.350449425

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
48.08687299483203

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,10S,11S,14S,15S)-14-[(1S)-1-(dimethylamino)ethyl]-N,N,2,15-tetramethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-amine

> <ALOGPS_LOGP>
5.08

> <JCHEM_LOGP>
4.791350719666669

> <ALOGPS_LOGS>
-5.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
10.532543312441948

> <JCHEM_POLAR_SURFACE_AREA>
6.48

> <JCHEM_REFRACTIVITY>
118.23839999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,10S,11S,14S,15S)-14-[(1S)-1-(dimethylamino)ethyl]-N,N,2,15-tetramethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-amine

> <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      11.519  -0.407   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.042   1.041   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.049   2.218   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.533   1.947   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.541   3.125   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.025   2.854   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.502   1.405   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.494   0.228   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.010   0.499   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.003  -0.678   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.487  -0.949   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.971  -1.221   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.455  -1.492   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.462  -0.314   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.986   1.134   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.770   2.079   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.495   1.215   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.923  -0.264   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.978  -1.480   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.558  -2.907   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       0.452  -1.269   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      -0.493  -2.485   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.128   0.157   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.791  -1.700   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      13.558   1.312   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      14.081   2.761   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.551   0.135   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8    4   10   11                                             
CONECT   10    9    1                                                       
CONECT   11    9                                                            
CONECT   12    8   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   18   24                                             
CONECT   15   14    7   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   14   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   14                                                            
CONECT   25    2   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₄₄N₂

Average Mass

372.6410 Da

Monoisotopic Mass

372.35045 Da

IUPAC Name

(1S,2R,5S,10S,11S,14S,15S)-14-[(1S)-1-(dimethylamino)ethyl]-N,N,2,15-tetramethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-amine

Traditional Name

(1S,2R,5S,10S,11S,14S,15S)-14-[(1S)-1-(dimethylamino)ethyl]-N,N,2,15-tetramethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-amine

CAS Registry Number

Not Available

SMILES

C[C@@H]([C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)N(C)C)N(C)C

InChI Identifier

InChI=1S/C25H44N2/c1-17(26(4)5)21-10-11-22-20-9-8-18-16-19(27(6)7)12-14-24(18,2)23(20)13-15-25(21,22)3/h8,17,19-23H,9-16H2,1-7H3/t17-,19-,20-,21+,22-,23-,24-,25+/m0/s1

InChI Key

YTNIUPZRMQLHNV-XSIUSZODSA-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
Holarrhena pubescens	Plant	KNApSAcK
Sarcococca saligna	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azasteroids and derivatives. These are steroid derivatives in which one carbon atom in the steroidal skeleton has been substituted with a nitrogen atom.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Azasteroids and derivatives

Direct Parent

Azasteroids and derivatives

Alternative Parents

Substituents

22-azasteroid
Pregnane-skeleton
Steroidal alkaloid
Pregnane-type alkaloid
Delta-5-steroid
Azasteroid
Alkaloid or derivatives
Tertiary aliphatic amine
Tertiary amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

aza-steroid (CHEBI:6145 )
Steroidal alkaloids (C10813 )

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	5.08	ALOGPS
logP	4.79	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	10.53	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	118.24 m³·mol⁻¹	ChemAxon
Polarizability	48.09 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

C00002254

Chemspider ID

391282

KEGG Compound ID

C10813

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442979

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kumar N, Singh B, Bhandari P, Gupta AP, Kaul VK: Steroidal alkaloids from Holarrhena antidysenterica (L.) WALL. Chem Pharm Bull (Tokyo). 2007 Jun;55(6):912-4. doi: 10.1248/cpb.55.912. [PubMed:17541193 ]

Showing NP-Card for Kurchessine (NP0051301)

MOL for NP0051301 (Kurchessine)

3D MOL for NP0051301 (Kurchessine)

3D SDF for NP0051301 (Kurchessine)

3D-SDF for NP0051301 (Kurchessine)

PDB for NP0051301 (Kurchessine)

3D PDB for NP0051301 (Kurchessine)

SMILES for NP0051301 (Kurchessine)

INCHI for NP0051301 (Kurchessine)

Structure for NP0051301 (Kurchessine)

3D Structure for NP0051301 (Kurchessine)