NP-MRD: Showing NP-Card for Buxamine E (NP0051290)

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Record Information

Version

2.0

Created at

2022-04-27 22:40:13 UTC

Updated at

2022-04-27 22:40:13 UTC

NP-MRD ID

NP0051290

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Buxamine E

Description

Buxamine E belongs to the class of organic compounds known as buxus alkaloids. These are alkaloids with a triterpenoid-steroid pregnane type structure with C-4 methyl groups, a 9beta,10beta-cycloartenol system, and a degraded C-20 side chain. Structurally, they are derivatives of either a 9beta,10beta-cyclo-4,4,14alpha-trimethyl-5alpha-pregnane or a 9(10->19)abeo 4,4,14alpha-trimethyl-5alpha-pregnane system. Buxamine E is found in Buxus balearica and Buxus sempervirens . Based on a literature review very few articles have been published on Buxamine E.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200402D          

 28 31  0  0  1  0            999 V2000
    5.0089    1.2859    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5510    1.9722    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0623    2.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8361    2.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8031    1.5093    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4506    0.9981    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2171    1.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3317    0.1817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7278    1.9188    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3624    1.1791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8202    0.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6435    0.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5563    1.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9164    1.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9247    2.3494    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5749    2.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3773    2.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2144    2.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4959    2.3638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4876    1.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1979    1.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2144    2.7835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9330    2.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2061    3.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6091    3.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345    3.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1674    2.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360    0.6512    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
  1  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  6  8  1  6  0  0  0
  2  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  1 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 14 21  1  0  0  0  0
 19 22  1  6  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 18 25  1  0  0  0  0
 18 26  1  0  0  0  0
  2 27  1  1  0  0  0
  1 28  1  6  0  0  0
M  END

     RDKit          3D

 72 75  0  0  0  0  0  0  0  0999 V2000
    6.7966   -0.6551   -0.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7997    0.1030    0.2233 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6564   -0.7099    1.4170 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4922    0.1107   -0.5367 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1176   -1.3552   -0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8863   -1.4870    0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2191   -0.1955   -0.1069 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9398   -0.1303   -1.5903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1130    0.2277    0.7504 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0469   -0.7099    1.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9319   -1.1493    0.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9949   -0.2224   -0.3310 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8207    1.1958   -0.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7654    1.9445    0.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153    1.5088    0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802    2.3396   -0.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9388    2.0925   -0.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3675    0.7992    0.1427 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6002    1.0429    1.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0708    2.0414   -0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0783    1.4106   -1.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4866    0.0129   -0.6109 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6694    0.0538    0.2366 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7760    0.6948   -0.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1827   -1.2869    0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3961   -0.6967    0.1331 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5400   -0.5073    1.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4300   -2.1654   -0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3476   -1.0104   -1.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6503   -0.0033   -0.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2378   -1.5270   -0.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2205    1.0899    0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9663   -1.6970    1.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2163   -0.3382    2.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7200    0.5825   -1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9101   -2.0469   -0.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8816   -1.5001   -1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344   -1.6222    1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3040   -2.3309   -0.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7593    0.3474   -2.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0134    0.4262   -1.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8884   -1.1865   -1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5648    0.5708    1.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4606   -0.3349    2.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5728   -1.6492    1.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4615   -2.0442    0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4327   -1.6349   -0.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969   -0.3374   -1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8633    3.0234    0.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0748    3.2491   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3325    2.2511   -1.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4180    2.9219    0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0182    1.9503    1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4954    0.1752    2.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6653    1.4148    1.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4336    2.2312    0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7936    3.0147   -0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9209    2.0839   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5681    1.3345   -2.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7556   -0.5379   -1.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7758    1.7846   -0.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7989    0.3083   -1.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7021    0.3438    0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5398   -1.9228    1.1168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5748   -1.7281   -0.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1107   -1.1351    1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4932    0.0370    1.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7524    0.2021    1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5178   -1.4175    2.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3964   -2.8179    0.6250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6130   -2.4267   -0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3570   -2.4007   -0.8464 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  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 13  1  0
 13 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 22 26  1  0
 26 27  1  1
 26 28  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18  4  1  0
 18  7  1  0
 15  9  1  0
 26 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  4 35  1  6
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  1
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  6
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  6
 24 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 25 66  1  0
 27 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
 14 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
M  END


  Mrv1652304282200402D          

 28 31  0  0  1  0            999 V2000
    5.0089    1.2859    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5510    1.9722    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0623    2.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8361    2.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8031    1.5093    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4506    0.9981    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2171    1.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3317    0.1817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7278    1.9188    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3624    1.1791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8202    0.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6435    0.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5563    1.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9164    1.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9247    2.3494    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5749    2.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3773    2.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2144    2.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4959    2.3638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4876    1.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1979    1.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2144    2.7835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9330    2.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2061    3.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6091    3.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345    3.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1674    2.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360    0.6512    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
  1  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  6  8  1  6  0  0  0
  2  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  1 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 14 21  1  0  0  0  0
 19 22  1  6  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 18 25  1  0  0  0  0
 18 26  1  0  0  0  0
  2 27  1  1  0  0  0
  1 28  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0051290

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](N)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@@H]4C(CC[C@H](N(C)C)C4(C)C)=CC3=CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C26H44N2/c1-17(27)20-13-15-26(5)22-10-9-21-18(16-19(22)12-14-25(20,26)4)8-11-23(28(6)7)24(21,2)3/h12,16-17,20-23H,8-11,13-15,27H2,1-7H3/t17-,20+,21+,22+,23-,25+,26-/m0/s1

> <INCHI_KEY>
UVGUDMTZIJXYDY-XSWJKVCQSA-N

> <FORMULA>
C26H44N2

> <MOLECULAR_WEIGHT>
384.652

> <EXACT_MASS>
384.350449425

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
49.12389573183404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6S,8R,11R,12S,15S,16R)-15-[(1S)-1-aminoethyl]-N,N,7,7,12,16-hexamethyltetracyclo[9.7.0.0^{3,8}.0^{12,16}]octadeca-1(18),2-dien-6-amine

> <ALOGPS_LOGP>
6.03

> <JCHEM_LOGP>
4.757685248666666

> <ALOGPS_LOGS>
-5.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
10.686373826316942

> <JCHEM_POLAR_SURFACE_AREA>
29.259999999999998

> <JCHEM_REFRACTIVITY>
122.48979999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.12e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6S,8R,11R,12S,15S,16R)-15-[(1S)-1-aminoethyl]-N,N,7,7,12,16-hexamethyltetracyclo[9.7.0.0^{3,8}.0^{12,16}]octadeca-1(18),2-dien-6-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       9.350   2.400   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.495   3.681   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.450   4.890   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.894   4.356   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.832   2.817   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.041   1.863   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.472   2.433   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      11.819   0.339   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       6.959   3.582   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.276   2.201   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.131   0.920   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.668   1.020   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.772   1.873   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.577   2.846   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.593   4.386   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.806   5.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.304   4.976   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.267   5.169   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.926   4.412   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.910   2.873   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.236   2.089   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      -0.400   5.196   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      -1.742   4.439   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.385   6.736   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.004   6.521   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.558   6.536   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.779   5.045   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.334   1.216   0.000  0.00  0.00           C+0
CONECT    1    2    5   12   28                                             
CONECT    2    1    3    9   27                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    2   10   17                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    1                                                       
CONECT   13   10   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16    9                                                       
CONECT   18   15   19   25   26                                             
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   14                                                       
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   18                                                            
CONECT   26   18                                                            
CONECT   27    2                                                            
CONECT   28    1                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₄₄N₂

Average Mass

384.6520 Da

Monoisotopic Mass

384.35045 Da

IUPAC Name

(6S,8R,11R,12S,15S,16R)-15-[(1S)-1-aminoethyl]-N,N,7,7,12,16-hexamethyltetracyclo[9.7.0.0^{3,8}.0^{12,16}]octadeca-1(18),2-dien-6-amine

Traditional Name

(6S,8R,11R,12S,15S,16R)-15-[(1S)-1-aminoethyl]-N,N,7,7,12,16-hexamethyltetracyclo[9.7.0.0^{3,8}.0^{12,16}]octadeca-1(18),2-dien-6-amine

CAS Registry Number

Not Available

SMILES

C[C@H](N)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@@H]4C(CC[C@H](N(C)C)C4(C)C)=CC3=CC[C@]12C

InChI Identifier

InChI=1S/C26H44N2/c1-17(27)20-13-15-26(5)22-10-9-21-18(16-19(22)12-14-25(20,26)4)8-11-23(28(6)7)24(21,2)3/h12,16-17,20-23H,8-11,13-15,27H2,1-7H3/t17-,20+,21+,22+,23-,25+,26-/m0/s1

InChI Key

UVGUDMTZIJXYDY-XSWJKVCQSA-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 balearica	Plant	KNApSAcK
Buxus sempervirens	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as buxus alkaloids. These are alkaloids with a triterpenoid-steroid pregnane type structure with C-4 methyl groups, a 9beta,10beta-cycloartenol system, and a degraded C-20 side chain. Structurally, they are derivatives of either a 9beta,10beta-cyclo-4,4,14alpha-trimethyl-5alpha-pregnane or a 9(10->19)abeo 4,4,14alpha-trimethyl-5alpha-pregnane system.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal alkaloids

Direct Parent

Buxus alkaloids

Alternative Parents

Substituents

Abeo-9(10->19)-4,4-14(alpha)-trimethyl-5(alpha)-pregnane-skeleton
Diterpenoid
Abeoabietane diterpenoid
Tertiary aliphatic amine
Tertiary amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Primary aliphatic amine
Amine
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

steroid alkaloid (CHEBI:3249 )
Steroidal alkaloids (C10795 )

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	6.03	ALOGPS
logP	4.76	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	10.69	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.26 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	122.49 m³·mol⁻¹	ChemAxon
Polarizability	49.12 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

C00002241

Chemspider ID

391273

KEGG Compound ID

C10795

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442970

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Buxamine E (NP0051290)

MOL for NP0051290 (Buxamine E)

3D MOL for NP0051290 (Buxamine E)

3D SDF for NP0051290 (Buxamine E)

3D-SDF for NP0051290 (Buxamine E)

PDB for NP0051290 (Buxamine E)

3D PDB for NP0051290 (Buxamine E)

SMILES for NP0051290 (Buxamine E)

INCHI for NP0051290 (Buxamine E)

Structure for NP0051290 (Buxamine E)

3D Structure for NP0051290 (Buxamine E)