NP-MRD: Showing NP-Card for Buxippine K (NP0081331)

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Record Information

Version

2.0

Created at

2022-04-29 02:17:49 UTC

Updated at

2022-04-29 02:17:49 UTC

NP-MRD ID

NP0081331

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Buxippine K

Description

Cyclomicrobuxine belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Buxippine K is found in Buxus microphylla, Buxus nicrophylla and Buxus sempervirens. Buxippine K was first documented in 2017 (PMID: 28100216). Based on a literature review very few articles have been published on Cyclomicrobuxine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292204172D          

 28 32  0  0  1  0            999 V2000
    4.0480    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7677    0.7029    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2995    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1116    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3919    0.9934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8601    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2165    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4458    0.1741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7629   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2217   -0.1062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7228    1.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5401    1.5050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4119    2.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7518    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9139   -0.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0192   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2071   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6752   -0.2182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9555    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4237    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6116    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3313    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8631   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828   -1.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5192    0.1221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2389   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2358    1.3336    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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  6  0  0  0
  7 11  1  1  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  5 14  1  1  0  0  0
  4 15  1  6  0  0  0
  3 16  1  6  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  2  0  0  0  0
 22 25  1  1  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 19 28  1  1  0  0  0
  2 28  1  1  0  0  0
M  END

     RDKit          3D

 67 71  0  0  0  0  0  0  0  0999 V2000
    3.7379   -2.2845    0.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4459   -1.0725    0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4086    0.0614    0.5473 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3398    0.1173   -0.4865 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9798    0.3206   -1.8157 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4898   -0.6764   -0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6479    1.3600    0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3681    1.4824    0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4710    0.2995    0.0559 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0362   -0.1928   -1.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0429    0.2971   -0.1787 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6344    1.5621   -0.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9825    1.8168    0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7845    0.5759   -0.1527 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6746    0.0852   -1.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1697    0.6101    0.3532 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1655    1.3559   -0.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5812    1.0197   -1.7690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7127    2.3416    0.1328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5081   -0.8820    0.3621 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3399   -1.2267    1.4187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543   -1.6058    0.4482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1773   -0.4644    0.7882 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3994   -0.1467    2.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7816   -0.7702    0.4092 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1263   -1.4202    1.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2099   -1.9690    1.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0629   -0.7603    0.9350 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9758   -3.0849    0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7241   -2.5703   -0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9815   -0.1072    1.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5902   -0.3016   -2.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9281    0.0545   -2.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2068    1.3810   -2.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5988   -1.4351   -1.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4485   -1.2292    0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4368   -0.0807   -0.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4436    1.4773    1.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3162    2.1844    0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5752    1.8445   -1.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8218    2.3549    0.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0325   -1.2728   -1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993    0.4422   -2.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0199    2.4752   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7367    1.5897   -1.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668    2.5989   -0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9815    2.2582    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5730    0.9510   -2.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5432   -0.5023   -1.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7885   -0.5701   -1.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2231    1.0005    1.4157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8480   -0.0360   -1.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8612    1.3518   -2.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5227    1.6132   -2.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9484   -1.1892   -0.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8556   -2.0311    1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8305   -1.9675   -0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1628   -2.3834    1.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7611   -0.8171    2.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4447   -0.4593    2.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2064    0.9029    2.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8245   -1.6406   -0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6882   -2.2861    1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1705   -0.6870    2.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6785   -2.6422    1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9548   -2.4683    0.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1556   -0.2976    1.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  6  1  0
  4  3  1  0
  3  7  1  0
  7  8  1  0
  9  8  1  6
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 11 10  1  6
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 12 13  1  0
 13 14  1  0
 14 15  1  6
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 22 23  1  0
 23 24  1  1
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28  2  1  0
  2  1  2  3
 16 17  1  0
 17 18  1  0
 17 19  2  0
  2  3  1  0
 11  9  1  0
 25 11  1  0
 28  9  1  0
 23 14  1  0
  5 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  6 37  1  0
  3 31  1  1
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
 10 42  1  0
 10 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 15 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  1
 20 55  1  6
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 22 57  1  0
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 24 60  1  0
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 25 62  1  6
 26 63  1  0
 26 64  1  0
 27 65  1  0
 27 66  1  0
 28 67  1  1
  1 29  1  0
  1 30  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
M  END


  Mrv1652304292204172D          

 28 32  0  0  1  0            999 V2000
    4.0480    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7677    0.7029    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2995    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1116    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3919    0.9934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8601    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2165    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4458    0.1741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7629   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2217   -0.1062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7228    1.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5401    1.5050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4119    2.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7518    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9139   -0.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0192   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2071   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6752   -0.2182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9555    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4237    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6116    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3313    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8631   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828   -1.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5192    0.1221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2389   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2358    1.3336    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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  6  0  0  0
  7 11  1  1  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  5 14  1  1  0  0  0
  4 15  1  6  0  0  0
  3 16  1  6  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  2  0  0  0  0
 22 25  1  1  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 19 28  1  1  0  0  0
  2 28  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0081331

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)[C@H]1CC[C@]23C[C@]22CC[C@]4(C)[C@H]([C@H](O)C[C@@]4(C)[C@@H]2CC[C@H]3C1=C)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H39NO2/c1-15-17-7-8-20-23(4)13-19(28)21(16(2)27)22(23,3)11-12-25(20)14-24(17,25)10-9-18(15)26(5)6/h17-21,28H,1,7-14H2,2-6H3/t17-,18-,19+,20-,21-,22+,23-,24+,25-/m0/s1

> <INCHI_KEY>
GNRVDDAXIDKEFJ-VGAWZIALSA-N

> <FORMULA>
C25H39NO2

> <MOLECULAR_WEIGHT>
385.592

> <EXACT_MASS>
385.2980795

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
46.23722867400406

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(1S,3R,6S,8R,11S,12S,14R,15R,16R)-6-(dimethylamino)-14-hydroxy-12,16-dimethyl-7-methylidenepentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-15-yl]ethan-1-one

> <ALOGPS_LOGP>
3.72

> <JCHEM_LOGP>
3.2519538190000006

> <ALOGPS_LOGS>
-5.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.647148430798403

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.741477776448658

> <JCHEM_PKA_STRONGEST_BASIC>
9.582606463884716

> <JCHEM_POLAR_SURFACE_AREA>
40.54

> <JCHEM_REFRACTIVITY>
112.86809999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.12e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(1S,3R,6S,8R,11S,12S,14R,15R,16R)-6-(dimethylamino)-14-hydroxy-12,16-dimethyl-7-methylidenepentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-15-yl]ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       7.556   2.761   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.033   1.312   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.026   0.135   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.542   0.406   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.065   1.854   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.072   3.032   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.604   1.804   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.032   0.325   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.757  -0.539   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      13.480  -0.198   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      12.549   3.020   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      14.075   2.809   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.969   4.447   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.737   3.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.173  -1.089   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.502  -1.314   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.986  -1.585   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.994  -0.407   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.517   1.041   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.524   2.218   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.008   1.947   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.485   0.499   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.478  -0.678   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.955  -2.127   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       0.969   0.228   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       0.446  -1.221   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.024   1.405   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.040   2.489   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   19   28                                             
CONECT    3    2    4   16                                                  
CONECT    4    3    5    9   15                                             
CONECT    5    4    6    7   14                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8                                                            
CONECT   11    7   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    5                                                            
CONECT   15    4                                                            
CONECT   16    3   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18    2   20   28                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   18   24                                                  
CONECT   24   23                                                            
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   19    2                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Value	Source
3-(Dimethylamino)-16-hydroxy-14-methyl-4-methylene-9,19-cyclo-5-pregnan-20-one	MeSH

Chemical Formula

C₂₅H₃₉NO₂

Average Mass

385.5920 Da

Monoisotopic Mass

385.29808 Da

IUPAC Name

1-[(1S,3R,6S,8R,11S,12S,14R,15R,16R)-6-(dimethylamino)-14-hydroxy-12,16-dimethyl-7-methylidenepentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-15-yl]ethan-1-one

Traditional Name

1-[(1S,3R,6S,8R,11S,12S,14R,15R,16R)-6-(dimethylamino)-14-hydroxy-12,16-dimethyl-7-methylidenepentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-15-yl]ethanone

CAS Registry Number

Not Available

SMILES

CN(C)[C@H]1CC[C@]23C[C@]22CC[C@]4(C)[C@H]([C@H](O)C[C@@]4(C)[C@@H]2CC[C@H]3C1=C)C(C)=O

InChI Identifier

InChI=1S/C25H39NO2/c1-15-17-7-8-20-23(4)13-19(28)21(16(2)27)22(23,3)11-12-25(20)14-24(17,25)10-9-18(15)26(5)6/h17-21,28H,1,7-14H2,2-6H3/t17-,18-,19+,20-,21-,22+,23-,24+,25-/m0/s1

InChI Key

GNRVDDAXIDKEFJ-VGAWZIALSA-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 microphylla	LOTUS Database	35616633
Buxus nicrophylla	Plant	KNApSAcK
Buxus sempervirens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Polycyclic triterpenoid
9(beta),19-cyclo-4,4-14(alpha)-trimethyl-5(alpha)-pregnane-skeleton
20-oxosteroid
Steroidal alkaloid
Hydroxysteroid
Oxosteroid
16-alpha-hydroxysteroid
16-hydroxysteroid
Steroid
Azasteroid
Alkaloid or derivatives
Cyclic alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Ketone
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Alcohol
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organopnictogen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	3.72	ALOGPS
logP	3.25	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	14.74	ChemAxon
pKa (Strongest Basic)	9.58	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	40.54 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	112.87 m³·mol⁻¹	ChemAxon
Polarizability	46.24 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

24730178

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12308806

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Khan AU, Ali S, Gilani AH, Ahmed M, Choudhary MI: Antispasmodic, bronchodilator, vasorelaxant and cardiosuppressant effects of Buxus papillosa. BMC Complement Altern Med. 2017 Jan 18;17(1):54. doi: 10.1186/s12906-017-1558-x. [PubMed:28100216 ]

Showing NP-Card for Buxippine K (NP0081331)

MOL for NP0081331 (Buxippine K)

3D MOL for NP0081331 (Buxippine K)

3D SDF for NP0081331 (Buxippine K)

3D-SDF for NP0081331 (Buxippine K)

PDB for NP0081331 (Buxippine K)

3D PDB for NP0081331 (Buxippine K)

SMILES for NP0081331 (Buxippine K)

INCHI for NP0081331 (Buxippine K)

Structure for NP0081331 (Buxippine K)

3D Structure for NP0081331 (Buxippine K)