NP-MRD: Showing NP-Card for (+)-Buxmicrophylline E (NP0081333)

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Record Information

Version

2.0

Created at

2022-04-29 02:17:58 UTC

Updated at

2022-04-29 02:17:58 UTC

NP-MRD ID

NP0081333

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Buxmicrophylline E

Description

N-[(1S,3R,6S,7S,8R,11S,12S,14R,15S,16R)-14-(benzoyloxy)-15-[(1S)-1-(dimethylamino)ethyl]-7-(hydroxymethyl)-7,12,16-trimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]Octadecan-6-yl]benzenecarboximidic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (+)-Buxmicrophylline E is found in Buxus microphylla and Buxus nicrophylla. Based on a literature review very few articles have been published on N-[(1S,3R,6S,7S,8R,11S,12S,14R,15S,16R)-14-(benzoyloxy)-15-[(1S)-1-(dimethylamino)ethyl]-7-(hydroxymethyl)-7,12,16-trimethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]Octadecan-6-yl]benzenecarboximidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292204182D          

 46 52  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
    7.3669   -0.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7362   -1.4502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1428   -1.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7735   -0.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5495   -0.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6947   -1.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0640   -2.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2880   -2.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7228    1.6179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5401    1.5050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0464    2.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8509    0.7409    0.0000 C   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  1  0  0  0  0  0  0  0  0  0
    1.2513   -0.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4248   -1.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9799   -1.1801    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
    0.7707   -1.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5732   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8535   -1.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6657   -1.7202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1975   -1.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9172   -0.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1051   -0.1684    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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  7 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 19 23  1  6  0  0  0
  5 24  1  1  0  0  0
  4 25  1  6  0  0  0
  3 26  1  6  0  0  0
 26 27  1  0  0  0  0
 28 27  1  1  0  0  0
 28 29  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 33 36  1  1  0  0  0
 32 37  1  1  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 40 45  1  0  0  0  0
 29 46  1  1  0  0  0
  2 46  1  1  0  0  0
M  END

     RDKit          3D

100106  0  0  0  0  0  0  0  0999 V2000
   -3.9410    3.4705   -1.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3748    2.0477   -1.5039 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4669    1.1444   -0.7543 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9879   -0.2883   -0.7083 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7910   -0.6006    0.3653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0888   -1.0314    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6464   -1.1705   -0.7513 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8344   -1.3306    1.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2407   -0.9464    2.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4276   -1.7526    2.8277 O   0  0  0  0  0  0  0  0  0  0  0  0
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 41 91  1  0
 43 92  1  0
 43 93  1  0
 43 94  1  0
 36 84  1  0
 36 85  1  0
 35 82  1  0
 35 83  1  0
 25 75  1  1
 26 76  1  0
 30 77  1  0
 31 78  1  0
 32 79  1  0
 33 80  1  0
 34 81  1  0
 22 69  1  0
 22 70  1  0
 22 71  1  0
 23 72  1  0
 23 73  1  0
 24 74  1  0
  9 53  1  0
 10 54  1  0
 11 55  1  0
 12 56  1  0
 13 57  1  0
 45 95  1  0
 45 96  1  0
 45 97  1  0
 46 98  1  0
 46 99  1  0
 46100  1  0
M  END


  Mrv1652304292204182D          

 46 52  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
    7.3669   -0.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7362   -1.4502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1428   -1.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7735   -0.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5495   -0.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6947   -1.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0640   -2.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2880   -2.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7228    1.6179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5401    1.5050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0464    2.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8509    0.7409    0.0000 C   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  1  0  0  0  0  0  0  0  0  0
    1.2513   -0.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4248   -1.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9799   -1.1801    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
    0.7707   -1.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5732   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8535   -1.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6657   -1.7202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1975   -1.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9172   -0.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1051   -0.1684    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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  7 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 19 23  1  6  0  0  0
  5 24  1  1  0  0  0
  4 25  1  6  0  0  0
  3 26  1  6  0  0  0
 26 27  1  0  0  0  0
 28 27  1  1  0  0  0
 28 29  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 33 36  1  1  0  0  0
 32 37  1  1  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 40 45  1  0  0  0  0
 29 46  1  1  0  0  0
  2 46  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0081333

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]([C@H]1[C@@H](C[C@@]2(C)[C@@H]3CC[C@@H]4[C@]5(C[C@@]35CC[C@]12C)CC[C@H](NC(=O)C1=CC=CC=C1)[C@@]4(C)CO)OC(=O)C1=CC=CC=C1)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H54N2O4/c1-26(42(5)6)33-29(46-35(45)28-15-11-8-12-16-28)23-38(4)31-18-17-30-36(2,25-43)32(41-34(44)27-13-9-7-10-14-27)19-20-39(30)24-40(31,39)22-21-37(33,38)3/h7-16,26,29-33,43H,17-25H2,1-6H3,(H,41,44)/t26-,29+,30-,31-,32-,33-,36-,37+,38-,39+,40-/m0/s1

> <INCHI_KEY>
BGXQOXKJFCPHSX-NVOQNHNXSA-N

> <FORMULA>
C40H54N2O4

> <MOLECULAR_WEIGHT>
626.882

> <EXACT_MASS>
626.408358227

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
73.9416185190994

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,6S,7S,8R,11S,12S,14R,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-7-(hydroxymethyl)-7,12,16-trimethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-14-yl benzoate

> <ALOGPS_LOGP>
6.08

> <JCHEM_LOGP>
6.358463151999999

> <ALOGPS_LOGS>
-6.45

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.378447073213277

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.774095544023343

> <JCHEM_PKA_STRONGEST_BASIC>
10.068870951013663

> <JCHEM_POLAR_SURFACE_AREA>
78.87

> <JCHEM_REFRACTIVITY>
182.01749999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.20e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,6S,7S,8R,11S,12S,14R,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-7-(hydroxymethyl)-7,12,16-trimethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-14-yl benzoate

> <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      13.752  -1.714   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.574  -2.707   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      15.200  -2.237   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.377  -1.245   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.826  -1.768   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.097  -3.284   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.919  -4.277   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.471  -3.753   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.549   3.020   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      14.075   2.809   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      15.020   4.025   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.655   1.383   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.969   4.447   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.737   3.240   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.173  -1.089   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.502  -1.314   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.986  -1.585   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.994  -0.407   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.517   1.041   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.524   2.218   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.008   1.947   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.485   0.499   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.478  -0.678   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.336  -1.712   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.660  -3.217   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       3.696  -2.203   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0       0.969   0.228   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0       0.446  -1.221   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       1.439  -2.398   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -1.070  -1.492   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -1.593  -2.940   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -3.109  -3.211   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -4.102  -2.034   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -3.579  -0.585   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -2.063  -0.314   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       6.040   2.489   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   29   46                                             
CONECT    3    2    4   26                                                  
CONECT    4    3    5    9   25                                             
CONECT    5    4    6    7   24                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   19                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19    7   20   23                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   19                                                            
CONECT   24    5                                                            
CONECT   25    4                                                            
CONECT   26    3   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28    2   30   46                                             
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   28   34   36                                             
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33                                                            
CONECT   37   32   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   45                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   40                                                       
CONECT   46   29    2                                                       
MASTER        0    0    0    0    0    0    0    0   46    0  104    0
END

View in JSmol

Synonyms

Value	Source
N-[(1S,3R,6S,7S,8R,11S,12S,14R,15S,16R)-14-(Benzoyloxy)-15-[(1S)-1-(dimethylamino)ethyl]-7-(hydroxymethyl)-7,12,16-trimethylpentacyclo[9.7.0.0,.0,.0,]octadecan-6-yl]benzenecarboximidate	Generator

Chemical Formula

C₄₀H₅₄N₂O₄

Average Mass

626.8820 Da

Monoisotopic Mass

626.40836 Da

IUPAC Name

(1S,3R,6S,7S,8R,11S,12S,14R,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-7-(hydroxymethyl)-7,12,16-trimethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-14-yl benzoate

Traditional Name

(1S,3R,6S,7S,8R,11S,12S,14R,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-7-(hydroxymethyl)-7,12,16-trimethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-14-yl benzoate

CAS Registry Number

Not Available

SMILES

C[C@@H]([C@H]1[C@@H](C[C@@]2(C)[C@@H]3CC[C@@H]4[C@]5(C[C@@]35CC[C@]12C)CC[C@H](NC(=O)C1=CC=CC=C1)[C@@]4(C)CO)OC(=O)C1=CC=CC=C1)N(C)C

InChI Identifier

InChI=1S/C40H54N2O4/c1-26(42(5)6)33-29(46-35(45)28-15-11-8-12-16-28)23-38(4)31-18-17-30-36(2,25-43)32(41-34(44)27-13-9-7-10-14-27)19-20-39(30)24-40(31,39)22-21-37(33,38)3/h7-16,26,29-33,43H,17-25H2,1-6H3,(H,41,44)/t26-,29+,30-,31-,32-,33-,36-,37+,38-,39+,40-/m0/s1

InChI Key

BGXQOXKJFCPHSX-NVOQNHNXSA-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

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
22-azasteroid
9(beta),19-cyclo-4,4-14(alpha)-trimethyl-5(alpha)-pregnane-skeleton
Steroidal alkaloid
Azasteroid
Benzoate ester
Benzamide
Benzoic acid or derivatives
Alkaloid or derivatives
Benzoyl
Monocyclic benzene moiety
Benzenoid
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic nitrogen compound
Alcohol
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Primary alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	6.08	ALOGPS
logP	6.36	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	14.77	ChemAxon
pKa (Strongest Basic)	10.07	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	78.87 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	182.02 m³·mol⁻¹	ChemAxon
Polarizability	73.94 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25242751

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Buxmicrophylline E (NP0081333)

MOL for NP0081333 ((+)-Buxmicrophylline E)

3D MOL for NP0081333 ((+)-Buxmicrophylline E)

3D SDF for NP0081333 ((+)-Buxmicrophylline E)

3D-SDF for NP0081333 ((+)-Buxmicrophylline E)

PDB for NP0081333 ((+)-Buxmicrophylline E)

3D PDB for NP0081333 ((+)-Buxmicrophylline E)

SMILES for NP0081333 ((+)-Buxmicrophylline E)

INCHI for NP0081333 ((+)-Buxmicrophylline E)

Structure for NP0081333 ((+)-Buxmicrophylline E)

3D Structure for NP0081333 ((+)-Buxmicrophylline E)