NP-MRD: Showing NP-Card for N-Methylstephuline (NP0068123)

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Record Information

Version

2.0

Created at

2022-04-28 13:07:33 UTC

Updated at

2022-04-28 13:07:34 UTC

NP-MRD ID

NP0068123

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-Methylstephuline

Description

(1S,8S,10S,11R,12S,13S)-4,11,12-trimethoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]Octadeca-2(7),3,5-triene-3,13-diol belongs to the class of organic compounds known as hasubanan alkaloids. These are alkaloids with a structure based on the hasubanan skeleton, a tetracyclic propellane. N-Methylstephuline is found in Stephania hernandifolia (Willd.)Walp. and Stephania longa . Based on a literature review very few articles have been published on (1S,8S,10S,11R,12S,13S)-4,11,12-trimethoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]Octadeca-2(7),3,5-triene-3,13-diol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282215072D          

 27 31  0  0  1  0            999 V2000
    0.3826   -2.1503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9117   -1.5173    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5570   -0.5637    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2568   -0.4279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7813   -1.0647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1853    0.2025    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8591   -0.1405    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2495    0.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7698    0.5753    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3541   -0.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0300   -0.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1978   -0.9163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4814   -1.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7374   -1.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0341   -0.3012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5078    0.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8100   -1.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250   -1.5276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3440   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6682   -0.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732   -0.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8390   -2.0890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6581   -1.9904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2008   -2.2863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7415    0.9390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5371    0.7128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6548    1.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  4  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  1  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  0  0  0  0
 12 17  1  0  0  0  0
  2 17  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 10 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 24  1  0  0  0  0
  9 25  1  0  0  0  0
  6 25  1  0  0  0  0
  6 26  1  1  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
    6.2475    0.5127    0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0577    0.5691   -0.2966 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8373    0.2512    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7893   -0.1167    1.5989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5793   -0.4338    2.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4629   -0.3674    1.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4519    0.0007    0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    0.3126   -0.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7920    0.6900   -1.7955 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1906    0.0669   -0.7210 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4123   -0.6578   -2.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0219   -0.9683   -2.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6519   -1.3768   -1.1612 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4217   -2.8404   -1.1377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9260   -0.7224   -0.1335 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3951   -1.7393    0.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0788   -0.6976    1.9347 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6695    0.4290    1.7466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475    0.0915    0.8541 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5623   -0.6669    1.6071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7112   -1.1812    1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2531    1.3059    0.2011 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2176    2.0338    0.8314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3317    2.3563    0.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0127    2.1859   -0.0922 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2938    2.4026    1.0555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1555    1.4724   -1.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1347    0.6281   -0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1798    1.3158    1.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2367   -0.4904    0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6641   -0.1824    2.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4904   -0.7303    3.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6728    0.9202   -2.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7981    0.0432   -2.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0263   -1.5512   -1.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5316   -0.1223   -2.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9964   -1.7873   -3.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8712   -3.3260   -0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9555   -3.2139   -2.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3603   -3.0684   -1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4219   -2.3350    0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2314   -2.2806    1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1062   -1.0987    2.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1593   -1.7841    1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6822   -1.8791    0.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5233   -0.4018    0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6404    1.0606   -0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0004    2.9423    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1241    3.0946   -0.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9419    1.5255   -0.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3686    3.1221   -0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3410    3.1264    0.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7845    2.0631   -1.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6691    1.4973   -2.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 22  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 10 27  1  6
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 15 13  1  6
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
 20 21  1  0
 17  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8  3  2  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
 19 22  1  0
  5  6  1  0
 15 10  1  0
 19 15  1  0
  7 10  1  0
 24 48  1  0
 24 49  1  0
 24 50  1  0
 22 47  1  6
 25 51  1  6
 26 52  1  0
 27 53  1  0
 27 54  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  1
 21 44  1  0
 21 45  1  0
 21 46  1  0
  9 33  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
M  END


  Mrv1652304282215072D          

 27 31  0  0  1  0            999 V2000
    0.3826   -2.1503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9117   -1.5173    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5570   -0.5637    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2568   -0.4279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7813   -1.0647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1853    0.2025    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8591   -0.1405    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2495    0.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7698    0.5753    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3541   -0.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0300   -0.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1978   -0.9163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4814   -1.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7374   -1.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0341   -0.3012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5078    0.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8100   -1.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250   -1.5276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3440   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6682   -0.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732   -0.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8390   -2.0890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6581   -1.9904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2008   -2.2863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7415    0.9390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5371    0.7128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6548    1.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  4  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  1  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  0  0  0  0
 12 17  1  0  0  0  0
  2 17  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 10 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 24  1  0  0  0  0
  9 25  1  0  0  0  0
  6 25  1  0  0  0  0
  6 26  1  1  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0068123

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1[C@@H](O)C[C@]23CCN(C)[C@@]22C[C@H](O[C@@]12OC)C1=C3C(O)=C(OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H27NO6/c1-21-8-7-18-9-12(22)17(25-3)20(26-4)19(18,21)10-14(27-20)11-5-6-13(24-2)16(23)15(11)18/h5-6,12,14,17,22-23H,7-10H2,1-4H3/t12-,14-,17-,18-,19-,20-/m0/s1

> <INCHI_KEY>
GAUBYMMEBUOLGW-XTBWBWPPSA-N

> <FORMULA>
C20H27NO6

> <MOLECULAR_WEIGHT>
377.437

> <EXACT_MASS>
377.183837593

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
39.14513629215668

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,8S,10S,11R,12S,13S)-4,11,12-trimethoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1^{8,11}.0^{1,10}.0^{2,7}]octadeca-2(7),3,5-triene-3,13-diol

> <ALOGPS_LOGP>
0.53

> <JCHEM_LOGP>
1.0696307049999998

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.99158578330325

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.298132985857107

> <JCHEM_PKA_STRONGEST_BASIC>
7.409989362161689

> <JCHEM_POLAR_SURFACE_AREA>
80.62000000000002

> <JCHEM_REFRACTIVITY>
97.49570000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.91e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,8S,10S,11R,12S,13S)-4,11,12-trimethoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1^{8,11}.0^{1,10}.0^{2,7}]octadeca-2(7),3,5-triene-3,13-diol

> <JCHEM_VEBER_RULE>
0

$$$$

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  O   UNK     0       0.714  -4.014   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.702  -2.832   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.040  -1.052   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.479  -0.799   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.458  -1.987   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.213   0.378   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.470  -0.262   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.199   1.365   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.170   1.074   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.261  -0.203   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.656  -1.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.103  -1.710   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.765  -2.466   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.376  -1.951   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.930  -0.562   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       0.948   0.624   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.379  -3.133   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.580  -2.852   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.109  -2.667   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.714  -1.251   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.790  -0.019   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.033  -3.900   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.562  -3.715   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.975  -4.268   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.251   1.753   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.002   1.331   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.222   2.855   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7   25   26                                             
CONECT    7    6    8   12   15                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   25                                                  
CONECT   10    9   11   21                                                  
CONECT   11   10   12   18                                                  
CONECT   12   11    7   13   17                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    7   16                                                  
CONECT   16   15                                                            
CONECT   17   12    2                                                       
CONECT   18   11   19   24                                                  
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   10                                                       
CONECT   22   19   23                                                       
CONECT   23   22                                                            
CONECT   24   18                                                            
CONECT   25    9    6                                                       
CONECT   26    6   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₇NO₆

Average Mass

377.4370 Da

Monoisotopic Mass

377.18384 Da

IUPAC Name

(1S,8S,10S,11R,12S,13S)-4,11,12-trimethoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1^{8,11}.0^{1,10}.0^{2,7}]octadeca-2(7),3,5-triene-3,13-diol

Traditional Name

(1S,8S,10S,11R,12S,13S)-4,11,12-trimethoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1^{8,11}.0^{1,10}.0^{2,7}]octadeca-2(7),3,5-triene-3,13-diol

CAS Registry Number

Not Available

SMILES

CO[C@H]1[C@@H](O)C[C@]23CCN(C)[C@@]22C[C@H](O[C@@]12OC)C1=C3C(O)=C(OC)C=C1

InChI Identifier

InChI=1S/C20H27NO6/c1-21-8-7-18-9-12(22)17(25-3)20(26-4)19(18,21)10-14(27-20)11-5-6-13(24-2)16(23)15(11)18/h5-6,12,14,17,22-23H,7-10H2,1-4H3/t12-,14-,17-,18-,19-,20-/m0/s1

InChI Key

GAUBYMMEBUOLGW-XTBWBWPPSA-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
Stephania hernandifolia	Plant	KNApSAcK
Stephania longa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hasubanan alkaloids. These are alkaloids with a structure based on the hasubanan skeleton, a tetracyclic propellane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Hasubanan alkaloids

Sub Class

Not Available

Direct Parent

Hasubanan alkaloids

Alternative Parents

Substituents

Hasubanan skeleton
Phenanthrene
Tetralin
Indole or derivatives
Anisole
1-hydroxy-4-unsubstituted benzenoid
Ketal
Aralkylamine
Alkyl aryl ether
Benzenoid
N-alkylpyrrolidine
Tetrahydrofuran
Pyrrolidine
Cyclic alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.53	ALOGPS
logP	1.07	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	10.3	ChemAxon
pKa (Strongest Basic)	7.41	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	80.62 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	97.5 m³·mol⁻¹	ChemAxon
Polarizability	39.15 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

10217046

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21593986

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for N-Methylstephuline (NP0068123)

MOL for NP0068123 (N-Methylstephuline)

3D MOL for NP0068123 (N-Methylstephuline)

3D SDF for NP0068123 (N-Methylstephuline)

3D-SDF for NP0068123 (N-Methylstephuline)

PDB for NP0068123 (N-Methylstephuline)

3D PDB for NP0068123 (N-Methylstephuline)

SMILES for NP0068123 (N-Methylstephuline)

INCHI for NP0068123 (N-Methylstephuline)

Structure for NP0068123 (N-Methylstephuline)

3D Structure for NP0068123 (N-Methylstephuline)