NP-MRD: Showing NP-Card for 4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol (NP0255901)

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Record Information

Version

2.0

Created at

2022-09-07 20:33:36 UTC

Updated at

2022-09-07 20:33:36 UTC

NP-MRD ID

NP0255901

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol

Description

Stephaboline 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. 4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol is found in Stephania longa. Stephaboline is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 04121512082D          

 24 28  0  0  0  0            999 V2000
    5.1989   -0.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3853   -0.9763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8600   -0.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1483    0.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6230    1.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8095    0.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1209    1.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5364    1.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2271    0.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7359    1.3682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4454    2.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5372    1.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3998    0.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6556    0.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1423   -0.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3234   -0.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0494    0.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7685    0.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5495    1.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1509    1.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0210    1.9910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5212    0.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0465   -0.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7582   -1.2500    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  7 21  1  0  0  0  0
 14 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END

     RDKit          3D

 47 51  0  0  0  0  0  0  0  0999 V2000
    5.7454    0.5336    0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5090   -0.0682    0.2802 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2850    0.4152   -0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1081    1.6286   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8554    2.0857   -1.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7543    1.2794   -0.7613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8698    0.0723   -0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1650   -0.3529    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3581   -1.5690    0.8509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3140   -0.7255    0.1982 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4203   -0.7171    1.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9094    0.6052    2.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2908    0.8348    1.6675 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7930    2.0810    2.1106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2218    0.9008    0.1869 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4893    1.0908   -0.3477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4462    2.0388   -0.1389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6120    1.7289   -1.1656 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2026    0.4511   -1.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5330   -0.2497   -0.4838 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3391   -1.3524   -0.8505 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2807   -1.8650    0.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3495   -2.3324   -1.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2176   -2.1558   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6176    1.6291    0.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5271    0.1979    0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1202    0.2245   -0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9747    2.2355   -0.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7011    3.0314   -1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2676   -1.8831    1.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5993   -0.8601    2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0400   -1.5081    2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2641    1.4497    2.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9595    0.5083    3.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9508    0.0779    2.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2427    2.8300    1.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1676    1.3158    0.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5752    2.5292   -1.9284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4278   -0.0408   -2.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1279    0.6939   -2.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0333   -1.0815    0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8885   -2.6379   -0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9026   -2.4079    0.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0117   -2.1142   -2.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7673   -3.3589   -1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4040   -2.8217    0.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7243   -2.3668   -0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  6
 21 22  1  0
 21 23  1  0
 23 24  1  0
 10 24  1  6
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  6
 15 17  1  0
 10  7  1  0
  7  8  2  0
  8  9  1  0
  8  3  1  0
  7  6  1  0
 17 18  1  0
 10 20  1  0
 15 20  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 18 38  1  6
 19 39  1  0
 19 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  0
 23 45  1  0
 24 46  1  0
 24 47  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  6
 14 36  1  0
 16 37  1  0
  9 30  1  0
M  END


  Mrv0541 04121512082D          

 24 28  0  0  0  0            999 V2000
    5.1989   -0.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3853   -0.9763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8600   -0.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1483    0.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6230    1.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8095    0.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1209    1.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5364    1.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2271    0.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7359    1.3682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4454    2.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5372    1.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3998    0.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6556    0.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1423   -0.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3234   -0.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0494    0.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7685    0.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5495    1.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1509    1.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0210    1.9910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5212    0.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0465   -0.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7582   -1.2500    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  7 21  1  0  0  0  0
 14 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0255901

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C3CC45N(C)CCC4(CCC(O)C5(O)O3)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H23NO5/c1-19-8-7-16-6-5-13(20)18(22)17(16,19)9-12(24-18)10-3-4-11(23-2)15(21)14(10)16/h3-4,12-13,20-22H,5-9H2,1-2H3

> <INCHI_KEY>
NMGRHDVDQIALMW-UHFFFAOYSA-N

> <FORMULA>
C18H23NO5

> <MOLECULAR_WEIGHT>
333.384

> <EXACT_MASS>
333.157622845

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
34.14036463579018

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol

> <ALOGPS_LOGP>
0.69

> <JCHEM_LOGP>
0.858281304666666

> <ALOGPS_LOGS>
-1.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.675612927078078

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.062619522573259

> <JCHEM_PKA_STRONGEST_BASIC>
7.29909837568848

> <JCHEM_POLAR_SURFACE_AREA>
82.39000000000001

> <JCHEM_REFRACTIVITY>
86.6318

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.76e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0       9.705  -1.567   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.186  -1.822   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.205  -0.635   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.744   0.808   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.763   1.996   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.244   1.740   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.959   3.241   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.868   3.490   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.291   1.692   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       3.240   2.554   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.698   3.995   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.736   2.528   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.480   1.004   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.091   0.306   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.132  -0.962   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.604  -0.723   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.092   0.798   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.435   0.999   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.026   2.204   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.282   3.018   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.906   3.716   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.706   0.297   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.687  -0.890   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.149  -2.333   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   22                                                  
CONECT    7    6    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   14   19                                             
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15   22                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    9   20   21                                             
CONECT   20   19                                                            
CONECT   21   19    7                                                       
CONECT   22   14    6   23                                                  
CONECT   23   22    3   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₃NO₅

Average Mass

333.3840 Da

Monoisotopic Mass

333.15762 Da

IUPAC Name

4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol

Traditional Name

4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C3CC45N(C)CCC4(CCC(O)C5(O)O3)C2=C1O

InChI Identifier

InChI=1S/C18H23NO5/c1-19-8-7-16-6-5-13(20)18(22)17(16,19)9-12(24-18)10-3-4-11(23-2)15(21)14(10)16/h3-4,12-13,20-22H,5-9H2,1-2H3

InChI Key

NMGRHDVDQIALMW-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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 longa	LOTUS Database	35616633

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
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Cyclic alcohol
Pyrrolidine
Tetrahydrofuran
Hemiacetal
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Polyol
Azacycle
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Amine
Organic oxygen compound
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	0.69	ALOGPS
logP	0.86	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	10.06	ChemAxon
pKa (Strongest Basic)	7.3	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	82.39 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	86.63 m³·mol⁻¹	ChemAxon
Polarizability	34.14 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

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

615815

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol (NP0255901)

MOL for NP0255901 (4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol)

3D MOL for NP0255901 (4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol)

3D SDF for NP0255901 (4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol)

3D-SDF for NP0255901 (4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol)

PDB for NP0255901 (4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol)

3D PDB for NP0255901 (4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol)

SMILES for NP0255901 (4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol)

INCHI for NP0255901 (4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol)

Structure for NP0255901 (4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol)

3D Structure for NP0255901 (4-methoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.1⁸,¹¹.0¹,¹⁰.0²,⁷]octadeca-2,4,6-triene-3,11,12-triol)