NP-MRD: Showing NP-Card for 14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one (NP0284530)

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Record Information

Version

2.0

Created at

2022-09-09 12:16:20 UTC

Updated at

2022-09-09 12:16:21 UTC

NP-MRD ID

NP0284530

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one

Description

AC1L7HHR 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. 14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one is found in Delphinium andersonii, Stephania delavayi, Stephania epigaea and Stephania suberosa. AC1L7HHR is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261512342D          

 26 30  0  0  0  0            999 V2000
   -1.1901   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1793    2.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872    2.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5302    0.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2908    0.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2312    1.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4303    1.8891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1194    2.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1539   -1.1393    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  1  0  0  0  0
  4  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  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
  7 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
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END

     RDKit          3D

 49 53  0  0  0  0  0  0  0  0999 V2000
   -3.5814    3.1919   -0.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0226    2.1504    0.5992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0753    1.2977   -0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7717    0.1013    0.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4228   -0.3584    1.6280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8237   -0.5247    1.6748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7732   -0.7592   -0.2050 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3920   -1.8592    0.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797   -1.5093    1.7013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7041   -0.6026    1.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8584   -0.4844    2.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8820    0.3541    1.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7457    1.0677    0.4405 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5900    0.9319   -0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5683    0.0962    0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3692   -0.0124   -0.7717 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7454   -0.8332   -2.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6253   -1.1962   -2.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4333   -1.3435   -1.3522 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8209   -2.7031   -1.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0615    1.3678   -1.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3721    1.7203   -1.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9738    2.3649   -2.1193 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9018    1.8146    0.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8535    1.4216    1.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1186    0.6513    2.2009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7326    3.8503   -0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2367    3.8031    0.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1313    2.8428   -1.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1450   -1.2578    0.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0348   -0.9927    2.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3043    0.4586    1.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3198   -2.0920    1.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1276   -2.8119    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2027   -2.4492    2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2727   -1.0720    2.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9823   -1.0361    2.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4754    1.4919   -1.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3142   -0.1977   -2.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3535   -1.6764   -1.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5225   -2.1828   -3.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0200   -0.4685   -3.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2880   -2.9519   -0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344   -2.8982   -1.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0161   -3.4290   -1.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4085    1.4524   -2.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6304    2.1105   -0.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6575    0.7961    0.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2261    2.3652    1.7330 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  1  0
  7  4  1  1
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 24  1  0
 24 25  1  0
 25 26  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  6
 17 18  1  0
 18 19  1  0
 19 20  1  0
 16 21  1  0
 21 22  1  0
 22 23  2  0
 22  3  1  0
 16  7  1  0
 19  7  1  0
 15 10  1  0
 26 12  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 11 37  1  0
 25 48  1  0
 25 49  1  0
 14 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 20 43  1  0
 20 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
M  END


  Mrv1533004261512342D          

 26 30  0  0  0  0            999 V2000
   -1.1901   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1793    2.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872    2.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5302    0.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2908    0.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2312    1.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4303    1.8891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1194    2.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1539   -1.1393    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  1  0  0  0  0
  4  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  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
  7 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
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0284530

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C23CCC4=CC5=C(OCO5)C=C4C2(CCN3C)CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H23NO5/c1-21-7-6-19-10-14(22)17(23-2)18(24-3)20(19,21)5-4-12-8-15-16(9-13(12)19)26-11-25-15/h8-9H,4-7,10-11H2,1-3H3

> <INCHI_KEY>
PUSOZTGNPFHUMX-UHFFFAOYSA-N

> <FORMULA>
C20H23NO5

> <MOLECULAR_WEIGHT>
357.406

> <EXACT_MASS>
357.157622845

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
37.63912718815838

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one

> <ALOGPS_LOGP>
1.90

> <JCHEM_LOGP>
1.4348075386666668

> <ALOGPS_LOGS>
-3.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.4361988324321

> <JCHEM_PKA_STRONGEST_BASIC>
7.411018215796659

> <JCHEM_POLAR_SURFACE_AREA>
57.230000000000004

> <JCHEM_REFRACTIVITY>
96.74529999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.43e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      -2.221  -1.221   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.698   0.228   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.182   0.499   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.341   1.947   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.652   3.125   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.168   2.854   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.857   2.218   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.201   3.791   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.896   3.938   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.889   2.761   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.405   3.032   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.398   1.854   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.937   1.804   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.365   0.325   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.090  -0.539   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.874   0.406   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.358   0.135   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.723   1.063   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.850   1.041   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.276   1.621   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.165   3.157   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       2.670   3.526   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       2.090   4.953   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.326  -0.407   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.810  -0.678   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.287  -2.127   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4    8   19   22                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   10   19                                                  
CONECT   19   18    7   20   24                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    7   23                                                  
CONECT   23   22                                                            
CONECT   24   19   25                                                       
CONECT   25   24    3   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₃NO₅

Average Mass

357.4060 Da

Monoisotopic Mass

357.15762 Da

IUPAC Name

14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one

Traditional Name

14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C23CCC4=CC5=C(OCO5)C=C4C2(CCN3C)CC1=O

InChI Identifier

InChI=1S/C20H23NO5/c1-21-7-6-19-10-14(22)17(23-2)18(24-3)20(19,21)5-4-12-8-15-16(9-13(12)19)26-11-25-15/h8-9H,4-7,10-11H2,1-3H3

InChI Key

PUSOZTGNPFHUMX-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
Delphinium andersonii	LOTUS Database	35616633
Stephania delavayi	LOTUS Database	35616633
Stephania epigaea	LOTUS Database	35616633
Stephania suberosa	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
Benzodioxole
Indole or derivatives
Cyclohexenone
Aralkylamine
N-alkylpyrrolidine
Benzenoid
Pyrrolidine
Vinylogous ester
Ketone
Tertiary amine
Tertiary aliphatic amine
Cyclic ketone
Oxacycle
Acetal
Azacycle
Organoheterocyclic compound
Amine
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen 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	1.9	ALOGPS
logP	1.43	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	18.44	ChemAxon
pKa (Strongest Basic)	7.41	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	57.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	96.75 m³·mol⁻¹	ChemAxon
Polarizability	37.64 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

360850

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one (NP0284530)

MOL for NP0284530 (14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one)

3D MOL for NP0284530 (14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one)

3D SDF for NP0284530 (14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one)

3D-SDF for NP0284530 (14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one)

PDB for NP0284530 (14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one)

3D PDB for NP0284530 (14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one)

SMILES for NP0284530 (14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one)

INCHI for NP0284530 (14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one)

Structure for NP0284530 (14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one)

3D Structure for NP0284530 (14,15-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]icosa-2,4(8),9,14-tetraen-16-one)