NP-MRD: Showing NP-Card for Secoxanthoplanine (NP0069351)

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Record Information

Version

2.0

Created at

2022-04-28 14:42:22 UTC

Updated at

2022-04-28 14:42:22 UTC

NP-MRD ID

NP0069351

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Secoxanthoplanine

Description

8-[2-(Dimethylamino)ethyl]-3,5,6-trimethoxyphenanthren-2-ol belongs to the class of organic compounds known as 6,6a-secoaporphines. These are alkaloids with a structure that contains an aminoethylphenanthrene moiety. Secoxanthoplanine is found in Dehaasia incrassata and Dehaasia triandra. 8-[2-(Dimethylamino)ethyl]-3,5,6-trimethoxyphenanthren-2-ol is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161513082D          

 26 28  0  0  0  0            999 V2000
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  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
 13 15  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
  5 23  1  0  0  0  0
  9 23  1  0  0  0  0
  6 24  2  0  0  0  0
 24 25  1  0  0  0  0
  3 25  2  0  0  0  0
 25 26  1  0  0  0  0
M  END

     RDKit          3D

 51 53  0  0  0  0  0  0  0  0999 V2000
    5.7930   -1.1476   -0.8328 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1266   -2.2108   -0.2387 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7788   -2.3055    0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9742   -1.2181   -0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6278   -1.2825   -0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0579   -2.4011    0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2985   -2.5295    0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1367   -1.5182    0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6319   -0.4022   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5140    0.6018   -0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9707    0.4898   -0.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3296    0.8590    1.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7107    0.7497    1.3393 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0507    1.1036    2.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3290   -0.4919    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9733    1.7103   -1.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3533    1.8752   -1.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8699    3.0288   -2.0933 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1154    4.1028   -2.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2453    0.8586   -1.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5632    1.1393   -1.3353 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3025    2.0038   -0.4331 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -0.2578   -0.4793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8561   -3.4738    0.8506 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987   -3.4005    0.6076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0071   -4.4685    0.9695 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4553   -0.1590   -0.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6189   -1.2123   -1.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8896   -1.2997   -0.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4669   -0.4298   -0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6854   -3.4141    1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2199   -1.5867    0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4188   -0.4620   -0.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4487    1.2385   -1.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7368    0.2589    1.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0727    1.9594    1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2753    0.7322    3.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2065    2.2005    2.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0032    0.5986    2.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3089   -0.5187    1.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6221   -0.5735   -0.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7740   -1.3815    1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6906    2.4764   -1.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928    4.2493   -1.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1369    4.0616   -3.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7356    5.0282   -2.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3504    1.9377   -0.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2360    1.5099    0.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8842    3.0054   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4505   -4.3551    1.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6196   -5.2789    1.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 17  1  0
 17 16  2  0
 16 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6 24  2  0
 24 25  1  0
 25 26  1  0
 25  3  2  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
  5 23  1  0
 23 20  2  0
 20 21  1  0
 21 22  1  0
 20 17  1  0
 23  9  1  0
  5  6  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 16 43  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
  8 32  1  0
  7 31  1  0
 24 50  1  0
 26 51  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
 22 47  1  0
 22 48  1  0
 22 49  1  0
M  END


  Mrv1533004161513082D          

 26 28  0  0  0  0            999 V2000
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  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
 13 15  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
  5 23  1  0  0  0  0
  9 23  1  0  0  0  0
  6 24  2  0  0  0  0
 24 25  1  0  0  0  0
  3 25  2  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069351

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(CCN(C)C)=C2C=CC3=CC(O)=C(OC)C=C3C2=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H25NO4/c1-22(2)9-8-14-11-19(25-4)21(26-5)20-15(14)7-6-13-10-17(23)18(24-3)12-16(13)20/h6-7,10-12,23H,8-9H2,1-5H3

> <INCHI_KEY>
WZQIARLAZRQQKI-UHFFFAOYSA-N

> <FORMULA>
C21H25NO4

> <MOLECULAR_WEIGHT>
355.434

> <EXACT_MASS>
355.178358289

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
39.99521886758307

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-[2-(dimethylamino)ethyl]-3,5,6-trimethoxyphenanthren-2-ol

> <ALOGPS_LOGP>
3.75

> <JCHEM_LOGP>
2.875692271587315

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.86713318114005

> <JCHEM_PKA_STRONGEST_BASIC>
9.17292875564262

> <JCHEM_POLAR_SURFACE_AREA>
51.160000000000004

> <JCHEM_REFRACTIVITY>
103.62659999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.76e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-[2-(dimethylamino)ethyl]-3,5,6-trimethoxyphenanthren-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.494   3.437   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.206  -1.897   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.564  -3.231   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -0.206  -4.565   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       0.564  -5.898   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.746  -4.565   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.206   3.437   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.564   4.771   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.874   3.437   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.034   0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7   24                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   10   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20    5    9                                                  
CONECT   24    6   25                                                       
CONECT   25   24    3   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₅NO₄

Average Mass

355.4340 Da

Monoisotopic Mass

355.17836 Da

IUPAC Name

8-[2-(dimethylamino)ethyl]-3,5,6-trimethoxyphenanthren-2-ol

Traditional Name

8-[2-(dimethylamino)ethyl]-3,5,6-trimethoxyphenanthren-2-ol

CAS Registry Number

Not Available

SMILES

COC1=CC(CCN(C)C)=C2C=CC3=CC(O)=C(OC)C=C3C2=C1OC

InChI Identifier

InChI=1S/C21H25NO4/c1-22(2)9-8-14-11-19(25-4)21(26-5)20-15(14)7-6-13-10-17(23)18(24-3)12-16(13)20/h6-7,10-12,23H,8-9H2,1-5H3

InChI Key

WZQIARLAZRQQKI-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, 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
Dehaasia incrassata	LOTUS Database	35616633
Dehaasia triandra	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6,6a-secoaporphines. These are alkaloids with a structure that contains an aminoethylphenanthrene moiety.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

6,6a-secoaporphines

Sub Class

Not Available

Direct Parent

6,6a-secoaporphines

Alternative Parents

Substituents

6,6a-secoaporphine
Phenanthrol
Phenanthrene
2-naphthol
Naphthalene
Phenethylamine
Anisole
Phenol ether
Aralkylamine
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Ether
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
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	3.75	ALOGPS
logP	2.88	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	9.87	ChemAxon
pKa (Strongest Basic)	9.17	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.16 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	103.63 m³·mol⁻¹	ChemAxon
Polarizability	40 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

10784398

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Secoxanthoplanine (NP0069351)

MOL for NP0069351 (Secoxanthoplanine)

3D MOL for NP0069351 (Secoxanthoplanine)

3D SDF for NP0069351 (Secoxanthoplanine)

3D-SDF for NP0069351 (Secoxanthoplanine)

PDB for NP0069351 (Secoxanthoplanine)

3D PDB for NP0069351 (Secoxanthoplanine)

SMILES for NP0069351 (Secoxanthoplanine)

INCHI for NP0069351 (Secoxanthoplanine)

Structure for NP0069351 (Secoxanthoplanine)

3D Structure for NP0069351 (Secoxanthoplanine)