NP-MRD: Showing NP-Card for (-)-Delavaine (NP0067366)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 12:12:40 UTC

Updated at

2022-04-28 12:12:40 UTC

NP-MRD ID

NP0067366

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Delavaine

Description

(1S,13R)-3,16-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]Icosa-2,4(8),9,16-tetraen-15-one belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. (-)-Delavaine is found in Stephania delavayi Diels, Stephania pierrei, Stephania pierrei Diels , Stephania suberosa and Stephania suberosa Forman. Based on a literature review very few articles have been published on (1S,13R)-3,16-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0¹,¹³.0²,¹⁰.0⁴,⁸]Icosa-2,4(8),9,16-tetraen-15-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282214132D          

 26 30  0  0  1  0            999 V2000
    0.2809   -0.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4244   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2924   -1.1567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803   -1.6009    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8121   -0.9702    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6242   -1.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9682   -0.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2485   -1.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -2.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9045   -1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727   -2.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5606   -2.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0730   -1.3791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3024   -0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6195   -0.1236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8758    0.2912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4076    0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5318   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8121   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6242   -0.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5606    0.7268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3727    0.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1846   -1.7255    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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  1  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  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
  8 16  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  4 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 26  1  0  0  0  0
M  END

     RDKit          3D

 49 53  0  0  0  0  0  0  0  0999 V2000
    3.2665    3.3535   -0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5155    2.4141   -1.6820 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0716    1.2109   -1.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8594    1.1061   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3958   -0.1501   -0.0055 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6741   -0.0028    1.5030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8243   -0.9901    1.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3733   -2.0614    0.8377 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3289   -3.1104    0.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0382   -1.4035   -0.4299 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0991   -2.4093   -1.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8589   -1.7125   -2.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7286   -0.8743   -1.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0770   -0.8991   -1.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8727   -0.1505   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2772    0.5862    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8769    0.5980    0.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4698    1.3945    1.6839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1933    2.7702    1.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1093   -0.1468   -0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3244    1.2186    1.0993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5054    1.1352    0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2500    0.0229   -0.5077 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2369   -1.2458   -1.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9248    0.0380   -1.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1512    0.1660   -0.7836 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862    4.2012   -1.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2421    2.9255   -0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6866    3.7646   -0.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1680    1.9730   -0.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1964   -0.4037    2.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326    0.9752    1.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8032   -0.5816    1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540   -1.3587    2.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1966   -3.8097    1.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3775   -2.7707    0.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1177   -3.7087   -0.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6954   -3.1857   -1.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5312   -2.8330   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4210   -2.5122   -2.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3651   -1.0902   -2.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5397   -1.4885   -2.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1490    3.0329    1.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7465    3.1526    0.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397    3.3202    2.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3984    0.9393    0.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6197    2.0273   -0.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9582   -2.0924   -1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8727   -1.3341   -2.3578 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
  5  4  1  0
  5  6  1  1
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10  8  1  1
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 21  1  0
 21 22  1  0
 22 23  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 10 24  1  0
 24 25  1  0
 25 26  2  0
 25  3  1  0
 10  5  1  0
 20 13  1  0
 20  5  1  0
 23 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 14 42  1  0
 22 46  1  0
 22 47  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 24 48  1  0
 24 49  1  0
M  END


  Mrv1652304282214132D          

 26 30  0  0  1  0            999 V2000
    0.2809   -0.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4244   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2924   -1.1567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803   -1.6009    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8121   -0.9702    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6242   -1.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9682   -0.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2485   -1.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -2.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9045   -1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727   -2.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5606   -2.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0730   -1.3791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3024   -0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6195   -0.1236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8758    0.2912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4076    0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5318   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8121   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6242   -0.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5318   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5606    0.7268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3727    0.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1846   -1.7255    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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  1  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  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
  8 16  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  4 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0067366

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C[C@]23CCN(C)[C@]2(CCC2=CC4=C(OCO4)C(OC)=C32)CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H23NO5/c1-21-7-6-19-10-15(23-2)13(22)9-20(19,21)5-4-12-8-14-17(26-11-25-14)18(24-3)16(12)19/h8,10H,4-7,9,11H2,1-3H3/t19-,20+/m0/s1

> <INCHI_KEY>
ABMKGESNDNGXSF-VQTJNVASSA-N

> <FORMULA>
C20H23NO5

> <MOLECULAR_WEIGHT>
357.406

> <EXACT_MASS>
357.157622845

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
37.326952998759744

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,13R)-3,16-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0^{1,13}.0^{2,10}.0^{4,8}]icosa-2,4(8),9,16-tetraen-15-one

> <ALOGPS_LOGP>
2.03

> <JCHEM_LOGP>
1.8351557826666662

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.16582451411513

> <JCHEM_PKA_STRONGEST_BASIC>
7.972732887691297

> <JCHEM_POLAR_SURFACE_AREA>
57.230000000000004

> <JCHEM_REFRACTIVITY>
96.565

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,13R)-3,16-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0^{1,13}.0^{2,10}.0^{4,8}]icosa-2,4(8),9,16-tetraen-15-one

> <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  C   UNK     0       0.524  -0.628   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.792  -0.872   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.546  -2.159   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.523  -2.988   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.516  -1.811   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.032  -2.082   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.025  -0.905   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.541  -1.176   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.064  -2.624   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.071  -3.802   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.555  -3.531   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.562  -4.708   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.046  -4.437   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.603  -2.574   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.031  -1.095   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.756  -0.231   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.501   0.544   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.494   1.721   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.993  -0.363   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.523  -0.092   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.516  -1.269   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.032  -0.998   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.993  -2.717   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.046   1.357   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.562   1.628   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.211  -3.221   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5   13   23                                             
CONECT    5    4    1    6   19                                             
CONECT    6    5    7   11                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9   16                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12    4                                                       
CONECT   14    9   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    8                                                       
CONECT   17    7   18                                                       
CONECT   18   17                                                            
CONECT   19    5   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    4                                                       
CONECT   24   20   25                                                       
CONECT   25   24                                                            
CONECT   26    3                                                            
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

(1S,13R)-3,16-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0^{1,13}.0^{2,10}.0^{4,8}]icosa-2,4(8),9,16-tetraen-15-one

Traditional Name

(1S,13R)-3,16-dimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[11.4.3.0^{1,13}.0^{2,10}.0^{4,8}]icosa-2,4(8),9,16-tetraen-15-one

CAS Registry Number

Not Available

SMILES

COC1=C[C@]23CCN(C)[C@]2(CCC2=CC4=C(OCO4)C(OC)=C32)CC1=O

InChI Identifier

InChI=1S/C20H23NO5/c1-21-7-6-19-10-15(23-2)13(22)9-20(19,21)5-4-12-8-14-17(26-11-25-14)18(24-3)16(12)19/h8,10H,4-7,9,11H2,1-3H3/t19-,20+/m0/s1

InChI Key

ABMKGESNDNGXSF-VQTJNVASSA-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 delavayi	Plant	KNApSAcK
Stephania pierrei	LOTUS Database	35616633
Stephania pierrei Diels	Plant	KNApSAcK
Stephania suberosa	LOTUS Database	35616633
Stephania suberosa Forman	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
Tetralin
Benzodioxole
Indole or derivatives
Anisole
Alkyl aryl ether
Cyclohexenone
Aralkylamine
N-alkylpyrrolidine
Pyrrolidine
Ketone
Tertiary amine
Cyclic ketone
Tertiary aliphatic amine
Acetal
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Aldehyde
Carbonyl group
Organopnictogen compound
Organonitrogen compound
Organooxygen 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	2.03	ALOGPS
logP	1.84	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	18.17	ChemAxon
pKa (Strongest Basic)	7.97	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	96.56 m³·mol⁻¹	ChemAxon
Polarizability	37.33 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

62978748

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101306720

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Delavaine (NP0067366)

MOL for NP0067366 ((-)-Delavaine)

3D MOL for NP0067366 ((-)-Delavaine)

3D SDF for NP0067366 ((-)-Delavaine)

3D-SDF for NP0067366 ((-)-Delavaine)

PDB for NP0067366 ((-)-Delavaine)

3D PDB for NP0067366 ((-)-Delavaine)

SMILES for NP0067366 ((-)-Delavaine)

INCHI for NP0067366 ((-)-Delavaine)

Structure for NP0067366 ((-)-Delavaine)

3D Structure for NP0067366 ((-)-Delavaine)