NP-MRD: Showing NP-Card for (+)-Menisperine (NP0068080)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 13:05:18 UTC

Updated at

2022-04-28 13:05:18 UTC

NP-MRD ID

NP0068080

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Menisperine

Description

Menisperine belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. (+)-Menisperine is found in Corydalis decumbens , Dicranostigma franchetianum, Fagara coca, Magnolia grandiflora, Menispermum dauricum , Nandina domestica , Penianthus zenkeri, Penianthus zenkeri Engl & Diels, Phellodendron amurense , Rhigiocarya racemifera Miers, Stephania cepharantha , Tinospora capillipes Gagnep., Xylopia parviflora , Zanthoxylum nitidum and Zanthoxylum piperitum . (+)-Menisperine was first documented in 2017 (PMID: 28975733). Based on a literature review a small amount of articles have been published on Menisperine (PMID: 33992976) (PMID: 31202880) (PMID: 30738242) (PMID: 29124775).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282215052D          

 26 29  0  0  1  0            999 V2000
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018   -1.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272   -1.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
  4 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
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 12 23  1  0  0  0  0
 12 24  1  0  0  0  0
  1 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  CHG  1  12   1
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
    5.5789   -2.6693    0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7233   -1.5703    0.1391 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3553   -1.6692   -0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7771   -2.8714   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333   -2.9692   -0.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6778   -1.8446   -0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2421   -0.5916   -0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5950   -0.4807    0.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2557    0.6510    0.3016 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3721    0.5308    0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8526    1.7978    0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1419    2.2024    0.0633 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5548    2.7617   -1.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0500    2.8525    0.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4793    4.1262    0.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3549    5.2546    0.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3967    2.6208    0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9036    1.3437    0.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0244    0.3072    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4805   -1.1033    0.2989 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7729   -1.8680   -0.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9219   -1.2320    0.1848 N   0  0  2  0  0  4  0  0  0  0  0  0
   -3.2845   -2.5833    0.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3310   -1.0215   -1.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5394   -0.3111    1.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3696    1.1166    0.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9862   -2.8653   -0.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1712   -3.5907    0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4768   -2.4102    0.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3493   -3.7807   -0.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371   -3.9278   -0.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2500    0.6634    0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9363    3.6027   -1.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4042    1.9346   -1.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6323    2.9381   -1.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3393    6.1422    0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9132    5.1897    1.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0774    5.3916   -0.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0827    3.4409    0.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2041   -1.5831    1.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1569   -2.9009   -0.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8823   -1.2877   -1.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5237   -3.0578    1.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4319   -3.2124   -0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2479   -2.5831    1.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8885   -1.8576   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4311   -1.1152   -1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9409   -0.0652   -1.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6044   -0.5208    1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0223   -0.3904    2.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7845    1.7932    1.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9010    1.2725   -0.3545 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 21  1  0
 21 20  1  0
 20 19  1  0
 19 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  2  0
 18 26  1  0
 26 25  1  0
 25 22  1  0
 22 23  1  1
 22 24  1  0
 10  7  1  0
  7  8  2  0
  8  9  1  0
  8  3  1  0
  7  6  1  0
 22 20  1  0
 18 19  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
 21 41  1  0
 21 42  1  0
 20 40  1  1
 13 33  1  0
 13 34  1  0
 13 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 26 51  1  0
 26 52  1  0
 25 49  1  0
 25 50  1  0
 23 43  1  0
 23 44  1  0
 23 45  1  0
 24 46  1  0
 24 47  1  0
 24 48  1  0
  9 32  1  0
M  CHG  1  22   1
M  END


  Mrv1652304282215052D          

 26 29  0  0  1  0            999 V2000
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018   -1.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272   -1.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
  4 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
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 12 23  1  0  0  0  0
 12 24  1  0  0  0  0
  1 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  CHG  1  12   1
M  END
> <DATABASE_ID>
NP0068080

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C[C@H]3C4=C(C(OC)=C(OC)C=C4CC[N+]3(C)C)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H25NO4/c1-22(2)9-8-13-11-16(25-4)21(26-5)19-17(13)14(22)10-12-6-7-15(24-3)20(23)18(12)19/h6-7,11,14H,8-10H2,1-5H3/p+1/t14-/m0/s1

> <INCHI_KEY>
XQINTCORIZHGFD-AWEZNQCLSA-O

> <FORMULA>
C21H26NO4

> <MOLECULAR_WEIGHT>
356.441

> <EXACT_MASS>
356.185634741

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
39.5272523330798

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9S)-3-hydroxy-4,15,16-trimethoxy-10,10-dimethyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(17),2,4,6,13,15-hexaen-10-ium

> <ALOGPS_LOGP>
0.80

> <JCHEM_LOGP>
-1.237503707471745

> <ALOGPS_LOGS>
-5.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.384951964034668

> <JCHEM_PKA_STRONGEST_BASIC>
-4.425261092885555

> <JCHEM_POLAR_SURFACE_AREA>
47.92

> <JCHEM_REFRACTIVITY>
113.31039999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9S)-3-hydroxy-4,15,16-trimethoxy-10,10-dimethyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(17),2,4,6,13,15-hexaen-10-ium

> <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       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+1
HETATM   13  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.057  -2.130   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.611  -2.130   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
CONECT    1    2    6   25                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   18                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10    4                                                       
CONECT   12   10   13   23   24                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    9   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17    8   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   17   22                                                       
CONECT   22   21                                                            
CONECT   23   12                                                            
CONECT   24   12                                                            
CONECT   25    1   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Value	Source
Isocorydine methochloride	MeSH
Menisperine chloride, (S)-isomer	MeSH
Menisperine iodide, (S)-isomer	MeSH

Chemical Formula

C₂₁H₂₆NO₄

Average Mass

356.4410 Da

Monoisotopic Mass

356.18563 Da

IUPAC Name

(9S)-3-hydroxy-4,15,16-trimethoxy-10,10-dimethyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(17),2,4,6,13,15-hexaen-10-ium

Traditional Name

(9S)-3-hydroxy-4,15,16-trimethoxy-10,10-dimethyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(17),2,4,6,13,15-hexaen-10-ium

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C[C@H]3C4=C(C(OC)=C(OC)C=C4CC[N+]3(C)C)C2=C1O

InChI Identifier

InChI=1S/C21H25NO4/c1-22(2)9-8-13-11-16(25-4)21(26-5)19-17(13)14(22)10-12-6-7-15(24-3)20(23)18(12)19/h6-7,11,14H,8-10H2,1-5H3/p+1/t14-/m0/s1

InChI Key

XQINTCORIZHGFD-AWEZNQCLSA-O

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
Corydalis decumbens	Plant	KNApSAcK
Dicranostigma franchetianum	Plant	KNApSAcK
Fagara coca	Plant	KNApSAcK
Magnolia grandiflora	LOTUS Database	35616633
Menispermum dauricum	Plant	KNApSAcK
Nandina domestica	Plant	KNApSAcK
Penianthus zenkeri	LOTUS Database	35616633
Penianthus zenkeri Engl & Diels	Plant	KNApSAcK
Phellodendron amurense	Plant	KNApSAcK
Rhigiocarya racemifera Miers	Plant	KNApSAcK
Stephania cephalantha	Plant	KNApSAcK
Tinospora capillipes	Plant	KNApSAcK
Xylopia parviflora	Plant	KNApSAcK
Zanthoxylum nitidum	LOTUS Database	35616633
Zanthoxylum piperitum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Not Available

Direct Parent

Aporphines

Alternative Parents

Substituents

Aporphine
Benzoquinoline
Phenanthrene
1-naphthol
Naphthalene
Quinoline
Tetrahydroisoquinoline
Anisole
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Aralkylamine
Benzenoid
Quaternary ammonium salt
Tetraalkylammonium salt
Azacycle
Ether
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Organic salt
Organic cation
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	0.8	ALOGPS
logP	-1.2	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	9.38	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	113.31 m³·mol⁻¹	ChemAxon
Polarizability	39.53 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

C00025939

Chemspider ID

141842

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

161487

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

He L, Jiang H, Lan T, Qiu Y, Yang K, Chen K, Yao X, Yao Z, Lu W: Chemical profile and potential mechanisms of Huo-Tan-Chu-Shi decoction in the treatment of coronary heart disease by UHPLC-Q/TOF-MS in combination with network pharmacology analysis and experimental verification. J Chromatogr B Analyt Technol Biomed Life Sci. 2021 Jun 15;1175:122729. doi: 10.1016/j.jchromb.2021.122729. Epub 2021 Apr 20. [PubMed:33992976 ]
Jiang ZM, Wang LJ, Pang HQ, Guo Y, Xiao PT, Chu C, Guo L, Liu EH: Rapid profiling of alkaloid analogues in Sinomenii Caulis by an integrated characterization strategy and quantitative analysis. J Pharm Biomed Anal. 2019 Sep 10;174:376-385. doi: 10.1016/j.jpba.2019.06.011. Epub 2019 Jun 7. [PubMed:31202880 ]
Wang LJ, Jiang ZM, Xiao PT, Sun JB, Bi ZM, Liu EH: Identification of anti-inflammatory components in Sinomenii Caulis based on spectrum-effect relationship and chemometric methods. J Pharm Biomed Anal. 2019 Apr 15;167:38-48. doi: 10.1016/j.jpba.2019.01.047. Epub 2019 Jan 30. [PubMed:30738242 ]
Dabrowski D, Lech K, Jarosz M: Capillary-HPLC with tandem mass spectrometry in analysis of alkaloid dyestuffs - a new approach. Electrophoresis. 2018 May;39(9-10):1276-1283. doi: 10.1002/elps.201700349. Epub 2017 Dec 11. [PubMed:29124775 ]
Liu Y, Zhou W, Mao Z, Liao X, Chen Z: Analysis of six active components in Radix tinosporae by nonaqueous capillary electrophoresis with mass spectrometry. J Sep Sci. 2017 Dec;40(23):4628-4635. doi: 10.1002/jssc.201700815. Epub 2017 Oct 30. [PubMed:28975733 ]

Showing NP-Card for (+)-Menisperine (NP0068080)

MOL for NP0068080 ((+)-Menisperine)

3D MOL for NP0068080 ((+)-Menisperine)

3D SDF for NP0068080 ((+)-Menisperine)

3D-SDF for NP0068080 ((+)-Menisperine)

PDB for NP0068080 ((+)-Menisperine)

3D PDB for NP0068080 ((+)-Menisperine)

SMILES for NP0068080 ((+)-Menisperine)

INCHI for NP0068080 ((+)-Menisperine)

Structure for NP0068080 ((+)-Menisperine)

3D Structure for NP0068080 ((+)-Menisperine)