NP-MRD: Showing NP-Card for (+)-Thalictricavine (NP0068220)

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Record Information

Version

2.0

Created at

2022-04-28 13:18:41 UTC

Updated at

2022-04-28 13:18:41 UTC

NP-MRD ID

NP0068220

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Thalictricavine

Description

Thalictricavine belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton. (+)-Thalictricavine is found in Corydalis ambigua, Corydalis cava and Corydalis cava (L.) Schw.et Koert . (+)-Thalictricavine was first documented in 2015 (PMID: 26220197). Based on a literature review very few articles have been published on thalictricavine (PMID: 30959739).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282215192D          

 26 30  0  0  1  0            999 V2000
    5.3542    1.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7558    0.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3324    0.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5075    0.1193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1060    0.8399    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5293    1.5480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1277    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2811    0.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8577    0.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2593   -0.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0842   -0.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0328    0.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6312    0.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0546    1.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8795    1.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119    2.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7532    1.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8270    1.0613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5807    0.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0040    1.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6024    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7775    2.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8289    1.4978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2522    2.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9823    0.0816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8072    0.0691    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  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  8 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
  2 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
  1 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

     RDKit          3D

 49 53  0  0  0  0  0  0  0  0999 V2000
    4.9429    2.0473    2.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4565    0.7736    1.8020 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3425    0.7577    0.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430    1.9158    0.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6310    1.9042   -0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1022    0.7176   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990   -0.4500   -0.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7906   -0.4454    0.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3511   -1.6424    0.9452 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3837   -2.2609    0.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0571   -1.7280   -0.7974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3164   -1.6366   -0.5164 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0704   -2.8314   -0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5724   -2.6012   -0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8884   -1.2442    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9520   -1.0629    0.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2353    0.1706    1.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3989    1.2150    1.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3143    1.0584    0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0673   -0.1672   -0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9687   -0.5144   -1.1632 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0588    0.5294   -1.6540 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6718    1.7620   -2.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8646    2.3599    1.7939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2386    2.1097    2.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1913    0.6850    2.2889 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8641    1.9827    2.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1328    2.5621    2.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1618    2.6927    1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1776    2.8512    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336    2.8555   -0.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3867   -1.9578    0.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3034   -2.0205   -0.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2974   -3.3668    0.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2593   -1.8722   -1.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028   -2.5462   -0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7804   -3.5086    0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8294   -3.4040   -1.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0562   -2.6494   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0321   -3.3576    0.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6065   -1.8932    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6713    1.9278    0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4797   -0.9877   -2.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4457    0.0452   -2.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4326    1.9320   -3.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7880    1.5656   -2.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4181    2.7116   -1.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5484    2.6224    3.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8128    2.3935    1.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  8  2  0
  8  9  1  0
  9 10  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  6 22  1  0
 22 23  1  0
 22 21  1  0
 21 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 20  2  0
 20 19  1  0
 19 18  2  0
 18 24  1  0
 24 25  1  0
 25 26  1  0
 26 17  1  0
 17 16  2  0
 12 11  1  0
  4  3  1  0
 20 21  1  0
 17 18  1  0
 11  7  1  0
 16 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
  5 31  1  0
  4 30  1  0
 22 44  1  6
 23 45  1  0
 23 46  1  0
 23 47  1  0
 21 43  1  6
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 19 42  1  0
 25 48  1  0
 25 49  1  0
 16 41  1  0
 11 35  1  0
 11 36  1  0
M  END


  Mrv1652304282215192D          

 26 30  0  0  1  0            999 V2000
    5.3542    1.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7558    0.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3324    0.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5075    0.1193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1060    0.8399    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5293    1.5480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1277    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2811    0.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8577    0.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2593   -0.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0842   -0.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0328    0.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6312    0.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0546    1.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8795    1.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119    2.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7532    1.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8270    1.0613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5807    0.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0040    1.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6024    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7775    2.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8289    1.4978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2522    2.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9823    0.0816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8072    0.0691    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  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  8 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
  2 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
  1 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0068220

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C2=C(C=C1)[C@H](C)[C@H]1N(CCC3=C1C=C1OCOC1=C3)C2

> <INCHI_IDENTIFIER>
InChI=1S/C21H23NO4/c1-12-14-4-5-17(23-2)21(24-3)16(14)10-22-7-6-13-8-18-19(26-11-25-18)9-15(13)20(12)22/h4-5,8-9,12,20H,6-7,10-11H2,1-3H3/t12-,20+/m0/s1

> <INCHI_KEY>
LPKAAKHLNGEZJC-FKIZINRSSA-N

> <FORMULA>
C21H23NO4

> <MOLECULAR_WEIGHT>
353.418

> <EXACT_MASS>
353.162708225

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
39.365336463047285

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,21S)-16,17-dimethoxy-21-methyl-5,7-dioxa-13-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-2(10),3,8,15(20),16,18-hexaene

> <ALOGPS_LOGP>
3.08

> <JCHEM_LOGP>
3.4515235456666673

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.6033116459659595

> <JCHEM_POLAR_SURFACE_AREA>
40.160000000000004

> <JCHEM_REFRACTIVITY>
98.66760000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,21S)-16,17-dimethoxy-21-methyl-5,7-dioxa-13-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-2(10),3,8,15(20),16,18-hexaene

> <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       9.994   2.866   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.744   1.521   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.954   0.199   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       8.414   0.223   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       7.664   1.568   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.455   2.890   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.705   4.235   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.125   1.591   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.334   0.269   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.084  -1.076   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.624  -1.099   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.795   0.293   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.045   1.638   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.835   2.960   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.375   2.937   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.822   4.120   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.406   3.515   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.544   1.981   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.284   1.498   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.074   2.819   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.324   4.165   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.785   4.188   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      14.614   2.796   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      15.404   4.118   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      13.034   0.152   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      14.573   0.129   0.000  0.00  0.00           C+0
CONECT    1    2    6   22                                                  
CONECT    2    1    3   19                                                  
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   15                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    4                                                       
CONECT   12    9   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14    8                                                       
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19    2   20   25                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21    1                                                       
CONECT   23   20   24                                                       
CONECT   24   23                                                            
CONECT   25   19   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

C₂₁H₂₃NO₄

Average Mass

353.4180 Da

Monoisotopic Mass

353.16271 Da

IUPAC Name

(1R,21S)-16,17-dimethoxy-21-methyl-5,7-dioxa-13-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-2(10),3,8,15(20),16,18-hexaene

Traditional Name

(1R,21S)-16,17-dimethoxy-21-methyl-5,7-dioxa-13-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-2(10),3,8,15(20),16,18-hexaene

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C2=C(C=C1)[C@H](C)[C@H]1N(CCC3=C1C=C1OCOC1=C3)C2

InChI Identifier

InChI=1S/C21H23NO4/c1-12-14-4-5-17(23-2)21(24-3)16(14)10-22-7-6-13-8-18-19(26-11-25-18)9-15(13)20(12)22/h4-5,8-9,12,20H,6-7,10-11H2,1-3H3/t12-,20+/m0/s1

InChI Key

LPKAAKHLNGEZJC-FKIZINRSSA-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
Corydalis ambigua	LOTUS Database	35616633
Corydalis cava	LOTUS Database	35616633
Corydalis cava (L.) Schw.et Koert	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Protoberberine alkaloids and derivatives

Sub Class

Not Available

Direct Parent

Protoberberine alkaloids and derivatives

Alternative Parents

Substituents

Protoberberine skeleton
Tetrahydroprotoberberine skeleton
Tetrahydroisoquinoline
Benzodioxole
Anisole
Alkyl aryl ether
Aralkylamine
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Oxacycle
Ether
Acetal
Azacycle
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

alkaloid (CHEBI:68993 )

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	3.08	ALOGPS
logP	3.45	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	5.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.16 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	98.67 m³·mol⁻¹	ChemAxon
Polarizability	39.37 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

C00026105

Chemspider ID

10207397

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12443379

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chlebek J, Korabecny J, Dolezal R, Stepankova S, Perez DI, Hostalkova A, Opletal L, Cahlikova L, Macakova K, Kucera T, Hrabinova M, Jun D: In Vitro and In Silico Acetylcholinesterase Inhibitory Activity of Thalictricavine and Canadine and Their Predicted Penetration across the Blood-Brain Barrier. Molecules. 2019 Apr 5;24(7). pii: molecules24071340. doi: 10.3390/molecules24071340. [PubMed:30959739 ]
Ma L, Seidel D: Intramolecular Redox-Mannich Reactions: Facile Access to the Tetrahydroprotoberberine Core. Chemistry. 2015 Sep 7;21(37):12908-13. doi: 10.1002/chem.201501667. Epub 2015 Jul 28. [PubMed:26220197 ]

Showing NP-Card for (+)-Thalictricavine (NP0068220)

MOL for NP0068220 ((+)-Thalictricavine)

3D MOL for NP0068220 ((+)-Thalictricavine)

3D SDF for NP0068220 ((+)-Thalictricavine)

3D-SDF for NP0068220 ((+)-Thalictricavine)

PDB for NP0068220 ((+)-Thalictricavine)

3D PDB for NP0068220 ((+)-Thalictricavine)

SMILES for NP0068220 ((+)-Thalictricavine)

INCHI for NP0068220 ((+)-Thalictricavine)

Structure for NP0068220 ((+)-Thalictricavine)

3D Structure for NP0068220 ((+)-Thalictricavine)