NP-MRD: Showing NP-Card for (+)-Corynoline acetate (NP0066984)

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Record Information

Version

2.0

Created at

2022-04-28 11:11:30 UTC

Updated at

2022-04-28 11:11:30 UTC

NP-MRD ID

NP0066984

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Corynoline acetate

Description

Acetylcorynoline belongs to the class of organic compounds known as hexahydrobenzophenanthridine alkaloids. These are alkaloids containing a hexahydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a hexahydrophenanthridine moiety. (+)-Corynoline acetate is found in Corydalis bulleyana, Corydalis bungeana , Corydalis conspersa, Corydalis incisa, Corydalis lineariodes, Corydalis melanochlora, Corydalis mucronifera, Corydalis remota, Corydalis stricta Steph. and Corydalis taliensis. (+)-Corynoline acetate was first documented in 2017 (PMID: 29911809). Based on a literature review a small amount of articles have been published on Acetylcorynoline (PMID: 35051862) (PMID: 32049975).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282213112D          

 30 35  0  0  1  0            999 V2000
    7.6129   -0.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2888    0.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4697    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9747    0.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2989   -0.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1179   -0.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8039   -1.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9848   -1.3127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6607   -0.5540    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1557    0.1060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8315    0.8647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0124    0.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5175    0.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8416   -0.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3467   -1.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5276   -1.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2034   -0.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6984    0.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2236    1.0766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4352    0.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4228    0.0086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3265    1.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1657   -1.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4899   -1.9727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8140   -2.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6331   -2.8300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3190   -3.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9101    1.1115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6183    0.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4346   -0.1161    0.0000 O   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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 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
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 11 22  1  0  0  0  0
  9 23  1  1  0  0  0
  8 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  2 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  1 30  1  0  0  0  0
M  END

     RDKit          3D

 53 58  0  0  0  0  0  0  0  0999 V2000
    0.6628    3.6446   -1.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5915    3.0650   -0.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1917    3.6192    0.5996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1250    1.9117   -0.0789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1601    1.4074    1.2322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5931    1.4661    1.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4063    0.5257    0.9121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7267    0.8466    0.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5136   -0.0000   -0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9629   -1.1928   -0.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6621   -1.5064   -0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8555   -0.6563    0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4706   -1.0658    0.8188 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0102   -1.8099   -0.2948 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3942   -3.1484   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7848   -1.1085   -1.2515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9460   -0.4809   -0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7371    0.0550    0.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8101    0.6424    1.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0466    0.6964    0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648    0.1645   -0.5565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2008   -0.4278   -1.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946   -0.9053   -2.4287 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0183   -0.8335   -2.4317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3617    0.0593   -1.4064 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4009    0.0070    1.3278 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7278   -0.1840    2.8207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9713   -1.8279   -1.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2354   -1.2567   -1.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8358    0.0669   -0.6492 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326    4.6753   -1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3290    3.6901   -2.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3164    3.0427   -2.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4405    2.0586    1.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6854    1.3090    2.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9634    2.4903    1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1473    1.7719    0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2315   -2.4426   -0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5928   -1.8255    1.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0611   -3.8818   -0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1382   -3.4800    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4697   -3.2163    0.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1786   -0.3648   -1.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1777   -1.8317   -1.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6589    1.0753    2.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8575    1.1642    1.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4659   -1.8463   -2.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3853   -0.4657   -3.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8640    0.7671    3.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304   -0.7274    3.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6699   -0.7641    2.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8804   -1.1814   -1.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7051   -1.7903   -0.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 18 26  1  0
 26 27  1  1
 26  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 28  1  0
 28 29  1  0
 29 30  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 13 14  1  0
 22 17  1  0
 13 26  1  0
 25 21  1  0
 12  7  1  0
 30  9  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 19 45  1  0
 20 46  1  0
 24 47  1  0
 24 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
  5 34  1  1
  6 35  1  0
  6 36  1  0
  8 37  1  0
 29 52  1  0
 29 53  1  0
 11 38  1  0
 13 39  1  1
  1 31  1  0
  1 32  1  0
  1 33  1  0
M  END


  Mrv1652304282213112D          

 30 35  0  0  1  0            999 V2000
    7.6129   -0.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2888    0.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4697    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9747    0.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2989   -0.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1179   -0.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8039   -1.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9848   -1.3127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6607   -0.5540    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1557    0.1060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8315    0.8647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0124    0.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5175    0.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8416   -0.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3467   -1.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5276   -1.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2034   -0.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6984    0.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2236    1.0766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4352    0.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4228    0.0086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3265    1.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1657   -1.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4899   -1.9727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8140   -2.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6331   -2.8300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3190   -3.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9101    1.1115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6183    0.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4346   -0.1161    0.0000 O   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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 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
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 11 22  1  0  0  0  0
  9 23  1  1  0  0  0
  8 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  2 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  1 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0066984

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CC2=C(C=CC3=C2OCO3)[C@@]2(C)[C@H](CC3=CC4=C(OCO4)C=C3[C@@H]12)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H23NO6/c1-12(25)30-20-7-13-6-18-19(28-10-27-18)8-14(13)22-23(20,2)16-4-5-17-21(29-11-26-17)15(16)9-24(22)3/h4-6,8,20,22H,7,9-11H2,1-3H3/t20-,22+,23-/m0/s1

> <INCHI_KEY>
PUHCFWFODBLSAP-WWNPGLIZSA-N

> <FORMULA>
C23H23NO6

> <MOLECULAR_WEIGHT>
409.438

> <EXACT_MASS>
409.152537465

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
43.195015430769914

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,12S,13R)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate

> <ALOGPS_LOGP>
2.80

> <JCHEM_LOGP>
2.9882217183333326

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.6162304038857975

> <JCHEM_POLAR_SURFACE_AREA>
66.46000000000001

> <JCHEM_REFRACTIVITY>
106.5026

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,12S,13R)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate

> <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      14.211  -0.354   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.606   1.062   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.077   1.246   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.153   0.014   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.758  -1.402   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.287  -1.587   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.834  -2.634   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.305  -2.450   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.700  -1.034   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.624   0.198   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       9.019   1.614   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       7.490   1.798   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.566   0.566   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.171  -0.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.247  -2.082   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.718  -1.898   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.113  -0.482   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.037   0.750   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.151   2.010   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.679   1.556   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.656   0.016   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.943   2.846   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.776  -2.266   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.381  -3.682   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.986  -5.099   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.515  -5.283   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.062  -6.331   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      14.766   2.075   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      16.087   1.285   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      15.745  -0.217   0.000  0.00  0.00           O+0
CONECT    1    2    6   30                                                  
CONECT    2    1    3   28                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   24                                                  
CONECT    9    8   10   14   23                                             
CONECT   10    9    4   11                                                  
CONECT   11   10   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13    9   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   13   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   17                                                       
CONECT   22   11                                                            
CONECT   23    9                                                            
CONECT   24    8   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28    2   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29    1                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₃NO₆

Average Mass

409.4380 Da

Monoisotopic Mass

409.15254 Da

IUPAC Name

(1R,12S,13R)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate

Traditional Name

(1R,12S,13R)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl acetate

CAS Registry Number

Not Available

SMILES

CN1CC2=C(C=CC3=C2OCO3)[C@@]2(C)[C@H](CC3=CC4=C(OCO4)C=C3[C@@H]12)OC(C)=O

InChI Identifier

InChI=1S/C23H23NO6/c1-12(25)30-20-7-13-6-18-19(28-10-27-18)8-14(13)22-23(20,2)16-4-5-17-21(29-11-26-17)15(16)9-24(22)3/h4-6,8,20,22H,7,9-11H2,1-3H3/t20-,22+,23-/m0/s1

InChI Key

PUHCFWFODBLSAP-WWNPGLIZSA-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 bulleyana	LOTUS Database	35616633
Corydalis bungeana	Plant	KNApSAcK
Corydalis conspersa	Plant	KNApSAcK
Corydalis incisa	Plant	KNApSAcK
Corydalis lineariodes	Plant	KNApSAcK
Corydalis melanochlora	Plant	KNApSAcK
Corydalis mucronifera	Plant	KNApSAcK
Corydalis remota	LOTUS Database	35616633
Corydalis stricta Steph.	Plant	KNApSAcK
Corydalis taliensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexahydrobenzophenanthridine alkaloids. These are alkaloids containing a hexahydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a hexahydrophenanthridine moiety.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Benzophenanthridine alkaloids

Sub Class

Hexahydrobenzophenanthridine alkaloids

Direct Parent

Hexahydrobenzophenanthridine alkaloids

Alternative Parents

Substituents

Hexahydrobenzophenanthridine alkaloid skeleton
Benzoquinoline
Phenanthridine
Quinoline
Tetrahydroisoquinoline
Tetralin
Benzodioxole
Aralkylamine
Benzenoid
Amino acid or derivatives
Tertiary aliphatic amine
Carboxylic acid ester
Tertiary amine
Acetal
Organoheterocyclic compound
Carboxylic acid derivative
Azacycle
Monocarboxylic acid or derivatives
Oxacycle
Organopnictogen compound
Amine
Carbonyl group
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
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	2.8	ALOGPS
logP	2.99	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	5.62	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	106.5 m³·mol⁻¹	ChemAxon
Polarizability	43.2 Å³	ChemAxon
Number of Rings	6	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

C00024637

Chemspider ID

154160

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Acetylcorynoline

METLIN ID

Not Available

PubChem Compound

177015

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yan Z, Shi Q, Liu X, Li J, Ahire V, Zhang S, Zhang J, Yang D, Allen TD: The phytochemical, corynoline, diminishes Aurora kinase B activity to induce mitotic defect and polyploidy. Biomed Pharmacother. 2022 Mar;147:112645. doi: 10.1016/j.biopha.2022.112645. Epub 2022 Jan 17. [PubMed:35051862 ]
Khizar M, Shi J, Saleem S, Liaquat F, Ashraf M, Latif S, Haroon U, Hassan SW, Rehman SU, Chaudhary HJ, Quraishi UM, Munis MFH: Resistance associated metabolite profiling of Aspergillus leaf spot in cotton through non-targeted metabolomics. PLoS One. 2020 Feb 12;15(2):e0228675. doi: 10.1371/journal.pone.0228675. eCollection 2020. [PubMed:32049975 ]
Fan JX, Wang S, Meng XS, Bao YR, Li TJ: [Study of cancer cell apoptosis induced by Schizonepeta tenuifolia with microfluidic chip technology]. Yao Xue Xue Bao. 2017 Jan;52(1):126-31. [PubMed:29911809 ]

Showing NP-Card for (+)-Corynoline acetate (NP0066984)

MOL for NP0066984 ((+)-Corynoline acetate)

3D MOL for NP0066984 ((+)-Corynoline acetate)

3D SDF for NP0066984 ((+)-Corynoline acetate)

3D-SDF for NP0066984 ((+)-Corynoline acetate)

PDB for NP0066984 ((+)-Corynoline acetate)

3D PDB for NP0066984 ((+)-Corynoline acetate)

SMILES for NP0066984 ((+)-Corynoline acetate)

INCHI for NP0066984 ((+)-Corynoline acetate)

Structure for NP0066984 ((+)-Corynoline acetate)

3D Structure for NP0066984 ((+)-Corynoline acetate)