NP-MRD: Showing NP-Card for (+)-Isocorybulbine (NP0069012)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-04-28 14:17:03 UTC

Updated at

2022-04-28 14:17:03 UTC

NP-MRD ID

NP0069012

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Isocorybulbine

Description

Isocorybulbine 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. (+)-Isocorybulbine is found in Corydalis cava, Corydalis turtschaninovii and Corydalis yanhusuo . It was first documented in 2012 (PMID: 22689485). Based on a literature review a significant number of articles have been published on Isocorybulbine (PMID: 35487686) (PMID: 35487685) (PMID: 35487684) (PMID: 29235899).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282216172D          

 26 29  0  0  1  0            999 V2000
    5.0352   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.1007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3347    0.7243    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4459    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951    2.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3854    1.5039    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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 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
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 21  1  0  0  0  0
  7 22  1  6  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
    6.5858   -2.4184   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1780   -1.0679   -0.1523 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8257   -0.7874   -0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8798   -1.7751    0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5503   -1.4518    0.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0803   -0.1570    0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0232    0.8455   -0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3536    0.5236   -0.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2865    1.5268   -0.3466 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6559    0.0597    0.0932 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1435    1.4414   -0.0512 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4996    2.1767   -1.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3436    1.3858    0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0780    2.5746    0.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4529    2.5958    0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1713    1.4209    0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5744    1.4187    0.2266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3000    2.6021    0.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4745    0.2495    0.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1775   -0.9452   -0.0174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4448   -1.5962    1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0648    0.2242   -0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3687   -1.0634   -0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0540   -0.8928   -0.7301 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5137   -2.1837   -0.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4957   -2.5299    0.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9963   -3.0760   -0.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5094   -2.7887    0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6548   -2.5090   -0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1575   -2.8172    0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6892    1.8930   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9959    2.4697   -0.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574   -0.2658    1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4586    2.0742    0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9118    3.1928   -1.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1417    1.5601   -1.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4166    2.3416   -1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4891    3.4874    0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9869    3.5224    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4627    3.0124   -0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8776    3.3360    1.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3166    2.3327    0.7248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3765   -2.2176    1.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6007   -2.2773    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5363   -0.8885    2.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2032   -1.5357    0.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9987   -1.7290   -0.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0690   -2.2971   -1.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2635   -2.9973   -0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0489   -2.5130    1.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9713   -3.4865   -0.0129 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  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  8  3  1  0
 24 10  1  0
 26  5  1  0
 22 13  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  1
 11 34  1  1
 12 35  1  0
 12 36  1  0
 12 37  1  0
 14 38  1  0
 15 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 21 43  1  0
 21 44  1  0
 21 45  1  0
 23 46  1  0
 23 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
M  END


  Mrv1652304282216172D          

 26 29  0  0  1  0            999 V2000
    5.0352   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.1007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3347    0.7243    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4459    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951    2.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3854    1.5039    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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 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
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 21  1  0  0  0  0
  7 22  1  6  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069012

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C=C1O)[C@H]1[C@@H](C)C3=CC=C(OC)C(OC)=C3CN1CC2

> <INCHI_IDENTIFIER>
InChI=1S/C21H25NO4/c1-12-14-5-6-18(24-2)21(26-4)16(14)11-22-8-7-13-9-19(25-3)17(23)10-15(13)20(12)22/h5-6,9-10,12,20,23H,7-8,11H2,1-4H3/t12-,20+/m0/s1

> <INCHI_KEY>
UABBYTGYXLXVNA-FKIZINRSSA-N

> <FORMULA>
C21H25NO4

> <MOLECULAR_WEIGHT>
355.434

> <EXACT_MASS>
355.178358289

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
39.90525929675204

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(12bR,13S)-3,4,10-trimethoxy-13-methyl-7,8,12b,13-tetrahydro-5H-6-azatetraphen-11-ol

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
3.3670534906666663

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.115739703552803

> <JCHEM_PKA_STRONGEST_BASIC>
5.396420058833161

> <JCHEM_POLAR_SURFACE_AREA>
51.16000000000001

> <JCHEM_REFRACTIVITY>
101.34479999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(12bR,13S)-3,4,10-trimethoxy-13-methyl-7,8,12b,13-tetrahydro-5H-6-azatetraphen-11-ol

> <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       9.399  -0.394   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.903   1.061   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.895   2.225   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.383   1.934   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.879   0.479   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.887  -0.685   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.366   0.188   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.358   1.352   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.862   2.807   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.375   3.098   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.854   3.971   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.342   3.680   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.838   2.225   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.846   1.061   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.342  -0.394   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.830  -0.685   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.179   0.479   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.326   1.934   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.691   0.188   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.699   1.352   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.326  -2.140   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.862  -1.267   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.399   3.680   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.391   4.844   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.415   1.352   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      11.919   2.807   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   25                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   22                                                  
CONECT    8    7    9   14                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13    8   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   13                                                       
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21   16                                                            
CONECT   22    7                                                            
CONECT   23    3   24                                                       
CONECT   24   23                                                            
CONECT   25    2   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₅NO₄

Average Mass

355.4340 Da

Monoisotopic Mass

355.17836 Da

IUPAC Name

(12bR,13S)-3,4,10-trimethoxy-13-methyl-7,8,12b,13-tetrahydro-5H-6-azatetraphen-11-ol

Traditional Name

(12bR,13S)-3,4,10-trimethoxy-13-methyl-7,8,12b,13-tetrahydro-5H-6-azatetraphen-11-ol

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1O)[C@H]1[C@@H](C)C3=CC=C(OC)C(OC)=C3CN1CC2

InChI Identifier

InChI=1S/C21H25NO4/c1-12-14-5-6-18(24-2)21(26-4)16(14)11-22-8-7-13-9-19(25-3)17(23)10-15(13)20(12)22/h5-6,9-10,12,20,23H,7-8,11H2,1-4H3/t12-,20+/m0/s1

InChI Key

UABBYTGYXLXVNA-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 cava	LOTUS Database	35616633
Corydalis turtschaninovii	LOTUS Database	35616633
Corydalis yanhusuo	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
Anisole
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Azacycle
Ether
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
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	3.22	ALOGPS
logP	3.37	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	10.12	ChemAxon
pKa (Strongest Basic)	5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.16 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	101.34 m³·mol⁻¹	ChemAxon
Polarizability	39.91 Å³	ChemAxon
Number of Rings	4	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

C00027144

Chemspider ID

12283560

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12310873

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ridge KM, Eriksson JE, Pekny M, Goldman RD: Roles of vimentin in health and disease. Genes Dev. 2022 Apr 1;36(7-8):391-407. doi: 10.1101/gad.349358.122. [PubMed:35487686 ]
Comabella M, Sastre-Garriga J, Carbonell-Mirabent P, Fissolo N, Tur C, Malhotra S, Pareto D, Aymerich FX, Rio J, Rovira A, Tintore M, Montalban X: Serum neurofilament light chain levels predict long-term disability progression in patients with progressive multiple sclerosis. J Neurol Neurosurg Psychiatry. 2022 Apr 29. pii: jnnp-2022-329020. doi: 10.1136/jnnp-2022-329020. [PubMed:35487685 ]
Wezenbeek E, Denolf S, Willems TM, Pieters D, Bourgois JG, Philippaerts RM, De Winne B, Wieme M, Van Hecke R, Markey L, Schuermans J, Witvrouw E, Verstockt S: Association between SARS-COV-2 infection and muscle strain injury occurrence in elite male football players: a prospective study of 29 weeks including three teams from the Belgian professional football league. Br J Sports Med. 2022 Apr 29. pii: bjsports-2021-104595. doi: 10.1136/bjsports-2021-104595. [PubMed:35487684 ]
Ji HY, Lee H, Kim JH, Kim KH, Lee KR, Shim HJ, Son M, Lee HS: In vitro metabolism of corydaline in human liver microsomes and hepatocytes using liquid chromatography-ion trap mass spectrometry. J Sep Sci. 2012 May;35(9):1102-9. doi: 10.1002/jssc.201101094. [PubMed:22689485 ]
Chai L, Donkor PO, Wang K, Sun Y, Oppong MB, Wang K, Ding L, Qiu F: Metabolic profiles of corydaline in rats by ultra-performance liquid chromatography coupled to quadrupole time-of-flight mass spectrometry. Xenobiotica. 2019 Jan;49(1):80-89. doi: 10.1080/00498254.2017.1416207. Epub 2017 Dec 27. [PubMed:29235899 ]

Showing NP-Card for (+)-Isocorybulbine (NP0069012)

MOL for NP0069012 ((+)-Isocorybulbine)

3D MOL for NP0069012 ((+)-Isocorybulbine)

3D SDF for NP0069012 ((+)-Isocorybulbine)

3D-SDF for NP0069012 ((+)-Isocorybulbine)

PDB for NP0069012 ((+)-Isocorybulbine)

3D PDB for NP0069012 ((+)-Isocorybulbine)

SMILES for NP0069012 ((+)-Isocorybulbine)

INCHI for NP0069012 ((+)-Isocorybulbine)

Structure for NP0069012 ((+)-Isocorybulbine)

3D Structure for NP0069012 ((+)-Isocorybulbine)