NP-MRD: Showing NP-Card for (+)-Majusine C (NP0081369)

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Record Information

Version

2.0

Created at

2022-04-29 02:20:27 UTC

Updated at

2022-04-29 02:20:28 UTC

NP-MRD ID

NP0081369

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Majusine C

Description

(1S,2R,3R,4S,5R,6S,8R,9R,10S,13S,16S,17R,18S)-18-(acetyloxy)-11-ethyl-8,9,16-trihydroxy-6-methoxy-13-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadec-14-en-4-yl acetate belongs to the class of organic compounds known as aconitane-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hexacyclic aconitane skeleton. These compounds have no oxygen functionality at the C7 atom. (+)-Majusine C is found in Delphinium majus. Based on a literature review very few articles have been published on (1S,2R,3R,4S,5R,6S,8R,9R,10S,13S,16S,17R,18S)-18-(acetyloxy)-11-ethyl-8,9,16-trihydroxy-6-methoxy-13-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadec-14-en-4-yl acetate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304292204202D          

 35 40  0  0  1  0            999 V2000
    2.5669   -0.3599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7444   -1.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0195   -0.4965    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2385   -0.0663    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0691    0.9121    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5081    1.1089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5017    0.7724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4148   -0.1315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1161   -0.5056    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4747    0.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9411    0.9269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3065    2.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0832   -1.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4451   -0.9279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0146   -1.5585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8993   -0.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2590    1.3220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1302    1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4969    0.5280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5869    1.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4146    0.8722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4943    0.0399    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1360   -0.7036    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7927   -1.3392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6205   -1.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1394   -0.8285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9166   -2.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    1.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8459    0.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7083    0.6220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1771    1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4781    1.7740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6978    1.9866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  3  2  1  1  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  1  0  0  0
  9 18  1  1  0  0  0
  7 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24  3  1  1  0  0  0
 24 25  1  0  0  0  0
  1 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 23 30  1  0  0  0  0
 30 31  1  0  0  0  0
  1 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 23 34  1  6  0  0  0
  6 35  1  1  0  0  0
M  END


  Mrv1652304292204202D          

 35 40  0  0  1  0            999 V2000
    2.5669   -0.3599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7444   -1.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0195   -0.4965    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2385   -0.0663    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0691    0.9121    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5081    1.1089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5017    0.7724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4148   -0.1315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1161   -0.5056    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4747    0.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9411    0.9269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3065    2.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0832   -1.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4451   -0.9279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0146   -1.5585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8993   -0.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2590    1.3220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1302    1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4969    0.5280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5869    1.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4146    0.8722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4943    0.0399    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1360   -0.7036    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7927   -1.3392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6205   -1.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1394   -0.8285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9166   -2.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    1.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8459    0.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7083    0.6220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1771    1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4781    1.7740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6978    1.9866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  3  2  1  1  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  1  0  0  0
  9 18  1  1  0  0  0
  7 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24  3  1  1  0  0  0
 24 25  1  0  0  0  0
  1 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 23 30  1  0  0  0  0
 30 31  1  0  0  0  0
  1 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 23 34  1  6  0  0  0
  6 35  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0081369

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCN1C[C@@]2(C)C=C[C@H](O)[C@@]34[C@@H]5C[C@H]6[C@H](OC(C)=O)[C@@H]5[C@](O)(C[C@@H]6OC)[C@](O)([C@@H](OC(C)=O)[C@H]23)[C@@H]14

> <INCHI_IDENTIFIER>
InChI=1S/C26H37NO8/c1-6-27-11-23(4)8-7-17(30)25-15-9-14-16(33-5)10-24(31,18(15)19(14)34-12(2)28)26(32,22(25)27)21(20(23)25)35-13(3)29/h7-8,14-22,30-32H,6,9-11H2,1-5H3/t14-,15-,16+,17+,18-,19+,20-,21+,22+,23-,24-,25+,26+/m1/s1

> <INCHI_KEY>
SHPKVSSYERRGNO-YSHCAPHQSA-N

> <FORMULA>
C26H37NO8

> <MOLECULAR_WEIGHT>
491.581

> <EXACT_MASS>
491.251917155

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       4.792  -0.672   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.256  -1.986   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.903  -0.927   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.445  -0.124   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.129   1.703   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.949   2.070   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.936   1.442   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.774  -0.245   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.083  -0.944   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.753   0.507   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -1.757   1.730   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -2.593   3.522   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.439   5.146   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.655  -2.485   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.155  -2.922   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.831  -1.732   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.894  -2.909   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.545  -1.682   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.350   2.468   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.976   2.365   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.661   0.986   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.829   3.648   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.641   1.628   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.789   0.074   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.987  -1.313   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.213  -2.500   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.758  -2.744   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       7.727  -1.547   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       7.311  -4.181   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.162   2.004   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.312   0.905   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.922   1.161   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       7.797   2.545   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.759   3.311   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       1.303   3.708   0.000  0.00  0.00           O+0
CONECT    1    2   25   31                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5    8   16                                             
CONECT    5    4    6   11                                                  
CONECT    6    5    7   23   35                                             
CONECT    7    6    8   19                                                  
CONECT    8    7    4    9                                                  
CONECT    9    8   10   14   18                                             
CONECT   10    9   11                                                       
CONECT   11   10    5   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    9   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    4   17                                                  
CONECT   17   16                                                            
CONECT   18    9                                                            
CONECT   19    7   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    6   24   30   34                                             
CONECT   24   23    3   25                                                  
CONECT   25   24    1   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   23   31                                                       
CONECT   31   30    1   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   23                                                            
CONECT   35    6                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   80    0
END

View in JSmol

Synonyms

Value	Source
(1S,2R,3R,4S,5R,6S,8R,9R,10S,13S,16S,17R,18S)-18-(Acetyloxy)-11-ethyl-8,9,16-trihydroxy-6-methoxy-13-methyl-11-azahexacyclo[7.7.2.1,.0,.0,.0,]nonadec-14-en-4-yl acetic acid	Generator

Chemical Formula

C₂₆H₃₇NO₈

Average Mass

491.5810 Da

Monoisotopic Mass

491.25192 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCN1C[C@@]2(C)C=C[C@H](O)[C@@]34[C@@H]5C[C@H]6[C@H](OC(C)=O)[C@@H]5[C@](O)(C[C@@H]6OC)[C@](O)([C@@H](OC(C)=O)[C@H]23)[C@@H]14

InChI Identifier

InChI=1S/C26H37NO8/c1-6-27-11-23(4)8-7-17(30)25-15-9-14-16(33-5)10-24(31,18(15)19(14)34-12(2)28)26(32,22(25)27)21(20(23)25)35-13(3)29/h7-8,14-22,30-32H,6,9-11H2,1-5H3/t14-,15-,16+,17+,18-,19+,20-,21+,22+,23-,24-,25+,26+/m1/s1

InChI Key

SHPKVSSYERRGNO-YSHCAPHQSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Delphinium majus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aconitane-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hexacyclic aconitane skeleton. These compounds have no oxygen functionality at the C7 atom.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Aconitane-type diterpenoid alkaloids

Alternative Parents

Substituents

Aconitane-type diterpenoid alkaloid
Quinolidine
Alkaloid or derivatives
Azepane
Piperidine
Dicarboxylic acid or derivatives
Tertiary alcohol
Cyclic alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Carboxylic acid ester
Amino acid or derivatives
1,2-aminoalcohol
Azacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163105968

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Majusine C (NP0081369)

MOL for NP0081369 ((+)-Majusine C)

3D MOL for NP0081369 ((+)-Majusine C)

3D SDF for NP0081369 ((+)-Majusine C)

3D-SDF for NP0081369 ((+)-Majusine C)

PDB for NP0081369 ((+)-Majusine C)

3D PDB for NP0081369 ((+)-Majusine C)

SMILES for NP0081369 ((+)-Majusine C)

INCHI for NP0081369 ((+)-Majusine C)

Structure for NP0081369 ((+)-Majusine C)

3D Structure for NP0081369 ((+)-Majusine C)