NP-MRD: Showing NP-Card for Cardionidine (NP0067142)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 11:20:16 UTC

Updated at

2022-04-28 11:20:17 UTC

NP-MRD ID

NP0067142

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cardionidine

Description

(1S,5R,8S,9S,10S,11S,14R,18R,19S)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]Icosane-3,15,17-trione belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. Cardionidine is found in Delphinium cardiopetalum and Delphinium verdunense. Based on a literature review very few articles have been published on (1S,5R,8S,9S,10S,11S,14R,18R,19S)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]Icosane-3,15,17-trione.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282213202D          

 27 32  0  0  1  0            999 V2000
    2.7241    2.2500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3498    2.7347    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0218    2.3097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3609    1.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1750    1.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7871    0.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9605    1.2143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7484    0.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3883   -0.1687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9826   -0.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407    0.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5741   -0.0448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0294    1.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6147    1.7875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9414    2.5227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3373    3.1189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5661    3.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5104    2.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3050    2.1051    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0423    1.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1559    2.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8315    2.6243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8840    2.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0861    1.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5396    1.5326    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5579    1.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3105    3.5587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  1  0  0  0
  1  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 11  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  1 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 14 23  1  6  0  0  0
 19 24  1  6  0  0  0
 14 25  1  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  6  0  0  0
  3 26  1  1  0  0  0
  2 27  1  1  0  0  0
M  END


  Mrv1652304282213202D          

 27 32  0  0  1  0            999 V2000
    2.7241    2.2500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3498    2.7347    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0218    2.3097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3609    1.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1750    1.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7871    0.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9605    1.2143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7484    0.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3883   -0.1687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9826   -0.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407    0.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5741   -0.0448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0294    1.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6147    1.7875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9414    2.5227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3373    3.1189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5661    3.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5104    2.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3050    2.1051    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0423    1.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1559    2.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8315    2.6243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8840    2.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0861    1.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5396    1.5326    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5579    1.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3105    3.5587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  1  0  0  0
  1  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 11  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  1 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 14 23  1  6  0  0  0
 19 24  1  6  0  0  0
 14 25  1  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  6  0  0  0
  3 26  1  1  0  0  0
  2 27  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0067142

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C[C@]2(C)CC(=O)C[C@]34[C@@H]1[C@H]1[C@@H](O)[C@H]5C[C@@H]3[C@@]1(CC5=C)C(=O)OC(=O)[C@H]24

> <INCHI_IDENTIFIER>
InChI=1S/C21H25NO5/c1-9-5-20-12-4-11(9)14(24)13(20)16-21(12)7-10(23)6-19(2,8-22(16)3)15(21)17(25)27-18(20)26/h11-16,24H,1,4-8H2,2-3H3/t11-,12+,13+,14-,15+,16-,19-,20+,21-/m0/s1

> <INCHI_KEY>
NRVPTPWNYPSGNM-HDQOFMJGSA-N

> <FORMULA>
C21H25NO5

> <MOLECULAR_WEIGHT>
371.433

> <EXACT_MASS>
371.173272909

$$$$

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       5.085   4.200   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.253   5.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.507   4.311   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.140   2.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.660   2.681   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.069   1.789   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.526   2.267   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.130   0.657   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.325  -0.315   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       3.701  -0.027   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.316   0.824   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.072  -0.084   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.922   2.436   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.014   3.337   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.624   4.709   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.496   5.822   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       2.923   7.302   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.953   5.482   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.569   3.929   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.079   2.449   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.291   4.015   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.552   4.899   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.650   4.436   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.027   3.434   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.741   2.861   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.641   2.851   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.180   6.643   0.000  0.00  0.00           O+0
CONECT    1    2    7   15                                                  
CONECT    2    1    3   27                                                  
CONECT    3    2    4   26                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    1    8   25                                             
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   19                                                  
CONECT   14   13   15   23   25                                             
CONECT   15   14    1   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   13   20   24                                             
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   14                                                       
CONECT   24   19                                                            
CONECT   25   14    7   26                                                  
CONECT   26   25    3                                                       
CONECT   27    2                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₅NO₅

Average Mass

371.4330 Da

Monoisotopic Mass

371.17327 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CN1C[C@]2(C)CC(=O)C[C@]34[C@@H]1[C@H]1[C@@H](O)[C@H]5C[C@@H]3[C@@]1(CC5=C)C(=O)OC(=O)[C@H]24

InChI Identifier

InChI=1S/C21H25NO5/c1-9-5-20-12-4-11(9)14(24)13(20)16-21(12)7-10(23)6-19(2,8-22(16)3)15(21)17(25)27-18(20)26/h11-16,24H,1,4-8H2,2-3H3/t11-,12+,13+,14-,15+,16-,19-,20+,21-/m0/s1

InChI Key

NRVPTPWNYPSGNM-HDQOFMJGSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Delphinium cardiopetalum	Plant	KNApSAcK
Delphinium verdunense	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Not Available

Direct Parent

Lactones

Alternative Parents

Substituents

Caprolactone
Oxepane
Piperidine
Dicarboxylic acid or derivatives
Cyclic alcohol
Carboxylic acid anhydride
Cyclic ketone
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Lactone
Ketone
Amino acid or derivatives
Oxacycle
Azacycle
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

163058838

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cardionidine (NP0067142)

MOL for NP0067142 (Cardionidine)

3D MOL for NP0067142 (Cardionidine)

3D SDF for NP0067142 (Cardionidine)

3D-SDF for NP0067142 (Cardionidine)

PDB for NP0067142 (Cardionidine)

3D PDB for NP0067142 (Cardionidine)

SMILES for NP0067142 (Cardionidine)

INCHI for NP0067142 (Cardionidine)

Structure for NP0067142 (Cardionidine)

3D Structure for NP0067142 (Cardionidine)