NP-MRD: Showing NP-Card for Karavilagenin D (NP0140762)

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Record Information

Version

2.0

Created at

2022-06-29 21:50:40 UTC

Updated at

2022-06-29 21:50:41 UTC

NP-MRD ID

NP0140762

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Karavilagenin D

Description

Karavilagenin D belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions. Karavilagenin D is found in Momordica charantia. Karavilagenin D was first documented in 2012 (PMID: 22344919). Based on a literature review a small amount of articles have been published on Karavilagenin D.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292223502D          

 34 38  0  0  1  0            999 V2000
    5.7480    1.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306292223502D          

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 14 15  1  0  0  0  0
 15 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
 18 19  1  6  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 25 29  1  1  0  0  0
 21 30  1  1  0  0  0
 30 31  1  0  0  0  0
 17 31  1  1  0  0  0
 31 32  2  0  0  0  0
 14 33  1  1  0  0  0
 13 34  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0140762

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](C\C=C\C(C)(C)O)[C@H]1CC[C@@]2(C)[C@@H]3C=C[C@@]45OC(=O)[C@]3(CC[C@]12C)[C@@H]4CC[C@H](O)C5(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C30H46O4/c1-19(9-8-14-25(2,3)33)20-12-15-28(7)21-13-16-30-22(10-11-23(31)26(30,4)5)29(21,24(32)34-30)18-17-27(20,28)6/h8,13-14,16,19-23,31,33H,9-12,15,17-18H2,1-7H3/b14-8+/t19-,20-,21+,22+,23+,27-,28+,29+,30-/m1/s1

> <INCHI_KEY>
CUJVAMKVNDHSSR-DLGSBZDHSA-N

> <FORMULA>
C30H46O4

> <MOLECULAR_WEIGHT>
470.694

> <EXACT_MASS>
470.339609961

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      10.730   3.329   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.390   1.938   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.925   1.814   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.800   3.081   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.335   2.957   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.209   4.225   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.084   5.492   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.942   5.100   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      17.477   3.350   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.515   0.670   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.026  -0.782   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.802  -1.717   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.535  -0.842   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.975   0.633   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.926   1.784   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.420   1.448   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.874  -0.029   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.012  -1.232   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.580  -2.816   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.007  -3.138   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.942  -1.925   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.124  -0.937   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.859   0.580   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.413   1.110   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.232   0.122   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.496  -1.395   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.989  -1.712   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.916  -2.822   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.786   0.652   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.207  -0.491   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       4.351   0.660   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.073   2.175   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       9.580   2.050   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.264  -2.358   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    2   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18   34                                             
CONECT   14   13   10   15   33                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22   31                                             
CONECT   18   17   13   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   26   30                                             
CONECT   22   21   17   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   29                                                  
CONECT   26   25   21   27   28                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   25                                                            
CONECT   30   21   31                                                       
CONECT   31   30   17   32                                                  
CONECT   32   31                                                            
CONECT   33   14                                                            
CONECT   34   13                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₆O₄

Average Mass

470.6940 Da

Monoisotopic Mass

470.33961 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H](C\C=C\C(C)(C)O)[C@H]1CC[C@@]2(C)[C@@H]3C=C[C@@]45OC(=O)[C@]3(CC[C@]12C)[C@@H]4CC[C@H](O)C5(C)C

InChI Identifier

InChI=1S/C30H46O4/c1-19(9-8-14-25(2,3)33)20-12-15-28(7)21-13-16-30-22(10-11-23(31)26(30,4)5)29(21,24(32)34-30)18-17-27(20,28)6/h8,13-14,16,19-23,31,33H,9-12,15,17-18H2,1-7H3/b14-8+/t19-,20-,21+,22+,23+,27-,28+,29+,30-/m1/s1

InChI Key

CUJVAMKVNDHSSR-DLGSBZDHSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Momordica charantia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cucurbitacins

Direct Parent

Cucurbitacins

Alternative Parents

Substituents

Cucurbitacin skeleton
Triterpenoid
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Lactone
Secondary alcohol
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
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

C00048450

Chemspider ID

28425535

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57330179

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang J, Huang Y, Kikuchi T, Tokuda H, Suzuki N, Inafuku K, Miura M, Motohashi S, Suzuki T, Akihisa T: Cucurbitane triterpenoids from the leaves of Momordica charantia, and their cancer chemopreventive effects and cytotoxicities. Chem Biodivers. 2012 Feb;9(2):428-40. doi: 10.1002/cbdv.201100142. [PubMed:22344919 ]

Showing NP-Card for Karavilagenin D (NP0140762)

MOL for NP0140762 (Karavilagenin D)

3D MOL for NP0140762 (Karavilagenin D)

3D SDF for NP0140762 (Karavilagenin D)

3D-SDF for NP0140762 (Karavilagenin D)

PDB for NP0140762 (Karavilagenin D)

3D PDB for NP0140762 (Karavilagenin D)

SMILES for NP0140762 (Karavilagenin D)

INCHI for NP0140762 (Karavilagenin D)

Structure for NP0140762 (Karavilagenin D)

3D Structure for NP0140762 (Karavilagenin D)