NP-MRD: Showing NP-Card for Calotropin (NP0052133)

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Record Information

Version

2.0

Created at

2022-04-27 23:17:58 UTC

Updated at

2022-04-27 23:17:58 UTC

NP-MRD ID

NP0052133

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Calotropin

Description

Calotropin, also known as pecilocerin a, belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety. Thus, calotropin is considered to be a sterol. Calotropin is found in Asclepias curassavica L. , Gomphocarpus fruticosus, Asclepias linaria, Asclepias subulata, Asclepias vestita, Calotropis gigantea , Calotropis procera , Danaus plexippus, Gomphocarpus sinaicus and Thymus vulgaris. Calotropin was first documented in 2020 (PMID: 33841525). Based on a literature review a significant number of articles have been published on Calotropin (PMID: 33850021) (PMID: 33292137) (PMID: 34563976) (PMID: 34343190) (PMID: 33770827) (PMID: 32999172).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201172D          

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M  END

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M  END


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    0.8739   -0.3970    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0932   -0.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0662    0.6792    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5551    1.2220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8470    0.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333   -1.2064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6546   -0.6636    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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  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  1  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  6  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 15 18  1  6  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 12 24  1  6  0  0  0
 11 25  1  6  0  0  0
  5 26  1  6  0  0  0
 26 27  2  0  0  0  0
  2 28  1  6  0  0  0
 29 28  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  1 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 29 35  1  0  0  0  0
 34 36  1  1  0  0  0
 32 37  1  1  0  0  0
 30 38  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0052133

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C[C@H](O)[C@]2(O)O[C@@H]3C[C@@]4(C=O)[C@@H](CC[C@@H]5[C@@H]4CC[C@]4(C)[C@H](CC[C@]54O)C4=CC(=O)OC4)C[C@H]3O[C@@H]2O1

> <INCHI_IDENTIFIER>
InChI=1S/C29H40O9/c1-15-9-23(31)29(34)25(36-15)37-21-11-17-3-4-20-19(27(17,14-30)12-22(21)38-29)5-7-26(2)18(6-8-28(20,26)33)16-10-24(32)35-13-16/h10,14-15,17-23,25,31,33-34H,3-9,11-13H2,1-2H3/t15-,17+,18-,19+,20-,21-,22-,23+,25+,26-,27-,28+,29+/m1/s1

> <INCHI_KEY>
OWPWFVVPBYFKBG-NYVHBPEFSA-N

> <FORMULA>
C29H40O9

> <MOLECULAR_WEIGHT>
532.63

> <EXACT_MASS>
532.267232868

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
56.77616342133645

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,22S,23R)-9,10,22-trihydroxy-7,18-dimethyl-19-(5-oxo-2,5-dihydrofuran-3-yl)-4,6,11-trioxahexacyclo[12.11.0.0^{3,12}.0^{5,10}.0^{15,23}.0^{18,22}]pentacosane-14-carbaldehyde

> <ALOGPS_LOGP>
1.05

> <JCHEM_LOGP>
1.9639158593333337

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.462190177636387

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.180348624718281

> <JCHEM_PKA_STRONGEST_BASIC>
0.2690389127458508

> <JCHEM_POLAR_SURFACE_AREA>
131.75

> <JCHEM_REFRACTIVITY>
133.5236

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,22S,23R)-9,10,22-trihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.0^{3,12}.0^{5,10}.0^{15,23}.0^{18,22}]pentacosane-14-carbaldehyde

> <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       5.408   0.788   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.111   2.299   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.270   3.312   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.728   2.814   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.025   1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.865   0.290   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.483   0.805   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.642   1.818   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.345   3.329   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.887   3.827   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.100   1.321   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.397  -0.190   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.237  -1.203   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.780  -0.706   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.926  -0.374   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.574   1.023   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.445   2.071   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.676  -1.719   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.205  -1.903   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.503  -3.414   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      17.900  -4.062   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      15.158  -4.164   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      14.029  -3.117   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.851  -1.662   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.962   2.855   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.323  -0.208   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.163  -1.221   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       3.653   2.796   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.493   1.783   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.791   0.272   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.248  -0.226   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.631  -0.741   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.174  -0.243   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.124   1.268   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       1.036   2.281   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -1.581   1.766   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       1.929  -2.252   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       3.089  -1.239   0.000  0.00  0.00           O+0
CONECT    1    2    6   31                                                  
CONECT    2    1    3   28                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   26                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   17   25                                             
CONECT   12   11   13   15   24                                             
CONECT   13   12   14                                                       
CONECT   14   13    7                                                       
CONECT   15   12   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   11                                                       
CONECT   18   15   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   18                                                       
CONECT   24   12                                                            
CONECT   25   11                                                            
CONECT   26    5   27                                                       
CONECT   27   26                                                            
CONECT   28    2   29                                                       
CONECT   29   28   30   35                                                  
CONECT   30   29   31   32   38                                             
CONECT   31   30    1                                                       
CONECT   32   30   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34   29                                                       
CONECT   36   34                                                            
CONECT   37   32                                                            
CONECT   38   30                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   88    0
END

View in JSmol

Synonyms

Value	Source
Pecilocerin a	MeSH
Pekilocerin a	MeSH

Chemical Formula

C₂₉H₄₀O₉

Average Mass

532.6300 Da

Monoisotopic Mass

532.26723 Da

IUPAC Name

(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,22S,23R)-9,10,22-trihydroxy-7,18-dimethyl-19-(5-oxo-2,5-dihydrofuran-3-yl)-4,6,11-trioxahexacyclo[12.11.0.0^{3,12}.0^{5,10}.0^{15,23}.0^{18,22}]pentacosane-14-carbaldehyde

Traditional Name

(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,22S,23R)-9,10,22-trihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.0^{3,12}.0^{5,10}.0^{15,23}.0^{18,22}]pentacosane-14-carbaldehyde

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@H](O)[C@]2(O)O[C@@H]3C[C@@]4(C=O)[C@@H](CC[C@@H]5[C@@H]4CC[C@]4(C)[C@H](CC[C@]54O)C4=CC(=O)OC4)C[C@H]3O[C@@H]2O1

InChI Identifier

InChI=1S/C29H40O9/c1-15-9-23(31)29(34)25(36-15)37-21-11-17-3-4-20-19(27(17,14-30)12-22(21)38-29)5-7-26(2)18(6-8-28(20,26)33)16-10-24(32)35-13-16/h10,14-15,17-23,25,31,33-34H,3-9,11-13H2,1-2H3/t15-,17+,18-,19+,20-,21-,22-,23+,25+,26-,27-,28+,29+/m1/s1

InChI Key

OWPWFVVPBYFKBG-NYVHBPEFSA-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
Asclepias curassavica	Plant	KNApSAcK
Asclepias fruticosa	LOTUS Database	35616633
Asclepias linaria	LOTUS Database	35616633
Asclepias subulata	LOTUS Database	35616633
Asclepias vestita	LOTUS Database	35616633
Calotropis gigantea	Plant	KNApSAcK
Calotropis procera	Plant	KNApSAcK
Danaus plexippus	LOTUS Database	35616633
Gomphocarpus sinaicus	LOTUS Database	35616633
Thymus vulgaris	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Cardenolide glycosides and derivatives

Alternative Parents

Substituents

Cardanolide-glycoside
19-oxosteroid
14-hydroxysteroid
Hydroxysteroid
Oxosteroid
Para-dioxane
2-furanone
Oxane
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Hemiacetal
Secondary alcohol
Lactone
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Aldehyde
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

cardenolide glycoside (CHEBI:3329 )
cardanolide (C08855 )

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	1.05	ALOGPS
logP	1.96	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	7.18	ChemAxon
pKa (Strongest Basic)	0.27	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	131.75 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	133.52 m³·mol⁻¹	ChemAxon
Polarizability	56.78 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

C00003609

Chemspider ID

15326

KEGG Compound ID

C08855

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Calotropin

METLIN ID

Not Available

PubChem Compound

16142

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Agrawal AA, Boroczky K, Haribal M, Hastings AP, White RA, Jiang RW, Duplais C: Cardenolides, toxicity, and the costs of sequestration in the coevolutionary interaction between monarchs and milkweeds. Proc Natl Acad Sci U S A. 2021 Apr 20;118(16). pii: 2024463118. doi: 10.1073/pnas.2024463118. [PubMed:33850021 ]
Parthasarathy V, Menon AR, Devaranavadagi B: Target Fishing of Calactin, Calotropin and Calotoxin Using Reverse Pharmacophore Screening and Consensus Inverse Docking Approach. Curr Drug Discov Technol. 2021;18(6):e130921188782. doi: 10.2174/1570163817666201207143958. [PubMed:33292137 ]
He YL, Yang HY, Huang PZ, Feng WJ, Gao K: Cytotoxic cardenolides from Calotropis gigantea. Phytochemistry. 2021 Dec;192:112951. doi: 10.1016/j.phytochem.2021.112951. Epub 2021 Sep 24. [PubMed:34563976 ]
Winitchaikul T, Sawong S, Surangkul D, Srikummool M, Somran J, Pekthong D, Kamonlakorn K, Nangngam P, Parhira S, Srisawang P: Calotropis gigantea stem bark extract induced apoptosis related to ROS and ATP production in colon cancer cells. PLoS One. 2021 Aug 3;16(8):e0254392. doi: 10.1371/journal.pone.0254392. eCollection 2021. [PubMed:34343190 ]
Sewidan N, Abu Khalaf R, Mohammad H, Hammad W: In-Vitro Studies on Selected Jordanian Plants as Dipeptidyl Peptidase-IV Inhibitors for Management of Diabetes Mellitus. Iran J Pharm Res. 2020 Fall;19(4):95-102. doi: 10.22037/ijpr.2020.1101232. [PubMed:33841525 ]
Sweidan N, Esawi E, Ismail M, Alshaer W: Anticancer Cardenolides from the aerial parts of Calortopis procera. Z Naturforsch C J Biosci. 2021 Mar 29;76(5-6):243-250. doi: 10.1515/znc-2020-0281. Print 2021 May 26. [PubMed:33770827 ]
Nakano D, Ishitsuka K, Takashima M, Arima R, Satou A, Tsuchihashi R, Okawa M, Tamura K, Kinjo J: Screening of Promising Chemotherapeutic Candidates from Plants against Human Adult T-Cell Leukemia/Lymphoma (VI): Cardenolides from Asclepias curassavica. Biol Pharm Bull. 2020;43(10):1609-1614. doi: 10.1248/bpb.b20-00465. [PubMed:32999172 ]
Abebe B, Emire S: Manufacture of fresh cheese using east African Calotropis procera leaves extract crude enzyme as milk coagulant. Food Sci Nutr. 2020 Aug 13;8(9):4831-4842. doi: 10.1002/fsn3.1765. eCollection 2020 Sep. [PubMed:32994945 ]
Kowalski P, Baum M, Korten M, Donath A, Dobler S: ABCB transporters in a leaf beetle respond to sequestered plant toxins. Proc Biol Sci. 2020 Sep 9;287(1934):20201311. doi: 10.1098/rspb.2020.1311. Epub 2020 Sep 2. [PubMed:32873204 ]
Pederson PJ, Cai S, Carver C, Powell DR, Risinger AL, Grkovic T, O'Keefe BR, Mooberry SL, Cichewicz RH: Triple-Negative Breast Cancer Cells Exhibit Differential Sensitivity to Cardenolides from Calotropis gigantea. J Nat Prod. 2020 Jul 24;83(7):2269-2280. doi: 10.1021/acs.jnatprod.0c00423. Epub 2020 Jul 10. [PubMed:32649211 ]

Showing NP-Card for Calotropin (NP0052133)

MOL for NP0052133 (Calotropin)

3D MOL for NP0052133 (Calotropin)

3D SDF for NP0052133 (Calotropin)

3D-SDF for NP0052133 (Calotropin)

PDB for NP0052133 (Calotropin)

3D PDB for NP0052133 (Calotropin)

SMILES for NP0052133 (Calotropin)

INCHI for NP0052133 (Calotropin)

Structure for NP0052133 (Calotropin)

3D Structure for NP0052133 (Calotropin)