NP-MRD: Showing NP-Card for Antiquorin (NP0141174)

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Record Information

Version

1.0

Created at

2022-06-29 22:14:42 UTC

Updated at

2022-06-29 22:14:42 UTC

NP-MRD ID

NP0141174

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Antiquorin

Description

Antiquorin belongs to the class of organic compounds known as atisane diterpenoids. These are diterpenoids with a structure based on the atisane skeleton, which is a tetracyclic compound containing the [2,2,2]bicyc1ic ring system with the C15-C16 bridge attached at C12. Antiquorin is found in Euphorbia antiquorum, Euphorbia fischeriana and Euphorbia neriifolia. It was first documented in 2017 (PMID: 28647179). Based on a literature review a significant number of articles have been published on Antiquorin (PMID: 35868852) (PMID: 35868851) (PMID: 35868850) (PMID: 35868849) (PMID: 35868848) (PMID: 35078105).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
    4.2878   -1.9726    0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2256   -1.2328    0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1512   -1.2394    1.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2566   -0.0439    0.8944 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2710    0.0923    1.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8918    0.9341    1.6835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5087    0.7558    0.3373 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8263   -0.0294    0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6783    0.7485    1.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7049   -1.4146    0.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109    0.1520   -0.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7002    0.4452   -0.9793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7065   -0.0334   -2.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3710   -0.6112   -1.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6300    0.3195   -0.7550 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2899    1.5309   -1.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6009   -0.4485   -0.3749 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6438   -0.4538   -1.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0684   -0.3542   -0.8889 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1735    1.0742   -0.3299 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4394    1.3567    0.1243 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1411    1.1483    0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0120    2.1262    1.4670 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0765   -1.9700   -0.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4075   -2.6197    1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4957   -1.1469    2.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5643   -2.1881    1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8186    0.5653    2.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0165   -0.9302    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7001    0.7082    2.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6213    2.0084    1.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9251    1.7880    0.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7333    0.8492    1.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6963    0.2115    2.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3107    1.7600    1.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2440   -2.0788    0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7219   -1.8411    1.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2662   -1.6001    1.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2166   -0.8005   -2.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5913    0.8574   -2.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4196   -1.6370   -1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7382   -0.6233   -2.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1909    2.1806   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1924    1.2547   -2.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5422    2.1056   -1.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2927   -1.5178   -0.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5598    0.3629   -2.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6461   -1.4035   -2.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7747   -0.5335   -1.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9335    1.7907   -1.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9870    1.5981   -0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8 10  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  4  5  1  1
  4  3  1  0
  3  2  1  0
  2  1  2  3
  2 19  1  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
 15 16  1  6
 15 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 11  8  1  0
 15  7  1  0
 17  4  1  0
 22  4  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
  7 32  1  6
  6 30  1  0
  6 31  1  0
  5 28  1  0
  5 29  1  0
  3 26  1  0
  3 27  1  0
  1 24  1  0
  1 25  1  0
 19 49  1  6
 18 47  1  0
 18 48  1  0
 17 46  1  1
 16 43  1  0
 16 44  1  0
 16 45  1  0
 14 41  1  0
 14 42  1  0
 13 39  1  0
 13 40  1  0
 20 50  1  6
 21 51  1  0
M  END


  Mrv1652306302200142D          

 23 26  0  0  1  0            999 V2000
    4.0713    1.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4134    0.2862    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8950    0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159    0.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0553    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8762    0.0400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5737   -0.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7528   -0.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3189   -1.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5018   -0.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9394   -0.2714    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5468    0.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0241    1.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1768    1.1283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4967    0.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0013   -0.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5425   -0.7103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6810    0.7645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4566    0.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2527    0.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2379   -0.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2264   -1.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5203   -1.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  2  0  0  0  0
 15 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 11 21  1  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0141174

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)C2CC[C@@]34CC(=C)[C@@H](CC3[C@@]2(C)CCC1=O)C(O)C4=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O3/c1-11-10-20-8-5-13-18(2,3)15(21)6-7-19(13,4)14(20)9-12(11)16(22)17(20)23/h12-14,16,22H,1,5-10H2,2-4H3/t12-,13?,14?,16?,19+,20-/m1/s1

> <INCHI_KEY>
UQKJSKXVMBIKGF-ZSWWFFRDSA-N

> <FORMULA>
C20H28O3

> <MOLECULAR_WEIGHT>
316.441

> <EXACT_MASS>
316.203844762

$$$$

HEADER    PROTEIN                                 30-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-22         0                                  
HETATM    1  C   UNK     0       7.600   1.936   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.238   0.534   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.137   1.785   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.670   1.632   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.303   0.228   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      12.835   0.075   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      10.404  -1.023   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.872  -0.869   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.062  -2.230   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.537  -1.796   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.487  -0.507   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.621   0.684   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.645   1.997   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.063   2.106   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.794   1.197   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.736  -0.046   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.879  -1.326   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.271   1.427   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.586   0.609   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.072   0.205   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.177  -1.072   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.623  -1.965   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.305  -2.559   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8   12                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   22   23                                             
CONECT    8    7    2    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16   21                                             
CONECT   12   11    2   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   11   17                                                  
CONECT   17   16                                                            
CONECT   18   15                                                            
CONECT   19   14   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   11                                                       
CONECT   22    7                                                            
CONECT   23    7                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₈O₃

Average Mass

316.4410 Da

Monoisotopic Mass

316.20384 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1(C)C2CC[C@@]34CC(=C)[C@@H](CC3[C@@]2(C)CCC1=O)C(O)C4=O

InChI Identifier

InChI=1S/C20H28O3/c1-11-10-20-8-5-13-18(2,3)15(21)6-7-19(13,4)14(20)9-12(11)16(22)17(20)23/h12-14,16,22H,1,5-10H2,2-4H3/t12-,13?,14?,16?,19+,20-/m1/s1

InChI Key

UQKJSKXVMBIKGF-ZSWWFFRDSA-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
Euphorbia antiquorum	LOTUS Database	35616633
Euphorbia fischeriana	LOTUS Database	35616633
Euphorbia neriifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as atisane diterpenoids. These are diterpenoids with a structure based on the atisane skeleton, which is a tetracyclic compound containing the [2,2,2]bicyc1ic ring system with the C15-C16 bridge attached at C12.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Atisane diterpenoids

Alternative Parents

Substituents

Atisane diterpenoid
Alkaloid or derivatives
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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

28493993

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

368996

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

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Liu SH, Xiao Z, Mishra SK, Mitchell JC, Smith JC, Quarles LD, Petridis L: Identification of Small-Molecule Inhibitors of Fibroblast Growth Factor 23 Signaling via In Silico Hot Spot Prediction and Molecular Docking to alpha-Klotho. J Chem Inf Model. 2022 Aug 8;62(15):3627-3637. doi: 10.1021/acs.jcim.2c00633. Epub 2022 Jul 22. [PubMed:35868851 ]
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Showing NP-Card for Antiquorin (NP0141174)

MOL for NP0141174 (Antiquorin)

3D MOL for NP0141174 (Antiquorin)

3D SDF for NP0141174 (Antiquorin)

3D-SDF for NP0141174 (Antiquorin)

PDB for NP0141174 (Antiquorin)

3D PDB for NP0141174 (Antiquorin)

SMILES for NP0141174 (Antiquorin)

INCHI for NP0141174 (Antiquorin)

Structure for NP0141174 (Antiquorin)

3D Structure for NP0141174 (Antiquorin)