NP-MRD: Showing NP-Card for (1r,13r)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one (NP0145531)

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Record Information

Version

2.0

Created at

2022-09-02 00:45:12 UTC

Updated at

2022-09-02 00:45:12 UTC

NP-MRD ID

NP0145531

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,13r)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one

Description

Artemisinin, also known as arteannuin or quing hau sau, belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. (1r,13r)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one is found in Artemisia annua and Artemisia lancea. (1r,13r)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one was first documented in 2022 (PMID: 36034861). Based on a literature review a small amount of articles have been published on artemisinin (PMID: 36039016) (PMID: 36038059) (PMID: 36033521) (PMID: 36033316).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 45  0  0  0  0  0  0  0  0999 V2000
   -0.7781    3.4452    0.4467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150    2.1884    0.6572 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1326    2.1571   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    1.1351    0.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4731   -0.1245    0.6337 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1838   -1.2874   -0.0752 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6465   -1.3058    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4855   -2.5382    0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1506   -3.6215    0.1490 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1635   -2.5797    0.7306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5082   -1.4054    1.1887 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8792   -1.4643    0.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0248   -1.4192   -0.4532 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0428   -2.5077   -0.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5587   -0.1276   -0.9663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7549    1.0723   -0.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8064    0.9328    0.4907 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0328   -0.2691    0.3081 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0557   -0.7046   -1.0341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8470   -1.7506   -1.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6106    3.8283   -0.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3005    4.2382    1.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8294    3.4222    0.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4692    2.1880    1.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8247    1.8631   -1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6497    3.1268   -0.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9426    0.9783   -0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6096    1.6071    1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183   -0.3100    1.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0185   -1.0816   -1.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9855   -2.3750    0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2127   -0.7856   -0.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8503   -0.9034    1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2802   -1.2074    2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9227   -2.8595   -1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0575   -2.0638   -0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9646   -3.3614   -0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6158   -0.0327   -0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6648   -0.2225   -2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4693    1.9378   -0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1442    1.3690   -1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4323    0.8186    1.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 19 20  1  0
 17  2  1  0
 18  5  1  0
 18 11  1  0
 20 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  1
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  1
  6 30  1  6
  7 31  1  0
  7 32  1  0
  7 33  1  0
 11 34  1  1
 14 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  1
M  END


  Mrv1652309022202452D          

 20 23  0  0  1  0            999 V2000
    4.5141   -0.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8256   -0.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1064   -0.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429   -0.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391    0.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8064    0.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2462    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5179    1.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7354    1.8782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2230    2.0744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379    1.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9705    1.5831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8026    1.7960    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4880    2.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2883    1.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7995    0.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9421    0.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3814    1.0934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6200    2.0443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3462    2.5046    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  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  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0145531

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCC2C(C)C(=O)OC3O[C@@]4(C)CCC1[C@@]23OO4

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8?,9?,10?,11?,13?,14-,15-/m1/s1

> <INCHI_KEY>
BLUAFEHZUWYNDE-WJRFXBFBSA-N

> <FORMULA>
C15H22O5

> <MOLECULAR_WEIGHT>
282.336

> <EXACT_MASS>
282.146723808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
29.31615384236031

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-one

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
3.114058047333332

> <ALOGPS_LOGS>
-2.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.427808040586903

> <JCHEM_POLAR_SURFACE_AREA>
53.99000000000001

> <JCHEM_REFRACTIVITY>
68.6817

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       8.426  -1.687   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.141  -0.839   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.799  -1.643   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.747  -0.487   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.926   1.109   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.372   1.543   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.326   0.413   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.833   3.018   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.373   3.506   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.150   3.872   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.671   3.367   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.412   2.955   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.965   3.353   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.244   4.210   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.872   2.050   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.959   0.764   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.359   0.743   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.312   2.041   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.757   3.816   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.113   4.675   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15   20                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    2   18                                                  
CONECT   18   17   11    5   19                                             
CONECT   19   18   20                                                       
CONECT   20   19   13                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

View in JSmol

Synonyms

Value	Source
Artemisinine	MeSH
(3R,5AS,6R,8as,9R,12S,12ar)-3,6,9-trimethyloctahydro-3,12-epoxypyrano(4,3-J)-1,2-benzodioxepin-10(3H)-one	MeSH
Arteannuin	MeSH
Artemisininum	MeSH
Quing hau sau	MeSH
Quinghaosu	MeSH
Huanghuahaosu	MeSH
Qing hao su	MeSH
Qinghaosu	MeSH

Chemical Formula

C₁₅H₂₂O₅

Average Mass

282.3360 Da

Monoisotopic Mass

282.14672 Da

IUPAC Name

(1R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-one

Traditional Name

(1R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-one

CAS Registry Number

Not Available

SMILES

CC1CCC2C(C)C(=O)OC3O[C@@]4(C)CCC1[C@@]23OO4

InChI Identifier

InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8?,9?,10?,11?,13?,14-,15-/m1/s1

InChI Key

BLUAFEHZUWYNDE-WJRFXBFBSA-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
Artemisia annua	LOTUS Database	35616633
Artemisia lancea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Artemisinin skeleton
Sesquiterpenoid
Oxepane
Delta_valerolactone
Delta valerolactone
1,2,4-trioxane
Oxane
Dialkyl peroxide
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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
logP	2.52	ALOGPS
logP	3.11	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	53.99 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	68.68 m³·mol⁻¹	ChemAxon
Polarizability	29.32 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00003359

Chemspider ID

78431621

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Artemisinin

METLIN ID

Not Available

PubChem Compound

137704955

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Han J, Zhang Z, Zhang Z, Yang S: Artemisinin relieves myocardial ischemia-reperfusion injury via modulating miR-29b-3p and hemicentin 1. Front Pharmacol. 2022 Aug 11;13:918966. doi: 10.3389/fphar.2022.918966. eCollection 2022. [PubMed:36034861 ]
Li X, Feng J, Yuan Y, Zhang S, Xu Z, Xu Q, Song J, Ru L, Yuan Z, Wu W: Acute and subacute oral toxicity of artemisinin-hydroxychloroquine sulfate tablets in beagle dogs. Drug Chem Toxicol. 2023 Nov;46(5):995-1003. doi: 10.1080/01480545.2022.2116645. Epub 2022 Aug 29. [PubMed:36039016 ]
Nana RRD, Bayengue SSB, Mogtomo MLK, Ngane ARN, Singh V: Anti-folate quintuple mutations in Plasmodium falciparum asymptomatic infections in Yaounde, Cameroon. Parasitol Int. 2023 Feb;92:102657. doi: 10.1016/j.parint.2022.102657. Epub 2022 Aug 28. [PubMed:36038059 ]
Wang X, Li P, Jing X, Zhou Y, Shao Y, Zheng M, Wang J, Ran H, Tang H: Folate-modified erythrocyte membrane nanoparticles loaded with Fe(3)O(4) and artemisinin enhance ferroptosis of tumors by low-intensity focused ultrasound. Front Oncol. 2022 Aug 10;12:864444. doi: 10.3389/fonc.2022.864444. eCollection 2022. [PubMed:36033521 ]
Abugri J, Ayariga J, Sunwiale SS, Wezena CA, Gyamfi JA, Adu-Frimpong M, Agongo G, Dongdem JT, Abugri D, Dinko B: Targeting the Plasmodium falciparum proteome and organelles for potential antimalarial drug candidates. Heliyon. 2022 Aug;8(8):e10390. doi: 10.1016/j.heliyon.2022.e10390. Epub 2022 Aug 24. [PubMed:36033316 ]
LOTUS database [Link]

Showing NP-Card for (1r,13r)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one (NP0145531)

MOL for NP0145531 ((1r,13r)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one)

3D MOL for NP0145531 ((1r,13r)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one)

3D SDF for NP0145531 ((1r,13r)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one)

3D-SDF for NP0145531 ((1r,13r)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one)

PDB for NP0145531 ((1r,13r)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one)

3D PDB for NP0145531 ((1r,13r)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one)

SMILES for NP0145531 ((1r,13r)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one)

INCHI for NP0145531 ((1r,13r)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one)

Structure for NP0145531 ((1r,13r)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one)

3D Structure for NP0145531 ((1r,13r)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one)