NP-MRD: Showing NP-Card for (2s,3s,6r)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0²,⁶.0⁶,¹⁰.0¹⁵,¹⁹]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3s)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate (NP0305396)

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Record Information

Version

2.0

Created at

2022-09-10 21:12:34 UTC

Updated at

2022-09-10 21:12:34 UTC

NP-MRD ID

NP0305396

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s,6r)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0²,⁶.0⁶,¹⁰.0¹⁵,¹⁹]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3s)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate

Description

Harringtonine belongs to the class of organic compounds known as cephalotaxus alkaloids. These are alkaloids with a structure based on the cephalotaxine skeleton, a tetracyclic 1,3-benzodioxole-containing compound which arises from the skeletal rearrangement of the hydroaromatic component of the Erythrina group. (2s,3s,6r)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0²,⁶.0⁶,¹⁰.0¹⁵,¹⁹]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3s)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate was first documented in 2020 (PMID: 32906689). Based on a literature review a significant number of articles have been published on harringtonine (PMID: 33458709) (PMID: 35362917) (PMID: 35148094) (PMID: 34676091) (PMID: 34531841) (PMID: 34389492).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102223122D          

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M  END

     RDKit          3D

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M  END


  Mrv1652309102223122D          

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    3.0047    0.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6504   -0.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5285   -1.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7609   -1.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1152   -0.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4013   -1.2275    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2668   -1.3932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8450   -0.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4641   -0.0730    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  2  0  0  0  0
  3  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 35 34  1  6  0  0  0
 17 35  1  0  0  0  0
 22 35  1  0  0  0  0
 32 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 31 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0305396

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@@](O)(CCC(C)(C)O)C(=O)O[C@H]1[C@H]2C3=CC4=C(OCO4)C=C3CCN3CCC[C@]23C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C28H37NO9/c1-26(2,32)8-9-28(33,15-22(30)35-4)25(31)38-24-21(34-3)14-27-7-5-10-29(27)11-6-17-12-19-20(37-16-36-19)13-18(17)23(24)27/h12-14,23-24,32-33H,5-11,15-16H2,1-4H3/t23-,24-,27+,28+/m1/s1

> <INCHI_KEY>
HAVJATCHLFRDHY-ZBVBGGFBSA-N

> <FORMULA>
C28H37NO9

> <MOLECULAR_WEIGHT>
531.602

> <EXACT_MASS>
531.246831775

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
55.53295112302303

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0^{2,6}.0^{6,10}.0^{15,19}]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3S)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate

> <JCHEM_LOGP>
1.4401020143333347

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.396972120823747

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.085256848125379

> <JCHEM_PKA_STRONGEST_BASIC>
9.417783498555854

> <JCHEM_POLAR_SURFACE_AREA>
123.99000000000002

> <JCHEM_REFRACTIVITY>
137.47389999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0^{2,6}.0^{6,10}.0^{15,19}]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3S)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       9.649  -5.420   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.130  -5.170   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.153  -6.361   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.696  -7.802   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.633  -6.110   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.657  -7.301   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.680  -8.492   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.848  -8.278   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.597  -9.797   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.788 -10.774   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.765  -9.583   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.979 -11.750   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.812 -11.965   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.466  -6.325   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.025  -6.868   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.716  -4.805   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.526  -3.829   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.036  -4.218   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.475  -5.652   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.048  -5.884   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.246  -3.135   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.181  -1.730   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.077  -2.619   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.310  -1.696   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.814  -0.238   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       0.726  -0.259   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       1.591   1.014   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.127   1.131   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.176   0.004   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.609   0.568   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.814  -0.391   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.586  -1.914   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.154  -2.478   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.948  -1.520   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.616  -2.291   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       7.965  -2.601   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       9.044  -1.502   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       8.333  -0.136   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8   14                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
CONECT   14    6   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   35                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22                                                       
CONECT   22   21   23   26   35                                             
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   22   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   38                                                  
CONECT   32   31   33   36                                                  
CONECT   33   32   34                                                       
CONECT   34   33   29   35                                                  
CONECT   35   34   17   22                                                  
CONECT   36   32   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   31                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Value	Source
Harringtonine, (S)-isomer	MeSH
2'r-Harringtonine	MeSH
Harringtonine hydrochloride	MeSH
Harringtonin	MeSH
Cephalotaxine, 4-methyl (2R)-2-hydroxy-2-(3-hydroxy-3-methylbutyl)butanedioate (ester)	MeSH
Harringtonine, (R)-isomer	MeSH
Harringtonine, racemic mixture	MeSH

Chemical Formula

C₂₈H₃₇NO₉

Average Mass

531.6020 Da

Monoisotopic Mass

531.24683 Da

IUPAC Name

(2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0^{2,6}.0^{6,10}.0^{15,19}]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3S)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate

Traditional Name

(2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0^{2,6}.0^{6,10}.0^{15,19}]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3S)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@@](O)(CCC(C)(C)O)C(=O)O[C@H]1[C@H]2C3=CC4=C(OCO4)C=C3CCN3CCC[C@]23C=C1OC

InChI Identifier

InChI=1S/C28H37NO9/c1-26(2,32)8-9-28(33,15-22(30)35-4)25(31)38-24-21(34-3)14-27-7-5-10-29(27)11-6-17-12-19-20(37-16-36-19)13-18(17)23(24)27/h12-14,23-24,32-33H,5-11,15-16H2,1-4H3/t23-,24-,27+,28+/m1/s1

InChI Key

HAVJATCHLFRDHY-ZBVBGGFBSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cephalotaxus alkaloids. These are alkaloids with a structure based on the cephalotaxine skeleton, a tetracyclic 1,3-benzodioxole-containing compound which arises from the skeletal rearrangement of the hydroaromatic component of the Erythrina group.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Cephalotaxus alkaloids

Sub Class

Not Available

Direct Parent

Cephalotaxus alkaloids

Alternative Parents

Substituents

Cephalotaxine
Cephalotaxus alkaloid skeleton
Benzazepine
Benzodioxole
Fatty acid methyl ester
Azepine
Fatty acid ester
Aralkylamine
N-alkylpyrrolidine
Benzenoid
Dicarboxylic acid or derivatives
Fatty acyl
Pyrrolidine
Methyl ester
Tertiary alcohol
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Acetal
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	1.44	ChemAxon
pKa (Strongest Acidic)	12.09	ChemAxon
pKa (Strongest Basic)	9.42	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	123.99 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	137.47 m³·mol⁻¹	ChemAxon
Polarizability	55.53 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00002342

Chemspider ID

23089589

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

29927670

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hollerer I, Powers EN, Brar GA: Global mapping of translation initiation sites by TIS profiling in budding yeast. STAR Protoc. 2020 Dec 30;2(1):100250. doi: 10.1016/j.xpro.2020.100250. eCollection 2021 Mar 19. [PubMed:33458709 ]
Ma H, Wen H, Qin Y, Wu S, Zhang G, Wu CI, Cai Q: Homo-harringtonine, highly effective against coronaviruses, is safe in treating COVID-19 by nebulization. Sci China Life Sci. 2022 Jun;65(6):1263-1266. doi: 10.1007/s11427-021-2093-2. Epub 2022 Mar 22. [PubMed:35362917 ]
Ochi A, Yoritate M, Miyamoto T, Usui K, Yusakul G, Putalun W, Tanaka H, Hirai G, Morimoto S, Sakamoto S: Harringtonine Ester Derivatives with Enhanced Antiproliferative Activities against HL-60 and HeLa Cells. J Nat Prod. 2022 Feb 25;85(2):345-351. doi: 10.1021/acs.jnatprod.1c00888. Epub 2022 Feb 11. [PubMed:35148094 ]
Wen HJ, Liu FL, Huang MX, Luo RH, He WB, Feng J, Chen FL, Cai QC, Ma HJ, Yang ZF, Zhou X, Shang Y, Lyu XM, Zhang DY, Xiao F, Shan H, He JX, Zheng YT, Wu CI: A proposal for clinical trials of COVID-19 treatment using homo-harringtonine. Natl Sci Rev. 2020 Oct 12;8(1):nwaa257. doi: 10.1093/nsr/nwaa257. eCollection 2021 Jan. [PubMed:34676091 ]
Liu Y, You Q, Zhang F, Chen D, Huang Z, Wu Z: Harringtonine Inhibits Herpes Simplex Virus Type 1 Infection by Reducing Herpes Virus Entry Mediator Expression. Front Microbiol. 2021 Aug 31;12:722748. doi: 10.3389/fmicb.2021.722748. eCollection 2021. [PubMed:34531841 ]
Ji S, Liu M, Galon EM, Rizk MA, Li J, Li Y, Zafar I, Igarashi I, Xuan X: In vitro screening of novel anti-Babesia gibsoni drugs from natural products. Parasitol Int. 2021 Dec;85:102437. doi: 10.1016/j.parint.2021.102437. Epub 2021 Aug 11. [PubMed:34389492 ]
Wang D, Wang J, Zhang J, Yi X, Piao J, Li L, Wang J, Zhang P, He Q: Decrease of ABCB1 protein expression and increase of G(1) phase arrest induced by oleanolic acid in human multidrug-resistant cancer cells. Exp Ther Med. 2021 Jul;22(1):735. doi: 10.3892/etm.2021.10167. Epub 2021 May 9. [PubMed:34055052 ]
Lai ZZ, Ho YJ, Lu JW: Harringtonine Inhibits Zika Virus Infection through Multiple Mechanisms. Molecules. 2020 Sep 7;25(18):4082. doi: 10.3390/molecules25184082. [PubMed:32906689 ]
LOTUS database [Link]

Showing NP-Card for (2s,3s,6r)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0²,⁶.0⁶,¹⁰.0¹⁵,¹⁹]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3s)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate (NP0305396)

MOL for NP0305396 ((2s,3s,6r)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0²,⁶.0⁶,¹⁰.0¹⁵,¹⁹]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3s)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate)

3D MOL for NP0305396 ((2s,3s,6r)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0²,⁶.0⁶,¹⁰.0¹⁵,¹⁹]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3s)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate)

3D SDF for NP0305396 ((2s,3s,6r)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0²,⁶.0⁶,¹⁰.0¹⁵,¹⁹]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3s)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate)

3D-SDF for NP0305396 ((2s,3s,6r)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0²,⁶.0⁶,¹⁰.0¹⁵,¹⁹]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3s)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate)

PDB for NP0305396 ((2s,3s,6r)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0²,⁶.0⁶,¹⁰.0¹⁵,¹⁹]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3s)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate)

3D PDB for NP0305396 ((2s,3s,6r)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0²,⁶.0⁶,¹⁰.0¹⁵,¹⁹]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3s)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate)

SMILES for NP0305396 ((2s,3s,6r)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0²,⁶.0⁶,¹⁰.0¹⁵,¹⁹]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3s)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate)

INCHI for NP0305396 ((2s,3s,6r)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0²,⁶.0⁶,¹⁰.0¹⁵,¹⁹]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3s)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate)

Structure for NP0305396 ((2s,3s,6r)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0²,⁶.0⁶,¹⁰.0¹⁵,¹⁹]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3s)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate)

3D Structure for NP0305396 ((2s,3s,6r)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0²,⁶.0⁶,¹⁰.0¹⁵,¹⁹]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3s)-3-hydroxy-3-(3-hydroxy-3-methylbutyl)butanedioate)