NP-MRD: Showing NP-Card for Arglabin (NP0063722)

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Record Information

Version

2.0

Created at

2022-04-28 08:04:49 UTC

Updated at

2022-04-28 08:04:49 UTC

NP-MRD ID

NP0063722

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Arglabin

Description

Arglabin belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Arglabin is found in Artemisia glabella, Artemisia myriantha, Pentzia eenii and Pentzia spp.. Arglabin was first documented in 2020 (PMID: 33247707). Based on a literature review a significant number of articles have been published on arglabin (PMID: 35289014) (PMID: 34655016) (PMID: 34634203) (PMID: 34352920) (PMID: 33760142) (PMID: 33410214).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 39  0  0  0  0  0  0  0  0999 V2000
    3.9630   -0.2824   -1.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7547    0.2420   -1.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2254    1.3311   -2.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8306    1.9200   -2.9301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9126    1.6242   -1.5854 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4026    0.5206   -0.8710 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6574   -0.1561   -0.3078 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4442   -1.6076   -0.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0399   -2.1050   -0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8928   -1.5158    0.7908 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6204   -2.4828    1.7489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0200   -0.8529    0.0316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0713   -0.2030    0.9824 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9346    0.5444    1.9532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3780    1.6727    1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4718    1.8698    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5962    2.9149   -0.9755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3959    0.9156    0.3150 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7354    0.0514   -1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2305   -1.0954   -0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1680   -0.1057   -1.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8994    0.2646    0.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0258   -1.9837    0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9632   -2.1147   -1.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2947   -2.1117   -1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1266   -3.2190    0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8892   -3.1101    2.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2363   -1.9530    2.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2593   -3.1077    1.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7991   -0.0001    2.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906    0.9901    2.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3133    2.2173    1.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9956    2.4768   -1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6152    3.3529   -1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2799    3.7132   -0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3109    1.3850    1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  1  0
 13 12  1  6
 12 10  1  0
 10 11  1  1
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
  6 18  1  0
 18 16  1  0
 10 13  1  0
  2  7  1  0
 18 13  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 15 32  1  0
 14 30  1  0
 14 31  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
  9 25  1  0
  9 26  1  0
  8 23  1  0
  8 24  1  0
  7 22  1  1
  6 21  1  6
  1 19  1  0
  1 20  1  0
 18 36  1  1
M  END


  Mrv1652304282210042D          

 18 21  0  0  1  0            999 V2000
   -0.0435   -1.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7635   -1.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8498   -0.2624    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0961    0.0732    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4560   -0.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1114    0.8716    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3835    1.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2081    1.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7415    0.9270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5820    0.1175    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3026   -0.2843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9074    0.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7168    0.1173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5606    1.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9624    1.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7327    1.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6992    0.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3765   -1.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  9 14  1  1  0  0  0
 14 15  2  0  0  0  0
  6 16  1  6  0  0  0
  6 17  1  0  0  0  0
  4 17  1  1  0  0  0
  2 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0063722

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC[C@]23O[C@@]2(C)CC[C@@H]2[C@H](OC(=O)C2=C)[C@@H]13

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O3/c1-8-4-7-15-11(8)12-10(9(2)13(16)17-12)5-6-14(15,3)18-15/h4,10-12H,2,5-7H2,1,3H3/t10-,11+,12-,14-,15+/m0/s1

> <INCHI_KEY>
UVJYAKBJSGRTHA-CUZKYEQNSA-N

> <FORMULA>
C15H18O3

> <MOLECULAR_WEIGHT>
246.306

> <EXACT_MASS>
246.12559444

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
26.828089323965642

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,6S,10S,11R)-3,12-dimethyl-7-methylidene-2,9-dioxatetracyclo[9.3.0.0^{1,3}.0^{6,10}]tetradec-12-en-8-one

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
2.1716743973333337

> <ALOGPS_LOGS>
-2.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.25453734950188

> <JCHEM_POLAR_SURFACE_AREA>
38.83

> <JCHEM_REFRACTIVITY>
66.79070000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.13e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,6S,10S,11R)-3,12-dimethyl-7-methylidene-2,9-dioxatetracyclo[9.3.0.0^{1,3}.0^{6,10}]tetradec-12-en-8-one

> <JCHEM_VEBER_RULE>
1

$$$$

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      -0.081  -2.342   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.425  -2.021   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.586  -0.490   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.179   0.137   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.851  -1.008   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.208   1.627   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.716   2.859   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.255   2.905   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.251   1.730   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.953   0.219   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.298  -0.531   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.427   0.517   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.938   0.219   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.780   1.914   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.530   3.259   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.368   2.640   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.305   0.546   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.570  -3.052   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    6   17                                             
CONECT    5    4    1                                                       
CONECT    6    4    7   16   17                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    9   15                                                  
CONECT   15   14                                                            
CONECT   16    6                                                            
CONECT   17    6    4                                                       
CONECT   18    2                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   42    0
END

View in JSmol

Synonyms

Value	Source
(+)-Arglabin	ChEBI
1beta,10beta-Epoxyguaia-3,11(13)-dien-12,6alpha-olide	ChEBI
1b,10b-Epoxyguaia-3,11(13)-dien-12,6a-olide	Generator
1Β,10β-epoxyguaia-3,11(13)-dien-12,6α-olide	Generator

Chemical Formula

C₁₅H₁₈O₃

Average Mass

246.3060 Da

Monoisotopic Mass

246.12559 Da

IUPAC Name

(1R,3S,6S,10S,11R)-3,12-dimethyl-7-methylidene-2,9-dioxatetracyclo[9.3.0.0^{1,3}.0^{6,10}]tetradec-12-en-8-one

Traditional Name

(1R,3S,6S,10S,11R)-3,12-dimethyl-7-methylidene-2,9-dioxatetracyclo[9.3.0.0^{1,3}.0^{6,10}]tetradec-12-en-8-one

CAS Registry Number

Not Available

SMILES

CC1=CC[C@]23O[C@@]2(C)CC[C@@H]2[C@H](OC(=O)C2=C)[C@@H]13

InChI Identifier

InChI=1S/C15H18O3/c1-8-4-7-15-11(8)12-10(9(2)13(16)17-12)5-6-14(15,3)18-15/h4,10-12H,2,5-7H2,1,3H3/t10-,11+,12-,14-,15+/m0/s1

InChI Key

UVJYAKBJSGRTHA-CUZKYEQNSA-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
Artemisia glabella	Plant	KNApSAcK
Artemisia myriantha	Plant	KNApSAcK
Pentzia eenii	LOTUS Database	35616633
Pentzia spp.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Guaianolides and derivatives

Alternative Parents

Substituents

Guaianolide-skeleton
Sesquiterpenoid
Gamma butyrolactone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

organic heterotetracyclic compound (CHEBI:73228 )
epoxide (CHEBI:73228 )
gamma-lactone (CHEBI:73228 )
sesquiterpene lactone (CHEBI:73228 )

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	2.76	ALOGPS
logP	2.17	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.83 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	66.79 m³·mol⁻¹	ChemAxon
Polarizability	26.83 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

C00020605

Chemspider ID

4614428

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Arglabin

METLIN ID

Not Available

PubChem Compound

5574924

PDB ID

Not Available

ChEBI ID

73228

Good Scents ID

Not Available

References

General References

Yang Y, Guo L, Wang J, Li W, Zhou X, Zhang C, Han C: Arglabin regulates microglia polarization to relieve neuroinflammation in Alzheimer's disease. J Biochem Mol Toxicol. 2022 Jun;36(6):e23045. doi: 10.1002/jbt.23045. Epub 2022 Mar 15. [PubMed:35289014 ]
Manayi A, Nabavi SM, Khayatkashani M, Habtemariam S, Khayat Kashani HR: Arglabin could target inflammasome-induced ARDS and cytokine storm associated with COVID-19. Mol Biol Rep. 2021 Dec;48(12):8221-8225. doi: 10.1007/s11033-021-06827-7. Epub 2021 Oct 15. [PubMed:34655016 ]
Li TZ, Yang XT, Wang JP, Geng CA, Ma YB, Su LH, Zhang XM, Chen JJ: Biomimetic Synthesis of Lavandiolides H, I, and K and Artematrolide F via Diels-Alder Reaction. Org Lett. 2021 Nov 5;23(21):8380-8384. doi: 10.1021/acs.orglett.1c03120. Epub 2021 Oct 11. [PubMed:34634203 ]
Erdenetsogt U, Nadmid S, Paetz C, Dahse HM, Voigt K, Gotov C, Boland W, Dagvadorj E: New Guaianolide Sesquiterpene Lactones and Other Constituents from Pyrethrum pulchrum. Planta Med. 2022 Apr;88(5):380-388. doi: 10.1055/a-1554-2866. Epub 2021 Aug 5. [PubMed:34352920 ]
Zeng N, Hongbo T, Xu Y, Wu M, Wu Y: [Retracted] Anticancer activity of caffeic acid nbutyl ester against A431 skin carcinoma cell line occurs via induction of apoptosis and inhibition of the mTOR/PI3K/AKT signaling pathway. Mol Med Rep. 2021 May;23(5). pii: 372. doi: 10.3892/mmr.2021.12011. Epub 2021 Mar 24. [PubMed:33760142 ]
Adekenov SM, Shamilova ST, Khabarov IA: Analysis of arglabin and its derivatives using high-performance liquid chromatography. Phytochem Anal. 2021 Sep;32(5):780-784. doi: 10.1002/pca.3023. Epub 2021 Jan 6. [PubMed:33410214 ]
Adekenov S, Zhumakayeva A, Perminov V, Bekmanov B, Rakhimov K: Neoadjuvant Therapy with Drug Arglabin for Breast Cancer with Expression of H-Ras Oncoproteins. Asian Pac J Cancer Prev. 2020 Nov 1;21(11):3441-3447. doi: 10.31557/APJCP.2020.21.11.3441. [PubMed:33247707 ]
Su LH, Geng CA, Li TZ, Ma YB, Huang XY, Zhang XM, Chen JJ: Artatrovirenols A and B: Two Cagelike Sesquiterpenoids from Artemisia atrovirens. J Org Chem. 2020 Nov 6;85(21):13466-13471. doi: 10.1021/acs.joc.0c01491. Epub 2020 Oct 22. [PubMed:33089682 ]
Ren Z, Yu P, Li D, Li Z, Liao Y, Wang Y, Zhou B, Wang L: Single-Cell Reconstruction of Progression Trajectory Reveals Intervention Principles in Pathological Cardiac Hypertrophy. Circulation. 2020 May 26;141(21):1704-1719. doi: 10.1161/CIRCULATIONAHA.119.043053. Epub 2020 Feb 26. [PubMed:32098504 ]

Showing NP-Card for Arglabin (NP0063722)

MOL for NP0063722 (Arglabin)

3D MOL for NP0063722 (Arglabin)

3D SDF for NP0063722 (Arglabin)

3D-SDF for NP0063722 (Arglabin)

PDB for NP0063722 (Arglabin)

3D PDB for NP0063722 (Arglabin)

SMILES for NP0063722 (Arglabin)

INCHI for NP0063722 (Arglabin)

Structure for NP0063722 (Arglabin)

3D Structure for NP0063722 (Arglabin)