NP-MRD: Showing NP-Card for ent-kaurane (NP0263469)

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Record Information

Version

2.0

Created at

2022-09-08 06:39:32 UTC

Updated at

2022-09-08 06:39:32 UTC

NP-MRD ID

NP0263469

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ent-kaurane

Description

Ent-kaurane belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. ent-kaurane is found in Aristolochia triangularis. ent-kaurane was first documented in 2022 (PMID: 35944737). Based on a literature review a small amount of articles have been published on ent-kaurane (PMID: 36050280) (PMID: 35957755) (PMID: 35948501) (PMID: 35929396).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
    4.1843    0.8109   -0.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5697    0.7476    0.5194 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2362    1.4133    0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2225    0.3012    0.9496 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2120    0.9222    1.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1872    0.4195    1.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604    0.4427    0.1834 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9127    0.4939   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7436   -0.4850    0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3789    1.8940    0.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038    0.4296   -1.5519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8943    0.5512   -2.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9646   -0.5923   -1.9654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6728   -0.6279   -0.4611 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0708   -2.0252   -0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7839   -0.3876   -0.2567 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5053   -1.7423   -0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0091   -1.5557   -0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3463   -0.6969    0.9865 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1367   -0.5544    1.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6699    1.8158   -0.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4768    0.7212   -1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0182    0.0697   -0.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3100    1.1874    1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2577    2.1495    1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9223    1.9359   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1644    2.0420    1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610    0.8095    2.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3464   -0.5601    2.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8789    1.1410    2.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250    1.4220   -0.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6079    0.0069    1.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2612   -1.1455   -0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2081   -1.0515    1.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402    2.5922    0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8665    1.8475    1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1163    2.3042   -0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6885   -0.5100   -1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8531    1.2572   -1.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433    0.4430   -3.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4067    1.5206   -2.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0225   -0.4174   -2.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4139   -1.5077   -2.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1317   -2.2120   -0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4796   -2.7221   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8801   -2.2164    1.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775    0.1656   -1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3477   -2.1423   -1.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1965   -2.4291    0.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4806   -1.2463   -1.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4117   -2.5857    0.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2091   -1.0574    1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6663   -1.4677    2.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3835    0.0810    2.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  3  1  6
  4 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 14  1  0
 14 15  1  1
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11  8  1  0
  8  9  1  0
  8 10  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
 19  2  1  0
  7 14  1  0
 16  4  1  0
  5  4  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
 20 53  1  0
 20 54  1  0
 19 52  1  1
 18 50  1  0
 18 51  1  0
 17 48  1  0
 17 49  1  0
 16 47  1  6
 15 44  1  0
 15 45  1  0
 15 46  1  0
 13 42  1  0
 13 43  1  0
 12 40  1  0
 12 41  1  0
 11 38  1  0
 11 39  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
  7 31  1  6
  6 29  1  0
  6 30  1  0
  5 27  1  0
  5 28  1  0
M  END


  Mrv1652309082208392D          

 20 23  0  0  1  0            999 V2000
    0.0435   -0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566   -0.1407    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4794    0.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893    0.0832    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5946    0.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4039    1.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9582    0.4175    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7638    0.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487    1.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4599    1.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3206   -0.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0719   -0.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2663   -0.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7095   -0.3691    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4700   -1.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883   -0.5708    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6431   -1.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7976   -1.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2377   -0.9152    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8140   -0.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  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
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 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  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  6  0  0  0
  4 20  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0263469

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@]23C[C@H]1CC[C@H]2[C@]1(C)CCCC(C)(C)[C@H]1CC3

> <INCHI_IDENTIFIER>
InChI=1S/C20H34/c1-14-12-20-11-8-16-18(2,3)9-5-10-19(16,4)17(20)7-6-15(14)13-20/h14-17H,5-13H2,1-4H3/t14-,15+,16+,17-,19+,20+/m0/s1

> <INCHI_KEY>
IVZWRQBQDVHDNG-KUIXFMFUSA-N

> <FORMULA>
C20H34

> <MOLECULAR_WEIGHT>
274.492

> <EXACT_MASS>
274.266051095

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
35.06103271318867

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4R,9R,10R,13R,14S)-5,5,9,14-tetramethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane

> <JCHEM_LOGP>
5.963783976333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
85.86889999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4R,9R,10R,13R,14S)-5,5,9,14-tetramethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       0.081  -0.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.599  -0.263   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.761   0.870   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.273   0.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.843   1.624   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.354   1.935   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.389   0.779   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.892   1.111   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.304   2.535   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.192   1.938   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.932  -0.025   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.468  -1.493   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.964  -1.825   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.924  -0.689   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.477  -2.163   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.392  -1.066   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.934  -2.642   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.356  -2.939   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.310  -1.708   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.386  -0.839   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   16   20                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    7   15   16                                             
CONECT   15   14                                                            
CONECT   16   14    4   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    2   20                                                  
CONECT   20   19    4                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

View in JSmol

Synonyms

Value	Source
ent-Kaurene	MeSH
ent Kaurane	MeSH
ent Kaurene	MeSH
ent-Kaurenes	MeSH
Kaurane diterpenoid	MeSH
Diterpenes, kaurane	MeSH
Diterpenoid, kaurane	MeSH
Kaurane diterpenoids	MeSH
Diterpenoids, kaurane	MeSH
ent-Kauranes	MeSH
Kaurane	MeSH
Kaurane diterpenes	MeSH
Kauranes	MeSH

Chemical Formula

C₂₀H₃₄

Average Mass

274.4920 Da

Monoisotopic Mass

274.26605 Da

IUPAC Name

(1R,4R,9R,10R,13R,14S)-5,5,9,14-tetramethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane

Traditional Name

(1R,4R,9R,10R,13R,14S)-5,5,9,14-tetramethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@]23C[C@H]1CC[C@H]2[C@]1(C)CCCC(C)(C)[C@H]1CC3

InChI Identifier

InChI=1S/C20H34/c1-14-12-20-11-8-16-18(2,3)9-5-10-19(16,4)17(20)7-6-15(14)13-20/h14-17H,5-13H2,1-4H3/t14-,15+,16+,17-,19+,20+/m0/s1

InChI Key

IVZWRQBQDVHDNG-KUIXFMFUSA-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
Aristolochia triangularis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Kaurane diterpenoids

Alternative Parents

Substituents

Kaurane diterpenoid
Polycyclic hydrocarbon
Saturated hydrocarbon
Hydrocarbon
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

diterpene (CHEBI:36540 )

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	5.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	85.87 m³·mol⁻¹	ChemAxon
Polarizability	35.06 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

C00039112

Chemspider ID

21865264

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65390

PDB ID

Not Available

ChEBI ID

36540

Good Scents ID

Not Available

References

General References

Zhao H, Sun L, Kong C, Mei W, Dai H, Xu F, Huang S: Phytochemical and pharmacological review of diterpenoids from the genus Euphorbia Linn (2012-2021). J Ethnopharmacol. 2022 Nov 15;298:115574. doi: 10.1016/j.jep.2022.115574. Epub 2022 Aug 6. [PubMed:35944737 ]
Wei WJ, Zhu B, Si Y, Guo T, Kang J, Dai L: Cytotoxic ent-Kaurane Diterpenoids from Rabdosia Rubescens. Chem Biodivers. 2022 Oct;19(10):e202200497. doi: 10.1002/cbdv.202200497. Epub 2022 Sep 23. [PubMed:36050280 ]
Li FR, Lin X, Yang Q, Tan NH, Dong LB: Efficient production of clerodane and ent-kaurane diterpenes through truncated artificial pathways in Escherichia coli. Beilstein J Org Chem. 2022 Jul 21;18:881-888. doi: 10.3762/bjoc.18.89. eCollection 2022. [PubMed:35957755 ]
Jin S, Zhao X, Ma D: Divergent Total Syntheses of Napelline-Type C20-Diterpenoid Alkaloids: (-)-Napelline, (+)-Dehydronapelline, (-)-Songorine, (-)-Songoramine, (-)-Acoapetaldine D, and (-)-Liangshanone. J Am Chem Soc. 2022 Aug 24;144(33):15355-15362. doi: 10.1021/jacs.2c06738. Epub 2022 Aug 10. [PubMed:35948501 ]
van Breemen RB, Muchiri RN: Affinity selection-mass spectrometry in the discovery of anti-SARS-CoV-2 compounds. Mass Spectrom Rev. 2022 Aug 5:e21800. doi: 10.1002/mas.21800. [PubMed:35929396 ]
LOTUS database [Link]

Showing NP-Card for ent-kaurane (NP0263469)

MOL for NP0263469 (ent-kaurane)

3D MOL for NP0263469 (ent-kaurane)

3D SDF for NP0263469 (ent-kaurane)

3D-SDF for NP0263469 (ent-kaurane)

PDB for NP0263469 (ent-kaurane)

3D PDB for NP0263469 (ent-kaurane)

SMILES for NP0263469 (ent-kaurane)

INCHI for NP0263469 (ent-kaurane)

Structure for NP0263469 (ent-kaurane)

3D Structure for NP0263469 (ent-kaurane)