NP-MRD: Showing NP-Card for 4-epi-kaurenic acid (NP0245621)

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Record Information

Version

2.0

Created at

2022-09-07 06:46:16 UTC

Updated at

2022-09-07 06:46:16 UTC

NP-MRD ID

NP0245621

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-epi-kaurenic acid

Description

Kaur-16-en-19-oic acid, also known as argyrophilic acid, 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. 4-epi-kaurenic acid is found in Sphagneticola trilobata. 4-epi-kaurenic acid was first documented in 2021 (PMID: 34263530). Based on a literature review a small amount of articles have been published on Kaur-16-en-19-oic acid (PMID: 34510371) (PMID: 34063939) (PMID: 33705895) (PMID: 33645029).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
    4.6979    0.5791    1.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6379    0.3598    1.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2697    0.0397    1.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5287   -0.5175    0.3534 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8215   -1.7323    0.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512   -1.7832    0.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2516   -0.4018    0.5119 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7296   -0.3562    0.5634 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2546   -1.6841    1.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2211    0.6825    1.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0646    1.5582    1.2249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457    0.6982    2.8466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4250   -0.0992   -0.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7877    0.9069   -1.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4328    1.3883   -1.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6345    0.2012   -0.7209 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5205   -0.7363   -1.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7659    0.5853   -0.2641 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5172    1.3556   -1.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8885    1.6638   -0.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5794    0.3858   -0.3425 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7021   -0.8381   -0.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6446    0.8041    1.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6358    0.5367    2.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2293   -0.6643    2.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7615    0.9834    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2267   -2.5999    0.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0835   -2.0430    1.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0223   -2.4044   -0.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1445   -2.2378    1.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8868    0.1507    1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3802   -1.6055    1.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9920   -1.6751    2.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9038   -2.5475    0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3461    1.5580    3.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4571    0.2911   -0.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6539   -1.0779   -1.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4022    1.8385   -1.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6839    0.5260   -2.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9696    1.9562   -1.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6369    2.0861   -0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0977   -1.6161   -1.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4921   -1.0789   -2.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0518   -0.1607   -2.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585    1.3583    0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0170    2.3232   -1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6640    0.8356   -2.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4707    2.2350   -1.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7447    2.3626    0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5736    0.2704   -0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2263   -1.7061   -0.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3992   -0.9547   -1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  6
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13  8  1  0
  8  9  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  4  5  1  1
  4 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 21  2  1  0
  2  1  2  3
  2  3  1  0
  8 10  1  1
 10 12  1  0
 10 11  2  0
  7 16  1  0
 18  4  1  0
 18 16  1  0
  3  4  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 15 40  1  0
 15 41  1  0
 14 38  1  0
 14 39  1  0
 13 36  1  0
 13 37  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
  7 31  1  1
  6 29  1  0
  6 30  1  0
  5 27  1  0
  5 28  1  0
 22 51  1  0
 22 52  1  0
 21 50  1  6
 20 48  1  0
 20 49  1  0
 19 46  1  0
 19 47  1  0
 18 45  1  1
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
 12 35  1  0
M  END


  Mrv1652309072208462D          

 22 25  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  0  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  1  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
    5.4246    1.8624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1914    0.6566    0.0000 O   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  0  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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  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  6  0  0  0
  8 10  1  1  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  0  0  0  0
  4 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0245621

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12CCC[C@@](C)([C@H]1CC[C@@]13CC(CC[C@@H]21)C(=C)C3)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h14-16H,1,4-12H2,2-3H3,(H,21,22)/t14?,15-,16-,18+,19-,20+/m0/s1

> <INCHI_KEY>
NIKHGUQULKYIGE-LFVVLLIQSA-N

> <FORMULA>
C20H30O2

> <MOLECULAR_WEIGHT>
302.458

> <EXACT_MASS>
302.224580206

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
35.47480538515583

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_LOGP>
4.8078307643333345

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.839023750520022

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
87.36359999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

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

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-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  O   UNK     0      10.126   3.476   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      11.557   1.226   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.932  -0.025   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.468  -1.493   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.964  -1.825   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.924  -0.689   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.477  -2.163   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.392  -1.066   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.934  -2.642   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.356  -2.939   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.310  -1.708   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.386  -0.839   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18   22                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9   10   13                                             
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    7   17   18                                             
CONECT   17   16                                                            
CONECT   18   16    4   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    2   22                                                  
CONECT   22   21    4                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

View in JSmol

Synonyms

Value	Source
Kaur-16-en-19-Oate	Generator
Argyrophilic acid	MeSH
ent-Kaur-16-en-19-Oic acid	MeSH

Chemical Formula

C₂₀H₃₀O₂

Average Mass

302.4580 Da

Monoisotopic Mass

302.22458 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@]12CCC[C@@](C)([C@H]1CC[C@@]13CC(CC[C@@H]21)C(=C)C3)C(O)=O

InChI Identifier

InChI=1S/C20H30O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h14-16H,1,4-12H2,2-3H3,(H,21,22)/t14?,15-,16-,18+,19-,20+/m0/s1

InChI Key

NIKHGUQULKYIGE-LFVVLLIQSA-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
Sphagneticola trilobata	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
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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

C00000877

Chemspider ID

140571

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

159887

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Silva ML, Costa-Silva TA, Antar GM, Tempone AG, Lago JHG: Chemical Constituents from Aerial Parts of Baccharis sphenophylla and Effects against Intracellular Forms of Trypanosoma cruzi. Chem Biodivers. 2021 Oct;18(10):e2100466. doi: 10.1002/cbdv.202100466. Epub 2021 Aug 4. [PubMed:34263530 ]
Maeda M, Suzuki M, Fuchino H, Tanaka N, Kobayashi T, Isogai R, Batubara I, Iswantini D, Matsuno M, Kawahara N, Koketsu M, Hamamoto A, Takemori H: Diversity of Adenostemma lavenia, multi-potential herbs, and its kaurenoic acid composition between Japan and Taiwan. J Nat Med. 2022 Jan;76(1):132-143. doi: 10.1007/s11418-021-01565-3. Epub 2021 Sep 12. [PubMed:34510371 ]
Herrera-Acevedo C, Flores-Gaspar A, Scotti L, Mendonca-Junior FJB, Scotti MT, Coy-Barrera E: Identification of Kaurane-Type Diterpenes as Inhibitors of Leishmania Pteridine Reductase I. Molecules. 2021 May 21;26(11):3076. doi: 10.3390/molecules26113076. [PubMed:34063939 ]
Xu J, Wang Z, Sun L, Wang Y, Wang Y, He X: (3alpha)-3-(tiglinoyloxy)-ent-kaur-16-en-19-oic acid, isolated from Wedelia trilobata L., exerts an anti-inflammatory effect via the modulation of NF-kappaB, MAPK and mTOR pathway and autophagy in LPS-stimulated macrophages. Toxicol In Vitro. 2021 Jun;73:105139. doi: 10.1016/j.tiv.2021.105139. Epub 2021 Mar 9. [PubMed:33705895 ]
Liu QY, Yang HF, Feng S, Hu Y: [Study on chemical constituents of Wedelia trilobata]. Zhongguo Zhong Yao Za Zhi. 2021 Feb;46(3):630-634. doi: 10.19540/j.cnki.cjcmm.20200628.203. [PubMed:33645029 ]
LOTUS database [Link]

Showing NP-Card for 4-epi-kaurenic acid (NP0245621)

MOL for NP0245621 (4-epi-kaurenic acid)

3D MOL for NP0245621 (4-epi-kaurenic acid)

3D SDF for NP0245621 (4-epi-kaurenic acid)

3D-SDF for NP0245621 (4-epi-kaurenic acid)

PDB for NP0245621 (4-epi-kaurenic acid)

3D PDB for NP0245621 (4-epi-kaurenic acid)

SMILES for NP0245621 (4-epi-kaurenic acid)

INCHI for NP0245621 (4-epi-kaurenic acid)

Structure for NP0245621 (4-epi-kaurenic acid)

3D Structure for NP0245621 (4-epi-kaurenic acid)