NP-MRD: Showing NP-Card for Levopimaric acid (NP0084178)

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Record Information

Version

2.0

Created at

2022-04-29 04:59:19 UTC

Updated at

2022-04-29 04:59:19 UTC

NP-MRD ID

NP0084178

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Levopimaric acid

Description

Levopimaric acid, also known as L-pimarate, belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Levopimaric acid is found in Abies nebrodensis, Abies sibirica, Agathis robusta, Cedrus libani, Larix gmelinii, Larix gmelinii, Picea jezoensis, Sitka spruce, Pinus heldreichii, Pinus merkusii, Pinus palustris, Pinus pinaster, Pinus ponderosa, Pinus pumila, Pinus sibirica and Pinus strobus. Levopimaric acid was first documented in 2018 (PMID: 30332739). Levopimaric acid is a weakly acidic compound (based on its pKa) (PMID: 32277638) (PMID: 31071168) (PMID: 30632681).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
    5.3858   -0.0526    0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6289   -0.0498   -0.6108 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6698    1.3887   -1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2118   -0.3520   -0.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6372   -1.3481   -0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2390   -1.7777   -0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610   -1.0175    0.1418 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1262    0.0727    0.8097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3765    0.3806    0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3859    0.9526    1.8017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8860    1.4023    1.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6156    0.1060    0.7260 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0709    0.3751    0.6075 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3935    1.6986   -0.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5970    0.5357    1.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8145    0.3958    2.9629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9389    0.8366    2.2361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8563   -0.7604    0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1365   -1.5422   -1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7298   -1.8993   -0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9425   -0.6368   -0.3612 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7655    0.0775   -1.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0326   -0.8954    1.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4710   -0.0805    0.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1236    0.9219    1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432   -0.7388   -1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6104    1.8559   -0.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6154    1.4220   -2.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8384    1.9682   -0.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2256   -1.9539   -1.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7946   -1.6655   -1.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3050   -2.8844   -0.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1863   -1.7631    0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8260    1.2398    1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9834    1.7703    2.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0938    0.2840    2.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5202    1.9358    1.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    1.9965    0.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4923   -0.5421    1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5976    2.4563    0.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7013    1.5549   -1.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3056    2.1758    0.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2682    1.8105    2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8103   -0.3895   -0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1664   -1.4757    0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1786   -1.0556   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6790   -2.5099   -1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2609   -2.3837   -1.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7616   -2.5822    0.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8614   -0.6551   -2.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2487    0.5445   -1.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5347    0.8535   -1.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
  4  9  1  0
  9  8  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 13 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 13 15  1  0
 15 17  1  0
 15 16  2  0
  4  2  1  0
  2  1  1  0
  2  3  1  0
  8  7  1  0
 21 12  1  0
 21  7  1  0
  7 33  1  1
  6 31  1  0
  6 32  1  0
  5 30  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  1
 14 40  1  0
 14 41  1  0
 14 42  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
 17 43  1  0
  2 26  1  6
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
M  END


  Mrv1652309272006252D          

 24 26  0  0  0  0            999 V2000
 9999.303010000.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.162510001.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.878210001.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.162510002.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0195 9999.5885    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.589410000.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.874910000.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.303910000.0002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.018110000.4126    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.0181 9998.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7326 9999.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.732610000.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.733210001.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.018710001.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.447710000.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.447710001.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3024 9998.4625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8757 9999.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3033 9999.1750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.0733 9998.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1155 9998.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5893 9998.7630    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.2580 9998.2442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3728 9997.3506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 13 16  2  0  0  0  0
 15 16  1  0  0  0  0
 16  2  1  0  0  0  0
 14  9  1  0  0  0  0
  9  5  1  6  0  0  0
 12 15  2  0  0  0  0
  9  8  1  0  0  0  0
  8  1  1  1  0  0  0
 19 17  1  6  0  0  0
 22 20  1  6  0  0  0
 22 21  1  0  0  0  0
 20 23  1  0  0  0  0
 18 22  1  0  0  0  0
 22 19  1  0  0  0  0
 20 24  2  0  0  0  0
  7 18  1  0  0  0  0
 19  8  1  0  0  0  0
 19 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084178

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC=C(C=C1CC[C@@]1([H])[C@@](C)(CCC[C@]21C)C(O)=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h6,12-13,16-17H,5,7-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20+/m0/s1

> <INCHI_KEY>
RWWVEQKPFPXLGL-ONCXSQPRSA-N

> <FORMULA>
C20H30O2

> <MOLECULAR_WEIGHT>
302.458

> <EXACT_MASS>
302.224580206

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
36.160896128723444

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4aR,4bS,10aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,9,10,10a-decahydrophenanthrene-1-carboxylic acid

> <ALOGPS_LOGP>
5.32

> <JCHEM_LOGP>
4.952565060333334

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.58996114514059

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
91.21419999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
levopimaric acid

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8665.3668668.207   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8670.7038669.747   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8672.0398668.977   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8670.7038671.287   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0    8666.7038665.899   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0    8664.0348667.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8662.7008666.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8665.3678666.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8666.7008667.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8666.7008664.357   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8668.0348665.127   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8668.0348666.667   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8668.0358669.747   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8666.7028668.977   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8669.3698667.436   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8669.3698668.977   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0    8665.3648663.797   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0    8662.7018665.127   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8665.3668665.127   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8663.0708663.156   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8665.0168663.175   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8664.0338664.358   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8661.5488663.389   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0    8663.6298661.721   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    3    4   16                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    9                                                            
CONECT    6    7    8                                                       
CONECT    7    6   18                                                       
CONECT    8    6    9    1   19                                             
CONECT    9   12   14    5    8                                             
CONECT   10   11   19                                                       
CONECT   11   10   12                                                       
CONECT   12    9   11   15                                                  
CONECT   13   14   16                                                       
CONECT   14   13    9                                                       
CONECT   15   16   12                                                       
CONECT   16   13   15    2                                                  
CONECT   17   19                                                            
CONECT   18   22    7                                                       
CONECT   19   17   22    8   10                                             
CONECT   20   22   23   24                                                  
CONECT   21   22                                                            
CONECT   22   20   21   18   19                                             
CONECT   23   20                                                            
CONECT   24   20                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Value	Source
L-Pimaric acid	Kegg
L-Pimarate	Generator
Levopimarate	Generator
13-Isopropylpodocarpa-8(14),12-dien-15-oic acid	PhytoBank
(-)-Levopimaric acid	PhytoBank
Levopimaric acid	PhytoBank
l-Sapietic acid	PhytoBank
delta6,8(14)-Abietadienoic acid	PhytoBank
Δ6,8(14)-Abietadienoic acid	PhytoBank
beta-Pimaric acid	PhytoBank
β-Pimaric acid	PhytoBank

Chemical Formula

C₂₀H₃₀O₂

Average Mass

302.4580 Da

Monoisotopic Mass

302.22458 Da

IUPAC Name

(1R,4aR,4bS,10aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,9,10,10a-decahydrophenanthrene-1-carboxylic acid

Traditional Name

levopimaric acid

CAS Registry Number

Not Available

SMILES

[H][C@]12CC=C(C=C1CC[C@@]1([H])[C@@](C)(CCC[C@]21C)C(O)=O)C(C)C

InChI Identifier

InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h6,12-13,16-17H,5,7-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20+/m0/s1

InChI Key

RWWVEQKPFPXLGL-ONCXSQPRSA-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
Abies nebrodensis	LOTUS Database	35616633
Abies sibirica	LOTUS Database	35616633
Agathis robusta	LOTUS Database	35616633
Cedrus libani	LOTUS Database	35616633
Larix gmelini	LOTUS Database	35616633
Larix gmelinii var. olgensis	LOTUS Database	35616633
Picea jezoensis	LOTUS Database	35616633
Picea sitchensis	-	KNApSAcK
Pinus heldreichii	LOTUS Database	35616633
Pinus merkusii	LOTUS Database	35616633
Pinus palustris	LOTUS Database	35616633
Pinus pinaster	LOTUS Database	35616633
Pinus ponderosa	LOTUS Database	35616633
Pinus pumila	LOTUS Database	35616633
Pinus sibirica	Plant	KNApSAcK
Pinus strobus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Abietane diterpenoid
Phenanthrene
Hydrophenanthrene
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

diterpenoid (CHEBI:29615 )
Pimaranes (C11888 )

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	5.32	ALOGPS
logP	4.95	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.59	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	91.21 m³·mol⁻¹	ChemAxon
Polarizability	36.16 Å³	ChemAxon
Number of Rings	3	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

Not Available

Chemspider ID

191771

KEGG Compound ID

C11888

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Levopimaric acid

METLIN ID

Not Available

PubChem Compound

221062

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang K, Ding J: In vitro anticancer effects of levopimaric acid in cisplatin-resistant human lung carcinoma are mediated via autophagy, ROS-mediated mitochondrial dysfunction, cell apoptosis and modulation of ERK/MAPK/JNK signalling pathway. J BUON. 2020 Jan-Feb;25(1):248-254. [PubMed:32277638 ]
Chiu CC, Keeling CI, Henderson HM, Bohlmann J: Functions of mountain pine beetle cytochromes P450 CYP6DJ1, CYP6BW1 and CYP6BW3 in the oxidation of pine monoterpenes and diterpene resin acids. PLoS One. 2019 May 9;14(5):e0216753. doi: 10.1371/journal.pone.0216753. eCollection 2019. [PubMed:31071168 ]
Ottavioli J, Paoli M, Casanova J, Tomi F, Bighelli A: Identification and Quantitative Determination of Resin Acids from Corsican Pinus pinaster Aiton Oleoresin Using (13) C-NMR Spectroscopy. Chem Biodivers. 2019 Jan;16(1):e1800482. doi: 10.1002/cbdv.201800482. Epub 2019 Jan 11. [PubMed:30632681 ]
Qi Z, Wang C, Jiang J, Wu C: Novel C15 Triene Triazole, D-A Derivatives Anti-HepG2, and as HDAC2 Inhibitors: A Synergy Study. Int J Mol Sci. 2018 Oct 16;19(10). pii: ijms19103184. doi: 10.3390/ijms19103184. [PubMed:30332739 ]

Showing NP-Card for Levopimaric acid (NP0084178)

MOL for NP0084178 (Levopimaric acid)

3D MOL for NP0084178 (Levopimaric acid)

3D SDF for NP0084178 (Levopimaric acid)

3D-SDF for NP0084178 (Levopimaric acid)

PDB for NP0084178 (Levopimaric acid)

3D PDB for NP0084178 (Levopimaric acid)

SMILES for NP0084178 (Levopimaric acid)

INCHI for NP0084178 (Levopimaric acid)

Structure for NP0084178 (Levopimaric acid)

3D Structure for NP0084178 (Levopimaric acid)