NP-MRD: Showing NP-Card for Masticadienonic acid (NP0338347)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 15:00:46 UTC

Updated at

2024-09-11 15:00:47 UTC

NP-MRD ID

NP0338347

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Masticadienonic acid

Description

Masticadienonic acid is also known as masticadienonate. Masticadienonic acid was first documented in 2005 (PMID: 16105229). Based on a literature review a significant number of articles have been published on Masticadienonic acid (PMID: 35209237) (PMID: 34206087) (PMID: 33784768) (PMID: 29288761) (PMID: 21815722) (PMID: 17768020).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262317332D          

 33 36  0  0  0  0            999 V2000
    3.5139    1.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8667    2.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7787   -2.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7762   -2.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6900    0.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1741    0.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0119   -1.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8794    0.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3858    0.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0622    0.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9067   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7188   -2.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8779    0.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3142   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5021   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1629   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0658    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2030    0.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5558    1.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7094   -0.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1582   -0.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6264   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2506   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5945   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2614    1.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0627   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9703   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5339   -0.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8142   -1.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4067   -1.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723    0.5803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7678    1.9958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 12 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19  1  1  0  0  0  0
 19  9  1  0  0  0  0
 20  2  1  0  0  0  0
 20 10  2  0  0  0  0
 21 13  1  0  0  0  0
 21 19  1  0  0  0  0
 22 14  1  0  0  0  0
 23 11  2  0  0  0  0
 23 22  1  0  0  0  0
 24 12  1  0  0  0  0
 25 15  1  0  0  0  0
 26 20  1  0  0  0  0
 27  3  1  0  0  0  0
 27  4  1  0  0  0  0
 27 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28  5  1  0  0  0  0
 28 16  1  0  0  0  0
 28 22  1  0  0  0  0
 28 24  1  0  0  0  0
 29  6  1  0  0  0  0
 29 18  1  0  0  0  0
 29 21  1  0  0  0  0
 30  7  1  0  0  0  0
 30 17  1  0  0  0  0
 30 23  1  0  0  0  0
 30 29  1  0  0  0  0
 31 25  2  0  0  0  0
 32 26  2  0  0  0  0
 33 26  1  0  0  0  0
M  END


  Mrv2104 05262317332D          

 33 36  0  0  0  0            999 V2000
    3.5139    1.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8667    2.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7787   -2.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7762   -2.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6900    0.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1741    0.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0119   -1.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8794    0.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3858    0.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0622    0.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9067   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7188   -2.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8779    0.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3142   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5021   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1629   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0658    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2030    0.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5558    1.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7094   -0.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1582   -0.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6264   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2506   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5945   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2614    1.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0627   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9703   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5339   -0.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8142   -1.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4067   -1.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723    0.5803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7678    1.9958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 12 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19  1  1  0  0  0  0
 19  9  1  0  0  0  0
 20  2  1  0  0  0  0
 20 10  2  0  0  0  0
 21 13  1  0  0  0  0
 21 19  1  0  0  0  0
 22 14  1  0  0  0  0
 23 11  2  0  0  0  0
 23 22  1  0  0  0  0
 24 12  1  0  0  0  0
 25 15  1  0  0  0  0
 26 20  1  0  0  0  0
 27  3  1  0  0  0  0
 27  4  1  0  0  0  0
 27 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28  5  1  0  0  0  0
 28 16  1  0  0  0  0
 28 22  1  0  0  0  0
 28 24  1  0  0  0  0
 29  6  1  0  0  0  0
 29 18  1  0  0  0  0
 29 21  1  0  0  0  0
 30  7  1  0  0  0  0
 30 17  1  0  0  0  0
 30 23  1  0  0  0  0
 30 29  1  0  0  0  0
 31 25  2  0  0  0  0
 32 26  2  0  0  0  0
 33 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0338347

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CC\C=C(/C)C(O)=O)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1/C30H46O3/c1-19(9-8-10-20(2)26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h10-11,19,21-22,24H,8-9,12-18H2,1-7H3,(H,32,33)/b20-10+

> <INCHI_KEY>
VOYZLKWKVLYJHD-KEBDBYFINA-N

> <FORMULA>
C30H46O3

> <MOLECULAR_WEIGHT>
454.695

> <EXACT_MASS>
454.344695341

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
54.275789416190555

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-6-{3a,6,6,9a,11a-pentamethyl-7-oxo-1H,2H,3H,3aH,5H,5aH,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl}-2-methylhept-2-enoic acid

> <JCHEM_LOGP>
7.505550650333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.620039523253493

> <JCHEM_PKA_STRONGEST_BASIC>
-7.471091142987007

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
135.70619999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-6-{3a,6,6,9a,11a-pentamethyl-7-oxo-1H,2H,3H,5H,5aH,8H,9H,9bH,10H,11H-cyclopenta[a]phenanthren-1-yl}-2-methylhept-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       6.559   2.137   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.618   4.147   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.520  -4.434   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.382  -3.762   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.488   0.179   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.792   0.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.356  -3.399   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.508   1.715   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.453   0.499   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.983   1.505   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.026  -3.624   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.542  -3.895   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.496  -1.985   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.972   0.451   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.520  -0.363   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.004  -0.092   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.771  -2.849   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.456   0.722   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.979   0.710   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.037   2.720   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.924  -0.506   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.495  -0.998   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.503  -2.175   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.534  -2.717   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.043  -1.811   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.488   2.510   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.050  -2.988   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.011  -1.269   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.463  -0.456   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.987  -1.904   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      17.559  -2.082   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -1.068   1.083   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -1.433   3.725   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3   27                                                            
CONECT    4   27                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7   30                                                            
CONECT    8    9   10                                                       
CONECT    9    8   19                                                       
CONECT   10    8   20                                                       
CONECT   11   12   23                                                       
CONECT   12   11   24                                                       
CONECT   13   17   21                                                       
CONECT   14   18   22                                                       
CONECT   15   16   25                                                       
CONECT   16   15   28                                                       
CONECT   17   13   30                                                       
CONECT   18   14   29                                                       
CONECT   19    1    9   21                                                  
CONECT   20    2   10   26                                                  
CONECT   21   13   19   29                                                  
CONECT   22   14   23   28                                                  
CONECT   23   11   22   30                                                  
CONECT   24   12   27   28                                                  
CONECT   25   15   27   31                                                  
CONECT   26   20   32   33                                                  
CONECT   27    3    4   24   25                                             
CONECT   28    5   16   22   24                                             
CONECT   29    6   18   21   30                                             
CONECT   30    7   17   23   29                                             
CONECT   31   25                                                            
CONECT   32   26                                                            
CONECT   33   26                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Value	Source
Masticadienonate	Generator

Chemical Formula

C₃₀H₄₆O₃

Average Mass

454.6950 Da

Monoisotopic Mass

454.34470 Da

IUPAC Name

(2E)-6-{3a,6,6,9a,11a-pentamethyl-7-oxo-1H,2H,3H,3aH,5H,5aH,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl}-2-methylhept-2-enoic acid

Traditional Name

(2E)-6-{3a,6,6,9a,11a-pentamethyl-7-oxo-1H,2H,3H,5H,5aH,8H,9H,9bH,10H,11H-cyclopenta[a]phenanthren-1-yl}-2-methylhept-2-enoic acid

CAS Registry Number

Not Available

SMILES

CC(CC\C=C(/C)C(O)=O)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3CCC12C

InChI Identifier

InChI=1/C30H46O3/c1-19(9-8-10-20(2)26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h10-11,19,21-22,24H,8-9,12-18H2,1-7H3,(H,32,33)/b20-10+

InChI Key

VOYZLKWKVLYJHD-KEBDBYFINA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	7.51	ChemAxon
pKa (Strongest Acidic)	4.62	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	135.71 m³·mol⁻¹	ChemAxon
Polarizability	54.28 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chavez IO, Apan TR, Martinez-Vazquez M: Cytotoxic activity and effect on nitric oxide production of tirucallane-type triterpenes. J Pharm Pharmacol. 2005 Sep;57(9):1087-91. doi: 10.1211/jpp.57.9.0003. [PubMed:16105229 ]
Pinon-Zarate G, Reyes-Riquelme F, Sanchez-Monroy MB, Velasco-Torrez M, Martinez-Vazquez M, Cardenas-Monroy CA, Hernandez-Tellez B, Jarquin-Yanez K, Herrera-Enriquez MA, Castell-Rodriguez AE: Immunomodulatory Properties of Masticadienonic Acid and 3alpha-Hydroxy Masticadienoic Acid in Dendritic Cells. Molecules. 2022 Feb 21;27(4):1451. doi: 10.3390/molecules27041451. [PubMed:35209237 ]
Maamri S, Benarous K, Yousfi M: Identification of 3-Methoxycarpachromene and Masticadienonic Acid as New Target Inhibitors against Trypanothione Reductase from Leishmania Infantum Using Molecular Docking and ADMET Prediction. Molecules. 2021 Jun 1;26(11):3335. doi: 10.3390/molecules26113335. [PubMed:34206087 ]
Brieudes V, Mikropoulou EV, Kallergis E, Kaliora AC, Papada E, Gkiouvetidis P, Angelis A, Halabalaki M: Development, Validation and Application of a UHPLC-MS Method for the Quantification of Chios Mastic Gum Triterpenoids in Human Plasma. Planta Med. 2021 Oct;87(12-13):1101-1109. doi: 10.1055/a-1408-9338. Epub 2021 Mar 30. [PubMed:33784768 ]
Ramot Y, Hazan Z, Lucassen A, Adamsky K, Santhosh Kumar DP, Vijayasarathi SK, Krishnappa H, Seervi MS, Nyska A: Toxicity and toxicokinetic study of RPh201 in Sprague-Dawley rats. Food Chem Toxicol. 2018 Feb;112:168-177. doi: 10.1016/j.fct.2017.12.036. Epub 2017 Dec 27. [PubMed:29288761 ]
Rivero-Cruz BE, Esturau N, Sanchez-Nieto S, Romero I, Castillo-Juarez I, Rivero-Cruz JF: Isolation of the new anacardic acid 6-[16'Z-nonadecenyl]-salicylic acid and evaluation of its antimicrobial activity against Streptococcus mutans and Porphyromonas gingivalis. Nat Prod Res. 2011 Aug;25(13):1282-7. doi: 10.1080/14786419.2010.534996. Epub 2011 Aug 4. [PubMed:21815722 ]
Castillo-Juarez I, Rivero-Cruz F, Celis H, Romero I: Anti-Helicobacter pylori activity of anacardic acids from Amphipterygium adstringens. J Ethnopharmacol. 2007 Oct 8;114(1):72-7. doi: 10.1016/j.jep.2007.07.022. Epub 2007 Jul 27. [PubMed:17768020 ]
Vuorinen A, Seibert J, Papageorgiou VP, Rollinger JM, Odermatt A, Schuster D, Assimopoulou AN: Pistacia lentiscus Oleoresin: Virtual Screening and Identification of Masticadienonic and Isomasticadienonic Acids as Inhibitors of 11beta-Hydroxysteroid Dehydrogenase 1. Planta Med. 2015 Apr;81(6):525-32. doi: 10.1055/s-0035-1545720. Epub 2015 Mar 17. [PubMed:25782037 ]
Nicholson TM, Gradl M, Welte B, Metzger M, Pusch CM, Albert K: Enlightening the past: analytical proof for the use of Pistacia exudates in ancient Egyptian embalming resins. J Sep Sci. 2011 Dec;34(23):3364-71. doi: 10.1002/jssc.201100541. Epub 2011 Nov 14. [PubMed:22083980 ]
Navarrete A, Avula B, Joshi VC, Ji X, Hersh P, Khan IA: Quantitative determination of triterpenes from Amphiptherygium adstringens by liquid chromatography and thin-layer chromatography and morphological analysis of cuachalalate preparations. J AOAC Int. 2006 Jan-Feb;89(1):1-7. [PubMed:16512221 ]
Assimopoulou AN, Papageorgiou VP: GC-MS analysis of penta- and tetra-cyclic triterpenes from resins of Pistacia species. Part II. Pistacia terebinthus var. Chia. Biomed Chromatogr. 2005 Oct;19(8):586-605. doi: 10.1002/bmc.484. [PubMed:15770609 ]
Boudsocq F, Benaim P, Canitrot Y, Knibiehler M, Ausseil F, Capp JP, Bieth A, Long C, David B, Shevelev I, Frierich-Heinecken E, Hubscher U, Amalric F, Massiot G, Hoffmann JS, Cazaux C: Modulation of cellular response to cisplatin by a novel inhibitor of DNA polymerase beta. Mol Pharmacol. 2005 May;67(5):1485-92. doi: 10.1124/mol.104.001776. Epub 2005 Feb 9. [PubMed:15703384 ]
Assimopoulou AN, Papageorgiou VP: GC-MS analysis of penta- and tetra-cyclic triterpenes from resins of Pistacia species. Part I. Pistacia lentiscus var. Chia. Biomed Chromatogr. 2005 May;19(4):285-311. doi: 10.1002/bmc.454. [PubMed:15651084 ]
Alsenani F: Unraveling potential neuroprotective mechanisms of herbal medicine for Alzheimer's diseases through comprehensive molecular docking analyses. Saudi J Biol Sci. 2024 Jun;31(6):103998. doi: 10.1016/j.sjbs.2024.103998. Epub 2024 Apr 15. [PubMed:38681227 ]
Diaz-Rojas M, Gonzalez-Andrade M, Aguayo-Ortiz R, Rodriguez-Sotres R, Perez-Vasquez A, Madariaga-Mazon A, Mata R: Discovery of inhibitors of protein tyrosine phosphatase 1B contained in a natural products library from Mexican medicinal plants and fungi using a combination of enzymatic and in silico methods*. Front Pharmacol. 2023 Oct 31;14:1281045. doi: 10.3389/fphar.2023.1281045. eCollection 2023. [PubMed:38027024 ]
Kalousi FD, Pollastro F, Karra AG, Tsialtas I, Georgantopoulos A, Salamone S, Psarra AG: Regulation of Energy Metabolism and Anti-Inflammatory Activities of Mastiha Fractions from Pistacia lentiscus L. var. chia. Foods. 2023 Mar 24;12(7):1390. doi: 10.3390/foods12071390. [PubMed:37048208 ]
Cui H, Li X, An XR, Liu W, Yuan T: Masticadienonic acid from Chios mastic gum mitigates colitis in mice via modulating inflammatory response, gut barrier integrity and microbiota. Phytomedicine. 2023 Jan;108:154518. doi: 10.1016/j.phymed.2022.154518. Epub 2022 Nov 2. [PubMed:36403513 ]
Lamrani M, Serseg T, Benarous K, Sifi I, Yousfi M: Hydroxycoumarins and some Flavonoids from Pistacia atlantica Desf. as Multi-targets Inhibitors for Alzheimer's Disease: Molecular Docking and ADMET Studies. Curr Comput Aided Drug Des. 2023;19(3):176-191. doi: 10.2174/1573409919666221104093218. [PubMed:36336813 ]

Showing NP-Card for Masticadienonic acid (NP0338347)

MOL for NP0338347 (Masticadienonic acid)

3D MOL for NP0338347 (Masticadienonic acid)

3D SDF for NP0338347 (Masticadienonic acid)

3D-SDF for NP0338347 (Masticadienonic acid)

PDB for NP0338347 (Masticadienonic acid)

3D PDB for NP0338347 (Masticadienonic acid)

SMILES for NP0338347 (Masticadienonic acid)

INCHI for NP0338347 (Masticadienonic acid)

Structure for NP0338347 (Masticadienonic acid)

3D Structure for NP0338347 (Masticadienonic acid)