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Showing NP-Card for 3-Epimasticadienolic acid (NP0335733)

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Record Information
Version2.0
Created at2024-09-11 02:58:16 UTC
Updated at2024-09-11 02:58:17 UTC
NP-MRD IDNP0335733
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Epimasticadienolic acid
Description3-Epimasticadienolic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 3-Epimasticadienolic acid was first documented in 2020 (PMID: 31654800). Based on a literature review very few articles have been published on 3-Epimasticadienolic acid.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335733 (3-Epimasticadienolic acid)


  Mrv2104 05262305302D          

 33 36  0  0  0  0            999 V2000
    2.5634    1.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2429    1.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4414    1.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8809    1.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8011   -0.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007    0.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    0.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8003   -0.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2812    0.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0826    0.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8419   -0.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6464   -0.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8458   -0.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2047   -0.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844    0.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440    0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223    0.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0444   -2.1225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7652   -1.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4861   -2.2828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2014    1.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2014    1.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4804    2.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0794    1.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3202    2.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3641   -0.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7652    0.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6464    0.1208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2454    1.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447    1.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447    1.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  1 32  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  9  1  0  0  0  0
  4 25  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 22  1  0  0  0  0
  6 25  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
 10 11  1  0  0  0  0
 10 27  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 32  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
Download

3D MOL for NP0335733 (3-Epimasticadienolic acid)

Download
3D SDF for NP0335733 (3-Epimasticadienolic acid)

  Mrv2104 05262305302D          

 33 36  0  0  0  0            999 V2000
    2.5634    1.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2429    1.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4414    1.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8809    1.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8011   -0.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007    0.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    0.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8003   -0.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2812    0.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0826    0.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8419   -0.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6464   -0.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8458   -0.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2047   -0.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844    0.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440    0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223    0.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0444   -2.1225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7652   -1.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4861   -2.2828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2014    1.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2014    1.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4804    2.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0794    1.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3202    2.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3641   -0.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7652    0.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6464    0.1208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2454    1.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447    1.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447    1.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  1 32  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  9  1  0  0  0  0
  4 25  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 22  1  0  0  0  0
  6 25  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
 10 11  1  0  0  0  0
 10 27  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 32  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335733

> <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/C30H48O3/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/h10-11,19,21-22,24-25,31H,8-9,12-18H2,1-7H3,(H,32,33)/b20-10+

> <INCHI_KEY>
UILQHUKSFUOOLH-KEBDBYFINA-N

> <FORMULA>
C30H48O3

> <MOLECULAR_WEIGHT>
456.711

> <EXACT_MASS>
456.360345406

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
55.08667979407975

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-6-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-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>
6.942022944666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.554178983383924

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.620041148584305

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8068037379990353

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
136.52849999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0335733 (3-Epimasticadienolic acid)
Download
PDB for NP0335733 (3-Epimasticadienolic acid)
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       4.785   2.018   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.187   3.364   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.691   3.663   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.644   2.467   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.495  -0.074   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.748   1.419   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.001   0.075   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.494  -0.224   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.392   1.120   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.888   0.673   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.438  -0.822   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.673  -1.122   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.179  -1.719   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.982  -0.822   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.131   0.673   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.935   1.570   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.588   0.971   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.588  -0.523   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -5.683  -3.962   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -7.028  -3.365   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -8.374  -4.261   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.243   1.869   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.243   3.364   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.897   3.813   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.148   2.616   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.598   4.261   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.785  -0.523   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.280  -0.672   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.028   0.673   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.673   0.225   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       7.925   2.616   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.430   2.018   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.430   3.663   0.000  0.00  0.00           C+0
CONECT    1    2   10   32                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    9   25                                                  
CONECT    5    6                                                            
CONECT    6    5    7   22   25                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    4    8   10                                                  
CONECT   10    1    9   11   27                                             
CONECT   11   10                                                            
CONECT   12   13                                                            
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17                                                            
CONECT   19   20                                                            
CONECT   20   13   19   21                                                  
CONECT   21   20                                                            
CONECT   22    6   17   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25    4    6   24   26                                             
CONECT   26   25                                                            
CONECT   27   10   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   32                                                  
CONECT   30   29                                                            
CONECT   31   32                                                            
CONECT   32    1   29   31   33                                             
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

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3D PDB for NP0335733 (3-Epimasticadienolic acid)
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SMILES for NP0335733 (3-Epimasticadienolic acid)
CC(CC\C=C(/C)C(O)=O)C1CCC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3CCC12C
Download
INCHI for NP0335733 (3-Epimasticadienolic acid)
InChI=1/C30H48O3/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/h10-11,19,21-22,24-25,31H,8-9,12-18H2,1-7H3,(H,32,33)/b20-10+
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View in JSmol
Synonyms
ValueSource
3-EpimasticadienolateGenerator
Chemical FormulaC30H48O3
Average Mass456.7110 Da
Monoisotopic Mass456.36035 Da
IUPAC Name(2E)-6-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-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-{7-hydroxy-3a,6,6,9a,11a-pentamethyl-1H,2H,3H,5H,5aH,7H,8H,9H,9bH,10H,11H-cyclopenta[a]phenanthren-1-yl}-2-methylhept-2-enoic acid
CAS Registry NumberNot 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/C30H48O3/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/h10-11,19,21-22,24-25,31H,8-9,12-18H2,1-7H3,(H,32,33)/b20-10+
InChI KeyUILQHUKSFUOOLH-KEBDBYFINA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTriterpenoids  
Direct ParentTriterpenoids  
Alternative Parents
Substituents
  • Triterpenoid
    • 

  • Hydroxy bile acid, alcohol, or derivatives
    • 

  • Monohydroxy bile acid, alcohol, or derivatives
    • 

  • Cholane-skeleton
    • 

  • Bile acid, alcohol, or derivatives
    • 

  • Steroid acid
    • 

  • 3-hydroxy-delta-7-steroid
    • 

  • 3-hydroxysteroid
    • 

  • Hydroxysteroid
    • 

  • Steroid
    • 

  • Delta-7-steroid
    • 

  • Medium-chain fatty acid
    • 

  • Hydroxy fatty acid
    • 

  • Unsaturated fatty acid
    • 

  • Fatty acyl
    • 

  • Fatty acid
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Organooxygen compound
    • 

  • Organic oxide
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.94ChemAxon
pKa (Strongest Acidic)4.62ChemAxon
pKa (Strongest Basic)-0.81ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity136.53 m³·mol⁻¹ChemAxon
Polarizability55.09 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Sarkhail P, Navidpour L, Rahimifard M, Hosseini NM, Souri E: Bioassay-guided fractionation and identification of wound healing active compound from Pistacia vera L. hull extract. J Ethnopharmacol. 2020 Feb 10;248:112335. doi: 10.1016/j.jep.2019.112335. Epub  2019 Oct 22. [PubMed:31654800  ]