Np mrd loader

Showing NP-Card for Maslinic acid methyl ester (NP0049894)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 21:19:49 UTC
Updated at2022-03-17 21:19:49 UTC
NP-MRD IDNP0049894
Secondary Accession NumbersNone
Natural Product Identification
Common NameMaslinic acid methyl ester
DescriptionMaslinic acid methyl ester belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Maslinic acid methyl ester is found in Castanospermum australe, Crataegus monogyna, Cunila lythrifolia, Eucalyptus perriniana, Isodon japonicus, Melissa officinalis, Myrianthus serratus, Polylepis australis, Eriobotrya japonica and Shorea acuminata. Maslinic acid methyl ester is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0049894 (Maslinic acid methyl ester)


  Mrv0541 02241221532D          

 35 39  0  0  0  0            999 V2000
    1.0731    1.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731    0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3581    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9288   -2.0616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2138   -1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2138   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9288   -0.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853   -1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703   -2.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568   -1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3581   -1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017    1.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017    0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3581   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2559    2.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867    2.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3174    2.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017   -0.8242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152    0.4132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0296   -2.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003   -2.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9695   -2.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7706   -1.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9288    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 26  1  0  0  0  0
  2  3  1  0  0  0  0
  2 21  1  0  0  0  0
  3  4  2  0  0  0  0
  3 24  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6 12  1  0  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 32  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 32  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 24  1  0  0  0  0
 19 20  1  0  0  0  0
 19 26  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 29  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 34  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 35  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 NP0049894 (Maslinic acid methyl ester)

Download
3D SDF for NP0049894 (Maslinic acid methyl ester)

  Mrv0541 02241221532D          

 35 39  0  0  0  0            999 V2000
    1.0731    1.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731    0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3581    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9288   -2.0616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2138   -1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2138   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9288   -0.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853   -1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703   -2.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568   -1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3581   -1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017    1.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017    0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3581   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2559    2.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867    2.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3174    2.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017   -0.8242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152    0.4132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0296   -2.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003   -2.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9695   -2.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7706   -1.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9288    0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 26  1  0  0  0  0
  2  3  1  0  0  0  0
  2 21  1  0  0  0  0
  3  4  2  0  0  0  0
  3 24  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6 12  1  0  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 32  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 32  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 24  1  0  0  0  0
 19 20  1  0  0  0  0
 19 26  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 29  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 34  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 35  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049894

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C12CCC(C)(C)CC1C1=CCC3C4(C)CC(O)C(O)C(C)(C)C4CCC3(C)C1(C)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C31H50O4/c1-26(2)13-15-31(25(34)35-8)16-14-29(6)19(20(31)17-26)9-10-23-28(5)18-21(32)24(33)27(3,4)22(28)11-12-30(23,29)7/h9,20-24,32-33H,10-18H2,1-8H3

> <INCHI_KEY>
OTDUGESKRJHFHR-UHFFFAOYSA-N

> <FORMULA>
C31H50O4

> <MOLECULAR_WEIGHT>
486.7263

> <EXACT_MASS>
486.370910088

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
58.199537210309146

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

> <ALOGPS_LOGP>
6.26

> <JCHEM_LOGP>
5.665823882333334

> <ALOGPS_LOGS>
-5.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.155801752111138

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.627313693012457

> <JCHEM_PKA_STRONGEST_BASIC>
-3.159816461820119

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
139.7551

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.60e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049894 (Maslinic acid methyl ester)
Download
PDB for NP0049894 (Maslinic acid methyl ester)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.003   3.081   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.003   1.541   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.668   0.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.666   1.541   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.998   0.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.998  -0.769   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -7.334  -3.848   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -5.999  -3.079   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.999  -1.539   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -7.334  -0.769   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.667  -0.769   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.333  -1.539   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.333   0.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.333  -3.079   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.998  -3.848   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.666  -3.079   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.666  -1.539   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.668  -2.309   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.670   3.081   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.670   1.541   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.335   0.771   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.335  -0.769   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.003  -1.539   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.668  -0.769   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.344   5.029   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.335   3.851   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.326   5.029   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.670  -1.539   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.670   0.001   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.002   0.771   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -5.655  -5.029   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.667  -3.848   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.676  -5.029   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.438  -2.103   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.334   0.001   0.000  0.00  0.00           C+0
CONECT    1    2   26                                                       
CONECT    2    1    3   21                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5   12   17                                                  
CONECT    7    8                                                            
CONECT    8    7    9   32                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12    6   11   13   14                                             
CONECT   13   12                                                            
CONECT   14   12   15   32                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17    6   16   18   24                                             
CONECT   18   17                                                            
CONECT   19   20   26                                                       
CONECT   20   19   21                                                       
CONECT   21    2   20   22   29                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24    3   17   23   34                                             
CONECT   25   26                                                            
CONECT   26    1   19   25   27                                             
CONECT   27   26                                                            
CONECT   28   29                                                            
CONECT   29   21   28   30                                                  
CONECT   30   29   35                                                       
CONECT   31   32                                                            
CONECT   32    8   14   31   33                                             
CONECT   33   32                                                            
CONECT   34   24                                                            
CONECT   35   30                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

Download
3D PDB for NP0049894 (Maslinic acid methyl ester)
Download
SMILES for NP0049894 (Maslinic acid methyl ester)
COC(=O)C12CCC(C)(C)CC1C1=CCC3C4(C)CC(O)C(O)C(C)(C)C4CCC3(C)C1(C)CC2
Download
INCHI for NP0049894 (Maslinic acid methyl ester)
InChI=1S/C31H50O4/c1-26(2)13-15-31(25(34)35-8)16-14-29(6)19(20(31)17-26)9-10-23-28(5)18-21(32)24(33)27(3,4)22(28)11-12-30(23,29)7/h9,20-24,32-33H,10-18H2,1-8H3
Download
View in JSmol
Synonyms
ValueSource
Maslinate methyl esterGenerator
Chemical FormulaC31H50O4
Average Mass486.7263 Da
Monoisotopic Mass486.37091 Da
IUPAC Namemethyl 10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate
Traditional Namemethyl 10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate
CAS Registry Number22425-82-7
SMILES
COC(=O)C12CCC(C)(C)CC1C1=CCC3C4(C)CC(O)C(O)C(C)(C)C4CCC3(C)C1(C)CC2
InChI Identifier
InChI=1S/C31H50O4/c1-26(2)13-15-31(25(34)35-8)16-14-29(6)19(20(31)17-26)9-10-23-28(5)18-21(32)24(33)27(3,4)22(28)11-12-30(23,29)7/h9,20-24,32-33H,10-18H2,1-8H3
InChI KeyOTDUGESKRJHFHR-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Castanospermum australeLOTUS Database
Crataegus monogynaLOTUS Database
Cunila lythrifoliaLOTUS Database
Eriobotrya japonicaFooDB
Eucalyptus perrinianaLOTUS Database
Isodon japonicusLOTUS Database
Melissa officinalisLOTUS Database
Myrianthus serratusPlant
Polylepis australisLOTUS Database
Rhaphiolepis bibasPlant
Shorea acuminataLOTUS Database
Syzygium aromaticumFooDB
Chemical Taxonomy
Description 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
    • 

  • Methyl ester
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid ester
    • 

  • 1,2-diol
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • 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
logP6.26ALOGPS
logP5.67ChemAxon
logS-5.5ALOGPS
pKa (Strongest Acidic)13.63ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity139.76 m³·mol⁻¹ChemAxon
Polarizability58.2 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB021666  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound609113  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available