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Showing NP-Card for alpha-Amyrin-acetate (NP0046340)

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Record Information
Version2.0
Created at2022-03-17 19:56:28 UTC
Updated at2022-03-17 19:56:28 UTC
NP-MRD IDNP0046340
Secondary Accession NumbersNone
Natural Product Identification
Common Namealpha-Amyrin-acetate
DescriptionAlpha-Amyrin-acetate, also known as a-amyrin-acetic acid, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Alpha-Amyrin-acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0046340 (alpha-Amyrin-acetate)


  Mrv0541 02241212582D          

 35 39  0  0  0  0            999 V2000
   -3.5652   -0.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2796   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2796   -1.2670    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5652   -1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8507   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8507   -0.4420    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1362   -0.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1362   -1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4218   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4218   -0.4420    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4218    1.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1362    0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073   -0.0294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7073    0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0071    1.2081    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0071   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216   -0.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216    0.7956    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7216    2.4456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0071    2.0331    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4361    1.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4361    2.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1485   -2.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1527   -2.3940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8507    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4218    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073   -0.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0071    0.3831    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4361    0.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073    2.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216    3.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3744   -2.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5775   -2.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3640   -3.0597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9941   -1.6795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 21  1  0  0  0  0
 15 18  1  0  0  0  0
 20 15  1  0  0  0  0
 19 20  1  0  0  0  0
 19 22  1  0  0  0  0
 21 22  1  0  0  0  0
  3 35  1  1  0  0  0
  4 23  1  0  0  0  0
  4 24  1  0  0  0  0
  6 25  1  1  0  0  0
 10 26  1  1  0  0  0
 13 27  1  6  0  0  0
 15 28  1  1  0  0  0
 18 29  1  1  0  0  0
 20 30  1  1  0  0  0
 19 31  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END
Download

3D MOL for NP0046340 (alpha-Amyrin-acetate)

Download
3D SDF for NP0046340 (alpha-Amyrin-acetate)

  Mrv0541 02241212582D          

 35 39  0  0  0  0            999 V2000
   -3.5652   -0.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2796   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2796   -1.2670    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5652   -1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8507   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8507   -0.4420    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1362   -0.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1362   -1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4218   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4218   -0.4420    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4218    1.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1362    0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073   -0.0294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7073    0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0071    1.2081    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0071   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216   -0.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216    0.7956    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7216    2.4456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0071    2.0331    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4361    1.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4361    2.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1485   -2.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1527   -2.3940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8507    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4218    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073   -0.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0071    0.3831    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4361    0.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073    2.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216    3.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3744   -2.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5775   -2.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3640   -3.0597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9941   -1.6795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 21  1  0  0  0  0
 15 18  1  0  0  0  0
 20 15  1  0  0  0  0
 19 20  1  0  0  0  0
 19 22  1  0  0  0  0
 21 22  1  0  0  0  0
  3 35  1  1  0  0  0
  4 23  1  0  0  0  0
  4 24  1  0  0  0  0
  6 25  1  1  0  0  0
 10 26  1  1  0  0  0
 13 27  1  6  0  0  0
 15 28  1  1  0  0  0
 18 29  1  1  0  0  0
 20 30  1  1  0  0  0
 19 31  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046340

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12[C@@H](C)[C@H](C)CC[C@]1(C)CC[C@]1(C)C2=CCC2[C@@]3(C)CC[C@H](OC(C)=O)C(C)(C)C3CC[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C32H52O2/c1-20-12-15-29(6)18-19-31(8)23(27(29)21(20)2)10-11-25-30(7)16-14-26(34-22(3)33)28(4,5)24(30)13-17-32(25,31)9/h10,20-21,24-27H,11-19H2,1-9H3/t20-,21+,24?,25?,26+,27+,29-,30+,31-,32-/m1/s1

> <INCHI_KEY>
UDXDFWBZZQHDRO-FUOVXSCPSA-N

> <FORMULA>
C32H52O2

> <MOLECULAR_WEIGHT>
468.7541

> <EXACT_MASS>
468.396730908

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
58.282326320022435

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,6aR,6bS,8aR,11R,12S,12aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl acetate

> <ALOGPS_LOGP>
7.61

> <JCHEM_LOGP>
7.8312382209999996

> <ALOGPS_LOGS>
-7.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0037781644067545

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
141.1323

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.26e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6aR,6bS,8aR,11R,12S,12aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0046340 (alpha-Amyrin-acetate)
Download
PDB for NP0046340 (alpha-Amyrin-acetate)
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      -6.655  -0.055   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.989  -0.825   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.989  -2.365   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.655  -3.135   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.321  -2.365   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.321  -0.825   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.988  -0.055   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.988  -3.135   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.654  -2.365   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.654  -0.825   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.654   2.255   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.988   1.485   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.320  -0.055   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.320   1.485   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.013   2.255   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.013  -0.825   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.347  -0.055   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.347   1.485   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.347   4.565   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.013   3.795   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.681   2.255   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.681   3.795   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.744  -4.224   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.885  -4.469   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.321   0.715   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.654   0.715   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.320  -1.595   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0       0.013   0.715   0.000  0.00  0.00           H+0
HETATM   29  C   UNK     0       2.681   0.715   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.320   4.565   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.347   6.105   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -11.899  -3.825   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -10.411  -4.224   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0     -10.013  -5.711   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -9.322  -3.135   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   35                                                  
CONECT    4    3    5   23   24                                             
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5   25                                             
CONECT    7    6   10   12                                                  
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   13    7   26                                             
CONECT   11   12   14                                                       
CONECT   12    7   11                                                       
CONECT   13   10   14   16   27                                             
CONECT   14   11   15   13                                                  
CONECT   15   14   18   20   28                                             
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   21   15   29                                             
CONECT   19   20   22   31                                                  
CONECT   20   15   19   30                                                  
CONECT   21   18   22                                                       
CONECT   22   19   21                                                       
CONECT   23    4                                                            
CONECT   24    4                                                            
CONECT   25    6                                                            
CONECT   26   10                                                            
CONECT   27   13                                                            
CONECT   28   15                                                            
CONECT   29   18                                                            
CONECT   30   20                                                            
CONECT   31   19                                                            
CONECT   32   33                                                            
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35    3   33                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

Download
3D PDB for NP0046340 (alpha-Amyrin-acetate)
Download
SMILES for NP0046340 (alpha-Amyrin-acetate)
[H][C@@]12[C@@H](C)[C@H](C)CC[C@]1(C)CC[C@]1(C)C2=CCC2[C@@]3(C)CC[C@H](OC(C)=O)C(C)(C)C3CC[C@@]12C
Download
INCHI for NP0046340 (alpha-Amyrin-acetate)
InChI=1S/C32H52O2/c1-20-12-15-29(6)18-19-31(8)23(27(29)21(20)2)10-11-25-30(7)16-14-26(34-22(3)33)28(4,5)24(30)13-17-32(25,31)9/h10,20-21,24-27H,11-19H2,1-9H3/t20-,21+,24?,25?,26+,27+,29-,30+,31-,32-/m1/s1
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View in JSmol
Synonyms
ValueSource
a-Amyrin-acetateGenerator
a-Amyrin-acetic acidGenerator
alpha-Amyrin-acetic acidGenerator
Α-amyrin-acetateGenerator
Α-amyrin-acetic acidGenerator
Chemical FormulaC32H52O2
Average Mass468.7541 Da
Monoisotopic Mass468.39673 Da
IUPAC Name(3S,6aR,6bS,8aR,11R,12S,12aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl acetate
Traditional Name(3S,6aR,6bS,8aR,11R,12S,12aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl acetate
CAS Registry NumberNot Available
SMILES
[H][C@@]12[C@@H](C)[C@H](C)CC[C@]1(C)CC[C@]1(C)C2=CCC2[C@@]3(C)CC[C@H](OC(C)=O)C(C)(C)C3CC[C@@]12C
InChI Identifier
InChI=1S/C32H52O2/c1-20-12-15-29(6)18-19-31(8)23(27(29)21(20)2)10-11-25-30(7)16-14-26(34-22(3)33)28(4,5)24(30)13-17-32(25,31)9/h10,20-21,24-27H,11-19H2,1-9H3/t20-,21+,24?,25?,26+,27+,29-,30+,31-,32-/m1/s1
InChI KeyUDXDFWBZZQHDRO-FUOVXSCPSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Arctium lappaFooDB
Artemisia vulgarisFooDB
Psidium guajavaFooDB
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
    • 

  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • 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
logP7.61ALOGPS
logP7.83ChemAxon
logS-7.3ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity141.13 m³·mol⁻¹ChemAxon
Polarizability58.28 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004066  
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 ReferencesNot Available