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Showing NP-Card for 24-Methylene-dammarenol (NP0046448)

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Record Information
Version2.0
Created at2022-03-17 20:01:14 UTC
Updated at2022-03-17 20:01:14 UTC
NP-MRD IDNP0046448
Secondary Accession NumbersNone
Natural Product Identification
Common Name24-Methylene-dammarenol
Description24-Methylene-dammarenol belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 24-Methylene-dammarenol is found in Bryonia dioica, Camellia japonica, Cicer arietinum, Neolitsea sericea and Phytolacca americana. 24-Methylene-dammarenol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0046448 (24-Methylene-dammarenol)


  Mrv0541 02241212342D          

 35 38  0  0  0  0            999 V2000
   -2.4566   -1.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1711   -1.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1711   -2.4534    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4566   -2.8659    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7422   -2.4534    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7422   -1.6284    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0277   -1.2159    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0277   -2.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3132   -2.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3132   -1.6284    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3132    0.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277   -0.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1157    0.0216    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4012   -0.3909    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4012   -1.2159    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8301   -1.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8301   -0.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8856   -2.8659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7422   -0.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012    0.4341    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1157    0.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012    1.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0400   -3.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3388   -3.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7422   -3.2784    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277   -2.0409    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3132   -0.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012   -2.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8301    1.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5446    0.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2591    1.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9736    0.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880    1.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9736    0.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2591    2.0841    0.0000 C   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
  3 18  1  1  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  7  6  1  0  0  0  0
  6 19  1  1  0  0  0
 12  7  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 21 22  2  0  0  0  0
  4 23  1  6  0  0  0
  4 24  1  1  0  0  0
  5 25  1  6  0  0  0
  7 26  1  6  0  0  0
 10 27  1  1  0  0  0
 15 28  1  6  0  0  0
 13 21  1  1  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 31 35  2  0  0  0  0
M  END
Download

3D MOL for NP0046448 (24-Methylene-dammarenol)

Download
3D SDF for NP0046448 (24-Methylene-dammarenol)

  Mrv0541 02241212342D          

 35 38  0  0  0  0            999 V2000
   -2.4566   -1.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1711   -1.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1711   -2.4534    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4566   -2.8659    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7422   -2.4534    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7422   -1.6284    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0277   -1.2159    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0277   -2.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3132   -2.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3132   -1.6284    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3132    0.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277   -0.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1157    0.0216    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4012   -0.3909    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4012   -1.2159    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8301   -1.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8301   -0.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8856   -2.8659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7422   -0.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012    0.4341    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1157    0.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012    1.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0400   -3.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3388   -3.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7422   -3.2784    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277   -2.0409    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3132   -0.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4012   -2.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8301    1.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5446    0.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2591    1.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9736    0.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880    1.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9736    0.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2591    2.0841    0.0000 C   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
  3 18  1  1  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  7  6  1  0  0  0  0
  6 19  1  1  0  0  0
 12  7  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 21 22  2  0  0  0  0
  4 23  1  6  0  0  0
  4 24  1  1  0  0  0
  5 25  1  6  0  0  0
  7 26  1  6  0  0  0
 10 27  1  1  0  0  0
 15 28  1  6  0  0  0
 13 21  1  1  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 31 35  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0046448

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC[C@]3([H])[C@@]4(C)CC[C@H](O)C(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@@H]2C(=C)CCC(=C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C31H52O/c1-20(2)21(3)10-11-22(4)23-14-18-30(8)24(23)12-13-26-29(7)17-16-27(32)28(5,6)25(29)15-19-31(26,30)9/h20,23-27,32H,3-4,10-19H2,1-2,5-9H3/t23-,24-,25+,26-,27+,29+,30-,31-/m1/s1

> <INCHI_KEY>
RBDGMBLJLFFILO-HVCSHQRCSA-N

> <FORMULA>
C31H52O

> <MOLECULAR_WEIGHT>
440.744

> <EXACT_MASS>
440.401816286

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
56.034659455324814

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,5S,7R,10R,11R,14S,15R)-2,6,6,10,11-pentamethyl-14-(6-methyl-5-methylidenehept-1-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol

> <ALOGPS_LOGP>
7.09

> <JCHEM_LOGP>
8.153216782666664

> <ALOGPS_LOGS>
-6.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.489433390177716

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8351218351362667

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
137.21489999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.72e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S,7R,10R,11R,14S,15R)-2,6,6,10,11-pentamethyl-14-(6-methyl-5-methylidenehept-1-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0046448 (24-Methylene-dammarenol)
Download
PDB for NP0046448 (24-Methylene-dammarenol)
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      -4.586  -2.270   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.919  -3.040   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.919  -4.580   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.586  -5.350   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.252  -4.580   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.252  -3.040   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.918  -2.270   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.918  -5.350   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.585  -4.580   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.585  -3.040   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.585   0.040   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.918  -0.730   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.083   0.040   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.749  -0.730   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.749  -2.270   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.416  -2.270   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.416  -0.730   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -7.253  -5.350   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -3.252  -1.500   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0       0.749   0.810   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0       2.083   1.580   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.749   2.350   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.675  -6.439   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.366  -6.683   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0      -3.252  -6.120   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.918  -3.810   0.000  0.00  0.00           H+0
HETATM   27  C   UNK     0      -0.585  -1.500   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.749  -3.810   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.416   2.350   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.750   1.580   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.084   2.350   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.417   1.580   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.751   2.350   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.417   0.040   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.084   3.890   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5   23   24                                             
CONECT    5    4    6    8   25                                             
CONECT    6    1    5    7   19                                             
CONECT    7    6   12   10   26                                             
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    7    9   15   27                                             
CONECT   11   12   14                                                       
CONECT   12    7   11                                                       
CONECT   13   14   17   21                                                  
CONECT   14   11   13   15   20                                             
CONECT   15   10   14   16   28                                             
CONECT   16   15   17                                                       
CONECT   17   13   16                                                       
CONECT   18    3                                                            
CONECT   19    6                                                            
CONECT   20   14                                                            
CONECT   21   22   13   29                                                  
CONECT   22   21                                                            
CONECT   23    4                                                            
CONECT   24    4                                                            
CONECT   25    5                                                            
CONECT   26    7                                                            
CONECT   27   10                                                            
CONECT   28   15                                                            
CONECT   29   21   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   35                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   31                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

Download
3D PDB for NP0046448 (24-Methylene-dammarenol)
Download
SMILES for NP0046448 (24-Methylene-dammarenol)
[H][C@]12CC[C@]3([H])[C@@]4(C)CC[C@H](O)C(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@@H]2C(=C)CCC(=C)C(C)C
Download
INCHI for NP0046448 (24-Methylene-dammarenol)
InChI=1S/C31H52O/c1-20(2)21(3)10-11-22(4)23-14-18-30(8)24(23)12-13-26-29(7)17-16-27(32)28(5,6)25(29)15-19-31(26,30)9/h20,23-27,32H,3-4,10-19H2,1-2,5-9H3/t23-,24-,25+,26-,27+,29+,30-,31-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC31H52O
Average Mass440.7440 Da
Monoisotopic Mass440.40182 Da
IUPAC Name(1R,2R,5S,7R,10R,11R,14S,15R)-2,6,6,10,11-pentamethyl-14-(6-methyl-5-methylidenehept-1-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol
Traditional Name(1R,2R,5S,7R,10R,11R,14S,15R)-2,6,6,10,11-pentamethyl-14-(6-methyl-5-methylidenehept-1-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol
CAS Registry NumberNot Available
SMILES
[H][C@]12CC[C@]3([H])[C@@]4(C)CC[C@H](O)C(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@@H]2C(=C)CCC(=C)C(C)C
InChI Identifier
InChI=1S/C31H52O/c1-20(2)21(3)10-11-22(4)23-14-18-30(8)24(23)12-13-26-29(7)17-16-27(32)28(5,6)25(29)15-19-31(26,30)9/h20,23-27,32H,3-4,10-19H2,1-2,5-9H3/t23-,24-,25+,26-,27+,29+,30-,31-/m1/s1
InChI KeyRBDGMBLJLFFILO-HVCSHQRCSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Bryonia dioicaLOTUS Database
Camellia japonicaLOTUS Database
Cicer arietinumLOTUS Database
Glycine maxFooDB
Neolitsea sericeaLOTUS Database
Phytolacca americanaLOTUS Database
Vitellaria paradoxaFooDB
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
    • 

  • 14-alpha-methylsteroid
    • 

  • 3-beta-hydroxysteroid
    • 

  • Hydroxysteroid
    • 

  • 3-hydroxysteroid
    • 

  • Steroid
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • 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
logP7.09ALOGPS
logP8.15ChemAxon
logS-6.4ALOGPS
pKa (Strongest Acidic)19.49ChemAxon
pKa (Strongest Basic)-0.84ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity137.21 m³·mol⁻¹ChemAxon
Polarizability56.03 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004408  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15250873  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available