Np mrd loader

Showing NP-Card for 3-Oxo-olean-12-en-28-oic acid (NP0047142)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 20:35:20 UTC
Updated at2022-03-17 20:35:20 UTC
NP-MRD IDNP0047142
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Oxo-olean-12-en-28-oic acid
Description3-Oxo-olean-12-en-28-oic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 3-Oxo-olean-12-en-28-oic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0047142 (3-Oxo-olean-12-en-28-oic acid)


  Mrv1533007131513492D          

 36 40  0  0  1  0            999 V2000
    0.9557   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8742   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3627    1.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2812    1.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1171    1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6809   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0309    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5559    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 19  8  2  0  0  0  0
 20 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 10  1  0  0  0  0
 22  9  1  0  0  0  0
 23 11  1  0  0  0  0
 25  1  1  0  0  0  0
 25  2  1  0  0  0  0
 25 14  1  0  0  0  0
 25 18  1  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 21  1  0  0  0  0
 26 23  1  0  0  0  0
 27  5  1  1  0  0  0
 27 12  1  0  0  0  0
 27 21  1  0  0  0  0
 27 22  1  0  0  0  0
 28  6  1  6  0  0  0
 28 15  1  0  0  0  0
 28 19  1  0  0  0  0
 29  7  1  1  0  0  0
 29 13  1  0  0  0  0
 29 22  1  0  0  0  0
 29 28  1  0  0  0  0
 30 16  1  0  0  0  0
 30 17  1  0  0  0  0
 30 20  1  0  0  0  0
 30 24  1  1  0  0  0
 31 23  2  0  0  0  0
 32 24  2  0  0  0  0
 33 24  1  0  0  0  0
 34 20  1  0  0  0  0
 35 21  1  0  0  0  0
 36 22  1  0  0  0  0
M  END
Download

3D MOL for NP0047142 (3-Oxo-olean-12-en-28-oic acid)

Download
3D SDF for NP0047142 (3-Oxo-olean-12-en-28-oic acid)

  Mrv1533007131513492D          

 36 40  0  0  1  0            999 V2000
    0.9557   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8742   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3627    1.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2812    1.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1171    1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6809   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0309    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5559    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 19  8  2  0  0  0  0
 20 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 10  1  0  0  0  0
 22  9  1  0  0  0  0
 23 11  1  0  0  0  0
 25  1  1  0  0  0  0
 25  2  1  0  0  0  0
 25 14  1  0  0  0  0
 25 18  1  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 21  1  0  0  0  0
 26 23  1  0  0  0  0
 27  5  1  1  0  0  0
 27 12  1  0  0  0  0
 27 21  1  0  0  0  0
 27 22  1  0  0  0  0
 28  6  1  6  0  0  0
 28 15  1  0  0  0  0
 28 19  1  0  0  0  0
 29  7  1  1  0  0  0
 29 13  1  0  0  0  0
 29 22  1  0  0  0  0
 29 28  1  0  0  0  0
 30 16  1  0  0  0  0
 30 17  1  0  0  0  0
 30 20  1  0  0  0  0
 30 24  1  1  0  0  0
 31 23  2  0  0  0  0
 32 24  2  0  0  0  0
 33 24  1  0  0  0  0
 34 20  1  0  0  0  0
 35 21  1  0  0  0  0
 36 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047142

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C12CC(C)(C)CC[C@@]1(CC[C@]1(C)C2=CCC2([H])[C@@]3(C)CCC(=O)C(C)(C)C3([H])CC[C@@]12C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H46O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-22H,9-18H2,1-7H3,(H,32,33)/t20?,21?,22?,27-,28+,29+,30-/m0/s1

> <INCHI_KEY>
FMIMFCRXYXVFTA-YUVMXPMLSA-N

> <FORMULA>
C30H46O3

> <MOLECULAR_WEIGHT>
454.695

> <EXACT_MASS>
454.344695341

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
54.135839262624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4aS,6aS,6bR,12aR)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

> <ALOGPS_LOGP>
7.15

> <JCHEM_LOGP>
7.158361139000001

> <ALOGPS_LOGS>
-5.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.95829273016813

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.744259192580446

> <JCHEM_PKA_STRONGEST_BASIC>
-7.4708850131332944

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
132.80219999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.32e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4aS,6aS,6bR,12aR)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1H-picene-4a-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0047142 (3-Oxo-olean-12-en-28-oic acid)
Download
PDB for NP0047142 (3-Oxo-olean-12-en-28-oic acid)
HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       1.784  -1.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.498  -2.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.744   3.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.458   2.630   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.931  -0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.552   3.635   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.851  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.391  -0.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.701   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.011  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.471  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.161   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.461   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.081   3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.231   2.104   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.541   3.437   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.771  -0.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.081   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.471   2.104   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.161   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.781   0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001   3.437   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.231  -0.564   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.011   2.104   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.701   0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.851   2.104   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.391   2.104   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.771   2.104   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      16.321   0.770   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.771   4.771   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       2.461   3.437   0.000  0.00  0.00           O+0
HETATM   34  H   UNK     0       6.311   2.104   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      13.241   0.770   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       8.621   0.770   0.000  0.00  0.00           H+0
CONECT    1   25                                                            
CONECT    2   25                                                            
CONECT    3   26                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7   29                                                            
CONECT    8    9   19                                                       
CONECT    9    8   22                                                       
CONECT   10   13   21                                                       
CONECT   11   12   23                                                       
CONECT   12   11   27                                                       
CONECT   13   10   29                                                       
CONECT   14   16   25                                                       
CONECT   15   17   28                                                       
CONECT   16   14   30                                                       
CONECT   17   15   30                                                       
CONECT   18   20   25                                                       
CONECT   19    8   20   28                                                  
CONECT   20   18   19   30   34                                             
CONECT   21   10   26   27   35                                             
CONECT   22    9   27   29   36                                             
CONECT   23   11   26   31                                                  
CONECT   24   30   32   33                                                  
CONECT   25    1    2   14   18                                             
CONECT   26    3    4   21   23                                             
CONECT   27    5   12   21   22                                             
CONECT   28    6   15   19   29                                             
CONECT   29    7   13   22   28                                             
CONECT   30   16   17   20   24                                             
CONECT   31   23                                                            
CONECT   32   24                                                            
CONECT   33   24                                                            
CONECT   34   20                                                            
CONECT   35   21                                                            
CONECT   36   22                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

Download
3D PDB for NP0047142 (3-Oxo-olean-12-en-28-oic acid)
Download
SMILES for NP0047142 (3-Oxo-olean-12-en-28-oic acid)
[H]C12CC(C)(C)CC[C@@]1(CC[C@]1(C)C2=CCC2([H])[C@@]3(C)CCC(=O)C(C)(C)C3([H])CC[C@@]12C)C(O)=O
Download
INCHI for NP0047142 (3-Oxo-olean-12-en-28-oic acid)
InChI=1S/C30H46O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-22H,9-18H2,1-7H3,(H,32,33)/t20?,21?,22?,27-,28+,29+,30-/m0/s1
Download
View in JSmol
Synonyms
ValueSource
3-oxo-Olean-12-en-28-OateGenerator
Chemical FormulaC30H46O3
Average Mass454.6950 Da
Monoisotopic Mass454.34470 Da
IUPAC Name(4aS,6aS,6bR,12aR)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid
Traditional Name(4aS,6aS,6bR,12aR)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,12b,13,14b-dodecahydro-1H-picene-4a-carboxylic acid
CAS Registry NumberNot Available
SMILES
[H]C12CC(C)(C)CC[C@@]1(CC[C@]1(C)C2=CCC2([H])[C@@]3(C)CCC(=O)C(C)(C)C3([H])CC[C@@]12C)C(O)=O
InChI Identifier
InChI=1S/C30H46O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-22H,9-18H2,1-7H3,(H,32,33)/t20?,21?,22?,27-,28+,29+,30-/m0/s1
InChI KeyFMIMFCRXYXVFTA-YUVMXPMLSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Vitis vinifera L.FooDB
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
    • 

  • Cyclic ketone
    • 

  • Ketone
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • 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
logP7.15ALOGPS
logP7.16ChemAxon
logS-5.9ALOGPS
pKa (Strongest Acidic)4.74ChemAxon
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity132.8 m³·mol⁻¹ChemAxon
Polarizability54.14 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 IDFDB007531  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound470665  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available