NP-MRD: Showing NP-Card for 16beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-oic acid (NP0336411)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 06:08:49 UTC

Updated at

2024-09-11 06:08:50 UTC

NP-MRD ID

NP0336411

Secondary Accession Numbers

None

Natural Product Identification

Common Name

16beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-oic acid

Description

16Beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-oic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a small amount of articles have been published on 16beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-oic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262308412D          

 34 38  0  0  0  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
    5.0014    2.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1492    2.0948    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
    1.7309    1.1270    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    1.8414    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
    2.9684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0255    1.8119    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  0  0  0  0  0  0  0  0  0  0
    5.0309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.1270    0.0000 C   0  0  0  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
    2.7916    2.4970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983    2.5440    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
  9  8  1  0  0  0  0
 12 11  2  0  0  0  0
 13 10  1  0  0  0  0
 15 14  1  0  0  0  0
 18  8  2  0  0  0  0
 19 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 10  1  0  0  0  0
 21  9  1  0  0  0  0
 22 11  1  0  0  0  0
 23 17  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 16  1  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 20  1  0  0  0  0
 26 22  1  0  0  0  0
 27  5  1  0  0  0  0
 27 12  1  0  0  0  0
 27 20  1  0  0  0  0
 27 21  1  0  0  0  0
 28  6  1  0  0  0  0
 28 13  1  0  0  0  0
 28 21  1  0  0  0  0
 29  7  1  0  0  0  0
 29 17  1  0  0  0  0
 29 18  1  0  0  0  0
 29 28  1  0  0  0  0
 30 15  1  0  0  0  0
 30 19  1  0  0  0  0
 30 23  1  0  0  0  0
 30 24  1  0  0  0  0
 31 22  2  0  0  0  0
 32 23  1  0  0  0  0
 33 24  2  0  0  0  0
 34 24  1  0  0  0  0
M  END


  Mrv2104 05262308412D          

 34 38  0  0  0  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
    5.0014    2.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1492    2.0948    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
    1.7309    1.1270    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    1.8414    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
    2.9684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0255    1.8119    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  0  0  0  0  0  0  0  0  0  0
    5.0309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.1270    0.0000 C   0  0  0  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
    2.7916    2.4970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983    2.5440    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
  9  8  1  0  0  0  0
 12 11  2  0  0  0  0
 13 10  1  0  0  0  0
 15 14  1  0  0  0  0
 18  8  2  0  0  0  0
 19 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 10  1  0  0  0  0
 21  9  1  0  0  0  0
 22 11  1  0  0  0  0
 23 17  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 16  1  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 20  1  0  0  0  0
 26 22  1  0  0  0  0
 27  5  1  0  0  0  0
 27 12  1  0  0  0  0
 27 20  1  0  0  0  0
 27 21  1  0  0  0  0
 28  6  1  0  0  0  0
 28 13  1  0  0  0  0
 28 21  1  0  0  0  0
 29  7  1  0  0  0  0
 29 17  1  0  0  0  0
 29 18  1  0  0  0  0
 29 28  1  0  0  0  0
 30 15  1  0  0  0  0
 30 19  1  0  0  0  0
 30 23  1  0  0  0  0
 30 24  1  0  0  0  0
 31 22  2  0  0  0  0
 32 23  1  0  0  0  0
 33 24  2  0  0  0  0
 34 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336411

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CCC2(C(O)CC3(C)C(=CCC4C5(C)C=CC(=O)C(C)(C)C5CCC34C)C2C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C30H44O4/c1-25(2)14-15-30(24(33)34)19(16-25)18-8-9-21-27(5)12-11-22(31)26(3,4)20(27)10-13-28(21,6)29(18,7)17-23(30)32/h8,11-12,19-21,23,32H,9-10,13-17H2,1-7H3,(H,33,34)

> <INCHI_KEY>
DFSIQVYXMRYQGI-UHFFFAOYNA-N

> <FORMULA>
C30H44O4

> <MOLECULAR_WEIGHT>
468.678

> <EXACT_MASS>
468.323959897

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
54.355134477674014

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,12a,12b,13,14b-octadecahydropicene-4a-carboxylic acid

> <JCHEM_LOGP>
5.9253735616666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.670591037715084

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.622190204205517

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0579672617894813

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
135.41099999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,7,8,8a,12b,13,14b-decahydro-1H-picene-4a-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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       1.784  -1.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.499  -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       9.336   4.262   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.745   3.910   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       3.231   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.771  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.081   3.437   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.081   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.471   2.104   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.161   0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.781   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.541   3.437   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.781   3.382   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       9.391   2.104   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.851   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       5.211   4.661   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       3.730   4.749   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.461   3.437   0.000  0.00  0.00           O+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   18                                                       
CONECT    9    8   21                                                       
CONECT   10   13   20                                                       
CONECT   11   12   22                                                       
CONECT   12   11   27                                                       
CONECT   13   10   28                                                       
CONECT   14   15   25                                                       
CONECT   15   14   30                                                       
CONECT   16   19   25                                                       
CONECT   17   23   29                                                       
CONECT   18    8   19   29                                                  
CONECT   19   16   18   30                                                  
CONECT   20   10   26   27                                                  
CONECT   21    9   27   28                                                  
CONECT   22   11   26   31                                                  
CONECT   23   17   30   32                                                  
CONECT   24   30   33   34                                                  
CONECT   25    1    2   14   16                                             
CONECT   26    3    4   20   22                                             
CONECT   27    5   12   20   21                                             
CONECT   28    6   13   21   29                                             
CONECT   29    7   17   18   28                                             
CONECT   30   15   19   23   24                                             
CONECT   31   22                                                            
CONECT   32   23                                                            
CONECT   33   24                                                            
CONECT   34   24                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Value	Source
16b-16-Hydroxy-3-oxo-1,12-oleanadien-28-Oate	Generator
16b-16-Hydroxy-3-oxo-1,12-oleanadien-28-Oic acid	Generator
16beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-Oate	Generator
16Β-16-hydroxy-3-oxo-1,12-oleanadien-28-Oate	Generator
16Β-16-hydroxy-3-oxo-1,12-oleanadien-28-Oic acid	Generator

Chemical Formula

C₃₀H₄₄O₄

Average Mass

468.6780 Da

Monoisotopic Mass

468.32396 Da

IUPAC Name

5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,12a,12b,13,14b-octadecahydropicene-4a-carboxylic acid

Traditional Name

5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,7,8,8a,12b,13,14b-decahydro-1H-picene-4a-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1(C)CCC2(C(O)CC3(C)C(=CCC4C5(C)C=CC(=O)C(C)(C)C5CCC34C)C2C1)C(O)=O

InChI Identifier

InChI=1/C30H44O4/c1-25(2)14-15-30(24(33)34)19(16-25)18-8-9-21-27(5)12-11-22(31)26(3,4)20(27)10-13-28(21,6)29(18,7)17-23(30)32/h8,11-12,19-21,23,32H,9-10,13-17H2,1-7H3,(H,33,34)

InChI Key

DFSIQVYXMRYQGI-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Beta-hydroxy acid
Cyclohexenone
Hydroxy acid
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.93	ChemAxon
pKa (Strongest Acidic)	4.62	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	135.41 m³·mol⁻¹	ChemAxon
Polarizability	54.36 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 16beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-oic acid (NP0336411)

MOL for NP0336411 (16beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-oic acid)

3D MOL for NP0336411 (16beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-oic acid)

3D SDF for NP0336411 (16beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-oic acid)

3D-SDF for NP0336411 (16beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-oic acid)

PDB for NP0336411 (16beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-oic acid)

3D PDB for NP0336411 (16beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-oic acid)

SMILES for NP0336411 (16beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-oic acid)

INCHI for NP0336411 (16beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-oic acid)

Structure for NP0336411 (16beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-oic acid)

3D Structure for NP0336411 (16beta-16-Hydroxy-3-oxo-1,12-oleanadien-28-oic acid)