NP-MRD: Showing NP-Card for 16-Hydroxy-3-oxo-12-oleanen-28-oic acid (NP0334873)

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Record Information

Version

2.0

Created at

2024-09-10 22:52:33 UTC

Updated at

2024-09-10 22:52:33 UTC

NP-MRD ID

NP0334873

Secondary Accession Numbers

None

Natural Product Identification

Common Name

16-Hydroxy-3-oxo-12-oleanen-28-oic acid

Description

Based on a literature review very few articles have been published on 16-Hydroxy-3-oxo-12-oleanen-28-oic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262301242D          

 34 38  0  0  0  0            999 V2000
   -1.4423   -1.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7006   -2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409   -1.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409   -0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409    0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7006    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7006   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4423   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4423   -0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449    1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449    0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1020    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1020   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006   -1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449   -0.8242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449   -0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5866    0.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1020   -1.2367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1839   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436   -1.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866   -2.0602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5963   -2.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1839   -2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7728   -2.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7728    2.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1853    2.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5964    2.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  1  0  0  0  0
  1 30  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
  4 11  1  0  0  0  0
  4 19  1  0  0  0  0
  6  7  1  0  0  0  0
  6 33  1  0  0  0  0
  7  8  1  0  0  0  0
  7 16  1  0  0  0  0
  8  9  2  0  0  0  0
  8 19  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 25  1  0  0  0  0
 14 15  1  0  0  0  0
 14 33  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 22  1  0  0  0  0
 17 18  1  0  0  0  0
 17 24  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 30  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END


  Mrv2104 05262301242D          

 34 38  0  0  0  0            999 V2000
   -1.4423   -1.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7006   -2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409   -1.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409   -0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409    0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7006    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7006   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4423   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4423   -0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449    1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449    0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1020    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1020   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006   -1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449   -0.8242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449   -0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5866    0.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1020   -1.2367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1839   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436   -1.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866   -2.0602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5963   -2.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1839   -2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7728   -2.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7728    2.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1853    2.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5964    2.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  1  0  0  0  0
  1 30  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
  4 11  1  0  0  0  0
  4 19  1  0  0  0  0
  6  7  1  0  0  0  0
  6 33  1  0  0  0  0
  7  8  1  0  0  0  0
  7 16  1  0  0  0  0
  8  9  2  0  0  0  0
  8 19  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 25  1  0  0  0  0
 14 15  1  0  0  0  0
 14 33  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 22  1  0  0  0  0
 17 18  1  0  0  0  0
 17 24  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 30  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334873

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1/C30H46O4/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/h8,19-21,23,32H,9-17H2,1-7H3,(H,33,34)

> <INCHI_KEY>
NMCMUIZIKSPDCX-UHFFFAOYNA-N

> <FORMULA>
C30H46O4

> <MOLECULAR_WEIGHT>
470.694

> <EXACT_MASS>
470.339609961

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
55.183412865612226

> <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,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

> <JCHEM_LOGP>
5.927550072000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.670591261507566

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.60865638711128

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0579671638967847

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
134.31769999999995

> <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,11,12,12b,13,14b-dodecahydro-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      -2.692  -3.076   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.308  -3.846   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.076  -3.076   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.076  -1.539   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.076  -0.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.692   3.079   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.692   1.539   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.308   0.769   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.076   1.539   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.308   0.769   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.308  -0.769   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.692  -1.539   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.692  -0.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.310   3.079   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.310   1.539   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.924   0.769   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.924  -0.769   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.692  -1.539   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.308  -0.769   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.308  -2.309   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.310  -1.539   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.310  -0.001   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.695   0.769   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.924  -2.309   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -4.077  -0.769   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.308  -1.539   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.308  -3.076   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -6.695  -3.846   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -4.846  -5.233   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.077  -3.846   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.309  -5.233   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.309   5.233   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.079   3.849   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.847   5.233   0.000  0.00  0.00           C+0
CONECT    1    2   12   30                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11   19                                             
CONECT    5    4                                                            
CONECT    6    7   33                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    4   10   12                                                  
CONECT   12    1   11   13   25                                             
CONECT   13   12                                                            
CONECT   14   15   33                                                       
CONECT   15   14   16                                                       
CONECT   16    7   15   17   22                                             
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19    4    8   18   20                                             
CONECT   20   19                                                            
CONECT   21   22                                                            
CONECT   22   16   21   23                                                  
CONECT   23   22                                                            
CONECT   24   17                                                            
CONECT   25   12   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27                                                            
CONECT   29   30                                                            
CONECT   30    1   27   29   31                                             
CONECT   31   30                                                            
CONECT   32   33                                                            
CONECT   33    6   14   32   34                                             
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Value	Source
16-Hydroxy-3-oxo-12-oleanen-28-Oate	Generator

Chemical Formula

C₃₀H₄₆O₄

Average Mass

470.6940 Da

Monoisotopic Mass

470.33961 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,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

Traditional Name

5-hydroxy-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 Number

Not Available

SMILES

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

InChI Identifier

InChI=1/C30H46O4/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/h8,19-21,23,32H,9-17H2,1-7H3,(H,33,34)

InChI Key

NMCMUIZIKSPDCX-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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)	4.61	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	134.32 m³·mol⁻¹	ChemAxon
Polarizability	55.18 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 16-Hydroxy-3-oxo-12-oleanen-28-oic acid (NP0334873)

MOL for NP0334873 (16-Hydroxy-3-oxo-12-oleanen-28-oic acid)

3D MOL for NP0334873 (16-Hydroxy-3-oxo-12-oleanen-28-oic acid)

3D SDF for NP0334873 (16-Hydroxy-3-oxo-12-oleanen-28-oic acid)

3D-SDF for NP0334873 (16-Hydroxy-3-oxo-12-oleanen-28-oic acid)

PDB for NP0334873 (16-Hydroxy-3-oxo-12-oleanen-28-oic acid)

3D PDB for NP0334873 (16-Hydroxy-3-oxo-12-oleanen-28-oic acid)

SMILES for NP0334873 (16-Hydroxy-3-oxo-12-oleanen-28-oic acid)

INCHI for NP0334873 (16-Hydroxy-3-oxo-12-oleanen-28-oic acid)

Structure for NP0334873 (16-Hydroxy-3-oxo-12-oleanen-28-oic acid)

3D Structure for NP0334873 (16-Hydroxy-3-oxo-12-oleanen-28-oic acid)