NP-MRD: Showing NP-Card for 5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one (NP0303446)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 17:48:09 UTC

Updated at

2022-09-10 17:48:09 UTC

NP-MRD ID

NP0303446

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one

Description

AKOS032961750 belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. 5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one is found in Rhus chinensis. AKOS032961750 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004181503322D          

 34 35  0  0  0  0            999 V2000
   -2.4368   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0079    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0079    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2934    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2934    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4210    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4210    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4210    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0079   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 17 30  1  0  0  0  0
 22 30  2  0  0  0  0
 14 31  1  0  0  0  0
 10 32  1  0  0  0  0
  6 33  1  0  0  0  0
  2 34  1  0  0  0  0
M  END


  Mrv1533004181503322D          

 34 35  0  0  0  0            999 V2000
   -2.4368   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0079    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0079    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2934    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2934    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4210    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4210    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4210    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0079   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 17 30  1  0  0  0  0
 22 30  2  0  0  0  0
 14 31  1  0  0  0  0
 10 32  1  0  0  0  0
  6 33  1  0  0  0  0
  2 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0303446

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1=CC(O)=CC2=C1OC(=O)C2=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C31H42O3/c1-21(2)11-8-12-23(5)13-9-14-24(6)15-10-16-25(7)17-18-26-19-27(32)20-28-29(22(3)4)31(33)34-30(26)28/h11,13,15,17,19-20,32H,8-10,12,14,16,18H2,1-7H3

> <INCHI_KEY>
LPJLAXYRFCLYIG-UHFFFAOYSA-N

> <FORMULA>
C31H42O3

> <MOLECULAR_WEIGHT>
462.674

> <EXACT_MASS>
462.313395212

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
56.31849185661682

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-2,3-dihydro-1-benzofuran-2-one

> <ALOGPS_LOGP>
7.78

> <JCHEM_LOGP>
9.299115879000002

> <ALOGPS_LOGS>
-6.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.126443425989153

> <JCHEM_PKA_STRONGEST_BASIC>
-5.9489491853662

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
147.81920000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.40e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0      -4.549  20.790   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.215  20.020   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.215  18.480   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.881  17.710   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.881  16.170   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.548  15.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.548  13.860   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.786  13.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.786  11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.120  10.780   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.120   9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.453   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.453   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.787   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.787   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.788  -0.770   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.846  -1.941   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.877  -3.085   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.340  -2.261   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.877   0.770   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       3.322   2.016   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.121   6.930   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.453  11.550   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.786  16.170   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.881  20.790   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   34                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   33                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   32                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   31                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   30                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   30                                                  
CONECT   23   22   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   23   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   17   22                                                  
CONECT   31   14                                                            
CONECT   32   10                                                            
CONECT   33    6                                                            
CONECT   34    2                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₄₂O₃

Average Mass

462.6740 Da

Monoisotopic Mass

462.31340 Da

IUPAC Name

5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-2,3-dihydro-1-benzofuran-2-one

Traditional Name

5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1=CC(O)=CC2=C1OC(=O)C2=C(C)C

InChI Identifier

InChI=1S/C31H42O3/c1-21(2)11-8-12-23(5)13-9-14-24(6)15-10-16-25(7)17-18-26-19-27(32)20-28-29(22(3)4)31(33)34-30(26)28/h11,13,15,17,19-20,32H,8-10,12,14,16,18H2,1-7H3

InChI Key

LPJLAXYRFCLYIG-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Rhus chinensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Benzofuran
Coumaran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Lactone
Carboxylic acid ester
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	7.78	ALOGPS
logP	9.3	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	9.13	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	147.82 m³·mol⁻¹	ChemAxon
Polarizability	56.32 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	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

73298903

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one (NP0303446)

MOL for NP0303446 (5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one)

3D MOL for NP0303446 (5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one)

3D SDF for NP0303446 (5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one)

3D-SDF for NP0303446 (5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one)

PDB for NP0303446 (5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one)

3D PDB for NP0303446 (5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one)

SMILES for NP0303446 (5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one)

INCHI for NP0303446 (5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one)

Structure for NP0303446 (5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one)

3D Structure for NP0303446 (5-hydroxy-3-(propan-2-ylidene)-7-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1-benzofuran-2-one)