NP-MRD: Showing NP-Card for 20(27)-octanorcycloartan-3,6,16-trione (NP0350587)

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Record Information

Version

2.0

Created at

2025-01-09 02:52:45 UTC

Updated at

2025-03-21 01:03:08 UTC

NP-MRD ID

NP0350587

Natural Product DOI

https://doi.org/10.57994/3564

Secondary Accession Numbers

None

Natural Product Identification

Common Name

20(27)-octanorcycloartan-3,6,16-trione

Description

Based on a literature review very few articles have been published on 20(27)-octanorcycloartan-3,6,16-trione.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 04082303012D          

 26 30  0  0  1  0            999 V2000
    6.5072    1.1313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1995    0.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5369    0.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2654    0.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123   -0.3873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  6  0  0  0
 11  9  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 14 18  2  0  0  0  0
 11 19  1  1  0  0  0
 11 20  1  0  0  0  0
 20  6  1  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  0  0  0  0
  4 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
  2 25  1  0  0  0  0
  8 26  2  0  0  0  0
M  END


  Mrv2104 04082303012D          

 26 30  0  0  1  0            999 V2000
    6.5072    1.1313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1995    0.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5369    0.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2654    0.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123   -0.3873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  6  0  0  0
 11  9  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 14 18  2  0  0  0  0
 11 19  1  1  0  0  0
 11 20  1  0  0  0  0
 20  6  1  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  0  0  0  0
  4 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
  2 25  1  0  0  0  0
  8 26  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0350587

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C(=O)CC3[C@@]4(C[C@]14CCC(=O)C2(C)C)CC[C@]1(C)CC(=O)C[C@@]31C

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O3/c1-18(2)16(25)5-6-22-12-21(22)8-7-19(3)10-13(23)11-20(19,4)15(21)9-14(24)17(18)22/h15,17H,5-12H2,1-4H3/t15?,17-,19+,20-,21-,22+/m0/s1

> <INCHI_KEY>
CCMUTWYWHXALFY-CPEUNVSASA-N

> <FORMULA>
C22H30O3

> <MOLECULAR_WEIGHT>
342.479

> <EXACT_MASS>
342.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.63085443748691

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3R,8R,12S,16R)-7,7,12,16-tetramethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecane-6,9,14-trione

> <JCHEM_LOGP>
3.3304006836666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.951191198217983

> <JCHEM_POLAR_SURFACE_AREA>
51.21

> <JCHEM_REFRACTIVITY>
95.01879999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,8R,12S,16R)-7,7,12,16-tetramethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecane-6,9,14-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-APR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-APR-23         0                                  
HETATM    1  O   UNK     0      12.147   2.112   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      10.698   2.635   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.424   1.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.208   2.716   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.839   1.221   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.692   2.445   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.169   0.996   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.653   0.725   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.660   1.903   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
HETATM   11  C   UNK     0       4.183   3.351   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.191   4.528   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.675   4.257   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.151   2.809   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.144   1.632   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.002   0.598   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.362   0.107   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.365   2.538   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.707   4.799   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.699   3.622   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.222   5.071   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.738   5.342   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.731   4.164   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.403   5.550   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.270   4.114   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.130  -0.723   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6   23                                             
CONECT    5    4                                                            
CONECT    6    4    7   20                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   26                                                  
CONECT    9    8   10   11   15                                             
CONECT   10    9                                                            
CONECT   11    9   12   19   20                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14    9   16   17                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   14                                                            
CONECT   19   11   20                                                       
CONECT   20   11    6   19   21                                             
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    4   24   25                                             
CONECT   24   23                                                            
CONECT   25   23    2                                                       
CONECT   26    8                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₀O₃

Average Mass

342.4790 Da

Monoisotopic Mass

342.21949 Da

IUPAC Name

(1S,3R,8R,12S,16R)-7,7,12,16-tetramethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecane-6,9,14-trione

Traditional Name

(1S,3R,8R,12S,16R)-7,7,12,16-tetramethylpentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecane-6,9,14-trione

CAS Registry Number

Not Available

SMILES

[H][C@@]12C(=O)CC3[C@@]4(C[C@]14CCC(=O)C2(C)C)CC[C@]1(C)CC(=O)C[C@@]31C

InChI Identifier

InChI=1S/C22H30O3/c1-18(2)16(25)5-6-22-12-21(22)8-7-19(3)10-13(23)11-20(19,4)15(21)9-14(24)17(18)22/h15,17H,5-12H2,1-4H3/t15?,17-,19+,20-,21-,22+/m0/s1

InChI Key

CCMUTWYWHXALFY-CPEUNVSASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C5D5N, experimental)	[email protected]	University of Mississippi	Sophie Fadime Aydogan	2025-01-09	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, C5D5N, experimental)	[email protected]	University of Mississippi	Sophie Fadime Aydogan	2025-01-09	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, C5D5N, experimental)	[email protected]	University of Mississippi	Sophie Fadime Aydogan	2025-01-09	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C5D5N, experimental)	[email protected]	University of Mississippi	Sophie Fadime Aydogan	2025-01-09	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C5D5N, experimental)	[email protected]	University of Mississippi	Sophie Fadime Aydogan	2025-01-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, C5D5N, experimental)	[email protected]	University of Mississippi	Sophie Fadime Aydogan	2025-01-09	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400, C₅D₅N, simulated)	[email protected]	University of Mississippi	Sophie Fadime Aydogan	2025-01-09	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Astragalus condensatus		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	3.33	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	51.21 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	95.02 m³·mol⁻¹	ChemAxon
Polarizability	38.63 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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 20(27)-octanorcycloartan-3,6,16-trione (NP0350587)

MOL for NP0350587 (20(27)-octanorcycloartan-3,6,16-trione)

3D MOL for NP0350587 (20(27)-octanorcycloartan-3,6,16-trione)

3D SDF for NP0350587 (20(27)-octanorcycloartan-3,6,16-trione)

3D-SDF for NP0350587 (20(27)-octanorcycloartan-3,6,16-trione)

PDB for NP0350587 (20(27)-octanorcycloartan-3,6,16-trione)

3D PDB for NP0350587 (20(27)-octanorcycloartan-3,6,16-trione)

SMILES for NP0350587 (20(27)-octanorcycloartan-3,6,16-trione)

INCHI for NP0350587 (20(27)-octanorcycloartan-3,6,16-trione)

Structure for NP0350587 (20(27)-octanorcycloartan-3,6,16-trione)

3D Structure for NP0350587 (20(27)-octanorcycloartan-3,6,16-trione)