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Showing NP-Card for Stigmast-22-ene-3,6-dione (NP0335280)

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Record Information
Version2.0
Created at2024-09-11 00:52:59 UTC
Updated at2024-09-11 00:52:59 UTC
NP-MRD IDNP0335280
Secondary Accession NumbersNone
Natural Product Identification
Common NameStigmast-22-ene-3,6-dione
DescriptionStigmast-22-ene-3,6-dione belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Stigmast-22-ene-3,6-dione was first documented in 2021 (PMID: 34396495). Based on a literature review very few articles have been published on Stigmast-22-ene-3,6-dione.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335280 (Stigmast-22-ene-3,6-dione)


  Mrv2104 05262303252D          

 31 34  0  0  0  0            999 V2000
    8.1492    3.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0819    0.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7583    0.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974    3.6196    0.0000 C   0  0  0  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
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4601    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1365    1.9784    0.0000 C   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
    0.8971    2.2807    0.0000 C   0  0  0  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
    1.7092    2.4259    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
    1.1486    0.8741    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
    8.2646    1.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9537    1.8655    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
    3.5850    1.3097    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
    4.3971    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    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
    4.6774    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    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
    2.2123   -0.3873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  2  0  0  0  0
 11 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 18  2  1  0  0  0  0
 18  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19  8  1  0  0  0  0
 20  7  1  0  0  0  0
 20  9  1  0  0  0  0
 20 18  1  0  0  0  0
 21 12  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23 10  1  0  0  0  0
 23 19  1  0  0  0  0
 24 11  1  0  0  0  0
 24 22  1  0  0  0  0
 25 13  1  0  0  0  0
 25 22  1  0  0  0  0
 26 16  1  0  0  0  0
 27 17  1  0  0  0  0
 27 26  1  0  0  0  0
 28  5  1  0  0  0  0
 28 15  1  0  0  0  0
 28 23  1  0  0  0  0
 28 24  1  0  0  0  0
 29  6  1  0  0  0  0
 29 14  1  0  0  0  0
 29 25  1  0  0  0  0
 29 26  1  0  0  0  0
 30 21  2  0  0  0  0
 31 27  2  0  0  0  0
M  END
Download

3D MOL for NP0335280 (Stigmast-22-ene-3,6-dione)

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3D SDF for NP0335280 (Stigmast-22-ene-3,6-dione)

  Mrv2104 05262303252D          

 31 34  0  0  0  0            999 V2000
    8.1492    3.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0819    0.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7583    0.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974    3.6196    0.0000 C   0  0  0  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
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4601    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1365    1.9784    0.0000 C   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
    0.8971    2.2807    0.0000 C   0  0  0  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
    1.7092    2.4259    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
    1.1486    0.8741    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
    8.2646    1.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9537    1.8655    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
    3.5850    1.3097    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
    4.3971    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    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
    4.6774    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    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
    2.2123   -0.3873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  2  0  0  0  0
 11 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 18  2  1  0  0  0  0
 18  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19  8  1  0  0  0  0
 20  7  1  0  0  0  0
 20  9  1  0  0  0  0
 20 18  1  0  0  0  0
 21 12  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23 10  1  0  0  0  0
 23 19  1  0  0  0  0
 24 11  1  0  0  0  0
 24 22  1  0  0  0  0
 25 13  1  0  0  0  0
 25 22  1  0  0  0  0
 26 16  1  0  0  0  0
 27 17  1  0  0  0  0
 27 26  1  0  0  0  0
 28  5  1  0  0  0  0
 28 15  1  0  0  0  0
 28 23  1  0  0  0  0
 28 24  1  0  0  0  0
 29  6  1  0  0  0  0
 29 14  1  0  0  0  0
 29 25  1  0  0  0  0
 29 26  1  0  0  0  0
 30 21  2  0  0  0  0
 31 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0335280

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(\C=C\C(C)C1CCC2C3CC(=O)C4CC(=O)CCC4(C)C3CCC12C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1/C29H46O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-17-27(31)26-16-21(30)12-14-29(26,6)25(22)13-15-28(23,24)5/h8-9,18-20,22-26H,7,10-17H2,1-6H3/b9-8+

> <INCHI_KEY>
FJQGCLCMDPGZHC-CMDGGOBGNA-N

> <FORMULA>
C29H46O2

> <MOLECULAR_WEIGHT>
426.685

> <EXACT_MASS>
426.349780721

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
53.07676896421867

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(3E)-5-ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthrene-5,7-dione

> <JCHEM_LOGP>
7.172384875000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.49708854389382

> <JCHEM_PKA_STRONGEST_BASIC>
-7.095221451774866

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
129.67189999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1-[(3E)-5-ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-dodecahydro-1H-cyclopenta[a]phenanthrene-5,7-dione

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0335280 (Stigmast-22-ene-3,6-dione)
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PDB for NP0335280 (Stigmast-22-ene-3,6-dione)
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      15.212   6.125   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.953   1.845   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.482   0.840   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.635   6.757   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.403   5.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.707   4.799   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.792   4.698   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.741   5.119   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.321   3.693   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.698   2.635   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.424   1.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.675   4.257   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.223   5.071   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.191   4.528   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.738   5.342   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.144   1.632   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.169   0.996   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.427   2.056   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.215   5.330   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.847   3.482   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.151   2.809   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.692   2.445   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.270   4.114   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.208   2.716   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.699   3.622   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.660   1.903   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.653   0.725   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.731   4.164   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.183   3.351   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.365   2.538   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       4.130  -0.723   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   18                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7    1   20                                                       
CONECT    8    9   19                                                       
CONECT    9    8   20                                                       
CONECT   10   11   23                                                       
CONECT   11   10   24                                                       
CONECT   12   14   21                                                       
CONECT   13   15   25                                                       
CONECT   14   12   29                                                       
CONECT   15   13   28                                                       
CONECT   16   21   26                                                       
CONECT   17   22   27                                                       
CONECT   18    2    3   20                                                  
CONECT   19    4    8   23                                                  
CONECT   20    7    9   18                                                  
CONECT   21   12   16   30                                                  
CONECT   22   17   24   25                                                  
CONECT   23   10   19   28                                                  
CONECT   24   11   22   28                                                  
CONECT   25   13   22   29                                                  
CONECT   26   16   27   29                                                  
CONECT   27   17   26   31                                                  
CONECT   28    5   15   23   24                                             
CONECT   29    6   14   25   26                                             
CONECT   30   21                                                            
CONECT   31   27                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

Download
3D PDB for NP0335280 (Stigmast-22-ene-3,6-dione)
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SMILES for NP0335280 (Stigmast-22-ene-3,6-dione)
CCC(\C=C\C(C)C1CCC2C3CC(=O)C4CC(=O)CCC4(C)C3CCC12C)C(C)C
Download
INCHI for NP0335280 (Stigmast-22-ene-3,6-dione)
InChI=1/C29H46O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-17-27(31)26-16-21(30)12-14-29(26,6)25(22)13-15-28(23,24)5/h8-9,18-20,22-26H,7,10-17H2,1-6H3/b9-8+
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View in JSmol
SynonymsNot Available
Chemical FormulaC29H46O2
Average Mass426.6850 Da
Monoisotopic Mass426.34978 Da
IUPAC Name1-[(3E)-5-ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthrene-5,7-dione
Traditional Name1-[(3E)-5-ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-dodecahydro-1H-cyclopenta[a]phenanthrene-5,7-dione
CAS Registry NumberNot Available
SMILES
CCC(\C=C\C(C)C1CCC2C3CC(=O)C4CC(=O)CCC4(C)C3CCC12C)C(C)C
InChI Identifier
InChI=1/C29H46O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-17-27(31)26-16-21(30)12-14-29(26,6)25(22)13-15-28(23,24)5/h8-9,18-20,22-26H,7,10-17H2,1-6H3/b9-8+
InChI KeyFJQGCLCMDPGZHC-CMDGGOBGNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassSteroids and steroid derivatives  
Sub ClassStigmastanes and derivatives  
Direct ParentStigmastanes and derivatives  
Alternative Parents
Substituents
  • Triterpenoid
    • 

  • Stigmastane-skeleton
    • 

  • 6-oxosteroid
    • 

  • Oxosteroid
    • 

  • 3-oxosteroid
    • 

  • Cyclic ketone
    • 

  • Ketone
    • 

  • 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
logP7.17ChemAxon
pKa (Strongest Acidic)19.5ChemAxon
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity129.67 m³·mol⁻¹ChemAxon
Polarizability53.08 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Purgato GA, Lima S, Baeta JVPB, Pizziolo VR, de Souza GN, Diaz-Munoz G, Diaz MAN: Salvinia auriculata: chemical profile and biological activity against Staphylococcus aureus isolated from bovine mastitis. Braz J Microbiol. 2021 Dec;52(4):2401-2411. doi: 10.1007/s42770-021-00595-z. Epub  2021 Aug 16. [PubMed:34396495  ]