NP-MRD: Showing NP-Card for (1s,3s,5e)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate (NP0241626)

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Record Information

Version

2.0

Created at

2022-09-07 01:45:23 UTC

Updated at

2022-09-07 01:45:23 UTC

NP-MRD ID

NP0241626

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3s,5e)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate

Description

(1S,3S,5E)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). (1s,3s,5e)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate is found in Coolia monotis. Based on a literature review very few articles have been published on (1S,3S,5E)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309072203452D          

 19 19  0  0  1  0            999 V2000
    4.1937   -0.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5010   -0.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5428    0.4611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7666   -0.7386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0739   -0.2904    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4159   -0.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5919   -0.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2708   -1.5062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0124   -0.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8311   -0.2865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4358    0.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2400    0.3238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3339    1.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1224    1.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6640    2.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6480    2.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8824    1.2482    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4440    1.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2582    0.5137    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
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
  5 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0241626

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@@H](CC(=O)C(=O)\C(C)=C\C1(C)C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O4/c1-9-8-15(4,5)10(2)6-12(19-11(3)16)7-13(17)14(9)18/h8,10,12H,6-7H2,1-5H3/b9-8+/t10-,12-/m0/s1

> <INCHI_KEY>
FKOLFUVSOBNFGV-BNWGVOOPSA-N

> <FORMULA>
C15H22O4

> <MOLECULAR_WEIGHT>
266.337

> <EXACT_MASS>
266.151809188

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
28.543657667872623

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3S,5E)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate

> <JCHEM_LOGP>
3.1443248973333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.906060487169821

> <JCHEM_PKA_STRONGEST_BASIC>
-6.993828344992498

> <JCHEM_POLAR_SURFACE_AREA>
60.440000000000005

> <JCHEM_REFRACTIVITY>
72.4851

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3S,5E)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       7.828  -1.514   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.535  -0.677   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.613   0.861   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.164  -1.379   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.871  -0.542   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.643  -1.471   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.105  -1.393   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.506  -2.812   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.023  -0.345   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.551  -0.535   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.813   0.948   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.315   0.604   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.623   2.477   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.095   2.929   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.239   4.210   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.076   4.116   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.514   2.330   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.562   3.458   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.215   0.959   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    5                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol

Synonyms

Value	Source
(1S,3S,5E)-3,4,4,6-Tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetic acid	Generator

Chemical Formula

C₁₅H₂₂O₄

Average Mass

266.3370 Da

Monoisotopic Mass

266.15181 Da

IUPAC Name

(1S,3S,5E)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate

Traditional Name

(1S,3S,5E)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@@H](CC(=O)C(=O)\C(C)=C\C1(C)C)OC(C)=O

InChI Identifier

InChI=1S/C15H22O4/c1-9-8-15(4,5)10(2)6-12(19-11(3)16)7-13(17)14(9)18/h8,10,12H,6-7H2,1-5H3/b9-8+/t10-,12-/m0/s1

InChI Key

FKOLFUVSOBNFGV-BNWGVOOPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Coolia monotis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic acid esters

Alternative Parents

Substituents

Cyclic ketone
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	3.14	ChemAxon
pKa (Strongest Acidic)	15.91	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	60.44 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	72.49 m³·mol⁻¹	ChemAxon
Polarizability	28.54 Å³	ChemAxon
Number of Rings	1	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

162985594

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,3s,5e)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate (NP0241626)

MOL for NP0241626 ((1s,3s,5e)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate)

3D MOL for NP0241626 ((1s,3s,5e)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate)

3D SDF for NP0241626 ((1s,3s,5e)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate)

3D-SDF for NP0241626 ((1s,3s,5e)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate)

PDB for NP0241626 ((1s,3s,5e)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate)

3D PDB for NP0241626 ((1s,3s,5e)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate)

SMILES for NP0241626 ((1s,3s,5e)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate)

INCHI for NP0241626 ((1s,3s,5e)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate)

Structure for NP0241626 ((1s,3s,5e)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate)

3D Structure for NP0241626 ((1s,3s,5e)-3,4,4,6-tetramethyl-7,8-dioxocyclonon-5-en-1-yl acetate)