NP-MRD: Showing NP-Card for 10alpha-4,5-Seco-11-eudesmene-4,5-dione (NP0334926)

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Record Information

Version

2.0

Created at

2024-09-10 23:06:15 UTC

Updated at

2024-09-10 23:06:15 UTC

NP-MRD ID

NP0334926

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10alpha-4,5-Seco-11-eudesmene-4,5-dione

Description

10Alpha-4,5-Seco-11-eudesmene-4,5-dione belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Based on a literature review very few articles have been published on 10alpha-4,5-Seco-11-eudesmene-4,5-dione.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262301382D          

 17 17  0  0  0  0            999 V2000
   -1.4259    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4259   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7123   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7123    1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4259   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4259    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136    1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411   -1.4439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8562   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1411   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8562   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1411   -1.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2 11  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 14  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 15  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0334926

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)CCCC1(C)CCC(CC1=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1/C15H24O2/c1-11(2)13-7-9-15(4,14(17)10-13)8-5-6-12(3)16/h13H,1,5-10H2,2-4H3

> <INCHI_KEY>
FCPUGTGXHMJFQH-UHFFFAOYNA-N

> <FORMULA>
C15H24O2

> <MOLECULAR_WEIGHT>
236.355

> <EXACT_MASS>
236.177630013

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
28.11311654312542

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-2-(4-oxopentyl)-5-(prop-1-en-2-yl)cyclohexan-1-one

> <JCHEM_LOGP>
3.601245644333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.64304187957009

> <JCHEM_PKA_STRONGEST_BASIC>
-7.062372522480789

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
69.8181

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-2-(4-oxopentyl)-5-(prop-1-en-2-yl)cyclohexan-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

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      -2.662   1.155   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.662  -0.385   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.330  -1.155   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.000  -0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.330   1.922   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.332  -1.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.662  -0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.662   1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.332   1.922   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.997  -1.155   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.997  -2.695   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -5.332  -0.385   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   2.695   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.997  -1.155   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.332  -0.385   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.997  -2.695   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1   11                                                       
CONECT    3    4                                                            
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   14                                             
CONECT    6    1    5                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    5    9                                                       
CONECT   11    2   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    5                                                            
CONECT   15    8   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Value	Source
10a-4,5-Seco-11-eudesmene-4,5-dione	Generator
10Α-4,5-seco-11-eudesmene-4,5-dione	Generator

Chemical Formula

C₁₅H₂₄O₂

Average Mass

236.3550 Da

Monoisotopic Mass

236.17763 Da

IUPAC Name

2-methyl-2-(4-oxopentyl)-5-(prop-1-en-2-yl)cyclohexan-1-one

Traditional Name

2-methyl-2-(4-oxopentyl)-5-(prop-1-en-2-yl)cyclohexan-1-one

CAS Registry Number

Not Available

SMILES

CC(=O)CCCC1(C)CCC(CC1=O)C(C)=C

InChI Identifier

InChI=1/C15H24O2/c1-11(2)13-7-9-15(4,14(17)10-13)8-5-6-12(3)16/h13H,1,5-10H2,2-4H3

InChI Key

FCPUGTGXHMJFQH-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Cyclic ketone
Ketone
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	3.6	ChemAxon
pKa (Strongest Acidic)	19.64	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	69.82 m³·mol⁻¹	ChemAxon
Polarizability	28.11 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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 10alpha-4,5-Seco-11-eudesmene-4,5-dione (NP0334926)

MOL for NP0334926 (10alpha-4,5-Seco-11-eudesmene-4,5-dione)

3D MOL for NP0334926 (10alpha-4,5-Seco-11-eudesmene-4,5-dione)

3D SDF for NP0334926 (10alpha-4,5-Seco-11-eudesmene-4,5-dione)

3D-SDF for NP0334926 (10alpha-4,5-Seco-11-eudesmene-4,5-dione)

PDB for NP0334926 (10alpha-4,5-Seco-11-eudesmene-4,5-dione)

3D PDB for NP0334926 (10alpha-4,5-Seco-11-eudesmene-4,5-dione)

SMILES for NP0334926 (10alpha-4,5-Seco-11-eudesmene-4,5-dione)

INCHI for NP0334926 (10alpha-4,5-Seco-11-eudesmene-4,5-dione)

Structure for NP0334926 (10alpha-4,5-Seco-11-eudesmene-4,5-dione)

3D Structure for NP0334926 (10alpha-4,5-Seco-11-eudesmene-4,5-dione)